Last-minute stays near Woodstock, VT

90 places with check-ins between 2026-09-12 and 2026-09-26, priced from $74 to $466 a night. These are live prices from the last sweep, not a curated list — they move, and some sell out.

• Killington Chalet: Hot Tub, Fireplace, spacious 4b5 beds · 2 nights · from 2026-09-13$385/night$770 totalAirbnb
• New Resort Condo Close to Lifts2 beds · 4 nights · from 2026-09-13$114/night$455 totalAirbnb
• Snowcub- AC, Pool, Hot tub, Tennis, Grill!4 beds · 4 nights · from 2026-09-13$183/night$731 totalAirbnb
• New Resort Condo Close to Lifts2 beds · 3 nights · from 2026-09-13$122/night$367 totalAirbnb
• Private Oasis Under 10 Mins from Woodstock4 beds · 4 nights · from 2026-09-13$244/night$975 totalAirbnb
• Specials Ski-in Ski-Out Cozy Mountainside Condo4 beds · 4 nights · from 2026-09-13$235/night$940 totalAirbnb
• Private Oasis Under 10 Mins from Woodstock4 beds · 3 nights · from 2026-09-13$258/night$775 totalAirbnb
• Enjoy the foliage in Killington!4 beds · 4 nights · from 2026-09-12$181/night$724 totalAirbnb
• Specials Ski-in Ski-Out Cozy Mountainside Condo4 beds · 3 nights · from 2026-09-13$253/night$759 totalAirbnb
• New Resort Condo Close to Lifts2 beds · 2 nights · from 2026-09-13$140/night$279 totalAirbnb
• Enjoy the foliage in Killington!4 beds · 3 nights · from 2026-09-12$200/night$601 totalAirbnb
• Grace Cottage - Serene Private Location2 beds · 2 nights · from 2026-09-13$173/night$346 totalAirbnb
• Canyons Unit: Skyeship Gondola 2 miles w/HOT TUB4 beds · 4 nights · from 2026-09-13$125/night$501 totalAirbnb
• "Good Night Moon Vintage" El Rey Glamping1 bed · 2 nights · from 2026-09-12$74/night$148 totalAirbnb
• Dog Friendly Mountain Condo w/Spa, Pool, Sauna3 beds · 4 nights · from 2026-09-12$177/night$709 totalAirbnb
• The Carriage House : Hot Tub|Games|Close to Slopes4 beds · 4 nights · from 2026-09-12$272/night$1,086 totalAirbnb
• The Carriage House : Hot Tub|Games|Close to Slopes4 beds · 3 nights · from 2026-09-13$274/night$823 totalAirbnb
• Canyons Unit: Skyeship Gondola 2 miles w/HOT TUB4 beds · 3 nights · from 2026-09-13$136/night$407 totalAirbnb
• Bright Modern Loft • Fire Pit • Near Swimming Hole3 beds · 2 nights · from 2026-09-12$304/night$609 totalAirbnb
• Firefly Cottage1 bed · 2 nights · from 2026-09-13$94/night$188 totalAirbnb
• Pasture View Cabin2 beds · 2 nights · from 2026-09-12$104/night$209 totalAirbnb
• 10 min to killington, 10 min to Woodstock!6 beds · 4 nights · from 2026-09-12$181/night$723 totalAirbnb
• Ski In/Out Spruce Glen B, AC, Sauna, Fireplace4 beds · 4 nights · from 2026-09-12$186/night$743 totalAirbnb
• 1000sq.ft Relax at Lareau. Downtown Lebanon.3 beds · 3 nights · from 2026-09-13$125/night$374 totalAirbnb
• 1000sq.ft Relax at Lareau. Downtown Lebanon.3 beds · 2 nights · from 2026-09-13$121/night$242 totalAirbnb
• 10 min to killington, 10 min to Woodstock!6 beds · 3 nights · from 2026-09-12$197/night$591 totalAirbnb
• BearNecessities- Pool, Hot Tub, Gym3 beds · 3 nights · from 2026-09-13$128/night$384 totalAirbnb
• Ski VT Suite | Near Woodstock & Killington2 beds · 3 nights · from 2026-09-13$128/night$384 totalAirbnb
• 2 room suite sleeps 4. Near I-892 beds · 3 nights · from 2026-09-26$120/night$360 totalAirbnb
• Peaceful Suite With a View2 beds · 2 nights · from 2026-09-13$126/night$252 totalAirbnb
• Snowcub- AC, Pool, Hot tub, Tennis, Grill!4 beds · 3 nights · from 2026-09-13$204/night$612 totalAirbnb
• Wade's World- AC, Pool, Tennis, Bike to Mountain2 beds · 4 nights · from 2026-09-12$128/night$513 totalAirbnb
• Luxury Barn Retreat in Woodstock1 bed · 2 nights · from 2026-09-26$466/night$931 totalAirbnb
• The Mountain Retreat in village2 beds · 4 nights · from 2026-09-26$122/night$489 totalAirbnb
• Elegant Village Apartment3 beds · 4 nights · from 2026-09-13$407/night$1,627 totalAirbnb
• 2 room suite sleeps 4. Near I-892 beds · 4 nights · from 2026-09-26$122/night$490 totalAirbnb
• 2 room suite sleeps 4. Near I-892 beds · 2 nights · from 2026-09-26$122/night$244 totalAirbnb
• Ski In/Out Spruce Glen B, AC, Sauna, Fireplace4 beds · 3 nights · from 2026-09-12$210/night$631 totalAirbnb
• Luxury Barn Retreat in Woodstock1 bed · 3 nights · from 2026-09-26$453/night$1,360 totalAirbnb
• Luxury Barn Retreat in Woodstock1 bed · 4 nights · from 2026-09-26$451/night$1,805 totalAirbnb

See all 90 Woodstock, VT deals, filtered and sorted →

How these are picked

Every price here was recorded against that property's own recent history and against the market, so “cheap” means cheap for this place at this time — not a discount off a number someone made up. Nothing on this page is a paid placement.

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