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Vacation Rentals in South Orleans, MA and nearby

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All 781 Rentals in the South Orleans Area
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From
$2,150
Per Week
1 / 12
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South Orleans
3 Bedrooms, 2 Bathrooms, Sleeps 7
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From
$370
Per Night
1 / 19
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South Orleans
3 Bedrooms, 2 Bathrooms, Sleeps 5
Booking
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From
$2,850
Per Week
1 / 17
South Orleans
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry
From
$1,400
Per Week
1 / 18
South Orleans
5 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
52 FOREST WAY Contemporary home with lots of space, nestled in a quiet wooded area of Orleans. This home is ideal for a casual vacation. 5 Bedrooms (2 Queens, 1 Double, 4 Twins) and 3 Baths.NO PETS ALLOWED. $1600 per week.$55 Vacation Rental Damage Coverage Fee (VRD), $60 Handling Fee, (fees... View all property information
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From
$2,500
Per Week
1 / 23
South Orleans
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Beautifully furnished home the perfect getaway home to rent for years to come! Open, bright, and very spacious with an abundance of space for entertaining and relaxing with family and friends. Equal distance to Nauset Beach and Skaket Beach. Convenient to local restaurants and shopping. The first... View all property information
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From
$7,400
Per Week
1 / 26
South Orleans
4 Bedrooms, 6 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Beach and view This home offers exquisite panoramic views of Pleasant Bay. With 4 bedrooms and 5 1/2 baths, the home has cathedral ceilings, a private dock a sandy beach, an exercise room and plenty of room to sleep 10 comfortably! Upstairs is a guest suite with a full kitchen and private entry... View all property information
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From
$2,500
Per Week
1 / 26
South Orleans
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
New Listing for 2012! South Orleans- Newly renovated 3BR/2BA home equal distant to Nauset Beach and Skaket Beach. Convenient to Orleans or Chatham for a day of shopping and or dining. This spacious home offers a brand new fully equipped kitchen, spacious living, air conditioning and wifi. Main... View all property information
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From
$2,000
Per Week
1 / 17
South Orleans
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Waterviews on Pleasant Bay in South Orleans with shared private beach! Enjoy the views from the open and warm living/dining area with sliders to full deck. Home offers central A/C, wireless internet, washer/dryer and enclosed outside shower, 3 bedrooms, 2.5 bath contemporary style home with open... View all property information
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From
$1,000
Per Week
1 / 13
South Orleans
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
9 Woodridge Road (99912) Plesant Bay Enjoy a Cape Cod vacation with the whole family. This 4 Bedroom, 2.5 bath home includes a finished basement great for entertaining and access out to recently finished outdoor shower. There are two Bedrooms and a full bathroom on each floor. All 4 bedrooms have... View all property information
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From
$7,400
Per Week
1 / 22
South Orleans
4 Bedrooms, 6 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
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From
$7,200
Per Week
1 / 45
South Orleans
5 Bedrooms, 6 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
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
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From
$5,800
Per Week
1 / 20
South Orleans
5 Bedrooms, 4 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
6 S. Little Bay Road, South Orleans Lovely home in East Egg Community of South Orleans with views, beach access, central air conditioning and a beautiful expansive yard. Views of Pleasant Bay from almost every room as well as a great brick patio for everyone to enjoy. This home has 4400 sq. ft. of... View all property information
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From
$2,000
Per Week
1 / 15
South Orleans
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Property ID: 41809 / Key #: 591 / Property Name: 613 Orleans Rd Beautiful contemporary home on Pleasant Bay! This wonderful property offers direct access to the beach, boat landing, spectacular views, and all amenities including air conditioning and a beautiful outdoor shower. Perfect for the... View all property information
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The following rentals are within 5 miles of South Orleans, Cape Cod, Massachusetts.

From
$250
Per Night
1 / 29
Payment Protection
Brewster
3 Bedrooms, 2 Bathrooms, Sleeps 7
Booking
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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1 / 14
South Chatham
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
15 Bobbies Lane CHATHAM Cottage is charming and updated. Located in South Chatham. Central A/C, convenient to shopping, beaches, and golf. Only 1/2 mile to Nantucket Sound. Screened in Porch, WiFi, 1 Queen, 2 singles and 2 Queen Sofa beds. Sleeps 6. Please view our website @... View all property information
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From
$240
Per Night
1 / 21
Payment Protection
Brewster
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden or Yard
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
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
$295
Per Night
1 / 30
Payment Protection
Brewster
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden or Yard
  • Grill
  • 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
$186
Per Night
1 / 15
Payment Protection
Brewster
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Garden or Yard
  • Grill
  • Internet Access
  • Satellite TV
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
$250
Per Night
1 / 38
Payment Protection
Brewster
5 Bedrooms, 4 Bathrooms, Sleeps 12
Bookings
Details Reviews (4) Make Inquiry
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
2014 is fully rented through end of October. Now accepting reservations for 2015. 2015 summer rentals are Sunday through Sunday, check in 4 pm, check out 10 am. 2015 Thanksgiving long weekend is $1500 and Christmas long weekend is $1500 as well. Full weeks only in July and August through the end... View all property information
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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
$1,500
Per Week
1 / 14
Brewster
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (2) 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
  • ?
  • ?
About this property
Property ID: 49063 / Key #: 4232 / Property Name: 51 Puritan Drive Spacious 4BR/2BA Cape style home close to Linnell Landing Beach on the bayside of Brewster! This home offers air conditioning, WIFI and convenience to beaches, bike trail, Nickerson State Park, antique shopping along picturesque Rt... View all property information
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From
$313
Per Night
1 / 18
Payment Protection
Brewster
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
3 bedroom ranch on an acre and a half near Point of Rocks Beach. The house is situated in the best neighborhood in Brewster. It's a short walk to the Bay. Large yard with deck. Cable/wi-fi. Enjoy the amazing sunsets! View all property information
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5 of 5 stars Reviewed August 11, 2014
Comfortable accommodations. Close to beaches on Cape Cod Bay where you can walk forever at low tide. Large private fenced in yard. Very dog friendly. Nice deck with grill. House...
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From
$150
Per Night
1 / 19
Payment Protection
Brewster
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Private Beach
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Spacious, bright, comfortable, 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 flooring throughout, 1st... View all property information
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From
$2,325
Per Week
1 / 15
Payment Protection
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
$150
Per Night
1 / 13
Payment Protection
Brewster
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
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
$1,500
Per Week
1 / 17
East Orleans
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
10 Captain Curtiss Way Cute as a button with Seaside touches and well equipped for your Cape Cod vacation! Located on a lovely, quiet street with easy access to Nauset Beach and the village of East Orleans. Living/Dining/Kitchen Area is centrally located with 2 Bedrooms and one bath on one side of... View all property information
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From
$85
Per Night
1 / 9
Payment Protection
South Chatham
2 Bedrooms, 1 Bathroom, Sleeps 4
Details 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
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... View all property information
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From
$225
Per Night
1 / 19
Payment Protection
Orleans
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden or Yard
  • 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
This property is suited and available for those ages 30 and above with the exception of parents' children. Enjoy the comfort of this conveniently located and well-appointed newer home which includes central air-conditioning and is pleasantly warm and welcoming in the cooler months too. The open... View all property information
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From
$750
Per Night
1 / 34
Payment Protection
North Chatham
4 Bedrooms, 3 Bathrooms, Sleeps 10
Booking
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden or Yard
  • Grill
  • Housekeeping...
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
$250
Per Night
1 / 24
Payment Protection
Brewster
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden or Yard
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • 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
$1,350
Per Week
1 / 9
Brewster
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
25 Oak Lane, Brewster --- Property #18523 Comfortable and inviting vacation home in a large residential neighborhood. New kitchen for the 2014 season! One floor living, with all the requested amenities including central AC, WIFI and direct TV! Owl Pond and Nickerson State Park are close by for... View all property information
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From
$857
Per Night
1 / 20
Payment Protection
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
$260
Per Night
1 / 1
Payment Protection
Brewster
5 Bedrooms, 3 Bathrooms, Sleeps 10
Details 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
5 Bedroom, 3 bath ranch with view of Seymour Pond. Central Air, Washer & Dryer, Dishwasher. Short walk to semi private beach. Near bike trail and golf courses. View all property information
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From
$343
Per Night
1 / 17
Payment Protection
Brewster
5 Bedrooms, 2 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
$95
Per Night
1 / 14
Payment Protection
South Chatham
3 Bedrooms, 1 Bathroom, Sleeps 6
Details 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
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... View all property information
Make Inquiry
Inquire for rates
1 / 11
East Orleans
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (3) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
30 Gibson Road, East Orleans -- Property ID: 26913 SUMMER SPECIAL: $1700 for week of July 5-12 only and $1900 per week for weeks of July 19 & Aug. 23 only! Classic Cape Cod ranch, waterfront on Town Cove in a quiet neighborhood. This rambling home is very spacious with an inviting floorplan, a nice... View all property information
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From
$59
Per Night
1 / 17
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South Chatham
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Grill
  • Internet Access
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
$150
Per Night
1 / 6
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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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$112
Per Night
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
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Special Autumn Rate: 10% discount off listed prices. 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... 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
$145
Per Night
1 / 14
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Brewster
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
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Amenities & Details
  • Air Conditioning
  • Fireplace
  • Garden or Yard
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Special Autumn Rate: 10% off the listed prices! 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... 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
$1,500
Per Week
1 / 14
East Orleans
3 Bedrooms, 2 Bathrooms, Sleeps 7
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
16 Primerose Lane East Orleans The house itself is an historic Cape Cod treasure. The main house was built on Cape Cod circa 1800 in nearby Brewster, MA. The house was later transported by mule team to its present location in East Orleans in the early 1900s by then owner, Agatha Higgens. The... View all property information
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From
$175
Per Night
1 / 18
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Brewster
3 Bedrooms, 4 Bathrooms, Sleeps 6
Bookings
Details Reviews (6) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden or Yard
  • Grill
  • Hot Tub
  • Internet Access
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
$95
Per Night
1 / 12
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Brewster
Studio, 1 Bathroom, Sleeps 3
Bookings
Details Reviews (6) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Special Autumn Rate: 10% off listed prices! 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 sleep sofa. The fully furnished kitchen... 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
$112
Per Night
1 / 13
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Brewster
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Fireplace
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Special Autumn Rate: 10% off listed prices! 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... 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
$112
Per Night
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
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Special Autumn Rate: 10% off listed prices! 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... 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
$6,300
Per Week
1 / 27
Brewster
4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Grill
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
New Listing for 2015! Peak Summer Rates -- $6,300 This beautiful custom home is located near Paines Creek Beach, in fact there is only one home between you and the beach. The owner has done a spectacular job of decorating and outfitting this lovely home. There are four bedrooms and 3.5 baths. The... View all property information
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From
$115
Per Night
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
$100
Per Night
1 / 15
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Brewster
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Garden or Yard
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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! ). Each room has a coffee maker, small fridge, and... View all property information
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From
$149
Per Night
1 / 14
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Brewster
4 Bedrooms, 2 Bathrooms, Sleeps 12
Bookings
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden or Yard
  • 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
$500
Per Night
1 / 13
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Brewster
3 Bedrooms, 4 Bathrooms, Sleeps 10
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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
$650
Per Week
1 / 7
Orleans
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Grill
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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. Additional amenities include: coffee maker, near beach, private outdoor shower, lobster pot, clothesline, freestanding fans,... View all property information
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Suitability

  • Wheelchair access (7)
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  • Other outdoor space (717)
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