Woodstock Vacation Rentals

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Check prices for these dates

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

Our top choices for Woodstock vacation rentals

Terrace/patio

Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (22 reviews)
"Great property"
United States
gary b.
The price is ￥46,499
￥84,593 total
includes taxes & fees
Mar 16 - Mar 17
Stunning Lakefront Escape! Book Your Dream Getaway!
Dining

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (81 reviews)
"Incredibly helpful and a beautiful location."
United States
Gage R.
The price is ￥46,817
￥85,277 total
includes taxes & fees
Mar 13 - Mar 14
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Exterior

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
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 ￥20,030
￥29,870 total
includes taxes & fees
Mar 13 - Mar 14
Wizard's Roost at Underhill Hollow
Terrace/patio

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse
Charlton
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 ￥70,821
￥140,560 total
includes taxes & fees
Mar 16 - Mar 17
Spacious Getaway by TreeHouse Brewery & Amazon WareHouse
Property grounds

SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (14 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is ￥20,030
￥29,870 total
includes taxes & fees
Mar 13 - Mar 14
SteamPunk Bunk House and Intergalactic Way Station
Interior

Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
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 ￥26,469
￥42,045 total
includes taxes & fees
Mar 15 - Mar 16
Spacious, unique barn with beautiful views.
Exterior

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (27 reviews)
"Loved the views of the lake and the decor. "
United States
Beth L.
The price is ￥16,406
￥40,805 total
includes taxes & fees
Mar 16 - Mar 17
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior detail

Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
The price is ￥43,717
￥55,203 total
includes taxes & fees
Mar 19 - Mar 20
Cozy 1-bedroom cottage in serene Pomfret.
Exterior

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (30 reviews)
"Safe, inviting stay."
United States
Gabe M.
The price is ￥17,216
￥42,373 total
includes taxes & fees
Mar 30 - Mar 31
Treehouse - Countryside - Farm Animals - Fire Pit
Property grounds

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (15 reviews)
"Very nice country stay. "
United States
michael C.
The price is ￥11,327
￥34,805 total
includes taxes & fees
Mar 23 - Mar 24
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Books

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
The price is ￥23,647
￥29,966 total
includes taxes & fees
Mar 13 - Mar 14
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Living area

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Webster
10.0 out of 10, Exceptional, (1 review)
"Perfect quiet place to work and rest"
United States
michael C.
The price is ￥28,615
￥66,056 total
includes taxes & fees
Mar 13 - Mar 14
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Beach nearby

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.2 out of 10, Wonderful, (40 reviews)
"Pet and family, friendly"
United States
Mary-Kate G
The price is ￥21,175
￥47,402 total
includes taxes & fees
Mar 26 - Mar 27
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Dining

Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
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 ￥34,099
￥40,146 total
includes taxes & fees
Mar 23 - Mar 24
Zen Inspired Retreat with Private Forest Trails
Interior

The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
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 ￥22,256
￥33,503 total
includes taxes & fees
Mar 31 - Apr 1
The Tree House at Underhill Hollow
Fridge, microwave, oven, stovetop

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
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 ￥43,717
￥81,146 total
includes taxes & fees
Mar 15 - Mar 16
Spacious 4-bedroom with four and half bathrooms
2 bedrooms, iron/ironing board, internet, bed sheets

Beautiful 2-story Downtown Worcester king bed with Office

Beautiful 2-story Downtown Worcester king bed with Office
Worcester
The price is ￥18,599
￥49,307 total
includes taxes & fees
Mar 13 - Mar 14
Beautiful 2-story Downtown Worcester king bed with Office
Outdoor dining

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
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 ￥16,787
￥41,402 total
includes taxes & fees
Mar 16 - Mar 17
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Towels, soap, toilet paper

6 Beds Home w/Game Room Perfect for Groups

6 Beds Home w/Game Room Perfect for Groups
Killingly
The price is ￥54,368
￥129,696 total
includes taxes & fees
Mar 19 - Mar 20
6 Beds Home w/Game Room Perfect for Groups
Interior

Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!
Sturbridge
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 ￥61,203
￥149,959 total
includes taxes & fees
Mar 13 - Mar 14
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

Scottish Inn Sturbridge

Scottish Inn Sturbridge

8/10 Good
"Everything was great. A little dated, but well kept. The breakfast was very basic continental. The floors are tiled. Maid service was great. "
Meredith 5-night trip
Posted 3 hours ago
Scottish Inn Sturbridge

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:

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

Frequently asked questions

Can I find a vacation rental in Woodstock?

Yes, we give you a choice of vacation rentals close to well known attractions in Woodstock, or you can go with a more remote option if you'd like a relaxing place to 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 vacation rentals in Woodstock?

Secluded 2-Acre Lakefront Home! Book Your Getaway!: This highly rated vacation home rental in Woodstock is located on a lake and has a patio, a selection of games, and a barbecue grill 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 you can cook with friends or family. Our travelers also rate Stunning Lakefront Escape! Book Your Dream Getaway! as a favorite home for rent in Woodstock.

How many vacation rentals are there in Woodstock?

Expedia has 7 vacation 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 vacation rentals like in Woodstock?

Vacation rentals are private accommodations you can reserve for a couple days or more in Woodstock. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for small groups.