Holiday Rentals in South Woodstock

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for South Woodstock holiday rentals

Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (23 reviews)
"Great property"
United States
gary b.
The price is €528
includes taxes & fees
26 Apr - 27 Apr
Stunning Lakefront Escape! Book Your Dream Getaway!

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, (35 reviews)
"Great location, beautiful view completely relaxing "
United States
Carlos T.
The price is €234
includes taxes & fees
30 Apr - 1 May
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.6 out of 10, Exceptional, (31 reviews)
"Safe, inviting stay."
United States
Gabe M.
The price is €229
includes taxes & fees
29 Apr - 30 Apr
Treehouse - Countryside - Farm Animals - Fire Pit

Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (27 reviews)
"So calm, clean and relaxing, and beautiful! Wonderful stay! "
United States
Sarah G.
The price is €223
includes taxes & fees
23 Apr - 24 Apr
Dove Cabin up in the Trees

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (15 reviews)
"Very nice country stay. "
United States
michael C.
The price is €209
includes taxes & fees
27 Apr - 28 Apr
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.2 out of 10, Wonderful, (35 reviews)
"Such a fun getaway!"
United States
Patrice D.
The price is €168
includes taxes & fees
23 Apr - 24 Apr
The Tree House at Underhill Hollow

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 €163
includes taxes & fees
27 Apr - 28 Apr
SteamPunk Bunk House and Intergalactic Way Station

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

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (32 reviews)
"Loved the views of the lake and the decor. "
United States
Beth L.
The price is €261
includes taxes & fees
26 Apr - 27 Apr
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

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 €227
includes taxes & fees
5 May - 6 May
Spacious, unique barn with beautiful views.

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (22 reviews)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is €163
includes taxes & fees
4 May - 5 May
Wizard's Roost at Underhill Hollow

Backyard Tiny House in the Woods

Backyard Tiny House in the Woods
Tolland
The price is €211
includes taxes & fees
5 May - 6 May
Backyard Tiny House in the Woods

The Carriage House

The Carriage House
Tolland
The price is €193
includes taxes & fees
5 May - 6 May
The Carriage House

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)
"The location of the home was perfect. The lake was beautiful and was a great place to walk. "
United States
Lynn D.
The price is €245
includes taxes & fees
26 Apr - 27 Apr
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

The Carriage House at Chaprae Hall

The Carriage House at Chaprae Hall
Killingly
10.0 out of 10, Exceptional, (32 reviews)
"Loved the carriage house and nicely decorated with all the artwork! I wish we could have stayed longer. If I need a place to stay in the area, I will definitely be staying there!"
United States
Patti G.
The Carriage House at Chaprae Hall

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
8.6 out of 10, Excellent, (4 reviews)
"Clean place, easy check-in and comfortable place. We appreciated the coffee and water, microwave and clean towels. We would stay here again!! Thank you!! "
United States
Lucy L.
The price is €185
includes taxes & fees
5 May - 6 May
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

Hampton 'quiet Corner Cottage' w/ Fireplace & Yard

Hampton 'quiet Corner Cottage' w/ Fireplace & Yard
3.0 star property
Hampton
The price is €363
includes taxes & fees
14 May - 15 May
Hampton 'quiet Corner Cottage' w/ Fireplace & Yard

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 €357
includes taxes & fees
23 Apr - 24 Apr
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

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
8.0 out of 10, Very good, (2 reviews)
"Welcoming, cute."
United States
Trinity M.
The price is €172
includes taxes & fees
5 May - 6 May
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

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

Cozy Studio Loft

Cozy Studio Loft
Tolland
6.0 out of 10, (2 reviews)
"This loft was amazing! The pics are exact, the loft is clean, roomy and has everything you need for a comfortable stay. The hosts are friendly, welcoming and available if needed. It’s set off the road and surround by the woods so you don’t hear traffic. It’s the perfect spot to go on day trips and not feel like you are in the car all day. We highly recommend staying at this property!"
United States
Kelly A.
The price is €183
includes taxes & fees
23 Apr - 24 Apr
Cozy Studio Loft
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

Top South Woodstock Hotel Reviews

Find out more about South Woodstock

Everything you need to know about South Woodstock holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Woodstock holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Woodstock holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Woodstock holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Woodstock. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Woodstock holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Woodstock holiday rentals we have selected for you start as low as €163 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Woodstock rentals

At Expedia, we put the best South Woodstock holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top South Woodstock rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Woodstock holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Woodstock. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 TriState Speedway, or get out into nature at a spot like Rotary Park. 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.