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Woodstock Rentals

Woodstock Village Carriage House

Woodstock Village Carriage House

Woodstock VT
0.34 mi from city center
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town

Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town

Woodstock VT
1.56 mi from city center
Guests of this vacation home enjoy access to ski-in/ski-out access, laundry facilities, and a garden. This ski vacation home also has barbecue grills.
Amazing home on 90 acres - fireplace, AC & great mountain views

Amazing home on 90 acres - fireplace, AC & great mountain views

Quechee VT
3.37 mi from city center
At this cabin, guests have access to features like laundry facilities. This smoke-free cabin also has barbecue grills.
Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock

Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock

Hartford VT
5.31 mi from city center
This vacation home features an indoor pool, an outdoor pool, and a gym. Helpful staff is there to provide concierge services, as well as offer insight about the area. Other amenities at this golf vacation home include a sauna, laundry facilities, and a garden.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
3387 East Mountain Road Killington VT
12.26 mi from city center
Renovated in 2023, Ski in & out Spruce Glen Townhomes on Great Eastern Trail offers ski-in/ski-out access, a sauna, and free WiFi in public areas. A stay here includes free parking. Other amenities at this ski cabin include express check-out and laundry facilities.
Mountain Green

Mountain Green

2 out of 5
133 E Mountain Rd Killington Killington VT
13.86 mi from city center
$212 nightly
The price is $233 total per night
$233 total
Apr 26 - Apr 27
Total with taxes and fees
Guests staying at Mountain Green enjoy an indoor pool, free WiFi in public areas, and barbecue grills. If you decide to drive, there's free parking. This smoke-free condo building also has a picnic area.
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

Mendon VT
17.84 mi from city center
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Addie's Place: A Quiet and Quirky Guesthouse

Addie's Place: A Quiet and Quirky Guesthouse

Hartford VT
11.16 mi from city center
$175 nightly
The price is $198 total per night
$198 total
Apr 27 - Apr 28
Total with taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Cavendish VT
12.67 mi from city center
$267 nightly
The price is $289 total per night
$289 total
Apr 26 - Apr 27
Total with taxes and fees
Guests staying at this cabin enjoy a hot tub, laundry facilities, and a garden. This smoke-free cabin also has barbecue grills.
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Cavendish VT
12.67 mi from city center
$267 nightly
The price is $289 total per night
$289 total
Apr 26 - Apr 27
Total with taxes and fees
Guests staying at this cabin enjoy a hot tub, laundry facilities, and a garden. This smoke-free cabin also has barbecue grills.
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Mount Holly VT
17.95 mi from city center
Guests staying at this cabin enjoy a hot tub, laundry facilities, and a garden. This smoke-free cabin also has barbecue grills.
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

Ludlow VT
19.37 mi from city center
At this cabin, guests have access to a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly cabin include a garden and barbecue grills.
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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.

Woodstock Large Group Rentals

How to Book Vacation Rentals in Woodstock



🏠 What is the best price for Woodstock vacation rentals?

Woodstock vacation rentals range in price, starting at $198 per night.


🏠 What types of vacation rentals in Woodstock can I rent?

Orbitz offers a wide range of Woodstock rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Woodstock condo rentals.


🏠 Is it free to cancel my Woodstock vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Woodstock vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Woodstock. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Woodstock?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Woodstock apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Woodstock?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Woodstock package deals will get you even more savings.