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Woodstock Valley Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Woodstock Valley vacation rentals

Property grounds

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.8 out of 10, Exceptional, (16 reviews)
"We loved the ambience, super quiet, my kids love the animals The host was super comunicative making sure we was good during our stay"
United States
Silvino
The price is ￥13,379
￥37,264 total
includes taxes & fees
Sep 1 - Sep 2
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Interior

2. Modern 1-bedroom apartment in peaceful Sturbridge with AC

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
8.0 out of 10, Very Good, (1 review)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
The price is ￥11,805
￥16,703 total
includes taxes & fees
Aug 11 - Aug 12
Modern 1-bedroom apartment in peaceful Sturbridge with AC
Interior

3. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (39 reviews)
"Nice place to stay has good air conditioning "
United States
Zachary P.
The price is ￥19,832
￥30,480 total
includes taxes & fees
Aug 7 - Aug 8
The Tree House at Underhill Hollow
Exterior

4. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (36 reviews)
"Loved my "staycation" at the Tree house. I just needed a couple of days to relax. Carmen and Joe are very friendly. Loved the location, the scenery and the animals. Great place to unwind. Would love to go back some time, maybe in the fall, I bet it's beautiful."
United States
mythra 7.
The price is ￥20,651
￥46,572 total
includes taxes & fees
Aug 4 - Aug 5
Treehouse - Countryside - Farm Animals - Fire Pit
Exterior

5. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (24 reviews)
"I stayed here for the 2026 Natchaug Epic gravel bike ride, and it was an ideal location, close to the start line. A charming property with a friendly host. "
United States
Mateo A.
The price is ￥19,832
￥29,575 total
includes taxes & fees
Aug 14 - Aug 15
Wizard's Roost at Underhill Hollow
Property grounds

6. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (16 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is ￥19,832
￥29,575 total
includes taxes & fees
Aug 5 - Aug 6
SteamPunk Bunk House and Intergalactic Way Station
Exterior

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

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (36 reviews)
"Adorable cottage in a great location with all the items we needed to enjoy our time. "
United States
Lynn R.
The price is ￥31,354
￥58,251 total
includes taxes & fees
Aug 5 - Aug 6
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior

8. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (32 reviews)
"Sue is a great host, making necessary adjustments to suit the circumstances, generous and flexible. The dove cabin is so sweet, comfortable beds, cozy stove and fully equipped kitchen. And lovely porch! There’s a really cool swing on the way down to a peaceful pond!"
United States
kathryn m.
The price is ￥27,624
￥40,512 total
includes taxes & fees
Aug 4 - Aug 5
Dove Cabin up in the Trees
Smart TV

9. Serenity meets Taradise

Serenity meets Taradise
Union
The price is ￥16,999
￥27,222 total
includes taxes & fees
Aug 11 - Aug 12
Serenity meets Taradise
Interior

10. Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
9.6 out of 10, Exceptional, (5 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 ￥26,207
￥41,629 total
includes taxes & fees
Aug 6 - Aug 7
Spacious, unique barn with beautiful views.
Exterior

11. The Carriage House at Chaprae Hall

The Carriage House at Chaprae Hall
Killingly
10.0 out of 10, Exceptional, (33 reviews)
"Just as advertised clean and comfortable, thank you gentlemen. Keep up the good work. :)"
United States
Herbert
The price is ￥17,314
￥32,267 total
includes taxes & fees
Aug 26 - Aug 27
The Carriage House at Chaprae Hall
Exterior detail

12. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
10.0 out of 10, Exceptional, (2 reviews)
"I had a lovely stay at the cottage! It was clean, comfortable, and quiet with a great view. The hosts were very helpful."
United States
Aaron H.
The price is ￥38,563
￥49,384 total
includes taxes & fees
Aug 4 - Aug 5
Cozy 1-bedroom cottage in serene Pomfret.
Exterior

13. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
8.8 out of 10, Excellent, (5 reviews)
"Clean place, easy check-in and comfortable place. We appreciated the coffee and water, microwave and clean towels. We would stay here again!! Thank you!! "
United States
Lucy L.
The price is ￥22,241
￥38,563 total
includes taxes & fees
Sep 2 - Sep 3
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Outdoor dining

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

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (22 reviews)
"The location of the home was perfect. The lake was beautiful and was a great place to walk. "
United States
Lynn D.
The price is ￥35,289
￥65,294 total
includes taxes & fees
Aug 18 - Aug 19
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Beach nearby

15. 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, (46 reviews)
"The property was clean and accommodating."
United States
Ann Marie T.
The price is ￥28,175
￥56,641 total
includes taxes & fees
Sep 1 - Sep 2
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Dining

16. Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (87 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is ￥74,765
￥121,670 total
includes taxes & fees
Aug 4 - Aug 5
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Interior

17. Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is ￥9,444
￥22,680 total
includes taxes & fees
Aug 7 - Aug 8
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Interior

18. Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (43 reviews)
"Nice location, just a short walk to the water."
United States
Harris G.
The price is ￥23,421
￥50,702 total
includes taxes & fees
Aug 4 - Aug 5
Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Property grounds

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

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
8.8 out of 10, Excellent, (52 reviews)
"Stayed for a wedding. Perfect stay!"
United States
Christine M.
The price is ￥22,980
￥49,880 total
includes taxes & fees
Sep 1 - Sep 2
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Property grounds

20. 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
9.2 out of 10, Wonderful, (7 reviews)
"Welcoming, cute."
United States
Trinity M.
The price is ￥26,915
￥33,932 total
includes taxes & fees
Aug 5 - Aug 6
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
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 Valley Hotel Reviews

Scottish Inn Sturbridge

Scottish Inn Sturbridge

10/10 Excellent
"This was another restful night at the Scottish Inn. I had been planning to camp but the weather had other ideas."
Russell 1-night trip
Posted less than an hour ago
Scottish Inn Sturbridge

Find out more about Woodstock Valley

Search for holiday rentals in Woodstock Valley on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodstock Valley 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 Valley!

Frequently asked questions

Can I find vacation rentals in Woodstock Valley?

Yes, you can find vacation rentals close to well known local attractions in Woodstock Valley, or you can select a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Woodstock Valley has to offer?

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants: This vacation home rental near Woodstock Valley has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

What’s there to see and do in Woodstock Valley?

Explore the area and family-friendly sights such as Mohegan Bowl, or get out into nature at a spot like Crystal Pond. Crystal Pond Park and Campert Preserve are other places to visit while you're in town.

What’s a vacation rental in Woodstock Valley like?

Vacation rentals are private properties you can book for short or long periods in Woodstock Valley. Vacation rentals feature extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family trip.