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Holiday Rentals and Homes in South Orleans, MA

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    South Orleans
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 4
    5 of 5 stars (1) Excellent
    South Orleans
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    South Orleans
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 17
    5 of 5 stars (1) Excellent
    South Orleans
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Patio
    • Washer
    • DVD Player
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    • Satellite TV
    • Grill
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Luxury and quality awaits you in this spacious yet beautiful custom built home in S. Orleans! Best for the most fastidious and meticulous. Professional kitchen, inviting living space, 3BR (2 upstairs rooms w/ AC), and private patio make this home a fantastic getaway. Multiple weeks encouraged at... View all property information
    Location Information
    South Orleans, Cape Cod
    5 of 5 stars Reviewed 18 August 2011
    Very clean, newly and tastefully renovated, and incredibly well-equipped home. Quiet location.
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    1 / 22
    South Orleans
    4 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Child-friendly
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    About this property
    Stunning 4BR/5.5BA home offering a prime location in a gorgeous estate neighborhood surrounded by water. Nearly 5000 square feet of living space on two floors loaded with windows and ample room for everyone to spread out. A magnificent upstairs guest suite with private entrance, open floor plan... View all property information
    Location Information
    South Orleans, Cape Cod
    1 / 28
    South Orleans
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    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 02662
    South Orleans
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
    • Air Conditioning
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    Lovely, quaint self-catered cottage directly across from Pleasant Bay with spectacular views. Walk across the street to small, sandy Pleasant Bay beach. Three small bedrooms -- one room with double bed, one room with twin beds and one room with a single bed. Full kitchen outfitted with pots, pans,... View all property information
    Location Information
    South Orleans, Cape Cod 02662
    South Orleans
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Washer
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    • Porch
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    • Pet-friendly
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    • Child-friendly
    • ?
    • x
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    • Smoking allowed
    • Elder access
    • x
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    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 02662
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    South Orleans
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Grill
    • Parking
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    East Egg Association- An architectural gem in a quiet, high end neighborhood. Expansive 5BR/5.5BA custom Cape home just 300 yards to an association beach on Little Pleasant Bay. This fabulous home has it all- views, beach access, central air, plus sprawling yard! Nearly 5200 square feet of living... View all property information
    Location Information
    South Orleans, Cape Cod

    The following rentals are within 10 kilometers of South Orleans, Cape Cod, Massachusetts.

    1 / 29
    5 of 5 stars (3) Excellent
    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    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 02631
    5 of 5 stars Reviewed 7 September 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 18 August 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...
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    1 / 38
    5 of 5 stars (5) Excellent
    Brewster
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Patio
    • Air Conditioning
    • Washer
    • Sauna
    • Grill
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
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    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, early June, May, late September, October etc.) 2015 and 2016 Thanksgiving, Christmas, New Years... View all property information
    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 16 January 2015
    Stayed at the property in December and had a very nice time. At arrival, the house smelled nice and clean, all the beds were made so we felt at home right away. The house was...
    5 of 5 stars Reviewed 8 August 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...
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    1 / 18
    5 of 5 stars (9) Excellent
    Brewster
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    • Parking
    • Hot Tub
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Located in quiet west Brewster among the pines, this newly renovated vacation home can sleep up to six people. It has a comfortable living/dining area with gas fireplace and cable TV, a fully furnished kitchen, a study (or baby's room), laundry, screened porch, and outdoor decks on each level... View all property information
    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 24 August 2015
    The home was beautiful, had all the amenities, and Cheryl was knowledgeable and helpful about the area. We would definitely recommend it to others.
    5 of 5 stars Reviewed 19 July 2015
    This beautiful home is absolutely perfect for an escape. It was so clean, comfortable and fully stocked. We really could have cut back on much of our packing. Plenty of room for...
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    1 / 30
    5 of 5 stars (1) Excellent
    Brewster
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Washer
    • Sauna
    • Wi-Fi
    • Hot Tub
    • Shared Indoor Pool
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • 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 02631
    5 of 5 stars Reviewed 2 September 2014
    We stayed for one week at this Billington house and loved it! We came to celebrate our marriage and found it quiet and peaceful. The house had everything we needed to dine in...
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    1 / 21
    4 of 5 stars (2) Very good
    Brewster
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Grill
    • Wi-Fi
    • Washer
    • Patio
    • Porch
    • Parking
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
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    About this property
    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 walks on the famous Brewster salt flats as the... View all property information
    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 27 August 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...
    3 of 5 stars Reviewed 22 August 2015
    For starters, the Cape is the perfect destination for a family vacation. We had made it our family vacation for many years, and are delighted to make it back even for a few days...
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    West Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Waterfront
    • Patio
    • Grill
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    ACCOMMODATIONS: 3 bedrooms plus den with 2.5 baths. Accommodating 8-10 people. Master suite: king bed w/en suite Guest room 1: queen bed Guest room 2: four twin beds (2 bunks) Guest room 3: den w/full bed Living room Dining room seats 8 (addition kitchen table seats 2) Two full baths total... View all property information
    Location Information
    West Chatham, Chatham 02633
    East Orleans
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Waterfront
    • Outdoor Dining Area
    • DVD Player
    • Parking
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Enjoy boating on the pond or a summer barbecue, or just relax and watch the red-winged blackbirds play while you lounge on the spacious deck. Clean and comfortable 2 bedroom, 1 bath waterfront cottage, with outdoor shower. Quiet and secluded, but only steps to the village center and a short drive... View all property information
    Location Information
    East Orleans, Cape Cod 02653
    1 / 25
    5 of 5 stars (2) Excellent
    South Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • DVD Player
    • Patio
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Lovingly renovated in winter 2013 and designed by a New York couple, this 4-bedroom, 3-bathroom colonial saltbox home evokes the style and taste of classic Americana, decorated with vintage finds and unique antique pieces. Whether you’re on a family vacation, couples getaway, or a reunion with... View all property information
    Location Information
    South Chatham, Chatham 02659
    5 of 5 stars Reviewed 15 August 2013
    I love staying in this house!! It has obviously been newly renovated and tastefully done with quality materials. The décor is warm and inviting, the house is very comfortable...
    5 of 5 stars Reviewed 13 August 2013
    Amazing setting, beautifully done inside and out. Modern americana style, new everything, bathrooms were great, kitchen too. Short walk/drive to ponds and beach Overall...
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    West Chatham
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Garden
    • Grill
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    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 02633
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Grill
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    • Satellite TV
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    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 02659
    1 / 62
    5 of 5 stars (15) Excellent
    Brewster
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Patio
    • Washer
    • Waterfront
    • DVD Player
    • Satellite TV
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
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    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 02631
    5 of 5 stars Reviewed 24 September 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.
    5 of 5 stars Reviewed 14 September 2015
    Our extended family enjoyed this well equiped home. The owner provided an excellent overview of the house and also gave us recommendations about restaurants and local activities...
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    Brewster
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • DVD Player
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    • Housekeeping...
    • Porch
    • Central Heating
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Charismatic Cape Cod house, built in the 20s by the groundskeeper for a nearby estate, shows post and beam construction, rambling New England Extended Architecture accented with all new, sustainable renovation right down to the appliances. Gather your family and friends in this beautiful Brewster... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 12
    Brewster
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Washer
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    • Balcony
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    .1 mile to Private Beach! Home away from home-- This large renovated vacation cottage is .1 mi to Ocean and Private Beach. There are 4 bedrooms, 3 baths, updated modern kitchen, central air & WiFi. Rinse the sand off in the enclosed outdoor shower-kick off your flip flops and enjoy the evening on... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 14
    Brewster
    5 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
    • Air Conditioning
    • Private Garden
    • Internet Access
    • Secure Parking
    • Grill
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    STEPS TO THE BEACH: Smell the salt water from this beautiful home with water views. Make wonderful family memories in this large 5 bedroom 2 bath family cottage located steps from a Private Beach. There are window A/C units in all bedrooms & livingroom, washer/dryer, modern fully applianced... View all property information
    Location Information
    Brewster, Cape Cod 02631
    Orleans
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Central Heating
    • DVD Player
    • Internet Access
    • Porch
    • Washer
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    A very unique haven situated on what was a private family compound with private beach on Cape Cod Bay. The beach is less than 700 feet away via a beautiful sandy path which passes a cranberry bog along the way. The rambling, airy & bright 3000 sq. ft. home has been renovated over the past several... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 21
    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Patio
    • Washer
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Spacious Home on cul-de-sac. Swimmable pond at end of street with small beach and scenic overlook Peaceful and private setting on quiet cul-de-sac. Large home with spacious rooms. 3 bedrooms, 2 full baths, living room, dining area, and well equipped kitchen. 4 TVs, internet. Nice deck overlooking... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 12
    4.5 of 5 stars (2) Very good
    Brewster
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Waterfront
    • Ocean Views
    • Washer
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    • Patio
    • Outdoor Dining Area
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    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 02631
    4 of 5 stars Reviewed 29 September 2015
    A very nice place to call home for a vacation. The view of the bay is just perfect. You will be right on the water with easy access to the beach.. Beds are comfortable, and...
    5 of 5 stars Reviewed 21 September 2015
    Great cottage directly on the beach! Beautiful sunsets and walks on the beach by just walking out of the patio door. The cottage was very "Cape Cod'ish" and was clean and well...
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    Brewster
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Central Heating
    • Grill
    • Balcony
    • Ocean Views
    • Outdoor Dining Area
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • 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 02631
    1 / 24
    Orleans
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • DVD Player
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    ID3BRICK 55 This delightfully redone 2.5 bedroom/1.5 bath home located in a sought-after East Orleans location is bright and open with an unbeatable location! [~] The front door leads directly into a large living room cooled by both a ceiling fan and window a/c. There are two plush couches, one is... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 11
    4 of 5 stars (1) Very good
    Orleans
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Internet Access
    • Washer
    • Porch
    • Outdoor Dining Area
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    Renovated ranch with semi-finished lower level walkout tucked up on a hill in the lovely Brick Hill area of East Orleans. This nice vacation home is fresh and bright offering newer furnishings and convenience to the East Orleans Village and Nauset Beach. Three bedrooms accommodate 6 guests, with... View all property information
    Location Information
    Orleans, Cape Cod 02653
    4 of 5 stars Reviewed 19 August 2014
    What a great cottage rental! Location is perfect. Close to Nauset Beach yet tucked away from traffic. We felt safe and cozy. Rooms are spacious and tastefully decorated. Layout is...
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    1 / 14
    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    Beautiful house for the vacation . View all property information
    Location Information
    Brewster, Cape Cod
    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Our highly rated & reviewed 3 bedroom 1 & 1/2 bath home is nestled on a quiet side street just 3/10 tenths of a mile from one of the best beaches in Chatham...Forest Beach. Our comfortable home is 1100 square feet; and is updated & modern with Air Conditioning, Wi-Fi & a 50'' LCD TV... yet it... View all property information
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    South Chatham, Chatham 02659
    1 / 21
    5 of 5 stars (5) Excellent
    Brewster
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Secure Parking
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    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
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    Brewster, Cape Cod 01863
    5 of 5 stars Reviewed 23 July 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 20 July 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...
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    1 / 15
    4 of 5 stars (2) Very good
    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Balcony
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    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
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    Brewster, Cape Cod 02631
    3 of 5 stars Reviewed 23 August 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...
    5 of 5 stars Reviewed 8 March 2014
    Have rented many homes in us & Mexico and was delighted with your home. Very comfortable and equipped with everything we needed. Especially enjoyed the location. Was very easy...
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    1 / 14
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Enjoy your Chatham vacation in this 3 bedroom, 2 full bathroom house that is only 2/10th of a mile from Pleasant Street Beach on Nantucket Sound. It offers window AC units in the second floor bedroom, washer, dryer, dishwasher, microwave, cable TV (includes sports and weather) DVD player, Wi-Fi,... View all property information
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    South Chatham, Chatham 02659
    1 / 33
    4.5 of 5 stars (3) Very good
    Brewster
    3 Bedrooms, 1 Bathroom, Sleeps 9 | Quick View
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    About this property
    ID #HARV51 Cape Cod Bayside Vacation Home in Brewster. [~]This charming ranch style Brewster cottage is located just off Route 6A, our Historic Scenic Highway. It is nestled among the pines down a sandy lane, 1/2 mile to popular Point of Rocks Beach. [~]This home includes a modern kitchen that... View all property information
    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 8 June 2012
    This is a quaint, peaceful place to relax and unwind. On a secluded lot with tons of wildlife. A great spot to be away from the busy summer crowd yet close to town, restaurants...
    5 of 5 stars Reviewed 16 June 2008
    Wonderful location on the Cape, close to Brewster Store, Nickorson State Park, Cobies, Point of Rocks, Brewster Flat's. Great dinners @ Chillingsworth. House is very private with...
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    1 / 17
    Orleans
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Outdoor Dining Area
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    About this property
    Enjoy easy access to a gorgeous private association beach and dock on Pleasant Bay from this well maintained property in the beautiful neighborhood of ''East Egg''. This incredibly spacious home offers lovely water views, central air, large kitchen, and game room with regulation pool table, perfect... View all property information
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    Orleans, Cape Cod 02653
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    3.5 of 5 stars (4) Average
    Orleans
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Located 1/10 of a mile from the private association path to Pleasant Bay, this multi level contemporary offers a peaceful retreat on Shoal Pond in South Orleans. With a wonderfully open great room with fireplace, dining area, kitchen, entry way, Master suite with queen with private bath and a... View all property information
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    Orleans, Cape Cod 02653
    5 of 5 stars Reviewed 20 September 2012
    We are a family if 4 and we rented this home with another family of 4. This home was more than I expected and accommodated all of our needs. I will surely be looking to rent this...
    5 of 5 stars Reviewed 18 September 2012
    This house has an excellent location - low traffice dead end road with access path to Pleasant Bay beach. The swimming is wonderful and warmer than Nauset Beach - although a...
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    1 / 26
    Orleans
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ID #AREYS12 This very special 3 bedroom, 2 bath vacation rental features handsome wood floors and central air-conditioning. Located on a wooded lot, you can paddle board, kayak, or boat in adjacent Areys Pond, swim in nearby Crystal Lake, body surf or soak up the sun at Nauset Beach only a few... View all property information
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    Orleans, Cape Cod 02653
    1 / 12
    4 of 5 stars (4) Very good
    Orleans
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    About this property
    Bike to Ocean and Bay beaches from this Orleans vacation home. Beautiful 3 bedroom, 2 bathroom ranch style home. Located on a quiet road walking distance from the Orleans Firebirds home field at Eldridge park. This home is a peaceful and charming property offering quick access to all of Cape Cods... View all property information
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    Orleans, Cape Cod 02653
    5 of 5 stars Reviewed 11 September 2013
    We had a perfect week at this house in august. The house suited our needs perfectly and the location was fabulous! Also sending kudos to Beach Road Vacations who were wonderful...
    3 of 5 stars Reviewed 29 August 2013
    The home is huge and conveniently located near amenities and beaches. It had all the dishes and pots and cutlery to get along for meals. When we first arrived, however, the home...
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    1 / 14
    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Charming 3 bedroom, 1 bath cottage with views of Nantucket Sound from the rooftop deck. There is a good sized backyard and Forest Beach is just 3/10ths of mile away. Amenities include a window AC unit in each bedroom, cable TV (with basic cable only; no NESN, ESPN, Weather Channel, etc.) with a DVD... View all property information
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    South Chatham, Chatham 02659
    1 / 8
    Brewster
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Hot Tub
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    About this property
    Enjoy this first flooor 2 bedroom condo at Ocean Edge Resort in Brewster, MA. This unit is fully air-conditioned, with TV's in both bedrooms as well as the living room, and a washer/dryer in the kitchen. There is also a queen size sleeper sofa in the living room so the unit can sleep up to 6... View all property information
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    Brewster, Cape Cod 02631
    1 / 18
    5 of 5 stars (1) Excellent
    Brewster
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • Waterfront
    • Satellite TV
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    About this property
    Waterfront on Black Pond and Long Pond this cottage has 2 docks. Yes 2 Docks!! Inside you will find the charm of Cape Cod from the moment you open the door. Nautically inspired interior design with a focus on maximized use of space, this vacation home is a dream come true. The living room is... View all property information
    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 15 August 2013
    My husband and I will definitely return toBrewster to enjoy the pond , Biking,walks, and the peace and quiet. Just perfect !
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    1 / 14
    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ID #FOST237 Located near Brewster Village and only 0.2 miles an association beach, and nearby Point of Rocks Beach on Cape Cod Bay. [~]Enjoy this fully updated ranch style home which features 3 bedrooms, 2 full bathrooms, A/C, beach chairs and Wi-Fi Internet for your comfort and convenience.... View all property information
    Location Information
    Brewster, Cape Cod 02631
    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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
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    South Chatham, Chatham 02659
    1 / 20
    Brewster
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    NEW LISTING! Wonderful air-conditioned family home— recently renovated— on large lot with great outdoor living areas, including deck and patio. This spacious house has a fully-equipped eat-in kitchen which opens to a dining/living area with working fireplace, and access to a deck overlooking a huge... View all property information
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    Brewster, Cape Cod 02631
    1 / 15
    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Beautiful Chatham Get-away! Located on a sandy, dead end lane, this cottage is the perfect summer get-away. A large screened in porch fronts the cottage and is the perfect place for meals or evening game nights! Beautiful pine floors extend throughout the open floor plan. The living room has a... View all property information
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    South Chatham, Chatham 02659
    1 / 37
    5 of 5 stars (1) Excellent
    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Bike the trail, kayak on the pond, or walk and sun on the bay from this great family house. Newly decorated, spacious, bright, and clean home located in beautiful Blueberry Pond neighborhood. Only 1.5 miles to Brewster Bay Beaches, .5 mile to Cape Cod Rail Trail and Nickerson State Park, short... View all property information
    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 2 October 2015
    This two story home has a downstairs bedroom which is great for those challenged by stairs. The home is in a very quiet area and not hard to find, although a GPS makes that even...
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    1 / 17
    North Chatham
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    About this property
    2016 Rental Rate: $5050 per week including linens and cleaning! ~~ Off-Season: $3900 per week including cleaning and linens Weekly rentals from mid-JUNE to mid-SEPT Gorgeous five bedroom home in secluded North Chatham neighborhood. This home features hardwood floors, WIFI and central air. Upscale... View all property information
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    North Chatham, Chatham 02650
    1 / 13
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2016 Rental Rate: $2275 per week including the cleaning fee Off Season: ~~ $1850 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Spacious 3 bedroom with large yard on cul-de-sac, with deeded rights to Taylor's Pond! This wonderful summer home offers several living... View all property information
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    South Chatham, Chatham 02659
    1 / 17
    Brewster
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
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    • Pet-friendly
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    About this property
    This quintessential beach cottage has views of Cape Cod Bay from the front yard. Gorgeous vacation home just .1 mile to a private association beach on Cape Cod Bay! You will love the screened in porch, a wonderful outside shower, and a simply relaxing and charming atmosphere. Home has 4 large... View all property information
    Location Information
    Brewster, Cape Cod 02631