Southbridge Vacation Rentals

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Nov 15 - Nov 16
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Nov 28 - Nov 30

Vacation Rentals in Southbridge

Exterior
Dove Cabin up in the Trees

Dove Cabin up in the Trees

Holland
9.8 out of 10, Exceptional, (27)
"Great little getaway - Owners are very friendly and accommodating "
United States
Sharon S.
Dove Cabin up in the Trees
Private kitchen
Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose

Palmer
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.
The price is ￥23,183
￥51,133 total
includes taxes & fees
Nov 16 - Nov 17
Trainmaster's Inn - Caboose
Exterior
SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station

Thompson
10.0 out of 10, Exceptional, (14)
"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.
The price is ￥16,691
￥25,840 total
includes taxes & fees
Nov 16 - Nov 17
SteamPunk Bunk House and Intergalactic Way Station
Exterior
The Tree House at Underhill Hollow

The Tree House at Underhill Hollow

Thompson
9.4 out of 10, Exceptional, (33)
"We enjoyed Underhill Hollow, beautiful spot with whimsy & hospitality."
United States
amy m.
The price is ￥16,691
￥26,729 total
includes taxes & fees
Nov 16 - Nov 17
The Tree House at Underhill Hollow
Exterior
Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow

North Grosvenordale
9.6 out of 10, Exceptional, (20)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is ￥15,300
￥24,241 total
includes taxes & fees
Nov 23 - Nov 24
Wizard's Roost at Underhill Hollow
Property grounds
Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit

Willington
9.4 out of 10, Exceptional, (28)
"Great place for a get away!"
United States
Reeshemah N.
The price is ￥15,300
￥39,387 total
includes taxes & fees
Nov 16 - Nov 17
Treehouse - Countryside - Farm Animals - Fire Pit
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
Webster
10.0 out of 10, Exceptional, (1)
"Perfect quiet place to work and rest"
United States
michael C.
The price is ￥27,819
￥64,219 total
includes taxes & fees
Nov 16 - Nov 17
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Property grounds
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Stafford
9.8 out of 10, Exceptional, (29)
"I couldn't believe how prepared the house was in every way. I was very pleased with all the supplies and amenities available. The sun sets over the water hope to be back there again.!!"
United States
Paul B.
The price is ￥18,082
￥47,802 total
includes taxes & fees
Nov 17 - Nov 18
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Interior
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

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

Willington
9.6 out of 10, Exceptional, (11)
"My husband, two teen daughters, and myself stayed here for a night on our way to visit UConn. It was very comfortable and cozy… a home away from home. Love the electric fireplaces as they add ambience and relaxation. Would recommend!"
United States
GIOVANNA S.
The price is ￥16,382
￥39,704 total
includes taxes & fees
Dec 9 - Dec 10
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Interior
Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.

Hampton
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.
The price is ￥25,733
￥40,876 total
includes taxes & fees
Nov 20 - Nov 21
Spacious, unique barn with beautiful views.
Fridge, microwave, oven, stovetop
Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!

Woodstock
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.
The price is ￥38,251
￥73,624 total
includes taxes & fees
Nov 16 - Nov 17
Stunning Lakefront Escape! Book Your Dream Getaway!
Outdoor dining
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

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

Ashford
9.4 out of 10, Exceptional, (19)
"Place has everything you need. Nice view of the lake."
United States
Jon C.
The price is ￥26,442
￥53,603 total
includes taxes & fees
Nov 16 - Nov 17
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Exterior
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

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

Ashford
9.0 out of 10, Wonderful, (24)
"Had a good time"
United States
william c.
The price is ￥21,648
￥47,471 total
includes taxes & fees
Nov 16 - Nov 17
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior
Charming 2-bedroom apartment in welcoming Putnam

Charming 2-bedroom apartment in welcoming Putnam

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.
The price is ￥12,797
￥26,694 total
includes taxes & fees
Nov 24 - Nov 25
Charming 2-bedroom apartment in welcoming Putnam
Smart TV, fireplace
Home Away from Home!

Home Away from Home!

Worcester
9.4 out of 10, Exceptional, (14)
"The property was nice and accommodating for my family! "
United States
Ykeca M.
The price is ￥28,746
￥61,024 total
includes taxes & fees
Nov 21 - Nov 22
Home Away from Home!
Interior
New renovation cozy house in Worcester

New renovation cozy house in Worcester

Worcester
9.8 out of 10, Exceptional, (14)
"A very lovely stay , calm and quiet "
United States
Alex R.
The price is ￥43,274
￥87,027 total
includes taxes & fees
Dec 5 - Dec 6
New renovation cozy house in Worcester
Terrace/patio
Apartment in town center #1

Apartment in town center #1

West Brookfield
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.
The price is ￥12,364
￥46,439 total
includes taxes & fees
Dec 1 - Dec 2
Apartment in town center #1
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
Ware
The price is ￥20,401
￥24,830 total
includes taxes & fees
Nov 19 - Nov 20
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Outdoor dining
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

2.0 star property
Brimfield
The price is ￥21,637
￥27,621 total
includes taxes & fees
Nov 16 - Nov 17
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
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

Homewood Suites By Hilton Worcester

Homewood Suites By Hilton Worcester

10/10 Excellent
"Parking was very easy and free. Breakfast was also good and free."
Betty Ann 2-night trip
Posted 14 hours ago
Homewood Suites By Hilton Worcester

Find out more about Southbridge

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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, Windsor Court Historic District and Central Mills 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.