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

Search Woodstock Cottages

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Woodstock cottages

A white house with a red roof and a hammock in the yard.

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

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
9.6 out of 10, Exceptional, (18 reviews)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
United States
Victor R.
The price is £195
includes taxes & fees
28 Oct - 29 Oct
Addie's Place: A Quiet and Quirky Guesthouse
A wooden deck with a table and chairs overlooking a lake, surrounded by trees.

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

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is £225
includes taxes & fees
5 Oct - 6 Oct
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
A two-story house with a covered porch, surrounded by a well-maintained lawn and trees.

3. Renovated Vermont Retreat with mountain views near Okemo & Killington for 8

Renovated Vermont Retreat with mountain views near Okemo & Killington for 8
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 £405
includes taxes & fees
4 Nov - 5 Nov
Renovated Vermont Retreat with mountain views near Okemo & Killington for 8
A green wooden house with a sloped roof and a front porch.

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 £1,624
includes taxes & fees
5 Oct - 6 Oct
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Woodstock Hotel Reviews

The Jackson

The Jackson

10/10 Excellent
"Staff extremely helpful at check in. Welcome wine n cheese for quests was a wonderful start too our evening. Beds were comfortable and bathrooms nice but a little small."
Howard 1-night trip
Posted 5 hours ago
The Jackson

Find out more about Woodstock

Woodstock Cottages information

Number of reviews
20
Accommodation
84 Cottages
Lowest Price
£195
Highest Price
£1,624

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.