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Brewster Vacation Rentals

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Our Favorite Vacation Rentals in Brewster

  • 2BR Condo at Ocean Edge Resort
    2BR Condo at Ocean Edge Resort
     2br Home/Apartment
    RedAwningFrom $446
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  • #803: Charming home, huge deck, minutes from several Brewster bayside beaches!
    #803: Charming home, huge deck, minutes from several Brewster bayside beaches!
     4br Home/Apartment
    HolidayLettingsFrom $256
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  • Charming 4BR Cottage -- Steps to Long Pond
    Charming 4BR Cottage -- Steps to Long Pond
     4br Home/Apartment
    RedAwningFrom $742
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  • #804: Newly furnished vacation home located directly on Sheep Pond, sleeps 8!
    #804: Newly furnished vacation home located directly on Sheep Pond, sleeps 8!
     4br Home/Apartment
    HolidayLettingsFrom $284
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  • New Listing! Spacious Home on Hinkleys Pond
    New Listing! Spacious Home on Hinkleys Pond
     3br Home/Apartment
    RedAwningFrom $605
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  • Charming house w/ deck, fire pit, private balcony with garden views!
    Charming house w/ deck, fire pit, private balcony with garden views!
     2br Home/Apartment
    HolidayLettingsFrom $314
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  • 3BR Near Bike Trail & Beach
    3BR Near Bike Trail & Beach
     3br Home/Apartment
    RedAwningFrom $579
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  • Like New 3 BR House near golf, bike trail, beaches, Cape Cod Baseball League, AC
    Like New 3 BR House near golf, bike trail, beaches, Cape Cod Baseball League, AC
     3br Home/Apartment
    HolidayLettingsFrom $393
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See all 1,371 deals in Brewster

Brewster Vacation Rentals with a Pool

  • Updated Farmhouse w/ Pool -- Near Oyster Pond
    Updated Farmhouse w/ Pool -- Near Oyster Pond
     5br Home/Apartment
    RedAwningFrom $1444
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  • Cape Cod, Ocean Edge Resort, The Brewster Roost
    Cape Cod, Ocean Edge Resort, The Brewster Roost
    Excellent2br Home/Apartment
    AirbnbFrom $266
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  • Ocean Edge Condo
    Ocean Edge Condo
    Excellent2br Home/Apartment
    AirbnbFrom $268
    View Deal
See all deals in Brewster with a pool

Brewster Vacation Rentals with Wi-Fi

  • Wooded Chatham Home on the Monomoy
    Wooded Chatham Home on the Monomoy
     3br Home/Apartment
    RedAwningFrom $704
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  • Bright 3BR w/ Sunroom & Deck – Minutes to Beaches
    Bright 3BR w/ Sunroom & Deck – Minutes to Beaches
     3br Home/Apartment
    RedAwningFrom $647
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  • Freshly Updated Cape Cod Getaway, Minutes to Beach
    Freshly Updated Cape Cod Getaway, Minutes to Beach
     3br Home/Apartment
    RedAwningFrom $572
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  • 3BR Gem at Cape Cod Bay w/ Water Views
    3BR Gem at Cape Cod Bay w/ Water Views
     3br Home/Apartment
    RedAwningFrom $1152
    View Deal
See all deals in Brewster with WiFis

Brewster Pet-Friendly Vacation Rentals

  • #903: huge private yard, patio - updated expansive home. Bring your dog!
    #903: huge private yard, patio - updated expansive home. Bring your dog!
     4br Home/Apartment
    HolidayLettingsFrom $337
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  • New Listing! Spacious Retreat w/ Deck – Near Beach
    New Listing! Spacious Retreat w/ Deck – Near Beach
     4br Home/Apartment
    RedAwningFrom $728
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  • #509: 4000+ sq. foot new construction close to downtown Orleans and Pleasant Bay
    #509: 4000+ sq. foot new construction close to downtown Orleans and Pleasant Bay
     5br Home/Apartment
    HolidayLettingsFrom $521
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  • New Listing! Quiet Retreat w/ Backyard Gazebo
    New Listing! Quiet Retreat w/ Backyard Gazebo
     5br Home/Apartment
    RedAwningFrom $714
    View Deal
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

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
86º 49º
3.23
88º 54º
0.81
Aug
Sep
Oct
Nov
Dec
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Mar
Apr
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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 vacation rentals from all the leading providers including Airbnb, Bed and Breakfast, RedAwning and many more at AllTheRooms.com. We have 1,371 vacation rentals, hotels and other accommodation types in Brewster ranging from low-cost options to luxury places to stay. When traveling on a budget, the most economical place to stay in Brewster is available at $50 per night. A typical rental in Brewster costs on average $348 per night.

If you have to have internet access during your time in Brewster, then you can choose from over 575 accommodations that have WiFi internet. We have 47 accommodations that include a breakfast included. You can keep up with your workout routine by staying at one of 63 accommodations that provide gym facilities. If you are driving to Brewster, you'll want to pick from 551 places to stay that provide parking. 49 accommodations come with a pool or jacuzzi

AllTheRooms has 82 pet-friendly places to stay in Brewster, so if you're traveling with your cat or dog you won't have any trouble.

We combine a wide variety of Brewster accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 5 providers, including 387 places to stay from Airbnb, 5 accommodations from Bed and Breakfast and 4 places to stay from RedAwning.

613 of the rentals in Brewster have been reviewed by previous guests. They rated 52% as excellent or good. You can instantly book any of 398 places to stay right now.

Destinations near Brewster