Houses in Pittsfield and Chalets – Holiday Lettings - Holiday Rentals Pittsfield

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226 Holiday homes

25

Holiday home in Pittsfield

Vermont / Pittsfield

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly

from £84 / night

£587 / week

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from £84 / night

(1) Excellent 

16

Holiday home rental

Vermont / Pittsfield

5 11 min stay varies

  • 5 bedrooms
  • sleeps 11
  • min stay varies
  • Child friendly

from £456 / night

£1,822 / week

Book View

Responds fast!
avg. 1 hour 31 minutes

from £456 / night

(2) Very Good 

27

Home rental in Pittsfield

Vermont / Pittsfield

4 9 2 nights min

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

from £137 / night

£547 - £2,460 / week

Book View

Responds fast!
avg. 3 hours 43 minutes

from £137 / night

(1)  

26

Holiday home in Pittsfield

Vermont / Pittsfield

3 12 min stay varies

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

from £261 / night

£1,824 / week

Book View

Responds fast!
avg. 1 hour 33 minutes

from £261 / night

25

Pittsfield holiday home rental

Vermont / Pittsfield

4 11 min stay varies

  • 4 bedrooms
  • sleeps 11
  • min stay varies
  • Child friendly
  • Pet friendly

from £178 / night

£1,244 / week

Book View

Responds fast!
avg. 1 hour 33 minutes

from £178 / night

24

Holiday chalet with golf nearby in Pittsfield

Vermont / Pittsfield

3 20 min stay varies

  • 3 bedrooms
  • sleeps 20
  • min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

from £276 / night

£1,928 - £7,796 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £276 / night

Great rentals within 20 miles that match your search

Distance approx 7.63 miles from Pittsfield

28

Ski home to rent in Killington

Vermont / Killington

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £119 / night

£831 / week

Book View

Responds fast!
avg. 22 minutes

from £119 / night

Distance approx 15 miles from Pittsfield

(69) Excellent 

31

Holiday log cabin rental

Vermont / South Royalton

2 3 2 nights min

  • 2 bedrooms
  • sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £152 / night

£836 - £976 / week

Book View

from £152 / night

Distance approx 14.28 miles from Pittsfield

(12) Excellent 

22

Holiday home in Brandon

Vermont / Brandon

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 10 km
  • Child friendly
  • Air conditioning

from £156 / night

£1,087 / week

Book View

from £156 / night

Distance approx 7.88 miles from Pittsfield

20

Holiday home in Killington

Vermont / Killington

8 24 2 nights min

  • 8 bedrooms
  • sleeps 24
  • 2 nights min
  • Child friendly
  • Private garden

from £637 / night

£4,458 / week

Book View

from £637 / night

Distance approx 10.39 miles from Pittsfield

4

Home rental in Killington

Vermont / Killington

5 12 3 nights min

  • 5 bedrooms
  • sleeps 12
  • 3 nights min
  • Child friendly
  • Private garden

from £398 / night

£2,787 / week

Book View

Responds fast!
avg. 2 hours 10 minutes

from £398 / night

Distance approx 11.91 miles from Pittsfield

24

Holiday home rental

Vermont / Killington

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £360 / night

£2,519 - £11,647 / week

Book View

Responds fast!
avg. 1 hour 58 minutes

from £360 / night

Distance approx 11.98 miles from Pittsfield

(1) Excellent 

24

Ski home to rent in Killington

Vermont / Killington

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £199 / night

£1,394 / week

Book View

Responds fast!
avg. 22 minutes

from £199 / night

Distance approx 15.82 miles from Pittsfield

20

Ski log cabin to rent in Bridgewater

Vermont / Bridgewater

4 24 2 nights min

  • 4 bedrooms
  • sleeps 24
  • 2 nights min
  • Ski
  • Child friendly
  • Air conditioning

from £632 / night

£4,425 / week

Book View

from £632 / night

Distance approx 12.13 miles from Pittsfield

25

Holiday home in Mendon

Vermont / Mendon

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 30 km
  • Child friendly
  • Private garden

from £259 / night

£1,111 / week

Book View

from £259 / night

Distance approx 12.12 miles from Pittsfield

24

Holiday apartment with shared pool, golf nearby in Killington

Vermont / Killington

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £186 / night

£1,299 - £5,996 / week

Book View

Responds fast!
avg. 1 hour 58 minutes

from £186 / night

Distance approx 10.52 miles from Pittsfield

(12) Very Good 

17

Home rental in Barnard

Vermont / Barnard

5 7 2 nights min

  • 5 bedrooms
  • sleeps 7
  • 2 nights min
  • Child friendly
  • Private garden

from £394 / night

£2,759 / week

Book View

Responds fast!
avg. 50 minutes

from £394 / night

Distance approx 13.26 miles from Pittsfield

(3) Very Good 

19

Holiday home in Barnard

Vermont / Barnard

3 10 2 nights min

  • 3 bedrooms
  • sleeps 10
  • 2 nights min
  • Nearest beach 8 km
  • Child friendly
  • Pet friendly

from £167 / night

£1,314 - £1,827 / week

Book View

from £167 / night

Distance approx 3.02 miles from Pittsfield

33

Ski home to rent in Stockbridge

Vermont / Stockbridge

6 16 min stay varies

  • 6 bedrooms
  • sleeps 16
  • min stay varies
  • Ski
  • Child friendly

from £255 / night

£1,784 / week

Book View

Responds fast!
avg. 22 minutes

from £255 / night

Distance approx 7.63 miles from Pittsfield

24

Killington ski apartment to rent.

Vermont / Killington

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £100 / night

£697 / week

Book View

Responds fast!
avg. 22 minutes

from £100 / night

Distance approx 7.74 miles from Pittsfield

23

Holiday condo with shared pool in Killington

Vermont / Killington

2 6 2 nights min

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

from £239 / night

£1,433 / week

Book View

from £239 / night

Distance approx 14.27 miles from Pittsfield

(1) Excellent 

18

Holiday home in South Pomfret

Vermont / South Pomfret

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £180 / night

£1,254 / week

Book View

from £180 / night

Distance approx 9.71 miles from Pittsfield

24

Holiday apartment with shared pool, golf nearby in Killington

Vermont / Killington

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £111 / night

£775 - £3,388 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £111 / night

Distance approx 9.73 miles from Pittsfield

24

Holiday apartment with shared pool, golf nearby in Killington

Vermont / Killington

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £158 / night

£1,104 - £5,110 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £158 / night

Distance approx 12.18 miles from Pittsfield

(9) Excellent 

26

Rutland holiday home accommodation

Vermont / Rutland

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Nearest beach 8 km
  • Child friendly
  • Private garden

from £43 / night

£277 - £388 / week

Book View

from £43 / night

Distance approx 8.02 miles from Pittsfield

6

Holiday apartment in Killington

Vermont / Killington

2 3 3 nights min

  • 2 bedrooms
  • sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children

from £120 / night

£896 - £1,175 / week

Book View

from £120 / night

Distance approx 9.73 miles from Pittsfield

24

Killington holiday apartment rental

Vermont / Killington

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £159 / night

£1,109 - £5,094 / week

Book View

Responds fast!
avg. 1 hour 58 minutes

from £159 / night

Distance approx 9.76 miles from Pittsfield

24

Holiday apartment with shared pool, golf nearby in Killington

Vermont / Killington

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £117 / night

£820 - £3,790 / week

Book View

Responds fast!
avg. 1 hour 58 minutes

from £117 / night

Distance approx 2.8 miles from Pittsfield

5

Holiday chalet in Stockbridge

Vermont / Stockbridge

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Car not necessary
  • Pet friendly

from £195 / night

£1,366 - £6,297 / week

Book View

Responds fast!
avg. 1 hour 58 minutes

from £195 / night

Distance approx 9.75 miles from Pittsfield

24

Holiday apartment with shared pool, golf nearby in Killington

Vermont / Killington

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Car not necessary

from £143 / night

£1,001 - £4,629 / week

Book View

Responds fast!
avg. 1 hour 40 minutes

from £143 / night

Distance approx 7.72 miles from Pittsfield

24

Townhouse rental in Killington with shared pool, golf nearby

Vermont / Killington

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £241 / night

£1,683 - £7,796 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £241 / night

Distance approx 9.15 miles from Pittsfield

17

Killington ski home to rent.

Vermont / Killington

5 20 2 nights min

  • 5 bedrooms
  • sleeps 20
  • 2 nights min
  • Ski
  • Child friendly
  • Pet friendly

from £796 / night

£5,573 / week

Book View

from £796 / night

Distance approx 9.71 miles from Pittsfield

24

Holiday apartment rental

Vermont / Killington

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £111 / night

£775 - £3,388 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £111 / night

Distance approx 15.61 miles from Pittsfield

20

Holiday home in Bridgewater

Vermont / Bridgewater

7 22 3 nights min

  • 7 bedrooms
  • sleeps 22
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £398 / night

£3,981 / week

Book View

from £398 / night

Distance approx 7.08 miles from Pittsfield

23

Ski home to rent in Killington

Vermont / Killington

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Ski
  • Child friendly
  • Private garden

from £356 / night

£2,489 / week

Book View

from £356 / night

Distance approx 9.75 miles from Pittsfield

24

Holiday apartment with shared pool, golf nearby in Killington

Vermont / Killington

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £262 / night

£1,828 - £8,376 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £262 / night

Distance approx 9.2 miles from Pittsfield

24

Killington ski home to rent.

Vermont / Killington

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £164 / night

£1,143 / week

Book View

Responds fast!
avg. 22 minutes

from £164 / night

Distance approx 9.75 miles from Pittsfield

4

Holiday apartment with shared pool, golf nearby in Killington

Vermont / Killington

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £152 / night

£1,059 - £4,893 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £152 / night

Distance approx 7.7 miles from Pittsfield

21

Holiday apartment with shared pool, golf nearby in Killington

Vermont / Killington

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £158 / night

£1,104 - £4,954 / week

Book View

Responds fast!
avg. 1 hour 58 minutes

from £158 / night

Distance approx 12.48 miles from Pittsfield

4

Braintree holiday camper van let

Vermont / Braintree

2 6 2 nights min

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

from £100 / night

£597 / week

Book View

from £100 / night

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