Great Barrington rentals with pool

We found 368 rentals with pool — enter your dates for availability

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

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Frequently asked questions

Are there any holiday rentals with a pool in Great Barrington?
Check out our 368 holiday rentals with a pool and begin organising your trip to Great Barrington. Whether you want to be in Town of Copake, Canann Village Historic District, North Canaan or another popular area, you'll find the perfect poolside retreat on Stayz.
How much does it cost to stay in a holiday rental with a pool in Great Barrington?
Exactly where you stay, when you plan to travel and the length of your trip will influence how much you pay for a holiday rental with a pool in Great Barrington. Key in your travel dates on Stayz, then select the right one for you and get ready to make a splash.
When is the best time to book a holiday rental with a pool in Great Barrington?
January is when the majority of guests book a holiday rental with a pool in Great Barrington, which is in The Berkshires. The average temperature ranges from -8ºC to -2ºC at this time of year.
What holiday rentals with a pool in Great Barrington have nice views?
From splashing around to poolside cocktail parties, a holiday rental with a pool promises fun and excitement by the water. Toss in some epic views and you won't want your break to end. Use our filter tools to customise your search for a Great Barrington stay that comes with the conveniences you want and vistas that inspire wonder.
Are there holiday rentals with a private pool in Great Barrington?
Morning, noon or night, go for a swim whenever you want when you book a holiday rental with a private pool in Great Barrington. To search for Stayz properties that'll increase the fun factor during your getaway, use our "Private pool" filter.
What are the top things to do in Great Barrington?
Fun times in Great Barrington are on the agenda for the fam when you stay at a holiday home rental with a pool. On top of visiting popular attractions like Tanglewood Music Centre, National Shrine of the Divine Mercy and Norman Rockwell Museum, you'll be able to spend your downtime poolside.
Why should I book my holiday rental with a pool with Stayz?
When you choose a Stayz holiday rental with a pool, the only people you'll share your space with are those you take with you. It'll only be you and your loved ones with the whole property to yourselves splashing around as you like. Our flexible cancellation policies also mean you can book your rental house with confidence should your plans change.