Chester Apartments

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Apartments in Chester

Long Trail House Studio at Stratton Mountain Resort

Stratton VT

When you stay at this apartment in Stratton, you'll be in the mountains, within a 5-minute walk of Stratton Mountain Resort and Green Mountain National Forest.

Pool

Hot Tub

Stratton South Long Trail Studio Adjacent to the Village and Lifts

Stratton VT

When you stay at this apartment in Stratton, you'll be in the mountains, within a 10-minute walk of Stratton Mountain Resort and Green Mountain National Forest.

Pool

Hot Tub

Deluxe Studio | Murphy Bed + Sofa

West Dover VT

$510 nightly

$563 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

When you stay at this apartment in West Dover, you'll be in the mountains, within a 5-minute walk of Mount Snow and Green Mountain National Forest.

Pool

Hot Tub

Efficient condo near slopes with kitchenette & great location

Ludlow VT

$200 nightly

$226 total

Dec 17 - Dec 18

Total with taxes and fees

With a stay at this apartment, you'll be centrally located in Ludlow, within a 5-minute drive of Okemo Mountain Resort and Dorsey Park.

Kitchen

Parking available

Let it Snow-Perfect Getaway! Cozy, Modern & convenience to everything!

Ludlow VT

With a stay at this apartment in Ludlow, you'll be in the mountains, within a 10-minute drive of Okemo Mountain Resort and Dorsey Park.

Kitchen

Washer

Hawks Mountain Farm, full apartment on a working farm.

Baltimore VT

Located in Chester, this apartment is in the mountains, within a 15-minute drive of Springfield Art and Historical Society Museum and Stoughton Pond Recreation Area.

Kitchen

Free WiFi

Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

Ludlow VT

With a stay at this apartment, you'll be centrally located in Ludlow, within a 10-minute drive of Okemo Mountain Resort and Dorsey Park.

Hot Tub

Kitchen

Nana's House

Bridgewater VT

Located in Bridgewater, this apartment is on a river, within a 15-minute drive of Long Trail Brewing Company and Union Arena Community Center.

Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily

Bridgewater VT

With a stay at this apartment in Bridgewater Corners, you'll be on a river, within a 5-minute drive of Killington Resort and Skyeship Express Gondola Stage I.

Cozy Studio | Ski-In Access + Kitchenette

West Dover VT

$478 nightly

$527 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

When you stay at this apartment in West Dover, you'll be in the mountains, within a 5-minute walk of Mount Snow and Green Mountain National Forest.

Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK

Ludlow VT

With a stay at this apartment in Ludlow, you'll be on a river, within a 10-minute drive of Okemo Mountain Resort and Dorsey Park.

Vermont Retreat

Bridgewater VT

Located in Bridgewater, this apartment is in the mountains, within a 15-minute drive of Long Trail Brewing Company and Union Arena Community Center.

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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.