Vacation rentals in Pittsfield
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Top-rated vacation rentals in Pittsfield
Guests agree: these stays are highly rated for location, cleanliness, and more.
Condo in Killington
4.88 out of 5 average rating, 193 reviewsKillington-Pico ski in/out Studio at base of Pico
At the base of Pico and 10 minutes from Killington. Free shuttle service from my place to Killington. I have a free ski locker and free wood for the fireplace. There is a laundry room with coin operated machines. There is a brand new 50” flat screen tv with cable. It’s a smart tv, that’s hooked up to WiFi, so you can use your Netflix, Amazon or Hulu account if you want. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for 1 day. No daily cleaning service. No parties.
Apr. 25 – May 2
Guest suite in Royalton
4.95 out of 5 average rating, 174 reviewsPrivate Guest Suite on 155 Acre Royalton Town Farm
1 Bed, 1 Bath apartment attached to historic farm house. This cozy space is the perfect spot for a weekend getaway or a long family vacation on a historic Vermont Farm. Equipped with all the linens and dishes you will need and even a few extras like farm fresh eggs in the fridge and hot chocolate. Close to I-89 and 30 minutes of Ski Resorts like Saskadena Six. Property of 155 acres has trails, sledding hills and our farm animals you can enjoy. Check our reviews, you won't be disappointed!
Apr. 10 – 17
Chalet in Stockbridge
4.85 out of 5 average rating, 110 reviewsVermont Chalet
Killington Skiing, Pico Peak, Sugar Bush, Mad River are all within distance. Killington is 14 miles away. Fall folliage is fabulous; kitchen well equipped; very light and lovingly cared for. Spring and summer are just as wonderful. I am walking distance to the White River where there is canoeing, tubing and swimming. Within walking distance is the Gaysville Campgrounds. Here you'll find river access to a fabulous swimming hole in the White River as well as trails to explore or walk your dog.
Aug. 28 – Sep. 4
Vacation rentals for every style
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Popular amenities for Pittsfield vacation rentals
Other great vacation rentals in Pittsfield
Home in Rochester
4.98 out of 5 average rating, 181 reviewsThe Guest House at Sky Hollow
Nov. 20 – 27
Townhouse in Killington
4.92 out of 5 average rating, 226 reviewsModern Mountain Condo with Spa, Pool, Sauna, Gym
May 8 – 15
Tiny homes in Warren
4.99 out of 5 average rating, 146 reviewsLuxury Glass Tiny House - Mountain View + Hot Tub
Sep. 1 – 8
Condo in Killington
4.94 out of 5 average rating, 148 reviewsBright Ski on/off Condo Full Kitchen-Free Shuttle!
Apr. 26 – May 3
Tiny homes in Pittsford
4.96 out of 5 average rating, 154 reviewsCharming tiny house with great VT location!
Jun. 2 – 9
Apartment in Rutland
4.96 out of 5 average rating, 514 reviewsYour home away from home
Nov. 26 – Dec. 3
Home in Rochester
4.98 out of 5 average rating, 123 reviewsModern Farmhouse on 25 Acres - Superb Views
Dec. 13 – 20
Apartment in Tunbridge
4.93 out of 5 average rating, 215 reviewsFairview
Oct. 17 – 24
Cabin in Hancock
4.95 out of 5 average rating, 219 reviewsHancock hideaway
Apr. 30 – May 7
Tiny homes in Pittsfield
5.0 out of 5 average rating, 13 reviewsTiny Home: VT Mountain Cabin
Nov. 25 – Dec. 2
Home in Pittsfield
4.97 out of 5 average rating, 36 reviewsHideaway Mountain at Killington
Jan. 22 – 29
Apartment in Killington
5.0 out of 5 average rating, 12 reviewsJack S'Bearo - Slopeside at Pico! Shuttle to Killy
Apr. 13 – 20
Quick stats about vacation rentals in Pittsfield
Total rentals | 70 properties |
---|---|
Rentals with dedicated workspaces | 30 properties have a dedicated workspace |
Pet-friendly rentals | 30 properties allow pets |
Family-friendly rentals | 60 properties are a good fit for families |
Total number of reviews | 2.6K reviews |
Nightly prices starting at | $163 CAD before taxes and fees |
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