Southbridge Vacation Rentals

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Nov 14 - Nov 16

Vacation Rentals in Southbridge

Exterior
The Tree House at Underhill Hollow
The Tree House at Underhill Hollow
9.4 out of 10, Exceptional, (33)
"Loved the treasure hunt and fairy gardens. "
United States
Gina P.
$153 nightly
The price is $173
Nov 3 - Nov 4
Total with taxes and fees
The Tree House at Underhill Hollow
Exterior
Dove Cabin up in the Trees
Dove Cabin up in the Trees
9.8 out of 10, Exceptional, (27)
"Great little getaway - Owners are very friendly and accommodating "
United States
Sharon S.
$244 nightly
The price is $257
Nov 9 - Nov 10
Total with taxes and fees
Dove Cabin up in the Trees
Fridge, microwave, oven, stovetop
Stunning Lakefront Escape! Book Your Dream Getaway!
Stunning Lakefront Escape! Book Your Dream Getaway!
10.0 out of 10, Exceptional, (20)
"We absolutely loved our stay it was everything I wanted and more. We plan on staying again."
United States
Melissa c.
$421 nightly
The price is $476
Nov 3 - Nov 4
Total with taxes and fees
Stunning Lakefront Escape! Book Your Dream Getaway!
Private kitchen
Trainmaster's Inn - Caboose
Trainmaster's Inn - Caboose
9.6 out of 10, Exceptional, (8)
"This place is a unique stay, that's for sure! If you are looking for an unforgettable experience, you should come. If you love trains, you should come. However, if you are not that fond of tight spaces or old-fashioned style and your traveling companions are looking for luxury and privacy, you might want to look elsewhere. The bathroom is a big tight (it's a caboose bathroom). But the location is really fun. And the owners are very accommodating! "
United States
Lisa B.
$310 nightly
The price is $328
Nov 3 - Nov 4
Total with taxes and fees
Trainmaster's Inn - Caboose
Exterior
Wizard's Roost at Underhill Hollow
Wizard's Roost at Underhill Hollow
9.6 out of 10, Exceptional, (19)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
$139 nightly
The price is $157
Nov 3 - Nov 4
Total with taxes and fees
Wizard's Roost at Underhill Hollow
Exterior
The Carriage House at Chaprae Hall
The Carriage House at Chaprae Hall
10.0 out of 10, Exceptional, (30)
"Wonderful place to be"
United States
David M.
$159 nightly
The price is $180
Dec 2 - Dec 3
Total with taxes and fees
The Carriage House at Chaprae Hall
Property grounds
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
9.8 out of 10, Exceptional, (26)
"This lake house is a perfect, quiet & very pretty getaway! We absolutely loved our stay! The host was so sweet and easy to contact. We will be back!"
United States
Jennifer G.
$273 nightly
The price is $309
Nov 6 - Nov 7
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Interior
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
2.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect quiet place to work and rest"
United States
michael C.
$375 nightly
The price is $419
Nov 3 - Nov 4
Total with taxes and fees
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
9.4 out of 10, Exceptional, (19)
"Place has everything you need. Nice view of the lake."
United States
Jon C.
$348 nightly
The price is $394
Nov 4 - Nov 5
Total with taxes and fees
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Exterior
SteamPunk Bunk House and Intergalactic Way Station
SteamPunk Bunk House and Intergalactic Way Station
10.0 out of 10, Exceptional, (13)
"The Steampunk house was delightful. A new surprise in every cabinet and room. Accommodations were very comfortable. A couple of suggestions - improve the internet access and TV options. More dishes. But otherwise wonderful."
United States
Michelle J.
$148 nightly
The price is $167
Nov 3 - Nov 4
Total with taxes and fees
SteamPunk Bunk House and Intergalactic Way Station
Interior
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
9.8 out of 10, Exceptional, (10)
"Very educational and fun time on the farm"
United States
David S.
$215 nightly
The price is $244
Nov 12 - Nov 13
Total with taxes and fees
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Smart TV, fireplace, table tennis, books
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
10.0 out of 10, Exceptional, (2)
$398 nightly
The price is $445
Nov 3 - Nov 4
Total with taxes and fees
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
Property grounds
Treehouse - Countryside - Farm Animals - Fire Pit
Treehouse - Countryside - Farm Animals - Fire Pit
9.4 out of 10, Exceptional, (27)
"Great place for a get away!"
United States
Reeshemah N.
$236 nightly
The price is $267
Nov 12 - Nov 13
Total with taxes and fees
Treehouse - Countryside - Farm Animals - Fire Pit
Exterior
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Secluded 2-Acre Lakefront Home! Book Your Getaway!
9.8 out of 10, Exceptional, (74)
"We booked this for our friends to stay here while attending our wedding. The place was gorgeous, immaculate, and gave them plenty to do (including kayaking!) while we got ready for the wedding and took photos!"
United States
Maggie Ata W.
$436 nightly
The price is $494
Nov 3 - Nov 4
Total with taxes and fees
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Terrace/patio
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
2.0 star property
$152 nightly
The price is $161
Nov 3 - Nov 4
Total with taxes and fees
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Exterior
Charming 2-bedroom apartment in welcoming Putnam
Charming 2-bedroom apartment in welcoming Putnam
9.0 out of 10, Wonderful, (2)
"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.
$153 nightly
The price is $173
Nov 3 - Nov 4
Total with taxes and fees
Charming 2-bedroom apartment in welcoming Putnam
Terrace/patio
Apartment in town center #1
Apartment in town center #1
8.6 out of 10, Excellent, (24)
"A friend and I stayed here for 2 nights. The directions for parking and checking in were clear and easy. It looks like we were one of the first people to stay in this unit. There was an air conditioner in two out of the 3 bedrooms. The kitchen and living room were quite warm without an air conditioner. The beds did not have mattress covers, but other than that were quite comfortable. There were 3 bath towels in the unit, which was enough for us, but if we had up to 6 there wouldn’t be enough....
United States
Logan L.
$260 nightly
The price is $290
Nov 4 - Nov 5
Total with taxes and fees
Apartment in town center #1
Exterior
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
9.0 out of 10, Wonderful, (24)
"The property was in excellent condition and we had a fantastic stay. Very romantic and intimate for couples who want to get away."
United States
Emanuel
$314 nightly
The price is $356
Nov 4 - Nov 5
Total with taxes and fees
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
2.0 star property
$378 nightly
The price is $422
Nov 3 - Nov 4
Total with taxes and fees
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Interior
Spacious, unique barn with beautiful views.
Spacious, unique barn with beautiful views.
10.0 out of 10, Exceptional, (2)
"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.
$234 nightly
The price is $264
Nov 5 - Nov 6
Total with taxes and fees
Spacious, unique barn with beautiful views.
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

Wellsworth Hotel

Wellsworth Hotel

10/10 Excellent
"Wish the microwave was in the room and the pool area was open later. But otherwise great place friendly staff. Good food Love the darts and pool table area!"
Katherine 4-night trip
Posted 3 days ago
Wellsworth Hotel

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 $157 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.

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, Upper Chapin Street Historic District and Westville Lake 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.