Vacation rentals in Southbridge

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Top-rated vacation rentals in Southbridge

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Superhost
A two-story brown house is set among tall trees in a wooded area. The exterior features light-colored shutters and a welcoming red door. A large picture window provides a view of the surroundings, creating a connection with nature.
Home in Sturbridge
4.61 out of 5 average rating, 197 reviews

4 Beds 2.5 Baths, Pond-view, Wooded Lot

Beautiful country setting, but close to major routes. Minutes from Old Sturbridge Village, Brimfield, many lakes, parks and trails; includes smart tvs, local television, and internet. The home is more than 1600 square feet of livings pace over two floors. It has 4 bedrooms, 2 full baths and one half bath. Two of the bedrooms have queens (one queen is a futon), one bedroom has a single (with a second single that pulls out), and another has two singles (that can also be pushed together to create one bed). The living room has two couches, and also a futon chair that pulls out to a child's bed. All of the bedrooms, the living room and dining room have ceiling fans. One full bathroom has a shower and is connected to the master bedroom. The other full bathroom has a tub and shower. The home boasts a formal dining room with a (nonworking) fireplace, a deck perfect for barbecuing and a smaller dining area that seats 4 and provides terrific views out the picture window. The home sits on a 1.5 acre wooded lot overlooking a pond. The area is very peaceful and quiet - although you are minutes from area attractions and major shopping centers.

Top guest favorite
The sun sets over the calm waters of Cedar Lake, casting a golden glow across the surface. Fluffy clouds are visible in the sky, reflecting the warm colors of the sunset. A serene atmosphere is created by the natural surroundings.
Cottage in Sturbridge
4.97 out of 5 average rating, 174 reviews

Cedar Sunrise

Welcome to Cedar Lake. Come enjoy the lake and all it has to offer while staying in this cottage at the waters edge. This home may be small, but it offers a full kitchen with microwave, gas stove, Keurig and full size refrigerator. Open concept living, dining and kitchen. One bedroom with queen size bed, an open loft with a twin size bunk bed with trundle and a pullout couch in the living room. Full size bathroom with tub, washer & dryer on site. Enjoy grilling on the deck and soaking up the sun

Superhost
A charming two-story house is nestled by the water, featuring a wraparound deck adorned with seating. The landscaped yard includes rocky pathways and a small gathering area with Adirondack chairs, inviting moments of relaxation by the water's edge.
Home in Sturbridge
4.94 out of 5 average rating, 324 reviews

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

Stunning year-round waterfront home on its own private peninsula—sleeps 6–8 with 3BR/2BA, a spacious living room with sliders to a wraparound deck, and a heated sun porch offering panoramic lake views. Nearly every window overlooks the water. Outside, enjoy a private dock, new stone patio & firepit, small beach area, kayaks, canoe, and rowboat. Perfect for families, couples, or a friends’ getaway. See walkthrough videos at on YouTube @CedarLakeCottage Summer: 4-night min | Holidays: 3-night min

Top guest favorite
Cottage in Brimfield
4.98 out of 5 average rating, 104 reviews

Cheerful cottage by Little Alum Lake & Sturbridge

Little Alum is a gorgeous spring-fed lake in the quintessential New England town of Brimfield, MA. Brimfield is known as home to the largest flea market in the country. Little Alum is regarded as one of the cleanest lakes in Massachusetts due to its pristine water quality. The charming cottage is a one level home within close proximity to highways & downtown Sturbridge and off route 20 just a few minutes to downtown Brimfield and Antique show/flea market. Partial water views, steps to the water.

Top guest favorite
The exterior of a rustic wooden house is surrounded by lush greenery and trees. A small fenced area is visible near the entrance, where a welcoming front door can be seen. The building features windows and a gabled roof, set in a tranquil natural environment.
Farm stay in Thompson
5.0 out of 5 average rating, 261 reviews

Rustic Farmette Studio w/yearround 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
A stone pathway leads towards the cabin, surrounded by natural landscaping and soft outdoor lighting. Potted plants and flowers add touches of color along the gravel and paver stone path, inviting guests to explore the serene outdoor setting.
Cabin in Holland
4.83 out of 5 average rating, 228 reviews

4 Seasons Lake View Cabin Holland

Quirky quaint older cabin. Small, but functional spaces, natural landscaping and under the trees , well water. Other seasonal and year round cabins surround it.If you are NOT looking for a chain hotel this is a great space, it has upgrades like mini splits, but it is a cabin and is for the nature lover who enjoys the area, the lake, the quiet and proximity to Brimfield Markets, Sturbridge Village, Tree House etc . I strive to keep updating and improving, great location to explore New England

Guest favorite
The image showcases a spacious green yard surrounding a charming gazebo. In the foreground, assorted seating arrangements invite relaxation. The background features trees in full bloom, enhancing the natural setting and providing a peaceful atmosphere.
Home in Brimfield
4.87 out of 5 average rating, 316 reviews

Little House Inn - Brimmy - Private Home

Relax & enjoy the whimsy of our Little House. Create your own fantasy in our Pirate/Castle-themed bedroom perfect for kids of all ages. Our home is kid & pet friendly, filled with games and activities for the whole family. Enjoy our home's private backyard that includes a babbling brook & fire pit. Whip up a meal in our full kitchen then sit back & relax with the family or friends. We are located 2 miles from the center of Brimfield on rural rte 19. Check out our guidebook for places to see.

Guest favorite
Guest suite in Woodstock
4.86 out of 5 average rating, 22 reviews

Woodstock Suite

Welcome to our cozy, private suite, thoughtfully designed for two guests! Nestled in the peaceful countryside of Woodstock, our newly built guest suite offers a quiet and comfortable getaway. We're also pet-friendly, so your furry companion is welcome! 🐾 Need a longer stay? We happily accommodate extended/multi-month reservations. Our suite is a great option for professionals, traveling workers, or those temporarily displaced by the foundation issues affecting homes throughout Eastern CT.

Guest favorite
A stone path winds through a lush green lawn, flanked by blooming pink rhododendron bushes. Two farmhouse-style buildings can be seen in the background, surrounded by trees, creating a serene and welcoming outdoor environment.
Farm stay in Southbridge
5.0 out of 5 average rating, 21 reviews

High Grass Farm

Beautiful renovated 1780's farmhouse that retains its rustic country feel. Experience early American period life with modern conveniences (wi-fi, laundry, full kitchen). Enjoy the gardens, explore the forest trails, or get cozy by the fireplace in this charming historic house. Our secluded setting on 17 acres in southern Mass is minutes from I-90 and I-84. Close to Old Sturbridge Village, Brimfield Antique Market, and the Westville recreation area. One of the top farm stays in New England!

Guest favorite
An inviting open suite features exposed wooden beams and warm, natural light. A spacious bed is positioned against a wall, framed by a colorful artwork. Comfortable seating is provided with a gray armchair nearby, complemented by bright yellow curtains covering a window.
Apartment in Sturbridge
4.96 out of 5 average rating, 156 reviews

Main Street Suite

Enjoy a boutique hotel experience in a historic New England town. This private, well-equipped suite is housed in a mixed use building (with a few small businesses with daytime hours) next door to a popular craft beer pub, and across the street from a hopping neighborhood Japanese restaurant. Enjoy everything you need in a home base with quick access to Old Sturbridge Village, lakes, trails, wineries, breweries, restaurants, farmers’ markets, festivals, events, antiquing, and more!

Guest favorite
A inviting living area showcases a light gray couch and a blue accent chair, complemented by a decorative coffee table. A patterned area rug anchors the space, while a fireplace is adorned with seasonal decor and small evergreen trees, creating a cozy atmosphere.
Home in Southbridge
4.93 out of 5 average rating, 427 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 HIGH SPEED WI-FI Pack N Play Glider for nursing/feeding moms! SMART TVs in 3 bedrooms Enjoy a cute stay in quiet neighborhood, 7 minutes from Sturbridge exit (84).

Top guest favorite
A private outdoor patio area features a round table surrounded by four chairs, positioned on a brick surface. A swing chair is visible nearby. The peaceful lake view extends beyond, framed by trees and rolling hills under a bright blue sky.
Cottage in Holland
4.96 out of 5 average rating, 100 reviews

Cozy Lakefront Cottage

Welcome to our rustic, seasonal cottage on the lake. Perfect for couples or friends looking for a quiet getaway, or small families w/kids beyond toddler age. Newly renovated. Clean & comfortable. Use of the entire cottage, including; 2 bedrooms, well equipped kitchen, comfortable living room w/flat screen TV & DVD player, screened in porch, private outdoor patio & small beach area w/dock, & 3 kayaks. Centrally located near Sturbridge w/easy access to I-84 & MassPike.

Popular amenities for Southbridge places to stay