Hot Great Barrington Cottage Rates

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Cottages in Great Barrington

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

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

Otis
Stay at this cottage in Otis. Enjoy free WiFi, a garden, and patios. Popular attractions Larkum Pond and Otis Reservoir are located nearby.
Private Island - Largest Fresh Water Reservoir in Mass....
Idillic summer getaway in Litchfield Hills, CT.

Idillic summer getaway in Litchfield Hills, CT.

Sharon
Stay at this cottage in Sharon. Enjoy free WiFi, a garden, and patios. Popular attractions Clarke Outdoors and West Cornwall Covered Bridge are located ...
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
Stay at this cottage in Otis. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Otis Reservoir and Tolland State Forest ...
East Otis Vacation Rental w/ Private Deck & BBQ!
Save an average of 15% on thousands of hotels when you're signed in
Cozy Berkshire cottage with fireplace.

Cozy Berkshire cottage with fireplace.

Pittsfield
Stay at this cottage in Pittsfield. Enjoy free WiFi, a garden, and patios. Popular attractions Bousquet Ski Area and Colonial Theater are located nearby.
Cozy Berkshire cottage with fireplace.
West Cornwall Cabin ~ 4 Mi to Covered Bridge!

West Cornwall Cabin ~ 4 Mi to Covered Bridge!

3 out of 5
West Cornwall
Stay at this 3-star cottage in Cornwall. Enjoy free parking, a garden, and in-room fireplaces. Popular attractions Mohawk Mountain State Park and Mohawk Mountain ...
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Welcome to the Red Bridge Cottage!

Welcome to the Red Bridge Cottage!

Valatie
Stay at this cottage in Valatie. Enjoy free WiFi, a garden, and patios. Popular attractions Shaker Museum and Library and Valatie Free Library are located ...
Welcome to the Red Bridge Cottage!
Private Lake Cottage on 3 acres w/350 sq. ft. deck

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

Becket
Stay at this cottage in Becket. Popular attractions Iroquis Waterfront and Pyramid Lake are located nearby.
Private Lake Cottage on 3 acres w/350 sq. ft. deck
Perfect Vacation Get Away - Historical New Marlborough

Perfect Vacation Get Away - Historical New Marlborough

New Marlborough
Stay at this cottage in Great Barrington. Enjoy free WiFi, a garden, and patios. Popular attractions Questing and New Marlborough Town Library are located ...
Perfect Vacation Get Away - Historical New Marlborough
Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!

Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!

Hudson
Stay at this cottage in Hudson. Enjoy free WiFi, a garden, and patios. Popular attractions Max and Lillian Katzman Theater and Hudson Opera House are located ...
Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!
Don't see what you're looking for?
See all available properties in Great Barrington
View all properties
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
115 Cottages
Lowest Price
NZ$131
Highest Price
NZ$318
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!, Cozy Berkshire cottage with fireplace., West Cornwall Cabin ~ 4 Mi to Covered Bridge!, Welcome to the Red Bridge Cottage!, Private Lake Cottage on 3 acres w/350 sq. ft. deck , Perfect Vacation Get Away - Historical New Marlborough, Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!

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 NZ$167 per night from 30 Dec to 31 Dec
NZ$167
includes taxes & fees
30 Dec - 31 Dec
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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 NZ$237 per night from 12 Jan to 13 Jan
NZ$237
includes taxes & fees
12 Jan - 13 Jan 2025
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
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 NZ$318 per night from 5 Jan to 6 Jan
NZ$318
includes taxes & fees
5 Jan - 6 Jan 2025
Book a stay at this spa hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Save an average of 15% on thousands of hotels when you're signed in
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is NZ$131 per night from 24 Dec to 25 Dec
NZ$131
includes taxes & fees
24 Dec - 25 Dec
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Monument Mountain Motel
Don't see what you're looking for?
See all available properties in Great Barrington
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.