Brewster holiday rentals

We found 4,310 holiday rentals — enter your dates for availability
Select from 245 houses, 81 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:4 Dec - 11 Dec

Living area
Exterior
Living area
Outdoor dining
Wonderful
(19 reviews)

Cottage near bay beach- 1 Bd/1Ba

Brewster

8% off
S$1,010
for 7 nights, 1 cottage
S$144 per night
includes taxes & fees
Cottage near bay beach- 1 Bd/1Ba
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
(119 reviews)

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

Chatham

33% off
S$6,142
for 7 nights, 1 home
S$877 per night
includes taxes & fees
Water View-Walk town/beach, pets considered, Linen Option
Private kitchen
Exterior
rear view of house
Interior
Exceptional
(63 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

8% off
S$10,020
for 7 nights, 1 home
S$1,431 per night
includes taxes & fees
5 bedrooms ocean view estate overlooking cape cod bay
Huge gourmet kitchen with 2 SubZero fridges, and high end appliances.
Sunny living space with large balcony, and spectacular views to the ocean.
Elegant and bright living room with views from every window.
Open concept dining room with spectacular views to the ocean.
Exceptional
(63 reviews)

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

Chatham

8% off
S$11,449
for 7 nights, 1 home
S$1,636 per night
includes taxes & fees
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
Sun filled porch with dining for 10.
Wet bar in the pool room
Refreshing outdoor shower
two-story entrance Foyer
Exceptional
(24 reviews)

Spacious home - Sleeps 15 -Steps to a Private Beach

Dennis

8% off
S$10,914
for 7 nights, 1 home
S$1,559 per night
includes taxes & fees
Spacious home - Sleeps 15 -Steps to a Private Beach
Master Bedroom - King Bed, TV, Bureau and ensuite bath
Shuffle Board
Living Room
Kitchen, Dining area:  Fridge, Stove, Dishwasher
Exceptional
(137 reviews)

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

Harwich

5% off
S$2,793
for 7 nights, 1 home
S$399 per night
includes taxes & fees
#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat
Escape to your private oceanfront property!
Relax and Entertain Friends and Family on the Large Stone Patio
Dining
Living Room Features Ocean View, TV streaming with Netflix, Hulu, YouTube TV
Exceptional
(141 reviews)

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Chatham

7% off
S$7,983
for 7 nights, 1 home
S$1,140 per night
includes taxes & fees
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
Interior
Deck with teak table and chairs
Living room with cathedral ceiling - open floor plan
Kitchen with island
Exceptional
(91 reviews)

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

Chatham

7% off
S$4,777
for 7 nights, 1 home
S$682 per night
includes taxes & fees
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Kitchen Area
Living Room & Screen Porch
Screen Porch
Pool Patio
Exceptional
(48 reviews)

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

Chatham

8% off
S$16,310
for 7 nights, 1 home
S$2,330 per night
includes taxes & fees
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Garden Entrance
Breakfast Nook with Pool View
Second Deck Bar Sitting/Dining Area
Breakfast Nook With Pool and Tranquil Forest View
Exceptional
(36 reviews)

Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf/Lakes

Brewster

7% off
S$6,513
for 7 nights, 1 home
S$930 per night
includes taxes & fees
Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf/Lakes
Interior
Outdoor dining
Pool
Exterior
Exceptional
(14 reviews)

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

Barnstable

8% off
S$12,954
for 7 nights, 1 home
S$1,851 per night
includes taxes & fees
Summers by the Pool - Barnstable Village, Cape Cod, MA Home w/Pool + Beach Pass!
Lower level living room
Property grounds
Front of the house
Dining room
Exceptional
(52 reviews)

Cape Cod summer home on Slough Pond

Brewster

7% off
S$4,219
for 7 nights, 1 home
S$603 per night
includes taxes & fees
Cape Cod summer home on Slough Pond
Hall
Kitchen/Dining
Dining
Room
Exceptional
(87 reviews)

PERFECT RENOVATED CHATHAM RETREAT! CENTRAL AC, COMFORTABLY SLEEPS 6!

Chatham

5% off
S$3,999
for 7 nights, 1 home
S$571 per night
includes taxes & fees
PERFECT RENOVATED CHATHAM RETREAT! CENTRAL AC, COMFORTABLY SLEEPS 6!
The Woolrych House sits above a private Brewster beach.
Outdoor dining
Upstairs queen in View Room
View from second floor.
Exceptional
(50 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

7% off
S$3,952
for 7 nights, 1 home
S$565 per night
includes taxes & fees
Picturesque Private Beachfront House on Cape Cod Bay
Pine Room/Family room with queen pull out couch
Marina
Exterior
Interior
Exceptional
(43 reviews)

Rates just lowered for last week of July and Aug with 5 night min accepted.

South Dennis

7% off
S$1,762
for 7 nights, 1 home
S$252 per night
includes taxes & fees
Rates just lowered for last week of July and Aug with 5 night min accepted.
Sitting area with fireplace
Dusk in Chatham
Large dining room table.
King bed +2 twins in "the nook".  Great room for families with kids!
Exceptional
(43 reviews)

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

South Chatham

8% off
S$5,208
for 7 nights, 1 home
S$744 per night
includes taxes & fees
Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!
Ice cream truck at Oyster Pond (Children's Beach). A short walk from the house.
Chatham Lighthouse just a 10 minute walk from the house
Dinner Room with seating for 6
Desk/Office area in the enclosed porch
Exceptional
(127 reviews)

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Chatham

7% off
S$3,687
for 7 nights, 1 home
S$527 per night
includes taxes & fees
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Property grounds
nearby Rhododendrons - plentiful on the Cape
Exterior
Dining
Excellent
(5 reviews)

Harwich Hideaway with King Beds Pet Friendly!

Harwich

11% off
S$3,394
for 7 nights, 1 cottage
S$485 per night
includes taxes & fees
Harwich Hideaway with King Beds Pet Friendly!
Living area
Private kitchen
Exterior
Outdoor dining
Exceptional
(12 reviews)

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

Dennis

7% off
S$4,079
for 7 nights, 1 home
S$583 per night
includes taxes & fees
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Seating for 3 at kitchen counter
Outdoor dining
Dining
Living room has vaulted ceiling, skylight & ceiling fan. Central AC
Exceptional
(56 reviews)

3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.

South Dennis

11% off
S$4,955
for 7 nights, 1 home
S$708 per night
includes taxes & fees
3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.
Living area
Dining room with water views
Room
Terrace/patio
Exceptional
(36 reviews)

Steps to Paine's Creek-The Perfect Vacation Home

Brewster

7% off
S$5,222
for 7 nights, 1 home
S$746 per night
includes taxes & fees
Steps to Paine's Creek-The Perfect Vacation Home
Exterior
Property grounds
Living area
Room
Exceptional
(8 reviews)

Cozy, vacation home in a charming duplex cottage

West Yarmouth

7% off
S$1,764
for 7 nights, 1 cottage
S$252 per night
includes taxes & fees
Cozy, vacation home in a charming duplex cottage
Room
Living area
Private kitchen
Dining
Exceptional
(28 reviews)

Steps to the beach!

Dennis Port

8% off
S$3,243
for 7 nights, 1 cottage
S$463 per night
includes taxes & fees
Steps to the beach!
Property grounds
Interior
Living area
Private kitchen
Exceptional
(22 reviews)

Make Memories on Mansion- location perfect for beaches, bars & bbq’s

West Harwich

7% off
S$4,511
for 7 nights, 1 home
S$644 per night
includes taxes & fees
Make Memories on Mansion- location perfect for beaches, bars & bbq’s
  • 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)
  • Skaket Beach (4.2 mi / 6.8 km)
  • Rock Harbor Beach (4.7 mi / 7.6 km)
  • Corporation Beach (5.1 mi / 8.1 km)
  • Cape Cod Rail Trail (6 mi / 9.6 km)
  • Bank Street Beach (6.7 mi / 10.9 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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