To have only the best experience while on city escape, opt for a cozy apartment. Pittsfield offers plenty of awesome places to check out. Spend your vacation in one of the 5 vacation rentals. Check out available accommodations and instantly book your best one!
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Villa
8 adults
4 bedrooms
4 beds
Chaffee Falls Trail is 15 km from this villa that offers 4 bedrooms along with a kitchen.
FromUS$ 353
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Hawk 1 Villa Pittsfield
Villa
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1575 yd from City Center
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Silver Spring Chalet Home
Villa
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1.3 mi from City Center
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Pittsfield Paradise
Villa
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1.7 mi from City Center
Green Mountain Trails is 1.8 miles from this villa that offers 4 bedrooms along with a kitchen.
FromUS$ 270
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Sweet Life Home
Villa
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1518 yd from City Center
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Wintergreen 106 Condo
Apartment
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1039 yd from City Center
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Perfect Secluded 3 Bedroom Cozy Getaway Home Hawk Landing
Villa
6 adults
3 bedrooms
3 beds
Map
1055 yd from City Center
Green Mountain Trails is a mere 0.6 miles from the Hawk Landing Pittsfield and features shopping and dining.
FromUS$ 361
/nightSelect
Places to stay near Pittsfield
Villa
8.8
Great1515 reviews
10
5 adults
3 bedrooms
3 beds
Map
4.4 mi from Pittsfield4.4 mi from City Center
Set 2.6 miles from Green Mountain National Golf Course, the Cricket Hill offers 6 rooms and a swimming pool.
FromUS$ 210
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Distinctive 4 Bedroom Townhouse, With Outdoor Hot Tub Minutes From The Slopes Winterberry 4
Villa
12 adults
4 bedrooms
4 beds
Map
7.4 mi from Pittsfield7.4 mi from City Center
Gifford Woods State Park and Snowshed Lodge are located 1.2 miles and 2.6 miles from the Winterberry Townhouse #4 Killington respectively.
FromUS$ 920
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Villa
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8.0 mi from Pittsfield8.0 mi from City Center
The Green Mountain Cabins is located 16 miles from Rutland State airport and 0.6 miles from Mendon Mountain View Lodge bus stop.
FromUS$ 354
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Villa
6 adults
2 bedrooms
3 beds
Map
7.9 mi from Pittsfield7.9 mi from City Center
Killington Ski Area is 3 miles away and Ramshead Express Quad can be reached within 10 minutes by car.
FromUS$ 215
/nightSelect
Villa
8 adults
3 bedrooms
3 beds
Map
7.9 mi from Pittsfield7.9 mi from City Center
While staying at the Woods: Townhouse-F3 you are invited to discover Snowshed Lodge, set around 2.4 miles away, or Gifford Woods State Park, which is 1.2 miles away.
FromUS$ 198
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Apartment
4 adults
2 bedrooms
2 beds
Map
7.9 mi from Pittsfield7.9 mi from City Center
While staying at the Alpine Drive Adventure you are invited to discover Gifford Woods State Park, set 2.3 miles away, or Killington, which is about 3.6 miles away.
FromUS$ 64
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6 adults
2 bedrooms
3 beds
Map
7.9 mi from Pittsfield7.9 mi from City Center
This villa is located 2 miles from Snowshead Double 1 and offers 2 bedrooms together with a swimming pool.
FromUS$ 373
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6 adults
2 bedrooms
3 beds
Map
7.4 mi from Pittsfield7.4 mi from City Center
The villa comes with 1 bathrooms and a kitchen.
FromUS$ 312
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Villa
6 adults
2 bedrooms
3 beds
Map
4.6 mi from Pittsfield4.6 mi from City Center
The Bob'S Bungalow is set within 2.8 miles of Gifford Woods State Park and 10 minutes' drive from Beaver Pond.
FromUS$ 160
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8.9 mi from Pittsfield8.9 mi from City Center
Beaver Pond is 1.8 miles from the Memories & Gateway Court Mendon and Norman Rockwell Museum is around 3.7 miles away.
FromUS$ 173
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Villa
9 adults
2 bedrooms
3 beds
Map
7.9 mi from Pittsfield7.9 mi from City Center
Set 3.5 km from Pico Peak in Killington, this property features an indoor swimming pool and a tennis court.
FromUS$ 306
/nightSelect
Map
5.3 mi from Pittsfield5.3 mi from City Center
Beaver Pond is 2.8 miles from the Mountain Home! Hottub & 5 Min To Skiing! Killington and Deer Leap Trail is approximately 2.7 miles away.
FromUS$ 357
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Map
8.0 mi from Pittsfield8.0 mi from City Center
The Ski Chalet - Newly Renovated is set around 10 minutes' drive from Thundering Brook Falls Trail and within 2.4 miles of Killington.
FromUS$ 1 200
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Pittsfield vacation rentals
| 🏨 Vacation rentals in Pittsfield | 65 |
| 👛 Lowest price | 64 USD |
| ✍️ Vacation rentals Reviews | 15 |