
Family-friendly vacation rentals in Worcester County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Worcester County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace
A private resort — without leaving Worcester. Heated pool, fire table, garden courtyard … your own enclosed escape. ★ "Tania’s place was much more than a place….it was a full on fabulous experience." 🏊Heated Pool (to 81F) 🌿 Courtyard w. lounge + garden 🔥Patio w/ Zen fire table* 🍽️ Natural gas + charcoal grills 💧 Reverse osmosis water filter 66” smart TV projector ❄️ Central air conditioning 🔥Indoor gas fireplace 📶300+ Mbps WiFi For non-smokers. No smoking/vaping inside or outside.

Cider House Cottage
Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

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.

Secluded cabin w/ Finnish Sauna & Forest Baths
A secluded, romantic, rustic, cabin alongside the French River - Frog Hollow is a perfect place to get away and experience the luxury of a wood fired sauna and forest baths. Located in the Quiet Corner of CT, relax as you watch the ducks, herons, turtles, and beavers along the river. Cook a delicious meal in the porch-enclosed kitchen, cozy up next to the woodstove fireplace, work remotely with a water view, or go for a paddle on the river. Ideal for a couple or solo traveler wanting to unwind.

Farm Living
We offer a quiet country setting on a small working farm, with cows, horses, pigs, goats, donkeys, peacocks, emu, rabbits, dogs, chickens, ducks and wildlife strolling now and then. There’s opportunity to interact with the animals. Pack n play available for little ones upon request and another twin fold up bed. We truly want all of our guest to enjoy all the farm has to offer and enjoy the peacefulness. Please inquire about kayak rentals. We also have a game room available to rent. See photos

Carriage house apartment
We have a one bedroom apartment at our historic home, Liberty Farm, which is the 2nd oldest house in Worcester Massachusetts and known as the Abby Kelley Foster house to the locals. Recent furniture upgrade in living room, see pictures. Kitchen has all of the amenities: stove, microwave, fridge, disposal and stack-able washer/dryer. Guests may enjoy the grounds in the quiet Tatnuck Square neighborhood, minutes from the Worcester Airport, restaurants, and hiking. House tours upon request.

Lakefront, view of ski mtn, firepit, kayaks, dock
A charming lake house with a magnificent view of a ski mountain — Wachusett Ski Resort (voted #1 in MA). Newly-renovated, 650 square foot cabin with a wall unit AC, fire pit, grill, smart TVs, kayaks, paddle board, and all the amenities you’ll need. (FYI: We also own another lakefront Airbnb right down the street that accommodates 10 guests. Ask for link.) *A brand new retaining wall and dock will be installed May 2024. This will extend and even out the lawn for nights around the firepit!

The little house on Mirror Pond
Escape to our fully renovated tiny pond house on the serene Mirror Pond. Perfect for up to 4 guests, enjoy swimming, kayaking, or floating on tubes. Unwind by the fire pit, barbecue on the deck, or cozy up by the fireplace (our apologize but it is currently not working) with board games on cooler days. With great WiFi, it’s also ideal for a peaceful work retreat. Whether you're here to relax, or get some work done, this tranquil hideaway offers the perfect blend of adventure and relaxation.

In-law Apartment, Full Kitchen, Near Mt Wachusetts
Your home away from home is a spacious & newly renovated basement/in-law apartment (approx 1100 sq feet) located below the main house, with its own private entrance, dedicated parking & in walkable neighborhood. The unit has a bathroom, full kitchen, living room & bedroom w/queen bed & extra tv. Hubbardston is a quaint little town with no stop-lights yet conveniently located to many beautiful hiking trails, fishing spots and lakes. 10 minutes from route 2 and 15 minutes from Mt Wachusetts.

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.

Quiet country apartment in farmland setting.
Cozy studio located on 90 acres of private property that includes conservation woodland and fields, perfect for a challenging hike and wildlife viewing. Apartment has 1 queen bed with roll out cot and a full bathroom with shower and selection of towels. The fully equipped kitchen comes with a refrigerator, microwave, and the washer and dryer downstairs mean less packing. When not out and about exploring the countryside there is WiFi and a smart TV to keep you entertained.

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

Hopkinton Mass 3+ Bedrooms - Great location!

Beautiful Home, Great Location

Escape to the Lake!

Accessible Waterfront Retreat w/Hot Tub- Sleeps 12

Elegant 3BR Home in Worcester

Lake House in Sturbridge w/All the Views!

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

1790 Stone Manor Farm
Family- and pet-friendly home rentals

Modern Farmhouse Apartment

Clean & Cozy 2BR Across from Quinsigamond Lake

Baker Pond Hideaway

"Trails End" Lakeside Cottage in Small Town USA

FIFA 2026 Getaway | Near Stadium + Lake Access

Luxury Spacious 2BR • King & Queen Beds • 2 Baths

Vaughn Hill Hideaway & Sauna

Unique and Private Cottage in Worcester
Family-friendly home rentals with a pool

Worcester County• Quiet• Residential Hill Town

Amazing Lakefront Home with Pool- Tatum's Place

Cedar Ridge: House

Triggers Cabin

Pool•1000mbpsWiFi•DeepTub•Fireplace•Full Kitchen

Shared Hot Tub: Historic Cottage, Walk to Elm Park

Ellen Elizabeth Estates - The Kristen Leigh Apt.

Barn in Ashby
Destinations to explore
- Townhouse rentals Worcester County
- Rentals with a kayak Worcester County
- Rentals with lake access Worcester County
- Rentals with a fire pit Worcester County
- Pet-friendly rentals Worcester County
- Apartment rentals Worcester County
- Farmstay rentals Worcester County
- Private suite rentals Worcester County
- Rentals with a patio Worcester County
- Rentals with outdoor seating Worcester County
- Waterfront rentals Worcester County
- Rentals with breakfast Worcester County
- Rentals with beach access Worcester County
- Rentals with pools Worcester County
- Hotel rooms Worcester County
- Condo rentals Worcester County
- Rentals with a washer and dryer Worcester County
- Beachfront rentals Worcester County
- Rentals with a hot tub Worcester County
- Rentals with a fireplace Worcester County
- House rentals Worcester County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- New England Aquarium
- Revere Beach
- Boston Seaport
- Boston University
- Gillette Stadium
- Northeastern University
- Boston Convention and Exhibition Center
- Freedom Trail
- Six Flags New England
- MIT Museum
- Canobie Lake Park
- Monadnock State Park
- Roxbury Crossing Station
- Quincy Market
- Museum of Fine Arts
- Prudential Center
- Roger Williams Park Zoo
- Boston Children's Museum
- Harvard Square





