Find the perfect vacation home in Great Barrington - Casamundo base64Hash Find the perfect vacation home in Great Barrington - Casamundo

Find the perfect vacation home in Great Barrington

Anytime
Guests
Anytime
Guests
15 accommodations available

  • Price per night

    • Up to €100
    • €100 - €199
    • From €200

  • Distance to center

    • 1 mi
    • 2 mi
    • 3 mi

  • Rating

    • 4.5+
    • 4+

  • Services

    • WiFi
    • Kitchen
    • Air conditioning
    • TV
    • Washing machine
    • Dishwasher
    • Balcony/patio
    • Garden
    • Microwave
    • Fireplace
    • Cot

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets

  • Activities

    • Grill
    • Fishing

Top 15 most Recommended Vacation Rentals in Great Barrington

Discover your ideal Great Barrington vacation rental with real-time comparisons of 15 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Cottage Great Barrington
130 m² cottage ∙ 8 guests ∙ 3 bedrooms

Cottage with barbeque

Great Barrington, Berkshire County, Massachusetts, United States
Experience the perfect getaway in this Sheffield cabin for up to 8 guests, featuring a warm fireplace, a fully equipped kitchen, and convenient parking for a memorable st...
from €246
per night
from €246
per night
Check prices
Cottage Great Barrington
157 m² cottage ∙ 8 guests ∙ 4 bedrooms

Cottage with 4 bedrooms for 8 persons

Great Barrington, Berkshire County, Massachusetts, United States
This delightful cabin in Stockbridge offers a cozy fireplace, a fully equipped kitchen, and convenient parking, making it the perfect retreat for up to 8 guests. Book you...
from €407
per night
Outstanding(1 rating)
from €407
per night
Check prices
Cottage Great Barrington
121 m² cottage ∙ 8 guests ∙ 3 bedrooms

Nice cottage with BBQ | Suitable for remote work

Great Barrington, Berkshire County, Massachusetts, United States
This inviting cabin in Austerlitz accommodates up to 8 guests and features a cozy fireplace and a fully equipped kitchen, perfect for creating unforgettable memories in n...
from €397
per night
from €397
per night
Check prices
Cottage Great Barrington
217 m² cottage ∙ 9 guests ∙ 4 bedrooms

Cottage with barbeque & sauna

Great Barrington, Berkshire County, Massachusetts, United States
This inviting cabin in Copake accommodates up to 9 guests and features a relaxing sauna, a cozy fireplace, and a fully equipped kitchen, perfect for memorable getaways. B...
from €592
per night
from €592
per night
Check prices
House Great Barrington
464 m² house ∙ 14 guests ∙ 7 bedrooms

Holiday home with terrace, garden & BBQ | Lake view | Perfect for remote work

Great Barrington, Berkshire County, Massachusetts, United States
This stunning waterfront house rental in Spencertown offers a spacious yard, a cozy fireplace, and a balcony with beautiful views, perfect for gatherings of up to 20 gues...
from €1,502
per night
Outstanding(3 ratings)
from €1,502
per night
Check prices
Cottage Great Barrington
341 m² cottage ∙ 14 guests ∙ 4 bedrooms

Fully equipped lovely cottage with garden & barbeque | Suitable for remote work

Great Barrington, Berkshire County, Massachusetts, United States
This spacious cabin in Ashley Falls accommodates up to 14 guests and features a cozy fireplace, a fully equipped kitchen, and convenient parking. Perfect for your next ge...
from €417
per night
from €417
per night
Check prices
Cottage Great Barrington
Cottage ∙ 14 guests ∙ 6 bedrooms

Cottage with barbecue & pool

Great Barrington, Berkshire County, Massachusetts, United States
This spacious cabin in Stockbridge accommodates 14 guests and features a relaxing pool, inviting fireplace, fully equipped kitchen, and a beautiful balcony for unforgetta...
from €600
per night
from €600
per night
Check prices
Cottage Great Barrington
371 m² cottage ∙ 12 guests ∙ 4 bedrooms

Fully equipped ample cottage with barbecue

Great Barrington, Berkshire County, Massachusetts, United States
This spacious cabin in Spencertown accommodates up to 12 guests, featuring a cozy fireplace, a fully equipped kitchen, and a delightful balcony perfect for relaxation. Bo...
from €864
per night
from €864
per night
Check prices
House Great Barrington
153 m² house ∙ 10 guests ∙ 4 bedrooms

Fully equipped ample holiday home with garden | Mountain view | Pets are welcome

Great Barrington, Berkshire County, Massachusetts, United States
This spacious house rental in Great Barrington comfortably accommodates 10 guests and features a cozy fireplace, a fully equipped kitchen, and a lovely yard for outdoor e...
from €231
per night
Excellent(45 ratings)
from €231
per night
Check prices
Villa Great Barrington
Villa ∙ 6 guests ∙ 2 bedrooms

Family-oriented nice villa with pool, sauna & jacuzzi

Great Barrington, Berkshire County, Massachusetts, United States
This stunning villa in South Lee is perfect for families and events, featuring a pool, sauna, hot tub, and a full kitchen. Enjoy spacious accommodations for up to 6 guest...
from €158
per night
from €158
per night
Check prices
Condo Great Barrington
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with pool, BBQ & sauna | Water view

Great Barrington, Berkshire County, Massachusetts, United States
This stunning Lenox condo offers a sea view, perfect for families or events, with a pool, sauna, fireplace, and parking for an unforgettable getaway. Book your dream esca...
from €171
per night
from €171
per night
Check prices
Villa Great Barrington
Villa ∙ 4 guests ∙ 1 bedroom

Villa with sauna, jacuzzi & BBQ

Great Barrington, Berkshire County, Massachusetts, United States
This stunning villa in South Lee accommodates up to 4 guests and features a pool, sauna, hot tub, and a fully-equipped kitchen, making it perfect for family gatherings an...
from €113
per night
from €113
per night
Check prices
Villa Great Barrington
Villa ∙ 6 guests ∙ 2 bedrooms

Villa with sauna, pool & BBQ

Great Barrington, Berkshire County, Massachusetts, United States
This stunning villa in South Lee features a pool, sauna, hot tub, and a fully equipped kitchen, perfect for families or events, accommodating up to six guests in style an...
from €176
per night
from €176
per night
Check prices
House Great Barrington
196 m² house ∙ 6 guests ∙ 3 bedrooms

House with barbeque, terrace & garden

Great Barrington, Berkshire County, Massachusetts, United States
This delightful house rental in Stockbridge accommodates up to 8 guests and features a welcoming fireplace, spacious yard, convenient parking, and a fully equipped kitche...
from €205
per night
Outstanding(35 ratings)
from €205
per night
Check prices
House Great Barrington
253 m² house ∙ 8 guests ∙ 4 bedrooms

House with terrace & barbeque

Great Barrington, Berkshire County, Massachusetts, United States
This inviting house rental in Stockbridge comfortably accommodates up to 8 guests and features a cozy fireplace, a fully equipped kitchen, and convenient parking. A perfe...
from €223
per night
Outstanding(7 ratings)
from €223
per night
Check prices

Vacation rentals and apartments with air conditioning

Cool comfort in Great Barrington: Choose a vacation rental with air conditioning - book your stay!

Condo Great Barrington
from €110 per night
Condo ∙ 4 guests ∙ 1 bedroom

Flat with sauna, pool & barbecue | Water view

Great Barrington, Berkshire County, Massachusetts, United States
Air conditioning
Check prices
House Great Barrington
from €445 per night
371 m² House ∙ 12 guests ∙ 4 bedrooms

Fully equipped holiday home with garden & BBQ | Mountain view

4.8
Outstanding(54 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Air conditioning
Check prices
Cottage Great Barrington
from €337 per night
196 m² Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with terrace, garden & BBQ

4.8
Outstanding(35 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Air conditioning
Check prices
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Vacation Homes With Fireplaces

Cozy retreat: Snuggle up in your Great Barrington vacation rental with a warm fireplace - reserve now!

Cottage Great Barrington
from €392 per night
189 m² Cottage ∙ 12 guests ∙ 5 bedrooms

Cottage with barbecue, garden & terrace

4.7
Excellent(82 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Fireplace
Check prices
Cottage Great Barrington
from €764 per night
280 m² Cottage ∙ 10 guests ∙ 4 bedrooms

Fully equipped pleasant cottage with pool & barbecue | Suitable for remote work

Great Barrington, Berkshire County, Massachusetts, United States
Fireplace
Check prices
Cottage Great Barrington
from €854 per night
540 m² Cottage ∙ 18 guests ∙ 6 bedrooms

Fully equipped pleasant cottage with barbeque

Great Barrington, Berkshire County, Massachusetts, United States
Fireplace
Check prices
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Frequently asked questions

What are the most popular accommodations in the area?

The most popular accommodation types in Great Barrington are bed and breakfast rental and house rentals. With 15 accommodations in Great Barrington, the perfect vacation home is only one click away.

How much does it cost to stay the night?

With Casamundo you can find rentals in Great Barrington starting at €110 - On average, you will stay in a 153 m² (House rentals) or a 30 m² (Bed and breakfast rental).

Do you offer pet-friendly bed and breakfast rental in Great Barrington?

We have the perfect options for you and your furry companions. Cottage are the most pet-friendly accommodations in Great Barrington with an average price of €453 per night.

Do you offer accommodations for traveling with a group?

For your vacation in Great Barrington, we do offer accommodations for groups. The typical bed and breakfast rental has space for 3 guests.

Top cities to visit

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Most popular vacation destinations close to Great Barrington

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