Cheshire Vacation Rentals
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Vacation Rentals in Cheshire
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!
Lanesborough MA
With a stay at this vacation home in Lanesborough, you'll be within a 10-minute drive of Crane Museum of Papermaking and Barrington Stage Company.
Amore Estate - beautiful room with many places to explore and relax in.
Lenox MA
With a stay at this vacation home in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Wyndhurst Golf & Club.
Elegant home w/ mountain views, trail to riverfront, hot tub, dog-friendly, bbq
Readsboro VT
With a stay at this vacation home in Readsboro, you'll be on the waterfront, just steps from Green Mountain National Forest and a 5-minute drive from Readsboro Town Hall.
Peace and quiet on the lake
Becket MA
With a stay at this vacation home in Becket (Sherwood Forest), you'll be within a 10-minute drive of Pyramid Lake and Jacob's Pillow.
Experience Three Sisters Sanctuary in Goshen, MA
Goshen MA
Located in Goshen, this vacation home is a 1-minute drive from Three Sisters Sanctuary and 6 minutes from Ashfield Lake.
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Pittsfield MA
Located in Pittsfield, this vacation home is on a lake, within a 5-minute drive of Pittsfield Dog Park and Crane Museum of Papermaking.
Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!
Pownal VT
With a stay at this vacation home in Pownal, you'll be in the mountains, just steps from Green Mountain National Forest and a 5-minute drive from Solomon Wright Library.
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Stockbridge MA
$582 nightly
The price is $650 total per night
$650 total
Mar 9 - Mar 10
Total with taxes and fees
With a stay at this vacation home, you'll be centrally located in Stockbridge, within a 15-minute drive of Tanglewood Music Center and Housatonic River.
Quiet Cabin On Over 12 Acres Of Woods!
Becket MA
With a stay at this vacation home in Becket, you'll be within a 10-minute drive of Pyramid Lake and Jacob's Pillow.
Heart of Lenox Walk to Town Cozy Cottage!
Lenox MA
With a stay at this vacation home in Lenox, you'll be within a 5-minute drive of Tanglewood Music Center and The Bookstore.
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Whitingham VT
Located in Whitingham, this vacation home is on the waterfront, within a 15-minute walk of Harriman Reservoir and Green Mountain National Forest.
Hancock Village Inn Near Jiminy Peak
Hancock MA
$1,060 nightly
The price is $1,149 total per night
$1,149 total
Mar 11 - Mar 12
Total with taxes and fees
With a stay at this vacation home in Pittsfield, you'll be on the waterfront, within a 5-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.
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.
Cheshire Vacation Rentals essential information
Accommodation | 282 Vacation Rentals |
|---|---|
Lowest Price | $650 |
Highest Price | $1,149 |
Popular accommodation | Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!, Amore Estate - beautiful room with many places to explore and relax in., Elegant home w/ mountain views, trail to riverfront, hot tub, dog-friendly, bbq, Peace and quiet on the lake, Experience Three Sisters Sanctuary in Goshen, MA, Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table, Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!, Walk into town, soak up sun on enclosed porch & steps away from nature trails!, Quiet Cabin On Over 12 Acres Of Woods!, Heart of Lenox Walk to Town Cozy Cottage!, Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating , Hancock Village Inn Near Jiminy Peak |