Holiday Homes in Pittsfield
Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Featured Holiday Homes in Pittsfield
The Queens Croft v2 - Luxury Killington Ski Home. Newer. Better. Ski-ier.
The Queens Croft v2 - Luxury Killington Ski Home. Newer. Better. Ski-ier.
10.0 out of 10, Exceptional, 7 reviews
The price is NZ$1,694
per night
22 Jun - 23 Jun
Bright, Family-Friendly Lake View House Close to Okemo, Killington, Pico, Lakes
Bright, Family-Friendly Lake View House Close to Okemo, Killington, Pico, Lakes
10.0 out of 10, Exceptional, 26 reviews
Dog-friendly, lakefront home with large yard, firepit, canoe, and fireplace
Dog-friendly, lakefront home with large yard, firepit, canoe, and fireplace
9.6 out of 10, Exceptional, 4 reviews
Save an average of 15% on thousands of hotels when you're signed in
Classic Vermont Farmhouse near Sugarbush Resort
Classic Vermont Farmhouse near Sugarbush Resort
9.8 out of 10, Exceptional, 26 reviews
Upscale VT Getaway by Slopes, Lakes & Trails!
Upscale VT Getaway by Slopes, Lakes & Trails!
9.4 out of 10, Exceptional, 13 reviews
Family Getaway Cozy 4BDR Home
Family Getaway Cozy 4BDR Home
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
10.0 out of 10, Exceptional, 12 reviews
Luxe Plymouth Chalet w/ Indoor Pool & 3 Decks!
Luxe Plymouth Chalet w/ Indoor Pool & 3 Decks!
9.6 out of 10, Exceptional, 9 reviews
Middlebury Gem open concept and 5 minutes from town
Middlebury Gem open concept and 5 minutes from town
10.0 out of 10, Exceptional, 61 reviews
Beautiful year round location!
Beautiful year round location!
10.0 out of 10, Exceptional, 42 reviews
The Brandon Inn - Double Room
The Brandon Inn - Double Room
8.0 out of 10, Very good, 1 review
The price is NZ$281
per night
3 Jul - 4 Jul
BruinsDen - Ski On Ski Off (Home Stretch Trail)
BruinsDen - Ski On Ski Off (Home Stretch Trail)
9.8 out of 10, Exceptional, 8 reviews
The price is NZ$982
per night
23 Jun - 24 Jun
Mendon Home w/ Hot Tub, Fire Pit & Near Skiing!
Mendon Home w/ Hot Tub, Fire Pit & Near Skiing!
10.0 out of 10, Exceptional, 1 review
Beechwood - 4 Bedrooms and 3 Baths, sleeps 10
Beechwood - 4 Bedrooms and 3 Baths, sleeps 10
10.0 out of 10, Exceptional, 1 review
Lincoln Gap Mountain House
Lincoln Gap Mountain House
Rustic home with a private hot tub, fireplace, cable, & washer/dryer
Rustic home with a private hot tub, fireplace, cable, & washer/dryer
9.6 out of 10, Exceptional, 46 reviews
Roomy farmhouse with private hot tub, firepit, pool table, sunroom, & woodstove
Roomy farmhouse with private hot tub, firepit, pool table, sunroom, & woodstove
9.0 out of 10, Wonderful, 19 reviews
Post & Beam Home Ideal for families or Groups
Post & Beam Home Ideal for families or Groups
9.8 out of 10, Exceptional, 115 reviews
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail
9.2 out of 10, Wonderful, 59 reviews
☆ SKI ON & OFF ☆ Spruce Glen C on Great Eastern Trail w/AC, Sauna, Fireplace
☆ SKI ON & OFF ☆ Spruce Glen C on Great Eastern Trail w/AC, Sauna, Fireplace
9.6 out of 10, Exceptional, 58 reviews
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.
Other property types in Pittsfield
Killington area home - 4-seasons & hot tub. Sleeps 12+
Killington area home - 4-seasons & hot tub. Sleeps 12+
9.8 out of 10, Exceptional, 109 reviews
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, 450 reviews
Cozy Loft for two with Hot Tub
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, 198 reviews
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.
Pittsfield Holiday Homes information
Number of reviews | 409 |
---|---|
Accommodation | 467 Holiday Homes |
Lowest Price | NZ$281 |
Highest Price | NZ$1,694 |
Recent Reviews in PittsfieldExpedia verified reviews
![The Mountain Inn at Killington](http://images.trvl-media.com/lodging/1000000/980000/975400/975389/374f8e02_y.jpg)
The Mountain Inn at Killington
5/5 Excellent
"Clean friendly service"
A verified traveller stayed at The Mountain Inn at Killington
Posted 1 day ago
Popular Destinations
More accommodation types in Pittsfield
All Accommodation Types
Be inspired: Top Holiday Homes destinations in 2024
- New Zealand Holiday Houses
- Auckland Holiday Houses
- Hanmer Springs Holiday Houses
- Rarotonga Holiday Houses
- Queenstown Holiday Houses
- Gold Coast Holiday Houses
- Rotorua Holiday Houses
- Taupo Holiday Houses
- Nelson Holiday Houses
- Christchurch Holiday Houses
- Wellington Holiday Houses
- Fiji Holiday Houses
- Wanaka Holiday Houses
- Kaikoura Holiday Houses
- Akaroa Harbour Holiday Houses
- Tauranga Holiday Houses
- Mount Maunganui Holiday Houses
- Dunedin Holiday Houses
- Hamilton Holiday Houses
- Napier Holiday Houses