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Woodstock Rentals

PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

Woodstock VT
3.31 mi from city center
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Historic Charm, Located On the River - Rustic Chic

Historic Charm, Located On the River - Rustic Chic

Woodstock VT
2.59 mi from city center
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Views! Sauna Historic - Woodstock Riverside Escape

Views! Sauna Historic - Woodstock Riverside Escape

Woodstock VT
0.37 mi from city center
Guests staying at this vacation home enjoy a sauna, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Kitchen
Washer
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.
Kitchen
Washer
Walk to Trails & Village +Pets - Highland Cabin

Walk to Trails & Village +Pets - Highland Cabin

Woodstock VT
0.24 mi from city center
At this vacation home, guests have access to a garden.
Kitchen
Washer
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.
Kitchen
Washer
200ac, Views! 10min to Town - Scenic Ridge Retreat

200ac, Views! 10min to Town - Scenic Ridge Retreat

Woodstock VT
2.97 mi from city center
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Hot Tub
Kitchen
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.
Kitchen
Washer
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
$287 nightly
The price is $313 total per night
$313 total
Jun 14 - Jun 15
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.
Hot Tub
Kitchen
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt

Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt

Ludlow VT
15.39 mi from city center
At this cabin, guests have access to features like laundry facilities. This golf cabin also has barbecue grills.
Kitchen
Washer
Mountainside 5-BR Ski-In/Out Okemo Villa

Mountainside 5-BR Ski-In/Out Okemo Villa

Ludlow VT
17.59 mi from city center
Guests of this vacation home enjoy features like a gym, a hot tub, and laundry facilities. Additional amenities include a garden and barbecue grills.
Hot Tub
Kitchen
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 barbecue grills and a garden.
Hot Tub
Kitchen
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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 $313 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.