We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Search results; Over 1,000 homes in Pittsfield

Photo 1 of 29

Chalet in Pittsfield

Luxury Heart of VT Green Mountains

3 bedrooms, 4 beds, 3.5 private bathrooms

1–6 Oct

£3,159 total

,

4.95 out of 5 average rating, 57 reviews

Photo 1 of 29

Top guest favourite

Home in Pittsfield

Killington area Inn all to yourself! 9bd/10 bath

9 bedrooms, 14 beds, 10 bathrooms

18–23 Oct

£7,641 total

5.0 out of 5 average rating, 52 reviews

Photo 1 of 29

Home in Pittsfield

Green Mountain Farmhouse | 7 Miles to Killington

3 bedrooms, 4 beds, 2.5 bathrooms

19–24 Oct

£2,494 total

Free cancellation

5.0 out of 5 average rating, 7 reviews

Photo 1 of 29

Top guest favourite

Home in Pittsfield

Skyeburst | Modern Mtn Home

3 bedrooms, 3 beds, 2.5 bathrooms

18–23 Oct

4.98 out of 5 average rating, 46 reviews

Photo 1 of 29

Guest favourite

Home in Pittsfield

Killington area entire Inn to yourself! 14bd/15bth

14 bedrooms, 24 beds, 15 bathrooms

4–9 Oct

£7,857 total

4.95 out of 5 average rating, 21 reviews

Photo 1 of 29

Guest favourite

Home in Pittsfield

Killington area home - 4 seasons - hot tub and A/C

3 bedrooms, 11 beds, 2.5 bathrooms

12–17 Oct

£1,533 total

4.85 out of 5 average rating, 256 reviews

Photo 1 of 29

Home in Rochester

The Amee Farm Lodge

15 bedrooms, 18 beds, 13 bathrooms

26–31 Oct

£12,654 total

Photo 1 of 29

Top guest favourite

Home in Pittsfield

Trailside Retreat: Hike & Bike From Your Doorstep

3 bedrooms, 6 beds, 2.5 bathrooms

4–9 Oct

£2,137 total

4.95 out of 5 average rating, 65 reviews

Photo 1 of 29

Guest favourite

Chalet in Pittsfield

Four season Killington/Pico area chalet

3 bedrooms, 6 beds, 1.5 bathrooms

7–12 Dec

£1,623 total

4.78 out of 5 average rating, 95 reviews

Photo 1 of 23

Guest favourite

Home in Pittsfield

Romantic Retreat, Hot Tub, near Killington Mtn

2 bedrooms, 2 beds, 1 bathroom

16–21 Oct

£1,483 total

4.93 out of 5 average rating, 57 reviews

Photo 1 of 29

Top guest favourite

Home in Pittsfield

Woodland Acres ~ Green Mtns ~ Hike Bike Ski

2 bedrooms, 4 beds, 1 bathroom

13–18 Oct

£1,010 total

Free cancellation

5.0 out of 5 average rating, 8 reviews

Photo 1 of 29

Guest favourite

Home in Pittsfield

The Merak Haus – a wooded retreat

3 bedrooms, 8 beds, 2.5 bathrooms

12–17 Oct

£1,513 total

Free cancellation

5.0 out of 5 average rating, 9 reviews

Photo 1 of 29

Top guest favourite

Holiday home in Pittsfield

The Barn Door Lodge

4 bedrooms, 7 beds, 4.5 bathrooms

1–6 Oct

£3,123 total

4.91 out of 5 average rating, 64 reviews

Photo 1 of 29

Guest favourite

Home in Pittsfield

Green Mountain/Killington Getaway

3 bedrooms, 6 beds, 2 bathrooms

14–19 Oct

£1,552 total

Free cancellation

4.84 out of 5 average rating, 88 reviews

Photo 1 of 10

Featured hotel

Hotel in Killington

Mountain Meadows Lodge, Barnhouse twin

1 bedroom, 2 single beds, 1 bathroom

16–21 Oct

+£131 Airbnb credit

New place to stay

Photo 1 of 29

Top guest favourite

Home in Pittsfield

The Fiddlehead Lodge (Green Mountain Getaway)

4 bedrooms, 9 beds, 1.5 bathrooms

4–9 Oct

£1,772 total

5.0 out of 5 average rating, 14 reviews

Photo 1 of 29

Guest favourite

Home in Pittsfield

Peak Hill – 3 Bedroom, Hot Tub. Car Charger!

3 bedrooms, 5 beds, 2 bathrooms

4–9 Oct

£1,865 total

5.0 out of 5 average rating, 23 reviews

Photo 1 of 29

Top guest favourite

Home in Pittsfield

NEW 3BR Home: Hot Tub, AC, EV & Lift Ticket Deals

3 bedrooms, 7 beds, 3 bathrooms

1–6 Oct

£2,090 total

5.0 out of 5 average rating, 21 reviews

Photo 1 of 29

Guest favourite

Home in Pittsfield

VT Cabin, close to Killington Mountain and lakes.

5 bedrooms, 4 beds, 3 bathrooms

1–6 Oct

£2,673 total

4.96 out of 5 average rating, 49 reviews