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

Vacation Rentals in South Orleans, MA and nearby

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
mm/dd/yyyy mm/dd/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    All 568 Rentals in the South Orleans Area
    loading...
    From
    $370
    / Night
    Payment Protection
    View Details
    1 / 19
    South Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    traveler have booked this property
    Overview Make Inquiry
    From
    $1,800
    / Week
    Payment Protection
    View Details
    1 / 12
    South Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Inquiry
    From
    $300
    / Night
    View Details
    1 / 15
    4 of 5 stars (1) Very good
    South Orleans
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    From
    $1,400
    / Week
    View Details
    1 / 18
    4.5 of 5 stars (2) Very good
    South Orleans
    5 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview 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
    Make Inquiry
    Location Information
    South Orleans, Cape Cod 02653
    From
    $314
    / Night
    View Details
    1 / 22
    South Orleans
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview 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
    This 2 bedroom, 2 bathroom home is located on a private dirt road overlooking Pah Wah Pond. It is in walking distance to beautiful Pah Wah Conservation Area on Pleasant Bay, just perfect for hiking. Five minutes in the other direction, a short walk takes you to the town landing on Pleasant Bay.... View all property information
    Make Inquiry
    Location Information
    South Orleans, Cape Cod
    From
    $1,000
    / Week
    View Details
    1 / 13
    South Orleans
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview 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
    Make Inquiry
    Location Information
    South Orleans, Cape Cod 02653
    From
    $2,000
    / Week
    View Details
    1 / 17
    South Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    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 Inquiry
    Location Information
    South Orleans, Cape Cod 02653
    From
    $5,800
    / Week
    View Details
    1 / 20
    South Orleans
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview 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
    • ?
    • ?
    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
    Make Inquiry
    Location Information
    South Orleans, Cape Cod 02653

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

    From
    $250
    / Night
    Payment Protection
    View Details
    1 / 29
    5 of 5 stars (2) Excellent
    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travelers have booked this property
    Overview 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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    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...
    See all reviews
    From
    $343
    / Night
    Payment Protection
    View Details
    1 / 17
    Brewster
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02643
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    From
    $350
    / Night
    Payment Protection
    View Details
    1 / 24
    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Ping Pong Table
    • Pool Table
    • Satellite TV
    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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $2,325
    / Week
    Payment Protection
    View Details
    1 / 15
    East Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    traveler have booked this property
    Overview 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
    Make Inquiry
    Location Information
    East Orleans, Cape Cod 02643
    From
    $429
    / Night
    Payment Protection
    View Details
    1 / 23
    Brewster
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    travelers have booked this property
    Overview 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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $186
    / Night
    Payment Protection
    View Details
    1 / 15
    4 of 5 stars (2) Very good
    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview 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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    3 of 5 stars Reviewed August 23, 2014
    The grounds of the home in back are lovely however the interior has not been well miantained; mattresses old and ultra firm, rugs worn, window blinds old and cannot be adjusted...
    See all reviews
    From
    $280
    / Night
    Payment Protection
    View Details
    1 / 18
    5 of 5 stars (6) Excellent
    Brewster
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview 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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    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...
    See all reviews
    From
    $150
    / Night
    Payment Protection
    View Details
    1 / 37
    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Bike the trail, kayak on the pond, or walk and sun on the bay from this great family house. Newly decorated, spacious, bright, and clean home located in beautiful Blueberry Pond neighborhood. Only 1.5 miles to Brewster Bay Beaches, .5 mile to Cape Cod Rail Trail and Nickerson State Park, short... View all property information
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $100
    / Night
    Payment Protection
    View Details
    1 / 15
    Brewster
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview 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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $250
    / Night
    Payment Protection
    View Details
    1 / 38
    5 of 5 stars (5) Excellent
    Brewster
    5 Bedrooms / 5 Bathrooms / Sleeps 12
    travelers have booked this property
    Overview Reviews (5) 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
    • ?
    • ?
    About this property
    Only one prime 2015 week left: Labor Day week 8/30-9/6 (Sun-Sun). September and October weeks/weekends (including Columbus Day) are still available. 2015 summer rentals are Sunday through Sunday, check in 4 pm, check out 10 am. 2015 Columbus Day Weekend, Thanksgiving, Christmas, New Years... View all property information
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    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...
    See all reviews
    From
    $145
    / Night
    Payment Protection
    View Details
    1 / 14
    5 of 5 stars (8) Excellent
    Brewster
    2 Bedrooms / 1 Bathroom / Sleeps 6
    traveler have booked this property
    Overview 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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    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...
    See all reviews
    From
    $260
    / Night
    Payment Protection
    View Details
    1 / 21
    5 of 5 stars (4) Excellent
    Brewster
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travelers have booked this property
    Overview 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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 01863
    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.
    See all reviews
    Get the List
    From
    $750
    / Night
    Payment Protection
    View Details
    1 / 34
    North Chatham
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    traveler have booked this property
    Overview 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
    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
    Make Inquiry
    Location Information
    North Chatham, Chatham 02650
    From
    $243
    / Night
    Payment Protection
    View Details
    1 / 11
    South Chatham
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    • Wi-Fi
    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
    Make Inquiry
    Location Information
    South Chatham, Chatham 02360
    From
    $186
    / Night
    Payment Protection
    View Details
    1 / 13
    5 of 5 stars (3) Excellent
    Brewster
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    traveler have booked this property
    Overview Reviews (3) Make Inquiry
    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
    We rent our property by the week, Saturday to Saturday. 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... View all property information
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $350
    / Night
    Payment Protection
    View Details
    1 / 30
    5 of 5 stars (1) Excellent
    Brewster
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Sauna
    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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    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...
    See all reviews
    From
    $857
    / Night
    Payment Protection
    View Details
    1 / 20
    East Orleans
    4 Bedrooms / 8 Bathrooms / Sleeps 12
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Housekeeping...
    • Internet Access
    • Satellite TV
    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
    Make Inquiry
    Location Information
    East Orleans, Cape Cod 02653
    From
    $3,500
    / Week
    Payment Protection
    View Details
    1 / 10
    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview 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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $1,850
    / Week
    Payment Protection
    View Details
    1 / 14
    5 of 5 stars (3) Excellent
    Brewster
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    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 Inquiry
    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed August 13, 2014
    Stayed here for a week and could not have been more pleased. Location in perfect, house is amazing and owner very helpfull....will definitely been contacting them again next time...
    See all reviews
    From
    $150
    / Night
    Payment Protection
    View Details
    1 / 6
    5 of 5 stars (1) Excellent
    Orleans
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview 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
    Make Inquiry
    Location Information
    Orleans, Cape Cod 02653
    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...
    See all reviews
    From
    $62
    / Night
    Payment Protection
    View Details
    1 / 17
    South Chatham
    1 Bedroom / Sleeps 2
    Overview 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
    Make Inquiry
    Location Information
    South Chatham, Chatham 02659 1525
    From
    $87
    / Night
    Payment Protection
    View Details
    1 / 9
    South Chatham
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview 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
    Make Inquiry
    Location Information
    South Chatham, Chatham 02659 1525
    From
    $2,000
    / Week
    Payment Protection
    View Details
    1 / 4
    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Situated down a lane surrounded by woods, lawns & flower gardens our home is an oasis from the busy Cape Cod summer. The house sits on over 2 1/2 acres of privacy. We are located within 1 mile of both salt and fresh water swimming, boating and fishing. Close by are a number of world class golf... View all property information
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $145
    / Night
    Payment Protection
    View Details
    1 / 11
    Brewster
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview 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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $300
    / Night
    Payment Protection
    View Details
    1 / 11
    Orleans
    4 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This classic Nauset Heights home sits directly on a bluff with magnificent views of Nauset Beach, the Atlantic Ocean, and Nauset Marsh. The cottage is a classic with great vintage details and has been updated with full interior painting, high end teak dining table, outdoor chairs, modern... View all property information
    Make Inquiry
    Location Information
    Orleans, Cape Cod 02653
    From
    $215
    / Night
    Payment Protection
    View Details
    1 / 21
    Orleans
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    traveler have booked this property
    Overview Make Inquiry
    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
    • x
    About this property
    A very unique haven situated on what was a private family compound with private beach on Cape Cod Bay. The beach is less than 700 feet away via a beautiful sandy path which passes a cranberry bog along the way. The rambling, airy & bright 3000 sq. ft. home has been renovated over the past several... View all property information
    Make Inquiry
    Location Information
    Orleans, Cape Cod 02653
    From
    $300
    / Night
    Payment Protection
    View Details
    1 / 17
    Orleans
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Beautiful Open Layout with updated furnishings on Nauset Heights! Walk to Nauset Beach. Unique extras like large outdoor shower, original artwork, and private setting. For 2015: A/C in all Bedrooms, All new bedding, couches. The Space There are 2 bedrooms on the main floor, each with a Queen... View all property information
    Make Inquiry
    Location Information
    Orleans, Cape Cod 02643
    From
    $115
    / Night
    Payment Protection
    View Details
    1 / 5
    Brewster
    2 Bedrooms / 1 Bathroom / Sleeps 6
    traveler have booked this property
    Overview 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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $1,795
    / Week
    Payment Protection
    View Details
    1 / 16
    Brewster
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    On scenic Ocean Edge Resort (Best Resort on Cape Cod for 2013 by Boston Magazine), located on a sprawling Jack Nicklaus Golf Course, near the most magnificent beaches in the world, this modern garden-level villa, part of Eaton Village, sleeps 6, with the advantage that the property is situated on a... View all property information
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $260
    / Night
    Payment Protection
    View Details
    1 / 1
    Brewster
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview 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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $600
    / Night
    Payment Protection
    View Details
    1 / 18
    South Chatham
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Fabulous views of Nantucket sound are the focus of this newer home. Built in 2000, it sits at the end of a quiet dead end street overlooking an amazing view of nature, ocean and sky. From every window see Nantucket Sound, Hardings Beach and Stage Harbor Lighthouse. The house has an open floor... View all property information
    Make Inquiry
    Location Information
    South Chatham, Chatham 02659
    From
    $500
    / Night
    Payment Protection
    View Details
    1 / 13
    Brewster
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview 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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $250
    / Night
    Payment Protection
    View Details
    1 / 15
    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Need some time away? Here is a wooded refuge perfect for a large family gathering. This home is located off a country road with nearly an acre of space. Surround yourself with nature while just a short jaunt to the bike (rail) trail, fresh water swimming, the old-time Brewster General Store and... View all property information
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $1,300
    / Week
    Payment Protection
    View Details
    1 / 3
    Brewster
    3 Bedrooms / 1 Bathroom / Sleeps 6
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Great 3 bedroom home located on a cul -de -sac with a very short walk to Linnell Landing Beach and beautiful sunsets. Large screened porch with cable TV and a covered patio with built in barbecue grill. A gas grill is also available. Nearby is Nickerson State Park, bike paths, live theater and... View all property information
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $3,450
    / Week
    Payment Protection
    View Details
    1 / 10
    Orleans
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview 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
    Bright, clean and private best describe our home! When you first arrive at 'Nana's Place' you will not believe the manicured one acre lot. There is plenty of space in the front yard and back yard for kids to play. We even provide the toys (whiffle balls, kick balls, croquet, etc) And since our home... View all property information
    Make Inquiry
    Location Information
    Orleans, Cape Cod 02653
    From
    $1,850
    / Week
    Payment Protection
    View Details
    1 / 22
    South Chatham
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    0.1 mile from popular summer Nantucket Sound beach can walk or ride or /access to private beach via path along marsh just steps away from the house quiet family area… ranch / cottage style house with summer beach flavor with views of Taylor Pond 1 bathroom / eat in kitchen / deck / Weber gas... View all property information
    Make Inquiry
    Location Information
    South Chatham, Chatham 02659
    From
    $2,400
    / Week
    Payment Protection
    View Details
    1 / 10
    Orleans
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Ping Pong Table
    • Pool Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Completely renovated, just like new, wonderful home on private cul-de-sac 3/4 of mile from Nauset Beach. Located right off Beach Road in lovely East Orleans. Upstairs has 2 large bedrooms, each with newer A/C units. One with 2 sets of bunks, each with a twin and full futon. Over sized full bath... View all property information
    Make Inquiry
    Location Information
    Orleans, Cape Cod 02643
    From
    $2,500
    / Week
    Payment Protection
    View Details
    1 / 3
    Brewster
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Ocean Views
    • Shared Outdoor Pool...
    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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $125
    / Night
    Payment Protection
    View Details
    1 / 12
    West Chatham
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Safe
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    An old-fashion Cape vacation set in a secluded village of quaint, privately owned cottages on 4 acres of pine forest located on White Pond. This true Cape cottage is ideal for a couple or a small family. It has a complete kitchen/ living area with a pull out sofa bed, one bedroom with 2 twin beds... View all property information
    Make Inquiry
    Location Information
    West Chatham, Chatham 02633
    From
    $225
    / Night
    Payment Protection
    View Details
    1 / 7
    Brewster
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Patio style home at Ocean Edge Resort. Unit is a 2 Bedroom, 2 Bath with Queen size bed in Master and Bunk bed in 2nd bedroom. Bunk bed has full size bottom with twin on top. Kitchen is fully equipped with microwave, stove, dishwasher, Keurig coffee maker, toaster oven and blender. Dining room has... View all property information
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $1,800
    / Week
    Payment Protection
    View Details
    1 / 16
    Brewster
    3 Bedrooms / 1 Bathroom / Sleeps 7
    Overview 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
    • ?
    About this property
    **Magical Waterfront Vacation Home on Freshwater Pond.** Announcing a kitchen make over for 2014, includes a new floor, counter tops and fresh coat of paint. Three bedroom, 1 and a half bath house offers a tranquil setting for a summer vacation close to beaches, shopping, restaurants, golfing and... View all property information
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $300
    / Night
    Payment Protection
    View Details
    1 / 9
    Brewster
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview 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
    Make Inquiry
    Location Information
    Brewster, Cape Cod 02631