Choose from 121 vacation rentals located in Great Barrington, Massachusetts. Top filters in Great Barrington include Internet / Wifi, Air conditioner, and Kitchen or Kitchenette. Prices range from $94 to $10,593 per night. Our most popular vacation rental types near Great Barrington are Apartment and Hotel.

Top vacation rentals in Great Barrington

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Pool
9.8
Outstanding(123 Reviews)
5 BD, 3 Baths, sleeps 12 - the pool is open & a few openings for Summer 2024 !
House
 in Great Barrington
12 guests · 6 bedrooms · 3 baths
Garden · Pool · Kitchen or Kitchenette

Nestled in Great Barrington, this House is perfect for your next vacation. Enjoy 5 BD, 3 Baths, sleeps 12 - the pool is open & a few openings for Summer 2024 !'s top-rated amenities, including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Property building, On site
7.0
Good(198 Reviews)
Travelodge by Wyndham Great Barrington Berkshires
Motel
 in Great Barrington
2 full beds
Pool · Kitchen or Kitchenette · Air conditioner

Experience vacation in Great Barrington with our Motel, Travelodge by Wyndham Great Barrington Berkshires. Enjoy amenities such as Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Property building
7.8
Very good(436 Reviews)
Quality Inn
Inn
 in Great Barrington
1 king bed
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

The best choice in Great Barrington for Inn, for $245 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Bathroom, Bath
8.3
Excellent(270 Reviews)
Holiday Inn Express Great Barrington, an IHG Hotel
Hotel
 in Great Barrington
2star
2 queen beds
Pool · Kitchen or Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to Great Barrington? This Hotel offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Search by amenity

Explore vacation rentals with the most popular amenities in Great Barrington

Vacation rentals with internet & wifi in Great Barrington

Exterior
9.8
Outstanding(70 Reviews)
Location Location! Comfort and Privacy So Close to Downtown
House
 in Great Barrington
10 guests · 5 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Great Barrington, at $848 per night for your next great vacation.

$$$$
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Street view
7.8
Very good(217 Reviews)
Monument Mountain Motel
Motel
 in Great Barrington
1 king bed
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Are you ready to indulge in a relaxing getaway? Our Motel in Great Barrington has everything you need for a rejuvenating stay. Treat yourself to Monument Mountain Motel's exceptional amenities, such as Air conditioner, Internet / Wifi and Kitchen or Kitchenette.

$$$$
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Property view
7.7
Very good(4 Reviews)
Lakefront Berkshires Retreat with Deck, Dock and Boat!
House
 in Great Barrington
Pets allowed · Kitchen or Kitchenette · Internet / Wifi

Discover the beauty of Great Barrington with a stay at Lakefront Berkshires Retreat with Deck, Dock and Boat!, a top rated House with amenities such as Dishwasher, Fireplace and Internet / Wifi, and more.

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Property logo or sign
9.3
Outstanding(85 Reviews)
East Rock Inn
Motel
 in Great Barrington
1 sofa bed, 2 queen beds
Garden · Kitchen or Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Great Barrington at East Rock Inn for $155 for your next trip.

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Great Barrington

Great Barrington travel guide

Let us help you plan your perfect Great Barrington vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Great Barrington, and more.

Frequently asked questions

What is the price range for rentals in Great Barrington?

Vacation rentals in Great Barrington have a price range between $94-$10,593. The average price for rentals in Great Barrington is $409 per night.

What are the most popular vacation rental amenities in Great Barrington?

  • Internet / Wifi
  • Air conditioner
  • Kitchen or Kitchenette

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