Cheshire Vacation Rentals
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Vacation Rentals in Cheshire
Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown
Pownal VT
With a stay at this vacation home in Pownal, you'll be steps from Green Mountain National Forest and a 3-minute drive from Mountain Meadow Preserve.
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
120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views
East Chatham NY
Located in East Chatham, this vacation home is within a 15-minute drive of Queechy Lake and New Lebanon Library.
Pool
Kitchen
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
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Whitingham VT
When you stay at this vacation home in Whitingham, you'll be on the waterfront, within a 15-minute walk of Green Mountain National Forest and Harriman Reservoir.
Hot Tub
Kitchen
Spacious Living, Covered Porch & Forest Setting | Beaver Creek by AvantStay
Stockbridge MA
With a stay at this vacation home in Stockbridge, you'll be within a 10-minute drive of National Shrine of the Divine Mercy and Tanglewood Music Center.
Kitchen
Free WiFi
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Hinsdale MA
With a stay at this vacation home in Hinsdale, you'll be within a 15-minute drive of Bas Ridge Golf Course and Crane Museum of Papermaking.
Air conditioning
Outdoor Space
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Becket MA
$337 nightly
The price is $376 total per night
$376 total
Jun 15 - Jun 16
Total with taxes and fees
With a stay at this vacation home in Becket (Sherwood Forest), you'll be within a 10-minute drive of Pyramid Lake and Becket Quarry.
Kitchen
Pet friendly
Imagine Being Lakeside, Kayaks/Fishing/EV Charger
Lenox MA
When you stay at this vacation home in Lenox, you'll be near the beach, within a 15-minute drive of Tanglewood Music Center and National Shrine of the Divine Mercy.
Kitchen
Washer
Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!
Pownal VT
When you 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.
Pool
Hot Tub
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 | $376 |
Highest Price | $376 |
Popular accommodation | Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown, Experience Three Sisters Sanctuary in Goshen, MA, 120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views, Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay, Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included, Spacious Living, Covered Porch & Forest Setting | Beaver Creek by AvantStay, Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets. , Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!, Imagine Being Lakeside, Kayaks/Fishing/EV Charger, Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!, Perfect Family Gateway Spot for the Berkshires, Jiminy Peak Skiing, MASS MoCA, Wildlife Retreat in the Forest |