Compare Pittsfield Guest House Rentals

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Featured Guest Houses in Pittsfield

The Trailside Inn

The Trailside Inn

3 out of 5
115 Coffee House Road, Killington, VT
The price is $153 per night
$153
per night
May 31 - Jun 1
At The Trailside Inn, guests have access to free WiFi in public areas, meeting rooms, and a library. A stay here includes free parking. Front-desk staff can assist with luggage storage and concierge services. Other amenities at this golf guesthouse include express check-out, a terrace, and a picnic area.
Breakfast included
Parking included
Perfect Vermont guesthouse getaway with mountain views & firepit - walk to lifts

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

Guests staying at this guesthouse have access to a garden and barbecue grills.
Air conditioning
Serene dog-friendly guest house with mountain views, fireplace, & firepit

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

Guests staying at this guesthouse have access to a garden and barbecue grills.
Pet friendly
Air conditioning
110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool

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

The price is $104 per night
$104
per night
Jun 9 - Jun 10
At this guesthouse, guests have access to a gym and barbecue grills.
Air conditioning
Gym
Salt Ash Inn

Salt Ash Inn

3 out of 5
4758 Route 100A, Plymouth, VT
Guests of Salt Ash Inn enjoy free WiFi in public areas, coffee in a common area, and a library. You can take advantage of free parking if you drive. Staff members are on hand to provide tour or ticket assistance and luggage storage. Additional amenities include express check-out, a terrace, and a fireplace in the lobby.
Parking included
Bar
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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.

Hotel Options in Pittsfield

    Killington Mountain Lodge, Tapestry Collection by Hilton

    Killington Mountain Lodge, Tapestry Collection by Hilton

    2617 Killington Rd, Killington, VT
    The price is $122 per night from May 29 to May 30
    $122
    per night
    May 29 - May 30
    7.2/10 Good! (1,000 reviews)
    Comfort Inn Trolley Square

    Comfort Inn Trolley Square

    19 Allen St, Rutland, VT
    The price is $142 per night from Jun 2 to Jun 3
    $142
    per night
    Jun 2 - Jun 3
    8/10 Very Good! (1,001 reviews)
    Woodstock Inn & Resort

    Woodstock Inn & Resort

    Fourteen The Green, Woodstock, VT
    The price is $299 per night from May 19 to May 20
    $299
    per night
    May 19 - May 20
    9.2/10 Wonderful! (441 reviews)

Pittsfield Guest Houses essential information

Accommodation
5 Guest Houses
Lowest Price
$104
Highest Price
$299
Popular accommodation
The Trailside Inn, Perfect Vermont guesthouse getaway with mountain views & firepit - walk to lifts, Serene dog-friendly guest house with mountain views, fireplace, & firepit, 110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool, Salt Ash Inn

Guest Houses in Pittsfield

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