South Woodstock Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for South 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, (21 reviews)
"We had a great stay at the lakehouse. Will definitely consider a future stay."
United States
Savanna
The price is ￥37,902
￥72,953 total
includes taxes & fees
Jan 31 - Feb 1
Stunning Lakefront Escape! Book Your Dream Getaway!
Exterior

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (29 reviews)
"The treehouse was great! It is as pictured, clean, small. The fireplace was connected to the thermostat which I thought was really cool. We got to see the animals on property which was an extra treat. There was a lot of extra spices, oils, water, coffee that we could use. Waking up with the windows all around and then going out on the balcony was so peaceful and nice. The only thing is the compost toilet smelled. We were there for one night and by the next day it smelled even putting the lid...
United States
Alyssa M.
The price is ￥18,010
￥42,306 total
includes taxes & fees
Feb 2 - Feb 3
Treehouse - Countryside - Farm Animals - Fire Pit
Terrace/patio

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (31 reviews)
"Great location, beautiful view completely relaxing "
United States
Carlos T.
The price is ￥11,716
￥39,471 total
includes taxes & fees
Feb 2 - Feb 3
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Exterior

Charming 2-bedroom apartment in welcoming Putnam

Charming 2-bedroom apartment in welcoming Putnam
Putnam
9.4 out of 10, Exceptional, (3 reviews)
"Very nice place. Quiet neighborhood and close to town. "
United States
michael C.
The price is ￥12,267
￥25,977 total
includes taxes & fees
Feb 2 - Feb 3
Charming 2-bedroom apartment in welcoming Putnam
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 ￥19,296
￥28,775 total
includes taxes & fees
Feb 1 - Feb 2
SteamPunk Bunk House and Intergalactic Way Station
Interior

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

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
Windham
9.8 out of 10, Exceptional, (8 reviews)
"Nice home, good communication, town is very lovely"
United States
Arassely C.
The price is ￥18,378
￥78,260 total
includes taxes & fees
Jan 31 - Feb 1
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
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 ￥25,607
￥52,267 total
includes taxes & fees
Feb 2 - Feb 3
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Exterior

The Carriage House at Chaprae Hall

The Carriage House at Chaprae Hall
Killingly
10.0 out of 10, Exceptional, (31 reviews)
"We had a very nice stay while there."
United States
Ann R.
The price is ￥13,630
￥27,544 total
includes taxes & fees
Mar 1 - Mar 2
The Carriage House at Chaprae Hall
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 ￥25,498
￥40,809 total
includes taxes & fees
Feb 1 - Feb 2
Spacious, unique barn with beautiful views.
Exterior

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

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.0 out of 10, Wonderful, (26 reviews)
"Loved the views of the lake and the decor. "
United States
Beth L.
The price is ￥26,832
￥53,829 total
includes taxes & fees
Feb 2 - Feb 3
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 ￥33,691
￥42,267 total
includes taxes & fees
Feb 8 - Feb 9
Cozy 1-bedroom cottage in serene Pomfret.
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 ￥24,120
￥30,705 total
includes taxes & fees
Feb 1 - Feb 2
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 ￥27,565
￥63,633 total
includes taxes & fees
Feb 7 - Feb 8
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Exterior detail

Cozy apartment in quiet setting that is very convenient to UConn and ECSU.

Cozy apartment in quiet setting that is very convenient to UConn and ECSU.
Mansfield
8.0 out of 10, Very Good, (1 review)
"Ben’s place was very cozy and comfortable. The location was great. Close to UConn and in a pretty area. The set up was great with a very comfortable bed, stocked kitchen, lots of hot water. The owner also freshly ground our coffee. The only downside was the sounds from the owners main house above-footsteps, voices… all normal but hard to ignore-sound proofing would go a long way. Good stay overall. "
United States
Madeleine V.
The price is ￥21,746
￥42,964 total
includes taxes & fees
Feb 7 - Feb 8
Cozy apartment in quiet setting that is very convenient to UConn and ECSU.
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)
"Lovely stay on the lake, we enjoyed the location and the kayaks on the lake. "
United States
Lucy H.
The price is ￥40,010
￥75,685 total
includes taxes & fees
Feb 1 - Feb 2
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Fridge, microwave, stovetop, coffee/tea maker

Spacious Home Near Mohegan Sun

Spacious Home Near Mohegan Sun
Killingly
6.0 out of 10, (2 reviews)
"Edgar was very quick to respond to all my inquiries. We stayed here for the weekend. We had eight in our party. We had ample room/beds. The house was very clean and the pictures on website are accurate. There was ample parking. Easy access on and off 395. There are three small things I am going to mention, there were no washcloths (I normally bring loofahs but forgot them) so we had to run to Walmart. The pillows are thin and you would need to use at least two for a comfortable sleep (I always...
United States
Judie T.
The price is ￥26,326
￥81,964 total
includes taxes & fees
Feb 2 - Feb 3
Spacious Home Near Mohegan Sun
Interior

Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
The price is ￥35,988
￥64,660 total
includes taxes & fees
Jan 31 - Feb 1
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Interior

Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!
Sturbridge
9.8 out of 10, Exceptional, (19 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 ￥49,008
￥132,078 total
includes taxes & fees
Feb 2 - Feb 3
Lake House in Sturbridge w/All the Views!
TV

Charming 4-bedroom house with WiFi and AC in wonderful Killingly

Charming 4-bedroom house with WiFi and AC in wonderful Killingly
Killingly
The price is ￥52,374
￥125,093 total
includes taxes & fees
Feb 5 - Feb 6
Charming 4-bedroom house with WiFi and AC in wonderful Killingly
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Woodstock Hotel Reviews

Hampton Inn Auburn

Hampton Inn Auburn

10/10 Excellent
"Very nice all around!"
John 1-night trip
Posted 11 hours ago
Hampton Inn Auburn

Find out more about South Woodstock

Search for holiday rentals in South Woodstock on Expedia! You can easily find your home rentals, villas, holiday apartments in South Woodstock using one of the methods below:

  • View our selection of featured holiday rentals in South Woodstock
  • Use the map to find apartments and other holiday homes in the South Woodstock neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in South Woodstock while they last

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

Frequently asked questions

Are there vacation rentals in South Woodstock?

Yes, you can find vacation rentals near top sights in South Woodstock, or you can go with a more remote option if you're looking for relaxation. South Woodstock is known for its golf courses and shopping.

What are some of the best vacation home rentals in South Woodstock?

Stunning Lakefront Escape! Book Your Dream Getaway!: Visitors give good reviews to this South Woodstock vacation home rental, which is located on the beach and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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

Explore the area and family-friendly sights such as Martha's Herbary, or get out into nature at a spot like Walker Dam. Harrisville Golf Course and Little River Plaza Shopping Center are other places to visit while you're in town.

What’s a vacation rental in South Woodstock like?

Vacation rentals are privately owned properties you can stay in for a long or short time in South Woodstock. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for small groups.