Brewster Rentals
- From $935 per night (USD)
VRBO
Lake front on Long Pond, private, AC, Wifi, near the bike path
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bedrooms- 3.5 Bathrooms- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. ...
From $935 per night (USD)VRBO
- Click For Pricing
Expedia
Beachfront cute cottage on Private Beach. Best View on the Cape. on high bluff
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Amazing sunset views over the bay from every room. Lovely beach cottage sits upon a secluded bluff with one of the bes ...
Click For PricingExpedia
- From $687 per night (USD)
VRBO
Quiet and secluded Home, Air conditioned, Outdoor Stone Patio w\/Fire Place.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Our beautiful well kept home is located on Seymore Pond on the border of Brewster and Harwich. This five bedroom home wh ...
From $687 per night (USD)VRBO
- From $1221 per night (USD)
Expedia
Close to beaches - Private Yard - 4 bed, 3 baths on 3 Levels!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Close to the beach but away from the crowds. Completely remodeled inside & out. New Mini Split Air Conditioning system a ...
From $1221 per night (USD)Expedia
- From $458 per night (USD)
VRBO
Treat yourself: Premium townhouse condo at Ocean Edge resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy some relaxing time away with beaches and pools, great food, and a peaceful setting in this upgraded and beautifull ...
From $458 per night (USD)VRBO
- From $446 per night (USD)
Expedia
Walk to Skaket Beach or Bike to Rail Trail!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 15556 - Wait n' Sea: Walk to Skaket Beach or Bike to Rail Trail! The Space: Looking for the perfect family vac ...
From $446 per night (USD)Expedia
- From $534 per night (USD)
VRBO
Sandy Hill Cottage- Newly renovated beach retreat, perfect for families
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated hilltop retreat minutes from Brewster beaches. Sunny and spacious, your perfect spring, summer, or fall ...
From $534 per night (USD)VRBO
- Click For Pricing
Expedia
Long Pond Waterfront | 4 Bed, 2.5 Bath
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy spectacular water views from every room of this 4 Bedroom, 2.5 bath waterfront home with large private beach and d ...
Click For PricingExpedia
- From $843 per night (USD)
VRBO
Private Beach Access, Large House in the Woods
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
A very unique haven situated on what was a private family compound with private beach on Cape Cod Bay. The beach is less ...
From $843 per night (USD)VRBO
- From $352 per night (USD)
VRBO
Skaket Beach Area Home Sleeps 8
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Located within a half mile of desirable Skaket Beach, is this lovingly designed and decorated home that has a special am ...
From $352 per night (USD)VRBO
- From $278 per night (USD)
VRBO
Quaint Post & Beam near State Park and Pond
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Bright, open, contemporary post & beam 'barn' with lots of glass on a wooded lot. Deeded rights to Baker's Pond and a sh ...
From $278 per night (USD)VRBO
- From $338 per night (USD)
Expedia
Cozy single-floor home w\/beautiful gardens, outdoor shower, & seasonal patio
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The Grounds Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $338 per night (USD)Expedia
- From $460 per night (USD)
VRBO
Fire Pit, Outdoor Shower, Near Jacknife Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: 17729 - Sailor's Cove: Fire Pit, Outdoor Shower, Near Jacknife Beach! The Space: Experience the quintessential ...
From $460 per night (USD)VRBO
- From $653 per night (USD)
Expedia
Private Cape Rental 1 Mile from the Beach!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Suite Caroline’s Cape Escape! Explore Quivett Neck’s greatest attractions, or head to Cold Storage Beach. Thi ...
From $653 per night (USD)Expedia
- From $412 per night (USD)
VRBO
Experience Cape Cod History
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
*Cancellation policy at end of property description.* Experience a Cape Cod vacation in a historically registered 182 ...
From $412 per night (USD)VRBO
- From $421 per night (USD)
VRBO
Ocean Edge Resort- Beautiful A-Style Townhouse with Pool Priveleges
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*Cancellation policy at end of property description.* You'll love vacationing in this well maintained A-style 2BR/2 ...
From $421 per night (USD)VRBO
- From $1011 per night (USD)
VRBO
Just Steps Away From Cape Cod Bay!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
*Cancellation policy at end of property description.* If you can imagine the perfect summer vacation at the sea, you ...
From $1011 per night (USD)VRBO
- From $474 per night (USD)
VRBO
Spacious home less than .1 mile to private assoc beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
*Cancellation policy at end of property description.* Relax with your family in a roomy, clean and quiet setting. Ne ...
From $474 per night (USD)VRBO
- From $564 per night (USD)
VRBO
Exquisite Ocean Edge Townhouse With Pool Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*Cancellation policy at end of property description.* *Cancellation policy at end of property description.* Gorgeo ...
From $564 per night (USD)VRBO
- From $613 per night (USD)
VRBO
Walk to Beach from Sea Salt Cottage
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
A beautiful summer home nestled in the heart of historic Brewster. Our home is situated in a wonderful family area that ...
From $613 per night (USD)VRBO
- From $291 per night (USD)
VRBO
Wonderful freestanding condo in Ocean Edge in Allerton Village.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ocean Edge Paradise in Brewster! Privately Owned Patio Home with Central A/C and Pool Access for 4! (fees apply) This f ...
From $291 per night (USD)VRBO
- From $326 per night (USD)
VRBO
Newly updated, traditional townhouse with recently renovated bathrooms - a favorite for our guests.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your stay in Brewster at this beautiful Ocean Edge Townhome! This property has a Ring Door Bell integrated into t ...
From $326 per night (USD)VRBO
- From $636 per night (USD)
VRBO
Amazing Bayside home in Ocean Edge with pool, tennis and beach privileges.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
HAPPY PLACE Spacious, Beautiful & Family-Friendly Ocean Edge Townhouse with Pool, Tennis and Beach Privileges! This Ma ...
From $636 per night (USD)VRBO
- From $345 per night (USD)
VRBO
This spacious Billington Village condo features updated kitchen and 2 BRs plus a loft sleeping area.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Chic & Spacious Townhouse in Ocean Edge Resort Brand New Split Systems for A/C and Heating! This spacious, vaulted roo ...
From $345 per night (USD)VRBO
- From $406 per night (USD)
VRBO
Outstanding Ocean Edge Patio Home with Central A\/C and 6 Pool Passes (Fees Apply)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Surf Inspired Ocean Edge Patio Home with Central A/C and 6 Pool Passes! (fees apply) This bright and sunny townhome is ...
From $406 per night (USD)VRBO
- From $466 per night (USD)
VRBO
Spacious upper-level luxurious Endicott unit with golf access, just steps to Arbor pool and the Linx
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Spacious and Luxurious Top-Level Endicott Unit with Golf Access! (Up to 7 pool passes, green fees and pool pass fees app ...
From $466 per night (USD)VRBO
- From $474 per night (USD)
VRBO
This wonderful Billington features 2 bedrooms and an open loft, as well as a remodeled kitchen.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nautical Themed Light & Bright Townhouse in Ocean Edge Resort! This bright Billington Village condo is nautically decor ...
From $474 per night (USD)VRBO
- From $992 per night (USD)
VRBO
Newly Constructed and Beautifully Decorated 4 Bedroom (2 master) Cape Getaway!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy a private community and a brand new Cape house in Harwich, MA with all the amenities of home. This gorgeously con ...
From $992 per night (USD)VRBO
- From $986 per night (USD)
VRBO
Bayside, Gem with King Bed, 4 ACs, Beach #1 & Bayside Outdoor Pool #8 (Included)
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bayside Ocean Edge Gem! Two Story Condo with King Bed, A/C, Access to the Hotel Beach and Bayside Outdoor Pool #8! (Incl ...
From $986 per night (USD)VRBO
- From $405 per night (USD)
VRBO
Hidden paradise in Quivet Neck
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Set down on a long driveway that ensures privacy but only a short walk (1/2 mile) to Sea Street Beach on Cape Cod Bay. T ...
From $405 per night (USD)VRBO
- From $451 per night (USD)
VRBO
Billington townhouse with straight staircase that leads to an enclosed loft, premium streaming TV.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Dual-Level Townhouse Comfort and Luxury in Ocean Edge! This dual-level townhouse is a perfect getaway for a Cape Cod su ...
From $451 per night (USD)VRBO
- From $279 per night (USD)
VRBO
Beautifully Furnished and Decorated Upper-Level Eaton Condo in Ocean Edge on Cape Cod!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Cape in Comfort at this Seaside-Charmed Condo! Escape to the Cape in at this seaside charmed Eaton Village se ...
From $279 per night (USD)VRBO
- From $459 per night (USD)
VRBO
This Beautiful Bayside is located in Fieldstone, with central AC (minus in the small bedroom).
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Two Story Townhouse in Ocean Edge with Peaceful Pond Views! This townhome with calming and quiet pond views is updated ...
From $459 per night (USD)VRBO
- From $279 per night (USD)
VRBO
Wonderful Ocean Edge Apartment. Short drive to beaches, you will love the Brewster Flats!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Lovely First Floor Ocean Edge Condo - Nearby to Beaches & The Brewster Flats! This beautiful, recently renovated Eaton ...
From $279 per night (USD)VRBO
- From $377 per night (USD)
VRBO
Inviting private patio, charming décor, and a wonderful location close to Pool, Tennis and Fitness.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming Ocean Edge Townhouse with Beachy Decor and Pool Access! This townhome in Howland Village has it all: an invit ...
From $377 per night (USD)VRBO
- From $256 per night (USD)
Expedia
Great Couples Summer Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cape Cod Getaway is conveniently located near the beautiful Brewster Bay Beaches, the Cape Cod rail trail for biking, an ...
From $256 per night (USD)Expedia
- From $759 per night (USD)
VRBO
Updated Spacious Central AC and Dog Friendly Normas Cape Escape
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
4 Bedroom- 3.5 Bathroom- Sleeps 11 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. M ...
From $759 per night (USD)VRBO
- From $565 per night (USD)
VRBO
Squeaky clean residence only 0.2 miles from Saint Landing Beach on beautiful sandy Cape Cod Bay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Nautical Dream Home ~ Near Cape Cod Bay! Only 2/10 mile to Mant's Landing Beach! This spacious, beautiful residence is ...
From $565 per night (USD)VRBO
- From $413 per night (USD)
VRBO
Ocean Edge Paradise in Brewster!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
*Cancellation policy at end of property description.* This Ocean Edge Retreat will make a wonderful home base for you ...
From $413 per night (USD)VRBO
- From $582 per night (USD)
Expedia
New Deck, and less than 1 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 18825 - Between the Tides: New Deck, and less than 1 Mi to Beach! The Space: High ceilings, natural light, and ...
From $582 per night (USD)Expedia
- From $233 per night (USD)
VRBO
PET FRIENDLY! Right on Nickerson, with Cape Cod bike trail behind house!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Are you looking for the perfect getaway on the cape with everything that Nickerson state park and Cape Cod has to offer? ...
From $233 per night (USD)VRBO
- From $756 per night (USD)
Expedia
Beautiful 4 Bedroom Home with Central A\/C near Sea Street Beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Lovely Cape Cod style home with modern features and Old Cape Cod Charm, nestled on a knoll with lots of privacy. Near Co ...
From $756 per night (USD)Expedia
- From $458 per night (USD)
VRBO
S.Orleans, Perfect Vacation House to Relax and Unwind
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
You know you are on vacation when you first enter our meticulously maintained bright and comfortably furnished home in S ...
From $458 per night (USD)VRBO
- From $371 per night (USD)
VRBO
Spacious, renovated and beautifully decorated Howland Village townhouse with straight staircase
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Renovated & Spacious Howland Village Townhouse! This spacious, renovated Howland Village townhouse is beautifully decor ...
From $371 per night (USD)VRBO
- From $804 per night (USD)
VRBO
California Contemporary, Walk to Beach, 1.3 Wooded Acres
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The house is equipped with Medical Grade H13 HEPA Air Purification Filters throughout! Prestigious location within the ...
From $804 per night (USD)VRBO
- From $404 per night (USD)
VRBO
Brewster by the Bay\nPet Friendly with Hot Tub Close to Bike Path\nSleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This four-bedroom three-bath home, located across the street from Sol's Pond with access to Blueberry Pond, which is a t ...
From $404 per night (USD)VRBO
- From $436 per night (USD)
VRBO
Rock Harbor Hideaway | 3 Bed, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Immaculate and beautifully renovated three bedroom home just 1/2 mile to both Orleans Main Street and Rock Harbor. This ...
From $436 per night (USD)VRBO
- From $993 per night (USD)
VRBO
Peaceful Setting, Minutes From Crosby Landing
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
*Cancellation policy at end of property description.* Come and enjoy this spacious Brewster home near Crosby Landing. ...
From $993 per night (USD)VRBO
- From $669 per night (USD)
VRBO
Walk to Saints Landing Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
*Cancellation policy at end of property description.* Ideally located, just .1 miles to Saints Landing Beach, this sp ...
From $669 per night (USD)VRBO
- From $487 per night (USD)
Expedia
CapeCodProperty 202
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Dennis - A real Cape Cod knotty pine cottage - Just the place you picture in your mind for a wonderful vacation by the s ...
From $487 per night (USD)Expedia
- From $611 per night (USD)
VRBO
Great condo near Cape Cod Bay in prestigious Ocean Edge Resort, close to pool and restaurant!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
"Ballyconnell" Ocean Edge living at its best. Enjoy Cape Cod and stay at this great condo near Cape Cod Bay in prestigi ...
From $611 per night (USD)VRBO
- From $1516 per night (USD)
Expedia
Orleans Oasis on Pleasant Bay, Estate with 2 homes & heated pool; 137-O
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
This property is professionally managed by Pretty Picky Properties. Orleans Oasis on Pleasant Bay, 2 Homes and Heated P ...
From $1516 per night (USD)Expedia
- From $697 per night (USD)
VRBO
Pristine Cape house close to town and Nauset beach, A\/C, outdoor shower, firepit
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Our Cozy Cape Cod home is tucked away in the woods, within walking distance to Bakers Pond in Orleans, MA and boarders N ...
From $697 per night (USD)VRBO
- From $1155 per night (USD)
VRBO
Private Waterfront, 5 Boats, Gourmet Kitchen
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 15
We've been told pictures can't capture the beauty of this home and location. And we can't agree more. The view is breath ...
From $1155 per night (USD)VRBO
- From $2156 per night (USD)
VRBO
Spectacular Coastal Living w salt water pool, close to beach & air conditioned
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 12
This absolutely wonderful property is just like a spread in Coastal Living Magazine. It is perfect for a large family w ...
From $2156 per night (USD)VRBO
- Click For Pricing
Expedia
A lovely, warm and inviting property to spend some quality and relaxing time.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
This is a very comfortable and cozy place surrounded by trees and gardens. It is warm and inviting and perfect for a lon ...
Click For PricingExpedia
- Click For Pricing
VRBO
Quiet 3 Bedroom on Cul-de-Sac
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This classic Cape style home is nestled on a cul-de-sac in a quiet and friendly neighborhood, surrounded by woods and a ...
Click For PricingVRBO
- From $315 per night (USD)
VRBO
Tranquility Awaits - a quiet, secluded spot amidst trees and gardens
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A peaceful, well-maintained 2-bedroom home at the end of a lane with no through traffic. Surrounded by trees and gardens ...
From $315 per night (USD)VRBO
- From $551 per night (USD)
VRBO
Nicely decorated and spacious home within a quiet neighborhood that overlook Long Pond, central A\/C.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Spacious 4 Bedroom, 2 Bath with Central A/C! Great Home for Gatherings! This nicely decorated and spacious home with 4 ...
From $551 per night (USD)VRBO
- From $1717 per night (USD)
VRBO
Waterfront. Private beach. Pool. Estate has it all!!
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 19
Chosen by Cape Cod Life magazine as one of the Top Ten places to stay on Cape Cod. Our waterfront estate now has a gorg ...
From $1717 per night (USD)VRBO
- From $302 per night (USD)
VRBO
Pristine Vacation Home on Aunt Patty's Pond (2208)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This 3 bedroom 3 bathroom pet friendly house overlooking Aunt Patty's Pond is also adjacent to Dennis Pines Golf Course! ...
From $302 per night (USD)VRBO
- From $923 per night (USD)
Expedia
Private home, sleeps 8, beautiful outdoor living, quick walk to the beach.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful, newly renovated, handicapped accessible, 3 bedroom home is the perfect beach getaway for 1 or two famili ...
From $923 per night (USD)Expedia
- From $369 per night (USD)
VRBO
Abutting Nickerson State Park, 1 Mile To Beach - Equipped for Fall-Winter Stays
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Comfortable, up-to-date 3 bedroom, 2-1/2 bath ranch on wooded lot. The property directly abuts Nickerson State Park – wa ...
From $369 per night (USD)VRBO
- From $481 per night (USD)
VRBO
Newly Updated 5BR\/2BA 2500Sqft Very Private Family Home, WiFi & Air Conditioned!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Beautifully Updated Family Brewster Vacation Rental Home. This 5BR/2BA home is nestled on a hill on nearly 3/4 acre in a ...
From $481 per night (USD)VRBO
- From $365 per night (USD)
VRBO
Sunlit getaway with chef’s kitchen, kayaks & private beach access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cape Pond Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $365 per night (USD)VRBO
- From $308 per night (USD)
Expedia
Beautifully Remodeled Classic Beach Home on Cape Cod Rail Trail
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
The Salty One Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $308 per night (USD)Expedia
- From $317 per night (USD)
VRBO
Skaket Beach escape: Corner-lot home with big yard - walk to Warm Bayside Shore
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Namskaket Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $317 per night (USD)VRBO
- Click For Pricing
Expedia
Bright and airy retreat with deck & sunroom - short walk to lakes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cape Ranch Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For PricingExpedia
- From $417 per night (USD)
VRBO
Spacious home on Hinckleys Pond with game room, sunroom & quick access to trail
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Headwater Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $417 per night (USD)VRBO
- From $322 per night (USD)
VRBO
Pondfront. Newly Renovated Carriage House. Canoe, kayaks, deck, outdoor shower..
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**New in 2024 - outdoor shower and sauna**. This antique carriage barn – completely renovated in 2018 – is situated on ...
From $322 per night (USD)VRBO
- From $751 per night (USD)
VRBO
Charming Waterfront Home with Commanding Views of Pleasant Bay
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
This 6-bedroom 3.5-bathroom home is the perfect setting for two families or multi-generation families vacationing togeth ...
From $751 per night (USD)VRBO
- From $377 per night (USD)
Expedia
Walk to Beach Dog Welcome!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 18815 - Eternal Spring: Walk to Beach Dog Welcome! The Space: Whether you are planning a romantic getaway or a ...
From $377 per night (USD)Expedia
- Click For Pricing
VRBO
PRIVATE BEACHFRONT, Watch sunset over the bay. Amazing beach 360 ft long!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beach front! A/C WIFI Simple Cottage, Best View on the Cape, safe clean Beautiful Private beach All photos are on the p ...
Click For PricingVRBO
- From $384 per night (USD)
Expedia
Classic Cape Cod home near beaches with yard, patio & outdoor fireplace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Pleasant Bay Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $384 per night (USD)Expedia
- From $599 per night (USD)
VRBO
Well-Appointed Cape Getaway: Deck w\/ Grill - Near Dining, Beach, Ponds & Golf
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Olde Homestead Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $599 per night (USD)VRBO
- From $603 per night (USD)
Expedia
Charming & spacious Cape Cod Eden by the beach with pool, hot tub & fireplace
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Sesuit Harbor Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $603 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Brewster 3 Bedroom getaway with plenty of green space!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our beautiful 3 bedroom, 1 bath vacation house with a sunroom, deck, and all the amenities you need for a com ...
From $221 per night (USD)VRBO
- From $385 per night (USD)
Expedia
Classic Cape Cod beauty with patio, grill, & office - minutes to beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Cape Landing Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $385 per night (USD)Expedia
- From $529 per night (USD)
VRBO
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Cozy Charming Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $529 per night (USD)VRBO
- From $529 per night (USD)
Expedia
Bay views and Private beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
The bright and airy first floor unit looks out onto conservation land, gorgeous gardens, and a sweeping lawn overlooking ...
From $529 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Beautiful Townhome at Ocean Edge on the Cape
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedrm. 2 bathrm. condo, private part of ocean edge, close to golf courses/beach/bike path This wonderful 2 bedroom, 1 ...
From $334 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Captain's Quarter Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Peaceful cottage carriage house with good accessibility and open space. Many windows and a good size patio to enjoy brea ...
From $237 per night (USD)Expedia
- From $2289 per night (USD)
VRBO
Exceptional mid-Cape oasis with many amenities!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bringing Fido on vacation with you? Beautiful fully fenced, dog friendly home, central Cape location. Spacious 4 bedroom ...
From $2289 per night (USD)VRBO
- From $261 per night (USD)
VRBO
This Sunny, End Unit Apartment in Eaton Village Features a Nice Tree-lined View.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sunny & Comfortable End Unit in The Villages at Ocean Edge! Wonderful and natural light filled condo in The Villages! T ...
From $261 per night (USD)VRBO
- From $190 per night (USD)
VRBO
Charming Cape Cod Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Sweet one bedroom cottage tucked away yet very convenient to beaches, shops and restaurants. Relax and enjoy the quiet a ...
From $190 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Beautiful Cape Cod home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Close to the beaches, our 3 bedroom, 2 bath home, With the Wind, is your personal retreat. Walk to baseball games or dow ...
From $450 per night (USD)VRBO
- From $1516 per night (USD)
VRBO
Private, Spacious, Pristine with Heated Pool:005-O
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This property is professionally managed by Pretty Picky Properties Captivating in South Orleans, Spacious, Pristine wit ...
From $1516 per night (USD)VRBO
- From $708 per night (USD)
VRBO
Beautiful Waterfront home, overlooking Pleasant Bay.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
LOCATION! LOCATION! LOCATION! Come to Cape Cod and enjoy this beautiful waterfront home, just steps from the water! With ...
From $708 per night (USD)VRBO
- From $531 per night (USD)
VRBO
Quivet Neck Beauty - walk to coveted Sea Street Beach!!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This 1925 Quivet Neck property is composed of two structures - a main house and a barn with living quarters. The gorgeo ...
From $531 per night (USD)VRBO
- From $364 per night (USD)
Expedia
Beautiful condo at Ocean Edge
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Condo at Ocean Edge This lovely Eaton Village apartment is located in a quiet area and features peeks of the golf cours ...
From $364 per night (USD)Expedia
- From $1480 per night (USD)
VRBO
Luxurious Waterfront Home!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: 15526 - Nautical Dream: Luxurious Waterfront Home! The Space: Orleans, Cape Cod is a picturesque town full of ...
From $1480 per night (USD)VRBO
- From $589 per night (USD)
VRBO
Beautiful, bright, and airy home located in scenic Quivet Neck, East Dennis
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Cheery home with open floor plan, located in beautiful East Dennis. House has 4 bedrooms, 2 bathrooms, (4th bedroom is a ...
From $589 per night (USD)VRBO
- From $330 per night (USD)
VRBO
Street Level Chilton Village Apartment, Renovated Kitchen & Bathrooms, 2 A\/Cs (6 Pool Passes).
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Light & Bright Condo Overlooking the Golf Course at Ocean Edge! Enjoy the view of the 13th green! This home has a reno ...
From $330 per night (USD)VRBO
- From $300 per night (USD)
VRBO
New construction home on quiet, private waterview lot near Pleasant Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We will provide an additional $250 discount for singles or couples -- please send a message and we'll discuss how to imp ...
From $300 per night (USD)VRBO
- From $656 per night (USD)
VRBO
Renovated 4BR\/2BA expanded Cape on private quiet street
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our renovated 4 BR/2BA home in Cliff Pond Estates on a quiet street. Nickerson State Park is 500 steps away w ...
From $656 per night (USD)VRBO
- From $656 per night (USD)
Expedia
Spacious deck with amazing view, neighborhood path to Skaket Beach, game room
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The expansive deck with amazing views is great for bringing everyone together for meals, entertainment, sunset and eveni ...
From $656 per night (USD)Expedia
- From $228 per night (USD)
VRBO
Shop, Swim, Hike, Bike in Historic Brewster MA!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Beautiful barn wood cathedral ceilings in the living area open to a fully equipped kitchen with composting and Britta fi ...
From $228 per night (USD)VRBO
- From $1249 per night (USD)
VRBO
Fabulous Family Capehouse, with Views of Pleasant Bay, with Beach and Dock!
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
AVAILABLE SUN 8/10 to SUN 8/17, 2025! This sprawling family beach home is perfectly located on a hilltop with 3.5 acre ...
From $1249 per night (USD)VRBO
- From $701 per night (USD)
VRBO
Just steps to the private neighborhood beach.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Enjoy our large well maintained Cape Cod style home. Just steps away from a private neighborhood beach on Cape Cod Bay, ...
From $701 per night (USD)VRBO
- From $1542 per night (USD)
Expedia
Magnificent Orleans Estate with Pool, Tennis, Association Dock and Beach on Pleasant Bay 054-OL
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
This property is professionally managed by Pretty Picky Properties Magnificent Orleans Estate w/Pool, Tennis, Assoc. Do ...
From $1542 per night (USD)Expedia