Brewster Vacation Rentals

Our Favorite Vacation Rentals in Brewster

  • New Listing! Sunny Gem W/ Big Deck, Walk To Lakes Home
     Country House
    Booking.com
    From
    $279
  • NEW LISTING! Adorable condo w/ patio & full kitchen - close to the water!
     Home/Apartment
    HolidayLettings
    From
    $318
  • New Listing! Spacious Home On Hinkleys Pond Home
     Country House
    Booking.com
    From
    $166
  • Charming, Updated Cottage With Glamping Bunkhouse Steps From The Beach
     3br Home/Apartment
    HolidayLettings
    From
    $360
  • The Harwich House
     Country House
    Booking.com
    From
    $155
  • Like New 3 BR House near golf, bike trail, beaches, Cape Cod Baseball League, AC
     3br Home/Apartment
    HolidayLettings
    From
    $393
  • Orleans Oasis
     Country House
    Booking.com
    From
    $230
  • Nice clean house 1/4 mile walk to Sesuit Harbor!
    Good4br Home/Apartment
    HolidayLettings
    From
    $402

Check prices for these upcoming dates

Brewster Vacation Rentals with Wi-Fi

  • Blue Skyes Brewster
    ExcellentHome/Apartment
    Airbnb
    From
    $90
  • The Drake Cottage - Brewster Beach Getaway
    Excellent2br Cottage
    Airbnb
    From
    $342
  • Family Friendly Home at Bay!
    Excellent4br Home/Apartment
    Airbnb
    From
    $303
  • MIM’S COTTAGE
    Excellent2br Home/Apartment
    Airbnb
    From
    $226

Brewster Pet-Friendly Vacation Rentals

  • #509: 4000+ sq. foot new construction close to downtown Orleans and Pleasant Bay
     5br Home/Apartment
    HolidayLettings
    From
    $514
  • #421: Waterfront 1-br cottage with open concept kitchen/living w/ amazing views.
    ExcellentHome/Apartment
    HolidayLettings
    From
    $157
  • #429: 75 yard walk to pristine pond, bring your dog, family, and friends!
     4br Home/Apartment
    HolidayLettings
    From
    $291
  • Beautiful home across street from Stage Harbor, paddle boards, pets considered
     5br Home/Apartment
    HolidayLettings
    From
    $583

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

Most expensive
Most availability
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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 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 Weather in Brewster

Rainy days
76° 32°
6
64° 19°
8
57° 20°
4
55°
3
56° 13°
8
61° 21°
5
61° 28°
4
80° 42°
2
86° 49°
3
88° 54°
1
91° 58°
1
85° 51°
3
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Rainy days

This climate histogram shows you the weather patterns in Brewster. The hottest month in Brewster is May, when temperatures peak at 91 ˚F. The coolest month is December, when temperatures drop to 5 ˚F. The wettest month in Brewster is February with 7.87 inches of rain, while the driest month is June with 0.81 inches of rain.

What Expert Travelers Think

  • — I love All the Rooms because instead of having to check one place for home rentals, another for hotel, another for bed and breakfasts, and yet another for a room rental in a private residence, I can finally see EVERYTHING at one site; saving me considerable time

    Jeff Campbell
    Jeff CampbellMiddle Class Dad
  • — I love AllTheRooms because it enables me to compare a range of providers in just one search. I'd normally spend time checking prices across a range of platforms by visiting different websites one-by-one, so this helps me to save time on my accommodation searches while planning my upcoming trips

    Kacie Morgan
    Kacie MorganThe Rare Welsh Bit
  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly

Vacation Rentals in Brewster

At AllTheRooms.com we have rentals from all of the leading providers - Airbnb, Bed and Breakfast, RedAwning and others. AllTheRooms has 1,434 vacation rentals, hotels and other great places to stay during your time in Brewster, with everything from inexpensive hostels and homestays to extravagant Airbnbs and hotels. If you are wanting to keep costs down, the lowest priced place to stay in Brewster comes in at $50 a night. A typical rental in Brewster costs on average $352 per night.

If you want internet access during your stay in Brewster, then you can choose from over 594 places to stay that have WiFi internet. 47 places to stay include a morning meal. Choose from 66 places to stay that provide gym facilities, so you don't miss a single workout. If you're planning on arriving in Brewster by car, be sure to choose from 569 accommodations that provide parking. 54 accommodations have a a pool or jacuzzi

Those traveling with a cat, dog or some other animal can stay in one of 93 accommodations that are designated as pet-friendly.

We compare vacation rentals, hotels and other unique accommodation types from many providers in Brewster, including 402 places to stay from Airbnb, 5 accommodations from Bed and Breakfast and 4 places to stay from RedAwning

691 of the accommodations in Brewster have been reviewed and rated. 53% are rated excellent or good. 399 accommodations allow instant booking.

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