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 South Orleans, MA and nearby

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
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    $0
    $259 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    South Orleans is popular with travelers just like you. Don’t let them get your perfect place first—book today!
    Applied filters:
    Nearby
    Clear All
    1 / 10
    5 of 5 stars (1) Excellent
    South Orleans
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    1 / 13
    5 of 5 stars (1) Excellent
    South Orleans
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    1 / 19
    South Orleans
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    1 / 11
    South Orleans
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy this cozy 3 bedroom Cape Cod Cottage in Nauset Village cottage colony! Each bedroom has a full sized bed and the living room provides TV, a DVD player, and plenty of seating for the whole family! The fantastic deck area leads right to the enclosed outdoor shower, great for rinsing off after a... View all property information
    Location Information
    South Orleans, Cape Cod
    1 / 22
    South Orleans
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy this beautiful South Orleans home with its own private beach. The interior of the home boasts an open floor plan including a kitchen with granite countertops and center island, spacious dining area, livingroom and a first floor Master Suite with a queen and twin sized bed as well as a private... View all property information
    Location Information
    South Orleans, Cape Cod
    1 / 12
    South Orleans
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Porch
    • Parking
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy the pleasures of a waterfront property -- Wake up to views of a peaceful Pleasant Bay inlet from this sun-filled, modern 3-bedroom cottage in the woods. Launch your kayak or canoe to explore beautiful Pleasant Bay; fish from the dock. Use of the dock for a large boat is also possible. The... View all property information
    Location Information
    South Orleans, Cape Cod
    1 / 17
    South Orleans
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This is a cute 3 bedroom 2 bath in the center of South Orleans. The location offers easy access via Rt 39 or Rt 28 to Chatham or Orleans for shopping, restaurants and beautiful beaches. The house is nicely furnished with comfy couches and a flat screen in the living room. The dining and kitchen are... View all property information
    Location Information
    South Orleans, Cape Cod
    1 / 25
    South Orleans
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This 4 bedroom, 3 bath home sits on Namequoit River in Orleans and offers a private dock off the backyard area. The first level of the home offers one bedroom with a king sized bed and the second level features three additional bedrooms, two with a queen sized bed and one with two twins. The... View all property information
    Location Information
    South Orleans, Cape Cod
    1 / 34
    South Orleans
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This charming remodeled antique home is only 2/10ths of a mile to a Pleasant Bay beach and a short distance to the five star rated Wequassett Resort. The interior has a brand new kitchen with granite counter tops, stainless steel appliances, wide pine floors and opens up to a dining area with a... View all property information
    Location Information
    South Orleans, Cape Cod
    1 / 4
    South Orleans
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Balcony
    • Ocean Views
    • Patio
    • Waterfront
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Six feet of plush lawn separate the MainHouse from the waters of Pleasant Bay. The large garden has plenty of quiet places for reading, relaxing and/or snoozing in the shade or in the sun. Swim or fish from the dock or the nearby beach. Arrangements for a boat mooring are possible. Off-street... View all property information
    Location Information
    South Orleans, Cape Cod
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    1 / 28
    South Orleans
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • DVD Player
    • Air Conditioning
    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This 2 bedroom, 2 bathroom home is located on a private dirt road overlooking Pah Wah Pond in South Orleans. It is in walking distance to beautiful Pah Wah Conservation Area on Pleasant Bay, just perfect for hiking. Five minutes in the other direction, a short walk takes you to the town landing and... View all property information
    Location Information
    South Orleans, Cape Cod

    The following rentals are within 5 miles of South Orleans, Cape Cod, Massachusetts.

    1 / 12
    5 of 5 stars (5) Excellent
    Brewster
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Waterfront
    • Ocean Views
    • Washer
    • Wi-Fi
    • Patio
    • Outdoor Dining Area
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Located atop the dunes overlooking Cape Cod Bay in Brewster MA this amazing home is the answer to your vacation wish list. Recent renovations include new washer/dryer, fresh paint, new décor and linens, wireless internet and cable. Weeks still available in July, August and September. You will enjoy... View all property information
    Location Information
    Brewster, Cape Cod
    5 of 5 stars Reviewed 4 weeks ago
    This cottage had it all for us. Amazing sunsets, beautiful beach, great location! And a dishwasher. What more could I ask for!
    5 of 5 stars Reviewed June 2, 2016
    We love this house! Perfect - house is comfortable, well maintained, spectacular setting. Loved the incredible view over Cape Cod Bay, walks along the beach, watching the oyster...
    See all reviews
    1 / 29
    5 of 5 stars (3) Excellent
    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    STEPS TO SAINT'S LANDING BEACH, BREWSTER Privacy and seclusion close to a beautiful Brewster beach...the cottage fronts on an unpaved lane and has conservation land behind it. A 2-minute walk via the lane/sandy path or via the paved road takes you to Saint's Landing beach, a beautiful beach on... View all property information
    Location Information
    Brewster, Cape Cod
    5 of 5 stars Reviewed September 7, 2015
    My family and I were so happy that this home had all of the charm and quaintness we had hoped to find. It is located on a very quiet street. Décor was up to date/new and we...
    5 of 5 stars Reviewed August 18, 2014
    We had such an amazing time. The house was better than expected. We had 5 kids with us and the house was sooo accommodating. The house was clean, roomy, had everything we...
    See all reviews
    1 / 7
    North Chatham
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Private Yard
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Spacious four bedroom ranch in Riverbay, a quiet neighborhood that is great for walking, and is only 1 mile from the calm waters of Jackknife Beach on Pleasant Bay! The house is cheerfully decorated with bright colors and upscale furnishings. The finished basement provides extra space for playing... View all property information
    Location Information
    North Chatham, Chatham
    1 / 15
    Brewster
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Parking
    • Washer
    • Wi-Fi
    • Ocean Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    For rent is a 4 bedroom oceanfront house in Brewster, MA. The high tide mark is about 40 feet from face of house, no obstructions or trees to the view. Brewster is the site on the Cape where the tide goes out almost a mile at dead low tide. This exposes sandbars and tide pools which are great fun... View all property information
    Location Information
    Brewster, Cape Cod
    1 / 44
    5 of 5 stars (3) Excellent
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Patio
    • Satellite TV
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Completely renovated, this year round quaint Cape Cod open concept 1500 sq ft home has 3 bedrooms, 2 baths with a large two level outdoor deck overlooking beautifully landscaped yard. Sleeps 6-8 comfortably. Up to 10 including a pullout sleeper sofa. All rooms are bright and nicely appointed with... View all property information
    Location Information
    South Chatham, Chatham
    5 of 5 stars Reviewed 5 days ago
    Perfect place for a family vacation. Close to a beach and a bike trail, lovely quiet neighborhood. The house is very well maintained, comfortable, clean and fully equipped. Most...
    5 of 5 stars Reviewed 1 week ago
    What a unique & wonderful house in Chatham!  John & Ruby are really superb hosts, very accommodating, making sure we were all set… to our delight, John even texted to let us know...
    See all reviews
    1 / 17
    4 of 5 stars (1) Very good
    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Grill
    • Patio
    • Parking
    • Private Yard
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Nestled on three lots in private association, only minutes walk from private beach. Perfect for guests to enjoy high and low tides on Cape Cod Bay, finishing the days with brilliant sunsets. Centrally located on the Lower Cape, Brewster has quick access to all that a vacation on Cape Cod has to... View all property information
    Location Information
    Brewster, Cape Cod
    4 of 5 stars Reviewed August 9, 2016
    This is what it says - a charmer. Lovely wood panelled home surrounded by very large grounds and very, very close to the beach. Yes it maybe a tad old fashioned in parts for...
    See all reviews
    1 / 54
    5 of 5 stars (16) Excellent
    Brewster
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Patio
    • Washer
    • Waterfront
    • DVD Player
    • Satellite TV
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The perfect vacation home with beautiful water view from the highest point on Sheep Pond!Vacation in winter is also possible."The winter view from our bedroom window shows the pond's unfrozen area, which marks the upwelling of the natural spring feeding Sheep Pond, giving it the cleanest water in... View all property information
    Location Information
    Brewster, Cape Cod
    5 of 5 stars Reviewed June 15, 2016
    Outstanding house! Big enough for our group of 7. Awesome view over Sheep Pond! In the 'middle' of the cape, so can get everywhere quite easily. Really nice...
    5 of 5 stars Reviewed September 24, 2015
    House was clean, comfortable and had great views. Neighborhood was quiet. If we travel to the Cape again we will definitely look to stay there.
    See all reviews
    1 / 24
    4 of 5 stars (1) Very good
    Brewster
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Washer
    • Patio
    • Parking
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sleeps 6, Private Patio with Grill, option to purchase Pool and Sports passes Purchase of up to 6 pool and sports passes are available with this property. Please see bottom of the listing for details. This is a clean, family-friendly two-floor, 2 bedroom, 1.5 bath townhouse located in private... View all property information
    Location Information
    Brewster, Cape Cod
    4 of 5 stars Reviewed August 8, 2016
    We found this a very pleasant place to stay. It offered many amenities-the owners seemed to think of everything. It probably is a good place for a couple and 2 children as the...
    See all reviews
    1 / 21
    5 of 5 stars (5) Excellent
    Brewster
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Air Conditioning
    • Porch
    • DVD Player
    • Satellite TV
    • Washer
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This immaculate Cape house was custom-built in 2000 and is conveniently located in desirable East Brewster close to Orleans center. The one-acre plot overlooks a tranquil cranberry bog and Vespers Pond via sun dappled woods, with a rustic country feel of the Cape. Enjoy modern amenities such as... View all property information
    Location Information
    Brewster, Cape Cod
    5 of 5 stars Reviewed July 23, 2015
    Our family needed a relaxing vacation and this charming home met our need. The house is very clean and extremely spacious. Every cabinet holds supplies such as paper goods...
    4 of 5 stars Reviewed July 20, 2014
    The location of the house is convenient to the entire Cape and the secluded location is overall very quiet. The kitchen was well stocked with utensils and supplies. Linens were...
    See all reviews
    Get the List
    1 / 21
    South Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Washer
    • Outdoor Dining Area
    • Grill
    • DVD Player
    • Air Conditioning
    • Private Yard
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy this adorable, classic 2 bedroom and 1 full bath Cape beach cottage only a 10 minute walk to Nantucket Sound beaches. Amenities include dishwasher, washer/dryer, one window air conditioning unit, cable TV (with basic cable) with VCR & DVD, microwave, board games, children's books and videos,... View all property information
    Location Information
    South Chatham, Chatham
    1 / 38
    5 of 5 stars (6) Excellent
    Brewster
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Patio
    • Air Conditioning
    • Washer
    • Sauna
    • Grill
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    2016 summer rentals are Sunday through Sunday, check in 4 pm, check out 10 am. Full weeks only in June and August through the end of Labor Day week. Weekend rentals only available off season (April, May, late September, October etc.) 2016 Thanksgiving, Christmas, New Years long weekends - $1500.... View all property information
    Location Information
    Brewster, Cape Cod
    5 of 5 stars Reviewed 1 week ago
    This home is wonderful. It was the perfect setting for our family. Spacious, CLEAN, and Welcoming. Would love to return as soon as possible
    5 of 5 stars Reviewed August 8, 2014
    This house was a great rental! So much to do, and lots of room! Our son got married on the Cape, so we made a vacation out of it. The groom had the best time from the bar room...
    See all reviews
    1 / 11
    5 of 5 stars (2) Excellent
    Brewster
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Grill
    • Balcony
    • Ocean Views
    • Outdoor Dining Area
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Waterfront on Cape Cod Bay! Completely renovated beach front cottage with gorgeous views and amazing sunsets. Private stairway to the beach to put your toes right in the sand. Exquisite details inside include hardwood floors and fully equipped Kitchen. The space is perfect for entertaining with the... View all property information
    Location Information
    Brewster, Cape Cod
    5 of 5 stars Reviewed July 30, 2016
    We just returned (today) from a week at Sand Dunes cottage in Brewster. The pictures online are very accurate and appear to have been taken recently. The cottage sits directly...
    5 of 5 stars Reviewed July 16, 2016
    A great place to stay!! Owner was very thoughtful and accommodating! Will definitely stay here again.
    See all reviews
    1 / 16
    Brewster
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Housekeeping...
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We love the cape. Nothing like a warm and balmy day or night on the beach. Our home is in a safe and self-contained environment for family with small children. There are many activities, including swimming, golf, tennis, basketball, biking, hiking, summer camp activities for children. Our guests... View all property information
    Location Information
    Brewster, Cape Cod
    1 / 14
    5 of 5 stars (3) Excellent
    Brewster
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Housekeeping...
    • Parking
    • Outdoor Dining Area
    • Washer
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Nice and quiet, clean and updated, 3 bedroom, 2.5 bathroom house is close to wonderful restaurants, great shopping, Cape Cod National History Museum, Brewster General Store and best of all 5/10ths of a mile to Saint's Landing Beach! The master bedroom with queen bed and full bathroom are downstairs... View all property information
    Location Information
    Brewster, Cape Cod
    5 of 5 stars Reviewed August 13, 2014
    Stayed here for a week and could not have been more pleased. Location in perfect, house is amazing and owner very helpfull....will definitely been contacting them again next time...
    See all reviews
    1 / 11
    South Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Grill
    • Washer
    • Parking
    • Waterfront
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Recently renovated cottage in sought after Cockle Cove beach neighborhood. Walk or bike 4/10ths mile to warm, sandy & family friendly town beach on Nantucket Sound. Direct waterfront location on tidal Taylors Pond, with stunning views and access to owner's private dock for kayaking & boating into... View all property information
    Location Information
    South Chatham, Chatham
    1 / 26
    4.5 of 5 stars (3) Very good
    Brewster
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    • Patio
    • Porch
    • Parking
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Very close to the beach for family fun! This magical 4 bedroom 2 bathroom home on a quiet cul-de-sac on Cape Cod in the Sea Captains' town of Brewster. Close to everything including directly across the street from Nickerson State Park and the bike trail. Enjoy lazy summer days in the sun or long... View all property information
    Location Information
    Brewster, Cape Cod
    5 of 5 stars Reviewed July 21, 2016
    The house was spacious, clean, and perfect for a family get together. Everything we needed was provided, the host was responsive and welcoming. The location was perfect! An easy...
    5 of 5 stars Reviewed August 27, 2015
    Very nice property. Location is excellent, quiet end of cul-de-sac, 10 minute walk to very nice beach, easy access to Rte 6A and all that Brewster has to offer. Very near state...
    See all reviews
    1 / 14
    5 of 5 stars (1) Excellent
    West Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Central Heating
    • DVD Player
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Chatham Beach house... walk to Harding's Beach in Chatham. Wonderful home, great for families! Outdoor Shower, wrap-around porch with patio furniture and grill, hammock to relax, Cable TV, DVD player (family movies on site), wifi included, full kitchen, laundry, garage, plenty of parking. Just... View all property information
    Location Information
    West Chatham, Chatham
    5 of 5 stars Reviewed August 19, 2016
    What a perfect rental! From the beginning, owner Sue was extremely helpful and responsive. The beautiful pictures on the website don't even do it justice- the house was beautiful...
    See all reviews
    1 / 15
    4 of 5 stars (2) Very good
    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Balcony
    • Air Conditioning
    • Grill
    • Patio
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    West Brewster- Rte 6A -Attractive two story renovated antique barn overlooking serene setting, entire back of house is glass windows- Fabulous views from main living room area and outside deck include Quivett Creek marsh, Cape Cod Bay and hundreds of acres of protected land. secluded Beach access... View all property information
    Location Information
    Brewster, Cape Cod
    3 of 5 stars Reviewed August 23, 2014
    The grounds of the home in back are lovely however the interior has not been well miantained; mattresses old and ultra firm, rugs worn, window blinds old and cannot be adjusted...
    See all reviews
    1 / 16
    5 of 5 stars (1) Excellent
    West Chatham
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Yard
    • Grill
    • Wi-Fi
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    An old-fashion Cape vacation set in a secluded village of quaint, privately owned cottages on 4 acres of pine forest located on White Pond. This true Cape cottage is ideal for a couple or a small family. It has a complete kitchen/ living area with a pull out sofa bed, one bedroom with 2 twin beds... View all property information
    Location Information
    West Chatham, Chatham
    5 of 5 stars Reviewed July 29, 2016
    It was a nice little spot for my boyfriend and I to get away for the weekend. Had no issues with the facilities. Please keep in mind the cabin isn't air conditioned. There are...
    See all reviews
    1 / 13
    5 of 5 stars (4) Excellent
    Brewster
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Patio
    • Hot Tub
    • Air Conditioning
    • Grill
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We rent our property by the week, Saturday to Saturday.<BR><BR>This bright, freshly remodeled home in a lovely, quiet setting features something for everyone in your vacationing group...<BR><BR>For the gourmet: a fun, light, stainless and Corian kitchen, fully equipped with new appliances, butcher... View all property information
    Location Information
    Brewster, Cape Cod
    5 of 5 stars Reviewed July 18, 2015
    My family and extended family total 10 people including my 2 year old nephew stayed here July 11-18th and we had a blast! This house is truly charming with its different decor and...
    See all reviews
    1 / 22
    5 of 5 stars (1) Excellent
    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Outdoor Dining Area
    • DVD Player
    • Parking
    • Satellite TV
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    0.1 mile from a popular summer Nantucket Sound beach… can walk or ride or /access to private beach via path along marsh just steps away from the house quiet family area… ranch / cottage style house with summer beach flavor with views of Taylor Pond 1 bathroom / eat in kitchen / deck / Weber gas... View all property information
    Location Information
    South Chatham, Chatham
    5 of 5 stars Reviewed July 11, 2016
    We absolutely loved our stay at this charming seaside home, it feels like someones primary residence not a rental. The home is bright, open and beautifully appointed, plenty of...
    See all reviews
    1 / 30
    Orleans
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Parking
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    NEW LISTING!!! This is a well appointed 3000 square foot home in South Orleans, minutes from Rt. 28. Easy access towards Nauset and Skaket beach or Pleasant Bay. The downstairs includes a master suite with King bed and ensuite, full open kitchen and dining room, kids play room, laundry / mud room.... View all property information
    Location Information
    Orleans, Cape Cod
    1 / 9
    North Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This traditional Cape home is set in a beautiful private setting, close by to the Cow Yard town landing where you can watch the sunrise over the Outer Beach and Atlantic or launch your kayak or paddle board. Slight water views from the living room and upstairs bedroom. The property has 3 bedrooms... View all property information
    Location Information
    North Chatham, Chatham
    1 / 18
    Orleans
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Terrace
    • Grill
    • Secure Parking
    • Balcony
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Classic Nauset Heights home sitting directly on the bluff with magnificent views of Nauset Beach, the Atlantic Ocean and Nauset Marsh. Short walk to bay and ocean beaches. Vintage, rustic cottage character in unbelievable location. Great value for view. Wooden farmhouse style floors throughout... View all property information
    Location Information
    Orleans, Cape Cod
    1 / 11
    West Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Porch
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Grill
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    New for the 2015 season and located in the desirable Ridgevale Beach area of Chatham. This bright and airy home is just a 1/2 mile walk to this fabulous sandy beach where you can enjoy swimming both on Nantucket Sound or in the milder waters in the adjoining tidal creek. Ridgevale Beach is one of... View all property information
    Location Information
    West Chatham, Chatham
    1 / 30
    5 of 5 stars (1) Excellent
    Brewster
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Washer
    • Sauna
    • Wi-Fi
    • Hot Tub
    • Shared Indoor Pool
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Have a luxury vacation at our Home at the Ocean Edge Resort in Brewster on Cape Cod. Tailor your vacation to meet your needs with No REALTOR Fees. You can stay a minimum of 3 days not the usual 7. Quiet setting without the traffic of main entrance. What makes us unique? Our unit is unattached :... View all property information
    Location Information
    Brewster, Cape Cod
    1 / 16
    4.5 of 5 stars (3) Very good
    Orleans
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Parking
    • Wi-Fi
    • Grill
    • Porch
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    100 Yards from Water! Its hard to beat the location and value of this charming, well-appointed, 3 bedroom cottage on picturesque Nauset Heights with a short walk to both inland waterways and famous Nauset Beach. Set in a beautiful and relaxing setting - a perfect refuge. 3 Bedrooms. One Queen.... View all property information
    Location Information
    Orleans, Cape Cod
    4 of 5 stars Reviewed 2 weeks ago
    This is the 3rd time we've rented this place. Comfortable, clean and close to the beach. A 10 minute walk to the outer end of Nauset, and minutes to the inlet. Nice little...
    5 of 5 stars Reviewed May 20, 2016
    My family of four (inc. two young children) loved the four nights we spent at this cottage. Nice, well-maintained property in a beautiful, quiet area and only 10 minutes walk to...
    See all reviews
    1 / 31
    Orleans
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Satellite TV
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This recently remodeled 3 bedroom 1.5 miles from Nauset Beach offers lots of open living space inside and out. 3 living rooms and a lower level entertainment area give this home room for the whole family to gather together or spread out for different activities. The outside lawns are expansive as... View all property information
    Location Information
    Orleans, Cape Cod
    1 / 27
    Orleans
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This beautiful Cape Cod home sits on Barley Neck, which is small peninsula just a few minutes drive to Nauset Beach. Beach sticker for parking is included in your rental! It is surrounded by Meeting House Pond and Little Pleasant Bay. This area is harbored from the Atlantic Ocean by Pochet Island.... View all property information
    Location Information
    Orleans, Cape Cod
    1 / 12
    South Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Washer
    • Grill
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    2016 Rental Rate: $1675 per week, including the cleaning fee Off-Season: $775 per week, including the cleaning fee Light and bright 4 bedroom home on quiet cul-de-sac in South Chatham. Comfortable furnishings throughout. Large upstairs bedrooms offer extra seating space too! Nice back deck off the... View all property information
    Location Information
    South Chatham, Chatham
    1 / 6
    5 of 5 stars (2) Excellent
    Orleans
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Air Conditioning
    • Washer
    • Satellite TV
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Lovely Summer Rental in East Orleans. Approximently 0.5 miles from Nauset Beach. This apartment will sleep 4. One seperate bedroom with queen bed. Bathroom and shower. Murphy bed available.in sitting area. Comfortable sitting area with Direct TV, WiFi, washer and dryer, microwave among the... View all property information
    Location Information
    Orleans, Cape Cod
    5 of 5 stars Reviewed August 27, 2015
    Had a wonderful week with our family at this beautiful apartment. It is exactly like the photos! Clean, quiet and relaxing! Would definitely return! The owners live on the...
    See all reviews
    1 / 11
    5 of 5 stars (1) Excellent
    Brewster
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Grill
    • Washer
    • Outdoor Dining Area
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Great opportunity to rent this 4 bedroom house starting at $1000 per week. This charming home is located less than a mile from Breakwater Beach and a short distance from the Brewster General Store. The first floor offers a kitchen with a separate dining room, ample living room with a flat screen... View all property information
    Location Information
    Brewster, Cape Cod
    5 of 5 stars Reviewed August 22, 2016
    House was great, clean and John was great to work with. Only improvement would be a deck to spend time outside on but yard was nice. Location was absolutely wonderful- close to...
    See all reviews
    1 / 18
    5 of 5 stars (1) Excellent
    Orleans
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    *If you can't find the dates available that you are looking for, we also have a second studio you may be interested in. Send us an inquiry and we will try to help you find the dates you want.* Beach Rose is a studio in “Holly Tree Cottages” available by world-renowned Nauset Beach. It offers high... View all property information
    Location Information
    Orleans, Cape Cod
    5 of 5 stars Reviewed 6 days ago
    We wanted an affordable quiet place near a beach. The studio was neat, clean, right near wonderful Nauset Beach and it had everything except the kitchen sink. It was just what we...
    See all reviews
    1 / 12
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Private Yard
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful new condominium nestled on tranquil Perch Pond, located just a half mile from down town Chatham. This unit boast all the amenities of luxury living. Central A/C, gas fireplaces and granite tops to name a few. Spend your afternoons relaxing on the back deck overlooking the pond after a... View all property information
    Location Information
    South Chatham, Chatham
    1 / 29
    Orleans
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    • Terrace
    • Satellite TV
    • Secure Parking
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Layout of Bedrooms: 1st Floor: * Living room with gas fireplace * Dining room / Kitchen / lounge area and dining nook * Master Suite with 1 Queen bed and with private bathroom Full bath/ shower * 1/2 bath 2nd Floor: * Library/office * 2 Twins room and sitting area * Master Bedroom with King... View all property information
    Location Information
    Orleans, Cape Cod
    1 / 26
    5 of 5 stars (2) Excellent
    Orleans
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Washer
    • Waterfront
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Classic Nauset Heights! Walk to Nauset Beach & Views of Atlantic Ocean! Unique extras like rain shower, summer reading library, mid-cen artwork, mature gardens and 900 sq ft deck. New Outdoor Shower, A/C in Beds, Beach chairs /wagon provided! 5-minute walk to Nauset Beach, views of the Atlantic... View all property information
    Location Information
    Orleans, Cape Cod
    5 of 5 stars Reviewed May 25, 2016
    Great rental property with fantastic views of Nauset Beach. Very close to main beach and a quick trip into town for anything you may need. The house itself has plenty of space and...
    5 of 5 stars Reviewed May 17, 2016
    Organizing a place to stay for a large group can often be difficult however this was not the case here. Kent and Nicole were always available and responsive through email to...
    See all reviews
    1 / 20
    Orleans
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Washer
    • Wi-Fi
    • Secure Parking
    • Central Heating
    • Porch
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Classic Nauset Heights 3 Bedroom home sitting directly on the bluff with magnificent views of Nauset Beach, the Atlantic Ocean, Nauset Marsh, Coast Guard Light, and Fort Hill. Short walk to bay and ocean beaches. Vintage cottage character in unbelievable location. Great value for view. Full... View all property information
    Location Information
    Orleans, Cape Cod
    1 / 7
    Orleans
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Patio
    • Grill
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This small two bedroom home has all the quiet charm that you would expect for your cape cod vacation. Perfect for a couple or a small family, this home offers relaxation. - All reservations have a $60 reservation fee and a refundable security deposit. - Additional amenities include: coffee maker,... View all property information
    Location Information
    Orleans, Cape Cod
    1 / 11
    North Chatham
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Air Conditioning
    • Satellite TV
    • Grill
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: $3625 per week, including the cleaning fee ~~~~~No Off-Season~~~~~ Fabulous updated home located in North Chatham, convenient to town and many of Chatham's beaches! High ceilings & hardwood floors throughout and a screened in porch off of the kitchen/dining area. This home has an... View all property information
    Location Information
    North Chatham, Chatham