Woodstock Vacation Rentals

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Check prices for these dates

Tonight
Aug 19 - Aug 20
Tomorrow
Aug 20 - Aug 21
This weekend
Aug 22 - Aug 24
Next weekend
Aug 29 - Aug 31

Vacation Rentals in Woodstock

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Exterior

Secluded 2-Acre Lakefront Home! Book Your Getaway!

9.8 out of 10, Exceptional, (71)
"We enjoyed our stay, especially sitting on the deck and listening to the birds. We would definitely love to return again sometime."
The price is ￥73,595
￥117,568 total
includes taxes & fees
Sep 7 - Sep 8
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Stunning Lakefront Escape! Book Your Dream Getaway!
Fridge, microwave, oven, stovetop

Stunning Lakefront Escape! Book Your Dream Getaway!

10.0 out of 10, Exceptional, (17)
"The house exceeded our expectations "
The price is ￥55,511
￥94,567 total
includes taxes & fees
Sep 2 - Sep 3
Stunning Lakefront Escape! Book Your Dream Getaway!
Luxurious 5-BR home in peaceful 3+-acre setting with heated, salt-water pool!
Outdoor pool, a heated pool

Luxurious 5-BR home in peaceful 3+-acre setting with heated, salt-water pool!

10.0 out of 10, Exceptional, (5)
Luxurious 5-BR home in peaceful 3+-acre setting with heated, salt-water pool!
Dove Cabin up in the Trees
Exterior

Dove Cabin up in the Trees

10.0 out of 10, Exceptional, (18)
"This is the sweetest property to stay in when visiting Brimfield market. I highly suggest any of the cabins on the property "
The price is ￥25,832
￥37,884 total
includes taxes & fees
Aug 21 - Aug 22
Dove Cabin up in the Trees
The Tree House at Underhill Hollow
Exterior

The Tree House at Underhill Hollow

9.4 out of 10, Exceptional, (26)
"Great stay and the tree house was amazing. We loved walking the trails and finding all the fairy houses and interacting with the animals! "
The price is ￥15,974
￥25,581 total
includes taxes & fees
Aug 20 - Aug 21
The Tree House at Underhill Hollow
Treehouse - Countryside - Farm Animals - Fire Pit
Property grounds

Treehouse - Countryside - Farm Animals - Fire Pit

9.8 out of 10, Exceptional, (26)
"My husband and I were exploring a number of birding hotspots in the quiet corner and decided to try the treehouse. We woke to the dawn bird chorus (without any ambient road noise). Just dreamy!"
The price is ￥22,334
￥47,701 total
includes taxes & fees
Sep 8 - Sep 9
Treehouse - Countryside - Farm Animals - Fire Pit
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
Outdoor dining

Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

9.8 out of 10, Exceptional, (110)
"It was a lovely cottage with beautiful views "
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
Amazing lake house with everything you need!
Dining

Amazing lake house with everything you need!

9.8 out of 10, Exceptional, (15)
"Look ing forward to booking again. Summer would be great to use the lake.Brad was very nice and easy to get ahold of. Loved this place!!!!"
Amazing lake house with everything you need!
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Property grounds

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

9.0 out of 10, Wonderful, (43)
"It was a very cozy stay"
The price is ￥25,884
￥51,783 total
includes taxes & fees
Sep 3 - Sep 4
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Luxury Home, Pool, fireplace
Exterior

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (29)
"The property allowed for my extended family to gather under one roof and spend quality time together in a beautiful and quaint setting. "
Luxury Home, Pool, fireplace
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
Exterior

Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

9.8 out of 10, Exceptional, (10)
"Property is in excellent condition and well appointed. We enjoyed our stay."
The price is ￥46,754
￥87,410 total
includes taxes & fees
Sep 9 - Sep 10
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior

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

9.0 out of 10, Wonderful, (21)
"We had such a wonderful time during our winter stay! The place was super cozy, and the heating made it feel like a warm retreat from the cold outside. We really appreciated the hospitality and can't wait to come back again! "
The price is ￥29,582
￥56,479 total
includes taxes & fees
Aug 21 - Aug 22
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
SteamPunk Bunk House and Intergalactic Way Station
Exterior

SteamPunk Bunk House and Intergalactic Way Station

10.0 out of 10, Exceptional, (8)
"This was a charming little apartment with a unique steam punk alien theme. If you have a playful mindset, I highly recommend staying at this location. I couldn’t have been more overjoyed with my stay."
The price is ￥15,974
￥24,730 total
includes taxes & fees
Aug 20 - Aug 21
SteamPunk Bunk House and Intergalactic Way Station
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
Outdoor dining

Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!

10.0 out of 10, Exceptional, (1)
"Great little cottage at a lake. Super well appointed with pots, pans, gas grill, etc.... great hosts very attentive! "
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
Home in the woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows
Exterior

Home in the woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows

9.4 out of 10, Exceptional, (28)
"Very Large home with well equipped kitchen. Beds were all very comfortable. Host was very attentive to our needs and questions during our stay."
Home in the woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows
Spacious 4-bedroom with four and half bathrooms
Fridge, microwave, oven, stovetop

Spacious 4-bedroom with four and half bathrooms

10.0 out of 10, Exceptional, (2)
"We had room for each of the adults, which included adult children. At these ages they no longer want to share a bed or bathroom with anyone. Perfect that we could come together, but have our own separate spaces. Very clean and comfortable with everything you need."
The price is ￥40,675
￥76,009 total
includes taxes & fees
Aug 20 - Aug 21
Spacious 4-bedroom with four and half bathrooms
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Interior

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

9.8 out of 10, Exceptional, (8)
"Very educational and fun time on the farm"
The price is ￥17,453
￥41,348 total
includes taxes & fees
Sep 8 - Sep 9
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Terrace/patio

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

9.8 out of 10, Exceptional, (87)
"We enjoyed our stay. As a family of cooks the kitchen was very small and this was a bit of a challenge. It is a very relaxing cottage and we enjoyed the water even if it was a bit cold as our time was in April. I would certainly return to this rental. It is very clean and the sun room was wonderful."
The price is ￥47,657
￥89,251 total
includes taxes & fees
Aug 28 - Aug 29
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Charming 3-bed Lakehouse with Deck and Beach
Smart TV, fireplace

Charming 3-bed Lakehouse with Deck and Beach

10.0 out of 10, Exceptional, (11)
"The cottage was very clean, comfortable beds and beautiful setting. Perfect place for our flea market weekend."
Charming 3-bed Lakehouse with Deck and Beach
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Outdoor dining

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

9.4 out of 10, Exceptional, (15)
"Highly recommend for a peaceful location that offers everything you need to feel at home. "
The price is ￥29,582
￥56,479 total
includes taxes & fees
Aug 24 - Aug 25
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
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

Holiday Inn Express & Suites Sturbridge by IHG

Holiday Inn Express & Suites Sturbridge by IHG

10/10 Excellent
"Easy and new. Clean and kind. "
Dennis 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Sturbridge by IHG

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!: Visitors give good reviews to this Woodstock vacation home rental, which 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.

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?

Muddy Pond 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 Woodstock 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.