Brewster, Massachusetts Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Brewster, Massachusetts on RentalSaver.com!

Brewster Rentals

Filter

Popular Areas

From $437 per night (USD)
VRBO
Updated Antique on Rt 6A with views of Quivet Creek
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
"Unique Antique" with views and tasteful updates! This scenic Rt.6A charmer is within 6/10ths of a mile from Sea Street ...
From $437 per night (USD)
VRBO
From $637 per night (USD)
Expedia
Relax in a tranquil log home on direct lake front property. The Hermitage awaits
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
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 $637 per night (USD)
Expedia
From $285 per night (USD)
VRBO
Newly renovated ranch with a private yard & central location - dog-friendly
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 $285 per night (USD)
VRBO
Click For Pricing
Expedia
Charming Cape Escape
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our charming retreat in Harwich, Cape Cod! Nestled in a tranquil corner, this house is your gateway to coasta ...
Click For Pricing
Expedia
From $453 per night (USD)
VRBO
This Howland Circle condo embodies a harmonious blend of beauty, airiness, and brightness.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Spacious & Sophisticated Condo with Coastal Décor in The Villages at Ocean Edge! The living spaces are adorned with mo ...
From $453 per night (USD)
VRBO
From $681 per night (USD)
VRBO
New Listing 2024 Hawk`s Nest - Classy 5 bedroom with large backyard
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Welcome to Hawk's Nest! This updated 5 bedroom, 3.5 bathroom home in the heart of Brewster is truly a nature lover's par ...
From $681 per night (USD)
VRBO
From $823 per night (USD)
VRBO
Wow! Private Pool, Game Room, and Fire Pit!
Bedrooms:
3
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 $823 per night (USD)
VRBO
From $667 per night (USD)
Expedia
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 $667 per night (USD)
Expedia
From $454 per night (USD)
VRBO
Explore Downtown and Pleasant Bay!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: 18836 - Sunny Escape: Explore Downtown and Pleasant Bay! The Space: Your Brewster vacation awaits, in this id ...
From $454 per night (USD)
VRBO
From $758 per night (USD)
VRBO
New 2024 Bayside Bliss - Luxury Waterfront Home in Brewster with Private Beach
Bedrooms:
5
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 $758 per night (USD)
VRBO
$5BR Home w\/ Pool, Perfect for families and only 1 mile from the beach.\n$
From $676 per night (USD)
VRBO
5BR Home w\/ Pool, Perfect for families and only 1 mile from the beach.\n
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The Brewster Salt House is a large private 5BR Home w/ Pool, Outdoor Shower & Fire Pit! Nestled on a quiet cul de sac lo ...
From $676 per night (USD)
VRBO
From $221 per night (USD)
Expedia
South Dennis Vacation Rental ~ 5 Mi to Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
A relaxing Cape Code getaway awaits at this 2-bedroom, 1.5-bath vacation rental home in South Dennis, MA! Perfect for sm ...
From $221 per night (USD)
Expedia
From $633 per night (USD)
VRBO
Ocean Edge Mansion side
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lovely Ocean Edge Beachfront! --Sheets, Beach and Bath towels included!-- **Minimum 2 weeks rental required.** Incredibl ...
From $633 per night (USD)
VRBO
From $511 per night (USD)
VRBO
Deluxe Garden Villa in Endicott Village, Sleeps 6
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Endicott Village Lower Level unit with ductless A/C! You'll love the spectacular golf course views from this spacious 3 ...
From $511 per night (USD)
VRBO
From $362 per night (USD)
VRBO
Bike path and more! Adjacent to Nickerson State Park
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Recently Renovated & New Deck! Close to beaches and Cape Cod Rail Trail! Welcome to your ideal Cape Cod getaway in B ...
From $362 per night (USD)
VRBO
From $1266 per night (USD)
VRBO
The Lighthouse at Brewster Dunes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
UNIQUE BEACHFRONT LIGHTHOUSE at BREWSTER DUNES! Nestled in the dunes of Brewster this idyllic and unique property is pe ...
From $1266 per night (USD)
VRBO
From $486 per night (USD)
VRBO
4 Br - Spacious E Harwich Home - Close to Beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Great property for families in a quiet neighborhood, 4 bedrooms and 2 baths. Bright and beautiful spacious home with la ...
From $486 per night (USD)
VRBO
From $426 per night (USD)
VRBO
In the heart of Brewster. Remodeled 3 bedroom 1.5 bathroom single level residence. Pet by interview!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This charming remodeled 3-bedroom, 1.5-bathroom single-level residence is nestled in the heart of Brewster, offering a c ...
From $426 per night (USD)
VRBO
From $919 per night (USD)
VRBO
New 2024 Tideaway - 4 Bedroom Home in Brewster with Views of Cape Cod Bay
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This home is represented by Nauset Rental, a local vacation rental management company. Welcome to Tideaway! This uniqu ...
From $919 per night (USD)
VRBO
From $752 per night (USD)
Expedia
Across from Long Pond entrance, 3 bedroom, 2 bathroom getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 Bedrooms- 2 Bathrooms- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $752 per night (USD)
Expedia
From $764 per night (USD)
VRBO
New construction cape house close to shops and 3 miles from the beach .
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Brand new home built spring 2020. Year round great for off season , gas fireplace , outdoor shower central AC for the wa ...
From $764 per night (USD)
VRBO
From $512 per night (USD)
Expedia
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 $512 per night (USD)
Expedia
Click For Pricing
VRBO
3 bedroom, 2 bath Ocean Edge Condo with ac
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New to our 2024 Inventory! Located in the highly sought after Ocean Edge Community, this three bedroom/two bath condom ...
Click For Pricing
VRBO
From $441 per night (USD)
VRBO
Charming Cape Cod home, central to everything! Pet-friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This charming Cape Cod home is central to all of the Cape. Our three bedroom, two bath home (+ outdoor shower!) is a gre ...
From $441 per night (USD)
VRBO
From $680 per night (USD)
VRBO
Brewster Pond Front Perfection, Walk to Private Beach: 239-B
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
This property is professionally managed by Pretty Picky Properties. Brewster Pond Front Perfection, Private Dock Slee ...
From $680 per night (USD)
VRBO
$Large House w\/ample space- steps from Skaket Beach, close to CCRT and downtown!$
From $1011 per night (USD)
VRBO
Large House w\/ample space- steps from Skaket Beach, close to CCRT and downtown!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This spacious, newly renovated home offers plenty of room for everyone to relax. Just steps from Skaket Beach, no parkin ...
From $1011 per night (USD)
VRBO
From $223 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 Susan ...
From $223 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Comfortable & Classic Cape Cod Style Cottage - Close to Sheep Pond and the Cape Cod Rail Trail!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Comfortable & Classic Cape Cottage - Close to Sheep Pond and the Cape Cod Rail Trail! Classic and comfortable Cape Cod ...
From $325 per night (USD)
VRBO
From $423 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 Bath ...
From $423 per night (USD)
VRBO
From $374 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! This lovely Susanna Village patio home features ...
From $374 per night (USD)
VRBO
From $179 per night (USD)
VRBO
Ocean Edge Beach & Golf Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ocean Edge Beach and Golf Resort has multiple outdoor and indoor pools, a Nicklaus designed golf course, beach bar, indo ...
From $179 per night (USD)
VRBO
From $303 per night (USD)
VRBO
BTULL- NEW LISTING! MINUTES TO BEACH, SHOPPING & DOG FRIENDLY!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
NEW LISTING! CLOSE TO BEACH, SHOPPING & DOG FRIENDLY! * * * * See end of this description for information a ...
From $303 per night (USD)
VRBO
From $487 per night (USD)
VRBO
Great Family Spot- Rail Trail in backyard and Pond 4 minute walk from backdoor!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Perfectly situated this property is adjacent to the Cape Cod Rail Trail and is less than a 4 minute walk out your back d ...
From $487 per night (USD)
VRBO
Click For Pricing
Expedia
Quintessential colonial with amazing natural light throughout, cathedral ceilings, and ample room to both spread out and entertain.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This spacious, updated, 4 Bedroom, 3 Bath home sits back from historic 6A in Brewster, close to Drummer Boy Park, The Br ...
Click For Pricing
Expedia
From $354 per night (USD)
VRBO
WATERFRONT -Topside Boathouse - Swim and Fish off the Deck !
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Topside Boathouse Drift off to sleep to the gentle rhythm of waves beneath your bedroom window. Wake to spectacular sun ...
From $354 per night (USD)
VRBO
From $2014 per night (USD)
Expedia
ON THE WATER Topside Main House on Pleasant Bay. Sleeps 8, 3.5 baths.
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Right on the Water - Built by the present owner's grandfather in the 1930's, this home is as close to the water as you c ...
From $2014 per night (USD)
Expedia
From $2258 per night (USD)
VRBO
Exclusive Harwich Haven: Pool, Spa and More RPAM068
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Welcome to 8 Bascom Hollow, a truly luxurious Cape Cod escape. Located in East Harwich, this home offers tenants an exce ...
From $2258 per night (USD)
VRBO
From $458 per night (USD)
VRBO
Sun filled single level retreat, outdoor shower, large private back yard.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Saturday through Saturday rental available July and August. Shorter stays available the rest of ther year. Single level ...
From $458 per night (USD)
VRBO
From $2093 per night (USD)
VRBO
Impeccable 5BR Custom Home - Short stroll to Mant's Landing Beach
Bedrooms:
6
Bathrooms:
7
Sleeps:
12
*Cancellation policy at end of property description.* This expansive contemporary 5BR/6BA home is the perfect vacatio ...
From $2093 per night (USD)
VRBO
From $344 per night (USD)
Expedia
HISTORIC LUXURY! Patio-firepit-2KingSuites
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
⚓️Renovated Historic Luxury ⚓️ *sleeps 8 (max 6 adults) *2000 sq ft *2 king beds *1 queen *1 twin *1 tiny twin (38”W x ...
From $344 per night (USD)
Expedia
Click For Pricing
VRBO
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! ...
Click For Pricing
VRBO
$Two-story home with private sauna, game room, work office, deck, grill, & W\/D$
From $537 per night (USD)
Expedia
Two-story home with private sauna, game room, work office, deck, grill, & W\/D
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $537 per night (USD)
Expedia
Click For Pricing
Expedia
Brewster Flats Waterfront Oasis
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Escape to the perfect family retreat on Cape Cod Bay. Enjoy breathtaking views and direct access to Brewster fl ...
Click For Pricing
Expedia
From $474 per night (USD)
Expedia
Walk to Skaket Beach, Great Backyard!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 15574 - Set Sail: Walk to Skaket Beach, Great Backyard! The Space: Conveniently located in Orleans, moments fr ...
From $474 per night (USD)
Expedia
From $360 per night (USD)
VRBO
Beautiful Upper Level Condo in Eaton Village in Ocean Edge Resort. Linens provided beds made!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful Upper Level Condo in Eaton Village in Ocean Edge Resort near Cape Cod Bay. Linens provided beds made! This s ...
From $360 per night (USD)
VRBO
From $1762 per night (USD)
Expedia
On the Beach in Brewster, Sensational Sunsets: 050-BR
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This property is professionally managed by Pretty Picky Properties. On the Beach in Brewster, Sensational Sunsets Slee ...
From $1762 per night (USD)
Expedia
From $609 per night (USD)
VRBO
BOATHOUSE on Pleasant Bay - swim, fish, kayak, etc. right off your front porch.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Like living on a yacht without the rocking - originally built to house boats, the Boathouse is cozy like a ship with wat ...
From $609 per night (USD)
VRBO
From $1185 per night (USD)
VRBO
Luxury home located 2 min walk from Skaket Beach. Sunny, spacious and private.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This beautiful vacation home is located just a two minute walk from the popular Skaket Beach in Orleans, MA, a quaint se ...
From $1185 per night (USD)
VRBO
From $485 per night (USD)
VRBO
Cozy Large Home in Harwich with Patio near Wequassett Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This idyllic Cape Cod escape offers 3 Bedrooms, 5 Beds & 2 Baths. An enclosed wrap-around porch, large private patio wit ...
From $485 per night (USD)
VRBO
From $446 per night (USD)
Expedia
Charming Cape Cod Escape! 🏖️🌊⛱️
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Welcome to this clean, comfortable, charming home in beautiful Dennis Cape Cod! Nestled on a private coldasac close to s ...
From $446 per night (USD)
Expedia
From $641 per night (USD)
VRBO
Brewster vacation home- walk to the beach! Summer weeks available now!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful location conveniently located north of route 6A in a quiet neighborhood. The house is a short walk to two beau ...
From $641 per night (USD)
VRBO
From $677 per night (USD)
Expedia
Updated, Walk 4 Minutes to Private Brewster Beach: 166-B
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
This property is professionally managed by Pretty Picky Properties. Updated, Walk 4 Minutes to Private Brewster Beach ...
From $677 per night (USD)
Expedia
$Ideally located home with yard, grill, bikes, gas fireplace, streaming, W\/D, AC$
From $643 per night (USD)
VRBO
Ideally located home with yard, grill, bikes, gas fireplace, streaming, W\/D, AC
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Elegant Coastal Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $643 per night (USD)
VRBO
From $271 per night (USD)
VRBO
Sea Pines in Brewster with a water view, a private association Beach, community pool, tennis!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Spacious Condo with Water Views and All Amenities at Sea Pines! (30 Day Minimum Stay) This beautiful Sea Pines townhome ...
From $271 per night (USD)
VRBO
From $749 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 $749 per night (USD)
VRBO
Click For Pricing
Expedia
PERFECT POND FRONT CAPE COD ESCAPE !
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
What makes the perfect Cape house and vacation spot? Location, Location, Location ! Waterfront home with gorgeous views ...
Click For Pricing
Expedia
From $313 per night (USD)
VRBO
Exquisite New Renovation in Orleans: 063-O
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This property is professionally managed by Pretty Picky Properties. Exquisite New Renovation in Orleans Sleeps 6 3 Bed ...
From $313 per night (USD)
VRBO
From $813 per night (USD)
Expedia
Newly listed for summer! Beautiful family home steps to largest lake on Cape Cod
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Bring the whole family and escape to the Cape! You will not be disappointed! Spend your mornings sipping coffee on the d ...
From $813 per night (USD)
Expedia
From $1068 per night (USD)
VRBO
Large and Luxurious Cape Cod Escape at Rocky Hill
Bedrooms:
4
Bathrooms:
7
Sleeps:
10
RelaxAway Vacations LLC Presents our newest Luxury Property: Large and Spacious Cape Cod Escape at Rocky Hill Escape to ...
From $1068 per night (USD)
VRBO
From $257 per night (USD)
Expedia
Cozy recently renovated cottage on private 2+ acers of wooded paradise.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to your perfect Cape Cod retreat! Nestled in the heart of Brewster, our intimate two-bedroom cottage offers a co ...
From $257 per night (USD)
Expedia
Click For Pricing
VRBO
Spacious and private home, close to four beaches and Brewster General Store
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
This renovated and newly furnished home with central air and hardwood floors throughout offers plenty of gathering space ...
Click For Pricing
VRBO
From $416 per night (USD)
Expedia
Family Friendly Home on Cobbs Pond and 100 yards from Cape Cod Bay in Brewster!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your vacation on a private setting in Brewster! Step inside a Cape Cod Saltbox that is great for a family. En ...
From $416 per night (USD)
Expedia
From $788 per night (USD)
VRBO
Brewster Cape House with Central AC - Pet Friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This home is calling your name! Conveniently located near all the Lower Cape beaches, restaurants and attractions, it's ...
From $788 per night (USD)
VRBO
From $533 per night (USD)
Expedia
Short drive to town and popular beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 15578 - The Salty Hare: Short drive to town and popular beaches! The Space: Truly in the heart of Orleans and ...
From $533 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Updated Howland Village end unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
JUST LISTED! Welcome to Howland Circle, your charming retreat in Brewster, MA! This cozy 2-bedroom, 2-bathroom home o ...
From $323 per night (USD)
VRBO
From $819 per night (USD)
VRBO
Modern A-Frame cottage with Pool set on a Horse Farm. 5 minutes from the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful and pool and deck area just steps outside the front door. Outdoor dining are a and grill are perfect for lunch ...
From $819 per night (USD)
VRBO
From $458 per night (USD)
VRBO
Walking distance to Orleans, stores and baseball games! Close to bay and ocean!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Stop searching for a cute place in Orleans that's close to everything, dog friendly, and meets your budget. You're alre ...
From $458 per night (USD)
VRBO
From $1240 per night (USD)
Expedia
Custom, Upscale, Taste & Style - Paines Creek Beach Brewster : 496-B
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This property is professionally managed by Pretty Picky Properties Custom, Upscale, Taste & Style - Paines Creek Beach ...
From $1240 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Bright & Cozy with Patio, Grill and near the Beach & Golf
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Peaceful and spacious guesthouse in Brewster - minutes from Wequassett Resort, beaches, golfing & more. This space is co ...
From $235 per night (USD)
VRBO
$Cottage near bay beach- 1 Bd\/1Ba$
From $113 per night (USD)
Expedia
Cottage near bay beach- 1 Bd\/1Ba
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Condo Duplex only 2/10 of a mile to Paines Creek Beach on Cape Cod Bay great for sun-sets. 1 bedroom w/ wall A/C, one ba ...
From $113 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Welcome to this lofty Ocean Edge two bedroom, two bath townhouse!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Beautiful and Spacious Ocean Edge Townhome! Welcome to this lofty Ocean Edge two bedroom, two bath townhouse! This beau ...
From $400 per night (USD)
VRBO
From $273 per night (USD)
VRBO
Perfect on Long Pond
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
<p>A short distance from ice skating, cross-country skiing, and more, this pet-friendly vacation home lets you experienc ...
From $273 per night (USD)
VRBO
From $602 per night (USD)
VRBO
Charming 4 BR house with AC and WiFi and outdoor shower in enchanting Harwich
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Stay comfortably in Harwich at this 4-bedroom house with deeded rights to Long Pond. This fabulous property offers a pea ...
From $602 per night (USD)
VRBO
From $240 per night (USD)
VRBO
Sheep’s Pond Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Don't wait to rent this adorable 3 bedroom home is located in the desirable Sheep Pond Estates in Brewster with Deeded r ...
From $240 per night (USD)
VRBO
$Private house near Long Pond and trails with kayaks, bikes, W\/D, and AC$
From $432 per night (USD)
VRBO
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 $432 per night (USD)
VRBO
From $1090 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 $1090 per night (USD)
VRBO
From $223 per night (USD)
VRBO
Wonderful Billington Village Townhome in Ocean Edge Resort near Cape Cod Bay!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Wonderful Billington Village Townhome in Ocean Edge Resort near Cape Cod Bay! Lots to love about this remodeled ...
From $223 per night (USD)
VRBO
From $470 per night (USD)
Expedia
Charming 3-bedroom house in marvelous Dennis with WiFi, AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unwind in Dennis at this lovely house. Nestled in a charming neighborhood, this superb property offers a cozy retreat fo ...
From $470 per night (USD)
Expedia
From $422 per night (USD)
VRBO
Renovated Cape Cod Retreat
Bedrooms:
2
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 $422 per night (USD)
VRBO
From $532 per night (USD)
Expedia
Cape Cottage, water views, 2bdrms, 1bth, screened porch, window AC units, steps to beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
2 Bedroom - 1 Baths - Sleeps 5 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $532 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Brewster Bay Side Cottage | 3 Bed, 1 Bath
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Sweet Brewster cottage is just 1/10th of a mile to Halliday Acres private bay beach via quiet neighborhood street. Main ...
From $461 per night (USD)
VRBO
Click For Pricing
Expedia
Path to Skaket Beach | 5 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Contemporary home with private setting just 3/10 mile walk through a private neighborhood association path to Skaket Bea ...
Click For Pricing
Expedia
From $712 per night (USD)
VRBO
A Quintessential Beach Cottage | 4 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This quintessential beach cottage has views of Cape Cod Bay from the front yard. Gorgeous vacation home just .1 mile to ...
From $712 per night (USD)
VRBO
From $710 per night (USD)
Expedia
Waterfront on Long Pond | 2 Bed, 1 Bath
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Waterfront on Black Pond and Long Pond! Two bedrooms plus sleeping loft cottage. Inside you will find the charm of Cape ...
From $710 per night (USD)
Expedia
From $418 per night (USD)
VRBO
Stunning Cape Home Near Chatham
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This pet & family friendly newly renovated home in the heart of the Cape has 3 bedrooms, 2.5 baths, and sleeps 8, making ...
From $418 per night (USD)
VRBO
From $319 per night (USD)
Expedia
Pet Friendly, Sleeps 4, Huge Back Yard, Skaket Beach
Bedrooms:
2
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 $319 per night (USD)
Expedia
From $893 per night (USD)
VRBO
Cozy 3-bedroom building in gorgeous Dennis with WiFi, AC
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Nestled in Dennis, this delightful building offers a tranquil and soothing retreat for guests. With 3 bedrooms, includin ...
From $893 per night (USD)
VRBO
From $442 per night (USD)
VRBO
Short Walk to Town Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Minutes to the Beach and ALL Bedrooms with A/C! Escape to this charming 4-bedroom, 2-bathroom retreat nestled just acro ...
From $442 per night (USD)
VRBO
From $559 per night (USD)
VRBO
Sears Point end unit
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
NEW LISTING!! PRIVATE ASSOCIATION BEACH & CAPE COD BAY VIEWS! The bright and airy first floor unit looks out onto conse ...
From $559 per night (USD)
VRBO
From $356 per night (USD)
VRBO
Comfortable 2-bedroom apartment in lovely Brewster Ocean Edge resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newly renovated family friendly apartment overlooking golf course, close to beautiful uncrowded Brewster beaches, rail-t ...
From $356 per night (USD)
VRBO
From $454 per night (USD)
VRBO
Fully Equipped, Light and Airy Beach House
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Minutes from Saints Landing & Mant's Landing Beaches! This well maintained and newly decorated 3 bedroom 2 bath house, ...
From $454 per night (USD)
VRBO
From $720 per night (USD)
Expedia
FALL DISCOUNT- Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
It's FALL! With a deeply discounted fall price tag, come stay and enjoy the slowly changing leaves and great restaurants ...
From $720 per night (USD)
Expedia
Click For Pricing
VRBO
Huge Private Beach. Fab View.
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Views of the entire Cape Cod Bay. Amazing location. Gorgeous beach 360 ft long. Imagine a pristine private beach as long ...
Click For Pricing
VRBO
From $575 per night (USD)
Expedia
Charming 4BR: Slps10! 9Beds! Pool & HotTub, Dog Friendly
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to Sesuit Harbor Hideaway – your perfect Cape Cod getaway! This spacious 4-bedroom, 3-bathroom home offers a rel ...
From $575 per night (USD)
Expedia
$\Charming 2BR Cape Getaway with Spacious Private Backyard\ Fire Pit in a Quiet Neighborhood$
From $522 per night (USD)
VRBO
\"Charming 2BR Cape Getaway with Spacious Private Backyard\" Fire Pit in a Quiet Neighborhood
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
2 BR at 4 Russell Dr., Harwich This charming 2-bedroom home in Harwich offers a cozy retreat close to the Cape’s natura ...
From $522 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Charming 3-bedroom house in East Dennis with beautiful pool & jacuzzi
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
New to VRBO!! Discover this 3-bedroom gem in East Dennis with central air and sleeps 8. This delightful house features ...
From $296 per night (USD)
Expedia
From $740 per night (USD)
VRBO
Skaket Beach - Beachfront Property
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our bright, beautiful waterfront condo located directly on Skaket Beach. A perfect family vacation spot, yo ...
From $740 per night (USD)
VRBO
$\Time Will Tell\ - Incredible Brewster Residence With Breath Taking Gardens!$
From $553 per night (USD)
VRBO
\"Time Will Tell\" - Incredible Brewster Residence With Breath Taking Gardens!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
"Time Will Tell" This sensational, single-level remodeled residence is a brand-new listing for 2025. Located adjacent t ...
From $553 per night (USD)
VRBO
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Waterfront Home with Outdoor Dining
Bedrooms:
3
Bathrooms:
6
Sleeps:
9
Summary: Beach front, with private beach access direct from the property. At this Brewster beach-front vacation home you ...
Click For Pricing
Expedia

Search Your Destination Now!

Brewster Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 604 Rentals