Southbridge Vacation Rentals

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Check prices for these dates

Tonight
Aug 8 - Aug 9
Tomorrow
Aug 9 - Aug 10
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Vacation Rentals in Southbridge

Impressive Unique Waterfront Pool Resort Country Estate
Enjoy cooking in this well-equipped kitchen with a central island, sink, and ample counter space.

Impressive Unique Waterfront Pool Resort Country Estate

9.8 out of 10, Exceptional, (56)
"Property is beautiful and very well stocked with everything needed for group celebrating 40+ years of friendship. "
Impressive Unique Waterfront Pool Resort Country Estate
Spacious 2 Bedroom 1 Bath apt
Enjoy meals in this cozy dining area with a wooden table, comfortable chairs, and a stylish chandelier.

Spacious 2 Bedroom 1 Bath apt

10.0 out of 10, Exceptional, (1)
"Great host and excellent apartment "
Spacious 2 Bedroom 1 Bath apt
The Tree House at Underhill Hollow
Treehouse with multi-level structure and balconies offering outdoor space at various heights.

The Tree House at Underhill Hollow

9.2 out of 10, Wonderful, (25)
"Loved the treasure hunt and fairy gardens. "
The price is ￥15,870
￥25,414 total
includes taxes & fees
Aug 10 - Aug 11
The Tree House at Underhill Hollow
Treehouse - Countryside - Farm Animals - Fire Pit
Relax in a serene outdoor space with a gazebo, cushioned bench, and wicker chairs.

Treehouse - Countryside - Farm Animals - Fire Pit

9.8 out of 10, Exceptional, (26)
"Very peaceful and beautiful, the sheep come rite under the tree house every morning!! Recharged my batteries from the craziness of life"
The price is ￥23,951
￥48,681 total
includes taxes & fees
Aug 19 - Aug 20
Treehouse - Countryside - Farm Animals - Fire Pit
Amazing lake house with everything you need!
Enjoy meals with family and friends in this cozy dining area, complete with a round table and comfortable seating for four.

Amazing lake house with everything you need!

10.0 out of 10, Exceptional, (14)
"Look ing forward to booking again. Summer would be great to use the lake.Brad was very nice and easy to get ahold of. Loved this place!!!!"
Amazing lake house with everything you need!
Dove Cabin up in the Trees
Escape to a serene forest retreat with a cozy cabin featuring a gabled roof and inviting front porch.

Dove Cabin up in the Trees

10.0 out of 10, Exceptional, (18)
"This is the sweetest property to stay in when visiting Brimfield market. I highly suggest any of the cabins on the property "
The price is ￥25,788
￥37,819 total
includes taxes & fees
Aug 10 - Aug 11
Dove Cabin up in the Trees
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Relax on the deck with Adirondack chairs and a round table, surrounded by a white picket fence.

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

9.4 out of 10, Exceptional, (14)
"Highly recommend for a peaceful location that offers everything you need to feel at home. "
The price is ￥29,388
￥56,109 total
includes taxes & fees
Aug 13 - Aug 14
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Spacious 4-bedroom with four and half bathrooms
Enjoy a view of the surrounding area from the large window in this kitchen, featuring a double sink and sleek appliances.

Spacious 4-bedroom with four and half bathrooms

10.0 out of 10, Exceptional, (1)
"We had room for each of the adults, which included adult children. At these ages they no longer want to share a bed or bathroom with anyone. Perfect that we could come together, but have our own separate spaces. Very clean and comfortable with everything you need."
The price is ￥40,409
￥75,006 total
includes taxes & fees
Aug 10 - Aug 11
Spacious 4-bedroom with four and half bathrooms
Wizard's Roost at Underhill Hollow
Situated in a residential area, this charming building features a colorful facade with geometric patterns and a central circular design.

Wizard's Roost at Underhill Hollow

9.4 out of 10, Exceptional, (14)
"My kids loved all the "magic"(even the grumpy teenager thought it was cool) loved meeting the goats/sheep. We especially loved meeting the farm dog!"
The price is ￥14,547
￥23,047 total
includes taxes & fees
Aug 19 - Aug 20
Wizard's Roost at Underhill Hollow
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
Outdoor dining

Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!

10.0 out of 10, Exceptional, (1)
"Great little cottage at a lake. Super well appointed with pots, pans, gas grill, etc.... great hosts very attentive! "
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
Home in the woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows
Stroll through the beautifully manicured garden surrounding this charming two-story home.

Home in the woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows

9.4 out of 10, Exceptional, (28)
"Very Large home with well equipped kitchen. Beds were all very comfortable. Host was very attentive to our needs and questions during our stay."
Home in the woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows
Lakefront Getaway-Hot Tub + Kayaks + Paddleboards
Relax in a spacious living area with a high ceiling and comfortable seating, dining, and kitchen spaces.

Lakefront Getaway-Hot Tub + Kayaks + Paddleboards

2.0 star property
10.0 out of 10, Exceptional, (1)
"I truly can’t say enough good things about my stay. The house is exactly like the pictures but somehow even better in person. Everything was so clean and the check in/check out process was very easy. Sarah was so quick with communicating back and had the house stacked with everything you could imagine from plenty of pillows, blankets, tooth brushes etc. The views were beautiful and my dog loved how much space she had to herself. The neighbors are also so friendly and wave when you walk by! So...
Lakefront Getaway-Hot Tub + Kayaks + Paddleboards
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Hammock suspended between trees, offering a serene spot to relax by the water.

Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

10.0 out of 10, Exceptional, (190)
"This was our third time staying, and definately won’t be our last!"
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Beautiful two-story home close to downtown worcester 5beds-4bedroom
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and refrigerator.

Beautiful two-story home close to downtown worcester 5beds-4bedroom

9.0 out of 10, Wonderful, (12)
"Nice place."
The price is ￥27,639
￥59,044 total
includes taxes & fees
Aug 21 - Aug 22
Beautiful two-story home close to downtown worcester 5beds-4bedroom
New renovation cozy house in Worcester
Decorative table features a variety of plants, a globe, and a golden sculpture.

New renovation cozy house in Worcester

9.8 out of 10, Exceptional, (11)
"This was a great spot for myself and my coaches when we had to travel to the area for a cheerleading competition."
New renovation cozy house in Worcester
Luxury Home, Pool, fireplace
Traditional home with a charming porch and garden.

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (28)
"The property allowed for my extended family to gather under one roof and spend quality time together in a beautiful and quaint setting. "
Luxury Home, Pool, fireplace
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Situated on a grassy area, this house offers a front porch with a railing and a small seating area overlooking the water.

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

9.0 out of 10, Wonderful, (21)
"We had such a wonderful time during our winter stay! The place was super cozy, and the heating made it feel like a warm retreat from the cold outside. We really appreciated the hospitality and can't wait to come back again! "
The price is ￥37,470
￥66,432 total
includes taxes & fees
Sep 7 - Sep 8
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
Enjoy al fresco dining and socializing on this deck with barbecue grill and scenic views.

Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

9.8 out of 10, Exceptional, (109)
"It was a lovely cottage with beautiful views "
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
Leicester Lake Front Home, Come Relax!
Enjoy al fresco dining on the deck overlooking the water, where a barbecue grill and comfortable seating await.

Leicester Lake Front Home, Come Relax!

10.0 out of 10, Exceptional, (26)
"Great family time and comfortable house to spend time with family during a visit to see our daughter at Holy Cross! "
Leicester Lake Front Home, Come Relax!
Charming 3-bed Lakehouse with Deck and Beach
Relax in this stylish living room with a large sofa, wooden bench, and cozy fireplace, offering a view of the outdoors through large windows.

Charming 3-bed Lakehouse with Deck and Beach

10.0 out of 10, Exceptional, (9)
"Great facility, comfortable, close to where we traveled"
Charming 3-bed Lakehouse with Deck and Beach
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
"Staff were excellent! Shades was a great restaurant, had a lounge that was comfortable. We played pool for a while. It was such a pleasant stay. Quiet rooms. "
Heather 1-night trip
Posted 17 hours 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.

How many vacation rentals are there in Southbridge?

With 3 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, Westville Lake and Jacob Edwards Library 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.