A river surrounded by autumn foliage.

Southbridge Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Southbridge vacation 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
4.0 out of 10, (1 review)
The price is ￥7,087
￥20,055 total
includes taxes & fees
Oct 28 - Oct 29
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
A wooden cabin with a glass upper floor, surrounded by a forest.

2. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (39 reviews)
"Wonderful cabin wishing it was a waterfront"
United States
Magdalena W.
The price is ￥27,639
￥40,534 total
includes taxes & fees
Oct 28 - Oct 29
Dove Cabin up in the Trees
A round metal fire pit with grilling tools and a red chair in the background.

3. 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, (12 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 ￥23,309
￥29,555 total
includes taxes & fees
Oct 28 - Oct 29
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (23 reviews)
"The place was unique and cozy. The hosts were very friendly and our stay was great"
United States
Stacy
The price is ￥10,457
￥33,287 total
includes taxes & fees
Oct 28 - Oct 29
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

5. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 reviews)
"Great stay!!"
United States
Elizabeth G.
The price is ￥19,766
￥29,476 total
includes taxes & fees
Oct 29 - Oct 30
Wizard's Roost at Underhill Hollow
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

6. Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.

Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.
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 ￥19,686
￥50,318 total
includes taxes & fees
Nov 10 - Nov 11
Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.
A wooden cabin with a balcony and stairs, surrounded by trees.

7. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (37 reviews)
"The tree house was amazing! The surroundings are great, flower garden, farm animals, and the hosts were very friendly and gracious. Our kids loved feeding the sheep with Carmen. Highly recommend!"
United States
Esther R.
The price is ￥12,473
￥36,078 total
includes taxes & fees
Oct 28 - Oct 29
Treehouse - Countryside - Farm Animals - Fire Pit
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

8. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (46 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is ￥19,766
￥30,378 total
includes taxes & fees
Oct 29 - Oct 30
The Tree House at Underhill Hollow
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

9. 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 ￥31,845
￥59,926 total
includes taxes & fees
Nov 4 - Nov 5
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
A compact kitchen with a refrigerator, stove, and a coffee maker on a small table. There is a white wire shelf with items and a potted plant. Two decorative wreaths adorn the walls.

10. 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)
"Very convenient 2BD for a two night stay. Note that parking is on the street."
United States
Dan M.
The price is ￥18,852
￥34,201 total
includes taxes & fees
Nov 3 - Nov 4
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

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

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
6.0 out of 10, (3 reviews)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
The price is ￥14,962
￥20,232 total
includes taxes & fees
Oct 28 - Oct 29
Modern 1-bedroom apartment in peaceful Sturbridge with AC
A room with two wicker chairs and a small round table, a large window, and a red door.

12. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (19 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is ￥19,844
￥29,593 total
includes taxes & fees
Nov 1 - Nov 2
SteamPunk Bunk House and Intergalactic Way Station
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

13. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
9.0 out of 10, Wonderful, (2 reviews)
"Nice and very clean. Host communicated fast and helpful."
United States
Ekaterina
The price is ￥12,615
￥18,044 total
includes taxes & fees
Oct 28 - Oct 29
Clean & Cozy Private-3 floor_R 2
A grassy outdoor area with a hammock, chairs, and a stone wall.

14. 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, (27 reviews)
"This was a super cozy ,cute place to stay . Host had muffins , juice and milk for us. The property was quiet and very peaceful."
United States
theresa H.
The price is ￥26,506
￥31,678 total
includes taxes & fees
Oct 28 - Oct 29
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Dining Room

15. 1 King Bed | Non-Smoking, Micfridge

1 King Bed | Non-Smoking, Micfridge
Putnam
10.0 out of 10, Exceptional, (4 reviews)
"Offers good value with cozy accommodations."
United States
Anonymous traveler
The price is ￥13,770
￥15,835 total
includes taxes & fees
Oct 31 - Nov 1
1 King Bed | Non-Smoking, Micfridge
A lakeside cabin with a deck, a dock, and a small docked boat.

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

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Sturbridge
9.8 out of 10, Exceptional, (98 reviews)
"very clean, wonderful location"
United States
Anonymous traveler
The price is ￥38,979
￥78,900 total
includes taxes & fees
Nov 2 - Nov 3
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
A house with a white porch, a black door, and a window with a white frame.

17. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
9.2 out of 10, Wonderful, (5 reviews)
"I had a lovely stay at the cottage! It was clean, comfortable, and quiet with a great view. The hosts were very helpful."
United States
Aaron H.
The price is ￥33,727
￥43,178 total
includes taxes & fees
Nov 8 - Nov 9
Cozy 1-bedroom cottage in serene Pomfret.
A two-story house with a porch, a flag, and potted plants.

18. The Little Blue Bird · 5 Mi UConn · 2 Min I-84

The Little Blue Bird · 5 Mi UConn · 2 Min I-84
Willington
10.0 out of 10, Exceptional, (2 reviews)
"Great place! Great communication! Highly recommended for 1-2 people."
United States
Jeff G.
The price is ￥16,892
￥28,009 total
includes taxes & fees
Oct 28 - Oct 29
The Little Blue Bird · 5 Mi UConn · 2 Min I-84
The Cottage is nestled next to the historic Sagendorph Mansion.

19. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (9 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is ￥32,311
￥36,788 total
includes taxes & fees
Oct 28 - Oct 29
Cottage by the Castle – Downtown Spencer
A living room with a gray sofa, a coffee table, and a rug. There are two windows with blinds, a door, and a wall-mounted plant.

20. Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (5 reviews)
"It was a great place for my family and i"
United States
Taisha M.
The price is ￥23,624
￥49,930 total
includes taxes & fees
Nov 1 - Nov 2
Large 3BD 1st Floor Apartment Minutes from 290
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

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

10/10 Excellent
"Beautiful modern room with super comfortable bed. Complimentary pastries from the bake shop."
Tobin 1-night trip
Posted 1 hour ago
Publick House Historic Inn and Country Motor Lodge

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 vacation rentals in Southbridge?

Yes, we give you a choice of vacation rentals in Southbridge close to Walcott Street Playground, or you can select a more secluded option if you'd like a relaxing place to stay. Our travelers 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 vacation rentals in Southbridge?

Impressive Unique Waterfront Pool Resort Country Estate: This highly rated vacation home rental in Southbridge is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Southbridge?

With 4 Expedia vacation rentals, you're sure to find just the right place for your Southbridge stay.

What’s there to see and do in Southbridge?

Southbridge Town Common and Westville Recreation Area 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 vacation rental in Southbridge like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Southbridge. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.