We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Homes and Apartments South Orleans, MA and nearby

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
Max
Bedrooms
Any
Amenities
Select
More filters
All 611 Rentals in the South Orleans Area
loading...
From
$1,794
Per Week
View Details
1 / 18
South Orleans
House Rental - 
5 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (2) Make Enquiry
From
$2,563
Per Week
View Details
1 / 15
South Orleans
House Rental - 
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
From
$7,433
Per Week
View Details
1 / 20
South Orleans
House Rental - 
5 Bedrooms, 4 Bathrooms, Sleeps 10
Details Make Enquiry
From
$7,433
Per Week
View Details
1 / 26
South Orleans
House Rental - 
5 Bedrooms, 4 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Savor soothing views of Pleasant Bay, Nauset Bar and the Ocean beyond! Gorgeous sun and moon rises too! Swim, fish, shell or relax from private beach and dock - 3 minutes - door to dock. A large, sunny & beautifully maintained home in lovely East Egg affords the space and amenities to insure a... View all property information
Make Enquiry
From
$474
Per Night
View Details
1 / 19
Payment Protection
South Orleans
Cottage - 
3 Bedrooms, 2 Bathrooms, Sleeps 5
Booking
Details Make Enquiry
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
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
Make Enquiry
From
$2,307
Per Week
View Details
1 / 12
Payment Protection
South Orleans
Cottage - 
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy the pleasures of a waterfront property -- Wake up to views of a peaceful Pleasant Bay inlet from this sun-filled, modern 3-bedroom cottage in the woods. Launch your kayak or canoe to explore beautiful Pleasant Bay; fish from the dock. Use of the dock for a large boat is also possible. The... View all property information
Make Enquiry
From
$2,563
Per Week
View Details
1 / 17
South Orleans
House Rental - 
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
Make Enquiry
From
$1,281
Per Week
View Details
1 / 13
South Orleans
House Rental - 
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
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
Make Enquiry
From
$2,563
Per Week
View Details
1 / 16
South Orleans
House Rental - 
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Located on beautiful Pleasant Bay and situated next to a town public boat landing, this 3 bedroom, 2 bath home offers convenient access to activities in both Orleans and Chatham. With it's own private beach, it's a great spot for swimming, kayaking and canoeing on Pleasant Bay! The property is a 3... View all property information
Make Enquiry
From
$9,483
Per Week
View Details
1 / 26
South Orleans
House Rental - 
4 Bedrooms, 6 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Gym
  • 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
Make Enquiry
Get the List

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

From
$3,588
Per Week
View Details
1 / 20
East Orleans
House Rental - 
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
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
  • ?
  • ?
About this property
Lovely pet friendly home with deeded salt water access Tucked down a quiet street in the Mill Pond area of East Orleans, this pristine residence offers beauty and perfection inside and out. The stone walkway, pergola, rockwall, and beautifully landscaped yard will welcome you and provide hours of... View all property information
Make Enquiry
From
$961
Per Week
View Details
1 / 7
East Orleans
Cottage - 
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
41 Pochet Road, East Orleans, MA This perfect beach cottage loaded with charm is a great retreat after a long day at nearby Nauset Beach! 2 Bedrooms (1 Queen & 2 Twins) and 1 Bathroom plus an outdoor shower. This cute cottage has Air-Conditioning too! NO PETS ALLOWED.$1000 per week in season. $55... View all property information
Make Enquiry
4 of 5 stars Reviewed 26 September 2011
This was our 16th year vacationing on the Cape and my husband and I have only stayed in motels in the past. Since this was our first rental, we were somewhat apprehensive, but the...
See all reviews
From
$961
Per Week
View Details
1 / 12
Brewster
House Rental - 
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (3) Make Enquiry
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
Property ID: 21525 / Key #: 4015 / Property Name: 24 Old North Road Known as 'Firdale Cottage,' this lovely Cottage is 7/10ths of a mile to Point of Rocks Beach. Close-by are antique shops, great restaurants including Brewster Fish House and Brewster Coffee House and The Brewster General Store.... View all property information
Make Enquiry
From
$1,538
Per Week
View Details
1 / 12
Brewster
House Rental - 
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
Make Enquiry
4 of 5 stars Reviewed 12 November 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...
See all reviews
From
$2,435
Per Week
View Details
1 / 15
Orleans
House Rental - 
3 Bedrooms, 3 Bathrooms, Sleeps 7
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
With its great views of Cape Cod Bay across Namskaket Marsh from upper and lower decks, this charming home offers peace and privacy. Located on a cul-de-sac with a shady front yard, the house has skylights, sunlit rooms, an open loft with a sleep sofa and sliders to the decks from the living/dining... View all property information
Make Enquiry
From
$1,281
Per Week
View Details
1 / 14
Orleans
House Rental - 
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • 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
Summer can t get any better than East Orleans. This private gem sits at the end of a sandy lane wrapped in trees and bathed in sunlight. The front deck welcomes you to sit and relax and enjoy the peace and quiet and plan your next days adventure. Located less the 2 miles from Nauset Beach and... View all property information
Make Enquiry
From
$884
Per Week
View Details
1 / 9
Brewster
House Rental - 
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Short Walk to Association Beach: Get the Cape Cod feel of a family vacation with this knotty pine 3 bedroom 1 bath cottage with fully equipped kitchen, living room, dining area and outside enclosed shower. The bike bath is close to the house. All bedrooms are located on the first floor: Bedroom #1... View all property information
Make Enquiry
4 of 5 stars Reviewed 27 October 2014
It's all about the money. Pay a ton, get a ton. This rental didn't make me pay a ton, but my family of five got more than our money's worth, and there isn't much more we could...
See all reviews
From
$2,114
Per Week
View Details
1 / 7
Orleans
House Rental - 
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • 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
Renovated ranch with 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. There are two bedrooms on the main level consisting of 1... View all property information
Make Enquiry
4 of 5 stars Reviewed 20 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...
See all reviews
From
$2,211
Per Week
View Details
1 / 18
Brewster
House Rental - 
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
Make Enquiry
From
$1,922
Per Week
View Details
1 / 19
Orleans
House Rental - 
4 Bedrooms, 3 Bathrooms, Sleeps 9
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Scenic waterfront property with tranquil water views and saltwater access all the way to Chatham. This delightful home was updated and complete with new furnishings from top to bottom for the 2013 summer season. Stylish and inviting, the main floor offers a well-equipped kitchen, dining area,... View all property information
Make Enquiry
From
$1,025
Per Week
View Details
1 / 11
Orleans
House Rental - 
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (2) Make Enquiry
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
10 Daley Terrace This quaint & cozy ranch is set on a hill in a residential neighborhood & within walking distance to the center of town, public tennis courts and the Orleans Fire Birds baseball games. AC units in the living room and two of the three bedrooms. WIFI & enclosed outdoor shower. No... View all property information
Make Enquiry
From
$3,204
Per Week
View Details
1 / 13
Brewster
House Rental - 
2 Bedrooms, 1 Bathroom, Sleeps 5
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Satellite TV
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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 granite counters in the fully equipped Kitchen. The space is... View all property information
Make Enquiry
From
$3,204
Per Week
View Details
1 / 21
Orleans
House Rental - 
3 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (5) Make Enquiry
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
Steps to Priscilla Landing and Nauset Beach! Priscilla Landing is on the Nauset Estuary and has private pathways to the Atlantic. The first floor has 3 bedrooms. One room has Queen sized bed with a private bath. Second room as 2 twins also with a private bath. The Master suite has a King sized... View all property information
Make Enquiry
5 of 5 stars Reviewed 7 July 2014
From the second we opened the door we were blown away! This house had everything you could possibly think of! It was immaculate. The bedrooms were great, the laundry really helped...
See all reviews
From
$769
Per Week
View Details
1 / 8
Orleans
Cottage - 
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Property ID: 18374 / Key #: 1582 / Property Name: 17 Center Place Charming waterfront cottage on scenic Boland Pond. A good location, only a short distance to the center of Orleans, not far from the bike trails and to Skaket and Nauset Beaches! 2 Bedrooms, 1 Bath. Sleeps a maximum of four. NO PETS... View all property information
Make Enquiry
From
$9,483
Per Week
View Details
1 / 30
Brewster
House Rental - 
4 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This beautiful, newly listed South Orleans home features three levels of living - all with beautiful views of Pleasant Bay and the ocean beyond! Enjoy the shared, private dock and sandy beach just a short walk from the front door of this lovely, contemporary home. The property features a stunning... View all property information
Make Enquiry
From
$128
Per Night
View Details
1 / 15
South Chatham
Cottage - 
2 Bedrooms, 1 Bathroom, Sleeps 5
Details Reviews (6) Make Enquiry
Amenities & Details
  • Grill
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This immaculate two-bedroom/one-bath cottage sleeps five and is cozy and affordable. It's located one-half mile from Cockle Cove Beach on warm Nantucket Sound. Situated on a quiet cul de sac with a nearby childrens playground, this property is protected and cooled by pine trees and salty breezes.... View all property information
Make Enquiry
4 of 5 stars Reviewed 2 September 2014
We loved being so close to Cockle Cove Beach. The outside shower was a hit, too. My two teenaged boys loved, loved, loved this place. It would be even better if it had wifi.
5 of 5 stars Reviewed 26 August 2014
I was so happy with our stay! the cottage was very cute and was just enough room! it was close to just about anything you can want to do in the cape. the welcome gift was very...
See all reviews
From
$2,371
Per Week
View Details
1 / 14
Payment Protection
Brewster
House Rental - 
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (3) Make Enquiry
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
Make Enquiry
5 of 5 stars Reviewed 14 August 2014
Stayed here for a week and could not have been more pleased. Location in perfect, house is amazing and owner very helpfull....will definitely been contacting them again next time...
See all reviews
From
$1,269
Per Week
View Details
1 / 10
Orleans
House Rental - 
Studio, 1 Bathroom, Sleeps 2
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This charming modern waterfront cottage is located in the exclusive section of Orleans called Mayflower Point where the Namequoit River meets Little Pleasant Bay. The secluded area boasts scenic water views, quiet nights, and sounds of the birds. The living space has a new whole-house fan, ceiling... View all property information
Make Enquiry
From
$2,243
Per Week
View Details
1 / 34
Brewster
Apartment - 
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This 'A' style townhome has many improvements and is quite luxurious! Located on the 9th Fairway with views. Split A/C to keep you cool and a gas fireplace for those cool evenings. Fully equipped with everything that you need to make your vacation a memorable one! If you are accustomed to the finer... View all property information
Make Enquiry
From
$3,204
Per Week
View Details
1 / 30
Brewster
House Rental - 
4 Bedrooms, 3 Bathrooms, Sleeps 9
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This immaculate Brewster home sits directly on Upper Mill Pond, one of the largest kettle ponds on the Cape. Come and enjoy the beautiful view and great swimming right in back of the house! The winding stairway in back of the house will take you from the back yard, down to your own private dock.... View all property information
Make Enquiry
From
$1,794
Per Week
View Details
1 / 14
Brewster
House Rental - 
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (2) Make Enquiry
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
Make Enquiry
From
$186
Per Night
View Details
1 / 14
Payment Protection
Brewster
B and B - 
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (6) Make Enquiry
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
Make Enquiry
5 of 5 stars Reviewed 1 November 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 5 August 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...
See all reviews
From
$156
Per Night
View Details
1 / 14
Payment Protection
Brewster
Cottage - 
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (5) Make Enquiry
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
Make Enquiry
5 of 5 stars Reviewed 14 July 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 20 June 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...
See all reviews
From
$238
Per Night
View Details
1 / 13
Payment Protection
Brewster
House Rental - 
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Private Fishing...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This bright, freshly remodeled home in a lovely, quiet setting features something for everyone in your vacationing group... For the gourmet: a fun, light, stainless and Corian kitchen, fully equipped with new appliances, butcher block island, gas range, wine cooler, convection microwave, and... View all property information
Make Enquiry
From
$156
Per Night
View Details
1 / 13
Payment Protection
Brewster
Cottage - 
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (5) Make Enquiry
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
Make Enquiry
5 of 5 stars Reviewed 26 August 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 27 June 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...
See all reviews
From
$333
Per Night
View Details
1 / 21
Payment Protection
Brewster
House Rental - 
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (4) Make Enquiry
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
Make Enquiry
4 of 5 stars Reviewed 21 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...
5 of 5 stars Reviewed 25 October 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.
See all reviews
From
$265
Per Night
View Details
1 / 18
Orleans
Apartment - 
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (3) Make Enquiry
Amenities & Details
  • Dryer
  • Fireplace
  • Grill
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
My Cape Cod waterfront vacation rental is located on the very popular Skaket Beach in the town of Orleans and has been enjoyed by thousands of vacationers for over 5 decades. I have been blessed to be the owner for over 30 years. You’ll enjoy 250 feet of private Skaket Beach with only 7 other... View all property information
Make Enquiry
From
$1,249
Per Week
View Details
1 / 9
East Orleans
Cottage - 
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (3) Make Enquiry
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
76 Barley Neck Rd, East Orleans Renovated cottage with country chic! Charming & compact! One large room with vaulted ceilings & wood floors serves as a unique living space- accented with a defined galley kitchen, dining & sitting areas. Light streams in thru the French doors, leading to the deck.... View all property information
Make Enquiry
From
$192
Per Night
View Details
1 / 6
Payment Protection
Orleans
Apartment - 
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
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
Make Enquiry
5 of 5 stars Reviewed 12 August 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...
See all reviews
From
$1,281
Per Week
View Details
1 / 18
Brewster
House Rental - 
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Deeded rights to Seymour Pond! This 3 bedroom 2 bath home brings the outdoors in! Spend your days and your nights relaxing on the beautifully designed custom screened in porch with recessed lighting and a ceiling fan. Just a few minutes walk down the street brings you to Seymour Pond, a wonderful... View all property information
Make Enquiry
From
$2,307
Per Week
View Details
1 / 18
East Orleans
House Rental - 
2 Bedrooms, 3 Bathrooms, Sleeps 7
Details Reviews (2) Make Enquiry
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
  • ?
  • ?
About this property
Waterfront and Waterview on Meetinghouse Pond Kayak or Canoe- this is the perfect location! Water front on Meetinghouse Pond with access to The River and to Pleasant Bay and less than 2 miles to Nauset Beach. This home offers Air Conditioning through out (5 Wall Units,) a bright and spacious Great... View all property information
Make Enquiry
From
$256
Per Night
View Details
1 / 9
Payment Protection
Brewster
Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (2) Make Enquiry
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
Make Enquiry
5 of 5 stars Reviewed 7 September 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 11 July 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...
See all reviews
From
$320
Per Night
View Details
1 / 29
Payment Protection
Brewster
House Rental - 
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (2) Make Enquiry
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
Make Enquiry
5 of 5 stars Reviewed 19 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...
5 of 5 stars Reviewed 12 August 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...
See all reviews
From
$1,922
Per Week
View Details
1 / 21
East Orleans
House Rental - 
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (3) Make Enquiry
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
Cottontail Cottage #12, East Orleans,MA Less than 1/2 mile to Nauset Beach this 3-4 Bedroom 'main house' is in a cute cottage colony on Beach Road in East Orleans! First floor includes living room with fireplace, large kitchen/dining area, two bedrooms- one with a King and one with 2 twins –... View all property information
Make Enquiry
From
$5,510
Per Week
View Details
1 / 27
Brewster
House Rental - 
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
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
$3,800 PRIME SUMMER WEEKLY RATE While trees do not permit a view of the Bay, you are very, very close here -- less than two minutes walk to the beach. Beach chairs provided. And it's one of the very best, private sandy beaches in Brewster. The owner family has done a nice job updating the property,... View all property information
Make Enquiry
From
$238
Per Night
View Details
1 / 15
Payment Protection
Brewster
House Rental - 
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (2) Make Enquiry
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
Make Enquiry
3 of 5 stars Reviewed 24 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...
See all reviews
From
$929
Per Week
View Details
1 / 9
East Orleans
Apartment - 
Studio, 1 Bathroom, Sleeps 2
Details Reviews (2) Make Enquiry
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
6 Rabbit Run. Studio apartment just 2/10 mile to Nauset Beach! This lovely second floor studio apartment is just 2/10 of a mile to Nauset Beach in desirable Nauset Heights of East Orleans! A perfect spot offering all the amenities and beautiful furnishings. Ocean view from upper-level widow s walk!... View all property information
Make Enquiry
From
$3,588
Per Week
View Details
1 / 19
Brewster
House Rental - 
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (3) Make Enquiry
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
Located on the shore of Long Pond, this vacation home has a private beach and boat mooring. House has the perfect blend of privacy and activity with 3 bedrooms and 2 full baths. Brand new Central Air Conditioning was just installed to keep you cool on the hot summer days. Main level includes a... View all property information
Make Enquiry
4 of 5 stars Reviewed 27 July 2013
We are sitting here ...our last night in this great house on Long Pond. Nothing but good things to say about the house. Everything you could need, comfy, clean and bright. Rental...
See all reviews
From
$2,499
Per Week
View Details
1 / 17
East Orleans
House Rental - 
4 Bedrooms, 3 Bathrooms, Sleeps 12
Details Reviews (1) Make Enquiry
Amenities & Details
  • Balcony
  • 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
11 Surf Boat Lane, East Orleans MA Casual living in Nauset Heights! Large contemporary 4BR/ 2.5BA home just .2 mile to famous Nauset Beach. Main level includes three bedrooms with full bath, living area with TV, dining, and kitchen. Second level includes one bedroom with a King and half bath,... View all property information
Make Enquiry
From
$5,126
Per Week
View Details
1 / 20
Brewster
Apartment - 
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Waterfront Home Located in the lovely Sears Point Association Area: This is a luxurious 3 bedroom, 2 ½ bath waterfront home with garage, central A/C, washer/dryer, wireless internet, private association beach, tennis courts and pool with 2 week minimum stay. This home offers a fully equipped... View all property information
Make Enquiry
Go to map view
Most popular
Islands
Popular cities
Popular cities
Popular cities
Book Online(56)
Use filters to find the best results!

Suitability

  • Wheelchair access (7)
  • Elder access (98)
  • Suitable for children (25)
  • Pet friendly (46)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (567)
  • Grill (540)
  • Internet (429)
  • Washer/Dryer (378)
  • Air Conditioning (341)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List