Cheshire Holiday Homes

Check availability on Holiday Homes in Cheshire

28 Jun - 29 Jun

Tonight

29 Jun - 30 Jun

Tomorrow night

Featured Holiday Homes in Cheshire

Artistic, Pet-Friendly Getaway in the Foothills of the Berkshire Mountains of Massachusetts

Cummington MA

€124

29 Jun - 30 Jun

includes taxes & fees

This lodge features an arcade/games room.

Lemmikkiystävällinen

Ilmastointi

Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

Whitingham VT

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During your stay at this holiday home, you'll be close to Readsboro Community Library. Features include laundry facilities. Free WiFi and a kitchen are available in the holiday home.

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Hinsdale MA

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During your stay at this holiday home, you'll be close to Bas Ridge Golf Course. In-room jetted baths and a patio are available in the holiday home.

Ilmastointi

Ulkotilat

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Becket MA

€375

29 Jun - 30 Jun

includes taxes & fees

During your stay at this holiday home, you'll be close to Pyramid Lake. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Keittiö

Lemmikkiystävällinen

Cozy Escape in a Suite near Bryant Mountain State Forest in Massachusetts

Cummington MA

€124

28 Jul - 29 Jul

includes taxes & fees

Yövy tässä loma-asunnossa kohteessa Cummington. Nauti puutarhasta, paikan päällä olevasta maastopyöräilymahdollisuudesta ja patioista.

Keittiö

Lemmikkiystävällinen

Cozy Home in Pownal VT

Pownal VT

€185

29 Jun - 30 Jun

includes taxes & fees

During your stay at this holiday home, you're just a quick walk from Green Mountain National Forest. Enjoy features like laundry facilities. The holiday home offers a kitchen and a patio.

Keittiö

Pyykinpesukone

Blue Bird Chalet – 5BR Retreat w/ Sauna, Pool + Loft, Near Jiminy Peak

East Chatham NY

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During your stay at this holiday home, you're just a quick walk from Hand Hollow State Forest. Laundry facilities are available. The holiday home includes amenities such as 3 bathrooms and a TV.

Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay

East Chatham NY

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During your stay at this holiday home, you'll be close to Queechy Lake. 1 hot tub and laundry facilities are available. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Imagine Being Lakeside, Kayaks/Fishing/EV Charger

Lenox MA

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During your stay at this holiday home, you'll be within walking distance of Wyndhurst Golf & Club. Features include laundry facilities. A kitchen and 2 bathrooms are available in the holiday home.

Rauha ja hiljainen järvellä

Becket MA

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Our customers tell us they can't get enough of this holiday home's great location. During your stay, you'll be close to Pyramid Lake. Laundry facilities are available. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Keittiö

Pyykinpesukone

Sijainti!!! Sijainti!!! Berkshire Glamour (ja mukavuus) kohtaa kaupungin ja maan

Stockbridge MA

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During your stay at this holiday home, you're just a quick walk from Stockbridge Bowl. Laundry facilities are available. The holiday home includes amenities such as free WiFi and a kitchen.

VINTAGE BARN APT, POOL, HOT TUB, FIRE PIT, GRILL

Pownal VT

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During your stay at this holiday home, you're just a quick walk from Green Mountain National Forest. Enjoy features like an outdoor pool, 1 hot tub and laundry facilities. The holiday home offers free WiFi and a private pool.

120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views

East Chatham NY

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During your stay at this holiday home, you'll be close to Hand Hollow State Forest. Features include an outdoor pool, a gym and laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Uima-allas

Keittiö

Spacious Living, Covered Porch & Forest Setting | Beaver Creek by AvantStay

Stockbridge MA

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During your stay at this holiday home, you'll be within walking distance of Lenox Arts Center. Free WiFi and a kitchen are available in the holiday home.

Perfect Family Gateway Spot for the Berkshires, Jiminy Peak Skiing, MASS MoCA

Hancock MA

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During your stay at this holiday home, you'll be close to Jiminy Peak Mountain Resort. You'll find features such as an outdoor pool and laundry facilities. The holiday home includes amenities such as free WiFi and a kitchen.

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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.