Woodstock Chalets

Name: Jessie's Harvest House
Price range: $203 total

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Check dates for Woodstock hotels

Chalets in Woodstock

Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

New Paltz NY

$856 nightly

$958 total

Dec 15 - Dec 16

Total with taxes and fees

When you stay at this chalet in New Paltz, you'll be within a 10-minute drive of Rosendale Public Library and Historic Huguenot Street.

Kitchen

Pet friendly

Jessie's Harvest House Suite

Tannersville NY

$164 nightly

$173 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

With a stay at this chalet in Tannersville, you'll be on a lake, within a 10-minute drive of Hunter Mountain and Catskill State Park.

Air conditioning

Mountain view

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

Windham NY

$1,367 nightly

$1,476 total

Dec 14 - Dec 15

Total with taxes and fees

With a stay at this chalet, you'll be centrally located in Windham, within a 10-minute drive of Windham Mountain Resort and Catskill State Park.

Pool

Hot Tub

Modern 3BR/4BA Windham chalet w/ hot tub, views & mins to ski, bars, dining!

Windham NY

With a stay at this chalet in Windham, you'll be within a 10-minute drive of Windham Mountain Resort and Catskill State Park.

Hot Tub

Kitchen

Delightful 3-bedroom chalet with WiFi in Windham

Windham NY

With a stay at this chalet in Windham, you'll be in the mountains, within a 5-minute drive of Windham Mountain Resort and Catskill State Park.

Kitchen

Washer

Private Chalet less than 1 mile to Ski Resort

Lanesville NY

With a stay at this chalet in Hunter, you'll be in the mountains, within a 5-minute drive of Hunter Mountain and Catskill State Park.

Kitchen

Washer

Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

Big Indian NY

$747 nightly

$837 total

Dec 14 - Dec 15

Total with taxes and fees

When you stay at this chalet in Big Indian, you'll be on the waterfront, within a 15-minute drive of Catskill Mountains and Belleayre Mountain Ski Center.

Kitchen

Washer

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter NY

$248 nightly

$268 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

With a stay at this chalet in Hunter, you'll be in the mountains, within a 10-minute drive of Hunter Mountain and Catskill State Park.

Hot Tub

Kitchen

Jessie's Harvest House

Tannersville NY

$192 nightly

$203 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

With a stay at this chalet in Tannersville, you'll be in the mountains, within a 10-minute drive of Hunter Mountain and Catskill State Park.

Air conditioning

Outdoor Space

Beautiful Chalet, mins to Hunter/Windham slopes

Jewett NY

Located in Jewett, this chalet is within a 15-minute drive of Hunter Mountain and Windham Mountain Resort.

Pool

Dryer

Jessie's Harvest House

Tannersville NY

$192 nightly

$203 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

With a stay at this chalet in Tannersville, you'll be in the mountains, within a 10-minute drive of Hunter Mountain and Catskill State Park.

Air conditioning

Laundry

Jessie's Harvest House

Tannersville NY

$192 nightly

$203 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

With a stay at this chalet in Tannersville, you'll be in the mountains, within a 10-minute drive of Hunter Mountain and Catskill State Park.

Air conditioning

Outdoor Space

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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.