265+ Vacation Rentals & Holiday Homes in Great Barrington |
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Great Barrington Accommodations - Hotels & Rentals

About Great Barrington Vacation Rentals

Discover More than 265 Incredible Getaway Rentals Available in Great Barrington. 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 Great Barrington.

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 Great Barrington, 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 Great Barrington. The Average Size of Places to Stay Near Great Barrington is 1357.62 ft², with Prices Averaging US $594 per Night.

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

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Top Hotels & Vacation Rentals in Great Barrington

Type Count
Vacation Homes 189
Cottages 18
Holiday Apartments 17
Villas 1

Use these Quick Filters to Find a Vacation Rental in Great Barrington

★ 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 Great Barrington with Online Reservations.

Weather in Great Barrington, MA

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

December - February
High 44°F       Low 20°F
March - May
High 68°F       Low 24°F
June - August
High 83°F       Low 57°F
September - November
High 78°F       Low 30°F

Activities Great BarringtonGuest Reviews Local Attractions

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


Ski Butternut
Beartown State Forest
Housatonic River Walk
Lake Buel
Dry Hill
Lake Mansfield Park
Mahaiwe Performing Arts Center
Les Trois Emme Winery
W.E.B. Du Bois Boyhood Homesite
Art et Industrie
Tanglewood Music Center
Catamount Ski Area
Mohawk Mountain Ski Area
Norman Rockwell Museum
National Shrine of the Divine Mercy
Lee Prime Outlets
Bousquet Ski Area
Lime Rock Park
Olana State Historic Site

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Lake Mansfield Park 138 Properties
Mahaiwe Performing Arts Center 134 Properties
Housatonic River Walk 132 Properties
Ski Butternut 127 Properties
W.E.B. Du Bois Boyhood Homesite 117 Properties
Art et Industrie 109 Properties
Alford 89 Properties
Dry Hill 64 Properties
New Marlborough 37 Properties
North Egremont 35 Properties
Egremont 35 Properties
Beartown State Forest 35 Properties

Frequently Asked Questions About Great Barrington?

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

We provide an array of great vacation destinations in Great Barrington. If you are looking to stay in or around the Great Barrington 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 Great Barrington:

How many Hotels & Vacation Rentals have private pools in Great Barrington?

We have 20 Hotels & Vacation Rentals featuring a private pool in and near Great Barrington. Some of the best destinations to stay that feature or have access to a swimming pool are:

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

Searching for a family-friendly getaway in Great Barrington? 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 Great Barrington?

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 265 in the Great Barrington 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 Great Barrington.


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