A red convertible car parked in front of a brick house with black shutters and a white picket fence.

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Woodstock cottages

Exterior

1. Addie's Place: A Quiet and Quirky Guesthouse

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
9.4 out of 10, Exceptional, (16 reviews)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
United States
Victor R.
The price is €221
includes taxes & fees
16 Sept - 17 Sept
Addie's Place: A Quiet and Quirky Guesthouse
House (2 Bedrooms) | Interior

2. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Exterior

3. Terrific 3-bedroom cottage with AC in charming Cavendish

Terrific 3-bedroom cottage with AC in charming Cavendish
Cavendish
10.0 out of 10, Exceptional, (2 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
The price is €507
includes taxes & fees
26 Aug - 27 Aug
Terrific 3-bedroom cottage with AC in charming Cavendish
House (5 Bedrooms) | Interior

4. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is €1,669
includes taxes & fees
22 Aug - 23 Aug
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
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

Six South St Hotel

Six South St Hotel

10/10 Excellent
"We had a wonderful stay at this hotel. The room and the entire hotel were exceptionally clean, and you could really tell that the staff paid attention to the little details. Everything was thoughtfully prepared to make guests feel comfortable. We especially appreciated the complimentary bottled water and the simple breakfast in the morning. These small touches made our stay even more convenient and enjoyable. Overall, it was a very pleasant experience, and we would definitely stay here again. Highly recommended!"
Peiyun 1-night trip
Posted 8 hours ago
Six South St Hotel

Find out more about Woodstock

Woodstock Cottages information

Number of reviews
2
Accommodation
71 Cottages
Lowest Price
€221
Highest Price
€1,669

Frequently asked questions

Why book your cottage in Woodstock with Expedia?
Expedia has some superb cottages in Woodstock, so start planning for an unforgettable holiday on nature's doorstep. If you have a fixed budget, choose how much you want to spend and your preferred property star rating. Or, make use of our filters to search for cottages with a pool or a hot tub. We'll help you find the perfect digs whatever your escape looks like.
How can I find cheap cottages in Woodstock?
The best way to compare cheap cottages in Woodstock is with Expedia's user-friendly filter tool. Narrow down your search by budget, amenities and star rating to land unbeatable prices in just a few clicks.
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.