Great Barrington house rentals

We found 552 house rentals — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday home rentals in Great Barrington?
Pick from 552 holiday home rentals in Great Barrington that have more value, privacy, amenities and space than the average hotel room. Consider houses in popular areas such as Town of Copake, Canann Village Historic District and North Canaan.
How much does it cost to stay in a holiday rental house in Great Barrington?
Your dream holiday home rental in Great Barrington is waiting to be discovered, with a range of prices from budget-conscious accommodation to more high-end properties. Enter your travel details and then filter based on your preferences, making sure you find the best place for your getaway.
When is the best time to rent a holiday house in Great Barrington?
January is when the majority of Stayz guests stay in a holiday home rental in Great Barrington, which is located in The Berkshires. Average temperatures range from -8ºC to -2ºC during this month.
Where can I rent a Great Barrington holiday house with great views?
At Stayz, we have holiday home rentals with views that'll make you want to press pause while you soak it all in. To find houses in Great Barrington with epic vistas, enter your travel dates, then sort your search results by "Recommended" and "Guest rating" and see what's available. Want to really immerse yourself in your scenic surroundings? Look for holiday homes with balconies or outdoor spaces.
Does Great Barrington have any weekend house rentals?
Explore our weekend rentals and start packing for an exciting couple of days away. Our main tips for booking your perfect house in Great Barrington? Be flexible when searching and change your travel dates until you find the holiday home rental that matches your style.
Are there any pet-friendly house rentals in Great Barrington?
Yes, you'll find 12 holiday home rentals that allow pets in Great Barrington, so your furry friend won't miss out on the adventures. Use our filter tool to look for pet-friendly houses that come with perks like dog beds and complimentary treats for them, and a bunch of cosy amenities for you.
What are the top things to do in Great Barrington?
Tanglewood Music Centre, National Shrine of the Divine Mercy and Norman Rockwell Museum are top-rated attractions that'll keep the whole crew entertained in Great Barrington. There's nothing like travel to bring everyone together, so check out our holiday home rentals in this exciting destination.
Why should I book my holiday rental house with Stayz?
Booking your holiday home rental with Stayz means you'll have the entire place to yourselves — your own private retreat, without any interruptions or distractions from other people. Plus, our flexible payment and cancellation policies give you the freedom to alter your plans if you need to.
Holiday Rental options in Great Barrington

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