What types of vacation rentals are available in Great Barrington?

There are loads of different property types that you can make your vacation home in Great Barrington. You’ll find apartments, cabins, campgrounds, cottages and houses.

Are there any pet-friendly vacation rentals in Great Barrington?

There are a number of dog and pet-friendly Great Barrington vacation rentals, with around 24% allowing you to bring your pet along with you.

How much is a vacation rental in Great Barrington for tonight?

In the last 72 hours, users have found Great Barrington vacation rentals for tonight for as low as $540.

How can I find vacation rentals near me in Great Barrington?

Take a look at our vacation rentals map to find the best vacation rental homes near you.

Great Barrington Vacation Rentals from $130/night

KAYAK searches hundreds of travel sites at once for vacation home deals in Great Barrington

...and more

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Great Barrington vacation rentals

A four-season forest cabin

Great Barrington, MA

Spa

$746+

Check availability

Berkshire Vacation Rentals: Great Barrington Walkable To Lake And Town

Great Barrington, MA

7.0Good(3)

Parking

Free Wi-Fi

Pet friendly

$472+

Check availability

Lakefront Berkshires Retreat with Deck, Dock and Boat!

Great Barrington, MA

7.3Good(19)

Free Wi-Fi

Pet friendly

$403+

Check availability

Romantic Berkshires Cottage - Stunning Views, Pool

Great Barrington, MA

Free Wi-Fi

Pool

Pet friendly

$366+

Check availability

Half Moon by AvantStay 4BR Cabin w Large Deck Yard w Patio Outdoor Dining

Great Barrington, MA

9.1Wonderful(8)

Free Wi-Fi

Pet friendly

$518+

Check availability

Cozy Great Barrington Home about 1 Mi to Ski Resort!

Great Barrington, MA

9.8Wonderful(14)

Free Wi-Fi

$463+

Check availability

Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9

Great Barrington, MA

Parking

Free Wi-Fi

Pet friendly

$387+

Check availability

Downtown GB apartment walk to shops and restaurants

Great Barrington, MA

$316+

Check availability

Great Barrington apartment, Short walk to downtown

Great Barrington, MA

$342+

Check availability

Renovated house on the Hill. Walk everywhere!

Great Barrington, MA

$565+

Check availability

Loft On Main St

Great Barrington, MA

Free Wi-Fi

$482+

Check availability

Fabulous Apartment - Great Barrington

Great Barrington, MA

Free Wi-Fi

Pool

$235+

Check availability

Impeccable House Minutes from Downtown Great Barrington

Great Barrington, MA

Free Wi-Fi

$532+

Check availability

Nestled minutes from Main Street, Great Barrington

Great Barrington, MA

$302+

Check availability

#2 - Nestled minutes from Main Street, Great Barrington

Great Barrington, MA

$316+

Check availability

New! Serene Great Barrington Cottage W/ Fire Pit!

Great Barrington, MA

Low season	February
High season	December
Average price (weeknight)	$6,470
Average price (weekend night)	$641

Cheapest month to stay with an average 86% drop in price.

Most expensive month to stay with an average 193% rise in price.

Average Sun - Thu price over the last 2 weeks.

Average Fri & Sat price over the last 2 weeks.

Vacation rentals in Great Barrington are around 71% more expensive than hotels on average. Search here to compare prices for all accommodation types in Great Barrington.
The best vacation rental properties in Great Barrington are Minutes from Ski Butternut, Tanglewood, and Downtown Great Barrington (10.0, 23 reviews), The Freeman- 14k Sf Estate 40acrs Tennis (10.0, 23), and Romantic Berkshires Cottage - Stunning Views, Pool (10.0, 21), based on ratings and reviews from real travelers.
If you’re looking for a cheap vacation rental in Great Barrington, you should consider visiting during the low season. The cheapest vacation homes in Great Barrington can be found in February and June.
The cheapest night for renting a vacation home in Great Barrington is Saturday. In contrast, the most expensive is Wednesday.
Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Great Barrington for 4 days.

See more tips

What types of vacation rentals are available in Great Barrington?
There are loads of different property types that you can make your vacation home in Great Barrington. You’ll find apartments, cabins, campgrounds, cottages and houses.
Are there any pet-friendly vacation rentals in Great Barrington?
There are a number of dog and pet-friendly Great Barrington vacation rentals, with around 24% allowing you to bring your pet along with you.
How much is a vacation rental in Great Barrington for tonight?
In the last 72 hours, users have found Great Barrington vacation rentals for tonight for as low as $540. Search here for similar prices
How can I find vacation rentals near me in Great Barrington?
Take a look at our vacation rentals map to find the best vacation rental homes near you.