Woodstock Holiday Rentals

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Woodstock holiday rentals

Terrace/patio

Holiday Home in Woodstock

Stunning Lakefront Escape! Book Your Dream Getaway!
10.0 out of 10, Exceptional, (22 reviews)
"Great property"
United States
gary b.
The price is HK$2,287
HK$4,161 total
includes taxes & fees
12 Mar - 13 Mar
Stunning Lakefront Escape! Book Your Dream Getaway!
Dining

Holiday Home in Woodstock

Secluded 2-Acre Lakefront Home! Book Your Getaway!
9.8 out of 10, Exceptional, (81 reviews)
"Incredibly helpful and a beautiful location."
United States
Gage R.
The price is HK$2,303
HK$4,179 total
includes taxes & fees
12 Mar - 13 Mar
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Exterior

Holiday Home in North Grosvenordale

Wizard's Roost at Underhill Hollow
9.6 out of 10, Exceptional, (21 reviews)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is HK$985
HK$1,469 total
includes taxes & fees
15 Mar - 16 Mar
Wizard's Roost at Underhill Hollow
Terrace/patio

Villa in Charlton

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse
8.6 out of 10, Excellent, (24 reviews)
"It’s very clean with lots of room for the price. The neighborhood is quiet and peaceful. The pool is well-maintained. The owner is very responsive and helpful. Highly recommend!"
United States
Jan L.
The price is HK$3,484
HK$6,914 total
includes taxes & fees
16 Mar - 17 Mar
Spacious Getaway by TreeHouse Brewery & Amazon WareHouse
Property grounds

Holiday Home in Thompson

SteamPunk Bunk House and Intergalactic Way Station
10.0 out of 10, Exceptional, (14 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is HK$985
HK$1,469 total
includes taxes & fees
15 Mar - 16 Mar
SteamPunk Bunk House and Intergalactic Way Station
Interior

Holiday Home in Hampton

Spacious, unique barn with beautiful views.
10.0 out of 10, Exceptional, (3 reviews)
"I was looking for a place that was central to a couple of Renaissance Faires in the area and ended uo choosing this one due to its location and affordability. What an awesome place to stay. We're considering staying here next year when the Faires return."
United States
Kevan W.
The price is HK$1,302
HK$2,068 total
includes taxes & fees
13 Mar - 14 Mar
Spacious, unique barn with beautiful views.
Exterior

Cabin in Ashford

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
9.2 out of 10, Wonderful, (27 reviews)
"Loved the views of the lake and the decor. "
United States
Beth L.
The price is HK$851
HK$2,065 total
includes taxes & fees
12 Mar - 13 Mar
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior detail

Cottage in Pomfret

Cozy 1-bedroom cottage in serene Pomfret.
The price is HK$1,935
HK$2,476 total
includes taxes & fees
24 Mar - 25 Mar
Cozy 1-bedroom cottage in serene Pomfret.
Exterior

Cabin in Willington

Treehouse - Countryside - Farm Animals - Fire Pit
9.4 out of 10, Exceptional, (30 reviews)
"Safe, inviting stay."
United States
Gabe M.
The price is HK$837
HK$2,074 total
includes taxes & fees
30 Mar - 31 Mar
Treehouse - Countryside - Farm Animals - Fire Pit
Property grounds

Apartment in Willington

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
9.6 out of 10, Exceptional, (15 reviews)
"Very nice country stay. "
United States
michael C.
The price is HK$519
HK$1,661 total
includes taxes & fees
12 Mar - 13 Mar
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Books

Holiday Home in Brimfield

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
The price is HK$1,163
HK$1,474 total
includes taxes & fees
12 Mar - 13 Mar
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Living area

Apartment in Webster

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
10.0 out of 10, Exceptional, (1 review)
"Perfect quiet place to work and rest"
United States
michael C.
The price is HK$1,408
HK$3,249 total
includes taxes & fees
13 Mar - 14 Mar
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Beach nearby

Cabin in Coventry Lake

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
9.2 out of 10, Wonderful, (40 reviews)
"Pet and family, friendly"
United States
Mary-Kate G
The price is HK$1,115
HK$2,424 total
includes taxes & fees
26 Mar - 27 Mar
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Dining

Apartment in Uxbridge

Zen Inspired Retreat with Private Forest Trails
10.0 out of 10, Exceptional, (14 reviews)
"Very comfortable and relaxing on the inside with beautiful surroundings and hiking trails right on the property. Exactly what we wanted for a get-away and such close proximity to the zoo where we attended a wedding."
United States
Tammie K.
The price is HK$1,677
HK$1,975 total
includes taxes & fees
23 Mar - 24 Mar
Zen Inspired Retreat with Private Forest Trails
Interior

Holiday Home in Thompson

The Tree House at Underhill Hollow
9.4 out of 10, Exceptional, (34 reviews)
"Micheal was very accommodating and friendly. The place was awesome and clean. Look forward to staying there again. "
United States
jennifer o.
The price is HK$1,095
HK$1,648 total
includes taxes & fees
31 Mar - 1 Apr
The Tree House at Underhill Hollow
Fridge, microwave, oven, stovetop

Holiday Home in Worcester

Spacious 4-bedroom with four and half bathrooms
10.0 out of 10, Exceptional, (9 reviews)
"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."
United States
Deb H.
The price is HK$2,151
HK$3,992 total
includes taxes & fees
12 Mar - 13 Mar
Spacious 4-bedroom with four and half bathrooms
2 bedrooms, iron/ironing board, Internet, bed sheets

Holiday Home in Worcester

Beautiful 2-story Downtown Worcester king bed with Office
The price is HK$915
HK$2,381 total
includes taxes & fees
23 Mar - 24 Mar
Beautiful 2-story Downtown Worcester king bed with Office
Outdoor dining

Holiday Home in Ashford

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
9.4 out of 10, Exceptional, (20 reviews)
"Beautiful location. Great communication with host who continually checked in with us. Home had everything we needed to host my daughter and her friends for a great dinner for UCONN family weekend. Will definitely be back! "
United States
Michelle L.
The price is HK$826
HK$2,038 total
includes taxes & fees
12 Mar - 13 Mar
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Towels, soap, toilet paper

Holiday Home in Killingly

6 Beds Home w/Game Room Perfect for Groups
The price is HK$2,674
HK$6,380 total
includes taxes & fees
17 Mar - 18 Mar
6 Beds Home w/Game Room Perfect for Groups
Interior

Holiday Home in Sturbridge

Lake House in Sturbridge w/All the Views!
9.6 out of 10, Exceptional, (20 reviews)
"Thank you for a wonderful stay! Our family enjoyed the gorgeous views and the well-equipped home. There were toys, books, and games for the kids, and the beds were very comfortable. We’d definitely stay again!"
United States
Caitlin D.
The price is HK$2,973
HK$7,329 total
includes taxes & fees
15 Mar - 16 Mar
Lake House in Sturbridge w/All the 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

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

10/10 Excellent
"Room was lovely, staff was very friendly and extra helpful. Due to a booking error, our check out day was a day early. We didn’t find out about this until that day! The front desk staff was able to keep us in the same room for an extra night at the same rate, with no trouble. We enjoyed our stay and will be back again! "
Sarah 3-night trip
Posted 5 hours ago
Publick House Historic Inn and Country Motor Lodge

Find out more about Woodstock

Search for holiday rentals in Woodstock on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodstock using one of the methods below:

  • View our selection of featured holiday rentals in Woodstock
  • Use the map to find apartments and other holiday homes in the Woodstock neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Woodstock while they last

Look no further and take a look at our great range of rental properties in Woodstock!

Frequently asked questions

Can I find a holiday rental in Woodstock?

Yes, there are holiday rentals close to the most popular sights in Woodstock, or you can select a more secluded option if you're looking for a relaxing stay. Woodstock is known for its festivals and wineries. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best holiday rentals that Woodstock has to offer?

Secluded 2-Acre Lakefront Home! Book Your Getaway!: This highly rated holiday home rental in Woodstock is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Our travellers also rate Stunning Lakefront Escape! Book Your Dream Getaway! as a favourite home for rent in Woodstock.

How many holiday rentals are there in Woodstock?

Expedia has 7 holiday rentals for your stay in Woodstock.

What can I see and do in Woodstock?

Woodstock Town Beach and Black Pond are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Roseland Cottage and Roseland Park Golf Course.

What are holiday rentals like in Woodstock?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodstock. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for families.