Southbridge places to stay

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Top-rated places to stay in Southbridge

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Guest favorite

Farm stay in Southbridge

4.89 out of 5 average rating, 316 reviews

Scandanavian Wigwam with Sauna and Forest Baths

Deep sleeps await in our off grid forest Wigam. With everything you need, and nothing you do not, this exceptional retreat boasts a Danish Morso wood stove, fire pit, private forest baths, Finnish sauna, HUGE windows overlooking a wildlife trail and Peepers Owls and Coyote song. From photo shoots to wedding proposals - this is a special place to care for yourself and your family. We are on farm - but out of sight. Bring your kids, dogs, friends, guitar, or just a good book and settle in!

Guest favorite

Farm stay in Southbridge

4.97 out of 5 average rating, 188 reviews

High Grass Farm

Get cozy in front of the fireplace and enjoy a romantic getaway in our beautiful and historic old house. One of the top 16 farm stays in New England! Our 1780's farmhouse has been completely renovated and retains its rustic country feel. Experience early American period life with only a few modern conveniences (e.g. full laundry and 5G wi-fi). Our secluded setting on 19 acres in southern Mass is minutes from I-90 and I-84, and borders CT, Old Sturbridge Village and the Westville recreation area.

Guest favorite

Rental unit in Woodstock Valley

4.93 out of 5 average rating, 380 reviews

“Tranquillity on the Lake ” Woodstock Valley, CT.

Welcome to the scenic Northeast corner of Ct on beautiful Lake Bungee. Enjoy direct waterfront with stunning sunrises . Queen bed in Master. Queen sofa in living area. Cozy indoor propane fireplace. Kitchen stove, full refrigerator, microwave. Enjoy your own deck, propane fire pit, gaze at the stars. BBQ propane grill. Stroll around both lakes . Enjoy bird sightings, nature’s at its finest. Great local dining & wineries. Each season paints its own stunning beauty. Relax and enjoy Tranquility !!

Guest favorite

Farm stay in Thompson

4.99 out of 5 average rating, 162 reviews

Rustic Farmette Studio w/ Pool and Hot Tub

Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, or a family with a young kid. Please include all individuals (&pets) in your booking.

Guest favorite

Guest suite in Thompson

4.99 out of 5 average rating, 143 reviews

Meadowside: Perfect Location w/ Endless Recreation

Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

Guest favorite

Home in Sturbridge

4.94 out of 5 average rating, 235 reviews

Lake Front Home Sleeps 6-8 on a private Peninsula!

DIRECT WATER FRONT RENTAL! This breathtaking property is located on it's own PENINSULA! Stunning water views from almost every window. This updated year round charming family home features 3 BR, 2 bath, large living room w/sliders to a wrap around deck, incredible views from a huge, heated sun porch. The large yard with a dock, NEW Patio/Firepit, small private beach area, with kayaks, canoe and a row boat! SUMMER MONTHS: 5 Night minimum Thanksgiving andChristmas Holidays have a 3 night minimum

Guest favorite

Home in Southbridge

4.94 out of 5 average rating, 350 reviews

Charming Cape--Kid & Dog Friendly 🐾

Old style cape, newly renovated. Lots of vintage charm with new upgrades. Beautiful, 3 bedroom, 1.5 bath & full kitchen. Kitchen is fully stocked with duel kuereg and drip coffee pot & Ninja blender. Beautiful touches throughout to make your stay cozy. EXTRAS INCLUDE : 24-HOUR CHECK-IN / keyless entry FREE COFFEE FREE Oatmeal bar HIGH SPEED WI-FI Pack N Play Glider for nursing/feeding moms! SMART TVs in 2 bedrooms Enjoy a cute stay in quiet neighborhood, 7 minutes from Sturbridge exit (84).

Guest favorite

Loft in Tolland

4.97 out of 5 average rating, 194 reviews

Cozy studio loft

Home away from home! In a serene, wooded area tucked away from the road, you'll find our studio loft mother-in-law apartment. Beautiful views with wildlife often spotted. Well-lit with many windows to let in the morning light. Suitable for a change of scenery while working remotely, a brief stay between locations, or your actual destination. UConn is minutes down the road. Looking for antiques? Stafford Speedway? Mohegan Sun or Foxwoods visits? Outdoor enthusiast? This place works for all!

Guest favorite

Guest suite in Warren

4.95 out of 5 average rating, 292 reviews

Craig's Cove

Craig's Cove is a two-room apartment (in my finished basement) with a farmhouse industrial motif and is in close proximity to Sturbridge, wineries, micro-brews such as Lost Towns Brewing, and beautiful scenery. Guests will be provided with one off-street parking space, private entry, bedroom with queen-size bed, full bathroom, TV with Netflix & Amazon Prime, free wifi, coffee, kitchenette with sink, microwave, fridge, toaster oven, hot plate (no full size stove), and patio with pergola.

Guest favorite

Farm stay in Woodstock

4.98 out of 5 average rating, 187 reviews

Barn suite at Southwood Alpacas

Country living at its best. Renovated guest space on a working alpaca farm. This is a two story unit with a kitchenette, living room and bathroom on the first floor and a studio loft on the second floor. Two decks, one on each level overlook the farm. Recently renovated. Great light floods the unit. Central heat & AC. Enjoy the farm and the bucolic setting in Woodstock. Watch the alpaca from your windows or deck. Cafes for morning breakfast and fine dining await.

Guest favorite

Rental unit in Ashford

4.97 out of 5 average rating, 237 reviews

Enjoy a Farm Stay without the Work

This 3-room one-story apartment with private entrance is attached to the main 1850 farmhouse and also has that older farm charm. Only 10 minutes to Interstate 84 and midway between New York City and Boston, this location allows for ease of access to experiences in the northeast. The property is set back from the state road (Route 89) and allows for relaxed living on a beautiful farm bordered by stone walls and wooded area behind.

Guest favorite

Rental unit in Dudley

4.84 out of 5 average rating, 421 reviews

웃❤️유 PRIVATE STUDIO - SAFE GORGEOUS HIDEOUT

Excellent for couples; voyagers & professionals. Ideal for short or long terms stays, everything is incld. Cozy, bright and small very comfy bedroom, if business travel or just visiting the area, Kitchen, living room and Laptop Desk. Self-Check-In, Wi-Fi, free & safe on-street Parking, Lock on Door, Laundry available*, A/C, we are in a busy street during the day but really safe.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Southbridge places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Southbridge's top sights

Old Sturbridge Village96 locals recommend

B.T.'s Smokehouse29 locals recommend

Rapscallion Brewery22 locals recommend

Cedar Street Grille18 locals recommend

Kaizen Sushi Bar & Grill18 locals recommend

Publick House Historic Inn17 locals recommend

Other great vacation rentals in Southbridge

Superhost

Home in Sturbridge

4.91 out of 5 average rating, 43 reviews

Chic & Modern Studio Lakefront House with Loft

Guest favorite

Rental unit in Brimfield

4.91 out of 5 average rating, 136 reviews

Lovely one bedroom apartment with own entrance

Guest favorite

Home in Woodstock

4.92 out of 5 average rating, 36 reviews

Country Lake Oasis

Guest favorite

Rental unit in Woodstock

4.83 out of 5 average rating, 36 reviews

Woodstock Red Barn | Private Apt in Idyllic Town

Guest favorite

Home in Brimfield

4.87 out of 5 average rating, 151 reviews

Little House Inn - Brimmy - Private Home

Guest favorite

Rental unit in Sturbridge

4.98 out of 5 average rating, 89 reviews

Main Street Suite

Guest favorite

Guesthouse in Northampton

5 out of 5 average rating, 320 reviews

Mill River Cottage (pet friendly!)

Guest favorite

Home in Sturbridge

5 out of 5 average rating, 24 reviews

Lake House in Sturbridge w/All the Views!

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Quick stats about vacation rentals in Southbridge

Total rentals
10 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
1.2K reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Gym, BBQ grill, and Laptop-friendly workspace
Local attractions
Old Sturbridge Village, Sturbridge Host Hotel & Conference Center, and B.T.'s Smokehouse

Southbridge places to stay

Top-rated places to stay in Southbridge

Farm stay in Southbridge

Farm stay in Southbridge

Rental unit in Woodstock Valley

Farm stay in Thompson

Guest suite in Thompson

Home in Sturbridge

Home in Southbridge

Loft in Tolland

Guest suite in Warren

Farm stay in Woodstock

Rental unit in Ashford

Rental unit in Dudley

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Southbridge places to stay

Stay near Southbridge's top sights

Other great vacation rentals in Southbridge

Home in Sturbridge

Rental unit in Brimfield

Home in Woodstock

Rental unit in Woodstock

Home in Brimfield

Rental unit in Sturbridge

Guesthouse in Northampton

Home in Sturbridge

Quick stats about vacation rentals in Southbridge

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

Destinations to explore