Title: Holiday Rentals Great Barrington from £200: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

[Great Barrington Travel Guide](https://expedia.co.uk/Great-Barrington.dx110336)[Hotels in Great Barrington](https://expedia.co.uk/Great-Barrington-Hotels.d110336.Travel-Guide-Hotels)[Flights to Great Barrington](https://expedia.co.uk/Cheap-Flights-To-Great-Barrington.d110336.Travel-Guide-Flights)[Great Barrington Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Great-Barrington.d110336.Car-Hire-Guide)[Great Barrington Holidays](https://expedia.co.uk/Great-Barrington.d110336.Holidays-City-Breaks)

![Great Barrington showing signage and night scenes](https://images.trvl-media.com/place/110336/4c3d827f-8ba1-4754-a7a1-6fe14b81f0f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Search Holiday Rentals in Great Barrington

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## Check prices for these dates

Tonight

[10 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=110336&startDate=2026-01-10&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[11 Jan - 12 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=110336&startDate=2026-01-11&endDate=2026-01-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=110336&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=110336&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Great Barrington holiday rentals

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/52bc41a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/c50e9e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/caf5dd09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/6137aab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Great Barrington

[](https://www.expedia.co.uk/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information)

9.8/10

Exceptional

(26 reviews)

"Great stay in a cool, new space, totally walkable to Railroad St. I would definitely go back to GB and would try to stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cameron M.

£200

includes taxes & fees

11 Jan - 12 Jan

[](https://www.expedia.co.uk/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/862ec0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Games room](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/cc4451e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/055ed8a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, eco-friendly cleaning products](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/52345b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Great Barrington

[](https://www.expedia.co.uk/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.Hotel-Information)

9.2/10

Wonderful

(7 reviews)

"The host was exceptional and so kind. The location was in close proximity to 3 quaint New England small towns whose downtowns had many restaurants and local shops to enjoy-Great Barrington (GB Eats for breakfast), Stockbridge (best shopping) and Lenox (exceptional dinner at Frankie’s Italian). The house looked updated on the outside but inside looked like early 1900s with a hint of Victorian influence. My only caution is for anyone with mobility issues as all 3 bedrooms and the only (very small)...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathy C.

£216

includes taxes & fees

23 Jan - 24 Jan

[](https://www.expedia.co.uk/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.Hotel-Information)

![Smart TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/30000000/29620000/29615600/29615546/8d87241a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29620000/29615600/29615546/64f95c5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29620000/29615600/29615546/d712468a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/30000000/29620000/29615600/29615546/87b97def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Great Barrington

[](https://www.expedia.co.uk/Great-Barrington-Hotels-Great-Barrington-Get-Away.h29615546.Hotel-Information)

9.4/10

Exceptional

(26 reviews)

"We stayed here for Memorial Day weekend and had a wonderful trip. Close to the downtown shops, and all the supplies a family needs staying in a home. Thanks for the great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elizabeth G.

£419

includes taxes & fees

11 Jan - 12 Jan

[](https://www.expedia.co.uk/Great-Barrington-Hotels-Great-Barrington-Get-Away.h29615546.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/84000000/83080000/83078600/83078515/6df69928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83080000/83078600/83078515/5b8e72ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83080000/83078600/83078515/97e69372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/84000000/83080000/83078600/83078515/d2195b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Egremont

[](https://www.expedia.co.uk/Great-Barrington-Hotels-Views-Of-Catamount.h83078515.Hotel-Information)

10/10

Exceptional

(7 reviews)

"This was a very lovely home to stay in for our family, everything you need is in the house (basic things minus food of course) We would definitely book this house again when we visit the Berkshires again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jason W.

£927

includes taxes & fees

19 Jan - 20 Jan

[](https://www.expedia.co.uk/Great-Barrington-Hotels-Views-Of-Catamount.h83078515.Hotel-Information)

![TV, fireplace, printers](https://images.trvl-media.com/lodging/121000000/120150000/120149100/120149051/4d94597a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120150000/120149100/120149051/772f14ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120150000/120149100/120149051/61aeb8a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Games room](https://images.trvl-media.com/lodging/121000000/120150000/120149100/120149051/dc9a1bf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Great Barrington

[](https://www.expedia.co.uk/Great-Barrington-Hotels-Berkshires-Best-Large-Deck-With-Hotub.h120149051.Hotel-Information)

10/10

Exceptional

(3 reviews)

"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Roberta

£1,013

includes taxes & fees

13 Jan - 14 Jan

[](https://www.expedia.co.uk/Great-Barrington-Hotels-Berkshires-Best-Large-Deck-With-Hotub.h120149051.Hotel-Information)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120050000/120045500/120045407/4f2c31bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120050000/120045500/120045407/w1424h960x16y0-bffb2a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120050000/120045500/120045407/803c069e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120050000/120045500/120045407/6873f6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Great Barrington

[](https://www.expedia.co.uk/Great-Barrington-Hotels-Cozy-Clean-Free-Bagel-Shop-3-Fireplaces.h120045407.Hotel-Information)

10/10

Exceptional

(1 review)

"The host was very responsive and friendly. The house was well equipped and very comfortable. We did get breakfast at the Great Barrington Bagel Company and had a great breakfast. Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary R.

£506

includes taxes & fees

8 Feb - 9 Feb

[](https://www.expedia.co.uk/Great-Barrington-Hotels-Cozy-Clean-Free-Bagel-Shop-3-Fireplaces.h120045407.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/aba54efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/4fcbd214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/324c211f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/504a6d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Chatham

[](https://www.expedia.co.uk/Chatham-Hotels-Sugar-Shack-300-Square-Feet-Of-Pure-Sweetness.h107109194.Hotel-Information)

10/10

Exceptional

(3 reviews)

"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sue G.

£275

includes taxes & fees

13 Jan - 14 Jan

[](https://www.expedia.co.uk/Chatham-Hotels-Sugar-Shack-300-Square-Feet-Of-Pure-Sweetness.h107109194.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/143defff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/21a1823e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/dd92adc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/2da92659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Chatham

[](https://www.expedia.co.uk/Chatham-Hotels-BLUSH-Boutique-TINY-Home-W-Private-Spa-Walk-To-New-Yorks-Cutest-Village.h102806391.Hotel-Information)

10/10

Exceptional

(6 reviews)

"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

scott B.

£275

includes taxes & fees

12 Jan - 13 Jan

[](https://www.expedia.co.uk/Chatham-Hotels-BLUSH-Boutique-TINY-Home-W-Private-Spa-Walk-To-New-Yorks-Cutest-Village.h102806391.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83780000/83773100/83773039/2a31a137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83780000/83773100/83773039/af7dd012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/84000000/83780000/83773100/83773039/3cbaf70c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/84000000/83780000/83773100/83773039/841a37ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Chatham

[](https://www.expedia.co.uk/Chatham-Hotels-HunnyHAUS-Deluxe-TINYprivate-Spawalk-To-Town.h83773039.Hotel-Information)

10/10

Exceptional

(9 reviews)

"Huny House was the most artistically created space we stayed in on our entire trip! We were sooo impressed and appreciated the attention to detail!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Patti S.

£314

includes taxes & fees

13 Jan - 14 Jan

[](https://www.expedia.co.uk/Chatham-Hotels-HunnyHAUS-Deluxe-TINYprivate-Spawalk-To-Town.h83773039.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/5d3c366a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7. The Mulberry Room | Living area | 32-inch Smart TV with satellite channels, TV](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/d4d763c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/4eca1141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/818a652c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Hudson

[](https://www.expedia.co.uk/Hudson-Hotels-Micosta-Leisure-Inn.h39664922.Hotel-Information)

9.4/10

Exceptional

(135 reviews)

"Very pleasent stay , and kind helpful staff ."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin

[](https://www.expedia.co.uk/Hudson-Hotels-Micosta-Leisure-Inn.h39664922.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/83d3f833_edited_d758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/a0f802bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/a133e616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/c729995e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Sherwood Forest

[](https://www.expedia.co.uk/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information)

10/10

Exceptional

(5 reviews)

"We loved it! Lots of local hiking trails and a wonderful relaxing place."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sharon K.

£287

includes taxes & fees

12 Jan - 13 Jan

[](https://www.expedia.co.uk/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/60000000/59990000/59987600/59987529/41313771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/60000000/59990000/59987600/59987529/90-d8c61953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/60000000/59990000/59987600/59987529/90-e74888f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59990000/59987600/59987529/3defce94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Hudson

[](https://www.expedia.co.uk/Hudson-Hotels-All-Comforts-Of-Home.h59987529.Hotel-Information)

9.8/10

Exceptional

(52 reviews)

"Loved the place and would love to come back. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Georgine

£102

includes taxes & fees

11 Jan - 12 Jan

[](https://www.expedia.co.uk/Hudson-Hotels-All-Comforts-Of-Home.h59987529.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/dba15cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/2281e60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/4e64ac0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/af01e53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Sherwood Forest

[](https://www.expedia.co.uk/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information)

9.6/10

Exceptional

(10 reviews)

"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James D.

£301

includes taxes & fees

12 Jan - 13 Jan

[](https://www.expedia.co.uk/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165421/c0b1b1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165421/4d94624e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165421/0800588d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165421/c1a3192b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Stephentown

[](https://www.expedia.co.uk/Stephentown-Hotels-8-Mi-To-Jiminy-Peak-Resort-Mtn-View-Home-W-Deck.h122165421.Hotel-Information)

£412

includes taxes & fees

22 Jan - 23 Jan

[](https://www.expedia.co.uk/Stephentown-Hotels-8-Mi-To-Jiminy-Peak-Resort-Mtn-View-Home-W-Deck.h122165421.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/w4000h2662x0y5-f1ed56ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/4fb8018b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/669a10ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/0ab9f2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Hinsdale

[](https://www.expedia.co.uk/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information)

9.8/10

Exceptional

(35 reviews)

"Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lindsey E.

£320

includes taxes & fees

11 Jan - 12 Jan

[](https://www.expedia.co.uk/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/73000000/72400000/72396900/72396823/032d6bf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/73000000/72400000/72396900/72396823/e8790e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/73000000/72400000/72396900/72396823/3d62705b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/73000000/72400000/72396900/72396823/1691fc0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in winsted

[](https://www.expedia.co.uk/Winsted-Hotels-Enjoy-A-Restful-Stay-With-Fast-Internet.h72396823.Hotel-Information)

9.2/10

Wonderful

(47 reviews)

"Fantastic hosts and great facilities would highly recommend"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Steve

£149

includes taxes & fees

16 Jan - 17 Jan

[](https://www.expedia.co.uk/Winsted-Hotels-Enjoy-A-Restful-Stay-With-Fast-Internet.h72396823.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/4b325a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/90-950a0f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/f501a761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/90-00a818b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Hudson

[](https://www.expedia.co.uk/Hudson-Hotels-All-The-Comforts-Of-Home.h59995220.Hotel-Information)

9.2/10

Wonderful

(29 reviews)

"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marisa P.

£108

includes taxes & fees

13 Jan - 14 Jan

[](https://www.expedia.co.uk/Hudson-Hotels-All-The-Comforts-Of-Home.h59995220.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/85000000/84360000/84357600/84357520/f0ba5959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/85000000/84360000/84357600/84357520/fbef3554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/85000000/84360000/84357600/84357520/1df26d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84360000/84357600/84357520/6d1211ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Lebanon Springs

[](https://www.expedia.co.uk/New-Lebanon-Hotels-Historic-Berkshires-Home-Near-Tanglewood.h84357520.Hotel-Information)

8.8/10

Excellent

(20 reviews)

"Great stay in the Berkshires for a wedding. Amanda was very accommodating and communicative. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wendy D.

£282

includes taxes & fees

12 Jan - 13 Jan

[](https://www.expedia.co.uk/New-Lebanon-Hotels-Historic-Berkshires-Home-Near-Tanglewood.h84357520.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/3db87cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/bf37a122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/38f44943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/68707c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Goshen

[](https://www.expedia.co.uk/Goshen-Hotels-Gate-House-Goshen-CT.h106031055.Hotel-Information)

9.4/10

Exceptional

(8 reviews)

"The property was great and the house was huge even for all 12 of us "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ryan L.

£487

includes taxes & fees

22 Jan - 23 Jan

[](https://www.expedia.co.uk/Goshen-Hotels-Gate-House-Goshen-CT.h106031055.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/8de4c71d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/00cc85e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/43b40eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/6b5af50f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in New Lebanon

[](https://www.expedia.co.uk/New-Lebanon-Hotels-Near-Tanglewood-Historic-Summer-Retreat.h99243554.Hotel-Information)

9.6/10

Exceptional

(24 reviews)

"Perfect cosy home to stay at for a Berkshire vacation. Easy to get to everything."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul S.

£267

includes taxes & fees

11 Jan - 12 Jan

[](https://www.expedia.co.uk/New-Lebanon-Hotels-Near-Tanglewood-Historic-Summer-Retreat.h99243554.Hotel-Information)

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.

[View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-01-24&endDate=2026-01-25&regionId=110336&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find holiday rentals that suit your style

Aparthotels

[](https://www.expedia.co.uk/Hotel-Search?destination=Great+Barrington%2C+Massachusetts%2C+United+States+of+America&regionId=110336&latLong=42.19598%2C-73.362007&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=APART_HOTEL)

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Great+Barrington%2C+Massachusetts%2C+United+States+of+America&regionId=110336&latLong=42.19598%2C-73.362007&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=VACATION_HOME)

Cabins

[](https://www.expedia.co.uk/Hotel-Search?destination=Great+Barrington%2C+Massachusetts%2C+United+States+of+America&regionId=110336&latLong=42.19598%2C-73.362007&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=CABIN)

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Great+Barrington%2C+Massachusetts%2C+United+States+of+America&regionId=110336&latLong=42.19598%2C-73.362007&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=APARTMENT)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Great+Barrington%2C+Massachusetts%2C+United+States+of+America&regionId=110336&latLong=42.19598%2C-73.362007&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=COTTAGE)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Great+Barrington%2C+Massachusetts%2C+United+States+of+America&regionId=110336&latLong=42.19598%2C-73.362007&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=CONDO)

Villas

[](https://www.expedia.co.uk/Hotel-Search?destination=Great+Barrington%2C+Massachusetts%2C+United+States+of+America&regionId=110336&latLong=42.19598%2C-73.362007&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=VILLA)

Chalets

[](https://www.expedia.co.uk/Hotel-Search?destination=Great+Barrington%2C+Massachusetts%2C+United+States+of+America&regionId=110336&latLong=42.19598%2C-73.362007&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=CHALET)

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## Top Great Barrington Hotel Reviews

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg)

### Berkshire Mountain Lodge

10/10 Excellent

"Great staff, clean comfortable room. "

[](https://expedia.co.uk/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg)

### Quality Inn

10/10 Excellent

"Clean room, friendly accomodating staff. Some noise in the morning from the floor above though, as I had a ground floor room."

[](https://expedia.co.uk/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg)

### Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent

"Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN"

[](https://expedia.co.uk/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg)

### Berkshires Untold

10/10 Excellent

"Delicious sundae! Cozy fire!"

[](https://expedia.co.uk/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg)

### The Yankee, Trademark Collection by Wyndham

10/10 Excellent

"All of the above!"

[](https://expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg)

### Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent

"Nice warm pool and hot tub. Good little fitness center. "

[](https://expedia.co.uk/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

![Monument Mountain Motel](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94_y.jpg)

### Monument Mountain Motel

10/10 Excellent

"AC/heat pump was good; found great breakfast at Marketplace about 280 feet away across the street. I'll be back."

[](https://expedia.co.uk/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information)

![Pocketbook Hotel and Bath](https://images.trvl-media.com/lodging/118000000/117880000/117877800/117877797/w4500h2996x0y0-b2a7729b_y.jpg)

### Pocketbook Hotel and Bath

10/10 Excellent

"Lovely with "

[](https://expedia.co.uk/Hudson-Hotels-Pocketbook-Hotel-And-Bath.h117877797.Hotel-Information)

![Prospect Berkshires](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/b42c4262_y.jpg)

### Prospect Berkshires

10/10 Excellent

"Wonderful stay - the property becomes a beautiful winter wonderland in December! Cabin was warm and well-designed, sauna was amazing and easily accessible all day, the staff was friendly, super responsive and drove us around the property when needed. Would recommend and plan to comeback!"

[](https://expedia.co.uk/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information)

## Find out more about Great Barrington

**Everything you need to know about** **Great Barrington** **holiday rentals**

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Great Barrington holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Great Barrington holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Great Barrington holiday rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Great Barrington. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Great Barrington holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Great Barrington holiday rentals we have selected for you start as low as £200 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Great Barrington rentals**

At Expedia, we put the best Great Barrington holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Great Barrington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Great Barrington holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Great Barrington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

- Trending destinations on Expedia.co.uk
- All accommodation types in Great Barrington

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- [South Wales Holiday Rentals ](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals)
- [North Wales Holiday Rentals ](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals)
- [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals)
- [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals)
- [Blackpool Holiday Rentals ](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals)
- [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations)
- [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals)
- [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals)
- [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals)
- [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals)
- [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations)
- [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations)
- [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations)
- [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations)
- [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations)

- [Holiday Homes in Great Barrington ](https://expedia.co.uk/Great-Barrington-Private-Holiday-Homes.d110336-aaPrivateHolidayHomes.Travel-Guide-Accommodation)
- [Cabin Rentals in Great Barrington ](https://expedia.co.uk/Great-Barrington-Cabins.d110336-aaCabins.Travel-Guide-Accommodation)
- [Chalets in Great Barrington ](https://expedia.co.uk/Great-Barrington-Chalets.d110336-aaChalets.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a holiday rental in Great Barrington?

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

### How many holiday rentals are there in Great Barrington?

### What can I see and do in Great Barrington?

### What are holiday rentals like in Great Barrington?

### Expedia's Latest Trends

Hotels

- [Plymouth Accommodation](https://expedia.co.uk/Plymouth-Hotels.d9512.Travel-Guide-Hotels)
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- [Honolulu Accommodation](https://expedia.co.uk/Honolulu-Hotels.d1488.Travel-Guide-Hotels)
- [Hyannis Accommodation](https://expedia.co.uk/Hyannis-Hotels.d1544.Travel-Guide-Hotels)
- [Nantucket Accommodation](https://expedia.co.uk/Nantucket-Hotels.d285.Travel-Guide-Hotels)
- [Seekonk Accommodation](https://expedia.co.uk/Seekonk-Hotels.d9301.Travel-Guide-Hotels)
- [Provincetown Family-Friendly Hotels](https://expedia.co.uk/Provincetown-Hotels-Family-Friendly-Hotel.0-0-d2909-tFamilyFriendlyHotel.Travel-Guide-Filter-Hotels)

Flights

- [Flights to TYR](https://expedia.co.uk/Cheap-Flights-To-Palestine.d9482.Travel-Guide-Flights)
- [Flights to DCA](https://expedia.co.uk/Cheap-Flights-To-Syria.d184113.Travel-Guide-Flights)
- [Flights to CHS](https://expedia.co.uk/Cheap-Flights-To-Saint-Helena-Island.d6141106.Travel-Guide-Flights)
- [Flights to FAI](https://expedia.co.uk/Cheap-Flights-To-North-Pole.d182915.Travel-Guide-Flights)
- [Flights to PVC](https://expedia.co.uk/Cheap-Flights-To-Provincetown.d2909.Travel-Guide-Flights)
- [Flights to SAN](https://expedia.co.uk/Cheap-Flights-To-San-Diego.d3073.Travel-Guide-Flights)

Cars

- [Car rental in Kayak Island](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Kayak-Island.d6193568.Car-Hire-Guide)
- [Enterprise Car Rentals In Plymouth](https://expedia.co.uk/Enterprise-Car-Rentals-In-Plymouth.d9512-c15.Car-Rental-Guide-Suppliers)
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- [Car rental in Hyannis](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Hyannis.d1544.Car-Hire-Guide)

Activities

- [Things to do in Hyannis](https://expedia.co.uk/Things-To-Do-In-Hyannis.d1544.Travel-Guide-Activities)
- [Things to do in Barnstable](https://expedia.co.uk/Things-To-Do-In-Barnstable.d9658.Travel-Guide-Activities)

Packages

- [Provincetown City Breaks](https://expedia.co.uk/Provincetown.d2909.Holidays-City-Breaks)
- [Brewster City Breaks](https://expedia.co.uk/Brewster.d9069.Holidays-City-Breaks)
- [Foxboro City Breaks](https://expedia.co.uk/Foxboro.d8136.Holidays-City-Breaks)

Holiday Rentals

- [Holiday Accommodation Lowell](https://expedia.co.uk/Lowell-Holiday-Rentals.d8422.Travel-Guide-HolidayRentals)

General

- [Visit Middleborough](https://expedia.co.uk/Middleborough.dx8850)
- [Visit Rockport](https://expedia.co.uk/Rockport.dx6350)
- [Visit Manchester-by-the-Sea](https://expedia.co.uk/Manchester-By-The-Sea.dx129363)
- [Visit Worcester](https://expedia.co.uk/Worcester.dx6023336)

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