
Woodstock Vacation Rentals
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Our top choices for Woodstock vacation rentals

1. Fat Sheep Farm & Cabins
Fat Sheep Farm & Cabins
2. Bridgewater Living - Ben&Jerry Suite
Bridgewater Living - Ben&Jerry Suite
3. Pet Friendly | Game Room | Minutes to Woodstock and Killington
Pet Friendly | Game Room | Minutes to Woodstock and Killington
4. Bridgewater Living - Ski VT Suite
Bridgewater Living - Ski VT Suite
5. Addie's Place: A Quiet and Quirky Guesthouse
Addie's Place: A Quiet and Quirky Guesthouse
6. Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
7. Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8
Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8
8. Mountain Green ground-floor condo with private yard off the patio
Mountain Green ground-floor condo with private yard off the patio
9. 180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub
180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub
10. Adventure Cabin Hot Tub Sauna Trails Game Area
Adventure Cabin Hot Tub Sauna Trails Game Area
11. Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
12. Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
13. Cozy Village Condo-Okemo Shuttle
Cozy Village Condo-Okemo Shuttle
14. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
15. The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
16. The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
17. Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you
Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you
18. Modern Killington Farmhouse Condo: Close to it all! 412
Modern Killington Farmhouse Condo: Close to it all! 412
19. Trailside Village 5: Wood Stove, Private Sauna and Hot Tub
Trailside Village 5: Wood Stove, Private Sauna and Hot Tub
20. The Suites at Killington Center
The Suites at Killington CenterFind vacation rentals that suit your style
Top Woodstock Hotel Reviews

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Find out more about Woodstock
You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Woodstock. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.




































































