Houses in Great Barrington and Apartments - Holiday Lettings - Holiday Rentals Great Barrington

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111 Holiday homes

(24) Excellent 

18

Holiday cottage letting

Berkshires / Great Barrington

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Ask owner if suitable for children

from £145 / night

£996 - £1,070 / week

Book View

from £145 / night

(4) Very Good 

18

Holiday home rental

Berkshires / Great Barrington

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £96 / night

£689 - £1,721 / week

Book View

from £96 / night

(2) Average 

27

Holiday home rental

Berkshires / Great Barrington

5 10 3 nights min

  • 5 bedrooms
  • sleeps 10
  • 3 nights min
  • Child friendly
  • Air conditioning

from £288 / night

£2,013 - £2,416 / week

Book View

from £288 / night

(1) Excellent 

24

Holiday home in Great Barrington

Berkshires / Great Barrington

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Nearest beach 0 km
  • Child friendly
  • Air conditioning

from £499 / night

£2,684 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from £499 / night

16

Holiday cottage in Great Barrington

Berkshires / Great Barrington

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Ask owner if suitable for children
  • Pet friendly
  • Private garden

from £137 / night

£1,370 / week

Book View

Responds fast!
avg. 16 minutes

from £137 / night

(1) Very Good 

14

Great Barrington holiday home rental

Berkshires / Great Barrington

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly

from £115 / night

£767 / week

Book View

Responds fast!
avg. 3 hours 49 minutes

from £115 / night

(4) Excellent 

30

Holiday home in Great Barrington

Berkshires / Great Barrington

5 12 2 nights min

  • 5 bedrooms
  • sleeps 12
  • 2 nights min
  • Nearest beach 0.32 km
  • Child friendly
  • Air conditioning

from £230 / night

£2,032 - £2,677 / week

Book View

from £230 / night

Great rentals within 20 miles that match your search

Distance approx 6.03 miles from Great Barrington Show on Map

31

Holiday home with golf nearby in Stockbridge

Berkshires / Stockbridge

4 9 2 nights min

  • 4 bedrooms
  • sleeps 9
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £345 / night

£2,410 / week

Book View

Responds fast!
avg. 1 hour 38 minutes

from £345 / night

Distance approx 11.19 miles from Great Barrington Show on Map

10

Holiday home in Copake

New York / Copake

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £152 / night

£1,024 / week

Book View

from £152 / night

Distance approx 15.06 miles from Great Barrington

(4) Excellent 

10

Holiday home in Richmond

Berkshires / Richmond

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £143 / night

£997 / week

Book View

from £143 / night

Distance approx 17.37 miles from Great Barrington

30

Holiday home with tennis court in Ancram

New York / Ancram

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £1,530 / night

£3,824 / week

Book View

from £1,530 / night

Distance approx 16.87 miles from Great Barrington

19

Ghent holiday home rental

New York / Ghent

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

from £230 / night

£1,278 / week

Book View

from £230 / night

Distance approx 19.46 miles from Great Barrington

(1) Excellent 

21

Old Chatham holiday home rental

New York / Old Chatham

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly

from £115 / night

£806 / week

Book View

from £115 / night

Distance approx 17.21 miles from Great Barrington

(1) Excellent 

11

Falls Village holiday apartment rental

Connecticut / Falls Village

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Private garden

from £172 / night

£1,205 / week

Book View

from £172 / night

Distance approx 11.81 miles from Great Barrington

(1) Excellent 

37

Cottage rental in Salisbury

Connecticut / Salisbury

2 4 30 nights min

  • 2 bedrooms
  • sleeps 4
  • 30 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £138 / night

£967 / week

Book View

from £138 / night

Distance approx 10.47 miles from Great Barrington Show on Map

(7) Excellent 

18

West Stockbridge holiday home rental

Berkshires / West Stockbridge

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £211 / night

£1,224 / week

Book View

from £211 / night

Distance approx 10.36 miles from Great Barrington

(2) Very Good 

12

Holiday home rental

Berkshires / Lenox

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £173 / night

£1,085 / week

Book View

from £173 / night

Distance approx 10.39 miles from Great Barrington

(1) Excellent 

13

Lee holiday home rental

Berkshires / Lee

4 14 3 nights min

  • 4 bedrooms
  • sleeps 14
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £613 / night

£3,067 / week

Book View

from £613 / night

Distance approx 8.65 miles from Great Barrington

(1) Excellent 

10

Tyringham holiday cottage rental

Berkshires / Tyringham

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Ask owner if suitable for children
  • Pet friendly

from £173 / night

£1,208 / week

Book View

Responds fast!
avg. 2 hours 24 minutes

from £173 / night

Distance approx 9.47 miles from Great Barrington Show on Map

(6) Excellent 

16

Cottage accommodation in Stockbridge

Berkshires / Stockbridge

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £219 / night

£1,381 / week

Book View

from £219 / night

Distance approx 8.71 miles from Great Barrington

(20) Very Good 

16

Holiday home in Monterey

Berkshires / Monterey

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £134 / night

£670 / week

Book View

from £134 / night

Distance approx 9.82 miles from Great Barrington Show on Map

11

Cottage rental in Copake Falls

New York / Copake Falls

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly

from £135 / night

£921 / week

Book View

from £135 / night

Distance approx 4.58 miles from Great Barrington Show on Map

24

New Marlborough holiday cottage rental

Berkshires / New Marlborough

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Pet friendly

from £85 / night

£591 / week

Book View

Responds fast!
avg. 24 minutes

from £85 / night

Distance approx 15.27 miles from Great Barrington

18

Holiday home in Becket

Berkshires / Becket

4 12 3 nights min

  • 4 bedrooms
  • sleeps 12
  • 3 nights min
  • Beach / lakeside relaxation
  • Private garden

from £150 / night

£1,033 / week

Book View

from £150 / night

Distance approx 10.93 miles from Great Barrington

(1) Excellent 

2

Holiday b&b rental

Berkshires / Lee

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Ask about pets

from £112 / night

£652 / week

Book View

Responds fast!
avg. 1 hour 38 minutes

from £112 / night

Distance approx 10.9 miles from Great Barrington

(2) Very Good 

12

Holiday apartment in Lee

Berkshires / Lee

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning

from £230 / night

£1,377 - £1,912 / week

Book View

from £230 / night

Distance approx 7.53 miles from Great Barrington Show on Map

22

Holiday home in Stockbridge

Berkshires / Stockbridge

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly
  • Ask about pets

from £576 / night

£3,451 / week

Book View

from £576 / night

Distance approx 10.93 miles from Great Barrington

7

Holiday b&b in Lee

Berkshires / Lee

1 6 2 nights min

  • 1 bedroom
  • sleeps 6
  • 2 nights min
  • Ask owner if suitable for children
  • Pet friendly

from £154 / night

£921 - £1,457 / week

Book View

Responds fast!
avg. 1 hour 38 minutes

from £154 / night

Distance approx 7.52 miles from Great Barrington Show on Map

4

Holiday farmhouse in Stockbridge

Berkshires / Stockbridge

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £115 / night

£691 / week

Book View

from £115 / night

Distance approx 12.11 miles from Great Barrington

(2) Excellent 

10

Holiday home in Lenox

Berkshires / Lenox

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £134 / night

£937 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £134 / night

Distance approx 9.88 miles from Great Barrington

15

Holiday private room accommodation

Berkshires / Lee

1 1 1 night min

  • 1 bedroom
  • sleeps 1
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km

from £52 / night

£96 / week

Book View

from £52 / night

Distance approx 7.6 miles from Great Barrington Show on Map

(36) Excellent 

20

Holiday home rental

Berkshires / West Stockbridge

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Child friendly
  • Pet friendly

from £199 / night

£956 - £2,335 / week

Book View

from £199 / night

Distance approx 17.98 miles from Great Barrington

16

Holiday farmhouse rental

New York / Claverack

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £191 / night

£1,370 - £1,903 / week

Book View

from £191 / night

Distance approx 13.41 miles from Great Barrington

22

Holiday home in Otis

Berkshires / Otis

6 14 7 nights min

  • 6 bedrooms
  • sleeps 14
  • 7 nights min
  • Ask owner if suitable for children
  • Ask about pets

from £460 / night

£3,221 - £4,295 / week

Book View

from £460 / night

Distance approx 11.95 miles from Great Barrington

(28) Excellent 

21

Holiday apartment in Lenox

Berkshires / Lenox

4 7 2 nights min

  • 4 bedrooms
  • sleeps 7
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

from £153 / night

£918 / week

Book View

from £153 / night

Distance approx 7.57 miles from Great Barrington Show on Map

4

Holiday farmhouse in Stockbridge

Berkshires / Stockbridge

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £115 / night

£691 / week

Book View

from £115 / night

Distance approx 4.07 miles from Great Barrington Show on Map

(14) Excellent 

Certificate of Excellence

55

Holiday apartment in North Egremont

Berkshires / North Egremont

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Air conditioning

Certificate of Excellence

from £145 / night

£959 / week

Book View

Responds fast!
avg. 35 minutes

from £145 / night

Distance approx 9.1 miles from Great Barrington Show on Map

6

Holiday barn rental

Berkshires / Lee

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Ask about pets
  • Private garden

from £119 / night

£650 / week

Book View

Responds fast!
avg. 1 hour 38 minutes

from £119 / night

Distance approx 15.11 miles from Great Barrington

14

Lee holiday townhouse rental

Berkshires / Lee

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Child friendly

from £90 / night

£625 / week

Book View

from £90 / night

Distance approx 15.82 miles from Great Barrington

18

Holiday home rental

New York / Craryville

5 12 2 nights min

  • 5 bedrooms
  • sleeps 12
  • 2 nights min
  • Child friendly

from £246 / night

£1,718 / week

Book View

from £246 / night