Search Vacation Homes in South Woodstock

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 43 Vacation Homes in South Woodstock with updated reviews, rates, and availability.

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
Exterior

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

9.8 out of 10, Exceptional, (61)
"What a delight to open the kitchen curtains and seeing the beautiful lake! Peaceful, refreshing, perfect way to start the holiday or any memory moment! This was our second stay at the house and it was better than the first! We hiked locally and enjoyed the events throughout the town. "
The price is AED 937
AED 1,796 total
includes taxes & fees
13 Jan - 14 Jan
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
Exterior

Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

10.0 out of 10, Exceptional, (11)
"Beautifully appointed home on a beautiful lake in Woodstock, CT. We enjoyed kayaking on the lake, visiting nearby orchards and hiking the many scenic trails nearby. Many great restaurants in the area as well. Although we did not partake, there is a great rail trail nearby for hiking, walking, etc. The home listing is very accurate, the kitchen is well equipped, and the cleanliness of the home is top notch. In addition, the hosts Heather and Dan, were very responsive and were...
The price is AED 937
AED 1,796 total
includes taxes & fees
13 Jan - 14 Jan
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
The Tree House at Underhill Hollow
Exterior

The Tree House at Underhill Hollow

9.6 out of 10, Exceptional, (14)
"Our stay was only one night, but it was a very fun night and morning. The property was beautiful. The walking trails were great for a morning walk. The goats and Shetland sheep were pretty cool to meet and pet. Michael the owner was a great host. The treasure hunt was a fun plus for the morning. Definitely would recommend. We want to try out the wizard house with our son next time we think he would love seeing the animals and see what the property has to offer his very adventurous mind. Thank...
The Tree House at Underhill Hollow
Holiday Lake House near Treehouse Brewery & Amazon Warehouse with King Beds
Cozy back yard with fire pit and kayaks

Holiday Lake House near Treehouse Brewery & Amazon Warehouse with King Beds

9.0 out of 10, Wonderful, (8)
"We loved this cottage! It's right on Glen Echo Lake in Charlton, perfect for a romantic getaway. The cottage was spacious and the king sized bed was wonderfully comfortable. The bathroom has two sinks and two shower heads. The furniture was all comfortable and clean. There's a smart TV so you can get all your streaming services and YouTube. The living room couch power reclines and is dangerously comfortable. Everything looked new and modern. The kitchen comes with all the essentials: pots and...
Holiday Lake House near Treehouse Brewery & Amazon Warehouse with King Beds
Lake House in Sturbridge w/All the Views!
House from above the lake

Lake House in Sturbridge w/All the Views!

9.4 out of 10, Exceptional, (10)
"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!"
The price is AED 1,939
AED 3,415 total
includes taxes & fees
13 Jan - 14 Jan
Lake House in Sturbridge w/All the Views!
5 bedrooms Home away from Home
Living area

5 bedrooms Home away from Home

10.0 out of 10, Exceptional, (10)
"What a beautiful house with plenty of room to cook and host our family dinner and Yankee swap event. Responsive host, it was nice"
5 bedrooms Home away from Home
Furnished large room in walking distance to UConn Storrs. Room
Queen sized bed, couch and desk located in the spacious room as well

Furnished large room in walking distance to UConn Storrs. Room

Furnished large room in walking distance to UConn Storrs. Room
Quintessential New England Home w/ Patio & Grill!
Putnam Vacation Rental | 5BR | 2BA | 2,363 Sq Ft | 3 Steps Required

Quintessential New England Home w/ Patio & Grill!

2.0 star property
10.0 out of 10, Exceptional, (1)
"House was great, exactly as described and shown. If needed lodging while in the area, choose this rental."
Quintessential New England Home w/ Patio & Grill!
Impressive Unique Waterfront Pool Resort Country Estate
YOUR OWN HEATED POOL

Impressive Unique Waterfront Pool Resort Country Estate

9.8 out of 10, Exceptional, (53)
"Absolutely perfect. Gorgeous property, gorgeous house. Every amenity. All the little touches are amazing. It is a work of art. Appreciate the host and her attention to detail. She made us feel welcome. Could not have been better. Thank you so much."
Impressive Unique Waterfront Pool Resort Country Estate
Luxury Home, Pool, fireplace
Pool

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (23)
"The property allowed for my extended family to gather under one roof and spend quality time together in a beautiful and quaint setting. "
The price is AED 3,857
AED 6,672 total
includes taxes & fees
17 Jan - 18 Jan
Luxury Home, Pool, fireplace
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Beautiful picture from the dock shows all the new stone work, patio & Firepit

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

9.8 out of 10, Exceptional, (83)
"We were in Sturbridge for a wedding and wanted a place to enjoy the spectacular of a fall weekend in MA, this place had spectacular views and was clean to stay at"
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Wizard's Roost at Underhill Hollow
Exterior

Wizard's Roost at Underhill Hollow

10.0 out of 10, Exceptional, (6)
"Loved staying here while visiting family in the area. Our kids adored seeing the animals on the property & experiencing the “magic” the property owner installed/created in this location & shared with us! Highly recommend."
Wizard's Roost at Underhill Hollow
SteamPunk Bunk House and Intergalactic Way Station
Interior detail

SteamPunk Bunk House and Intergalactic Way Station

10.0 out of 10, Exceptional, (5)
"My wife, daughter and I stayed here given we were attending a family wedding at Lord Thompson Manor, one mile away. We had a blast playing with the dog, chickens, goats and owners, who were all terrific. The place was clean, fun, affordable and comfortable. Highly recommend this location."
The price is AED 441
AED 665 total
includes taxes & fees
13 Jan - 14 Jan
SteamPunk Bunk House and Intergalactic Way Station
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Firepit overlooking the lake.

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

10.0 out of 10, Exceptional, (48)
"After staying in several rental lake houses, we finally got to stay in a real one with the full experience. It's a lovely home in and out and we enjoyed every bit of it."
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
Welcome to family fun and dining, directly on the lake!

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

9.8 out of 10, Exceptional, (104)
"Came to visit family in CT"
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
Amazing lake house with everything you need!
Welcome to the lake!

Amazing lake house with everything you need!

10.0 out of 10, Exceptional, (5)
"Everything was wonderful and very convenient "
Amazing lake house with everything you need!
Family & Friends Vacation House
Exterior

Family & Friends Vacation House

10.0 out of 10, Exceptional, (4)
"We had an incredible stay at this property! The house exceeded our expectations in every way. The home was spotless, spacious, and filled with thoughtful touches that made us feel right at home. The kitchen was fully stocked, which made cooking a breeze, and the living area was perfect for relaxing after a day of exploring. The beds were super comfortable, and the entire house had a cozy vibe. Highly recommend this property to anyone looking for a comfortable and memorable vacation. We’ll...
Family & Friends Vacation House
Cozy Canterbury Guest House Near Winter Activities
Canterbury Vacation Rental | 1BR | 1BA | 1,000 Sq Ft | Step-Free Entry

Cozy Canterbury Guest House Near Winter Activities

9.8 out of 10, Exceptional, (6)
"My daughter was competing in horse show, and this cottage was a wonderful place to stay, clean and comfortable. The contact person was punctual and kind and easy-going!"
Cozy Canterbury Guest House Near Winter Activities
Experience Leicester living in spacious 4 bedroom
Room

Experience Leicester living in spacious 4 bedroom

10.0 out of 10, Exceptional, (4)
"It was very clean.. Very well supplied. Whenever we had a question, our host was quick to respond. It was close to our wedding venue. We thoroughly enjoyed our stay and highly recommend this property. "
Experience Leicester living in spacious 4 bedroom
Wrecked at Ron’s
Terrace/patio

Wrecked at Ron’s

10.0 out of 10, Exceptional, (7)
"House is spacious and comfortable with a fully equipped kitchen that has everything you need. Beds were comfortable and bathrooms were conveniently located on both floors. Everything was clean and tidy. It's clear Ron is doing continuous updates to the property, but that didn't bother us at all. Location is very peaceful with gorgeous views and spectacular sunrises and sunsets. Ron is right on site and readily available if needed. We'd definitley stay again."
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.
Don't see what you're looking for?
See all available properties in South Woodstock
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in South Woodstock

Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
Exterior

Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

10.0 out of 10, Exceptional, (11)
"Beautifully appointed home on a beautiful lake in Woodstock, CT. We enjoyed kayaking on the lake, visiting nearby orchards and hiking the many scenic trails nearby. Many great restaurants in the area as well. Although we did not partake, there is a great rail trail nearby for hiking, walking, etc. The home listing is very accurate, the kitchen is well equipped, and the cleanliness of the home is top notch. In addition, the hosts Heather and Dan, were very responsive and were...
The price is AED 937
AED 1,796 total
includes taxes & fees
13 Jan - 14 Jan
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
Exterior

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

9.8 out of 10, Exceptional, (61)
"What a delight to open the kitchen curtains and seeing the beautiful lake! Peaceful, refreshing, perfect way to start the holiday or any memory moment! This was our second stay at the house and it was better than the first! We hiked locally and enjoyed the events throughout the town. "
The price is AED 937
AED 1,796 total
includes taxes & fees
13 Jan - 14 Jan
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
Welcome to family fun and dining, directly on the lake!

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

9.8 out of 10, Exceptional, (104)
"Came to visit family in CT"
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
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.