A river surrounded by autumn foliage.

Southbridge Vacation Rentals

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Southbridge vacation rentals

A wooden cabin with a glass upper floor, surrounded by a forest.

1. 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.
$233 nightly
The price is $246
Nov 5 - Nov 6
Total with taxes and fees
Dove Cabin up in the Trees
A lakeside cabin with a deck, a dock, and a small docked boat.

2. 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
$406 nightly
The price is $454
Nov 9 - Nov 10
Total with taxes and fees
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

3. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
10.0 out of 10, Exceptional, (4 reviews)
"Gorgeously decorated and ultra-clean. Was the perfect rental for my sisters wedding at Salem Cross Inn"
United States
Trish N.
$327 nightly
The price is $365
Nov 5 - Nov 6
Total with taxes and fees
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

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

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (25 reviews)
"Pictures don't do this house justice! Great communication from start to finish, very clean house & property, coolest house we've ever stayed at. Hope to stay again!"
United States
Mike T.
$720 nightly
The price is $785
Nov 9 - Nov 10
Total with taxes and fees
Lake House in Sturbridge w/All the Views!
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

5. 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.
$156 nightly
The price is $174
Nov 5 - Nov 6
Total with taxes and fees
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

6. 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.
$111 nightly
The price is $124
Nov 5 - Nov 6
Total with taxes and fees
Modern 1-bedroom apartment in peaceful Sturbridge with AC
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, (46 reviews)
"Nice place to stay has good air conditioning "
United States
Zachary P.
$163 nightly
The price is $186
Nov 5 - Nov 6
Total with taxes and fees
The Tree House at Underhill Hollow
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

8. 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.
$158 nightly
The price is $180
Nov 5 - Nov 6
Total with taxes and fees
Wizard's Roost at Underhill Hollow
A dining area with a high ceiling, skylights, and a view of the outdoors.

9. Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (95 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
$543 nightly
The price is $618
Nov 5 - Nov 6
Total with taxes and fees
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

10. 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, (50 reviews)
"Better than pictured. Beautiful lake and decks! Super comfortable living room furniture. Near great local restaurants."
United States
Julianne
$263 nightly
The price is $299
Nov 10 - Nov 11
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.
A bedroom with a wooden bed, large windows, and a view of greenery outside.

11. Rustic Farmette Studio with Hot Tub & Pool

Rustic Farmette Studio with Hot Tub & Pool
Thompson
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful and quiet location"
United States
Lynn J.
$323 nightly
The price is $368
Nov 8 - Nov 9
Total with taxes and fees
Rustic Farmette Studio with Hot Tub & Pool
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.

12. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (20 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
$158 nightly
The price is $180
Nov 8 - Nov 9
Total with taxes and fees
SteamPunk Bunk House and Intergalactic Way Station
A house with a white porch, a black door, and a window with a white frame.

13. 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.
$232 nightly
The price is $264
Nov 5 - Nov 6
Total with taxes and fees
Cozy 1-bedroom cottage in serene Pomfret.
A two-story house with a front porch, stone steps, and a driveway.

14. 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.
$171 nightly
The price is $196
Nov 9 - Nov 10
Total with taxes and fees
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
The Cottage is nestled next to the historic Sagendorph Mansion.

15. 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.
$247 nightly
The price is $248
Nov 5 - Nov 6
Total with taxes and fees
Cottage by the Castle – Downtown Spencer
A wooden cabin with a balcony and stairs, surrounded by trees.

16. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (37 reviews)
"Beautiful treehouse with everything you need. My kids loved picking blueberries and meeting the farm animals!"
United States
Lauren B.
$238 nightly
The price is $271
Nov 9 - Nov 10
Total with taxes and fees
Treehouse - Countryside - Farm Animals - Fire Pit
A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

17. 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
$193 nightly
The price is $220
Nov 5 - Nov 6
Total with taxes and fees
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

18. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (40 reviews)
"It was a beautiful property. Well-tended and all the amenities. Loved the view in morning and evening of mountains and sun / moon."
United States
Daniel C.
$1,588 nightly
The price is $1,774
Nov 7 - Nov 8
Total with taxes and fees
Sleeps 15 • Pool • Retreat
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

19. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean location to stay."
United States
Mike O.
$426 nightly
The price is $488
Nov 8 - Nov 9
Total with taxes and fees
Spacious 4-bedroom with four and half bathrooms
Dining Room

20. 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
$88 nightly
The price is $101
Nov 5 - Nov 6
Total with taxes and fees
1 King Bed | Non-Smoking, Micfridge
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

Holiday Inn Express Hotel & Suites Auburn by IHG

Holiday Inn Express Hotel & Suites Auburn by IHG

8/10 Good
"Clean and simple for a 1 night stay"
Curtis 1-night trip
Posted 2 hours ago
Holiday Inn Express Hotel & Suites Auburn by IHG

Find out more about Southbridge

Everything you need to know about Southbridge vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southbridge vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Southbridge vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southbridge vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southbridge rentals

At Expedia, we put the best Southbridge vacation 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 Southbridge 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 Southbridge vacation.

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

Explore a world of travel with Expedia

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.