
Woodstock vacation rentals
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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
Other great vacation rentals in Woodstock

Keys to Vermont

Private post & beam log cabin on Macintosh Pond.

Amazing Views, Skiing Nearby and Amenities Galore!

Your VT Dream House: Fireplace, Pool, Dogs

Modern Retreat next to Mountain Top Inn,Killington

Mount Snow House - HotTub/Golfing/Hiking/Skiing

Luxury Modern Cabin near Okemo & Killington

Modern Dog-Friendly/Fireplace/Spa/Pool/Tennis/AC
Quick stats about vacation rentals in Woodstock
Total rentals
180 properties
Nightly prices starting at
$90 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 apartment rentals in Woodstock?
Experience the best of Woodstock with our apartment rentals, starting at about $100 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 20 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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- Stratton Mountain
- Squam Lake
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Pats Peak Ski Area
- Owl's Nest Resort
- Ragged Mountain Resort
- Mount Snow Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Hooper Golf Course
- Bretwood Golf Course
- Dartmouth Skiway
- Veterans Memorial Recreation Area Ski Hill
- Baker Hill Golf Club
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
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