Compare Woodstock Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Woodstock

Addie's Place: A Quiet and Quirky Guesthouse

Addie's Place: A Quiet and Quirky Guesthouse

Hartford VT
$194 nightly
The price is $219 total per night
$219 total
Apr 26 - Apr 27
Total with taxes and fees
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Pet friendly
Woodstock Village Carriage House

Woodstock Village Carriage House

Woodstock VT
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

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

Mendon VT
$378 nightly
The price is $423 total per night
$423 total
Apr 9 - Apr 10
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Ludlow VT
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Hot Tub
Kitchen
Cozy cottage on the river, minutes from skiing, horse events, and so much more!

Cozy cottage on the river, minutes from skiing, horse events, and so much more!

Reading VT
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Luxury Vermont Vacation Rental: Private Hot Tub!

Luxury Vermont Vacation Rental: Private Hot Tub!

3 out of 5
Brownsville VT
Guests staying at this cottage enjoy free WiFi in public areas, an arcade/game room, and barbecue grills. Free parking is available if you drive.
Kitchen
Washer
Cozy Historic Hilltop Cottage with Mount Ascutney View

Cozy Historic Hilltop Cottage with Mount Ascutney View

West Windsor VT
Guests staying at this cottage can enjoy a gym, a garden, and barbecue grills.
Pool
Kitchen
Terrific 3-bedroom cottage with AC in charming Cavendish

Terrific 3-bedroom cottage with AC in charming Cavendish

Cavendish VT
$536 nightly
The price is $600 total per night
$600 total
Apr 12 - Apr 13
Total with taxes and fees
At this cottage, guests have access to laundry facilities, local meal delivery service, and a garden. This family-friendly cottage also has barbecue grills.
Kitchen
Washer
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

3 out of 5
Chester VT
This cottage features free WiFi in public areas and barbecue grills. If you plan to drive, free parking is available.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Woodstock
View all properties
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.

Hotel Options in Woodstock

    Woodstock Inn & Resort

    Woodstock Inn & Resort

    Fourteen The Green Woodstock VT
    $349 nightly
    The price is $384 total per night from Apr 20 to Apr 21
    $384 total
    Apr 20 - Apr 21
    Total with taxes and fees
    9.4/10 Exceptional! (571 reviews)
    On The River Inn

    On The River Inn

    1653 West Woodstock Road Woodstock VT
    $173 nightly
    The price is $190 total per night from Apr 28 to Apr 29
    $190 total
    Apr 28 - Apr 29
    Total with taxes and fees
    9.4/10 Exceptional! (1,003 reviews)
    The Shire Woodstock

    The Shire Woodstock

    46 Pleasant St. Woodstock VT
    $170 nightly
    The price is $187 total per night from May 7 to May 8
    $187 total
    May 7 - May 8
    Total with taxes and fees

Cottages

Book a cottage in Woodstock
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Woodstock. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Woodstock better.

Cottage apartments in Woodstock range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Woodstock
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Woodstock and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Woodstock cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Woodstock. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Woodstock Cottages essential information

Accommodation
68 Cottages
Lowest Price
$187
Highest Price
$600
Popular accommodation
Addie's Place: A Quiet and Quirky Guesthouse, Woodstock Village Carriage House, The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland., Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit, Cozy cottage on the river, minutes from skiing, horse events, and so much more!, Luxury Vermont Vacation Rental: Private Hot Tub!, Cozy Historic Hilltop Cottage with Mount Ascutney View, Terrific 3-bedroom cottage with AC in charming Cavendish, Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!