Brewster Rentals
From $413 per night (USD)VRBO
Completely remodeled Billington townhouse with delightful decor offering two large upstairs bedrooms
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
SANDY SEAGULL Decoration Dream Delight - Newly Remodeled Ocean Edge Townhouse Lots to love about this completely remode ...
From $413 per night (USD)VRBO
From $509 per night (USD)VRBO
Mariner Court residence with central AC, access to the Association Beach, Tennis, and Pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bayside Ocean Edge Townhouse with Central A/C, Access to Association Beach, Tennis, & Outdoor Pool! $100 Restaurant Gift ...
From $509 per night (USD)VRBO
From $340 per night (USD)VRBO
Well decorated luxury garden apartment with 3 private decks and spectacular golf course views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Spacious & Luxurious Second-Story Endicott Condo! This updated and well decorated, 2-bedroom, 2 bath, luxury condominiu ...
From $340 per night (USD)VRBO
From $561 per night (USD)VRBO
Spacious, renovated townhouse beautifully decorated with nautical décor with a straight staircase.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nautically Inspired Ocean Edge Townhome with New Furniture, Upscale Décor, and Pool Access! (Fees Apply) This spacious, ...
From $561 per night (USD)VRBO
From $388 per night (USD)VRBO
This wonderful Eaton unit features a newly renovated kitchen with new appliances.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Renovated & Comfortably Furnished First Floor Condo in The Villages at Ocean Edge! This beautiful property is set to ...
From $388 per night (USD)VRBO
From $375 per night (USD)VRBO
Well-lit townhouse located in a private setting of Howland Village with Pergo flooring and A/C.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
BLUE PENNY Cape Seashore-Inspired Townhouse ~ Located in a Private Setting in Ocean Edge! Escape to the Cape in this a ...
From $375 per night (USD)VRBO
From $345 per night (USD)VRBO
Serene Seclusion in Brewster
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This three bedroom one bath home with an outdoor shower is an ideal vacation spot with a spacious country kitchen, a lar ...
From $345 per night (USD)VRBO
From $395 per night (USD)VRBO
Spacious, Comfortable 1700s Home - Close to Cape Cod Bay Beaches
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Build fantastic family memories in the private, spacious eastern wing of this historic farmhouse - built c. 1700. Comf ...
From $395 per night (USD)VRBO
From $410 per night (USD)VRBO
Cape Cod summer home on Slough Pond
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This charming Cape Cod house is multi-level with two living spaces, great for two families. Upstairs deck and lower lev ...
From $410 per night (USD)VRBO
From $342 per night (USD)VRBO
View of Seymour Pond
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Located in the Highland community of Brewster, Seymour pond is located just a few hundred feet through the back yard. Se ...
From $342 per night (USD)VRBO
From $408 per night (USD)VRBO
Japanese Garden Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
4 BR, 2.5 BA Tranquil Gardens Getaway w/AC just off the Historic 6A! * * * * See end of this description fo ...
From $408 per night (USD)VRBO
From $336 per night (USD)Expedia
Less Than 1 Mile to Point of Rocks Beach (2186)
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This cozy, 3BR/1BA spacious home is situated on a private dirt road and less than a mile to Point of Rocks Beach on Cape ...
From $336 per night (USD)Expedia
From $737 per night (USD)VRBO
Expansive 5BR Custom Home - Short Stroll to Mants Beach (2185)
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
This expansive upside down contemporary 5BR/2BA home is the perfect vacation home- stylishly and impeccably furnished wi ...
From $737 per night (USD)VRBO
From $363 per night (USD)VRBO
Ocean Edge Resort townhouse with secluded patio - access to resort pools
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Brewster was first settled in 1656 as a northeastern parish of the town of Harwich. The town separated from Harwich as t ...
From $363 per night (USD)VRBO
From $380 per night (USD)VRBO
Brewster Bayside- Less than 1 Mile to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sparkling 3 bedroom, 2 bath home near the bike trail, bay beaches and Nickerson State Park. The house features central A ...
From $380 per night (USD)VRBO
From $1241 per night (USD)Expedia
Private Heated Pool, Renovated Luxury 5BD/3BA,A/C, Near Beaches & Nickerson Park
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
*** <b>Early Bird Special for 2026 – Book Now and Save </b>*** *** <b>Great news! Thanks to the Brewster Millstone Road ...
From $1241 per night (USD)Expedia
From $440 per night (USD)VRBO
WONDERFUL FAMILY HOME: CENTRAL AIR, BEACH NEARBY,\nSUNDAY TO SUNDAY RENTAL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our home with central air conditioning, free wireless internet, and thermal air tub. Spend the day sunning at ...
From $440 per night (USD)VRBO
From $624 per night (USD)VRBO
Less than half a mile to the Private Association Beach with Fire Pit and Outdoor Shower.
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
4 BR, 1.5 Bath Brewster Bayside Home – Just Half a Mile to Private Sea Pines Association Beach! Spend your Cape Cod sum ...
From $624 per night (USD)VRBO
From $216 per night (USD)VRBO
Escape to Brewster's charm, just a quick 6-min drive to Cape Cod Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover our delightful two-bedroom holiday house in Brewster. It's merely a six-minute car ride away from the beautiful ...
From $216 per night (USD)VRBO
From $1037 per night (USD)VRBO
Private Vacation Oasis with Pool, Outdoor Kitchen & Koi Pond!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy the best that Cape Cod has to offer! Located in a private association neighborhood with tennis, pickleball & bocce ...
From $1037 per night (USD)VRBO
From $444 per night (USD)VRBO
Spacious 4 bedroom/3bath, on the Brewster/Orleans line
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Tastefully redone Cape style home in a lovely residential neighborhood. Property includes four bedrooms and three full b ...
From $444 per night (USD)VRBO
From $536 per night (USD)Expedia
Brewster Seascape near Rail Trail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy your Cape Cod escape at this immaculate and remodeled 3 Bedroom 2 Bath home with three finished levels in the popu ...
From $536 per night (USD)Expedia
From $632 per night (USD)VRBO
Ocean Edge Luxury Condo, Constantly Updated, Just steps to Arbor Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hello dear guests, In keeping with our policy of continued upgrades, we added a new state-of-the-art washer and dryer wi ...
From $632 per night (USD)VRBO
From $323 per night (USD)VRBO
Brewster Village Retreat! With 3 BR, 2 Bath, 4 ACs, Sleep Sofa (Sleeps 6) close to Breakwater Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Brewster Village Retreat! Private 3BD, 2BA Home in Brewster with 4 ACs & Sleeper Sofa - Close to Breakwater Beach! (Sle ...
From $323 per night (USD)VRBO
From $636 per night (USD)VRBO
Charming & spacious cape house 0.4 miles to the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Spacious 4 bedroom, 2 bath home is in a quiet neighborhood and a 10 minute walk to Saint's Landing and Mant’s Landing be ...
From $636 per night (USD)VRBO
From $469 per night (USD)VRBO
Steps to Paine's Creek-The Perfect Vacation Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
BOOKING RENTALS NOW FOR SUMMER 2026 *DISCOUNT CAN BE PROVIDED FOR 2 WEEK OR LONGER RENTALS* Located at Paine's Creek, o ...
From $469 per night (USD)VRBO
From $605 per night (USD)VRBO
Just steps to the private neighborhood beach.
- Bedrooms:
- 3
- 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 $605 per night (USD)VRBO
From $1987 per night (USD)VRBO
Spectacular Coastal Living w salt water pool, close to beach & air conditioned
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
This absolutely wonderful property is just like a spread in Coastal Living Magazine. It is perfect for a large family w ...
From $1987 per night (USD)VRBO
From $355 per night (USD)VRBO
Street Level Chilton Village Apt, Renovated Kitchen & Bathrooms, 2 A/Cs, 6 Pool Passes (Fees Apply)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Light & Bright Condo Overlooking the Golf Course at Ocean Edge! Take in serene views of the 13th green from this beauti ...
From $355 per night (USD)VRBO
From $327 per night (USD)VRBO
Beautiful Townhome at Ocean Edge on the Cape
- Bedrooms:
- 1
- 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 $327 per night (USD)VRBO
From $269 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 Resort on Cape Cod! Escape to this wonderful, light-filled E ...
From $269 per night (USD)VRBO
From $186 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 $186 per night (USD)VRBO
From $883 per night (USD)VRBO
Private home, sleeps 8, beautiful outdoor living, quick walk to the beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful, newly renovated, handicapped accessible, 3 bedroom home is the perfect beach getaway for 1 or two famili ...
From $883 per night (USD)VRBO
From $445 per night (USD)VRBO
On Nickerson Park w/Rail Trail Access, Fire Pit, Deck and Patio. Dogs Welcome!
- Bedrooms:
- 1
- 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 $445 per night (USD)VRBO
From $515 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 $515 per night (USD)VRBO
From $315 per night (USD)VRBO
Tranquility Awaits - a quiet, secluded spot amidst trees and gardens
- Bedrooms:
- 1
- 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 $231 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 $231 per night (USD)VRBO
From $546 per night (USD)VRBO
Squeaky clean residence only 0.2 miles from Saint Landing Beach on beautiful sandy Cape Cod Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Nautical Dream Home ~ Near Cape Cod Bay! Only 2/10 mile to Mant's Landing Beach! This spacious, beautiful residence is ...
From $546 per night (USD)VRBO
From $271 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 in Ocean Edge Resort! $75 Restaurant Gift card! This spacious, renovate ...
From $271 per night (USD)VRBO
From $405 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
4-Bedroom Cape Retreat on Blueberry Pond – Hot Tub • Fire Pit • High-Speed Wi-Fi Welcome to your Cape Cod getaway! This ...
From $405 per night (USD)VRBO
From $504 per night (USD)VRBO
Sandy Hill Cottage- Newly renovated beach retreat, perfect for families
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated hilltop retreat minutes from Brewster beaches. Sunny and spacious, your perfect spring, summer, or fall ...
From $504 per night (USD)VRBO
From $676 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 $676 per night (USD)VRBO
From $516 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 $516 per night (USD)VRBO
From $271 per night (USD)VRBO
Inviting private patio, charming décor, and a wonderful location close to Pool, Tennis and Fitness.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to "Azuremere" Charming Ocean Edge Townhouse with Beachy Decor and Pool Access! This townhome in Howland Vill ...
From $271 per night (USD)VRBO
From $605 per night (USD)VRBO
Walk to Beach from Sea Salt Cottage
- Bedrooms:
- 3
- 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 $605 per night (USD)VRBO
From $296 per night (USD)VRBO
Newly updated, traditional townhouse with recently renovated bathrooms - a favorite for our guests.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy your stay in Brewster at this beautiful Ocean Edge Townhome! This property has a Ring Door Bell integrated into t ...
From $296 per night (USD)VRBO
From $775 per night (USD)VRBO
“HAPPY PLACE” – Spacious Ocean Edge Bayside w/ Pool, Tennis & Beach Access in Brewster, MA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to “HAPPY PLACE” Spacious, Beautiful & Family-Friendly Ocean Edge Bayside Townhome with Pool, Tennis & Beach Pr ...
From $775 per night (USD)VRBO
From $359 per night (USD)VRBO
This spacious Billington Village condo features updated kitchen and 2 BRs plus a loft sleeping area.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Chic & Spacious Townhouse in Ocean Edge Resort! Brand New Split Systems for A/C and Heating! *Winter rental available. ...
From $359 per night (USD)VRBO
From $340 per night (USD)VRBO
Surf-Inspired Ocean Edge Patio Home | Central A/C, Enclosed Loft & 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 $340 per night (USD)VRBO
From $388 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 $388 per night (USD)VRBO
From $398 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 beautifully decorated Billington Village condo feat ...
From $398 per night (USD)VRBO
Click For PricingExpedia
Walk to Beach, AC, WiFi, walk to bike path
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedrooms- 2 Bathrooms- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
Click For PricingExpedia
From $505 per night (USD)VRBO
Beachfront cute cottage on Private Beach. Best View on the Cape. on high bluff
- Bedrooms:
- 1
- 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 ...
From $505 per night (USD)VRBO
From $687 per night (USD)VRBO
Private Lake Beach on Bike Path, Air Conditioning, Outdoor Patio w/Fire Place.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Newly Renovated, Our beautiful well kept home is located on Seymore Pond on the border of Brewster and Harwich. This fiv ...
From $687 per night (USD)VRBO
From $395 per night (USD)VRBO
Treat yourself: Premium townhouse condo at Ocean Edge resort
- Bedrooms:
- 1
- 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 $395 per night (USD)VRBO
From $499 per night (USD)VRBO
4 Bedroom, 3.5 Bath in Brewster, near Dennis line
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This gorgeous home has 4 bedrooms and 3.5 bathrooms and is an ideal spot for a quiet family vacation. The home will comf ...
From $499 per night (USD)VRBO
From $657 per night (USD)VRBO
Family Cottage, Steps from a Private Beach on Brewster Dunes
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This cottage is less than 100ft from a private neighborhood beach. When the tide goes out, sand bars appear that are pe ...
From $657 per night (USD)VRBO
From $372 per night (USD)VRBO
Private Beach Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
We have always enjoyed rave reviews for the cleanliness of our home. For the health, safety, and comfort for our guests, ...
From $372 per night (USD)VRBO
From $415 per night (USD)VRBO
Townhouse Private, End unit. AC, 50 yards to Pools
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
A sunny and bright peaceful corner unit in a very private setting located at end of lane (no through traffic). Includes ...
From $415 per night (USD)VRBO
From $428 per night (USD)VRBO
Newly listed, the Meadow! Close to Seymour Pond and the Cape Cod Rail Trail.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Our fully furnished home is located in the quiet private neighborhood of the Highlands in Brewster. Our home is approxim ...
From $428 per night (USD)VRBO
From $1537 per night (USD)VRBO
Long Pond Lux Estate. Pickleball, Private Dock, Private Beach Access
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
FEATURED IN THE CAPE & ISLANDS HOME MAGAZINE- A stunning nautically themed waterfront estate overlooking Long Pond, with ...
From $1537 per night (USD)VRBO
From $467 per night (USD)VRBO
Ocean Edge Townhome - Fully Renovated & Spotless w/AC!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
I normally reply quickly, unless I'm out of reach of a cell signal or it's very late in the evening. Come and enjoy o ...
From $467 per night (USD)VRBO
From $516 per night (USD)VRBO
Bike path, large yard, AC, near bike path and Nickerson
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You are going to want to bring your bikes to the spacious house located about a mile -- on quiet back roads -- to the bi ...
From $516 per night (USD)VRBO
From $975 per night (USD)VRBO
Large Brewster home on historic 5 acre property, close to beach w club access
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
PLEASE NOTE: Due to Pandemic, WE HAVE A MINIMUM STAY OF 21 NIGHTS, no exceptions, and we will assess each rental reques ...
From $975 per night (USD)VRBO
From $429 per night (USD)VRBO
Brewster's Favorite Beach, Paine's Creek on Cape Cod Bay, 6/10's of a mile
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
Charming Cape Cod Classic Home set on a quiet cul-de-sac North of historic Route 6A. This sweet 4 bedroom home can accom ...
From $429 per night (USD)VRBO
From $948 per night (USD)VRBO
Charming Beach House With Private Beach On Cape Cod Bay
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Relax while watching the sun retire on Sunset Beach overlooking the Cape Cod Bay in Brewster, MA. This cottage compound ...
From $948 per night (USD)VRBO
From $192 per night (USD)VRBO
Charming Cape Cottage in Brewster
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover our fully renovated, charming vacation cottage located in the heart of the historic village of Brewster. There ...
From $192 per night (USD)VRBO
From $514 per night (USD)Expedia
Brewster Home in Convenient Location (1055)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This Brewster home, located in a quiet neighborhood, offers an open feel with cathedral ceilings in the living room and ...
From $514 per night (USD)Expedia
From $513 per night (USD)VRBO
Central AC Modern Custom House in the heart of the Cape
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The one-acre plot overlooks a tranquil cranberry bog and Vespers Pond via sun-dappled woods, with a rustic feel of the C ...
From $513 per night (USD)VRBO
From $1872 per night (USD)Expedia
Expansive Home With Gorgeous Bay Views! (1052)
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Relax and enjoy this beautiful 4 bedroom, 4 bath home features breathtaking panoramic views of Paine's Creek on Cape Cod ...
From $1872 per night (USD)Expedia
From $490 per night (USD)VRBO
Pond Front Home - Sheep Pond (2088)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A 3BR/2BA custom home offering a tranquil setting for a summer vacation with views and access to Sheep Pond, close to Ca ...
From $490 per night (USD)VRBO
From $535 per night (USD)Expedia
Charming 4BR Cape Style Home - Short distance to Beach (2086)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious Cape style home just a short distance to Saints Landing Beach and Paines Creek Beach in Brewster. This 4BR/2.5B ...
From $535 per night (USD)Expedia
From $572 per night (USD)VRBO
Perfect 2000 Sq/ft Cape On Dead-end St, 5 Min To Beach & Nickerson & Rail-trail
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This full Cape was built in the 1960s by an antique home restoration tradesman. The first and second floor were built tr ...
From $572 per night (USD)VRBO
From $298 per night (USD)Expedia
Shining Sea Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean Edge condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! ...
From $298 per night (USD)Expedia
From $189 per night (USD)VRBO
Charming Brewster Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sweet one bedroom cottage in the heart of Brewster. Nicely renovated with fully equipped kitchen, gas range, full sized ...
From $189 per night (USD)VRBO
From $246 per night (USD)VRBO
Amazing Location! Short walk to the beach or Brewster's Main Street!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Amazing Location! Short distance to the beach or Brewster's Main Street! Location, Location, Location - only 1/2 mile ...
From $246 per night (USD)VRBO
From $311 per night (USD)VRBO
Ocean Edge Resort - Billington with Pool access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Townhouse, 2 bedroom, 1.5 Bath unit. Recent renovations to Bathrooms and Kitchen. Master bedroom has a king bed, and s ...
From $311 per night (USD)VRBO
From $264 per night (USD)VRBO
Tales of Sunset Bay, walk from a Quiet Cottage to Brewster’s Paine Creek Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
PLEASE READ IN ENTIRETY BEFORE BOOKING! Things to know: * Summer 2026 availability will begin January 2026. If you wan ...
From $264 per night (USD)VRBO
From $523 per night (USD)VRBO
Classy, Comfy, and Convenient with AC & Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to the Cape in this NEWLY UPDATED, air conditioned, two bedroom / two bath second floor condo unit located in the ...
From $523 per night (USD)VRBO
From $782 per night (USD)VRBO
Private, spacious 5 bedroom mini-estate with heated pool and central AC
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
A beautiful and spacious vacation home complete with central A/C, a pool, and a wonderful location, our 5BR home has it ...
From $782 per night (USD)VRBO
From $221 per night (USD)VRBO
New Listing at Ocean Edge- Guest Passes Available
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy a quiet and relaxing vacation in this ground level 2 bedroom, 2 bath condo, featuring air conditioning in main liv ...
From $221 per night (USD)VRBO
From $470 per night (USD)VRBO
Charming Beach Cottage - Walk To Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and unwind in this three bedroom, one and a half bath home with outdoor shower in convenient Brewster location. P ...
From $470 per night (USD)VRBO
From $361 per night (USD)VRBO
Charming, private, quiet, partial A/C, family friendly townhouse at Ocean Edge
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Make our sunny and bright home your vacation retreat. You will appreciate the only 2-minute walk to the Fletcher indoor/ ...
From $361 per night (USD)VRBO
From $331 per night (USD)VRBO
Centrally Located Private Corner Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This private entrance townhouse is across the street from the 18th hole and practice range. This comfortable corner unit ...
From $331 per night (USD)VRBO
From $351 per night (USD)VRBO
Updated and Spacious, Walk to the Bay Cape. WiFi, Cntrl A/C, Yard...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Winter Rental available. OCEAN's EDGE WEDDING Alternative. Off-Season Week-End rates (3 days min). Beautiful, pristin ...
From $351 per night (USD)VRBO
From $572 per night (USD)VRBO
A SHORT STROLL TO LINNELL LANDING BEACH - BOOK NOW FOR SUMMER 2026!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Perfect for families, this recently updated, roomy home located north of 6A is situated on a quiet residential street ab ...
From $572 per night (USD)VRBO
From $531 per night (USD)VRBO
Cape Cod Bay & Quivett Creek Views-Great Sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fabulous views of Quivett Creek Marsh, Cape Cod Bay and acres of protected conservation land from this two story antique ...
From $531 per night (USD)VRBO
From $343 per night (USD)VRBO
Immaculately Clean - Continually Updated – Ocean Edge
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Exceptionally well maintained and tastefully re-decorated two bedroom, two full bath condo located at the Ocean Edge Re ...
From $343 per night (USD)VRBO
From $291 per night (USD)VRBO
Enjoy Brewster With Years Of Family Charm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Perfect 3 bedroom home in Brewster, walking distance to restaurants and cafes. Bring the whole family and enjoy ...
From $291 per night (USD)VRBO
From $557 per night (USD)VRBO
Picturesque Private Beachfront House on Cape Cod Bay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
If you can imagine the perfect family summer vacation at the sea, you can find it at our bay-side Cape Cod cottage! The ...
From $557 per night (USD)VRBO
From $317 per night (USD)VRBO
Great house for families - close to beaches, bike trail, dining!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A quiet summer home tucked off of 6A, adjacent to Nickerson State Park - great for hiking, biking, and swimming. Excelle ...
From $317 per night (USD)VRBO
From $238 per night (USD)Expedia
Lovely home w/free WiFi/spacious patio/spiral staircase - near shops/restaurants
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Relaxing Cape Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $238 per night (USD)Expedia
From $880 per night (USD)VRBO
Brewster Cape Cod Bay Waterfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cape Cod Bay Waterfront! Private stairway to the beach. Charming cottage sleeps 6. First floor features beautiful sunroo ...
From $880 per night (USD)VRBO
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100 ft. of Private Beach Front on Cape Cod Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
*Cancellation policy at end of property description.* Enjoy all the perks of this pristine 3BR/2BA waterfront beach c ...
Click For PricingExpedia
From $585 per night (USD)VRBO
Brewster Mountain Retreat by Blueberry Pond
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Enjoy the breeze on Brewster Mountain! Our custom-built post and beam house offers 3 bedrooms (2 queens, 1 twin plus a t ...
From $585 per night (USD)VRBO
From $335 per night (USD)VRBO
Enjoy this 1,600 sqft two story guest house with A/C, garage, balcony, and access to bike trail!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Vacation on Cape and Rest Easy at Simplicity Cottage! $50 Restaurant Gift card! Escape to this light-filled guest house ...
From $335 per night (USD)VRBO
Click For PricingVRBO
Sweet Cape Cod Cottage Close to Beaches, Cape League Baseball and Ice Cream
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This lovely Cape Cod cottage is located at the end of a quiet street, yet still very close to beaches, major roads, Brew ...
Click For PricingVRBO
From $345 per night (USD)Expedia
Classic Home close to Ponds Dog Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 18833 - Reflections Retreat: Classic Home close to Ponds Dog Welcome! The Space: NEW FOR 2025: Central AC, New ...
From $345 per night (USD)Expedia
From $268 per night (USD)VRBO
Spacious Home by Beach Dog Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 18830 - Breathe Easy: Spacious Home by Beach Dog Welcome! The Space: When the beach sand and salt air of Cape ...
From $268 per night (USD)VRBO
From $453 per night (USD)Expedia
Brewster, MA Beach House with 1/2 Mile of Private Association Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
COVID-19 ANNOUNCEMENT FOR RESERVATIONS FROM NOW THROUGH OCTOBER 2025 WE A ...
From $453 per night (USD)Expedia