Brewster holiday rentals

We found 4,291 holiday rentals — enter your dates for availability
Select from 240 houses, 88 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:27 Nov - 4 Dec

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

Cottage near bay beach- 1 Bd/1Ba

Brewster

8% off
S$1,027
for 7 nights, 1 cottage
S$147 per night
includes taxes & fees
Cottage near bay beach- 1 Bd/1Ba
Well equipped chef's kitchen w. stainless steel appliances
Deeded access to nearby Mill Pond to launch your Kayak
Large island, comfortable seating area
Light & bright second floor great room
Exceptional
(119 reviews)

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

Chatham

18% off
S$8,854
for 7 nights, 1 home
S$1,265 per night
includes taxes & fees
Water View-Walk town/beach, pets considered, Linen Option
entrance to mallardview
Exterior
rear view of house
Private kitchen
Exceptional
(62 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

8% off
S$10,153
for 7 nights, 1 home
S$1,450 per night
includes taxes & fees
5 bedrooms ocean view estate overlooking cape cod bay
Refreshing outdoor shower
Wet bar in the pool room
two-story entrance Foyer
Game room with beautiful pool table and wet bar.
Exceptional
(24 reviews)

Spacious home - Sleeps 15 -Steps to a Private Beach

Dennis

7% off
S$11,010
for 7 nights, 1 home
S$1,573 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

6% off
S$3,233
for 7 nights, 1 home
S$462 per night
includes taxes & fees
#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat
Kitchen with island
Deck with teak table and chairs
Flowering plantings including blue hydrangea, lilac and magnolia
Interior
Exceptional
(91 reviews)

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

Chatham

7% off
S$4,838
for 7 nights, 1 home
S$691 per night
includes taxes & fees
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Family Room Overlooks the Ocean
Relax and Entertain Friends and Family on the Large Stone Patio
Living Room Features Ocean View, TV streaming with Netflix, Hulu, YouTube TV
Escape to your private oceanfront property!
Exceptional
(140 reviews)

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Chatham

7% off
S$8,052
for 7 nights, 1 home
S$1,150 per night
includes taxes & fees
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
New Chefs Kitchen
Breakfast Nook with Pool View
Breakfast Nook With Pool and Tranquil Forest View
Garden Entrance
Exceptional
(36 reviews)

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

Brewster

7% off
S$6,516
for 7 nights, 1 home
S$931 per night
includes taxes & fees
Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf/Lakes
Dining room
Property grounds
Lower level living room
Front of the house
Exceptional
(51 reviews)

Cape Cod summer home on Slough Pond

Brewster

7% off
S$4,236
for 7 nights, 1 home
S$605 per night
includes taxes & fees
Cape Cod summer home on Slough Pond
Outdoor dining
Marina
Exterior
Pine Room/Family room with queen pull out couch
Exceptional
(43 reviews)

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

South Dennis

7% off
S$1,859
for 7 nights, 1 home
S$266 per night
includes taxes & fees
Rates just lowered for last week of July and Aug with 5 night min accepted.
Second floor front bedroom with view of Cape Cod Bay
Living room looking toward front / first floor front bedroom door
Kitchen
Living room looking toward front
Exceptional
(28 reviews)

Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!

Eastham

6% off
S$4,589
for 7 nights, 1 home
S$656 per night
includes taxes & fees
Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!
Upstairs queen in View Room
Outdoor dining
Dinner with a view.
View from second floor.
Exceptional
(50 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

7% off
S$4,764
for 7 nights, 1 home
S$681 per night
includes taxes & fees
Picturesque Private Beachfront House on Cape Cod Bay
Dining
Interior
Living area
Room
Exceptional
(9 reviews)

Charming 4-bedroom house in enchanting Yarmouth

South Yarmouth

7% off
S$5,684
for 7 nights, 1 home
S$812 per night
includes taxes & fees
Charming 4-bedroom house in enchanting Yarmouth
Interior
Private kitchen
Living area
Exterior
Exceptional
(12 reviews)

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

Dennis

7% off
S$3,761
for 7 nights, 1 home
S$537 per night
includes taxes & fees
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Property grounds
Exterior
Private kitchen
Terrace/patio
Exceptional
(10 reviews)

Charming Cottage near Beach and Ferry

West Yarmouth

8% off
S$3,790
for 7 nights, 1 cottage
S$541 per night
includes taxes & fees
Charming Cottage near Beach and Ferry
Living room has vaulted ceiling, skylight & ceiling fan. Central AC
Outdoor dining
Seating for 3 at kitchen counter
Dining
Exceptional
(55 reviews)

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

South Dennis

11% off
S$4,953
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.
Exterior
Property grounds
Living area
Room
Exceptional
(7 reviews)

Cozy, vacation home in a charming duplex cottage

West Yarmouth

7% off
S$2,087
for 7 nights, 1 cottage
S$298 per night
includes taxes & fees
Cozy, vacation home in a charming duplex cottage
Terrace/patio
Dining room with water views
Room
Study/Lounge are with water views
Exceptional
(35 reviews)

Steps to Paine's Creek-The Perfect Vacation Home

Brewster

7% off
S$5,243
for 7 nights, 1 home
S$749 per night
includes taxes & fees
Steps to Paine's Creek-The Perfect Vacation Home
Exterior detail
Living area
Dining
Private kitchen
Exceptional
(28 reviews)

Steps to the beach!

Dennis Port

7% off
S$3,333
for 7 nights, 1 cottage
S$476 per night
includes taxes & fees
Steps to the beach!
Full kitchen has granite counter tops and updated appliances.
Colonel Acres Beach perfect for swimming, catching crabs, kayaking and fishing
Open the doors for an open layout
Wash off the beach in the private outdoor shower
Exceptional
(46 reviews)

Walk to Beach - Renovated Cape Cod Ranch - 3 Bed w/ Game Room, Central AC & WiFi

West Yarmouth

7% off
S$3,536
for 7 nights, 1 home
S$505 per night
includes taxes & fees
Walk to Beach - Renovated Cape Cod Ranch - 3 Bed w/ Game Room, Central AC & WiFi
Dining
Interior
Private kitchen
Room
Wonderful
(9 reviews)

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

West Yarmouth

11% off
S$5,493
for 7 nights, 1 home
S$785 per night
includes taxes & fees
Newly renovated Seagull Beach, coastal retreat, charm, comfort, outdoor living.
Room
Property grounds
Dining
Private kitchen
Exceptional
(15 reviews)

3-bedroom cape house in South Yarmouth.

South Yarmouth

15% off
S$2,451
for 7 nights, 1 cottage
S$350 per night
includes taxes & fees
3-bedroom cape house in South Yarmouth.
Built in microwave and range.
Welcome to the porch where you can relax after a day at the beach or golfing!
Eat in kitchen. Enjoy the lobsters!
A place to rest your head after all the fun you will have here!
Wonderful
(65 reviews)

Delightful Cottage for Two

Chatham

7% off
S$2,181
for 7 nights, 1 cottage
S$312 per night
includes taxes & fees
Delightful Cottage for Two
Partial kitchen view to dining / living rooms
Dining Patio (other side of house)
Family room - access to backyard
Front of House
Exceptional
(14 reviews)

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

South Yarmouth

8% off
S$5,441
for 7 nights, 1 home
S$777 per night
includes taxes & fees
Charming 3-bedroom + 3-full bath house in S. Yarmouth with AC - walk to beach!
  • 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)
  • 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)
  • Rail Trail Bike Shop (0.9 mi / 1.4 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:

  • Cape Cod Beaches (7.9 mi / 12.8 km)
  • Breakwater Beach (0.6 mi / 1 km)
  • Skaket Beach (4.2 mi / 6.8 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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