Vacation rentals in Charlton

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Top-rated vacation rentals in Charlton

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Cottage in Sturbridge
4.97 out of 5 average rating, 170 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

Top guest favorite
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
4.93 out of 5 average rating, 311 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
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 out of 5 average rating, 245 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.

Top guest favorite
A quaint cabin is positioned among trees, softly lit at night. An illuminated entrance is framed by colorful pots and surrounded by a cozy seating area with an Adirondack chair. Flickering firelight adds warmth to the inviting outdoor space.
Cabin in Littleton
4.99 out of 5 average rating, 218 reviews

Private & Remote, Enjoy Outdoors, Sleep in Luxury

Bit of a wonderland (57 Acres, 100+ 5-star reviews). A place you won't soon forget. Complimentary firewood, 1/2 hour from Boston, camp but sleep in luxury. This cabin is privately located on a retired Christmas tree farm, about a one-quarter mile off the public road. Listen to the water flow, and watch the sunset over the wetlands. This site is ideally suited for a couple looking for an outdoor experience retiring to the comfort and security of a luxury tiny house. Everything is solar-powered.

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, 222 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

Top guest favorite
Guest suite in Warren
4.95 out of 5 average rating, 328 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.

Top guest favorite
A spacious living area showcases large windows that invite natural light and views of the surrounding landscape. Comfortable seating includes a couch and armchair, complemented by a decorative fish tank. A dining table is visible in the background, enhancing the open and airy atmosphere.
Guest suite in Uxbridge
5 out of 5 average rating, 314 reviews

Zen Inspired Retreat with Private Forest Trails

Zig-Zag Trails blends modern comfort with the charm of rural living. Set on 65+ acres of private meadows and forests, our master guest suite is the perfect retreat to relax and recharge. Explore scenic zig-zagging trails, perfect for hiking, mountain and E-biking, and unwinding in nature—a haven for outdoor enthusiasts and homebodies alike. 📍 1 hour from Boston 📍 35 minutes from Providence 📍 25 minutes from Worcester Escape to Zig-Zag Trails—where tranquility meets adventure.

Top guest favorite
Apartment in Brimfield
4.99 out of 5 average rating, 200 reviews

Quiet & Cozy Main Street Retreat

Skip the traffic on the way to popular seasonal tourist destination, the Brimfield Flea Market, by staying here the night prior to your visit! Or, complement an off-season stay with an abundance of hiking trails, antique shops, lakes, farms, and even a winery just a 5 minute walk from your doorstep. Enjoy the ease of a convenience store, gas station, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.

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, 407 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 spacious studio apartment features a comfortable sleeping area with a large bed and a small seating area. Natural light filters through multiple windows, illuminating the modern decor. A potted plant adds a touch of greenery, while soft ceiling fans provide a gentle breeze.
Guesthouse in East Providence
4.96 out of 5 average rating, 106 reviews

Beautiful Studio - < 15 mins 2 downtown & Brown

Relax, work, and unwind in “The Treehouse,” our serene, light-filled studio apartment nestled among the trees. Perfectly located in historic Rumford, RI, it’s just 3 miles from Brown, RISD, and Johnson & Wales, and 5 miles from Providence College. Enjoy quick access to the East Side of Providence, Newport, and Little Compton beaches. Conveniently close to Amtrak, bus lines, and the airport, it’s an ideal spot for exploring New England or visiting area colleges.

Top guest favorite
The stone barn building is framed by vibrant lavender fields in the foreground. Evening light illuminates the windows, while a calm sunset creates a soft gradient in the sky, transitioning from warm hues to deep blues.
Barn in Holden
4.9 out of 5 average rating, 527 reviews

Farm stay in a Historic Ski Lodge turned Barn

Once a ski lodge, then a horse barn, the hayloft in this unique stone barn has been converted to a comfortable & peaceful getaway. Enjoy a tranquil farm stay on a working Lavender farm. Help feed (if you wish) the horses and ponies and see the chickens. Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, stroll around the farm and hike our 1 mile nature walk. Convenient to local skiing & golfing.

Top guest favorite
Home in Auburn
4.96 out of 5 average rating, 159 reviews

Large 3000SF -Gorgeous, Comfortable, Private Space

This 1950s rustic home is located five minutes from the center of Auburn. This property is situated on a quiet dead-end street. Come and enjoy the spacious dining and sitting areas, a fully stocked kitchen, and large bedrooms. Two-minute walk to golf course, recreation spaces, wooded areas, and hiking. Five-minute drive to shopping malls and all major highways. 45 minutes to Boston & Wachusett ski area, 3 hrs to NY City and 1.5 hrs to Cape Cod.

Popular amenities for Charlton vacation rentals