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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Villas in Pittsfield

We don't have any properties that match your exact search

Recommended hotels in Pittsfield

The Getaway 4 Bedroom Home
House, 4 Bedrooms | Exterior

The Getaway 4 Bedroom Home

3.0 star property
The price is AED 990
AED 2,693 total
includes taxes & fees
17 Jun - 18 Jun
The Getaway 4 Bedroom Home
Serene Architect-designed Vermont Chalet 4 Bedroom Home
House, 4 Bedrooms | Living area | Smart TV, streaming services

Serene Architect-designed Vermont Chalet 4 Bedroom Home

3.5 star property
The price is AED 1,275
AED 3,063 total
includes taxes & fees
17 Jun - 18 Jun
Serene Architect-designed Vermont Chalet 4 Bedroom Home
NEW! Serene Architect-Designed Vermont Chalet
TV, fireplace, video games, DVD player

NEW! Serene Architect-Designed Vermont Chalet

NEW! Serene Architect-Designed Vermont Chalet
Korean Gourmet Stay at Swiss Farm Inn - 1 night
Exterior

Korean Gourmet Stay at Swiss Farm Inn - 1 night

The price is AED 1,469
AED 2,320 total
includes taxes & fees
17 Jun - 18 Jun
Korean Gourmet Stay at Swiss Farm Inn - 1 night
The Getaway: Relax with hot tub, fire pit, and mountain views—just 15 mins from Killington slopes!
Smart TV, music library, video library, stereo

The Getaway: Relax with hot tub, fire pit, and mountain views—just 15 mins from Killington slopes!

The Getaway: Relax with hot tub, fire pit, and mountain views—just 15 mins from Killington slopes!
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (759)
"Location was excellent "
The Shire Woodstock
The Vesper
Economy Room | 1 bedroom, individually decorated, individually furnished, free WiFi

The Vesper

3.0 star property
9.4 out of 10, Exceptional, (20)
"Lovely, immaculate room - breakfast delish ! highly recommend this charming boutique hotel !"
The price is AED 643
AED 707 total
includes taxes & fees
18 Jun - 19 Jun
The Vesper
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (519)
"The Woodstock Inn is beautiful. Nice having access to the Athletic Club and a shuttle."
The price is AED 1,575
AED 1,895 total
includes taxes & fees
30 Jun - 1 Jul
Woodstock Inn & Resort
The Jackson
Fireplace

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (216)
"What a lovely place to stay. The couple that manage The Jackson are absolutely wonderful and made our stay fabulous. I would highly recommend staying here with gorgeous surroundings, charming rooms and lovely hospitality."
The Jackson
On The River Inn
Family Suite, 2 Bedrooms | Private kitchen | Microwave

On The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1000)
"We have stayed here before and have liked it a lot each time. "
The price is AED 695
AED 899 total
includes taxes & fees
18 Jun - 19 Jun
On The River Inn
Lincoln Inn & Gallery
Classic Double Room, River View | 1 bedroom, blackout drapes, soundproofing, free WiFi

Lincoln Inn & Gallery

3.0 star property
9.6 out of 10, Exceptional, (9)
"Beautiful Inn and grounds."
The price is AED 476
AED 524 total
includes taxes & fees
17 Jun - 18 Jun
Lincoln Inn & Gallery
Sleep Woodstock Motel
Deluxe Suite | Individually decorated, desk, blackout drapes, iron/ironing board

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (488)
"Great motel that is much nicer than your typical motel"
Sleep Woodstock Motel
Sleep Woodstock - 2 Double Beds - Dog Friendly
Iron/ironing board, travel crib, WiFi, bed sheets

Sleep Woodstock - 2 Double Beds - Dog Friendly

The price is AED 343
AED 521 total
includes taxes & fees
18 Jun - 19 Jun
Sleep Woodstock - 2 Double Beds - Dog Friendly
A charming 1820's farmhouse
Interior

A charming 1820's farmhouse

10.0 out of 10, Exceptional, (26)
"5 families getting together once a year for a winter adventure weekend. Carmen is a fantastic host. The home is lovely, and we had a great time. Carmen makes sure if we need something, she is a phone call away.Would highly recommend this VRBO."
The price is AED 2,314
AED 4,122 total
includes taxes & fees
23 Jun - 24 Jun
A charming 1820's farmhouse
Spacious country home, beautiful sunsets, 40 acres
Fridge, microwave, oven, stovetop

Spacious country home, beautiful sunsets, 40 acres

10.0 out of 10, Exceptional, (32)
"Awsome place to stay for a week! "
The price is AED 661
AED 1,995 total
includes taxes & fees
19 Jun - 20 Jun
Spacious country home, beautiful sunsets, 40 acres
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Exterior

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

9.8 out of 10, Exceptional, (23)
"Beautiful property. It must have been recently remodeled as every detail was thoughtfully planned. Right down to new hangers in every closet. We thoroughly enjoyed our stay and would love to stay here again when we are back in the area."
The price is AED 624
AED 2,297 total
includes taxes & fees
17 Jun - 18 Jun
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
My Place Hotel-Randolph VT
Full-size fridge, microwave, stovetop, coffee/tea maker

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (208)
"The hotel was new, clean and comfortable"
The price is AED 594
AED 648 total
includes taxes & fees
29 Jun - 30 Jun
My Place Hotel-Randolph VT
104 Two Queen Bed Standard Hotel Room outdoor heated pool
1 bedroom, WiFi, bed sheets

104 Two Queen Bed Standard Hotel Room outdoor heated pool

8.8 out of 10, Excellent, (25)
"Very nice place, super affordable and close to the mountain! Very nice and understanding staff as well! Definitely will be back! Thanks! "
104 Two Queen Bed Standard Hotel Room outdoor heated pool
Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 208
TV, fireplace, books

Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 208

9.4 out of 10, Exceptional, (16)
"The space was clean and comfortable, location is perfect and heated pool was great after a day on the slopes!"
The price is AED 343
AED 532 total
includes taxes & fees
17 Jun - 18 Jun
Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 208
Two Queen Bed Standard Hotel room with outdoor heated pool 201
1 bedroom, iron/ironing board, WiFi, bed sheets

Two Queen Bed Standard Hotel room with outdoor heated pool 201

8.6 out of 10, Excellent, (12)
"Our room was easy to find and very clean. And the late check-in was very helpful."
Two Queen Bed Standard Hotel room with outdoor heated pool 201
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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