Compare Woodstock Cottage Rentals

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Featured Cottages in Woodstock

Norwich Village cottage built 2026 2 miles to Dartmouth+King Arthur Baking Co.

Norwich Village cottage built 2026 2 miles to Dartmouth+King Arthur Baking Co.

Norwich VT
At this cottage, guests have access to a garden.
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.
Addie's Place: A Quiet and Quirky Guesthouse

Addie's Place: A Quiet and Quirky Guesthouse

Hartford VT
$204 nightly
The price is $230 total per night
$230 total
Jul 5 - Jul 6
Total with taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
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.
Beautiful Timberframe Cottage Nestled in Kumari of the Woods

Beautiful Timberframe Cottage Nestled in Kumari of the Woods

Strafford VT
This cottage is a smoke-free cottage.
Kitchen
Pet friendly
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

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

Mendon VT
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
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
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

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

Ludlow VT
This cottage features a hot tub and barbecue grills. This smoke-free cottage also has a garden.
Terrific 3-bedroom cottage with AC in charming Cavendish

Terrific 3-bedroom cottage with AC in charming Cavendish

Cavendish VT
$541 nightly
The price is $606 total per night
$606 total
Jul 6 - Jul 7
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.
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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.

Hotel Options in Woodstock

    Woodstock Inn & Resort

    Woodstock Inn & Resort

    Fourteen The Green Woodstock VT
    $489 nightly
    The price is $538 total per night from Jul 7 to Jul 8
    $538 total
    Jul 7 - Jul 8
    Total with taxes and fees
    9.4/10 Exceptional! (589 reviews)
    On The River Inn

    On The River Inn

    1653 West Woodstock Road Woodstock VT
    $228 nightly
    The price is $250 total per night from Jul 8 to Jul 9
    $250 total
    Jul 8 - Jul 9
    Total with taxes and fees
    9.4/10 Exceptional! (1,000 reviews)
    The Shire Woodstock

    The Shire Woodstock

    46 Pleasant St. Woodstock VT
    $183 nightly
    The price is $202 total per night from Jul 26 to Jul 27
    $202 total
    Jul 26 - Jul 27
    Total with taxes and fees
    8.8/10 Excellent! (956 reviews)

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
83 Cottages
Lowest Price
$202
Highest Price
$606
Popular accommodation
Norwich Village cottage built 2026 2 miles to Dartmouth+King Arthur Baking Co., Woodstock Village Carriage House, Addie's Place: A Quiet and Quirky Guesthouse, Cozy Historic Hilltop Cottage with Mount Ascutney View, Beautiful Timberframe Cottage Nestled in Kumari of the Woods, The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland., Cozy cottage on the river, minutes from skiing, horse events, and so much more!, Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit, Terrific 3-bedroom cottage with AC in charming Cavendish