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From $584 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. Nest ...
From $584 per night (USD)
VRBO
From $689 per night (USD)
Expedia
Exquisite Ocean Edge Townhouse With Pool Amenities
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
*Cancellation policy at end of property description.* Gorgeous 2BR/2BA townhome with loft. Open living-dining area wi ...
From $689 per night (USD)
Expedia
From $677 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 $677 per night (USD)
VRBO
From $393 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 $393 per night (USD)
VRBO
From $389 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 $389 per night (USD)
VRBO
From $592 per night (USD)
VRBO
Amazing Bayside home in Ocean Edge with pool, tennis and beach privileges.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to "HAPPY PLACE" Spacious, Beautiful & Family-Friendly Ocean Edge Townhouse with Pool, Tennis and Beach Privile ...
From $592 per night (USD)
VRBO
From $317 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! *Winter rental available. P ...
From $317 per night (USD)
VRBO
$Outstanding Ocean Edge Patio Home with Central A\/C and 6 Pool Passes (Fees Apply)$
From $387 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 $387 per night (USD)
VRBO
From $468 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 $468 per night (USD)
VRBO
From $347 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 $347 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 $831 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 $831 per night (USD)
VRBO
From $565 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 $565 per night (USD)
VRBO
From $468 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 $468 per night (USD)
VRBO
From $355 per night (USD)
VRBO
Beautifully Furnished and Decorated Upper-Level Eaton Condo in Ocean Edge on Cape Cod!
Bedrooms:
2
Bathrooms:
3
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 $355 per night (USD)
VRBO
From $689 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 $689 per night (USD)
VRBO
From $335 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 $335 per night (USD)
VRBO
From $631 per night (USD)
VRBO
Little slice of Heaven in Ocean Edge near Lynx Tavern and Arbor pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
"Mimi's Beach House" Little Slice of Heaven in Ocean Edge with Golf Course Overlook ~ Near Linx Tavern and Arbor pool! ...
From $631 per night (USD)
VRBO
From $320 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
Welcome to "Azuremere" Charming Ocean Edge Townhouse with Beachy Decor and Pool Access! This townhome in Howland Vill ...
From $320 per night (USD)
VRBO
From $234 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 $234 per night (USD)
Expedia
From $849 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 $849 per night (USD)
VRBO
From $6903 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 $6903 per night (USD)
VRBO
From $426 per night (USD)
VRBO
Ocean Edge Paradise in Brewster!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
*Cancellation policy at end of property description.* This Ocean Edge Retreat will make a wonderful home base for you ...
From $426 per night (USD)
VRBO
From $269 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 $269 per night (USD)
VRBO
$Beautiful 4 Bedroom Home with Central A\/C near Sea Street Beach$
From $840 per night (USD)
VRBO
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 $840 per night (USD)
VRBO
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 $395 per night (USD)
VRBO
Spacious, renovated and beautifully decorated Howland Village townhouse with straight staircase
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Renovated & Spacious Howland Village Townhouse in Ocean Edge Resort! $75 Restaurant Gift card! This spacious, renovate ...
From $395 per night (USD)
VRBO
From $825 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 $825 per night (USD)
VRBO
$Brewster by the Bay\nPet Friendly with Hot Tub Close to Bike Path\nSleeps 10$
From $500 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 $500 per night (USD)
VRBO
From $493 per night (USD)
Expedia
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 $493 per night (USD)
Expedia
From $823 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 $823 per night (USD)
VRBO
From $699 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 $699 per night (USD)
VRBO
From $676 per night (USD)
VRBO
Walk to the Beach - Four Bedroom
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 $676 per night (USD)
VRBO
From $557 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 $557 per night (USD)
VRBO
From $1656 per night (USD)
VRBO
Beam Reach: 137-O Orleans Oasis on Pleasant Bay, Estate with 2 homes & heated pool
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 $1656 per night (USD)
VRBO
From $1181 per night (USD)
VRBO
close to town and Nauset beach, EV charger, air conditioning, outdoor shower.
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 $1181 per night (USD)
VRBO
From $1729 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 $1729 per night (USD)
VRBO
From $2036 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 $2036 per night (USD)
VRBO
Click For Pricing
VRBO
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 Pricing
VRBO
Click For Pricing
Expedia
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 Pricing
Expedia
From $274 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 $274 per night (USD)
VRBO
$Nicely decorated and spacious home within a quiet neighborhood that overlook Long Pond, central A\/C.$
From $501 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 $501 per night (USD)
VRBO
From $3303 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 $3303 per night (USD)
VRBO
From $574 per night (USD)
Expedia
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 $574 per night (USD)
Expedia
From $884 per night (USD)
VRBO
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 $884 per night (USD)
VRBO
From $401 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 $401 per night (USD)
VRBO
$Newly Updated 5BR\/2BA 2500Sqft Very Private Family Home, WiFi & Air Conditioned!$
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 $583 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 $583 per night (USD)
Expedia
From $352 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 $352 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 Pricing
Expedia
From $298 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 $298 per night (USD)
VRBO
From $344 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 $344 per night (USD)
VRBO
From $493 per night (USD)
VRBO
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 $493 per night (USD)
VRBO
From $751 per night (USD)
Expedia
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 ...
From $751 per night (USD)
Expedia
From $365 per night (USD)
VRBO
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 $365 per night (USD)
VRBO
$Well-Appointed Cape Getaway: Deck w\/ Grill - Near Dining, Beach, Ponds & Golf$
From $634 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 $634 per night (USD)
Expedia
From $237 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 $237 per night (USD)
VRBO
From $500 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 $500 per night (USD)
Expedia
From $547 per night (USD)
VRBO
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Cozy Charming Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $547 per night (USD)
VRBO
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
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
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 $336 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! Escape to this wonderful, light-filled Eaton condo in The V ...
From $336 per night (USD)
VRBO
From $177 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 $177 per night (USD)
VRBO
From $470 per night (USD)
VRBO
Beautiful Cape Cod home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Close to the beaches, our 3 bedroom, 2 bath home, With the Wind, is your personal retreat. Walk to baseball games or dow ...
From $470 per night (USD)
VRBO
From $628 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 $628 per night (USD)
VRBO
From $364 per night (USD)
VRBO
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)
VRBO
From $1571 per night (USD)
Expedia
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 $1571 per night (USD)
Expedia
Click For Pricing
VRBO
Private Haven With Heated Saltwater Pool And Windmill!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Note: 7-day minimum (Saturday to Saturday) from July 2- September 3, 2022 Please enter your travel dates in the top rig ...
Click For Pricing
VRBO
$Street Level Chilton Village Apartment, Renovated Kitchen & Bathrooms, 2 A\/Cs (6 Pool Passes).$
From $214 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 $214 per night (USD)
VRBO
From $386 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 $386 per night (USD)
VRBO
$Renovated 4BR\/2BA expanded Cape on private quiet street$
From $590 per night (USD)
Expedia
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 $590 per night (USD)
Expedia
From $999 per night (USD)
VRBO
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 $999 per night (USD)
VRBO
From $286 per night (USD)
Expedia
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 $286 per night (USD)
Expedia
From $1594 per night (USD)
VRBO
Fabulous Family Capehouse, with Views, Beach and Dock! OPEN SUN Aug 17-Aug 24!
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 $1594 per night (USD)
VRBO
From $639 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 $639 per night (USD)
VRBO
$Pond Front with Views - Expansive deck, 3 BR, 3 Bath (sleeps 8) with Central A\/C.$
From $843 per night (USD)
VRBO
Pond Front with Views - Expansive deck, 3 BR, 3 Bath (sleeps 8) with Central A\/C.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Luxurious Waterfront Pond with Views in Brewster on Cape Cod with an Expansive deck, 3 BR, 3 Bath (sleeps 8) Central A/C ...
From $843 per night (USD)
VRBO
$Piece of Paradise: 054-OL Magnificent Orleans Estate w\/Pool, Tennis, Assoc. Beach on Pleasant Bay$
From $1756 per night (USD)
Expedia
Piece of Paradise: 054-OL Magnificent Orleans Estate w\/Pool, Tennis, Assoc. Beach on Pleasant Bay
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
This property is professionally managed by Pretty Picky Properties Magnificent Orleans Estate w/Pool, Tennis, Assoc. Do ...
From $1756 per night (USD)
Expedia
From $326 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 $326 per night (USD)
VRBO
From $914 per night (USD)
VRBO
Steps to Paine's Creek-The Perfect Vacation Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
BOOKING RENTALS NOW FOR SUMMER 2025 *DISCOUNT CAN BE PROVIDED FOR 2 WEEK OR LONGER RENTALS* Located at Paine's Creek, o ...
From $914 per night (USD)
VRBO
From $258 per night (USD)
VRBO
Classic Bayside cottage, Near Northside Beaches, Private, Close to Sesuit harbor
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
EAST DENNIS - Note: Sat to Sat, 7 Day Rental Minimum - Centrally located, everything you need for a lovely stay. Private ...
From $258 per night (USD)
VRBO
$Quiet Brewster House w\/ Deck, Mins to Bay Beaches!$
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Expedia
Quiet Brewster House w\/ Deck, Mins to Bay Beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Look forward to a peaceful Cape Cod retreat with this 3-bedroom, 2-bath Brewster vacation rental. Enjoy spending time on ...
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Expedia
From $408 per night (USD)
VRBO
Heart of Brewster .5 Miles to Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Summary: 18819 - Brewster Bliss: Heart of Brewster .5 Miles to Beach! The Space: A few hundred feet off the Historic Ol ...
From $408 per night (USD)
VRBO
From $1774 per night (USD)
VRBO
Modernized Antique House with Central AC on 2 Acres & Close To Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The 'Benjamin Darling House' was (re)constructed in the early 1700s from timbers of a house that was built following an ...
From $1774 per night (USD)
VRBO
From $276 per night (USD)
VRBO
Secluded ranch home with a full outdoor shower & private community beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Paradise by the Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $276 per night (USD)
VRBO
From $436 per night (USD)
Expedia
Highly Rated Cottage in Orleans, Cape Cod
Bedrooms:
2
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 $436 per night (USD)
Expedia
From $515 per night (USD)
VRBO
Bayside Brewster Home within steps of the Cape Cod bike trail!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful and newly refurnished, post and beam home with open floor plan looking up to skylights (also skylights in 2 of ...
From $515 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 $349 per night (USD)
VRBO
Cape Cod Comfortable House Awaits!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Come & enjoy this Cape rancher any time of the year! The house is in a quiet neighborhood that is in a key location on t ...
From $349 per night (USD)
VRBO
From $629 per night (USD)
Expedia
Brewster Seascape | 3 Bed, 2 Bath
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 $629 per night (USD)
Expedia
From $645 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 $645 per night (USD)
VRBO
From $878 per night (USD)
VRBO
Sweetest Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This updated 4-bedroom 2-bathroom home has the best view on Pleasant Bay, hands down. The open floor plan is ideal for l ...
From $878 per night (USD)
VRBO
From $444 per night (USD)
VRBO
Well equipped In The Heart Of Brewster-minutes to the beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Our home “The Sea Glass” is located off historic Tubman Road in the heart of Brewster. The living room is open to a gal ...
From $444 per night (USD)
VRBO
From $8329 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:
4
Sleeps:
6
Brewster Village Retreat! Private 3BD, 2BA Home in Brewster with 4 ACs & Sleeper Sofa - Close to Breakwater Beach! (Sle ...
From $8329 per night (USD)
VRBO
From $609 per night (USD)
VRBO
Charming & spacious cape house 0.4 miles to the beach
Bedrooms:
3
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 $609 per night (USD)
VRBO
$Skaket beach \/ Orleans$
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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 ...
Click For Pricing
Expedia
$Newly Remodel. Ocean Edge Passes. A\/C all rooms. 1 King, 1 Queen & 2 Twin.$
From $413 per night (USD)
VRBO
Newly Remodel. Ocean Edge Passes. A\/C all rooms. 1 King, 1 Queen & 2 Twin.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful remodel home, major upgrades in the town of Brewster. You will have . New straight stairs, brand new Kitchen ...
From $413 per night (USD)
VRBO
From $704 per night (USD)
Expedia
Luxe Cape Cod Farmhouse. Walk to Ellis Landing Beach!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Peaceful and quiet ocean-side neighborhood. 10 minute walk to Ellis Landing Beach, a mile-long sandy beach. Defined by u ...
From $704 per night (USD)
Expedia
From $314 per night (USD)
VRBO
Pristine Cottage: EV charger, AC, outdoor shower+ firepit, walk to Bakers Pond
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to Joy Cottage! Our Cozy Cape Cod cottage is tucked away in the woods, within walking distance to Bakers Pond in ...
From $314 per night (USD)
VRBO
From $412 per night (USD)
VRBO
Charming Brewster Family Getaway!! Central air & Pet Friendly!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Charming fully air conditioned Cape home nestled in the heart of Brewster. This three bedroom home offers a sun filled ...
From $412 per night (USD)
VRBO

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