Hot Great Barrington Cottage Rates

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Featured Cottages in Great Barrington

Private Island - Largest Fresh Water Reservoir in Mass....

Private Island - Largest Fresh Water Reservoir in Mass....

Otis
With a stay at this cottage in Otis, you'll be on the waterfront, just steps from Otis Reservoir and a 4-minute drive from Larkum Pond.
Private Island - Largest Fresh Water Reservoir in Mass....
Idillic summer getaway in Litchfield Hills, CT.

Idillic summer getaway in Litchfield Hills, CT.

Sharon
When you stay at this cottage in Sharon, you'll be on a river, within a 5-minute drive of Housatonic Meadows State Park and West Cornwall Covered Bridge.
Idillic summer getaway in Litchfield Hills, CT.
East Otis Vacation Rental w/ Private Deck & BBQ!

East Otis Vacation Rental w/ Private Deck & BBQ!

East Otis
With a stay at this cottage in Otis, you'll be steps from Otis Reservoir and a 3-minute drive from Larkum Pond.
East Otis Vacation Rental w/ Private Deck & BBQ!
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4 Mi to Skiing: Cottage w/ Fire Pit in Richmond!

4 Mi to Skiing: Cottage w/ Fire Pit in Richmond!

2 out of 5
Richmond
With a stay at this cottage in Richmond, you'll be within a 15-minute drive of Tanglewood Music Center and Nordeen Marsh Natural Heritage Area.
4 Mi to Skiing: Cottage w/ Fire Pit in Richmond!
Two Bedroom Cottage Close To Town

Two Bedroom Cottage Close To Town

Sharon
Located in Sharon, this cottage is a 4-minute drive from Bodhi Tree Gallery and 7 minutes from TriArts Sharon Playhouse.
Two Bedroom Cottage Close To Town
Private Lake Cottage on 3 acres w/350 sq. ft. deck

Private Lake Cottage on 3 acres w/350 sq. ft. deck

Becket
Located in Becket, this cottage is a 4-minute drive from Iroquis Waterfront and 6 minutes from October Mountain State Forest.
Private Lake Cottage on 3 acres w/350 sq. ft. deck
Cozy Berkshire cottage with fireplace.

Cozy Berkshire cottage with fireplace.

Pittsfield
With a stay at this cottage in Pittsfield, you'll be in the mountains, within a 15-minute drive of Tanglewood Music Center and Guido's Marketplace.
Cozy Berkshire cottage with fireplace.
Welcome to the Red Bridge Cottage!

Welcome to the Red Bridge Cottage!

Valatie
Located in Valatie, this cottage is in a rural location, within a 10-minute drive of Shaker Museum and Library and Valatie Free Library.
Welcome to the Red Bridge Cottage!
West Cornwall Cabin ~ 4 Mi to Covered Bridge!

West Cornwall Cabin ~ 4 Mi to Covered Bridge!

3 out of 5
West Cornwall
Located in Cornwall, this cottage is within a 5-minute drive of Mohawk Mountain State Forest and Mohawk Mountain State Park.
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Great Barrington Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Great Barrington will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Great Barrington definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Great Barrington, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Great Barrington Cottages essential information

Accommodation
116 Cottages
Lowest Price
AU$115
Highest Price
AU$273
Popular accommodation
Private Island - Largest Fresh Water Reservoir in Mass...., Idillic summer getaway in Litchfield Hills, CT., East Otis Vacation Rental w/ Private Deck & BBQ!, 4 Mi to Skiing: Cottage w/ Fire Pit in Richmond!, Two Bedroom Cottage Close To Town, Private Lake Cottage on 3 acres w/350 sq. ft. deck , Cozy Berkshire cottage with fireplace., Welcome to the Red Bridge Cottage!, West Cornwall Cabin ~ 4 Mi to Covered Bridge!

Top trending hotels in Great Barrington

Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is AU$152 per night from 10 Feb to 11 Feb
AU$152
includes taxes & fees
10 Feb - 11 Feb
With a stay at Quality Inn in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 7 minutes by foot from ...
Quality Inn
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
Fully refundable
The price is AU$225 per night from 6 Feb to 7 Feb
AU$225
includes taxes & fees
6 Feb - 7 Feb
With a stay at Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel in Great Barrington, you'll be on a river, just steps from Housatonic River ...
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is AU$273 per night from 24 Feb to 25 Feb
AU$273
includes taxes & fees
24 Feb - 25 Feb
A stay at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires places you in the heart of Great Barrington, within a 5-minute drive of Housatonic ...
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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The Little Lion

The Little Lion

3 out of 5
506 Stockbridge Road, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is AU$115 per night from 23 Feb to 24 Feb
AU$115
includes taxes & fees
23 Feb - 24 Feb
Located in Great Barrington, The Little Lion is within a 10-minute drive of Ski Butternut and Berkshire Botanical Garden.
The Little Lion
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.