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Houses and Homes in Cape Ann, MA

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    Travelers to Cape Ann are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 25
    5 of 5 stars (6) Excellent
    Gloucester
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    1 / 17
    5 of 5 stars (4) Excellent
    Rockport
    4 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    1 / 8
    4.5 of 5 stars (4) Very good
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 22
    4 of 5 stars (4) Very good
    Gloucester
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    LAST MINUTE CANCELLATION allows summer RATE DISCOUNT on authentic English Manor Home reminiscent of the Cotswolds. 'Misselthwaite Manor' is a a quiet respite in a busy world, yet close to everything Historic Gloucester has to offer. Located in the heart of the private peninsula of Eastern... View all property information
    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...
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    1 / 15
    5 of 5 stars (4) Excellent
    Rockport
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    BOOKING ACCEPTED NOW FOR SUMMER 2016!!. DEDICATED OFF-STREET PARKING FOR ONE CAR. BEST LOCATION IN ROCKPORT steps away from everything! Ground floor studio boasts comfortable and clean efficiency with AC, cable TV and microwave kitchenette, private entrance, private bathroom all on the ground... View all property information
    Location Information
    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed September 20, 2015
    My husband and I stayed in the studio and loved it. The location is great. You are near all the shops in town and the beach is a block away. The train station is nearby and we...
    5 of 5 stars Reviewed April 29, 2015
    This studio apartment is perfectly located within a minute's walk to the beach and to the unique shops located along the north end of Main Street in Rockport. I enjoyed morning...
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    Gloucester
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • 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
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    Gloucester, Cape Ann 01930
    1 / 18
    5 of 5 stars (2) Excellent
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Ocean Views
    • Porch
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    About this property
    Unique round house in quiet private courtyard just behind 40 main St. just steps to Front Beach. The outstanding feature is the rooftop deck with wonderful ocean views and breezes. Have your dinner up there and stay for the magical evening sunsets and stars. Galleries, restaurants, shops,... View all property information
    Location Information
    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed 1 week ago
    Steps to the shops and the beach but on a quiet courtyard, the Round House is a great getaway in a fun space! Phyllis generously offered to pick me up from the station and even...
    5 of 5 stars Reviewed August 23, 2015
    The round house is PERFECT if you are a single or couple looking to enjoy Rockport. My wife and I spent a week in August here. We were lucky enough to have amazing weather for...
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    1 / 21
    5 of 5 stars (3) Excellent
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    ABSOLUTELY THE BEST LOCATION IN ROCKPORT - STUDIO RIGHT IN DOWNTOWN AND WITH THE ENTRANCE TO FRONT BEACH just across the street: you are in the middle of everything in our beautiful rental residence. Check the map. More quiet Back and Old Garden Beach are just five minutes away. This is the only... View all property information
    Location Information
    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed August 17, 2015
    We had a terrific two weeks staying at this property. The studio was very comfortable, and the location is the best in town. Renata could not have been a better hostess. We...
    5 of 5 stars Reviewed August 15, 2015
    Everything was fine! Thank you so much! My guest was very happy! It was great place for staying in Rock Port!
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    1 / 43
    4 of 5 stars (1) Very good
    Gloucester
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Air Conditioning
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    • x
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    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
    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...
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    Gloucester
    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Secure Parking
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    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
    Location Information
    Gloucester, Cape Ann 01930
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    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Enjoy the beauty of Cape Ann at this romantic cottage. Direct ocean front in America's oldest seaport. Immaculate 2 bedroom cottage brings back memories of long ago. At the end of a dirt road, the cottage offers a wrap around porch, rolling green grass, granite steps leading to a flat rocky... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    Gloucester
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Waterfront
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    • Ocean Views
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    • Hot Tub
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    • Pet-friendly
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    • x
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    • x
    About this property
    Location, Location, Location! Get ready to do some serious relaxing at this beautiful and comfortable, 4 bedroom house just steps from the private end of Good Harbor Beach. Open and airy living space with spectacular views of the beach, modern kitchen with all the amenities, large dining area for... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    Rockport
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Ocean Views
    • Air Conditioning
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Back Beach Cottages are a unique 2 cottage property with stunning views of the ocean. The location offers the best of both worlds: it's a quiet and relaxing spot for enjoying the beach and also close to downtown Rockport. The homes are steps away from Back Beach, a 5 minute walk to Front Beach and... View all property information
    Location Information
    Rockport, Cape Ann 01966
    1 / 12
    5 of 5 stars (15) Excellent
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Outdoor Dining Area
    • Wi-Fi
    • Parking
    • Grill
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    • DVD Player
    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This tastefully decorated, immaculate one-bedroom vacation rental is on the first floor of a landmark Victorian, with private entrance off a grand wrap-around covered veranda, overlooking private fenced-in lawn and garden. The covered veranda provides a great cooling respite from the sun in summer... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed July 2, 2013
    My family and I have stayed at Good Harbor house for the past five or six years. We have been coming to Gloucester every year for more than 20 years. Good Harbor house is, hands...
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    1 / 34
    Rockport
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Satellite TV
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    • ?
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    • x
    About this property
    This sweet and comfortable four bedroom, 1.5 bath cottage is just across the street from one of the most striking coves on Cape Ann - or anywhere for that matter - Folly Cove. Enter the cottage through the back door by walking through the large and verdant lawn with picnic table, into a small... View all property information
    Location Information
    Rockport, Cape Ann 01966
    1 / 33
    Gloucester
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Waterfront
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    • x
    About this property
    Direct waterfront on picturesque Goose Cove, this immaculate vacation home 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
    Location Information
    Gloucester, Cape Ann 01930
    1 / 26
    5 of 5 stars (13) Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • x
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    • 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. <BR><BR>Open living space - large living room with sliding door onto large private deck overlooking... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed 3 weeks ago
    We had such a great experience staying at Summerwind two years ago that we recently returned. With three teenage boys we found it extremely convenient to have boogie boards...
    5 of 5 stars Reviewed 4 weeks ago
    Summerwind Cottage is an absolute jewel! We loved the beautiful, artistic decor, and our hosts, Linda and Hank are just the best. Linda's suggestions were all fantastic. We fell...
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    1 / 17
    3 of 5 stars (1) Average
    Gloucester
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Internet Access
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    • x
    About this property
    A delightful vacation home situated in Gloucester's charming Bay View neighborhood, Annie's Place radiates an aura of sun and warmth. Only an 8 minute walk to lovely Plum Cove Beach, Annie's Place lets you spend your summer vacation relaxing, discovering local fauna such as hermit crabs, and... View all property information
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    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...
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    1 / 26
    Gloucester
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Just 10 yards from the white sands and lively surf of Long Beach, this vacation rental condo sleeps 8 in central air conditioned comfort and offers 4 floors of living space with 3+ bedrooms and 2.5 baths. The aptly named Long Beach is one mile long and spans both Gloucester and Rockport. This... View all property information
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    Gloucester, Cape Ann 01930
    1 / 40
    5 of 5 stars (3) Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Terrace
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    • ?
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    About this property
    All utilities are included. Heat, electricity, water, basic cable. Full hi-speed wifi Sq. footage 1200 sq ft. Full Bathroom with shower Walk in closet Parking: off street Pets Policy: no pets preferred but exceptions upon request Kitchen has a Range/oven and Refrigerator, toaster, coffeemaker,... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed 3 days ago
    This apartment is totally off the beaten path -- in the back of the second floor of an ancient office building, and right on the commercial harbor. You walk up the stairs and...
    5 of 5 stars Reviewed April 19, 2016
    Every window offers a stellar view of the water. In fact, the balcony is actually over the water. This is the best location Glouscester could ever offer. It's a large, weirdly...
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    1 / 16
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Walk to Good Harbor in 7 minutes from this NEW one bedroom apartment. Completed in July of 2015, this vacation home is pristine and waiting just for you. Enter through your own entrance into the bright granite kitchen with an A/C unit, a table for 4, and stainless appliances. Pass through to the... View all property information
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    Gloucester, Cape Ann 01930
    1 / 17
    5 of 5 stars (3) Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • x
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    • 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
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed 4 weeks ago
    All you would want, comfort, convience, excitement, and beauty. You cannot miss here. The view is spectacular.
    5 of 5 stars Reviewed May 3, 2016
    Loved this place. Looks out over the water and was very comfortable. The owner was super, she made sure we had everything we needed and even left a binder full of places in the...
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    1 / 13
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
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    • x
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    • x
    About this property
    This Friday to Friday vacation rental is right at Good Harbor Beach. 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... View all property information
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    Gloucester, Cape Ann 01930
    1 / 26
    5 of 5 stars (2) Excellent
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    UNPLUG, UNWIND & UPLIFT YOUR SPIRITS! For those seeking to truly rest, relax and rejuvenate - we can't wait to meet you! Decorated in charming, boho style with creative objects d'art and romantic, atmospheric lighting. A petite solarium brings strong morning light. Beautifully designed outdoor... View all property information
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    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...
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    1 / 38
    Rockport
    6 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • ?
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    • x
    About this property
    This wonderful inviting family vacation home has bountiful space and is located in the highly desirable area of "The Avenues" at the northern end of Rockport. Boasting 6 bedrooms/3.5 baths and the ability to comfortably sleep 11 people, this is a house to bring the extended family to gather and... View all property information
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    Rockport, Cape Ann 01966
    1 / 26
    Rockport
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This wonderful Rockport house, formerly an artist's studio, has been completely renovated into a luxury vacation home with harbor views. High ceilings, individually controlled high-end air conditioning units in each spacious room, and ample off-street parking are just some distinguishing features... View all property information
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    Rockport, Cape Ann 01966
    1 / 36
    Rockport
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • x
    About this property
    This utterly sweet vacation rental cottage overlooking Rockport's beautiful Folly Cove has all modern amenities but maintains the ambiance of the year 1805, when it was built. A thoughtful eye has preserved the property's historical integrity while adding modern comforts. Bright and sunny, the... View all property information
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    Rockport, Cape Ann 01966
    1 / 55
    Rockport
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    This charming summer rental cottage features gorgeous vista water views from two large second story decks. With the new addition, there are 4 bedrooms and 3 bathrooms. Beautifully landscaped with perennial garden, this vacation home is located in the coveted "south end" of Rockport, about 1.5... View all property information
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    Rockport, Cape Ann 01966
    1 / 44
    Rockport
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Walk to Old Garden beach from this immaculate 4 bedroom home that was built in 2008, complete with its own HOT TUB. Just 0.7 Miles from the village of Rockport (and Old Garden Beach) with all its restaurants, galleries and shops, this is the perfect launching pad for your Rockport summer adventure.... View all property information
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    Rockport, Cape Ann 01966
    1 / 23
    5 of 5 stars (24) Excellent
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    PERIWINKLE COTTAGE - truly a place to call "a home away from home". This 2-unit, townhouse cottage offers guests privacy and an updated seaside decor with today's modern amenities. UNIT #1; --Unfortunately, we are NOT able to accommodate pets of any kind or smoking in the units. --Rates based on... View all property information
    Location Information
    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed April 16, 2016
    A very well appointed rental within easy walking distance to harbor. Historic area with beautiful landscaping. Many great seafood restaurants and ocean views are minutes away by...
    5 of 5 stars Reviewed June 27, 2015
    My wife & I spent a week here from June 17th to June 24th 2015. We were very, very pleased with everything that was here at Periwinkle # 2. Everything that was shown and described...
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    1 / 51
    2 of 5 stars (1) Poor
    Rockport
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Porch
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    • x
    About this property
    From its waterfront perch this 4 bed/2.5 bath 3 level home overlooks Rockport's picturesque Pigeon Cove harbor and has spectacular, unobstructed views of the working cove, Sandy Bay, and the twinkling lights of the village of Rockport in the distance. The location of the home is ideal, away from... View all property information
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    Rockport, Cape Ann 01966
    1 / 22
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Location, location, location! This adorable ground floor unit has it! In a historic Rockport home, it has been lovingly updated with new furnishings, appliances, paint and details, but retains the antique charms of a large bay window, attractive slate floors and exposed beams. The unit boasts... View all property information
    Location Information
    Rockport, Cape Ann 01966
    1 / 23
    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    New in 2016! This sweet and immaculate 2 bedroom vacation rental cottage is the perfect place to be this summer, as it is all about the sun, sand and surf of wonderful mile long - Long Beach, which is just about 25 yards from the cottage. The cottage is all on one level, with a wonderful sun... View all property information
    Location Information
    Rockport, Cape Ann 01966
    1 / 27
    Gloucester
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Grill
    • Internet Access
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Gloucester, Cape Ann 01930
    1 / 32
    Rockport
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Porch
    • Grill
    • Satellite TV
    • Internet Access
    • DVD Player
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This waterfront historic vacation home is centrally located in the village of Rockport and was home to John Oakes in the late 18th and early 19th centuries. Completely renovated in 2015 and brought up to the highest modern standard, it retains its old world charm. It has wonderful architectural... View all property information
    Location Information
    Rockport, Cape Ann 01966
    1 / 19
    Gloucester
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • Grill
    • Waterfront
    • DVD Player
    • Internet Access
    • Satellite TV
    • Patio
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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 vacation rental home, which... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    1 / 33
    Rockport
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • Grill
    • Patio
    • Waterfront
    • Internet Access
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Rockport oceanfront! This sunny and immaculate vacation rental home couldn’t be closer to the water, situated on a bluff overlooking Sandy Bay and Pigeon Cove Harbor. Popples Cove House offers everything you could hope for in a vacation getaway – scenic views, location, privacy, comfort and air... View all property information
    Location Information
    Rockport, Cape Ann 01966
    1 / 18
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Songbird, a darling antique vacation rental cottage nestled on a lovely lot in the heart of Rockport Village makes the perfect vacation home base, and is an easy walk to all of the town’s shops, restaurants, galleries, and two beautiful beaches. Watch and listen as the lush, verdant lawn comes... View all property information
    Location Information
    Rockport, Cape Ann 01966
    1 / 25
    Essex
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    Amenities & Details
    • Patio
    • Porch
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This delightful vacation rental home offers gracious comfort and easy access to the riverfront town of Essex, with its multitude of antique shops and restaurants. Enter the home via the stately front porch complete with rocking chairs, making it the perfect shady perch to watch the world go by.... View all property information
    Location Information
    Essex, Cape Ann 01929
    1 / 35
    Rockport
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Porch
    • Waterfront
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy the best of all worlds in this spacious and bright, recently renovated vacation rental home that overlooks Rockport's stunningly picturesque Flat Ledge Quarry as well as vista views of Sandy Bay. If all this water makes you want to swim, you're in luck, because not only can you walk to the... View all property information
    Location Information
    Rockport, Cape Ann 01966
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Grill
    • Ocean Views
    • Waterfront
    • Balcony
    • Washer
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Formerly Seaward Inn, "The Seaward" continues to offer a spectacular setting and charming accommodations. This newly renovated ocean view apartment at the Seaward exudes classic coastal charm. Here you can fully relax while listening to the ocean waves. Experience the charm, serenity, and unspoiled... View all property information
    Location Information
    Rockport, Cape Ann 01966
    1 / 54
    Gloucester
    5 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Porch
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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 vacation rental home 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... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    1 / 24
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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 vacation rental apartment. It is the perfect place to stay during your New England summer getaway! Both the living room and the... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    1 / 18
    Gloucester
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Amenities & Details
    • Waterfront
    • Internet Access
    • DVD Player
    • Porch
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Situated on the shores of the tidal Mill River on a shaded lot of nearly one acre on Gloucester's Wheeler's Point, this vacation home has its own dock and float. This three bedroom, two bath house is on one level and features an open plan concept with cathedral ceiling and lovely water views. The... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    1 / 24
    Gloucester
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    New in 2016! Captain John Stephens House is a stylish and sparkling, newly remodeled studio condominium unit located in the heart of Gloucester. There are 4 units in this building and Unit 3 is on the ground floor. This bright and modern studio makes a perfect summer vacation home for an individual... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Payment Protection
    Amenities & Details
    • Washer
    • Ocean Views
    • Grill
    • Waterfront
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Formerly Seaward Inn, "The Seaward" continues to offer a spectacular setting and charming accommodations. Here you can fully relax while listening to the ocean waves. Experience the charm, serenity, and unspoiled beauty that is The Seaward. Suite 209, also known as Spruce Cottage, is a quaint and... View all property information
    Location Information
    Rockport, Cape Ann 01966
    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Waterfront
    • Washer
    • Balcony
    • Terrace
    • Patio
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Formerly Seaward Inn, "The Seaward" continues to offer a spectacular setting and charming accommodations. Here you can fully relax while listening to the ocean waves. Experience the charm, serenity, and unspoiled beauty that is The Seaward. Suite 206, also known as Loblolly Cove, offers... View all property information
    Location Information
    Rockport, Cape Ann 01966
    1 / 27
    Rockport
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    A splendid 3 bedroom, 3 bath vacation rental home located in Rockport’s serene South End, Whale Cove Gardens provides guests with an unforgettable experience. Surrounded by vibrant, award-winning gardens and incredible water views, Whale Cove has something for everyone, just 1.5 miles away from... View all property information
    Location Information
    Rockport, Cape Ann 01966
    1 / 48
    Rockport
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Grill
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This waterfront vacation rental is a wonderful inviting family vacation home with bountiful space, located in the highly desirable area of "The Avenues" at the northern end of Rockport. Boasting 5 bedrooms/3.5 baths and the ability to comfortably sleep 12 people, this is a house to bring the... View all property information
    Location Information
    Rockport, Cape Ann 01966
    1 / 30
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Internet Access
    • DVD Player
    • Porch
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Taking its name from the glorious sunsets one has the privilege of viewing from each of its rooms and both of its decks, Sunset Cottage is a renovated 2 bedroom, 1 bath cottage in Gloucester’s Thurston Point district. Sunset Cottage sits directly on the tidal Annisquam River and boasts air... View all property information
    Location Information
    Gloucester, Cape Ann 01930