We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Ipswich, MA and nearby

Redo Search in Map
See more hotels in your map view
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
mm/dd/yyyy mm/dd/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    Show Prices
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    All 52 Rentals in the Ipswich Area
    loading...
    From
    $195
    / Night
    Payment Protection
    View Details
    1 / 52
    Ipswich
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    From
    $250
    / Night
    Payment Protection
    View Details
    1 / 15
    Ipswich
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    From
    $400
    / Night
    Payment Protection
    View Details
    1 / 13
    5 of 5 stars (2) Excellent
    Ipswich
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (2) Make Inquiry

    The following rentals are within 10 miles of Ipswich, Massachusetts.

    From
    $325
    / Night
    Payment Protection
    View Details
    1 / 28
    5 of 5 stars (2) Excellent
    Gloucester
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Water Views
    • Deck
    • DVD Player
    • Satellite TV
    • Fireplace
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Spacious 5 Bedroom Brick Colonial Home located on the Historic Stacey Boulevard with picturesque views of Gloucester's Harbor and the Atlantic Ocean. Look out at the stunning views of local schooners, the light houses, fishing vessels and feel the cool sea breeze that provides refreshment from the... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed November 2, 2014
    We rented this lovely home for our annual "Cousins Weekend". We are a group of seven women who travel to someplace in New England every October. We had a wonderful time at the...
    5 of 5 stars Reviewed August 25, 2014
    We had such a wonderful stay here! We came with our five kids, ages 11-24, for a last hurrah together before 2 of our older kids left home for college and living abroad. We were...
    See all reviews
    From
    $500
    / Night
    Payment Protection
    View Details
    1 / 13
    Gloucester
    5 Bedrooms / 3 Bathrooms / Sleeps 11
    Overview Make Inquiry
    Amenities & Details
    • Patio
    • Dryer
    • Wi-Fi
    • Washer
    • Refrigerator
    • Fireplace
    • Grill
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Turn of the century home located two blocks from Atlantic shoreline and close to wedding venues including Elks, Cruiseport, & Anninsquam Yacht Club. 7 day minimum stay Sat. To Sat. Large modern fully equipped kitchen with double oven, 6 burner stove, dishwasher, washer, dryer. Three fireplaces,... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $650
    / Night
    View Details
    1 / 31
    Gloucester
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Patio
    • Air Conditioning
    • Hot Tub
    • Deck
    • Water Views
    • Fireplace
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Just 10 yards from the white sands and lively surf of Long Beach, this condo sleeps 10+ in centrally air conditioned comfort and offers 4 floors of living space with 3+ bedrooms and 2.5 baths. The aptly named beach is one mile long spanning both the community of Gloucester and Rockport - take your... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $150
    / Night
    Payment Protection
    View Details
    1 / 22
    4 of 5 stars (4) Very good
    Gloucester
    4 Bedrooms / 7 Bathrooms / Sleeps 8
    travelers have booked this property
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Balcony
    • Washer
    • Fireplace
    • TV
    • Refrigerator
    • Patio
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    English Manor Home reminiscent of the Cottswolds, 'Misselthwaite Manor' is a a quiet respite in a busy world, yet in the middle of everything Historic Gloucester has to offer. Currently booking for July and August at special rates for two week blocks. Located in the heart of the private peninsula... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    4 of 5 stars Reviewed November 17, 2014
    Beautiful home. Open beam construction. Impressive wooden entry door with iron work fixtures. Soothing relaxing music playing in the breakfast room. Walled in yard with gated...
    4 of 5 stars Reviewed September 6, 2014
    We found the house to be in good order. The kitchen had everything we needed to cook once in a while when we didn't dine out. The bathrooms and bedrooms were nice and clean. Lois...
    See all reviews
    From
    $600
    / Night
    Payment Protection
    View Details
    1 / 22
    Newburyport
    5 Bedrooms / 5 Bathrooms / Sleeps 20
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Water Views
    • Air Conditioning
    • Ping Pong Table
    • Swingset
    • Private Fishing...
    • Watersports Nearby
    • Wi-Fi
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This rental comprises 7,500 sq ft and includes the top two floors of a 10,000 sq ft Mediterranean style stucco residence on 6 acres with 500 ft of pristine frontage and views of the Merrimack River. A covered portico parking area leads directly through double carved wooden doors that open up to... View all property information
    Make Inquiry
    Location Information
    Newburyport, Massachusetts 01985
    From
    $200
    / Night
    View Details
    1 / 14
    Gloucester
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Refrigerator
    • Internet Access
    • Stove
    • Freezer
    • Linens Provided
    • Microwave
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Walk to Good Harbor in 10 minutes from this NEW one bedroom apartment! Completed in July of 2015, this property is pristine and just waiting for you. Enter through your own entrance into the open floor plan bright granite kitchen (with an A/C unit), dining, and living area with a new pullout... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $150
    / Night
    Payment Protection
    View Details
    1 / 5
    Gloucester
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Waterfront
    • Washer
    • Satellite TV
    • Air Conditioning
    • Shared Tennis Court
    • Dryer
    • Refrigerator
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sitting directly on the the beautiful port of Gloucester Harbor, this light and airy 3 room apartment offers full private bath, fully applianced kitchen, queen bed and wonderful sitting porch. Walk or bike to local restaurants, museums, theatre and beach, and enjoy all that is Gloucester. The... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    From
    $429
    / Night
    Payment Protection
    View Details
    1 / 19
    Gloucester
    5 Bedrooms / 2 Bathrooms / Sleeps 13
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Deck
    • Washer
    • Satellite TV
    • Stereo System
    • Internet Access
    • Dryer
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    **There is a possibility that construction will ongoing next door during the summer of 2015** Welcome to your very own summer beach home! Located across the street from the North Shore's best beach, this two family home offers five bedrooms, two bathrooms, two separate living spaces as well as two... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $125
    / Night
    Payment Protection
    View Details
    1 / 9
    4 of 5 stars (2) Very good
    Gloucester
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Grill
    • Water Views
    • Air Conditioning
    • Waterfront
    • TV
    • Refrigerator
    • Wi-Fi
    • Stove
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Enjoy all that Gloucester has to offer in this charming 1BD cottage by the harbor in East Gloucester. Located on East Main street, so busy during the day, but close to everything by foot or bicycle. Sunny, furnished, adorable 1BD. Living Room/Kitchenette downstairs, Bedroom/Bath upstairs.... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    4 of 5 stars Reviewed July 15, 2015
    We stayed here with our 2 teenage boys who "bunked" in living room, the space was just enough an having all amenities (sat tv, wi fi, bbq...) was a bonus. The walks to the...
    4 of 5 stars Reviewed August 15, 2014
    Recommend it to couples only, quaint, very clean cottage in a busy area. Take caution pulling out of driveway. Bathroom upstairs a little small not much head room for those over...
    See all reviews
    From
    $3,000
    / Week
    Payment Protection
    View Details
    1 / 7
    Gloucester
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Stereo System
    • Deck
    • Washer
    • Internet Access
    • DVD Player
    • Water Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    One acre up on quiet bluff, with new view deck and windows overlooking the best beach north of Boston, is our four bedroom, two bath house with lots of parking and just 1500 yards from the ocean. Come and stay with your family or friends and enjoy Good Harbor Beach and all of historic and original... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $225
    / Night
    Payment Protection
    View Details
    1 / 16
    5 of 5 stars (1) Excellent
    Newburyport
    3 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Housekeeping...
    • Patio
    • Washer
    • Grill
    • Dryer
    • TV
    • Watersports Nearby
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our place is located just steps from historic downtown Newburyport, a block from the waterfront and 2 miles from the beautiful beaches of Plum Island. The Tannery market place is across the street and offers most anything you need during your stay (gym, convenience store, bike rentals, book store,... View all property information
    Make Inquiry
    Location Information
    Newburyport, Massachusetts 01950
    5 of 5 stars Reviewed June 1, 2015
    This is an awesome place close to everything. Right across the street there is a fabulous bakery that sells all different kinds of Whoopi Pies which are amazing. There is also a...
    See all reviews
    From
    $2,250
    / Week
    Payment Protection
    View Details
    1 / 18
    Gloucester
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Water Views
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • DVD Player
    • Boat Available
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Gloucester Waterfront Waterfront Vacation House with Dock Direct riverfront home with dock overlooking Annisquam River, Lobster Cove, Wingaersheek Beach, and out towards Ipswich Bay. Open living spaces with endless views of both the river and marshland. This is true waterfront living! So... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $175
    / Night
    Payment Protection
    View Details
    1 / 17
    Gloucester
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Waterfront
    • Air Conditioning
    • Stereo System
    • Water Views
    • DVD Player
    • Private Fishing...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Vacation at the very edge of the Gloucester Inner Harbor watching the boats and ships passing by. Relax on your private deck over the water and enjoy this extraordinary picturesque setting that can't be matched anywhere on the harbor ! Whale watching or trips around harbor by boat is all within... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $325
    / Night
    Payment Protection
    View Details
    1 / 9
    Gloucester
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Water Views
    • Air Conditioning
    • Parking
    • Dryer
    • Ceiling Fans
    • Washer
    • Deck
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Awesome East Gloucester house with picture perfect view! Sip cocktails and watch the boats go by. Walk to Rocky Neck for great dining, art galleries, and more. Enjoy the music from the Neck while sitting on your own deck. A short walk to Niles Beach, bring your bikes or running shoes and run or... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $2,350
    / Week
    Payment Protection
    View Details
    1 / 43
    4 of 5 stars (1) Very good
    Gloucester
    3 Bedrooms / 1 Bathroom / Sleeps 6
    traveler have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Watersports Nearby
    • Stereo System
    • Water Views
    • Waterfront
    • Internet Access
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Lovely cottage set high up on a hill overlooking the private section of Wingaersheek Beach, this lovingly restored 3 bedroom home has been in the same family for over 55 years. The cottage boasts one of the most spectacular hilltop views on the entire beach with meticulously maintained lawn and... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 02116
    4 of 5 stars Reviewed July 20, 2015
    Great beach get away. Walk to private beach. Cottage was very cute and clean with nice deck, outdoor shower, and pretty gardens. Cottage was well equipped with linens, towels...
    See all reviews
    From
    $438
    / Night
    Payment Protection
    View Details
    1 / 24
    South Hamilton
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Water Views
    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Offering breathtaking ocean and marina views, this spacious apartment is sure to provide the perfect holiday experience. A large lounge room with modern comfortable furnishings including large screen Plasma Television and Austar allows for relaxation after a busy day on the island. The modern... View all property information
    Make Inquiry
    Location Information
    South Hamilton, Massachusetts 4803
    From
    $695
    / Week
    Payment Protection
    View Details
    1 / 25
    5 of 5 stars (2) Excellent
    Gloucester
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Deck
    • Wi-Fi
    • Stereo System
    • Satellite TV
    • Washer
    • Central Heating
    • DVD Player
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This eclectic STUDIO PLUS is decorated in a charming, boho style with rich brocades, creative objects d'art and romantic/atmospheric lighting (darkly lit which makes for a wonderfully cozy nest.) A petite solarium brings morning light, along with one large skylight in bathroom. The beautifully... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed January 27, 2015
    I had a chance to stay at this wonderful studio for 2 weeks and couldn't my believe good luck. This property, a former Unitarian Church and sexton's residence, has been...
    5 of 5 stars Reviewed January 25, 2015
    We stayed here and had a delightful week in Gloucester ~ a cozy, romantic and uniquely decorated apartment ~ very aesthetic with extra ammenties ( ie, a washer & dryer) and a...
    See all reviews
    Get the List
    From
    $250
    / Night
    Payment Protection
    View Details
    1 / 11
    Newburyport
    4 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Watersports Nearby
    • Wi-Fi
    • Water Park Nearby
    • There Are Tennis...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This charming cape is in Newburyport, The smallest city in Massachusetts located about 45 min north of Boston on the coast. The Merrimac River runs through Newburyport and empties into the atlantic about 3 miles away on Plum Island a barrier island with miles of white sand beaches all with free... View all property information
    Make Inquiry
    Location Information
    Newburyport, Massachusetts 01950
    From
    $250
    / Night
    Payment Protection
    View Details
    1 / 26
    Beverly
    2 Bedrooms / 1 Bathroom / Sleeps 5
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Water Views
    • Deck
    • Air Conditioning
    • Watersports Nearby
    • TV
    • Wi-Fi
    • Ocean Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Welcome to the Harborfront House, located at historic Independence Park and Beach on Lothrop Street, recently recognized by the Boston Globe as one of the “20 Best Streets in Boston and Beyond'. You will be instantly captivated by the waterfront activity just steps from the front... View all property information
    Make Inquiry
    Location Information
    Beverly, Massachusetts 01915
    From
    $1,250
    / Week
    Payment Protection
    View Details
    1 / 9
    Newbury
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Secure Parking
    • Water Views
    • TV
    • Refrigerator
    • Stereo System
    • DVD Player
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Charming, newly renovated cottage on Plum Island basin, new front and back decks, all new appliances, refinished hard wood floors, beautiful views. Walking distance to main beach, private beach on basin, perfect for children, swimming, and kayaking. Newburyport is a 10 minute car ride and hosts a... View all property information
    Make Inquiry
    Location Information
    Newbury, Massachusetts 01951
    From
    $200
    / Night
    Payment Protection
    View Details
    1 / 5
    Manchester-by-the-Sea
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Summer Rental in Manchester by the Sea MA Enjoy beautiful gardens in this in-town retreat. Right in the center of Manchester by the Sea walking distance to Singing Beach, shops, restaurants and the train station, this rental offers exceptional opportunities for exploring the area. Take the train... View all property information
    Make Inquiry
    Location Information
    Manchester-by-the-Sea, Cape Ann 01944
    From
    $1,400
    / Week
    View Details
    1 / 26
    5 of 5 stars (11) Excellent
    Gloucester
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (11) Make Inquiry
    Amenities & Details
    • Deck
    • Washer
    • Water Views
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Picture a romantic, seaside cottage with a lovely large deck, set on a hillside overlooking the harbor... catching the summer wind, salt air and sounds of seagulls as they drift up from the harbor. Open living space - large living room with sliding door onto large private deck overlooking the... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed July 8, 2015
    I have stayed in a dozen or so vacation rentals over the years, including several in the Cape Anne area, and this one was by far the best maintained, best outfitted, most...
    5 of 5 stars Reviewed September 2, 2013
    Have just spent a week at the cottage and it was was absolutely lovely. It is exactly like the pictures, beautifully decorated and very well equipped. The owners, Linda and Hank...
    See all reviews
    From
    $2,500
    / Week
    View Details
    1 / 29
    5 of 5 stars (10) Excellent
    Gloucester
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    Overview Reviews (10) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Stereo System
    • Deck
    • Internet Access
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This oceanfront year round home was recently constructed to maximize spectacular ocean views and sunsets. Enjoy the views of the water outside while sitting on the glassed in balcony just off of the master bedrooms , the screen/glass windows across the front or on the stone patio or dock. Inside,... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed October 2, 2012
    We were two families (four adults, 3 children and a toddler), and everyone had a wonderful time. Wingarsheek and Crane Beaches are reasonably convenient, as are some great...
    5 of 5 stars Reviewed May 1, 2012
    We were eight women celebrating over 50 years of friendship with a long weekend getaway. We were delighted with The Landry Cottage. The spacious house is brightly and...
    See all reviews
    From
    $150
    / Night
    View Details
    1 / 4
    5 of 5 stars (1) Excellent
    Beverly
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Stove
    • Stereo System
    • Water Views
    • Satellite TV
    • Refrigerator
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    I just had a huge cancellation! Now available for Labor Day, Columbus Day too. Perfect for two- a place to put up family or friends for vacation or holiday time.This one bed room duplex in an attached renovated barn is just a short walk to Salem, 5 minutes from public transport to Boston and Cape... View all property information
    Make Inquiry
    Location Information
    Beverly, Massachusetts 01915
    5 of 5 stars Reviewed July 10, 2015
    We had an extremely stressful week in Boston with some last minute AirBNB cancellations, and when we weren't even able to find a hotel in Boston we lucked into finding this...
    See all reviews
    From
    $285
    / Night
    View Details
    1 / 52
    5 of 5 stars (1) Excellent
    Gloucester
    4 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Deck
    • Stereo System
    • Water Views
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    NEW IN 2013: Addition of new windows, insulation, Heat & Central Air Conditioning now extends our season March 1 – December 31.This newly renovated and updated waterfront gem has four bedrooms and 1.5 baths, a deep-water dock (accommodates up to a 20 foot boat) and a wrap-around screened porch... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed February 3, 2015
    We try to stay here every year because we love the comfortable quality of a vacation home that's been in the family since 1929. The roomy screened in porch wraps around 3 sides...
    See all reviews
    From
    $250
    / Night
    View Details
    1 / 20
    5 of 5 stars (1) Excellent
    Essex
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Washer
    • Internet Access
    • DVD Player
    • Stereo System
    • Air Conditioning
    • Dryer
    • Deck
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Newly remodeled luxury air conditioned townhome with views of the Great Marsh and Essex river from every room. New master bathroom with separate freestanding soaking bathtub and large shower, heated floors, and granite counter top. The master bedroom has a king size bed, ceiling fan, individual air... View all property information
    Make Inquiry
    Location Information
    Essex, Cape Ann 01929
    5 of 5 stars Reviewed June 17, 2015
    I booked this accommodation for my in-laws who had never been on the North Shore before. The location can't be beat. Every morning we had breakfast (sometimes brunch!) overlooking...
    See all reviews
    From
    $250
    / Night
    View Details
    1 / 17
    3 of 5 stars (1) Average
    Gloucester
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Stove
    • Stereo System
    • Refrigerator
    • Porch
    • Grill
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A delightful home situated in Gloucester's charming Bay View neighborhood, Annies Place radiates an aura of sun and warmth. Only an 8 minute walk to lovely Plum Cove Beach, Annies Place lets you spend your summer vacation relaxing, discovering local fauna such as hermit crabs, and swimming to your... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    3 of 5 stars Reviewed July 29, 2015
    Cute house with a terrible parking/road situation. Poorly maintained exterior and patio made walking around the TINY yard dangerous for kids and those with mobility/vision...
    See all reviews
    From
    $250
    / Night
    View Details
    1 / 15
    Prides Crossing
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • TV
    • Grill
    • Water Views
    • Refrigerator
    • DVD Player
    • Linens Provided
    • Stove
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    On a gorgeous estate, this Beverly Cove Carriage house has been lovingly renovated and made into 3 tasteful and comfortable units. This air conditioned rental includes use of the estate swimming pool, tennis court, private beach, and hot tub. It is located just a half a mile from West Beach which... View all property information
    Make Inquiry
    Location Information
    Prides Crossing, Massachusetts 01915
    From
    $350
    / Night
    View Details
    1 / 10
    Beverly
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Water Views
    • Air Conditioning
    • Satellite TV
    • Fireplace
    • Waterfront
    • Internet Access
    • Deck
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Toast the glow of another gorgeous day on the riverfront wraparound deck of Afternoon Delight in historic Beverly. A decorative columned portico and farmer's porch welcome you into to this immaculate and restful abode. Start in the foyer which opens to a carpeted living room with windows on 3... View all property information
    Make Inquiry
    Location Information
    Beverly, Massachusetts 01915
    From
    $200
    / Night
    View Details
    1 / 20
    Prides Crossing
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Water Views
    • Stove
    • Patio
    • Satellite TV
    • Refrigerator
    • DVD Player
    • Grill
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located in desirable Beverly Cove on a private estate, rental of this delightful studio apartment includes shared use of the estate's swimming pool, tennis court, hot tub and private beach. Located just a half a mile from West Beach open only to residents of Beverly Farms. Enjoy the amazing... View all property information
    Make Inquiry
    Location Information
    Prides Crossing, Massachusetts 01915
    From
    $1,714
    / Night
    View Details
    1 / 51
    Gloucester
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Water Views
    • DVD Player
    • Washer
    • Satellite TV
    • Stereo System
    • Waterfront
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    LUXURY OCEANFRONT ESTATE CLOSE TO BOSTON This truly unique, breathtaking oceanfront circa 1890 estate has been painstakingly renovated and modernized by its current owner. The property consist of close to 4 acres of direct oceanfront access with a 4,000 sf stone house that boasts an attached... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $100
    / Night
    View Details
    1 / 28
    Newburyport
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Deck
    • Boat Available
    • Stereo System
    • Satellite TV
    • Fireplace
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Perfect for a professional on assignment, a visiting couple who want to to be a walkable distance from downtown Newburyport, anyone in housing transition. Description Large first floor apartment in a beautiful victorian home. Combination of wide pine and hardwood floors throughout. Exquisite... View all property information
    Make Inquiry
    Location Information
    Newburyport, Massachusetts 01950
    From
    $314
    / Night
    View Details
    1 / 6
    Gloucester
    4 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Waterfront
    • Internet Access
    • DVD Player
    • Satellite TV
    • Water Views
    • Washer
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Updated seasonal waterfront cottage ideal for swimming or kayaking right from the property. It is located on the Northeast shore of Cape Ann, affording sweeping views of Ipswich Bay, with gorgeous summer sunsets over the water. It is nestled in among three other waterfornt cottages in a quiet... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $279
    / Night
    View Details
    1 / 9
    Gloucester
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • Internet Access
    • Washer
    • Satellite TV
    • Dryer
    • Stereo System
    • Water Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The cottage is an updating of the original Coggeshall artist camp overlooking a grassy acre of land leading to its own point of land jutting into Ipswich Bay. With prevailing calm water the shorefront is usable for swimming and boating (boat launch 1/2 mile at Lane's Cove). The cottage is at the... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $75
    / Night
    View Details
    1 / 26
    Newbury
    2 Bedrooms / 1 Bathroom / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Stove
    • Microwave
    • Parking
    • Internet Access
    • Refrigerator
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This two-bedroom home in Plum Island boasts close beach access and space for seven guests and one dog - all the key ingredients for a fantastic coastal getaway! Located right across the street from easy beach access, and within walking distance of multiple well-loved restaurants such as The Plum... View all property information
    Make Inquiry
    Location Information
    Newbury, Massachusetts 01951
    From
    $400
    / Night
    View Details
    1 / 32
    Gloucester
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Water Views
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Stereo System
    • Waterfront
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Direct waterfront on picturesque Goose Cove, this immaculate property provides endless delights, both inside and out. This sunny and welcoming home is situated at the water's edge of the cove and offers three large bedrooms and 3 full baths as well as a lovely eat-in kitchen, formal dining and... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $2,058
    / Week
    View Details
    1 / 20
    Gloucester
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Linens Provided
    • Refrigerator
    • Grill
    • Satellite TV
    • Porch
    • Stove
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 3 bedroom, 1.5 bath home on a quiet Gloucester cul de sac is about 100 yards from the sands of Niles Beach and just a short walk to the f Rocky Neck Art Colony with its galleries and restaurants. The Gloucester Stage Company is also in the neighborhood offering a top rated program of live... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $225
    / Night
    View Details
    1 / 11
    Gloucester
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Refrigerator
    • Satellite TV
    • DVD Player
    • Internet Access
    • Water Views
    • Stereo System
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Relax and take in wonderful views of Gloucester's beautiful Good Harbor Beach, with Thatcher Island beyond, from this bright and delightfully furnished two bedroom apartment. Both the living room and the master bedroom have sliding doors that open onto a spacious, private, sun-kissed deck complete... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $1,330
    / Week
    View Details
    1 / 13
    Gloucester
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Grill
    • Refrigerator
    • Stove
    • DVD Player
    • Water Views
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Good Harbor Beach! Friday to Friday rental! Step out the door, walk over the Good Harbor Beach footbridge and you are on one of Gloucester’s most highly rated beaches enjoying the sun, sand, and surf. Leave your car in the driveway and enjoy the best of summer; run home for refreshments & come... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $2,000
    / Week
    View Details
    1 / 39
    Gloucester
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Fireplace
    • Refrigerator
    • Stereo System
    • Water Views
    • Deck
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Tastefully renovated, Victorian House on Rocky Neck, Gloucester’s fabled artist colony has three bedrooms and a gorgeous front porch overlooking the water. From the porch, step into the home’s front hall and formal living room, complete with a custom delicately-tiled fireplace. Open the nearby... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $450
    / Night
    View Details
    1 / 17
    Gloucester
    3 Bedrooms / 4 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Waterfront
    • DVD Player
    • Grill
    • Internet Access
    • Deck
    • Patio
    • Satellite TV
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy the views of the sparkling waters of the Annisquam River and Ipswich Bay beyond as well as Wingarsheek Beach and the Annisqaum Yacht Club just across the river. Don't forget the incredible sunsets that await you every evening from this 3 bedroom/3.5 bath gem which efficiently and effectively... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $450
    / Night
    View Details
    1 / 8
    Gloucester
    5 Bedrooms / 2 Bathrooms / Sleeps 9
    Overview Make Inquiry
    Amenities & Details
    • Porch
    • Satellite TV
    • Internet Access
    • Fireplace
    • Refrigerator
    • DVD Player
    • Deck
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located above the western shore of Gloucester’s historic harbor and lovingly renovated in 2011, this beautiful and spacious five bedroom Victorian house has been in the same family since the 1880's. From the side entrance on a quiet lane, you will step into a bright back hall with full bath and... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $1,100
    / Night
    View Details
    1 / 20
    Gloucester
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Stereo System
    • DVD Player
    • Waterfront
    • Deck
    • Water Views
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sun when you want it. Shade when you need it. Cool Cove has it all. Jutting high above Wingaersheek Beach on a promontory from which it seems that you can see forever: Annisquam Lighthouse, Ipswich Bay, azure waters, pleasure boats, Walk from this four bedroom house, across a verdant lawn edged... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $350
    / Night
    View Details
    1 / 30
    Gloucester
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Refrigerator
    • Internet Access
    • Satellite TV
    • Water Views
    • DVD Player
    • Stove
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This well appointed 3 bedroom/ 2 bath pied a'terre is perched above the picturesque waterfront Stacey Boulevard which is one of the most scenic spots on all of Cape Ann- best known for the iconic Man-at-the-Wheel sculpture of the Gloucester Fisherman facing the elements of the sea depicting 'Those... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $235
    / Night
    View Details
    1 / 24
    Gloucester
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Refrigerator
    • Water Views
    • Balcony
    • DVD Player
    • Internet Access
    • Grill
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy the views, breezes and scent of the sea from this lofty perch overlooking Gloucester's famed waterfront. Stacey Boulevard is home to the iconic 'Gloucester Fisherman at the Wheel' sculpture -- a symbol of the fishing port's rich history as a working waterfront and as the subject of poets,... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $10,286
    / Week
    View Details
    1 / 43
    Gloucester
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Waterfront
    • Deck
    • Water Views
    • Hot Tub
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is one of the few properties that has stairs that take you directly onto the private portion of Good Harbor Beach. This immaculate 3 bedroom, 3.5 bath contemporary home is the ultimate beach getaway. Incredible 180 degree views of the whole length of the beach, Salt Island and north up the... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930
    From
    $3,500
    / Week
    View Details
    1 / 29
    Gloucester
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Air Conditioning
    • Satellite TV
    • Refrigerator
    • Internet Access
    • DVD Player
    • Water Views
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This delightful and charming home is ideally situated just one block from Good Harbor Beach overlooking the sand and the surf. Four bedrooms and two full baths, the house is well laid out and has fantastic views of the beach. Enter into the center stair foyer and on your left is a large living... View all property information
    Make Inquiry
    Location Information
    Gloucester, Cape Ann 01930