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Vacation rentals in Pittsfield, VT and nearby

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All 97 Rentals in the Pittsfield Area
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From
$169
Per Night
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1 / 27
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Pittsfield
4 Bedrooms, 2 Bathrooms, Sleeps 9
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$508
Per Night
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1 / 16
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Pittsfield
5 Bedrooms, 2 Bathrooms, Sleeps 11
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From
$397
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1 / 8
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Pittsfield
3 Bedrooms, 2 Bathrooms, Sleeps 20
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Also consider inquiring on or booking these rentals
Glazebrook Townhouse J5 - Three bedroom Two bathroom Large End Unit!Short drive to all Base Lodges and walking distance to night life
3 Bedrooms, sleeps 8
$342 - $745 / night
Sunrise Mountain Village - Timberline Unit K-8
3 Bedrooms, sleeps 8
$338 - $846 / night
Shangri-La
3 Bedrooms, sleeps 8
$451 - $1,128 / night
Whiffletree Condo D2 - Three bedroom Two bathroom - Nicely Decorated! Shuttle to Slopes/Ski Home
3 Bedrooms, sleeps 6
$248 - $679 / night

The following rentals are within 15 kilometres of Pittsfield, Vermont.

From
$903
Per Night
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1 / 9
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Chittenden
4 Bedrooms, 5 Bathrooms, Sleeps 12
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$564
Per Night
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1 / 5
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Chittenden
3 Bedrooms, 4 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 9 June 2014
White Birches is a beautiful home well appointed to mirror the surrounding environment. We stayed there for a few days during the kids February vacation. White Birches is...
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$96
Per Night
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1 / 14
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Killington
4 Bedrooms, 2 Bathrooms, Sleeps 12
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5 of 5 stars Reviewed 13 August 2013
The house was spacious, clean and had all the necessaties. Overall we had a great time. The only drawback is that you share the house with another unit, and if they stay up...
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From
$118
Per Night
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1 / 11
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Killington
7 Bedrooms, 4 Bathrooms, Sleeps 24
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From
$1,128
Per Night
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1 / 20
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Killington
4 Bedrooms, 2 Bathrooms, Sleeps 12
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From
$903
Per Night
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1 / 10
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Chittenden
5 Bedrooms, 5 Bathrooms, Sleeps 18
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From
$197
Per Night
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1 / 18
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Killington
2 Bedrooms, 2 Bathrooms, Sleeps 6
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4 of 5 stars Reviewed 11 October 2014
We travel to Killington yearly and stay at the better hotels on the mountain. This year we decided to bring our three children along. Through past experience, we knew that two...
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From
$96
Per Night
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1 / 14
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Killington
4 Bedrooms, 2 Bathrooms, Sleeps 12
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From
$141
Per Night
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1 / 15
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Killington
1 Bedroom, 1 Bathroom, Sleeps 6
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From
$451
Per Night
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1 / 6
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Chittenden
4 Bedrooms, 2 Bathrooms, Sleeps 10
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From
$451
Per Night
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1 / 10
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Killington
3 Bedrooms, 2 Bathrooms, Sleeps 10
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From
$451
Per Night
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1 / 12
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Killington
1 Bedroom, 1 Bathroom, Sleeps 4
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From
$226
Per Night
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1 / 16
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Rochester
4 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$214
Per Night
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1 / 4
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Killington
1 Bedroom, 2 Bathrooms, Sleeps 6
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From
$169
Per Night
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1 / 4
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Killington
2 Bedrooms, 1 Bathroom, Sleeps 3
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From
$192
Per Night
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1 / 27
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Killington
8 Bedrooms, 4 Bathrooms, Sleeps 24
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From
$451
Per Night
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1 / 11
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Killington
3 Bedrooms, 2 Bathrooms, Sleeps 10
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From
$226
Per Night
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1 / 23
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Killington
3 Bedrooms, 3 Bathrooms, Sleeps 6
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From
$314
Per Night
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1 / 9
Killington
3 Bedrooms, 2 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 22 January 2014
For MLK Weekend my boyfriend and three other couples stayed in this 3 bedroom/2 bath condo. Truly a ski-in/ski-out to Pico Mountain, wewalked two minutes to the lifts. The condo...
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From
$2,820
Per Night
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1 / 62
Killington
12 Bedrooms, 12 Bathrooms, Sleeps 30
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5 of 5 stars Reviewed 5 January 2014
What a wonderful place for our group of 19 four families in total. We are skiers ( most of us) and always stay on the mountain this was the first time we would have to drive to...
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From
$314
Per Night
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1 / 15
Killington
3 Bedrooms, 2 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 25 January 2014
Booked this condo for MLK weekend to share with 6 friends. It was perfect. There was enough space for us to hang comfortably. The condo had a stocked (utensils, pots, pants...
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From
$869
Per Night
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1 / 17
Killington
3 Bedrooms, 3 Bathrooms, Sleeps 10
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4 of 5 stars Reviewed 31 December 2013
coz the owners themselves were the ones who'll see what your needs are, attends to whatever concerns you have and from time to time gave us tips on the wheres, whats & hows in...
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From
$621
Per Night
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1 / 18
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Killington
5 Bedrooms, 3 Bathrooms, Sleeps 12
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5 of 5 stars Reviewed 19 February 2014
I found a perfect house to stay in for my family and friends for our Christmas holiday break. Was exactly what I was looking for: cozy and warm and close to the trails which was a...
5 of 5 stars Reviewed 26 February 2013
We are two families who thouroughly enjoyed our Killington vacation at this wonderful ski on ski off home. The accommodations were spacious and everyone had their own bed. We...
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From
$226
Per Night
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1 / 10
Killington
2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$147
Per Night
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1 / 40
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Killington
1 Bedroom, 1 Bathroom, Sleeps 4
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From
$185
Per Night
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1 / 24
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Killington
2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$203
Per Night
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1 / 36
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Killington
2 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$564
Per Night
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1 / 20
Rochester
5 Bedrooms, 3 Bathrooms, Sleeps 19
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From
$338
Per Night
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1 / 17
Killington
4 Bedrooms, 3 Bathrooms, Sleeps 10
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From
$228
Per Night
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1 / 19
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Killington
2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$196
Per Night
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1 / 37
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Killington
2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$677
Per Night
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1 / 16
Killington
4 Bedrooms, 3 Bathrooms, Sleeps 12
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From
$827
Per Night
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1 / 18
Killington
3 Bedrooms, 2 Bathrooms, Sleeps 10
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From
$144
Per Night
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1 / 15
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Killington
1 Bedroom, 1 Bathroom, Sleeps 4
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From
$169
Per Night
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1 / 10
Killington
1 Bedroom, 1 Bathroom, Sleeps 4
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From
$508
Per Night
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1 / 24
Killington
3 Bedrooms, 2 Bathrooms, Sleeps 10
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From
$282
Per Night
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1 / 11
Killington
2 Bedrooms, 2 Bathrooms, Sleeps 10
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Suitability

  • Wheelchair access (3)
  • Elder access (8)
  • Suitable for children (40)
  • Pet friendly (19)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (71)
  • Parking (62)
  • Fireplace (60)
  • Washer/Dryer (52)
  • Hot Tub (41)
  • View all amenities
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