A river surrounded by autumn foliage.

Southbridge Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Southbridge holiday rentals

A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

1. Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is HK$353
HK$999 total
includes taxes & fees
26 Sept - 27 Sept
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (18 reviews)
"We loved the ambience, super quiet, my kids love the animals The host was super comunicative making sure we was good during our stay"
United States
Silvino
The price is HK$508
HK$1,652 total
includes taxes & fees
23 Sept - 24 Sept
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

3. Modern 1-bedroom apartment in peaceful Sturbridge with AC

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
7.0 out of 10, Good, (2 reviews)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
The price is HK$745
HK$1,008 total
includes taxes & fees
23 Sept - 24 Sept
Modern 1-bedroom apartment in peaceful Sturbridge with AC
A wooden cabin with a glass upper floor, surrounded by a forest.

4. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (36 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
The price is HK$1,377
HK$2,019 total
includes taxes & fees
30 Sept - 1 Oct
Dove Cabin up in the Trees
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

5. 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, (49 reviews)
"Better than pictured. Beautiful lake and decks! Super comfortable living room furniture. Near great local restaurants."
United States
Julianne
The price is HK$1,020
HK$2,489 total
includes taxes & fees
23 Sept - 24 Sept
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

6. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 reviews)
"I stayed here for the 2026 Natchaug Epic gravel bike ride, and it was an ideal location, close to the start line. A charming property with a friendly host. "
United States
Mateo A.
The price is HK$988
HK$1,427 total
includes taxes & fees
29 Sept - 30 Sept
Wizard's Roost at Underhill Hollow
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

7. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (42 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is HK$989
HK$1,519 total
includes taxes & fees
23 Sept - 24 Sept
The Tree House at Underhill Hollow
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

8. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
The price is HK$628
HK$899 total
includes taxes & fees
23 Sept - 24 Sept
Clean & Cozy Private-3 floor_R 2
A cozy room with a bed, two chairs, a small table, and a potted plant.

9. Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat

Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
Holland
10.0 out of 10, Exceptional, (1 review)
"Cute place! Susan was a great host and the cabin was perfect for a qick getaway weekend and some reconnection with mother nature.."
United States
Jessica K.
The price is HK$1,342
HK$1,899 total
includes taxes & fees
27 Sept - 28 Sept
Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

10. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
10.0 out of 10, Exceptional, (3 reviews)
"The place was immaculate, very large room, great kitchen, great bath, plenty of room for a family, quiet and secluded area few minutes away from town, outstanding communication with the property owner..true home away from home...Try it for yourself.."
United States
Giora Y.
The price is HK$1,247
HK$2,559 total
includes taxes & fees
21 Oct - 22 Oct
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
A deck with red Adirondack chairs, a grill, and a view of trees and sunset.

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

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (25 reviews)
"Place was really nice and in a location that made it easy to get back and forth to UCONN. "
United States
Jason C.
The price is HK$1,370
HK$2,768 total
includes taxes & fees
30 Sept - 1 Oct
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
A two-story house with a front porch, stone steps, and a driveway.

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

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
9.0 out of 10, Wonderful, (8 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 HK$946
HK$1,696 total
includes taxes & fees
6 Oct - 7 Oct
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
A rustic building with a brick exterior and a red roof, situated next to a pond with tall reeds and a tree with autumn-colored leaves.

13. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (18 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is HK$989
HK$1,474 total
includes taxes & fees
27 Sept - 28 Sept
SteamPunk Bunk House and Intergalactic Way Station
A small, single-story cabin with a porch and a small deck, surrounded by trees and a lake.

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

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (40 reviews)
"We had a nice stay in this cabin by the lake. It was close to UCONN so the convenience of the location was wonderful. "
United States
Jennifer P.
The price is HK$1,236
HK$2,536 total
includes taxes & fees
24 Sept - 25 Sept
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

15. 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
9.2 out of 10, Wonderful, (9 reviews)
"What a beautiful set up for a pet friendly family stay - candles lit upon arrival and a child’s room filled with toys ready to be enjoyed."
United States
Gregory C.
The price is HK$1,373
HK$1,735 total
includes taxes & fees
6 Oct - 7 Oct
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A grassy outdoor area with a hammock, chairs, and a stone wall.

16. Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.8 out of 10, Exceptional, (26 reviews)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
The price is HK$1,285
HK$1,533 total
includes taxes & fees
23 Sept - 24 Sept
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A wooden cabin with a balcony and stairs, surrounded by trees.

17. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (37 reviews)
"Beautiful farm that’s perfect little getaway for one weekend"
United States
Justyn M.
The price is HK$1,318
HK$2,708 total
includes taxes & fees
20 Oct - 21 Oct
Treehouse - Countryside - Farm Animals - Fire Pit
A house with a white porch, a black door, and a window with a white frame.

18. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
9.0 out of 10, Wonderful, (4 reviews)
"Great spot, clean and cozy."
United States
Bud n' Mary's Marina B.
The price is HK$1,922
HK$2,454 total
includes taxes & fees
23 Sept - 24 Sept
Cozy 1-bedroom cottage in serene Pomfret.
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

19. Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (23 reviews)
"We really appreciated the kindling and firewood for the outdoor fire pit.The house was clean and nice."
United States
Christian C.
The price is HK$3,295
HK$7,735 total
includes taxes & fees
25 Sept - 26 Sept
Lake House in Sturbridge w/All the Views!

20. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful stay in the cottage. Great location, and prompt and friendly communication from the owner. Beautifully kept vintage home - such a gem!"
United States
K C.
The price is HK$1,616
HK$1,840 total
includes taxes & fees
28 Sept - 29 Sept
Cottage by the Castle – Downtown Spencer
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 Southbridge Hotel Reviews

Sturbridge Host Hotel & Conference Center

Sturbridge Host Hotel & Conference Center

10/10 Excellent
"Cozy and comfortable place to stay in a quick bind"
Robert 1-night trip
Posted 5 hours ago
Sturbridge Host Hotel & Conference Center

Find out more about Southbridge

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

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

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

Frequently asked questions

Can I find holiday rentals in Southbridge?

Yes, there are holiday rentals in Southbridge close to Walcott Street Playground, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Southbridge has a good selection of restaurants and the bars. Make sure you have time to check out the spas while you're in the area.

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

Impressive Unique Waterfront Pool Resort Country Estate: This highly rated holiday home rental in Southbridge is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Southbridge?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Southbridge stay.

What’s there to see and do in Southbridge?

Westville Recreation Area and Upper Chapin Street Historic District are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Walcott Street Playground. While here, Jacob Edwards Library and Windsor Court Historic District are other places worth a visit.

What’s a holiday rental in Southbridge like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Southbridge. Holiday rentals offer extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for family trips.