Houses in Berkshires and Cottages – Holiday Lettings - Holiday Rentals Berkshires

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North America Holidays
193554 properties
United States Holidays
149097 properties
Hancock
19 properties
Stockbridge
15 properties
Lee
15 properties
Houses Great Barrington
8 properties
West Stockbridge
7 properties
North Adams
6 properties
Lenox
6 properties
Becket
5 properties
Monterey
5 properties

Berkshires

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137 Holiday homes

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 £353 / night

£2,466 / week

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from £353 / night

24

Ski home to rent in West Stockbridge

Berkshires / West Stockbridge

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ski
  • Child friendly

from £130 / night

£905 / week

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Responds fast!
avg. 8 minutes

from £130 / night

(6) Excellent 

16

Cottage accommodation in Berkshires

Berkshires / Stockbridge

3 7 min stay varies

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

from £223 / night

£1,409 - £1,957 / week

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from £223 / night

(2) Excellent 

16

Cottage letting in Berkshires

Berkshires / Hancock

1 6 2 nights min

  • 1 bedroom
  • sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £114 / night

£783 / week

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from £114 / night

(4) Excellent 

10

Holiday home in Berkshires

Berkshires / Richmond

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £146 / night

£1,018 / week

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from £146 / night

13

Hancock holiday condo rental

Berkshires / Hancock

2 7 2 nights min

  • 2 bedrooms
  • sleeps 7
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £172 / night

£1,200 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £172 / night

(20) Very Good 

16

Holiday home in Berkshires

Berkshires / Monterey

3 8 1 night min

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

from £137 / night

£685 - £1,390 / week

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from £137 / night

(6) Excellent 

18

West Stockbridge holiday home rental

Berkshires / West Stockbridge

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £216 / night

£1,253 - £1,762 / week

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from £216 / night

(4) Excellent 

10

Farmhouse rental in Berkshires

Berkshires / West Stockbridge

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £255 / night

£1,781 / week

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from £255 / night

(4) Excellent 

20

Home rental in Berkshires

Berkshires / Becket

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly

from £216 / night

£940 - £1,174 / week

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from £216 / night

5

Berkshires holiday condo rental

Berkshires / West Stockbridge

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £196 / night

£1,135 / week

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Responds fast!
avg. 2 hours 45 minutes

from £196 / night

(28) Excellent 

21

Holiday apartment in Berkshires

Berkshires / Lenox

4 7 2 nights min

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

from £157 / night

£940 / week

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from £157 / night

23

Holiday home in Monterey

Berkshires / Monterey

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

from £313 / night

£2,192 / week

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Responds fast!
avg. 3 hours 48 minutes

from £313 / night

22

Holiday home in Berkshires

Berkshires / Stockbridge

3 6 7 nights min

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

from £587 / night

£3,523 / week

Book View

from £587 / night

36

Ski home to rent in Berkshires

Berkshires / North Egremont

5 10 2 nights min

  • 5 bedrooms
  • sleeps 10
  • 2 nights min
  • Swimming pool
  • Ski
  • Child friendly

from £392 / night

£2,740 / week

Book View

Responds fast!
avg. 8 minutes

from £392 / night

18

Holiday home in Berkshires

Berkshires / Dalton

3 9 3 nights min

  • 3 bedrooms
  • sleeps 9
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £313 / night

£1,918 / week

Book View

from £313 / night

(2) Excellent 

41

Ski apartment to rent in Berkshires

Berkshires / North Adams

2 10 min stay varies

  • 2 bedrooms
  • sleeps 10
  • min stay varies
  • Ski
  • Child friendly
  • Car not necessary

from £79 / night

£470 - £1,989 / week

Book View

from £79 / night

(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 £177 / night

£1,108 / week

Book View

from £177 / night

(10) Very Good 

21

Ski hotel apartment to rent in Berkshires

Berkshires / Hancock

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Ski
  • Child friendly

from £196 / night

£1,370 / week

Book View

from £196 / night

24

Berkshires ski home to rent.

Berkshires / Lee

1 10 min stay varies

  • 1 bedroom
  • sleeps 10
  • min stay varies
  • Ski
  • Child friendly

from £177 / night

£1,233 / week

Book View

Responds fast!
avg. 8 minutes

from £177 / night

(8) Excellent 

7

Berkshires holiday cottage rental

Berkshires / North Adams

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly

from £117 / night

£681 / week

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from £117 / night

12

Apartment rental in Lee with shared pool

Berkshires / Lee

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £294 / night

£1,957 / week

Book View

from £294 / night

(2) Excellent 

30

Stockbridge ski home to rent.

Berkshires / Stockbridge

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ski
  • Child friendly
  • Air conditioning

from £169 / night

£1,179 / week

Book View

Responds fast!
avg. 8 minutes

from £169 / night

(23) Excellent 

18

Holiday cottage letting

Berkshires / Great Barrington

1 3 min stay varies

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

from £177 / night

£1,092 - £1,445 / week

Book View

from £177 / night

(1) Excellent 

10

Berkshires holiday hotel apartment rental

Berkshires / Hancock

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £357 / night

£2,494 / week

Book View

from £357 / night

(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 £177 / night

£1,233 / week

Book View

Responds fast!
avg. 3 hours 7 minutes

from £177 / night

26

Holiday home in Berkshires

Berkshires / Hancock

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Child friendly
  • Private garden

from £79 / night

£548 / week

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from £79 / night

31

Berkshires holiday home rental

Berkshires / Pittsfield

7 18 2 nights min

  • 7 bedrooms
  • sleeps 18
  • 2 nights min
  • Child friendly
  • Ask about pets

from £235 / night

£1,722 / week

Book View

from £235 / night

6

Holiday barn rental

Berkshires / Lee

1 4 2 nights min

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

from £121 / night

£661 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

from £121 / night

(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 £216 / night

£1,239 - £2,390 / week

Book View

from £216 / night

(1) Average 

15

Holiday villa in Berkshires

Berkshires / Tyringham

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £392 / night

£2,349 / week

Book View

Responds fast!
avg. 3 hours 7 minutes

from £392 / night

(4) Excellent 

24

Ski cottage to rent in Berkshires

Berkshires / New Marlborough

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ski
  • Suitable for children age 5+

from £151 / night

£1,058 / week

Book View

Responds fast!
avg. 8 minutes

from £151 / night

(3) Very Good 

14

Holiday home with golf nearby in Hancock

Berkshires / Hancock

4 9 2 nights min

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

from £177 / night

£861 / week

Book View

from £177 / night

(1) Excellent 

17

Holiday cottage in Stockbridge

Berkshires / Stockbridge

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Air conditioning

from £255 / night

£1,674 - £2,057 / week

Book View

Responds fast!
avg. 13 minutes

from £255 / night

32

Berkshires holiday private room rental

Berkshires / North Egremont

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Air conditioning
  • Private garden

from £109 / night

£762 / week

Book View

Responds fast!
avg. 35 minutes

from £109 / night

8

Holiday home in Hinsdale

Berkshires / Hinsdale

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £114 / night

£666 - £744 / week

Book View

Responds fast!
avg. 3 hours 43 minutes

from £114 / night

(17) Excellent 

10

Cottage accommodation in Berkshires

Berkshires / Lanesboro

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £122 / night

£861 - £1,272 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £122 / night

(1) Excellent 

8

Holiday b&b in Berkshires

Berkshires / Lee

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 8 km
  • Ask owner if suitable for children
  • Air conditioning

from £137 / night

£704 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

from £137 / night

26

Holiday home rental

Berkshires / Stockbridge

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £235 / night

£1,566 - £2,114 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from £235 / night

12

Berkshires holiday home rental

Berkshires / Monterey

7 21 nights min

  • sleeps 7
  • 21 nights min
  • Ask owner if suitable for children
  • Car not necessary
  • Ask about pets

from £140 / night

£979 / week

Book View

from £140 / night