Title: Great Barrington Vacation Rentals from CA $203: Short-Term Rentals for 2025 | Expedia.ca

  

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# Great Barrington Vacation Rentals

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## Check prices for these dates

In two weeks

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=110336&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=110336&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=110336&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jan 23 - Jan 25](https://www.expedia.ca/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)

## Vacation Rentals in Great Barrington

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39960000/39954400/39954364/c74b811e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39960000/39954400/39954364/c3f7f916.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/40000000/39960000/39954400/39954364/c7aa0091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39960000/39954400/39954364/e601a37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!

Great Barrington

10/10

Exceptional

(55)

"We loved Manor Lane! It had every amenity you could ask for. The house is fun and charming and there are thoughtful touches everywhere you look! We had fun watching movies in the living room, playing games in the lounge, cooking family meals in the spectacular kitchen and playing tennis in the sunshine. A perfect 10!"

[](https://www.expedia.ca/Great-Barrington-Hotels-Premiere-Berkshire-Country-Estate-W-Private-Pool-Tennis-Court-5-Mins-To-GB.h39954364.Hotel-Information)

![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/be941bed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/9e7f1a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/13f97fa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/d795e81b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!

Great Barrington

10/10

Exceptional

(27)

"Spacious, welcoming, so well stocked, we felt lucky to find the property."

[](https://www.expedia.ca/Great-Barrington-Hotels-Minutes-From-Ski-Butternut.h78701034.Hotel-Information)

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

![TV, fireplace, printers](https://images.trvl-media.com/lodging/121000000/120150000/120149100/120149051/6ef7616b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120150000/120149100/120149051/f98a9691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/121000000/120150000/120149100/120149051/ee5ac04d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Great Barrington

10/10

Exceptional

(1)

"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!"

CA $877

CA $1,963 total

includes taxes & fees

Oct 13 - Oct 14

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

![Indoor pool, outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/5c348ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/ebd04e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/f251fc45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/eda478dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ponds at Foxhollow

Lenox

8.6/10

Excellent

(131)

"We were 4 adult friends sharing a 2-bedroom and enjoyed the size of the space and the location of the condo was under a 10 min drive to all the sights"

[](https://www.expedia.ca/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.Hotel-Information)

![Balcony](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/d78d1e6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![8. The Riverview Room](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/40f18d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/287e98ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Micosta Leisure Inn

Hudson

9.2/10

Wonderful

(122)

"Great stay!"

CA $181

CA $203 total

includes taxes & fees

Oct 5 - Oct 6

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

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117390000/117382300/117382215/636f9a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117390000/117382300/117382215/378fd21d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117390000/117382300/117382215/fb68a83f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/118000000/117390000/117382300/117382215/d06b32cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 5-bedroom house in charming Lee with WiFi

Lee

CA $627

CA $1,144 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Lee-Hotels-Spacious-5-Bedroom-House-In-Charming-Lee-With-WiFi.h117382215.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/02c7301e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/a366bf74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/960bf7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/e175fcb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amore Estate - beautiful room with many places to explore and relax in.

Lenox

9.0/10

Wonderful

(29)

"Beautiful, spacious house in a great location!"

[](https://www.expedia.ca/Lenox-Hotels-October-Mountain-Escape.h91593496.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/53000000/52210000/52205500/52205462/6ebda3cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/53000000/52210000/52205500/52205462/2839a304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/53000000/52210000/52205500/52205462/017128d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/53000000/52210000/52205500/52205462/b632cc22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront Fall Foliage in New England Just 2 Hours From NYC

Sharon

10/10

Exceptional

(83)

"Great location and fully equipped cabin! I hope to return sometime soon Everything was perfect!"

[](https://www.expedia.ca/Sharon-Hotels-Lakefront-Fall-Foliage-In-New-England-Just-2-Hours-From-NYC.h52205462.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107880000/107876100/107876022/20a59d87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/108000000/107880000/107876100/107876022/679a9bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107880000/107876100/107876022/221764d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/108000000/107880000/107876100/107876022/34f05e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

Dalton

10/10

Exceptional

(12)

"My husband and I and our little dog had an amazing stay in Dalton. The space was clean, perfectly decorated and comfortable! We only stayed a few days and wanted to stay so much longer! Coffee for the humans and frog toys and treats for Sully! Very convenient to all the Berkshires has to offer. Communication with the owner was prompt and always helpful!! Highly recommend and hope to return. "

[](https://www.expedia.ca/Dalton-Hotels-Bright.h107876022.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/afd0b229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/2598e461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/bc016b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/0f6c9404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peace and quiet on the lake

Sherwood Forest

9.6/10

Exceptional

(222)

"Comfortable home with amazing view. Enjoyed taking a walk around the lake (1 hour approx). Had an amazing dinner at Dream Away lodge which is 15 minutes away. "

[](https://www.expedia.ca/Becket-Hotels-Peace-And-Quiet-On-The-Lake.h30777071.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/5bf808fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/aa306e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/92ba9b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/aa330ef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Kemble- Built by a US Secretary of State in Lenox

Lenox

10/10

Exceptional

(17)

"Loved the property. Perfect for our gathering."

[](https://www.expedia.ca/Lenox-Hotels-The-Kemble-Built-By-A-US-Secretary-Of-State-In-Lenox.h76003386.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547893/9b0a12c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547893/5f52ca5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547893/aa174362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547893/197f0ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Summer Lake Cottage, private beach, Berkshire Hills, small village

Lakeville

9.4/10

Exceptional

(82)

"The house has rustic charm and sits right on the lake. It is a beautiful peaceful spot. "

[](https://www.expedia.ca/Lakeville-Hotels-Summer-Lake-Cottage.h33547893.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/052d8e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/be2467fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/70f669a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/ed51271f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Blue Elm - A Historic Berkshire Cottage

Sheffield

10/10

Exceptional

(10)

"Everything was great...and beautiful!"

CA $279

CA $564 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Sheffield-Hotels-The-Blue-Elm-A-Historic-Berkshire-Cottage.h101469345.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/119000000/118470000/118467400/118467341/cb8efd3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118470000/118467400/118467341/ac949794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118470000/118467400/118467341/0bc1df65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118470000/118467400/118467341/d975f5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Whispering Estate Guest House - A Romantic Countryside Getaway

Goshen

10/10

Exceptional

(3)

"Beautiful property and great location. A true retreat. "

CA $1,115

CA $1,691 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Goshen-Hotels-Charming-Retreat-At-Stone-Hill-Estate-Nature-Meets-Luxury.h118467341.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34008000/34007913/2800c888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34010000/34008000/34007913/a4d043dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34008000/34007913/b0c97427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/35000000/34010000/34008000/34007913/2cd290f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Enjoy comfortable elegance in this secluded grand home located in town

Lenox

10/10

Exceptional

(73)

"Great location for access to both Tanglewood and Lenox center. "

[](https://www.expedia.ca/Lenox-Hotels-Enjoy-Comfortable-Elegance-In-This-Secluded-Grand-Home-Located-In-Town.h34007913.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/20000000/19220000/19210700/19210630/4f0cf212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/20000000/19220000/19210700/19210630/71823c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19220000/19210700/19210630/22dc99a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19220000/19210700/19210630/21d7f1c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Sherwood Forest

9.6/10

Exceptional

(225)

"Great place to get away from it all. Very quiet. Short drive to trailheads and restaurants and all the other hustle and bustle of the Berkshires."

[](https://www.expedia.ca/Becket-Hotels-Quiet-Comfortable-Cabin-5-Min-Walk-To-Swimming-And-Boating.h19210630.Hotel-Information)

![Outdoor banquet area](https://images.trvl-media.com/lodging/34000000/33550000/33547100/33547021/d18a944f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![8 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/34000000/33550000/33547100/33547021/1221456e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33550000/33547100/33547021/bd7a6d87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33550000/33547100/33547021/5cffc772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS

Old Chatham

9.6/10

Exceptional

(91)

"What a lovely property. Laurie was so kind and helpful checking us in, and the house was so fun. Would absolutely stay here again. "

[](https://www.expedia.ca/Old-Chatham-Hotels-Beautiful-Special-5-Star-EstateReduced-Rates-For-Smaller-Groups-Inquire-Now.h33547021.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/9fa6f837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/13f82703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/edf60411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/eca50f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Guesthouse Cabin vacation rentals in Berkshire County

Sheffield

10/10

Exceptional

(9)

"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "

CA $514

CA $968 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Sheffield-Hotels-Guesthouse-Cabin-Vacation-Rentals-In-Berkshire-County.h99962392.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103280000/103270900/103270843/b2718775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103280000/103270900/103270843/fa193720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/104000000/103280000/103270900/103270843/8848cb67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/104000000/103280000/103270900/103270843/aaeed4cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Lakeshore House

Niverville

10/10

Exceptional

(1)

"Excellent stay!"

CA $676

CA $1,118 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Niverville-Hotels-The-Lodge-On-The-Lake.h103270843.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/a5ddb496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/85b23873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/7e362400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/63cb703a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Pittsfield

9.8/10

Exceptional

(148)

"We had a fabulous stay at this lovely home in the Berkshires! The house was well equipped with everything needed to make our stay with our family so enjoyable. Great communication with the host in helping to resolve a small issue with loss of power on 2nd floor but was easily resolved."

[](https://www.expedia.ca/Pittsfield-Hotels-Beautiful-8-Bedroom.h33492239.Hotel-Information)

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## Top Great Barrington Hotel Reviews

![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg)

### The Red Lion Inn

10/10 Excellent

"Great place! Food excellent ss well!"

[](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

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

### The Yankee, Trademark Collection by Wyndham

10/10 Excellent

"I honestly just spent the night as part of a longer road-trip, but I found it quiet and comfortable, and the room was very clean when I arrived. Slept well, but unfortunately had to leave before breakfast."

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

![The Black Swan Lee - Lenox, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1_y.jpg)

### The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"The staff was helpful, friendly. Nice location. The room was very clean and quiet, but so much of the place is brown. Brown carpet, brown paneled walls, brown chair, brown furniture, brown lamps. A minor detraction, but I look at hotel decor with a discerning eye and I like things to be less bland/mundane."

[](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information)

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

### Quality Inn

10/10 Excellent

"Clean Room, good parking, conveniently located near down town."

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

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

### Berkshires Untold

10/10 Excellent

"Absolutely loved this place. It was quant, hip, affordable and just all around stunning! Worth it all! Would stay there again in a heartbeat. "

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

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

### Berkshire Mountain Lodge

10/10 Excellent

"A bit out dated but nice area for fireplace during winter overlooking the pool. Rugs need to go in the hallways, they are UGLY! Service was friendly, the rooms are equiped with utensils, fridge, microwave etc and spacious. Hot tub and grills. Recommend"

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

![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](//images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg)

### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent

"Clean property with plenty to do!"

[](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)

![Holiday Inn Express & Suites Pittsfield - Berkshires by IHG](//images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915_y.jpg)

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

10/10 Excellent

"Easy to find nice staff very clean facility"

[](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information)

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

### Prospect Berkshires

10/10 Excellent

"I had an absolutely amazing time here, it is even more beautiful than the pictures. Where do I begin! Right from the start we were greeted by welcoming staff who gave us a tour of the property on a golf cart as we reached our cabin. Golf carts are offered and easily available for a lift to anywhere within the property that you’d like. The shower pressure was perfect and hot as well. Our cabin was curated to feel cozy and came equipped with beach chairs, umbrellas and beach towels. The saunas and locker rooms were beautifully made. We enjoyed spending timing at the lake going kayaking as well and then sitting at the fire pit to star gaze. We also enjoyed playing pickleball/tennis at the court. My only quip would be that the pool water is still quite cool despite being heated. The whole property is an experience in itself. You can tell it was produced with a lot of meticulous attention to detail. I am already dreaming of when I can come back here! "

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

## Find out more about Great Barrington

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

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Great Barrington vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Great Barrington vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Great Barrington vacation rentals we have selected for you start as low as CA $203 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 vacation 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 vacation.

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.ca
-   All accommodation types in Great Barrington

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-   [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

-   [Vacation Homes in Great Barrington](https://expedia.ca/Great-Barrington-Private-Vacation-Homes.d110336-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Cottages in Great Barrington](https://expedia.ca/Great-Barrington-Cottages.d110336-aaCottages.Travel-Guide-Accommodation)
-   [Apartments in Great Barrington](https://expedia.ca/Great-Barrington-Apartments.d110336-aaApartments.Travel-Guide-Accommodation)
-   [B&B in Great Barrington](https://expedia.ca/Great-Barrington-Bed-And-Breakfast.d110336-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Farmstay in Great Barrington](https://expedia.ca/Great-Barrington-Agritourism.d110336-aaAgritourism.Travel-Guide-Accommodation)
-   [Cabin Rentals in Great Barrington](https://expedia.ca/Great-Barrington-Cabins.d110336-aaCabins.Travel-Guide-Accommodation)
-   [Motels in Great Barrington](https://expedia.ca/Great-Barrington-Motels.d110336-aaMotels.Travel-Guide-Accommodation)
-   [Guest Houses in Great Barrington](https://expedia.ca/Great-Barrington-Guest-Houses.d110336-aaGuestHouses.Travel-Guide-Accommodation)
-   [Condo Rentals in Great Barrington](https://expedia.ca/Great-Barrington-Condos.d110336-aaCondos.Travel-Guide-Accommodation)
-   [Inns in Great Barrington](https://expedia.ca/Great-Barrington-Inns.d110336-aaInns.Travel-Guide-Accommodation)
-   [Resorts in Great Barrington](https://expedia.ca/Great-Barrington-Resort-Hotels.d110336-aaResortHotels.Travel-Guide-Accommodation)
-   [Aparthotels in Great Barrington](https://expedia.ca/Great-Barrington-Apart-Hotels.d110336-aaApartHotels.Travel-Guide-Accommodation)
-   [Chalets in Great Barrington](https://expedia.ca/Great-Barrington-Chalets.d110336-aaChalets.Travel-Guide-Accommodation)
-   [Villas in Great Barrington](https://expedia.ca/Great-Barrington-Villas.d110336-aaVillas.Travel-Guide-Accommodation)
-   [Lodges in Great Barrington](https://expedia.ca/Great-Barrington-Lodges.d110336-aaLodges.Travel-Guide-Accommodation)
-   [Condo Resorts in Great Barrington](https://expedia.ca/Great-Barrington-Condominium-Resort.d110336-aaCondominiumResort.Travel-Guide-Accommodation)
-   [Country Houses in Great Barrington](https://expedia.ca/Great-Barrington-Country-House.d110336-aaCountryHouse.Travel-Guide-Accommodation)

## Frequently asked questions

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

> Yes, there are vacation rentals close to the most popular points of interest in Great Barrington, or you can select a secluded option if you're looking for relaxation. Visitors like the top-notch restaurants and live music in Great Barrington. Leave some time to check out the ski slopes and theater scene during your trip.

### What are some of the best vacation rentals in Great Barrington?

> [Spacious 5-bedroom house in charming Lee with WiFi](https://www.expedia.ca/Lee-Hotels-Spacious-5-Bedroom-House-In-Charming-Lee-With-WiFi.h117382215.Hotel-Information): Located near Great Barrington, this vacation home rental offers a fireplace, a barbecue grill, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a dishwasher and a microwave can make your vacation run smoothly.

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

> With 95 Expedia vacation rentals, you're sure to find just the right place for your Great Barrington stay.

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

> Cultural attractions include Mahaiwe Performing Arts Center and Art et Industrie, whereas Housatonic River Walk and Housatonic River are a couple of picturesque spots to enjoy the outdoors. Lake Mansfield Park and Ski Butternut are other places to visit while you're in town.

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

> Vacation rentals are privately owned properties you can reserve for several days or more in Great Barrington. Vacation rentals offer extras such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family getaway.

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

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![QR code to download the app](data:image/png;base64,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)