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19 Sep - 21 Sep
In two months
31 Oct - 2 Nov
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26 Dec - 28 Dec

Cottages in Pittsfield

Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock
Property grounds

Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock

10.0 out of 10, Exceptional, (14)
"We thoroughly enjoyed our stay at Lake Bomoseen. The house was in a great location with incredible lake views. The private dock was very relaxing."
Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock
Woodstock Village Carriage House
Exterior

Woodstock Village Carriage House

9.8 out of 10, Exceptional, (97)
"Location was great!!"
Woodstock Village Carriage House
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Exterior

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

2.0 star property
10.0 out of 10, Exceptional, (6)
"Nice time, great location"
The price is AED 513
AED 1,591 total
includes taxes & fees
7 Sep - 8 Sep
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
The Paw House Inn & Country Cottages
1 bedroom, free WiFi, bed sheets

The Paw House Inn & Country Cottages

The Paw House Inn & Country Cottages
Cozy Cabin Retreat
Property grounds

Cozy Cabin Retreat

10.0 out of 10, Exceptional, (30)
"This cabin was perfect! Clean and lovely - loved opening the back door and hearing the brook go by in the back yard. The hosts were super kind and considerate. Loved meeting their puppies! Would go back in a heartbeat - super convenient to the highway and easy to get to and from."
Cozy Cabin Retreat
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Property grounds

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (59)
"It was such a lovely stay. Everything was super tidy, clean, comfortable and cozy. We especially loved reading about the story of the build. Would absolutely recommend! "
The price is AED 512
AED 788 total
includes taxes & fees
7 Sep - 8 Sep
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Lake Hortonia 3 bedroom cottage and boat house 2 min walk to Lake.
Outdoor dining

Lake Hortonia 3 bedroom cottage and boat house 2 min walk to Lake.

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay very much!"
Lake Hortonia 3 bedroom cottage and boat house 2 min walk to Lake.
Lovely Brookfield Home w/ Private Deck & Views
House (4 Bedrooms) | Interior

Lovely Brookfield Home w/ Private Deck & Views

3.0 star property
10.0 out of 10, Exceptional, (1)
" Lovely home, beautifully furnished "
Lovely Brookfield Home w/ Private Deck & Views
Rustic Mountain View Cottage
Exterior

Rustic Mountain View Cottage

Rustic Mountain View Cottage
Pet-friendly Roxbury Farmhouse on 350 Acres!
House (4 Bedrooms) | Interior

Pet-friendly Roxbury Farmhouse on 350 Acres!

3.0 star property
Pet-friendly Roxbury Farmhouse on 350 Acres!
Lakefront Paradise Near Okemo & Killington
House (6 Bedrooms) | Interior

Lakefront Paradise Near Okemo & Killington

3.0 star property
Lakefront Paradise Near Okemo & Killington
Rustic Roxbury Ski Farmhouse With Trails!
House (4 Bedrooms) | Interior

Rustic Roxbury Ski Farmhouse With Trails!

3.0 star property
Rustic Roxbury Ski Farmhouse With Trails!
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
House (6 Bedrooms) | Interior

Picture-perfect Vermont Mtn Cabin w/ Hot Tub!

3.0 star property
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
Idyllic Wallingford Retreat - Near Skiing & Hiking
House (1 Bedroom) | Interior

Idyllic Wallingford Retreat - Near Skiing & Hiking

3.0 star property
8.0 out of 10, Very Good, (2)
"This was the perfect place for 2 people to stay for a trip to Okemo. Everything we could have needed was available on the property, it was very clean and comfortable, and the hostess was great at communicating details ahead of time. Thanks for allowing us to use your property - I would love to return!"
Idyllic Wallingford Retreat - Near Skiing & Hiking
Killington Area Escape w/ Deck, Views & Hot Tub!
House (3 Bedrooms) | Interior

Killington Area Escape w/ Deck, Views & Hot Tub!

3.0 star property
Killington Area Escape w/ Deck, Views & Hot Tub!
Inviting A-frame Cabin w/ Saltwater Hot Tub!
House (2 Bedrooms) | Interior

Inviting A-frame Cabin w/ Saltwater Hot Tub!

3.0 star property
Inviting A-frame Cabin w/ Saltwater Hot Tub!
Swim, Ski & Sip: Lakefront Retreat in Plymouth
House (3 Bedrooms) | Interior

Swim, Ski & Sip: Lakefront Retreat in Plymouth

3.0 star property
Swim, Ski & Sip: Lakefront Retreat in Plymouth
11 Mi to Sugarbush: Eclectic Ski House w/ Hot Tub!
House (4 Bedrooms) | Interior

11 Mi to Sugarbush: Eclectic Ski House w/ Hot Tub!

3.0 star property
11 Mi to Sugarbush: Eclectic Ski House w/ Hot Tub!
5 Mi to Skiing: Home w/ Hot Tub & Patio!
Interior

5 Mi to Skiing: Home w/ Hot Tub & Patio!

3.0 star property
5 Mi to Skiing: Home w/ Hot Tub & Patio!
Duplex Unit, 2 Mi to Chittenden Reservoir!
House (2 Bedrooms) | Interior

Duplex Unit, 2 Mi to Chittenden Reservoir!

3.0 star property
Duplex Unit, 2 Mi to Chittenden Reservoir!
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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Top Pittsfield Hotel Reviews

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