Brewster holiday rentals

We found 4,192 holiday rentals — enter your dates for availability
Select from 241 houses, 70 flats and other holiday rentals to find the perfect place for your stay in Brewster. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, such as Wi-Fi and cable TV. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Brewster

Showing deals for:8 Jan - 15 Jan

Exterior
Outdoor dining
Spacious Kitchen with everything you can imagine for your vacation needs!
Interior
Exceptional
(14 reviews)

Summers by the Pool - Barnstable Village, Cape Cod, MA Home w/Pool + Beach Pass!

Barnstable

7% off
S$12,229
for 7 nights, 1 home
S$1,747 per night
includes taxes & fees
Summers by the Pool - Barnstable Village, Cape Cod, MA Home w/Pool + Beach Pass!
Property grounds
Living area
Exterior
Private kitchen
Exceptional
(20 reviews)

Sunset Views - Cape Cod Bay.

Eastham

8% off
S$7,909
for 7 nights, 1 home
S$1,130 per night
includes taxes & fees
Sunset Views - Cape Cod Bay.
entrance to mallardview
Exterior
Interior
rear view of house
Exceptional
(65 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

8% off
S$10,477
for 7 nights, 1 home
S$1,497 per night
includes taxes & fees
5 bedrooms ocean view estate overlooking cape cod bay
Living area
Private kitchen
Dining
Property grounds
Exceptional
(8 reviews)

Cape Home w/Oceanview, Roof Deck Pool & Hot Tub

Wellfleet

11% off
S$17,462
for 7 nights, 1 home
S$2,495 per night
includes taxes & fees
Cape Home w/Oceanview, Roof Deck Pool & Hot Tub
Carriage house with American made solar
Exterior detail
Hot Tub has lights, waterfall, massage jets and Bluetooth stereo to stream.
Carriage house recreation with 82inch 4K TV. Ping pong, billiards and pinball!!
Exceptional
(54 reviews)

Huge Family Compound Near Beach Hot Tub, Basketball Court,Pinball. Linens incl

South Yarmouth

7% off
S$5,681
for 7 nights, 1 home
S$812 per night
includes taxes & fees
Huge Family Compound Near Beach Hot Tub, Basketball Court,Pinball. Linens incl
Dinner with a view.
Outdoor dining
Upstairs queen in View Room
The Woolrych House sits above a private Brewster beach.
Exceptional
(53 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

8% off
S$21,044
for 7 nights, 1 home
S$3,006 per night
includes taxes & fees
Picturesque Private Beachfront House on Cape Cod Bay
Pool house: a quiet hideaway or remote office
Backyard view of house
Full view of backyard with in ground pool
Dining room, looking into home office
Exceptional
(32 reviews)

Immaculately maintained, large beach home with heated swimming pool

Eastham

8% off
S$7,541
for 7 nights, 1 home
S$1,077 per night
includes taxes & fees
Immaculately maintained, large beach home with heated swimming pool
Light & bright second floor great room
Deeded access to nearby Mill Pond to launch your Kayak
Well equipped chef's kitchen w. stainless steel appliances
Fabulous family room, a magnet for family gatherings
Exceptional
(123 reviews)

Water View-Walk town/beach, pets considered, Linen Option

Chatham

30% off
S$6,240
for 7 nights, 1 home
S$891 per night
includes taxes & fees
Water View-Walk town/beach, pets considered, Linen Option
Open concept dining room with spectacular views to the ocean.
Sunny living space with large balcony, and spectacular views to the ocean.
Elegant and bright living room with views from every window.
Huge gourmet kitchen with 2 SubZero fridges, and high end appliances.
Exceptional
(65 reviews)

SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor

Chatham

8% off
S$12,128
for 7 nights, 1 home
S$1,733 per night
includes taxes & fees
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
Kitchen Area
Living Room & Screen Porch
Pool Patio
Screen Porch
Exceptional
(52 reviews)

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Chatham

7% off
S$19,707
for 7 nights, 1 home
S$2,815 per night
includes taxes & fees
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Outdoor dining
Private kitchen
Exterior
Interior
Exceptional
(13 reviews)

3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.

Dennis

7% off
S$4,131
for 7 nights, 1 home
S$590 per night
includes taxes & fees
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Pottery Barn teak lounge chairs
Property grounds
Front of the house
Lower level living room
Exceptional
(53 reviews)

Cape Cod summer home on Slough Pond

Brewster

7% off
S$4,290
for 7 nights, 1 home
S$613 per night
includes taxes & fees
Cape Cod summer home on Slough Pond
Master Bedroom tastefully decorated for you.
The Private Beach is just steps away!
Comfortable living room with hardwood floors.
Warm fireplace for cold nights
Exceptional
(124 reviews)

Private Beach on Nantucket Sound - Walk to Beach, Town, Harbor! Free EV Charging

Hyannis

7% off
S$5,862
for 7 nights, 1 home
S$837 per night
includes taxes & fees
Private Beach on Nantucket Sound - Walk to Beach, Town, Harbor! Free EV Charging
Dining
Interior
Fire pit with seating area to enjoy cool starlit cape cod evenings
Room
Wonderful
(10 reviews)

Newly renovated Seagull Beach, coastal retreat, charm, comfort, outdoor living.

West Yarmouth

11% off
S$5,488
for 7 nights, 1 home
S$784 per night
includes taxes & fees
Newly renovated Seagull Beach, coastal retreat, charm, comfort, outdoor living.
Master Bedroom - King Bed, TV, Bureau and ensuite bath
Shuffle Board
Living Room
Kitchen, Dining area:  Fridge, Stove, Dishwasher
Exceptional
(138 reviews)

#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat

Harwich

5% off
S$2,601
for 7 nights, 1 home
S$372 per night
includes taxes & fees
#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat
Room
Exterior
Interior
Living area
Wonderful
(23 reviews)

Charming antique Cape house

Harwich

8% off
S$3,286
for 7 nights, 1 home
S$469 per night
includes taxes & fees
Charming antique Cape house
Kitchen with island
Deck with teak table and chairs
Living room with cathedral ceiling - open floor plan
Interior
Exceptional
(96 reviews)

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Chatham

7% off
S$4,836
for 7 nights, 1 home
S$691 per night
includes taxes & fees
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Dining
Exterior
Private kitchen
Living area
Exceptional
(7 reviews)

Newly Renovated Chatham Home overlooking Cranberry Bog.

West Chatham

7% off
S$6,656
for 7 nights, 1 home
S$951 per night
includes taxes & fees
Newly Renovated Chatham Home overlooking Cranberry Bog.
Master (View 2)
Dining Patio (other side of house)
Family room - access to backyard
Partial kitchen view to dining / living rooms
Exceptional
(16 reviews)

Charming 3-bedroom + 3-full bath house in S. Yarmouth with AC - walk to beach!

South Yarmouth

7% off
S$4,460
for 7 nights, 1 home
S$637 per night
includes taxes & fees
Charming 3-bedroom + 3-full bath house in S. Yarmouth with AC - walk to beach!
Marble counters, KitchenAid appliances & gas stove. All overlooking the water.
Propane fire-pit for cool nights. Evening view.
Charming & cozy.
Like being on a cruise ship!
Exceptional
(31 reviews)

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

Brewster

7% off
S$5,006
for 7 nights, 1 home
S$715 per night
includes taxes & fees
★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
Large dining room table.
Dusk in Chatham
Sitting area with fireplace
King bed +2 twins in "the nook".  Great room for families with kids!
Exceptional
(45 reviews)

Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!

South Chatham

8% off
S$5,274
for 7 nights, 1 home
S$753 per night
includes taxes & fees
Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!
Bathroom
Front Entrance
Private kitchen
Private kitchen
Exceptional
(10 reviews)

Cozy, vacation home in a charming duplex cottage

West Yarmouth

7% off
S$3,338
for 7 nights, 1 cottage
S$477 per night
includes taxes & fees
Cozy, vacation home in a charming duplex cottage
Room
Living area
Private kitchen
Property grounds
Exceptional
(16 reviews)

Updated 4BR close to downtown Chatham, Beaches, Bike Path & Tennis Pickleball

Chatham

10% off
S$3,518
for 7 nights, 1 home
S$503 per night
includes taxes & fees
Updated 4BR close to downtown Chatham, Beaches, Bike Path & Tennis Pickleball
Dining
large sunroom overviewing the backyard
newly renovated bathroom with private access from master bedroom
Room
Exceptional
(31 reviews)

Cape Cod Family Retreat – Spacious Home with Fenced Yard, Near Beaches

South Yarmouth

6% off
S$1,856
for 7 nights, 1 home
S$265 per night
includes taxes & fees
Cape Cod Family Retreat – Spacious Home with Fenced Yard, Near Beaches
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Delight in the beachside landscape of Brewster

The beaches and other outdoor surroundings create an inviting atmosphere in Brewster. Well known for its seafood restaurants, camping and cycling, this relaxing city won't disappoint. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Brewster

Are you hoping to discover top things to see and do during your stay? Travellers enjoy fun activities like cycling, golfing and hiking. Venture out of your holiday home and check out everything that Brewster has to offer. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Ocean Edge Golf Club (1.4 mi / 2.3 km)
  • Cranberry Valley Golf Course (4.5 mi / 7.2 km)
  • Cape Cod Lavender Farm (4.7 mi / 7.6 km)
  • Cape Cod Baseball & Bumper Boats (6.1 mi / 9.9 km)
  • Cape Cod Inflatable Park (10.9 mi / 17.5 km)
  • Cape Codder Water Park (13.2 mi / 21.2 km)

Exploring the beaches and other natural features in Brewster

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Brewster is a great place to get outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Breakwater Beach (0.6 mi / 1 km)
  • Paine's Creek Beach (1.6 mi / 2.6 km)
  • Skaket Beach (4.2 mi / 6.8 km)
  • Corporation Beach (5.1 mi / 8.1 km)
  • First Encounter Beach (5.6 mi / 9.1 km)
  • Cape Cod Rail Trail (6 mi / 9.6 km)

Seasonal weather in Brewster

If you're planning a holiday around the weather, August, July, September and June are the hottest months to visit, when temperatures average 19°C.

Transport options to and around Brewster

The nearest airport is in Hyannis, MA (HYA-Barnstable Municipal), located 12.3 mi (19.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Provincetown, MA (PVC-Provincetown Municipal), which is 22.9 mi (36.9 km) away.

Frequently asked questions

What is the best area to stay in Brewster when booking a holiday rental?
Book a holiday rental in West Brewster and you'll be in one of Brewster's most renowned areas. Cape Cod Museum of Natural History and Stony Brook Grist Mill and Museum are two major attractions here that'll keep you busy during your visit.
What is the most popular type of holiday rental accommodation in Brewster?
Houses are the most popular style of holiday rental in Brewster, according to our data. Even if you've got a different idea about what you want, Vrbo has holiday homes in many shapes and sizes. Look through our options to find your perfect Brewster pad.
How much does it cost to rent a holiday rental in Brewster?
Several things can determine the price of a holiday rental in Brewster, including the time of year, property type and length of stay. But, all of our holiday homes have something in common — incredible value. Just add your travel dates to find your perfect match.
How much does it cost to rent a beach house in Brewster?
The average price for a holiday home near the beach in Brewster depends on when you're travelling and the type and size of property you're searching for. You can easily and quickly find prices on Vrbo by entering your dates of travel. Then make use of the filter tool to pick the number of bedrooms and amenities that you need, like WiFi, a pool and air conditioning.
Are there pet-friendly holiday rentals in Brewster?
With 110 holiday rentals that welcome pets, your furry friend can join in the fun on your Brewster break. Use our filter tool to browse our pet-friendly holiday rentals and find your pawfect pad on Vrbo.
Can I rent a house with a pool in Brewster?
Add a new level of fun to your holiday by booking your crew into one of the 20 houses with a private pool in Brewster. Use our search filter to find properties with pools on Vrbo, then spend carefree days splishing and splashing in a swimming pool that's just for you.
What are popular rental amenities in Brewster?
A lake view, a water view and an ocean view are rated the most popular rental amenities in Brewster. Whether you plan to travel on your own, with your significant other or as a family group, Vrbo can help you find a holiday rental that suits your style with all the features you're looking for.
Are there large group holiday rentals in Brewster?
With 23 holiday rentals that can host 10 or more guests in Brewster, you don't have to leave anyone off your invite list. From fun family get-togethers to events like weddings and birthday parties, Vrbo will help you find a large group rental to suit the occasion.
Are there holiday rentals in Brewster that welcome kids?
Gather your entire family for the adventure of a lifetime in Brewster at one of our 110 family-friendly holiday properties. A lot of these stays feature amenities that are just perfect for getaways with the kids, including kitchens, bunk beds and outdoor spaces. Simply click on the "Properties good for families" filter box and book your favourite.
What are the top attractions for families in Brewster?
Keeping the kids entertained during your holiday in Brewster is simple with these cool family-friendly attractions:
  • Nauset Beach
  • Mayflower Beach
  • West Dennis Beach
Are there one-bedroom holiday rentals in Brewster?
Yes, you can choose from seven one-bedroom rentals in Brewster. Whether you're searching for a townhouse or an upmarket condo, Vrbo's one-bedroom rentals are just right if you don't require a lot of space. One of the best things about having your own pad? You'll never need to share your holiday with strangers.
Can I find two-bedroom holiday rentals in Brewster?
Brewster has 12 two-bedroom holiday properties that you can choose from. Go for a holiday home with all the privacy and space you need at a price you'll love on Vrbo.
Are there holiday rentals with WiFi in Brewster?
Whether you want to stay in touch with world events, send a few emails or update your social media, there are 41 holiday homes with WiFi in Brewster. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Brewster?
Work out your travel dates and then make use of our filters to view holiday rentals with ac in Brewster on Vrbo. With 107 air-conditioned properties available here, you can look forward to a comfy and cool stay.
How old do you have to be to rent a holiday rental in Brewster?
You'll need to check with the Brewster holiday property you're considering on Vrbo as the age limit differs. However, generally it's 16, 18 or 21.
How long can I rent a holiday rental in Brewster for?
It's up to the Brewster property. To browse available options offering extended stays, just enter your dates and guest number into Vrbo. Enjoy having the whole place to yourself, as well as amenities such as a fully-equipped kitchen and an outdoor space where the kids can burn off energy. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.

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