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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Cottages in Woodstock and around

Woodstock Village Carriage House
Exterior

Woodstock Village Carriage House

9.6 out of 10, Exceptional, (93)
"Location was great!!"
Woodstock Village Carriage House
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Exterior

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"Nice time, great location"
The price is €380
includes taxes & fees
19 Aug - 20 Aug
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Exterior

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

9.8 out of 10, Exceptional, (17)
"We loved the house and especially the location. The views are beautiful and the proximity to town, the mountain and parks make it a fantastic spot to stay."
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
The Paw House Inn & Country Cottages
1 bedroom, free WiFi, bed sheets

The Paw House Inn & Country Cottages

The Paw House Inn & Country Cottages
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Exterior

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

10.0 out of 10, Exceptional, (7)
"very good cozy location. enjoyed the privacy during our stay."
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Addie's Place: A Quiet and Quirky Private Guesthouse
Exterior

Addie's Place: A Quiet and Quirky Private Guesthouse

10.0 out of 10, Exceptional, (1)
"I used to call this quiet neighborhood home, and it was a treat to be back briefly. The space is quiet but charming, with a nicely appointed bathroom and a comfortable bed. Love the colorful decor. "
The price is €232
includes taxes & fees
4 Sept - 5 Sept
Addie's Place: A Quiet and Quirky Private Guesthouse
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Interior

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

3.0 star property
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Luxury Vermont Vacation Rental: Private Hot Tub!
House (4 Bedrooms) | Interior

Luxury Vermont Vacation Rental: Private Hot Tub!

3.0 star property
Luxury Vermont Vacation Rental: Private Hot Tub!
Cozy Historic Hilltop Cottage with Mount Ascutney View
Exterior

Cozy Historic Hilltop Cottage with Mount Ascutney View

9.6 out of 10, Exceptional, (78)
"Great location for our vacation. Owner was bery quick to respond to questionsz"
Cozy Historic Hilltop Cottage with Mount Ascutney View
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
House (6 Bedrooms) | Interior

Picture-perfect Vermont Mtn Cabin w/ Hot Tub!

3.0 star property
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
Wooded Waterfront Grantham Home < 10 Mi to Ski!
House (5 Bedrooms) | Interior

Wooded Waterfront Grantham Home < 10 Mi to Ski!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great atmosphere!"
Wooded Waterfront Grantham Home < 10 Mi to Ski!
3-acre Thetford Rental w/ River Access & Upgrades!
Interior

3-acre Thetford Rental w/ River Access & Upgrades!

3.0 star property
3-acre Thetford Rental w/ River Access & Upgrades!
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
House (3 Bedrooms) | Interior

Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great place "
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
Pet-friendly Claremont Vacation Rental!
House (5 Bedrooms) | Interior

Pet-friendly Claremont Vacation Rental!

3.0 star property
Pet-friendly Claremont Vacation Rental!
Idyllic Wallingford Retreat - Near Skiing & Hiking
House (1 Bedroom) | Interior

Idyllic Wallingford Retreat - Near Skiing & Hiking

3.0 star property
8.0 out of 10, Very good, (2)
"This was the perfect place for 2 people to stay for a trip to Okemo. Everything we could have needed was available on the property, it was very clean and comfortable, and the hostess was great at communicating details ahead of time. Thanks for allowing us to use your property - I would love to return!"
Idyllic Wallingford Retreat - Near Skiing & Hiking
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
House (5 Bedrooms) | Front of property

Chester Farmhouse on 100 Acres, 15 Min to Okemo!

3.0 star property
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
Inviting Vermont Home On Mount Ascutney!
House (3 Bedrooms) | Interior

Inviting Vermont Home On Mount Ascutney!

3.0 star property
Inviting Vermont Home On Mount Ascutney!
Killington Area Escape w/ Deck, Views & Hot Tub!
House (3 Bedrooms) | Interior

Killington Area Escape w/ Deck, Views & Hot Tub!

3.0 star property
Killington Area Escape w/ Deck, Views & Hot Tub!
Spruce Moose Cottage | Tiny House on 65 private acres
Exterior

Spruce Moose Cottage | Tiny House on 65 private acres

Spruce Moose Cottage | Tiny House on 65 private acres
Lakefront Paradise Near Okemo & Killington
Interior

Lakefront Paradise Near Okemo & Killington

3.0 star property
Lakefront Paradise Near Okemo & Killington
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.
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Top Woodstock Hotel Reviews

Cortina Inn

Cortina Inn

8/10 Good
"The room was very clean and quite and comfortable bed. The interior was very clean. My door to the courtyard had a broken handle and an exterior entrance had a broken lock. Grass in courtyard and around the exterior of the hotel needed trimming. Very reasonable price."
Donald C. 2-night trip
Posted 22 hours ago
Cortina Inn

Frequently asked questions

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How can I find cheap cottages in Woodstock?
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What is there to do in Woodstock near my cottage?
You'll find loads of fabulous things that'll fill up your itinerary in Woodstock. Discover well-known attractions like Dana House Museum, Taftsville Covered Bridge and Marsh-Billings-Rockefeller National Historical Park. Woodstock Country Club, Billings Farm and Museum and Woodstock Town Hall Theatre are also visitor favourites.