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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

Compare 6 Guest Houses in Pittsfield with updated reviews, rates, and availability.

The Trailside Inn
Family Suite, Private Bathroom (Queen Bed and 3 Twin Beds) | Iron/ironing board, free WiFi, bed sheets

The Trailside Inn

3.0 star property
9.0 out of 10, Wonderful, (130)
"Great place. We will be back!"
The Trailside Inn
The Slopeside Estate Guesthouse: Ski On/Off, Hot Tub, Views!
Smart TV

The Slopeside Estate Guesthouse: Ski On/Off, Hot Tub, Views!

10.0 out of 10, Exceptional, (1)
"Our group had a wonderful stay. The ski out location is great and worked well even for our beginning skiers. The amenities were as described and the views are amazing. The property owner was extremely responsive when a minor issue arose. We highly recommend!"
The price is SAR 1,448
SAR 3,465 total
includes taxes & fees
6 Apr - 7 Apr
The Slopeside Estate Guesthouse: Ski On/Off, Hot Tub, Views!
Perfect Vermont guesthouse getaway with mountain views & firepit - walk to lifts
Internet, bed sheets

Perfect Vermont guesthouse getaway with mountain views & firepit - walk to lifts

9.4 out of 10, Exceptional, (33)
"Overall a great place in a beautiful area next to a skii hill. There were issues with bugs throughout the place when we first arrived. Its important to note there is no mobile service within a mile of this place so make sure to have your wifi and checkin details available. Some parts of the room were dusty and had cobwebs but the owner did have plenty of towels and supplies to make our stay great."
Perfect Vermont guesthouse getaway with mountain views & firepit - walk to lifts
Serene dog-friendly guest house with mountain views, fireplace, & firepit
Fridge, microwave, oven, stovetop

Serene dog-friendly guest house with mountain views, fireplace, & firepit

8.8 out of 10, Excellent, (13)
"More glasses, wine glasses in particular. Better towels. Figure out TV. I used my streaming credentials, if that is what’s expected pls state that. Bedroom TV I could not figure out and did not use."
Serene dog-friendly guest house with mountain views, fireplace, & firepit
110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool
Exterior

110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool

8.0 out of 10, Very Good, (5)
"Beds not terrible. Sofa bed very terrible. Great pool. Reasanable price vs quality. Renovated in pass years. Clean place"
The price is SAR 390
SAR 591 total
includes taxes & fees
1 May - 2 May
110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool
Salt Ash Inn
Billiards

Salt Ash Inn

3.0 star property
6.0 out of 10, (126)
"Great place, close proximity to Killington. Clean & quiet...Recommend this location."
Salt Ash Inn
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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Other property types in Pittsfield

Killington area home - 4-seasons & hot tub. Sleeps 13+
Property grounds

Killington area home - 4-seasons & hot tub. Sleeps 13+

9.8 out of 10, Exceptional, (116)
"We stayed at this property for a ski weekend in March. 8 guys fit comfortably and the accommodations were perfect. Property was as advertised and very clean. We enjoyed the hot tub after hitting the slopes which was a great way to finish the day. Owner was very accommodating and quick to reply to any inquiries or questions. 10/10"
Killington area home - 4-seasons & hot tub. Sleeps 13+
Killington Vermont Ski and Snowmobiling House
Interior

Killington Vermont Ski and Snowmobiling House

9.4 out of 10, Exceptional, (43)
"Was not listed that soaps and toilet paper is not included. Just would’ve preferred that be out in the listing "
Killington Vermont Ski and Snowmobiling House
Private Killington Area Inn all to Yourself!
Fridge, microwave, oven, stovetop

Private Killington Area Inn all to Yourself!

10.0 out of 10, Exceptional, (38)
"Eric is a perfect host! The inn is perfect, 9 rooms, private bathrooms. The kitchen is awesome, great appliances and big enough for everyone to be in the kitchen at the same time. This was our third year with family staying and celebrating. We will be back!"
Private Killington Area Inn all to Yourself!
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.