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Vacation Rentals in South Orleans, MA and nearby

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All 379 Rentals in the South Orleans Area
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From
$1,800
Per Week
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1 / 12
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South Orleans
3 Bedrooms, 2 Bathrooms, Sleeps 7
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From
$370
Per Night
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1 / 19
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South Orleans
3 Bedrooms, 2 Bathrooms, Sleeps 5
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From
$2,000
Per Week
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1 / 17
South Orleans
3 Bedrooms, 2 Bathrooms, Sleeps 8
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The following rentals are within 5 miles of South Orleans, Cape Cod, Massachusetts.

From
$250
Per Night
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1 / 38
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Brewster
5 Bedrooms, 5 Bathrooms, Sleeps 12
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Pool Table
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Only one prime 2015 week left: 7/26-8/2. Labor Day week is available. 2015 summer rentals are Sunday through Sunday, check in 4 pm, check out 10 am. May and June weeks are available as well. 2015 Memorial Day long weekend, Columbus Day Weekend, Thanksgiving, Christmas, New Years long weekends... View all property information
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5 of 5 stars Reviewed January 16, 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 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...
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From
$250
Per Night
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1 / 29
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Brewster
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (2) Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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
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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...
5 of 5 stars Reviewed August 11, 2014
We had so good time in this house. The place is very well located and everything is here to enjoy your stay. Better than expected. Very good and prompt communication. Thanks...
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From
$1,250
Per Week
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1 / 12
Brewster
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Grill
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This cozy two bedroom duplex style cottage is less than 2/10 of a mile from Paines Creek Beach where you can enjoy fun during the day and beautiful sunsets at night! This beach home offers a fully equipped eat-in kitchen, living room with tv and an enclosed outdoor shower. Its also a great place to... View all property information
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From
$300
Per Night
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1 / 18
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Brewster
3 Bedrooms, 3 Bathrooms, Sleeps 7
Booking
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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
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From
$343
Per Night
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1 / 17
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Brewster
5 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Peaceful, secluded Cape Cod retreat. Artist's dream home, on private 1+ acre lot. Spacious, airy and sunlit home with vaulted ceilings and skylights galore. Freshly painted white walls and beachy grey floors make this a serene getaway for a family, two families or any metropolitan couple who... View all property information
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From
$2,100
Per Week
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1 / 19
Orleans
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Waterfront on Nauset Harbor! Classic Cape located on an incredible property overlooking the water and beyond. Enjoy the lovely living area with fieldstone fireplace, relaxing on the spacious deck or taking the path to the shore's edge. Current updates include new carpeting throughout house,... View all property information
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From
$2,500
Per Week
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1 / 3
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Brewster
2 Bedrooms, 1 Bathroom, Sleeps 5
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Look at the bay from the upper floor deck in this Sea Pines town home. Community has a private beach,tennis courts and outdoor pool. Close to golf courses (3 within 10 miles) and ocean Property wifi ready and in an ideal location 200 paces to the water! View all property information
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From
$250
Per Night
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1 / 24
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Brewster
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Ping Pong Table
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
FRI to FRI rental gives you 6 more hours to enjoy the Cape instead of sitting in the Saturday traffic! New to rental market in 2014. Modern home on 3.2 acres of beautiful wooded property that will get you in vacation mood the moment you drive in on a long winding driveway to get to the waterfront... View all property information
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From
$150
Per Night
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1 / 13
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Brewster
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Middlecott Village Patio Home with loft - sleeps 6. Central Air and WiFi! This property currently includes pool privileges which are available at an additional fee.* Spend hours on the over-sized patio and enjoy the excitement of golf right in front of you, or the tranquility of the pond to your... View all property information
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From
$260
Per Night
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1 / 21
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Brewster
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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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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...
5 of 5 stars Reviewed October 24, 2013
We thoroughly enjoyed our week staying in this attractive house. It is close to everything that we could want yet was very quiet and private.
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From
$2,325
Per Week
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1 / 15
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East Orleans
3 Bedrooms, 2 Bathrooms, Sleeps 10
Booking
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Families can watch a Nauset Beach sunrise, walk to one of the best beaches in the country or just enjoy a spacious, totally relaxing vacation home. Enjoy evening bbqs on the deck or go to some great, local restaurants. With plenty of room and amenities for several generations of a family, this... View all property information
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From
$6,300
Per Week
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1 / 41
Brewster
3 Bedrooms, 2 Bathrooms, Sleeps 9
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Satellite TV
  • Waterfront
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
$5,800 PRIME SUMMER WEEKLY RATE The property is as close to the water as you can get! 4 steps from the main level deck brings you to the private stairs down to the private beach only shared by 3 other homes. Cape Cod Bay provides warm calm water and of course dramatic low tides that create the... View all property information
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From
$750
Per Night
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1 / 34
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North Chatham
4 Bedrooms, 3 Bathrooms, Sleeps 10
Booking
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
One of the most photographed Wind Mill homes on Cape Cod. Classic old world charm, coupled with all modern conveniences located near the beach and town. The Stony Hill Mill, constructed with 100 year old beams, river rock and barn board, is truly Cape Cod at its finest. This large stately home is... View all property information
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From
$295
Per Night
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1 / 30
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Brewster
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Private Indoor Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Have a luxury vacation away from home at a reasonable price in Brewster! Tailor your vacation to your needs. There are no REALTOR fees or rules. For your convenience you can stay a minimum of 5 days rather than the usual 7 day stay. Quiet setting without the traffic of main entrance. What makes... View all property information
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5 of 5 stars Reviewed September 2, 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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From
$145
Per Night
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1 / 14
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Brewster
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (8) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
2 bedroom C-style townhouse in Ocean Edge Resort. 1 1/2 baths, AC, HDTV, Wi-Fi, washer & dryer and dishwasher. Private patio with BBQ grill. Resort swimming pools, whirlpools, fitness center and amenities access. (passes need to be acquired directly at the resort (2014 rates, adult/child:... View all property information
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5 of 5 stars Reviewed August 15, 2014
We've been renting this unit for the last 2 summers and quite enjoyed it. Our daughter calls it our home away from home so I guess it says it all. ; ) We'll be back for sure.
5 of 5 stars Reviewed July 7, 2014
We stayed in this townhouse for the past week and have already booked our stay for next year. My 2 year old daughter fell so in love with the place that by the end of our week...
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From
$186
Per Night
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1 / 15
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Brewster
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • 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... View all property information
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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...
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From
$1,200
Per Week
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1 / 12
Brewster
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry
Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This immaculately maintained 3 bedroom, 3 bath private home adjacent to Nickerson State Park has it all! Its location is ideal for accessing the Cape Cod Rail Trail, as well as those summer afternoon walks to “Cobies” for your favorite ice cream treat! The back yard is great for just relaxing or... View all property information
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4 of 5 stars Reviewed November 11, 2013
A great location for all we wanted to do on Cape Cod. Close to beaches, the Cape Cod Rail Trail, Nickerson State Park, and all the other attractions. The house is clean...
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From
$59
Per Night
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1 / 17
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South Chatham
1 Bedroom, Sleeps 2
Details Make Inquiry
Amenities & Details
  • Grill
  • Internet Access
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Yes, the price is low but that's why so many customers have come for decades! So wanting for a nice clean quiet apartment unit close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining? Well, then...Pleasant Forest Shores just may be the... View all property information
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From
$95
Per Night
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1 / 14
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South Chatham
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Grill
  • Internet Access
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Yes, the price is low but that's why so many customers have come for decades! Looking for a nice clean quiet cottage close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining? Well, then...Pleasant Forest Shores just may be the place for... View all property information
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From
$85
Per Night
View Details
1 / 9
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South Chatham
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Grill
  • Internet Access
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Yes, the price is low but that's why so many customers have come for decades! Looking for a nice clean quiet cottage close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining? Well, then...Pleasant Forest Shores just may be the place for... View all property information
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From
$149
Per Night
View Details
1 / 14
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Brewster
4 Bedrooms, 2 Bathrooms, Sleeps 12
Bookings
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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
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From
$1,900
Per Week
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1 / 24
Orleans
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Satellite TV
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
$1,900 PRIME SUMMER WEEKLY RATE It's possibly one of the best values in Orleans. Located on the Bayside of Orleans, this well-maintained cottage is one of 4 homes on a 25 acre family estate located between Skaket Beach and Rock Harbor on Cape Cod Bay. From the hammock on the farmer's porch, you can... View all property information
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From
$857
Per Night
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1 / 20
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East Orleans
4 Bedrooms, 5 Bathrooms, Sleeps 12
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Breathtaking waterfront property on Town Cove in East Orleans. A true oceanfront delight complete with panoramic saltwater views along with private stairs that lead to your very own private beach! Live in the lap of luxury in this newly renovated waterfront property. Nestled atop protected... View all property information
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From
$280
Per Night
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1 / 18
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Brewster
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (6) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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
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5 of 5 stars Reviewed October 3, 2014
This house is huge! It was so clean, maybe even cleaner than home! we normally never cook when we go on holiday in a house for rent. but the kitchen was so cool! we even made...
5 of 5 stars Reviewed July 16, 2014
Had the most amazing holiday at Michael's Vacation home in Brewster. Cheryl and Michael were very welcoming and made sure that we had a pleasant holiday, their large 3 bedroom...
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From
$122
Per Night
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1 / 13
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Brewster
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Fireplace
  • Grill
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Experience the look and charm of old Cape Cod with today's amenities. Located in quiet west Brewster among the pines, Michael's Cottage #1 has one bedroom with a king bed. There is also a comfortable pullout futon in the living area which sleeps one adult or two young children. The fully... View all property information
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5 of 5 stars Reviewed August 25, 2014
Cottage is lovely and location is great for heading to outer cape or inner. The place is run by a cute couple and very well equipped. They provide linen, Internet and we'll...
5 of 5 stars Reviewed June 27, 2014
My husband and I were looking for a last minute weekend getaway including our 2 yr old son. This was our first time renting a cottage so we were a bit nervous. One call with...
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From
$257
Per Night
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1 / 9
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Brewster
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Indoor Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
This mint condition 2 bedroom/2 bathroom townhouse is located at Ocean Edge Resort in Cape Cod(Brewster, MA). First floor has an open living space perfect for entertaining. The updated kitchen has granite counters flowing into the dining area overlooking the spacious living room with a flat... View all property information
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5 of 5 stars Reviewed September 6, 2014
We stayed at this property in the beautiful Ocean Edge resort for a week in August. It was a very suitable place with a loft that included a queen bed, separate bathroom and two...
5 of 5 stars Reviewed July 10, 2014
We had a wonderful time here. The house was very convenient for us; a quick beautiful walk to the pool and restaurant, a couple minute drive to the beach. The activities at the...
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From
$4,000
Per Week
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1 / 23
East Orleans
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
$3,700 PRIME SUMMER WEEKLY RATE Come vacation at this beautiful post and beam vacation home, kept in immaculate condition by the owner. It is a 4 bedroom, 2 bath house with a private, beautiful yard and gardens. Plenty of flat yard play area for the kids. There are 2 bedrooms on the main floor,... View all property information
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From
$122
Per Night
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1 / 14
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Brewster
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Fireplace
  • Grill
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Experience the look and charm of old Cape Cod with today's amenities. Located in quiet west Brewster among the pines, Michael's Cottage #2 has one bedroom with a queen bed. There is also a comfortable pullout futon in the living area which sleeps one adult or two young children. The fully... View all property information
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5 of 5 stars Reviewed July 13, 2014
We really enjoyed our stay at Michaels cottage #2. The outside screened in porch was where we would gather each morning for coffee and breakfast and each evening for cocktails...
4 of 5 stars Reviewed June 20, 2014
The owner was friendly and extremely helpful. She gave us very useful information on local places to visit and restaurants. We thought Brewster an attractive area of Cap Cod and...
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From
$158
Per Night
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1 / 14
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Brewster
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (6) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Fireplace
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Please note that prices quoted are per room with an occupancy of 2 people maximum per room. These accommodations are not suitable for children under the age of 14. Experience the look and charm of old Cape Cod with today's amenities. Located in quiet west Brewster, Michael's B&B has two... View all property information
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5 of 5 stars Reviewed October 31, 2014
Michael's Cottages was a great place for a college roommate reunion. We stayed in the house on the property and it was wonderful. It was well appointed and had everything we...
5 of 5 stars Reviewed August 4, 2014
We had a great stay. We booked here based on the excellent reviews and had a similarly wonderful experience. The only thing to add to the great reviews already here is that the...
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From
$104
Per Night
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Brewster
Studio, 1 Bathroom, Sleeps 3
Bookings
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Amenities & Details
  • Air Conditioning
  • Grill
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Experience the look and charm of old Cape Cod with today's amenities. Located in quiet west Brewster among the pines, this 'saltbox' studio efficiency cottage sleeps up to three people with a queen bed and small sleep sofa. The fully furnished kitchen includes refrigerator, stove, coffee maker,... View all property information
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5 of 5 stars Reviewed July 17, 2014
My girlfriend and I stayed in this cozy little cottage and loved it! We made use of the private grill, rented bikes from the shop up the street, and watched fireflies at night in...
4 of 5 stars Reviewed May 26, 2014
We have stayed at Michael's Cottages a number of years, first in the B&B and then in one of their small cottages. The booking process is easy and well organized. Each time we feel...
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From
$150
Per Night
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Orleans
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • 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
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5 of 5 stars Reviewed August 11, 2014
My husband and I enjoyed the peaceful surroundings of this apartment. Well equipped with everything you need on vacation. Val, the owner, is very helpful and lives on the...
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From
$800
Per Week
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1 / 7
Orleans
Studio, 1 Bathroom, Sleeps 3
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
East Orleans Studio has it all. Take one of the deeded private paths to Nauset Beach from this couples getaway located at the end of a private road. The amenities for this spotless getaway include, a King size bed, Double size sleeper sofa (for an overnight guest), Full kitchen with D/W, Full bath... View all property information
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From
$122
Per Night
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Brewster
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Experience the look and charm of old Cape Cod with today's amenities. Located in quiet west Brewster, Michael's Cottage #4 has one bedroom with a king bed. There is also a comfortable pullout futon in the living area which sleeps one adult or two young children. The fully furnished kitchen... View all property information
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5 of 5 stars Reviewed October 15, 2014
This little cottage was perfect for our stay in cape cod. We cook all our own food and, even though the kitchen is tiny, we had what we needed. We can walk to the beach on the...
4 of 5 stars Reviewed June 5, 2014
I was traveling with 2 friends. The cottage was small, but very nice. It was a bit of a challenge to find space for all of our bags, but we made do. The main issue was that...
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From
$100
Per Night
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Brewster
1 Bedroom, 2 Bathrooms, Sleeps 2
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Housekeeping...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Note: There are two B&B rooms. The pricing is per room. Once the busy summer rental season is over, we limit the rental space in our vacation home to just the two upstairs bedrooms and charge an amazingly low price for each–mainly because we don't offer breakfast (OK, so this is a B and No B!... View all property information
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From
$150
Per Night
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Brewster
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
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 drive to Orleans. Traditional cape style 3 bedroom house offers hardwood... View all property information
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From
$550
Per Night
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1 / 9
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Brewster
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Beautiful Lake Access from immaculate, roomy house in safe cul-de-sac Spacious house with comfortable living space for 10. 5 minute walk to to a beautiful, large, swim and kayak friendly, fresh water lake with private association beach. Two large master suites (one on first floor and one on... View all property information
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From
$1,500
Per Week
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1 / 9
West Chatham
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Beautiful spacious home on a quiet cul-de-sac with views of Oyster Pond River. Brand new air conditioning units have been installed that are built into the walls in each bedroom and in the great room area. These units are highly efficient and keep the house very cool. Property has wireless internet... View all property information
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From
$500
Per Night
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Brewster
3 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
3 bedrooms, 2 master suites, central air, large private yard, near Paines Creek Beach on Cape Cod Bay. View all property information
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From
$145
Per Night
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1 / 9
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Brewster
4 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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
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From
$460
Per Night
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1 / 10
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Brewster
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Totally renovated home capturing the charm of yesteryear with the convenience of today. This home features kitchen with stainless steel appliances, open floor plan, master bath with whirlpool tub and separate shower and first floor laundry room. The home is tastefully furnished and well... View all property information
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From
$300
Per Night
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1 / 9
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Brewster
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Beautiful and unique home has charm to spare. Lovingly maintained it boasts wide honey colored pine floors, sunlight galore, fun and funky home theater room, and three bright and spacious bedrooms - each with own bath. The large and secluded backyard offers plenty of space for badminton, relaxing... View all property information
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From
$1,800
Per Week
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1 / 25
Orleans
3 Bedrooms, 3 Bathrooms, Sleeps 9
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Charming Cape Cod Antique in the Weeset area of East Orleans. There are many unusual and exciting elements to this rental. The owner is offering the use of a four-wheel drive vehicle to a two or more week reservation with access to both drive-on beaches at Nauset. The tenant must have sufficient... View all property information
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From
$115
Per Night
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1 / 5
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Brewster
2 Bedrooms, 1 Bathroom, Sleeps 6
Booking
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Great opportunity to rent this 2 bedroom ranch for $800 per week. This charming home is located less than a mile from Breakwater Beach and a short distance from the Brewster General Store. It a large eat-in kitchen , ample living room with a flat screen TV, full bath & 2 bedrooms. Amenities... View all property information
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From
$1,850
Per Week
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1 / 14
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Brewster
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (3) Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • 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
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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...
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From
$114
Per Night
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1 / 21
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South Chatham
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • 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
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From
$243
Per Night
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1 / 11
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South Chatham
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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
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From
$1,100
Per Week
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1 / 15
East Orleans
4 Bedrooms, 1 Bathroom, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Tucked off of Beach Road just 8/10th of a mile from Nauset Beach is this charming Cape style home surrounded by a natural fence of trees and bushes. The first floor of this well-maintained rental offers a comfortable living room with fireplace, full kitchen with dining area, full bathroom, and two... View all property information
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Suitability

  • Wheelchair access (7)
  • Elder access (96)
  • Suitable for children (21)
  • Pet friendly (35)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (346)
  • Grill (322)
  • Internet (242)
  • Washer/Dryer (214)
  • Air Conditioning (172)
  • View all amenities