
Family-friendly holiday rentals in Sturbridge
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Top-rated family-friendly rentals in Sturbridge
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Modern Lakeview House -Chef's Kitchen, Strong Wifi
This house has clean, light, modern design, full of unique details you'll love. Like a large modern kitchen, spa bathroom w/ jacuzzi tub, deck w/ lake view. A few steps from Cedar Lake beach, tennis, playgrounds. Walk to downtown Sturbridge restaurants or cook in our stocked chef's kitchen full of gadgets. Perfect for a "stay-cation" or to work from new location. Visit local Craft Breweries (Treehouse Brewing) and natural trails. A getaway 60min to Boston, 40min to Hartford, 20min to Worcester.

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

“Tranquillity on the Lake ” Woodstock Valley, CT.
NEW WINTER WEEKLY DISCOUNTS Fall is here with crisp air, a treasure of rich colors embrace the trees. Enjoy your own private direct waterfront with 1400 sq ft . Queen bed in Master. Queen sofa in living area,Propane fireplace,full stove, full refrigerator, microwave. Enjoy your own deck, propane fire pit, gaze at the stars.Propane BBQ. Stroll around both lakes,catch bird sightings,nature’s delight . Many local dining & wineries. Each season paints its own stunning beauty Experience Tranquility !

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

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.

Serene 1-br suite on 75 acre horse property
Find your peaceful retreat in our 1-bedroom suite, situated on a serene 75-acre horse property with scenic nature trails. Enjoy a private entrance, dedicated workspace, and complimentary high-speed WiFi, making it an ideal haven for remote workers. Take in the picturesque views of our horse pastures, with up to 20 horses, right from your windows. Our property is nestled in the woods, about 1/3 mile from the main road. Located near Amherst, Hampshire, UMass, Smith, and Mt. Holyoke colleges.

Wizard's Roost at Underhill Hollow
Have you ever slept on a floating bed, levitated a planet with a wand, played wizard's chess, spoken with a bird house, watched a heron hunt, crawled through a halfling door or fed goats by hand? At the Wizard's Roost you can do this plus much more. Animate a Pegasus, sample a Spider Crisp, go on a treasure hunt or find fairy houses all while staying in an A-C cabin with a full private bath. Built on the mythical site of Yarvard Hale School of Magic, this get away places you inside a dream.

LAKE Retreat! Lakefront Home with Amazing Views!
Beautiful lakefront house with great views. Perfect for a relaxing family vacation. 4 Bedrooms, 3.5 baths sleeps 10 comfortably. Paddle-board, kayak, propane grill, fire pit, & corn hole make for awesome lakefront memories! Game room features bubble boy hockey, board games, & puzzles for rainy day fun! Sturbridge is known for it's locally owned restaurants, breweries, & wedding venues. Get away from it all, but still be close driving proximity to Boston, Worcester, Springfield MA, & CT!

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!

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.

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).

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.
Popular amenities for Sturbridge family-friendly rentals
Family-friendly home rentals with a hot tub

Serenity Ashford Lake

Breathtaking home with unforgettable views & pool!

Tiny house get-away with a Yellow Door

The Creation Station

Cozy cottage 5 minutes from UConn

Peaceful Oasis steps from Mohegan Sun

Cozy Home next to City Park

Morgan Suite - spacious | hot tub | water views!
Family- and pet-friendly home rentals

Water Forest Retreat -Octagon

Entire 1-st Floor Apt & Specials for 3+ Stays

Tiny House Farm Retreat: Mountain Views, Fire pit

Farm Fresh Feeding Hills

Carriage house apartment

Baker Pond Hideaway

Antique Home w Private Pond, Sturbridge /Brimfield
Flamig Farm Staycation
Family-friendly home rentals with a pool

Charming Guest Cottage with Modern Amenities

Hopkinton Mass 3+ Bedrooms - Great location!

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Cedar Ridge: House or House+Apartment

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

Cozy Private Studio Unit w/ Laundry and Parking!

Get comfy in the country!

mid century home on farmland
Quick stats about holiday rentals that are family-friendly in Sturbridge
Total rentals
20 properties
Nightly prices starting at
₹11,542 before taxes and fees
Total number of reviews
2.3K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Destinations to explore
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- Foxwoods Resort Casino
- Brown University
- Six Flags New England
- Oakland Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Roger Williams Park Zoo
- Goddard Memorial State Park
- Bushnell Park
- Brimfield State Forest
- Hopkinton State Park
- Blue Hills Ski Area
- Wintonbury Hills Golf Course
- Bigelow Hollow State Park
- Pawtucket Country Club
- Ashland State Park
- Dinosaur State Park
- Great Brook Farm State Park
- Mount Sugarloaf State Reservation
- Nashoba Valley Winery, Distillery, Brewery and Restaurant
- Mount Tom State Reservation
- Nashoba Valley Ski Are
- Hartford Golf Club
- Bright Nights at Forest Park