
Family-friendly holiday 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.

Gather, Cook & Unwind, 3BR, 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

Lakefront, view of ski mtn, fireplace, sauna
Direct lakefront with panoramic views of Wachusett Mountain (#1 skiing in MA). In the summer, enjoy the kayaks, canoe, paddle-boards, motor boat. In the winter, cozy up next to the fireplace and enjoy a complimentary bottle of wine. In the fall, gaze upon the breathtaking foliage from the sunroom. Outdoor shower, dock, firepit, hammock, bike, washer/dryer, desk, sauna, dishwasher, linens, kitchen amenities. Our other lakefront house is down the road: www.airbnb.com/h/lakefrontmountainview

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.

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.

Lovely & Peaceful Waterfront Vacation Retreat
Come enjoy this unique & beautiful retreat home, set on 50 acres of wooded land, with a breath-taking view over a 2 mile long, 190-acre body of water, & no houses in sight! Wonderful in any season. Peaceful, healing haven, & great get-away spot for a romantic weekend or family vacation. Perfect for swimming, boating, fishing, hiking, & cross-country skiing--or just relaxing in a hammock, on the deck, or in a bedroom overlooking the water. Youtube Video: Fred's Place, James Crowther

Charming Large Entire Home Spacious 3 Bed 2.5 Bath
Make some memories at this unique and family-friendly place. A charming home with an eclectic style has tall ceilings, wide open spaces and just that home-sweet-home, comfy feel. Enjoy your morning coffee on the front farmers porch. A jacuzzi bath in the master bathroom. Open the windows and listen to the bird singing in the city. The sunsets are a must and can be seen from the dining room table every night. It’s unreal, really. Centrally located and only 2 minutes away from highways.

Centrally Located Apartment in Worcester
This first-floor unit in a charming 1910 duplex offers modern comfort and unbeatable convenience. Located within half a mile of Worcester State University and a grocery store, and within walking distance of restaurants and shops, it’s perfect for any lifestyle. The updated space features lightning-fast 1 Gbps WiFi, two workspaces, off-street parking for one car, and plenty of on-street parking. Ideal for both work and relaxation, this home is fully equipped for a comfortable stay.

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.

Our Pondside Cabin
Charming log cabin retreat equipped with modern amenities and conveniences! Just 3 minutes from Wachusett skiing/hiking, 8 minutes to Great Wolf Lodge and 9 minutes to Harrington Farm. Whether you're planning a peaceful retreat or an active adventure, our cabin offers the best of both worlds. Book your stay today and experience the perfect blend of rustic charm and modern comforts. We can't wait to welcome you to our happy place!

Quiet Oasis In The City
Forget your worries in this spacious and serene space. We are right in the city but you'll feel miles away. This two level guest home is surrounded by nature and very relaxing. Two bedrooms and two baths. Two king sized beds. One full bath with oversized tub downstairs. Upstairs bath with standing shower. Full kitchen and coffee and tea. Hot tub is included with BNB. Pool is a separate rental. Message for details.
Popular amenities for Worcester County family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

1790 Stone Manor Farm

Hopkinton Mass 3+ Bedrooms - Great location!

Luxury By The Lake

Private sanctuary in the city w/ patio & backyard

Luxury Retreat | Theater | Game Room | Garden Spa

Lake House in Sturbridge w/All the Views!

Escape to the Lake!
Family- and pet-friendly home rentals

Little House Inn - Brimmy - Private Home

Unique and Private Cottage in Worcester

Cheerful cottage by Little Alum Lake & Sturbridge

Quiet country apartment in farmland setting.

Luxury Haven: Cozy Palace

White Pine Cottage – Cozy 3BR w/ Fireplace

Clean & Cozy 2BR | Great Central Location

Luxury Spacious 2BR • King & Queen Beds • 2 Baths
Family-friendly home rentals with a pool

Farmhouse Guest Apartment

Cedar Ridge: House

Triggers Cabin

Pool•1000mbpsWiFi•DeepTub•Fireplace•Full Kitchen

The Shoreline

Barn in Ashby

Amazing Lakefront Home with Pool- Tatum's Place

Spacious Family Escape With Pool & Outdoor Oasis
Destinations to explore
- Pet-friendly rentals Worcester County
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- Apartment rentals Worcester County
- Flat rentals Worcester County
- Rentals with pools Worcester County
- Hotel rooms Worcester County
- Farm stay rentals Worcester County
- House rentals Worcester County
- Rentals with a hot tub Worcester County
- Private suite rentals Worcester County
- Waterfront rentals Worcester County
- Rentals with breakfast Worcester County
- Rentals with beach access Worcester County
- Rentals with lake access Worcester County
- Beachfront rentals Worcester County
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- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Fenway Park
- Harvard University
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Six Flags New England
- Freedom Trail
- New England Aquarium
- Canobie Lake Park
- Boston College
- Northeastern University
- MIT Museum
- Monadnock State Park
- Tufts University
- Quincy Market
- Harvard Square
- Roger Williams Park Zoo
- Snhu Arena
- Massachusetts Institute of Technology
- Prudential Center





