Cheshire Vacation Rentals
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Vacation Rentals in Cheshire
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Stockbridge MA
With a stay at this vacation home in West Stockbridge, you'll be within a 5-minute drive of Tanglewood Music Center and Stockbridge Bowl.
Kitchen
Washer
24 Acre Southern Vermont Luxury Hilltop Retreat - Private Pool & Panoramic Views
Stamford VT
When you stay at this vacation home in Stamford, you'll be in the mountains, within a 15-minute drive of Green Mountain National Forest and Massachusetts Museum of Contemporary Art.
Pool
Kitchen
Cozy private 2 bed apartment in Shelburne Falls
Shelburne Falls MA
$319 nightly
The price is $356 total per night
$356 total
Aug 24 - Aug 25
Total with taxes and fees
With a stay at this vacation home in Shelburne Falls, you'll be a 1-minute walk from Deerfield River and 7 minutes by foot from Arms Cemetery.
Kitchen
Washer
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.
Kitchen
Air conditioning
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.
Kitchen
Washer
Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay
East Chatham NY
Located in East Chatham, this vacation home is in the mountains, within a 15-minute drive of Queechy Lake and The Mac-Haydn Theatre.
Hot Tub
Kitchen
Hearts Desire is your private escape.
Lanesborough MA
With a stay at this vacation home in Lanesborough, you'll be on a lake, within a 10-minute drive of Jiminy Peak Mountain Resort and Cheshire Reservoir.
Hot Tub
Kitchen
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Hawley MA
Located in Charlemont, this vacation home is in the mountains, within a 15-minute drive of Hawley Bog Preserve and Swift 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.
Kitchen
Washer
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.
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 | 248 Vacation Rentals |
|---|---|
Lowest Price | $205 |
Highest Price | $454 |
Popular accommodation | Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country, 24 Acre Southern Vermont Luxury Hilltop Retreat - Private Pool & Panoramic Views, Cozy private 2 bed apartment in Shelburne Falls, Experience Three Sisters Sanctuary in Goshen, MA, Peace and quiet on the lake, Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay, Hearts Desire is your private escape. , Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, Quiet Cabin On Over 12 Acres Of Woods!, Amore Estate - beautiful room with many places to explore and relax in., stylish Berkshires Retreat, Cozy Home in Pownal VT |