Search Vacation Homes in South Woodstock

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 52 Vacation Homes in South Woodstock with updated reviews, rates, and availability.

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (24)
"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

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

9.8 out of 10, Exceptional, (106)
"Came to visit family in CT"
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

Cozy pet friendly 3-bedroom house in charming Foster with fast WiFi, full ktch

10.0 out of 10, Exceptional, (2)
"Easy in and out! Had all the accommodations we needed. Price was right. Perfect for the kids and the dog. "
Cozy pet friendly 3-bedroom house in charming Foster with fast WiFi, full ktch

Wizard's Roost at Underhill Hollow

9.8 out of 10, Exceptional, (9)
"Great host and amenities!"
The price is AED 404
AED 623 total
includes taxes & fees
1 Jun - 2 Jun
Wizard's Roost at Underhill Hollow

Stunning Lakefront Escape! Book Your Dream Getaway!

10.0 out of 10, Exceptional, (15)
"We had an amazing stay in Woodstock! House was immaculate and super clean. We loved the vibe inside as well as the views of the lake and the outdoor space. Quiet, cozy lake house with plenty of room. The master king bed was SO comfortable and felt like home! Would absolutely stay again. Hosts were very easy to communicate with and couldn’t have been easier to work with!"
The price is AED 1,836
AED 2,934 total
includes taxes & fees
1 Jun - 2 Jun
Stunning Lakefront Escape! Book Your Dream Getaway!

The Tree House at Underhill Hollow

9.6 out of 10, Exceptional, (17)
"It was so much fun! The land is beautiful:)"
The price is AED 441
AED 686 total
includes taxes & fees
1 Jun - 2 Jun
The Tree House at Underhill Hollow

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

9.4 out of 10, Exceptional, (13)
"My husband, in-laws and dog stayed at this property to celebrate Thanksgiving. We had a great stay cooking together, watching the football games and playing board games. I’d love to come back and enjoy the lake. Definitely recommend "
The price is AED 555
AED 1,173 total
includes taxes & fees
4 Jun - 5 Jun
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake House in Sturbridge w/All the Views!

9.6 out of 10, Exceptional, (14)
"This was a great visit and we so appreciate the host's consistent communication. The was accurately listed with a killer view of the lake and a hot tub for the ages. Communication is important when renting a house like this, and the host was a 10/10 in coordinating our new year's stay. Thank you so much!"
Lake House in Sturbridge w/All the Views!

SteamPunk Bunk House and Intergalactic Way Station

10.0 out of 10, Exceptional, (5)
"In town for a wedding and this was the perfect place to stay. Very relaxing and convenient to the wedding venue. Great communication!"
The price is AED 441
AED 665 total
includes taxes & fees
5 Jun - 6 Jun
SteamPunk Bunk House and Intergalactic Way Station

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

Amazing lake house with everything you need!

9.8 out of 10, Exceptional, (10)
"Awesome place, We will come back again "
Amazing lake house with everything you need!

Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!

The price is AED 1,286
AED 1,682 total
includes taxes & fees
1 Jun - 2 Jun
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!

Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest

10.0 out of 10, Exceptional, (53)
"Close to our kid's school with all the comforts."
Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest

Impressive Unique Waterfront Pool Resort Country Estate

9.8 out of 10, Exceptional, (53)
"Property is beautiful and very well stocked with everything needed for group celebrating 40+ years of friendship. "
Impressive Unique Waterfront Pool Resort Country Estate

Secluded 2-Acre Lakefront Home! Book Your Retreat!

9.8 out of 10, Exceptional, (65)
"The property was in great shape. Everything was as hoped for."
The price is AED 1,836
AED 2,934 total
includes taxes & fees
1 Jun - 2 Jun
Secluded 2-Acre Lakefront Home! Book Your Retreat!

Little House in the Big Woods- Tennis Court

9.6 out of 10, Exceptional, (37)
"Owner on site- would have been nice know. She was concerned about the size of two of my employees who are around 220- 250 lbs as she claims everything is small and antiquey. All was fine for the stay/"
Little House in the Big Woods- Tennis Court

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

9.8 out of 10, Exceptional, (85)
"We had a great time on the lake!"
The price is AED 1,084
AED 2,023 total
includes taxes & fees
8 Jun - 9 Jun
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

6 Mi to Kinne Preserve: Cozy Canterbury Guest Home

9.8 out of 10, Exceptional, (6)
"Guest house is comfortable and set-up well. We stayed here for family weekend at UConn. It was a great home base for us. We loved the driving the local roads back and forth. We did not use the kitchen but appreciated the extra space and to relax during a busy weekend."
The price is AED 540
AED 1,053 total
includes taxes & fees
3 Jun - 4 Jun
6 Mi to Kinne Preserve: Cozy Canterbury Guest Home

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

10.0 out of 10, Exceptional, (57)
"We had a lovely time there. The place was super well equipped with all the things you might need, beautifully maintained and peaceful. The access to the lake was great and we used the fire pit outside. Even though it was winter, it was a lovely view and great place to enjoy non screen time with family. "
The Bungalow at Eagleville Lake Under 3 miles to UCONN!

Wrecked at Ron’s

10.0 out of 10, Exceptional, (7)
"My family thoroughly enjoyed our accomadations. Ron was attentive and quick to respond to our needs, gave a great house tour, and was proactive in offering assistance. "
Wrecked at Ron’s
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.
Save an average of 15% on thousands of hotels when you're signed in