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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Cottages in Southbridge

Trainmaster's Inn - Caboose
Private kitchen

Trainmaster's Inn - Caboose

9.2 out of 10, Wonderful, (5)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
The price is AEDĀ 551
AEDĀ 1,173 total
includes taxes & fees
24 Jun - 25 Jun
Trainmaster's Inn - Caboose
Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'
Dining

Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'

10.0 out of 10, Exceptional, (44)
"We had a wonderful stay."
Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds

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

9.8 out of 10, Exceptional, (13)
"Just a nice lake house!!"
The price is AEDĀ 551
AEDĀ 1,294 total
includes taxes & fees
17 Jun - 18 Jun
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Brimfield Waterfront cottage
Property grounds

Brimfield Waterfront cottage

10.0 out of 10, Exceptional, (4)
"Warm and cozy. It was so nice to sit out on the porch with a complimetary bottle of wine and cookies from our host. He came to make sure we got into the home. It was very kind and thoughtful. Great location. We would love to stay here again. Highly recommend this cottage. "
Brimfield Waterfront cottage
Charming 2-bedroom cottage on 7 acres of woods in Putnam with AC, WiFi
Interior

Charming 2-bedroom cottage on 7 acres of woods in Putnam with AC, WiFi

Charming 2-bedroom cottage on 7 acres of woods in Putnam with AC, WiFi
Hampton 'Quiet Corner Cottage' w/ Fireplace & Yard
Fridge, microwave, stovetop, dishwasher

Hampton 'Quiet Corner Cottage' w/ Fireplace & Yard

9.6 out of 10, Exceptional, (36)
"Well stocked with everything you could need. Yard and location were perfect for a family "
Hampton 'Quiet Corner Cottage' w/ Fireplace & Yard
Beautiful & Historic Cottage, Steps to Elm Park
Terrace/patio

Beautiful & Historic Cottage, Steps to Elm Park

2.5 star property
9.8 out of 10, Exceptional, (10)
"place was very nice and owners where very responsive, and you can't beat the location. great restaurants a few blocks away.I been looking for a place to stay when I come visit my sister and this might be it."
Beautiful & Historic Cottage, Steps to Elm Park
Beautiful & Historic Cottage, Steps to Elm Park
Interior

Beautiful & Historic Cottage, Steps to Elm Park

3.0 star property
Beautiful & Historic Cottage, Steps to Elm Park
Cozy lake cottage. Bring your boat. New dock at cottage.
Fridge, microwave, oven, stovetop

Cozy lake cottage. Bring your boat. New dock at cottage.

10.0 out of 10, Exceptional, (7)
"Great home base for dog friendly parks, hiking and enjoying the outdoors. House is comfortable and nicely kept. We had a wonderful stay here."
Cozy lake cottage. Bring your boat. New dock at cottage.
Sun-dappled Retreat - Walk to Wickaboag Lake!
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Sun-dappled Retreat - Walk to Wickaboag Lake!

3.0 star property
Sun-dappled Retreat - Walk to Wickaboag Lake!
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!
Property grounds

Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!

10.0 out of 10, Exceptional, (83)
"Great stay beautiful property"
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!
Hampton 'quiet Corner Cottage' w/ Fireplace & Yard
Cottage (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Hampton 'quiet Corner Cottage' w/ Fireplace & Yard

3.0 star property
Hampton 'quiet Corner Cottage' w/ Fireplace & Yard
Home Near Skiing & Downtown Worcester
House (2 Bedrooms) | Interior

Home Near Skiing & Downtown Worcester

3.0 star property
Home Near Skiing & Downtown Worcester
Charming Worcester Retreat w/ Private Pool!
Interior

Charming Worcester Retreat w/ Private Pool!

3.0 star property
Charming Worcester Retreat w/ Private Pool!
Worcester Home on Indian Lake w/ Shared Boat Dock!
House (3 Bedrooms) | Interior

Worcester Home on Indian Lake w/ Shared Boat Dock!

3.0 star property
Worcester Home on Indian Lake w/ Shared Boat Dock!
Quintessential New England Home w/ Patio & Grill!
Interior

Quintessential New England Home w/ Patio & Grill!

3.0 star property
Quintessential New England Home w/ Patio & Grill!
Waterfront New England House on Wickaboag Lake!
Interior

Waterfront New England House on Wickaboag Lake!

3.0 star property
Waterfront New England House on Wickaboag Lake!
Cottage in New England
3 bedrooms

Cottage in New England

Cottage in New England
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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Frequently asked questions

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Expedia has some wonderful cottages in Southbridge, so start packing your bags for a memorable vacay close to nature. If you have a fixed budget, choose how much youā€™d like to spend and your preferred property star rating. Or, try out our filters to search for cottages with a hot tub or a kitchen. Weā€™ll help you find the perfect place whatever your style of travel or plans.
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