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From $345 per night (USD)
VRBO
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Enjoy this 1,000 SF, two bed, 2 full bathroom, 2 showers, at Ocean Edge, situated in the middle of the golf course. This ...
From $345 per night (USD)
VRBO
From $583 per night (USD)
VRBO
Yard & Fire Pit: Unique Cape Cod Home in Brewster
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
Explore the quaint villages, the unique shops, and the spectacular beaches of Cape Cod from this Brewster vacation renta ...
From $583 per night (USD)
VRBO
From $326 per night (USD)
VRBO
FABULOUS CAPE COD RESORT !
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Brewster Green Resort is one of the best options in Cape Cod ! The resort provides comfortable accommodations and amenit ...
From $326 per night (USD)
VRBO
From $519 per night (USD)
Expedia
Wow! Private Pool, Game Room, and Fire Pit!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Summary: 18835 - Coastin Time: Wow! Private Pool, Game Room, and Fire Pit! The Space: Discover the epitome of Cape Cod ...
From $519 per night (USD)
Expedia
From $469 per night (USD)
VRBO
Just a few steps to Ellis Landing Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 18837 - Remembrance: Just a few steps to Ellis Landing Beach! The Space: Nestled in the heart of Brewster, mer ...
From $469 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Newly renovated ranch with a private yard & central location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Blue Whale Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $283 per night (USD)
Expedia
From $692 per night (USD)
VRBO
Pond Perch: 239-B Brewster Pond Front Perfection, Walk to Private Beach
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
This property is professionally managed by Pretty Picky Properties. Brewster Pond Front Perfection, Private Dock Slee ...
From $692 per night (USD)
VRBO
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Expedia
The Beach House - Great Spot!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Call us so you don't miss out on this lovely Brewster vacation rental home, where it's all about the location! ...
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Expedia
From $472 per night (USD)
VRBO
Ideally located home with yard, grill, bikes, gas fireplace, streaming, W/D, AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Elegant Coastal Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $472 per night (USD)
VRBO
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Expedia
Charming 3 bedroom 2 bathroom private house with easy beach access
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Relax with the whole family at this peaceful place to stay. Nestled in the woods, surrounded by conservation land, but c ...
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Expedia
From $311 per night (USD)
VRBO
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Recently renovated, all new pottery barn furnishings, this light, bright and airy 3 bedroom, 2 full bath coastal home ha ...
From $311 per night (USD)
VRBO
From $621 per night (USD)
Expedia
DISNBRE: Beach Cottage - A Quintessential Beach Cottage in Brewster, MA
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This quintessential beach cottage has views of Cape Cod Bay from the front yard. Gorgeous vacation home just .1 mile to ...
From $621 per night (USD)
Expedia
From $689 per night (USD)
VRBO
Waterfront on Long Pond and Black Pond!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Waterfront on Black Pond and Long Pond! Two bedrooms plus sleeping loft cottage. Inside you will find the charm of Cape ...
From $689 per night (USD)
VRBO
From $999 per night (USD)
Expedia
NEW for 2025! Coastal home in Brewster near beaches and bike path. RPMS161
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Michelle Sylvia rental collection. Tucked away in a picturesque setting, this beautiful home offers the perfect balance ...
From $999 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Desirable lower level Eaton unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Affordable Ocean Edge Lower Level Eaton Unit! * * * * See end of this description for information about fre ...
From $295 per night (USD)
VRBO
From $319 per night (USD)
VRBO
Cozy Bayside Bungalow with Private Association Beach 3BR 1BA
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Minutes from the Brewster Flats and Cape Cod Bay! * * * * See end of this description for information about ...
From $319 per night (USD)
VRBO
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VRBO
Bright Brewster Beach House Short Walk to Beaches - Jul 5-12 LAST WEEK AVAILABLE
Bedrooms:
2
Bathrooms:
3
Sleeps:
14
This beach inspired home has modern and bright decor, a large deck and fire pit... less than a mile to bay beaches. The ...
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VRBO
From $613 per night (USD)
VRBO
Old Cape Charmer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the best of Brewster from this centrally-located property, perfect for your family's getaway! Enjoy a short d ...
From $613 per night (USD)
VRBO
From $482 per night (USD)
VRBO
Escape to this rare beachfront retreat where the sea is your front yard
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This beachfront studio condo features a fully equipped kitchen and everything you need for a relaxing stay. Unlike inla ...
From $482 per night (USD)
VRBO
From $231 per night (USD)
VRBO
Sunny, single level Susanna Village patio home with golf course views and pool access.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Lovely Patio Home with Golf Course Views This sunny, single level patio home is in the private cul-de-sac area of Sus ...
From $231 per night (USD)
VRBO
From $394 per night (USD)
VRBO
Gorgeous Ocean Edge townhouse in Howland Village with newly renovated kitchen & baths and AC system!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Driftwood Flats! Gorgeous Ocean Edge, 2 Bedroom/Open Loft Townhouse with Newly Renovated Kitchen Full Baths ...
From $394 per night (USD)
VRBO
From $364 per night (USD)
VRBO
Lovely Susanna Village patio home with remodeled kitchen, central AC, has 2 bedrs and an open loft.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful Patio Home with Open Loft, Remodeled Kitchen, and Central AC! Brand New Flooring for 2025! This lovel ...
From $364 per night (USD)
VRBO
From $537 per night (USD)
VRBO
Updated 3 Bedroom Offering Hot Tub and Large Yard (2360)
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your ideal coastal retreat! Nestled in a serene neighborhood, this charming 3-bedroom rental offers the perfe ...
From $537 per night (USD)
VRBO
From $992 per night (USD)
VRBO
Bayside Bliss - Luxury Waterfront Home in Brewster with Private Beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Bayside Bliss, an estate of uncompromising quality and luxury. This waterfront home is found atop a bluff in ...
From $992 per night (USD)
VRBO
From $358 per night (USD)
VRBO
Bike path and more! Adjacent to Nickerson State Park
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
New Spacious Deck! Close to beaches and Cape Cod Rail Trail! * * * * See end of this description for info ...
From $358 per night (USD)
VRBO
From $263 per night (USD)
Expedia
NEW CONSTRUCTION Lower Level Apartment Close to Town and Beaches (2314)
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to this NEW CONSTRUCTION and NEW TO RENTALS, spacious one-bedroom apartment that comfortably accommodates up to ...
From $263 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Wonderful townhome in Trevor Village in picturesque Ocean Edge Resort in Brewster on Cape Cod!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Wonderful townhome in Trevor Village in picturesque Ocean Edge Resort in Brewster on Cape Cod This light and bright re ...
From $366 per night (USD)
VRBO
From $1397 per night (USD)
Expedia
Brewster Beachfront Gem!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
“Enjoy a truly unique experience when old meet new, featuring a newly constructed modern home together with a renovated ...
From $1397 per night (USD)
Expedia
From $568 per night (USD)
VRBO
On the North Side of 6A in Brewster, just a stone's throw away from the picturesque Cape Cod Bay.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
AVE MARIA Charming 4 Bedroom 2- Bathroom rental property nestled on the beautiful North Side of Route 6A in Brewster, M ...
From $568 per night (USD)
VRBO
From $470 per night (USD)
VRBO
Come enjoy your stay at this light and bright 1st floor condo located in the prestigious Ocean Edge.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
STELLA MARINA Welcome to Eaton Village of the prestigious Ocean Edge Resort in Brewster near Cape Cod Bay, come enjoy ...
From $470 per night (USD)
VRBO
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VRBO
Cape Cod Resort Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A beautiful Cape Cod escape at this two bedroom, two bath, full kitchen, full living room, washer, dryer, condo. The res ...
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VRBO
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Expedia
Brewster Cape Cod lakefront/private beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This lovely home is located right on Seymour Pond and has it's own beach and dock It is on a quiet dead end street It is ...
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Expedia
From $421 per night (USD)
VRBO
Unique 1820's antique 5 bedroom with new kitchen and A/C!
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Unique Antique with New Kitchen! * * * * See end of this description for information about free included ac ...
From $421 per night (USD)
VRBO
From $240 per night (USD)
VRBO
Approximately one mile away from the bike trail and Nickerson State Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to the charming town of Brewster, MA and make yourself at home in this inviting three-bedroom, two-bath vacation ...
From $240 per night (USD)
VRBO
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VRBO
Beautiful condo at Ocean Edge
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Condo at Ocean Edge This lovely Eaton Village apartment is located in a quiet area and features peeks of the golf cours ...
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VRBO
From $648 per night (USD)
Expedia
Private Home Nestled Among the Cape Pines (2274)
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Abutting conservation land, nestled among the Cape Cod pine trees protected from the wind in its encompassing valley, th ...
From $648 per night (USD)
Expedia
From $325 per night (USD)
VRBO
Great Home With Large Yard 300 Yards To Sheep's Pond (2277)
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
You and your guests will make lasting memories in this charming updated home featuring independent climate control in ea ...
From $325 per night (USD)
VRBO
From $309 per night (USD)
VRBO
Beautiful large Ocean Edge Townhome in Brewster on Cape Cod!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful and Spacious Ocean Edge Townhome! Welcome to this lofty Ocean Edge two bedroom, two bath townhouse! This beau ...
From $309 per night (USD)
VRBO
From $1098 per night (USD)
VRBO
Spacious home with private pond beach, steps from the rail trail
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
A beautiful and spacious home with private, sandy beachfront on Brewster's Sheep Pond. A wonderful spot for families to ...
From $1098 per night (USD)
VRBO
From $292 per night (USD)
VRBO
Secluded 3 bedroom in East Brewster
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
"Time and Tide" Recently Refreshed! New Paint, New lower lever flooring & Ping Pong table for 2023! Brewster/Orleans L ...
From $292 per night (USD)
VRBO
From $338 per night (USD)
VRBO
Beautiful Brewster Green Resort Condo with Many Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly Renovated, large, 1,200 square foot, 2 bedroom, 2 bath condominium. Unit has cathedral ceilings with bright open d ...
From $338 per night (USD)
VRBO
From $527 per night (USD)
Expedia
Vacation Station: 116-BG Heated Pool, Newly Furnished, Fresh Water Pond Access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This home is professionally managed by Pretty Picky Properties Heated Pool, Newly Furnished, Fresh Water Pond Access S ...
From $527 per night (USD)
Expedia
From $393 per night (USD)
VRBO
PET FRIENDLY & AFFORDABLE!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Minutes to Beaches & Dog Friendly! Located in the desirable Stonehenge neighborhood in the heart of Brewster, this prop ...
From $393 per night (USD)
VRBO
From $1093 per night (USD)
VRBO
Wonderful Pond Front property deep in the heart of Brewster, private, spacious and unique!
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
"Midcentury on the Millpond" Pet Friendly! $100 Restaurant Gift card! Stay in a unique midcentury modern house on pe ...
From $1093 per night (USD)
VRBO
From $269 per night (USD)
VRBO
Close to Beach and Main Street!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Close to Point of Rocks Beach, Brewster Shops & Restaurants! This charming vacation rental offers a peaceful retreat fo ...
From $269 per night (USD)
VRBO
From $442 per night (USD)
VRBO
Freshly Renovated for the Summer 2019!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beach Cottage "La Baliene Bleue"! * * * * See end of this description for information about free included ...
From $442 per night (USD)
VRBO
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VRBO
Stunning Waterfront Brewster Rental Close to Beach RPAM019
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located just .4 Miles from Paine's Creek Beach this 4 Bed / 3 Bath home sleeps 8 comfortably. Featuring a crisp modern d ...
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VRBO
From $524 per night (USD)
VRBO
376 Paines Creek Road
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Minutes to the Beach & Brewster Favorites! This is an outstanding renovated 4 bedroom, 1 a half bath home with wireless ...
From $524 per night (USD)
VRBO
From $411 per night (USD)
VRBO
Only a Half of a mile to Crosby Landing Beach in Brewster on Cape Cod Bay. Pets Considered.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to “SALT AIR” Beach Cottage with Outdoor Shower - only .5 mile to Crosby Landing Beach! Linens provided and B ...
From $411 per night (USD)
VRBO
From $458 per night (USD)
VRBO
House on Koi Pond - Brewster
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
4 Bd*, 2.5 Ba, Near Nickerson and Beaches, Koi Pond, Writer's Hut, Convenient! * * * * See end of this desc ...
From $458 per night (USD)
VRBO
From $319 per night (USD)
VRBO
Renovated historic Carriage House with waterview in the heart of Brewster's Main Street!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Renovated historic carriage house with Waterview in the heart of Brewster's Main Street! * * * * See end of ...
From $319 per night (USD)
VRBO
From $386 per night (USD)
Expedia
Private beach access Wrap around porch!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: 15519 - Bayview Outpost: Private beach access Wrap around porch! The Space: Imagine watching the ocean waves b ...
From $386 per night (USD)
Expedia
From $691 per night (USD)
VRBO
Private pool 3 mins to Skaket Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 15517 - Endless Summer: Private pool 3 mins to Skaket Beach! The Space: Imagine days and nights at the pool wi ...
From $691 per night (USD)
VRBO
From $716 per night (USD)
Expedia
Beachfront on Skaket Water Views!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Summary: 15554 - On The Beach : Beachfront on Skaket Water Views! The Space: Located directly on famous Skaket Beach th ...
From $716 per night (USD)
Expedia
From $733 per night (USD)
VRBO
Pond-Front Home w/ Water Views!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: 15555 - Heron House: Pond-Front Home w/ Water Views! The Space: Overlooking Shoal Pond in a private Orleans ne ...
From $733 per night (USD)
VRBO
From $563 per night (USD)
Expedia
Beach Getaway with Private Backyard!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: 15518 - Time Out: Beach Getaway with Private Backyard! The Space: At this serene Orleans retreat, where salt a ...
From $563 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Deeded Pond Access Ping Pong!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 17726 - Pleasant Trees: Deeded Pond Access Ping Pong! The Space: Entering this home, you’ll find a cozy living ...
From $410 per night (USD)
VRBO
From $342 per night (USD)
Expedia
Beautiful home with entertainment - near golf courses & Pleasant Bay
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Harwich House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $342 per night (USD)
Expedia
From $353 per night (USD)
VRBO
Highly Rated Cottage in Orleans, Cape Cod
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Morning Glory Cottage!! This ADORABLE and ROOMY 3 BR/1.5 bathroom (with additional outdoor shower) Cape styl ...
From $353 per night (USD)
VRBO
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Expedia
Skaket beach / Orleans
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful 3 bedroom 2 bath with outdoor show in orleans . Great for children . Enjoy evenings and morning coffee on scre ...
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Expedia
From $582 per night (USD)
VRBO
Serene home with WiFi, deck, & outdoor fireplace - walk to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Harwich Tranquility Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $582 per night (USD)
VRBO
From $1441 per night (USD)
VRBO
Walk to Skaket Beach: Charming Cottage w/ Deck
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Peaceful New England beach days await at 'Captain's Walk,' a charming vacation rental cottage in Orleans, just over a ha ...
From $1441 per night (USD)
VRBO
From $357 per night (USD)
VRBO
★Waterfront & on Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.dog OK💥Sunsets
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
***Linens Included (sheets, towels & beach towels) Hi speed WiFi This cottage in Harwich can comfortably accommodate ...
From $357 per night (USD)
VRBO
From $600 per night (USD)
Expedia
Waterfront on Cape Cod Bay!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 15538 - Bayside Bliss: Waterfront on Cape Cod Bay! The Space: Escape to our waterfront sanctuary nestled besid ...
From $600 per night (USD)
Expedia
From $638 per night (USD)
VRBO
Bayside five bedroom sleeping 10 with air conditioning
Bedrooms:
1
Bathrooms:
5
Sleeps:
10
A BAY SIDE HOME THAT SLEEPS 10!! A quick drive to Bayside beaches and historic route 6A. This home offers five bedroom ...
From $638 per night (USD)
VRBO
From $133 per night (USD)
Expedia
Cozy Condo close to Sesuit
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Come relax in a cozy condo close to Sesuit Harbor. The perfect place to tour the water front and look at the local attra ...
From $133 per night (USD)
Expedia
From $2085 per night (USD)
VRBO
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Bedrooms:
2
Bathrooms:
7
Sleeps:
26
Relax & reunion with a beautiful, peaceful & new construction home. Enjoy all summer activities in the area, take a wal ...
From $2085 per night (USD)
VRBO
From $1005 per night (USD)
Expedia
Luxurious Waterfront Home!
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Summary: 15526 - Nautical Dream: Luxurious Waterfront Home! The Space: Orleans, Cape Cod is a picturesque town full of ...
From $1005 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Classic Cape Cod home near beaches with yard, patio & outdoor fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Pleasant Bay Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $342 per night (USD)
VRBO
From $816 per night (USD)
Expedia
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 $816 per night (USD)
Expedia
From $830 per night (USD)
VRBO
Beautifully Remodeled Classic Beach Home on Cape Cod Rail Trail
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Salty One Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $830 per night (USD)
VRBO
From $294 per night (USD)
Expedia
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 $294 per night (USD)
Expedia
From $203 per night (USD)
VRBO
Spacious home on Hinckleys Pond with game room, sunroom & quick access to trail
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Headwater Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $203 per night (USD)
VRBO
From $653 per night (USD)
Expedia
Private Cape Rental 1 Mile from the Beach!
Bedrooms:
3
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 $698 per night (USD)
VRBO
Beautiful 4 Bedroom Home with Central A/C near Sea Street Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Lovely Cape Cod style home with modern features and Old Cape Cod Charm, nestled on a knoll with lots of privacy. Near Co ...
From $698 per night (USD)
VRBO
From $237 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 $237 per night (USD)
Expedia
From $1159 per night (USD)
VRBO
Large, Charming Cape Cod Home Close To Orleans And Chatham Beaches
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
This large Cape Cod home is just off beautiful Pleasant Bay and is perfect for families, or generations of families, to ...
From $1159 per night (USD)
VRBO
From $415 per night (USD)
Expedia
Rock Harbor Retreat: Reserve for Summer 2026! Beautifully decorated & landscaped
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Architecturally designed and built in 1989, this relaxed well-appointed vacation home is a perfect vacation get-away! D ...
From $415 per night (USD)
Expedia
From $399 per night (USD)
VRBO
Modern Family Getaway In Harwich
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Summary: This lovely three bedroom house in Harwich, with an open concept floor plan and plenty of room for your friends ...
From $399 per night (USD)
VRBO
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Expedia
Walk to the beach at Little Pleasant Bay from this newly decorated cottage!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Walk to Little Pleasant Bay Beach from this newly decorated pet friendly cottage. Sleeping 6 - this rental has one bedro ...
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Expedia
From $462 per night (USD)
VRBO
Booking now for June 28 - August 30, 2025! [Booking Saturday to Saturday]
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sleeps 6-8 with first and second level bedrooms and baths; open and airy with charm throughout; beautiful light in early ...
From $462 per night (USD)
VRBO
From $580 per night (USD)
Expedia
Centrally located Orleans home w/ outdoor seatiing
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This charming 3 bedroom, 1 bathroom home has all you need for a perfect stay. The home is all on one floor, allowing for ...
From $580 per night (USD)
Expedia
From $529 per night (USD)
VRBO
Beautifully renovated 5br3ba 2 living room walk to bars restaurant and beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Enjoy your vacation in this beautiful completely renovated, 5-bedroom, spacious home with CENTRAL AIR! Less than 2 miles ...
From $529 per night (USD)
VRBO
From $232 per night (USD)
VRBO
Cottage on Cape Cod & Beautiful Long Pond w/ Quick Drive to Ocean
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy this smoke free, 3 bedroom getaway on the Cape. Work remotely while you enjoy all the Cape offers. Week long, Satu ...
From $232 per night (USD)
VRBO
From $893 per night (USD)
VRBO
Newly Renovated Oasis just 1.4 Miles from the Ocean.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to your newly renovated oasis! This spacious home has undergone a stunning transformation, boasting a sleek, mod ...
From $893 per night (USD)
VRBO
From $421 per night (USD)
Expedia
Renovated Cape Cod Retreat
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Nestled on a quiet cul-de-sac close to beaches, come enjoy everything the Cape as to offer. Step inside, and be greeted ...
From $421 per night (USD)
Expedia
From $296 per night (USD)
VRBO
A Change of Pace: Relaxing Orleans Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2 Bedroom - 1.5 Bathrooms - Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. ...
From $296 per night (USD)
VRBO
From $475 per night (USD)
Expedia
Private house near Long Pond and trails with kayaks, bikes, W/D, and AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Quiet Long Pond Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $475 per night (USD)
Expedia
From $2141 per night (USD)
VRBO
6-bedroom, Multi-building, Private Compound with Pool in Hawksnest State Forest
Bedrooms:
6
Bathrooms:
6
Sleeps:
20
Away from the hustle & bustle of the Summer and Holiday crowds, this private estate in Harwich with a 5-bedroom main hou ...
From $2141 per night (USD)
VRBO
From $525 per night (USD)
Expedia
Relax in a tranquil log home on direct lake front property. The Hermitage awaits
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to a secluded log home on 4 acres of Walkers Pond! First time offered for rental 2024. Our home is not in a HOA ...
From $525 per night (USD)
Expedia
Click For Pricing
VRBO
Charming Guest House, with Waterviews & Private Beach! Perfect for Fun Weekends!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in South Orleans, this pet-friendly sun-filled Guest House offers 2 large bedrooms and 2 full baths. Located in ...
Click For Pricing
VRBO
From $1091 per night (USD)
Expedia
4-King Beds in Cape Cod Heated Pool Putting Green Game Room Speak Easy Skeeball
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This phenomenal house in Harwich boasts 4 king bedrooms, Nestled in a serene neighborhood, our spacious and beautifully ...
From $1091 per night (USD)
Expedia
Click For Pricing
VRBO
Charming 4-bedroom house with AC and WiFi steps from Wequassett Resort
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to your perfect Cape Cod summer with this stunning rental property located steps away from the beauty of Pleasant ...
Click For Pricing
VRBO
From $1019 per night (USD)
Expedia
Waterfront on Pleasant Bay!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 17711 - Island Views: Waterfront on Pleasant Bay! The Space: Wake up to sweeping views of Pleasant Bay, where ...
From $1019 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Great location with Water Views!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: 17710 - Captains Cottage: Great location with Water Views! The Space: Escape to the charm of Harwich, where th ...
From $357 per night (USD)
VRBO
From $487 per night (USD)
Expedia
Pool, Half Mile to Beach!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: 17759 - Blue Lagoon: Pool, Half Mile to Beach! The Space: Perched atop a hill, this Harwich home is your gatew ...
From $487 per night (USD)
Expedia
Click For Pricing
VRBO
Near Wequassett Resort and Golf Club in Harwich, overlooking a cranberry bog!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this spacious and inviting Harwich rental, perfectly situated near the Wequassett Resort and Golf Club, with b ...
Click For Pricing
VRBO
From $619 per night (USD)
VRBO
Beautifully Renovated Cape Cod Retreat near Pleasant Bay & Top Attractions
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
*Cancellation policy at end of property description.* Nestled in the picturesque town of Harwich, Mooncusser is a beau ...
From $619 per night (USD)
VRBO
From $608 per night (USD)
VRBO
Skaket Creek Landing - Renovated Orleans Retreat 3 Minutes from Skaket Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Skaket Creek Landing! This meticulously restored vacation home is nestled in the heart of the well-regarded N ...
From $608 per night (USD)
VRBO
From $456 per night (USD)
VRBO
BRAND NEW LISTING--4BD Home--Central A/C*, Outdoor Shower & Dog Friendly, .6 of Mile to Cold Storage, Sesuit, & Sea Street Beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
BRAND NEW LISTING--4BD Home--Central A/C*, Outdoor Shower & Dog Friendly, .6 of Mile to Cold Storage, Sesuit, & Sea Stre ...
From $456 per night (USD)
VRBO

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