67+ Vacation Rentals & Holiday Homes in Brewster |
  1. USA
  2. New York
  3. Poughkeepsie
  4. Brewster

Brewster Accommodations - Hotels & Rentals

About Brewster Vacation Rentals

Discover More than 67 Incredible Getaway Rentals Available in Brewster. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Brewster.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Brewster, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Brewster. The Average Size of Places to Stay Near Brewster is 803.67 ft², with Prices Averaging US $385 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Brewster. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

Show more
Show less

Top Hotels & Vacation Rentals in Brewster

Type Count
Vacation Homes 30
Holiday Apartments 7
Cottages 4
Villas 2

Use these Quick Filters to Find a Vacation Rental in Brewster

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Brewster with Online Reservations.

Weather in Brewster, NY

View the weather forecast for Brewster before booking your Brewster Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities BrewsterGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World BrewsterGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Brewster Public Library
Bear Mountain State Park
United States Military Academy
Ridgefield Playhouse
Dia Beacon
Danbury Fair Mall
SplashDown Beach
Harriman State Park
Thunder Ridge Ski Resort
The Glass House
Stormville Airport Antique Show & Flea Market
Candlewood Lake
Elephant's Trunk Flea Market
Westport Country Playhouse
Van Cortlandt Manor
Lake Waramaug
Highlands Country Club
Stamford Museum and Nature Center
Curtain Call
Garrison Golf Club

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Peach Lake 79 Properties
Town of Southeast 61 Properties
Brewster Public Library 56 Properties

Frequently Asked Questions About Brewster?

What are the top hotels, lake houses & vacation rentals in Brewster?

We provide an array of great vacation destinations in Brewster. If you are looking to stay in or around the Brewster area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Brewster:

Which hotel, lake house, or vacation rental in Brewster is best for families?

Searching for a family-friendly getaway in Brewster? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Brewster?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 67 in the Brewster area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Brewster.


People Also Ask

Online Reservation in Brewster

Recently Booked Hotels, Resorts, or Rentals in Brewster