South Woodstock Holiday Rentals

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Check prices for these dates

Tonight
11 Jan - 12 Jan
Tomorrow
12 Jan - 13 Jan
Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan

Our top choices for South Woodstock holiday rentals

Terrace/patio
Stunning Lakefront Escape! Book Your Dream Getaway!

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 HK$1,929
HK$3,713 total
includes taxes & fees
12 Jan - 13 Jan
Stunning Lakefront Escape! Book Your Dream Getaway!
Terrace/patio
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

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, (30 reviews)
"Great host- fun property!"
United States
Mary F.
The price is HK$596
HK$2,009 total
includes taxes & fees
12 Jan - 13 Jan
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

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 HK$624
HK$1,322 total
includes taxes & fees
12 Jan - 13 Jan
Charming 2-bedroom apartment in welcoming Putnam
Interior
Spacious, unique barn with beautiful views.

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 HK$1,298
HK$2,046 total
includes taxes & fees
13 Jan - 14 Jan
Spacious, unique barn with beautiful views.
Property grounds
SteamPunk Bunk House and Intergalactic Way Station

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 HK$982
HK$1,465 total
includes taxes & fees
12 Jan - 13 Jan
SteamPunk Bunk House and Intergalactic Way Station
Exterior
Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (29 reviews)
"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!"
United States
Jennifer H.
The price is HK$772
HK$1,986 total
includes taxes & fees
12 Jan - 13 Jan
Treehouse - Countryside - Farm Animals - Fire Pit
Living area
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
2.0 star property
Webster
10.0 out of 10, Exceptional, (1 review)
"Perfect quiet place to work and rest"
United States
michael C.
The price is HK$1,403
HK$3,239 total
includes taxes & fees
12 Jan - 13 Jan
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Outdoor dining
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

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 HK$1,083
HK$2,376 total
includes taxes & fees
15 Jan - 16 Jan
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Interior
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

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)
"Great house for family visit with our USCG cadet. The owners were very flexible and responsive to our needs. The property was clean and spacious we will use again! "
United States
Mark M.
The price is HK$1,013
HK$4,026 total
includes taxes & fees
12 Jan - 13 Jan
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
Exterior
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

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 HK$1,302
HK$2,643 total
includes taxes & fees
22 Jan - 23 Jan
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Property grounds
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!

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

Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
Webster
10.0 out of 10, Exceptional, (3 reviews)
"We loved the space, it accommodated our larger group and had all the amenities we needed. We only stayed 1 night but would have loved to stay longer! The porch area was very nice to sit out on at night."
United States
Kyle C.
The price is HK$2,728
HK$3,439 total
includes taxes & fees
13 Jan - 14 Jan
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
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

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
2.0 star property
Brimfield
The price is HK$1,091
HK$1,393 total
includes taxes & fees
12 Jan - 13 Jan
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Dining
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (80 reviews)
"Lovely stay on the lake, we enjoyed the location and the kayaks on the lake. "
United States
Lucy H.
The price is HK$2,036
HK$3,852 total
includes taxes & fees
12 Jan - 13 Jan
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Exterior detail
Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
2.0 star property
Pomfret
The price is HK$1,715
HK$2,144 total
includes taxes & fees
12 Jan - 13 Jan
Cozy 1-bedroom cottage in serene Pomfret.
Interior
Lake House in Sturbridge w/All the Views!

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)
"We loved it. The location was a home run...we were there for a wedding, and would have liked to have skipped it and just stayed in this marvelous lake house. We swam, we canoed, we sat in the hot tub, and waved at all the darling neighbors sailing by. It was great."
United States
Carol P.
The price is HK$2,572
HK$6,825 total
includes taxes & fees
12 Jan - 13 Jan
Lake House in Sturbridge w/All the Views!
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.

Cozy apartment in quiet setting that is very convenient to UConn and ECSU.
2.0 star property
Mansfield
The price is HK$1,107
HK$2,171 total
includes taxes & fees
13 Jan - 14 Jan
Cozy apartment in quiet setting that is very convenient to UConn and ECSU.
Interior
Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
2.0 star property
Sturbridge
The price is HK$1,832
HK$3,291 total
includes taxes & fees
16 Jan - 17 Jan
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
TV
Charming 4-bedroom house with WiFi and AC in wonderful Killingly

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 HK$2,962
HK$6,739 total
includes taxes & fees
31 Jan - 1 Feb
Charming 4-bedroom house with WiFi and AC in wonderful Killingly
Fridge, microwave, stovetop, coffee/tea maker
Spacious Home Near Mohegan Sun

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 HK$1,434
HK$4,327 total
includes taxes & fees
2 Feb - 3 Feb
Spacious Home Near Mohegan Sun
Property grounds
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Webster
9.6 out of 10, Exceptional, (5 reviews)
"Owner was easy to communicate with. Cute and cozy unit that meet all of our needs for our trip."
United States
Rachele T.
The price is HK$2,338
HK$2,952 total
includes taxes & fees
12 Jan - 13 Jan
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
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 South Woodstock Hotel Reviews

Hampton Inn Sturbridge

Hampton Inn Sturbridge

10/10 Excellent
"Great hotel. Super comfortable and cozy and clean. I will be back "
Natalia 1-night trip
Posted 3 days ago
Hampton Inn Sturbridge

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
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  • 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 holiday rentals in South Woodstock?

Yes, there are holiday rentals close to the most popular sights in South Woodstock, or you can select a more secluded option if you're looking for a relaxing stay. South Woodstock is known for its golf courses and shopping.

What are some of the best holiday rentals that South Woodstock has to offer?

Stunning Lakefront Escape! Book Your Dream Getaway!: This highly rated holiday home rental in South Woodstock is located on the beach, and has a patio, a selection of games and a BBQ 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 that 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. Little River Plaza Shopping Center and Harrisville Golf Course are other places to visit while you're in town.

What’s a holiday rental in South Woodstock like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Woodstock. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.