On Our Way Travel Great Barrington
Great Barrington
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Great Barrington

Oct 07 - Oct 08 ·
2 guests

Great Barrington Vacation Rentals

Great Barrington
2 guests

Adults:

2

Children:

0

Child’s age:

Over 20 stays assessed to highlight the standout picks

Navigation

1. Lakefront Berkshires Retreat W/ Deck, Dock & Boat!

2. Renovated Downtown Great Barrington House

3. Great Barrington Lakeside Getaway W/ Kayak & Grill

4. Beautiful House In The Woods, Huge Yard, Hot Tub

Cheap Vacation Rentals in Great Barrington Massachusetts

5. Light-Filled Gb Oasis, Trails, Lake, Fireplace

6. Half Moon By Avantstay

7. Great Barrington, Cabin Sleeps 14, Walk To Town

Pet Friendly Vacation Rentals Great Barrington Massachusetts

8. Modern Escape Near Main Street

9. Private Home Overlooking Stevens Lake

10. Sunsets On Blue Hill, Newly Renovated Farmhouse

Luxury Vacation Rentals Great Barrington

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Lakefront Berkshires Retreat W/ Deck, Dock & Boat!

Great Barrington, MA, 01230
6.6 km (4.1 mi) from city center
186
  • Cookware/ Kitchen utensils
  • Free parking
  • Flat-screen TV
  • Ironing facilities
  • Heating
7.5
4 reviews
~ US$339 / night

Lakefront Berkshires Retreat W/ Deck, Dock & Boat!

6.6 km (4.1 mi) from city center
186
  • Cookware/ Kitchen utensils
  • Free parking
  • Flat-screen TV
  • Ironing facilities
  • Heating

Lakefront Berkshires Retreat W/ Deck, Dock & Boat!

7.5
4 reviews
From US$ 339 / night
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Renovated Downtown Great Barrington House

Castle Hill Avenue 62
0.3 km (0.2 mi) from city center
152
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf course
  • Sun loungers
10
7 reviews
~ US$782 / night

Renovated Downtown Great Barrington House

0.3 km (0.2 mi) from city center
152
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf course
  • Sun loungers

Renovated Downtown Great Barrington House

10
7 reviews
From US$ 782 / night
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Great Barrington Lakeside Getaway W/ Kayak & Grill

307 Long Pond Rd
6.2 km (3.8 mi) from city center
204
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Ironing facilities
  • Heating
9.3
3 reviews

Great Barrington Lakeside Getaway W/ Kayak & Grill

6.2 km (3.8 mi) from city center
204
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Ironing facilities
  • Heating

Great Barrington Lakeside Getaway W/ Kayak & Grill

9.3
3 reviews

Cheap Vacation Rentals in Great Barrington Massachusetts

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Beautiful House In The Woods, Huge Yard, Hot Tub

4 Button Down Lane
6.9 km (4.3 mi) from city center
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Terrace
  • Garden area
10
1 reviews
~ US$631 / night

Beautiful House In The Woods, Huge Yard, Hot Tub

6.9 km (4.3 mi) from city center
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Terrace
  • Garden area

Beautiful House In The Woods, Huge Yard, Hot Tub

10
1 reviews
From US$ 631 / night
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Light-Filled Gb Oasis, Trails, Lake, Fireplace

179 Beartown Mountain Rd
11.2 km (7.0 mi) from city center
159
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Garden area
10
1 reviews

Light-Filled Gb Oasis, Trails, Lake, Fireplace

11.2 km (7.0 mi) from city center
159
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Garden area

Light-Filled Gb Oasis, Trails, Lake, Fireplace

10
1 reviews
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Half Moon By Avantstay

6 Berkshire Circle
5.7 km (3.5 mi) from city center
153
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Heating
  • Patio
7
1 reviews
~ US$552 / night

Half Moon By Avantstay

5.7 km (3.5 mi) from city center
153
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Heating
  • Patio

Half Moon By Avantstay

7
1 reviews
From US$ 552 / night

Pet Friendly Vacation Rentals Great Barrington Massachusetts

  • Top location
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Great Barrington, Cabin Sleeps 14, Walk To Town

18 Castle Lane
0.2 km (0.1 mi) from city center
166
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Sun loungers
7
1 reviews
~ US$690 / night

Great Barrington, Cabin Sleeps 14, Walk To Town

0.2 km (0.1 mi) from city center
166
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Sun loungers

Great Barrington, Cabin Sleeps 14, Walk To Town

7
1 reviews
From US$ 690 / night
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Modern Escape Near Main Street

Lake Avenue 16
0.7 km (0.5 mi) from city center
139
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area
1
1 reviews
~ US$420 / night

Modern Escape Near Main Street

0.7 km (0.5 mi) from city center
139
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Modern Escape Near Main Street

1
1 reviews
From US$ 420 / night
  • Great deal
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Private Home Overlooking Stevens Lake

84 Stevens Lake
8.3 km (5.1 mi) from city center
229
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Golf course
  • Skiing

Private Home Overlooking Stevens Lake

8.3 km (5.1 mi) from city center
229
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Golf course
  • Skiing

Private Home Overlooking Stevens Lake

Great Barrington Vacation Rentals Oceanfront

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Sunsets On Blue Hill, Newly Renovated Farmhouse

30 Blue Hill Road
2.3 km (1.4 mi) from city center
6
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Sunsets On Blue Hill, Newly Renovated Farmhouse

2.3 km (1.4 mi) from city center
6
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Sunsets On Blue Hill, Newly Renovated Farmhouse

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Perfect Nature Haven In Great Barrington

8 Alford Road
1.1 km (0.7 mi) from city center
226
  • BBQ facilities
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
  • Garden area

Perfect Nature Haven In Great Barrington

1.1 km (0.7 mi) from city center
226
  • BBQ facilities
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
  • Garden area

Perfect Nature Haven In Great Barrington

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River Cottage - Riverfront Home In Walkable Community

16 Cottage Street
0.3 km (0.2 mi) from city center
157
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Garden area

River Cottage - Riverfront Home In Walkable Community

0.3 km (0.2 mi) from city center
157
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Garden area

River Cottage - Riverfront Home In Walkable Community

Great Barrington Vacation Rentals with Private Pool

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Berkshire Magic Studio Apartment

16 South Street 4 On Second Floor
0.6 km (0.4 mi) from city center
23
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV

Berkshire Magic Studio Apartment

0.6 km (0.4 mi) from city center
23
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV

Berkshire Magic Studio Apartment

Vacation rentals near Great Barrington

  • Guest favorite
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Berkshire Mountain Lodge

8 Dan Fox Dr
25.2 km (15.7 mi) from Great Barrington
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Fitness centre
  • Heated swimming pool
8.8
651 reviews
~ US$153 / night

Berkshire Mountain Lodge

25.2 km (15.7 mi) from Great Barrington
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Fitness centre
  • Heated swimming pool

Berkshire Mountain Lodge

8.8
651 reviews
From US$ 153 / night
  • Best-rated
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Clover Hill Farm & Country Inn

249 Adams Road
58.4 km (36.3 mi) from Great Barrington
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Golf course
  • Sun terrace
9.7
141 reviews
~ US$250 / night

Clover Hill Farm & Country Inn

58.4 km (36.3 mi) from Great Barrington
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Golf course
  • Sun terrace

Clover Hill Farm & Country Inn

9.7
141 reviews
From US$ 250 / night

Are you in a hurry?

Here is a quick list of Vacation Rentals in Great Barrington, selected based on their rating

Name of hotel Accommodation Rating Price, $
Lakefront Berkshires Retreat W/ Deck, Dock & Boat!

7.5 / 10

(4 Reviews)

 From 339$
Renovated Downtown Great Barrington House

10.0 / 10

(7 Reviews)

 From 782$
Beautiful House In The Woods, Huge Yard, Hot Tub

10.0 / 10

(1 Reviews)

 From 631$
Half Moon By Avantstay

7.0 / 10

(1 Reviews)

 From 552$
Great Barrington, Cabin Sleeps 14, Walk To Town

7.0 / 10

(1 Reviews)

 From 690$

Location