
Woodstock vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Woodstock
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Woodstock vacation rentals
House rentals in Woodstock

Beautiful Historic 1909 Library with a Fireplace

Cozy Bow House Perched in Trees w/ Hot Tub & View

Affordable, private, surrounded by flower gardens

The Barnbrook House

SugarBear- Pool, AC, Sauna, Gym, Tennis!

Stunning Okemo Views - 3BD 3BA on 10 Private Acres

Comfortable farmhouse with stunning views

The Quechee Haus: VT Retreat with Outdoor Hot Tub
Boutique hotels in Woodstock

Lavender Room; Historic Brook Road Inn

Standard Queen in Boutique Vermont Hotel

Standard-1 Queen (White Horse Lodge)

The Red Barn Inn, Suite 1, Danbury, NH

The Birch & Berry Inn Hinesburg, VT -Birch Sunrise

Studio Suite #2 at The Lodge | Minutes from Sunape

Historic Stagecoach Hostel room # 2-3 single beds

Standard 1 Queen Bed - Warren Lodge
Other great vacation rentals in Woodstock

Romantic Mountain Getaway

Sunny Studio Apartment in Hartland

Vermont Home Central to Ski Areas-No Cleaning Fees

Sunset Cabin - your private romantic hideaway

Yurt In The Woods - Private Refuge

The Berghüttli: The Coziest Cabin in Vermont

The Tiny Home with Barrel Sauna

The Willow House: a Modern Vermont Retreat
Quick stats about vacation rentals in Woodstock
Total rentals
180 properties
Nightly prices starting at
G$18,826 GYD before taxes and fees
Total number of reviews
6.6K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Frequently Asked Questions
Where should I stay in Woodstock?
Make yourself at home in Woodstock by choosing from our most frequently booked neighborhoods. We have over 10 vacation rentals in South Woodstock, over 320 vacation rentals in Village of Woodstock, and over 260 vacation rentals in Taftsville.
Are there vacation rentals with a dedicated workspace in Woodstock?
Yes! Work meets play with ease at over 80 vacation rentals in Woodstock featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Woodstock?
Four-legged friends are welcome in Woodstock. Choose from more than 70 vacation rentals for guests traveling with pets.
How much does it cost to stay in bed and breakfast rentals in Woodstock?
Experience the best of Woodstock with our bed and breakfast rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Woodstock have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Woodstock. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Woodstock have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Woodstock. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Woodstock have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Woodstock. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Woodstock?
Woodstock has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Squam Lake
- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Owl's Nest Resort
- Pats Peak Ski Area
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Fort Ticonderoga
- Tenney Mountain Resort
- Bretwood Golf Course
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Baker Hill Golf Club
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Hooper Golf Course
- Lucky Bugger Vineyard & Winery