A river surrounded by autumn foliage.

Southbridge Vacation Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Southbridge vacation rentals

Exterior

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (22 reviews)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is AED 463
AED 690 total
includes taxes & fees
7 Jul - 8 Jul
Wizard's Roost at Underhill Hollow
Interior

The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (39 reviews)
"Nice place to stay has good air conditioning "
United States
Zachary P.
The price is AED 463
AED 711 total
includes taxes & fees
9 Jul - 10 Jul
The Tree House at Underhill Hollow
Exterior

Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (31 reviews)
"So calm, clean and relaxing, and beautiful! Wonderful stay! "
United States
Sarah G.
The price is AED 645
AED 945 total
includes taxes & fees
5 Jul - 6 Jul
Dove Cabin up in the Trees
Terrace/patio

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, (40 reviews)
"Very nice area."
United States
maureen p.
The price is AED 551
AED 1,305 total
includes taxes & fees
7 Jul - 8 Jul
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds

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, (18 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 AED 711
AED 848 total
includes taxes & fees
2 Jul - 3 Jul
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Exterior

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

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
8.6 out of 10, Excellent, (4 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 AED 532
AED 915 total
includes taxes & fees
14 Jul - 15 Jul
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Property grounds

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
9.4 out of 10, Exceptional, (6 reviews)
"This is a nice place for solo travelers or a small family with kids. The kid’s bedroom has tons of games and is themed nicely. The backyard is huge but unfenced and the property is off of a busy road. Th house itself was clean and the host offered a variety of things such as slippers for the whole family, house shoes, and bath things for everyone. The house does not have a tv but the wifi works well. "
United States
Chantay-Rose
The price is AED 595
AED 751 total
includes taxes & fees
6 Jul - 7 Jul
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Exterior

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (1 review)
"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 AED 672
AED 770 total
includes taxes & fees
2 Jul - 3 Jul
Cottage by the Castle – Downtown Spencer
Interior

Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
10.0 out of 10, Exceptional, (3 reviews)
"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 AED 612
AED 971 total
includes taxes & fees
6 Jul - 7 Jul
Spacious, unique barn with beautiful views.
TV

Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (3 reviews)
"It was a great place for my family and i"
United States
Taisha M.
The price is AED 551
AED 1,164 total
includes taxes & fees
5 Jul - 6 Jul
Large 3BD 1st Floor Apartment Minutes from 290
Property grounds

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.8 out of 10, Exceptional, (16 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 AED 314
AED 872 total
includes taxes & fees
6 Jul - 7 Jul
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Exterior

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (34 reviews)
"The tree house matched the description perfectly! The host was very responsive, the house was clean, and the temperature was comfortable. All instructions were provided prior to our arrival and easy to understand. The manager was friendly and we loved spending time with the animals. It was a little pricey but I would stay again. Great getaway for my husband and i to connect with nature!"
United States
Pattie
The price is AED 522
AED 1,137 total
includes taxes & fees
7 Jul - 8 Jul
Treehouse - Countryside - Farm Animals - Fire Pit
Exterior

The Carriage House at Chaprae Hall

The Carriage House at Chaprae Hall
Killingly
10.0 out of 10, Exceptional, (32 reviews)
"Loved the carriage house and nicely decorated with all the artwork! I wish we could have stayed longer. If I need a place to stay in the area, I will definitely be staying there!"
United States
Patti G.
The price is AED 459
AED 824 total
includes taxes & fees
30 Jul - 31 Jul
The Carriage House at Chaprae Hall
Property grounds

SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (16 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is AED 463
AED 690 total
includes taxes & fees
6 Jul - 7 Jul
SteamPunk Bunk House and Intergalactic Way Station
Interior

Modern 1-bedroom apartment in peaceful Sturbridge with AC

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
The price is AED 349
AED 472 total
includes taxes & fees
5 Jul - 6 Jul
Modern 1-bedroom apartment in peaceful Sturbridge with AC
Living area

Clean & Cozy Private- 3 floor_R 5

Clean & Cozy Private- 3 floor_R 5
Union HIll
The price is AED 294
AED 421 total
includes taxes & fees
20 Jul - 21 Jul
Clean & Cozy Private- 3 floor_R 5
Interior

Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
10.0 out of 10, Exceptional, (2 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 AED 746
AED 1,403 total
includes taxes & fees
7 Jul - 8 Jul
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Dining

12B-Cozy 3BR Apartment with Koi Pond in Worcester

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
9.4 out of 10, Exceptional, (3 reviews)
"Super nice place to stay with lots of food options in the area."
United States
Roberto A G.
The price is AED 922
AED 1,770 total
includes taxes & fees
2 Jul - 3 Jul
12B-Cozy 3BR Apartment with Koi Pond in Worcester
Smart TV, books

Heart of Shrewsbury St – 2BR Stay

Heart of Shrewsbury St – 2BR Stay
Shrewsbury Street
8.0 out of 10, Very Good, (1 review)
"We did not receive information on how to enter the property until we arrived and called the owner. There was a lot of poison ivy growing in our parking area."
United States
Sharon
The price is AED 893
AED 1,164 total
includes taxes & fees
6 Jul - 7 Jul
Heart of Shrewsbury St – 2BR Stay
House (2 Bedrooms) | Front of property

Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
3.0 star property
Worcester
The price is AED 823
AED 1,662 total
includes taxes & fees
19 Jul - 20 Jul
Lakefront Cottage 2 Mi to Palladium in Worcester!
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
"I love this hotel. They have great rooms, very clean, and great food. I wish I could go there all the time, absolutely no complaints"
Gwendoline 1-night trip
Posted 1 hour ago
Wellsworth Hotel

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 High School Street 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.