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 $532 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 $532 per night (USD)
VRBO
From $366 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 $366 per night (USD)
VRBO
From $487 per night (USD)
VRBO
New Listing - Tall Oaks Oasis - Newly Renovated, Expansive & Contemporary
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
This home is represented by Nauset Rental, a local vacation rental management company. Welcome to your vacation! This ...
From $487 per night (USD)
VRBO
From $498 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 $498 per night (USD)
VRBO
From $388 per night (USD)
VRBO
Central Air and decor on a quiet cul-de-sac.
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Brewster/Orleans Line - Close to Everything! Enjoy the comforts of home for six in this peaceful and tastefully decorat ...
From $388 per night (USD)
VRBO
From $381 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 $381 per night (USD)
VRBO
From $520 per night (USD)
VRBO
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 $520 per night (USD)
VRBO
From $432 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 $432 per night (USD)
VRBO
From $588 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 $588 per night (USD)
VRBO
From $611 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 $611 per night (USD)
Expedia
From $327 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 $327 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 $1009 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 $1009 per night (USD)
VRBO
From $295 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 $295 per night (USD)
VRBO
From $331 per night (USD)
VRBO
Pondfront. Newly Renovated Carriage House. Canoe, kayaks, deck, outdoor shower..
Bedrooms:
0
Bathrooms:
2
Sleeps:
6
**New in 2024 - outdoor shower and sauna**. This antique carriage barn – completely renovated in 2018 – is situated on ...
From $331 per night (USD)
VRBO
From $319 per night (USD)
Expedia
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 ...
From $319 per night (USD)
Expedia
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 $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 $524 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 $524 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $1159 per night (USD)
VRBO
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 $1159 per night (USD)
VRBO
From $447 per night (USD)
Expedia
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 $447 per night (USD)
Expedia
From $574 per night (USD)
VRBO
Well-Appointed Cape Getaway: Deck w/ Grill - Near Dining, Beach, Ponds & Golf
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Olde Homestead Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $574 per night (USD)
VRBO
From $488 per night (USD)
Expedia
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 $488 per night (USD)
Expedia
From $343 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 $343 per night (USD)
VRBO
From $272 per night (USD)
Expedia
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 $272 per night (USD)
Expedia
From $573 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 $573 per night (USD)
VRBO
From $733 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 $733 per night (USD)
VRBO
From $327 per night (USD)
VRBO
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 $327 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Quaint Post & Beam near State Park and Pond
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Bright, open, contemporary post & beam 'barn' with lots of glass on a wooded lot. Deeded rights to Baker's Pond and a sh ...
From $300 per night (USD)
Expedia
From $627 per night (USD)
VRBO
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 $627 per night (USD)
VRBO
From $727 per night (USD)
Expedia
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 $727 per night (USD)
Expedia
From $416 per night (USD)
VRBO
Rock Harbor Retreat: Owner's Labor Day Weekend Special - Sat. 8/30 - Wed. 9/3.
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 $416 per night (USD)
VRBO
From $452 per night (USD)
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 ...
From $452 per night (USD)
Expedia
From $2239 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 $2239 per night (USD)
VRBO
From $1179 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 $1179 per night (USD)
Expedia
From $329 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 $329 per night (USD)
VRBO
Click For Pricing
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
From $718 per night (USD)
VRBO
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 $718 per night (USD)
VRBO
From $638 per night (USD)
Expedia
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)
Expedia
From $1557 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 $1557 per night (USD)
VRBO
From $506 per night (USD)
Expedia
★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 $506 per night (USD)
Expedia
From $419 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 $419 per night (USD)
VRBO
From $2175 per night (USD)
Expedia
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 $2175 per night (USD)
Expedia
From $150 per night (USD)
VRBO
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 $150 per night (USD)
VRBO
From $505 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 $505 per night (USD)
Expedia
From $1068 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 $1068 per night (USD)
VRBO
From $461 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 $461 per night (USD)
Expedia
From $762 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 $762 per night (USD)
VRBO
From $569 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 $569 per night (USD)
Expedia
From $405 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 $405 per night (USD)
VRBO
From $395 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 $395 per night (USD)
Expedia
From $446 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 $446 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 $530 per night (USD)
VRBO
Prince Way Escape E. Dennis MA
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 $530 per night (USD)
VRBO
From $573 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 $573 per night (USD)
Expedia
From $258 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 $258 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
Click For Pricing
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 ...
Click For Pricing
VRBO
From $783 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 $783 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 $297 per night (USD)
Expedia
Pet Friendly, Sleeps 4, Huge Back Yard, Skaket Beach
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 $297 per night (USD)
Expedia
From $504 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 $504 per night (USD)
VRBO
From $2232 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 $2232 per night (USD)
VRBO
From $470 per night (USD)
VRBO
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)
VRBO
From $443 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 $443 per night (USD)
Expedia
From $808 per night (USD)
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 ...
From $808 per night (USD)
VRBO
From $807 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 $807 per night (USD)
Expedia
From $433 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 $433 per night (USD)
VRBO
From $739 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 $739 per night (USD)
Expedia
From $684 per night (USD)
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 ...
From $684 per night (USD)
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 $582 per night (USD)
VRBO
Welcome to your perfect summer retreat in South Orleans, MA nestled on the Cape Cod coastline!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to your perfect summer retreat in beautiful South Orleans, MA, nestled on the iconic Cape Cod coastline. This ch ...
From $582 per night (USD)
VRBO
From $763 per night (USD)
VRBO
Beautifully Renovated Home Near Pleasant Bay
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This home has been painstakingly renovated with love and thoughtful improvements for tenants to create unforgettable mem ...
From $763 per night (USD)
VRBO
From $522 per night (USD)
VRBO
Skaket Beach Area Home with Association Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Home Near Skaket Beach with Association Beach Access Be near one of Orleans most popular vacation areas: Skaket Beach! ...
From $522 per night (USD)
VRBO
From $613 per night (USD)
VRBO
Steps To Skaket Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Views of and Steps to Skaket Beach! This adorable one-story beach cottage has delighted vacationers for many years. En ...
From $613 per night (USD)
VRBO
From $434 per night (USD)
VRBO
Deeded access to Long Pond! Dog friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
10
Deeded access to Long Pond and .5 mile to the Cape Cod Rail Trail! Everything you need for a great stay can be had at th ...
From $434 per night (USD)
VRBO
From $523 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 $523 per night (USD)
VRBO
From $897 per night (USD)
VRBO
Oasis in Dennis! Cozy Lower Level – Upon Request
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Nestled in Dennis, this delightful building offers a tranquil and soothing retreat for guests. With 3 bedrooms, includin ...
From $897 per night (USD)
VRBO
From $280 per night (USD)
VRBO
Antique Cottage with King Bed, Kitchen, Bath, Private Yard & Path to Arey's Pond
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Captain Seth Sparrow Cottage. Finally relax at this unique and tranquil getaway. One bedroom cottage with co ...
From $280 per night (USD)
VRBO
From $388 per night (USD)
VRBO
1850 Orleans Antique Home with path to Arey’s Pond
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make memories at this private family and pet-friendly 3 BR Orleans antique Cape Cod home with access to Arey’s Pond. Kay ...
From $388 per night (USD)
VRBO
From $443 per night (USD)
VRBO
Fully Renovated Authentic Victorian in East Dennis
Bedrooms:
1
Bathrooms:
4
Sleeps:
11
This historic Victorian in the heart of East Dennis offers the charm of an old house with the conveniences of modern liv ...
From $443 per night (USD)
VRBO
From $622 per night (USD)
VRBO
Situated In Scenic Area Bordered by Seymour Pond -CCR Trail- Long Pond (2184)
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Plan a summer getaway at this 4BR/2BA multi level home with all the amenities you need for a relaxing vacation! It is si ...
From $622 per night (USD)
VRBO
From $510 per night (USD)
VRBO
Lovely house near the Private Lake and the CC Bike Path! Sleeps 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The house is situated just 200 yards walking distance from Hinckley's Pond, where you can swim and kayak in freshwater! ...
From $510 per night (USD)
VRBO
From $415 per night (USD)
VRBO
Immaculate Home In Strolling Distance to Skaket Beach (1193)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This house is a perfect retreat for everyone in your party! This immaculate, breezy, and expressive Cape Cod home is lo ...
From $415 per night (USD)
VRBO
From $533 per night (USD)
Expedia
Close to Beach Long Pond and Bike Trail AC WiFi Game Room with Bar
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 Bedroom - 2 Baths - Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $533 per night (USD)
Expedia
From $1745 per night (USD)
VRBO
Waterfront lake house private beach dock
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Rare find! Waterfront home on pleasant lake (Long Pond) with private beach and dock. Luxurious 4 bedroom, 2 master su ...
From $1745 per night (USD)
VRBO
From $601 per night (USD)
VRBO
Cozy home close to Dennis beaches **can sleep 8**
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
About this space Comfortable Cape home located in a lovely, quiet neighborhood. The perfect house for your family Cape ...
From $601 per night (USD)
VRBO
From $532 per night (USD)
VRBO
Spectacular Waterfront View! A/C - Minutes to Beauitiful Beaches & Golf Course!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
SPACIOUS, IMMACULATE, WATERFRONT, professionally landscaped home in a well kept, quiet neighborhood that overlooks Cedar ...
From $532 per night (USD)
VRBO
From $1079 per night (USD)
Expedia
5 bedrooms ocean view estate overlooking cape cod bay
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to Mallard View Estate. Perched at the edge of a pristine salt marsh, this 3000 square foot, ocean-view estate i ...
From $1079 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Perfect Location, Private, Immaculate, Affordable, East Dennis Cape Cod
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Our calendar is open with availability for the 2025 season. We encourage couples, travel companions, and solo traveler ...
From $225 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Come enjoy Orleans and Chatham
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Spend a day at the beach or relaxing in the hammock in the beautiful back yard! Convenient to all that both Orleans and ...
From $306 per night (USD)
Expedia
From $2013 per night (USD)
VRBO
Huge Family Friendly Estate~Pool, Near Bay Beaches
Bedrooms:
5
Bathrooms:
9
Sleeps:
17
Serene, Tranquil Setting If you love the "feel" of a traditional Cape Cod vacation, then this exceptional property off ...
From $2013 per night (USD)
VRBO
From $385 per night (USD)
Expedia
Updated Vacation Home Close to Town and Beaches (2221)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Decorated with an eye for coastal living, this stylish, comfortable, and convenient Cape Cod vacation home is just minut ...
From $385 per night (USD)
Expedia
From $589 per night (USD)
VRBO
Only August 29 to Sept 6 is available. 3BR 2 bath house 1/3 mile from beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This house has three bedrooms and two baths and is walking distance to some of the nicest beaches on Cape Cod Bay. Situa ...
From $589 per night (USD)
VRBO
From $610 per night (USD)
VRBO
SPACIOUS 5 BR SOUTH ORLEANS HOME NEAR BEACHES, GOLF & MORE IN BEAUTIFUL CAPE COD
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Welcome to 10 Granny's Lane, a lovely expanded Cape situated minutes away from Nauset, Skaket and Pleasant Bay not to m ...
From $610 per night (USD)
VRBO
From $316 per night (USD)
VRBO
Four Bedroom Immaculate Home Just Minutes to Pleasant Bay
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Immaculate and well maintained home located just a short distance to Pleasant Bay, shopping, restaurants and Rt. 6. En ...
From $316 per night (USD)
VRBO
From $782 per night (USD)
VRBO
Pleasant Bay Beachfront Property Plus!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The owners refer to this one-of-a-kind property as Pleasant Plus. This unique beachfront home and certified wildlife hab ...
From $782 per night (USD)
VRBO
From $494 per night (USD)
VRBO
Harwich Cape Escape: Minutes from Everything!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Harwich Cape Escape: 4 Bedrooms, 2.5 Baths, Sleeps 8 This beautiful two-story 4BR/2.5 BA Cape Cod home features almost ...
From $494 per night (USD)
VRBO
From $522 per night (USD)
Expedia
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 $522 per night (USD)
Expedia

Search Your Destination Now!

Brewster Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 638 Rentals