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Brewster Vacation Rentals

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Our Favorite Vacation Rentals in Brewster

  • On The Water
    On The Water
     
    Booking.comFrom $709
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  • Quiet, luxury retreat surrounded by serene gardens and landscaping
    Quiet, luxury retreat surrounded by serene gardens and landscaping
     
    HolidayLettingsFrom $410
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  • Walk to Town, Chatham Bars Carriage House
    Walk to Town, Chatham Bars Carriage House
     
    HolidayLettingsFrom $372
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  • Outer Cape family Cottage. .8 miles to Bay beach.
    Outer Cape family Cottage. .8 miles to Bay beach.
    Nice
    HolidayLettingsFrom $600
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  • Ultimate Vacation Home
    Ultimate Vacation Home
     
    HolidayLettingsFrom $260
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  • NEW LISTING! Lakefront home w/ hammock, bikes & pedal boat-5 min to downtown
    NEW LISTING! Lakefront home w/ hammock, bikes & pedal boat-5 min to downtown
     
    HolidayLettingsFrom $985
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  • Ocean Edge Resort One Bedroom Villa
    Ocean Edge Resort One Bedroom Villa
    Good
    AirbnbFrom $330
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  • NEW LISTING! Cozy condo w/ shared pools - near beaches, bike path & Rail Trail!
    NEW LISTING! Cozy condo w/ shared pools - near beaches, bike path & Rail Trail!
     
    AirbnbFrom $388
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See all 1,225 deals in Brewster

Brewster Vacation Rentals with a Pool

  • Ocean Edge, Presidential Bay Villa Two Bedroom
    Ocean Edge, Presidential Bay Villa Two Bedroom
    Good
    AirbnbFrom $1080
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  • Adorable condo w/ a furnished patio & a full kitchen - close to the water!
    Adorable condo w/ a furnished patio & a full kitchen - close to the water!
     
    AirbnbFrom $311
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See all deals in Brewster with a pool

Brewster Vacation Rentals with Wi-Fi

  • Large private room in lovely home by bay
    Large private room in lovely home by bay
    Excellent
    AirbnbFrom $106
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  • 1750 House
    1750 House
    Excellent
    AirbnbFrom $297
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  • NEW LISTING! Beautiful home w/ entertainment - near golf courses & Pleasant Bay
    NEW LISTING! Beautiful home w/ entertainment - near golf courses & Pleasant Bay
    Good
    AirbnbFrom $309
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  • Cozy Cape cottage w/ large backyard, deck & Ping-Pong - near golf/beaches!
    Cozy Cape cottage w/ large backyard, deck & Ping-Pong - near golf/beaches!
     
    AirbnbFrom $368
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See all deals in Brewster with WiFis

Brewster Pet-Friendly Vacation Rentals

  • Joe's Beach Hideaway
    Joe's Beach Hideaway
    Excellent
    AirbnbFrom $566
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  • Comfy place to stay
    Comfy place to stay
     
    AirbnbFrom $358
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  • Bayside Get-A-Way
    Bayside Get-A-Way
     
    AirbnbFrom $322
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See all deals in Brewster that allow pets

Brewster, Massachusetts Travel Guide

Brewster Mass is located on the southern crescent of the bay formed by the famous New England getaway, Cape Cod. The city is rich with history; it even was once a vacation spot for Helen Keller. Now the town is populated with fine summer homes and surrounded by spacious outdoor recreational areas.

Things to Do in Brewster, Massachusetts

For outdoor enthusiasts, definitely check out Nickerson State Park, an excellent place to putter around nature or even camp for the night. For those wanting to see some nature without actually visiting it, go to Brewster’s Cape Cod Museum of Natural History. Sports fans can catch a summer night’s game featuring the Brewster Whitecaps of the famous Cape Cod Baseball League, a team that once was home for Hall of Famers like Tony Gwynn.

Best Time to Visit Brewster, Massachusetts

Definitely go in summer when out-of-towners bring life to the town.

Price and Availability in Brewster

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The most expensive month to stay in a vacation rental in Brewster is in August, while the cheapest month is in February. The most popular time to book a vacation rental in Brewster is in the high season in August. Brewster has its low season in January, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Brewster tends to be Wednesday, while the most expensive day tends to be Friday. Vacation homes in Brewster tend to be busiest on Saturdays, while it tends to be much quieter on Mondays.

The Weather in Brewster

86º 49º
3.23
88º 54º
0.81
91º 58º
1.36
85º 51º
3.35
76º 32º
5.78
64º 19º
7.87
57º 20º
4.45
55º 5º
3.37
56º 13º
7.53
61º 21º
5.03
61º 28º
3.92
80º 42º
1.75
Jun
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Sep
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Jan
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Rainy days
This climate histogram shows you the weather patterns in Brewster. The warmest months in Brewster are May and June, when temperatures reach 91 ˚F. The coolest month is January, when temperatures drop to 5 ˚F. The wettest month in Brewster is November with 7.87 inches of rain, while the driest month is July with 0.81 inches of rain.

What Expert Travelers Think

Vacation Rentals in Brewster

Browse accommodations from all the best providers including Airbnb, Bed and Breakfast, RedAwning and more at AllTheRooms.com. AllTheRooms has 1,231 vacation rentals, hotels and other great places to stay while you enjoy Brewster, with everything from budget hostels and homestays to extravagant Airbnbs and hotels. If you are trying to save money, the cheapest place to stay in Brewster is only $19 per night. In general, an accommodation in Brewster will cost you $352 per night.

If you want to stay connected during your vacation, then you can choose from over 512 accommodations in Brewster that have WiFi. We have 45 accommodations that include a breakfast included. Fitness addicts can get a workout in during their stay by choosing from 60 accommodations that have gyms. If you're planning on getting to Brewster by car, be sure to choose from 500 accommodations that provide parking. 44 vacation rentals come with a pool or jacuzzi

AllTheRooms has 92 pet-friendly places to stay in Brewster, so if you're traveling with your cat or dog you won't have any problems.

In Brewster AllTheRooms currently compares hotels, vacation rentals, hostels from more than 5 providers, including 331 places to stay from Airbnb, 3 accommodations from Bed and Breakfast and 3 places to stay from RedAwning.

514 of the accommodations in Brewster have been reviewed and rated. 52% are rated great. 312 places to stay in are instantly bookable.

Destinations near Brewster