Great Barrington Holiday Rentals: Short-Term Accommodations for Rent

Q: What are some of the best holiday rentals that Great Barrington has to offer?

Cozy Riverside Berkshires Retreat : This highly rated holiday home rental in Great Barrington is located on a river, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and an electric kettle, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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Our top choices for Great Barrington holiday rentals

Cozy Riverside Berkshires Retreat

Great Barrington

Cristine C.

HK$2,353 total

includes taxes & fees

15 Jun - 16 Jun

Home in Great Barrington

Great Barrington

Anonymous traveller

HK$2,858 total

includes taxes & fees

14 Jun - 15 Jun

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Great Barrington

Roberta

HK$10,441 total

includes taxes & fees

11 Jun - 12 Jun

3 bedrooms, iron/ironing board, WiFi, bed sheets

Cozy. Clean. Free bagel shop. 3 Fireplaces.

Great Barrington

Mary R.

HK$3,936 total

includes taxes & fees

17 Jun - 18 Jun

Perfect Nature Haven In Great Barrington

Great Barrington

Ethel B.

HK$18,873 total

includes taxes & fees

5 Jul - 6 Jul

Sugar Shack - 300 square feet of pure sweetness.

Chatham

Sue G.

HK$2,890 total

includes taxes & fees

23 Jun - 24 Jun

BLUSH: Boutique TINY homeprivate spawalk to town

Chatham

jack h.

HK$2,462 total

includes taxes & fees

15 Jun - 16 Jun

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Sherwood Forest

Sharon K.

HK$2,913 total

includes taxes & fees

11 Jun - 12 Jun

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Top Great Barrington Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"The view was great. It is in 10 to 30 minutes of places I wanted to visit. The staff went out of their way to accommodate me with the personal items I needed. I didn't need to use the Kayaks or pontoon that they rent to use on Lake Laural. The only drawback is no beach."

Berkshires Untold

10/10 Excellent

"The hotel was beautiful. My room was very nice exactly what I needed. The decor was very inviting and the bathroom was amazingly beautiful as well as the lounge and grounds of the property. My only one wish was that there was coffee in the room. Although you just had to walk to the lobby to get coffee in the morning, you had to get up and get dressed first which would have been more convenient if coffee was already in the room."

The Red Lion Inn

8/10 Good

"It is a charming, historic hotel. Dinner in the tavern was delicious and service was very good. The only thing we didn't like was the mattress, which needs to be replaced as it has divits. Other than that, it's a cool place that is fun to explore. Wish we were here longer to try out the pool. We did enjoy getting a cocktail from the bar and sitting in rockers on the front porch, watching the traffic go by."

The Yankee Inn

10/10 Excellent

"I got the impression that Yankee Inn has quite a history, although it has been recently updated and renovated. The staff were available and friendly. At times I felt I was on a 1950s movie set, imagining Bing Crosby singing in my head. I ultimately extended my stay because it's location was a hub for the many surrounding activities--it's slightly over an hour drive to Hartford, and I was happy to leave the hustle and bustle of the city and return to the beauty of the Berkshires. I was surrounded by nature, but a grocery store, pharmacy, laundromat, and stores were also a short distance down the road. An extensive daily breakfast selection surpassed any I've recently had, and I've done my fair share of traveling."

Find out more about Great Barrington

Search for holiday rentals in Great Barrington on Expedia! You can easily find your home rentals, villas, holiday apartments in Great Barrington using one of the methods below:

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Look no further and take a look at our great range of rental properties in Great Barrington!

Frequently asked questions

Can I find a holiday rental in Great Barrington?

Yes, there are holiday rentals in Great Barrington close to Mahaiwe Performing Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and live music in Great Barrington. Leave some time to check out the ski slopes and theatre scene during your trip.

What are some of the best holiday rentals that Great Barrington has to offer?

Cozy Riverside Berkshires Retreat: This highly rated holiday home rental in Great Barrington is located on a river, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and an electric kettle, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Great Barrington?

With 108 Expedia holiday rentals, you're guaranteed to find just the right place for your Great Barrington stay.

What can I see and do in Great Barrington?

Housatonic River Walk and Housatonic River are a couple of scenic spots to enjoy the outdoors, whereas Art et Industrie is one of the cultural attractions. Mahaiwe Performing Arts Center and Lake Mansfield Park are other places to visit while you're in town.

What are holiday rentals like in Great Barrington?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Great Barrington. Holiday rentals offer amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for family trips.

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