
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.
4.97 out of 5 average rating, 132 reviews
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
4.98 out of 5 average rating, 260 reviews
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
4.89 out of 5 average rating, 239 reviews
Little House Inn - Private House - Secluded
Reconnect with loved ones in our peaceful and cozy, family-friendly home. Our little house is situated on an acre & a half of land surrounded by wetlands and woods yet minutes from local colleges and amenities. Enjoy the beautiful night sky while relaxing by the fire pit. Or take in the woodland view from your deck with your morning coffee and yoga workout (mat provided). Deer, turkeys, bunnies, & many native birds are regular visitors. Check out our guidebook for places to eat & things to do.
4.9 out of 5 average rating, 353 reviews
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
4.95 out of 5 average rating, 424 reviews
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.
4.82 out of 5 average rating, 335 reviews
Spacious 3 Bedroom Home for Family Farm Stay
We welcome you to our farm to enjoy our scenery while making memories at our unique rental home great for groups. Our house rental is part of our property where we invite guests to escape to the farm. This family home is excellent for those looking to relax while away from the ski slopes or simply wanting a space to get away. In the middle of an area with plenty of outdoor activities nearby, we're only 8 miles from Wachusett Mountain Ski Resort and have restaurants within just minutes.
4.9 out of 5 average rating, 125 reviews
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
4.99 out of 5 average rating, 192 reviews
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.
4.96 out of 5 average rating, 114 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.
4.9 out of 5 average rating, 544 reviews
Spacious 1 Bedroom near Colleges, DCU+Parking
Bright and spacious second floor one bedroom apartment in Highland St / WPI area, located near WPI, Becker College, Elm Park, Highland Street, stores and restaurants, MCPHS, DCU. Huge bedroom with walk-in closet, renovated bathroom and eat-in kitchen laundry in the unit, spacious hallway, charming shared balcony, one off street parking space included. The whole group will enjoy easy access to everything from this centrally located place.
4.97 out of 5 average rating, 106 reviews
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!
4.97 out of 5 average rating, 126 reviewsPopular amenities for Worcester County family-friendly rentals
Family-friendly home rentals with a hot tub

1790 Stone Manor Farm
4.96 out of 5 average rating, 166 reviews
Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
4.96 out of 5 average rating, 156 reviews
Hopkinton Mass 3+ Bedrooms - Great location!
4.95 out of 5 average rating, 179 reviews
Luxury By The Lake
4.85 out of 5 average rating, 195 reviews
Private sanctuary in the city w/ patio & backyard
4.95 out of 5 average rating, 140 reviews
Lake House in Sturbridge w/All the Views!
4.99 out of 5 average rating, 70 reviews
Luxury Retreat | Theater | Game Room | Garden Spa
4.95 out of 5 average rating, 20 reviews
Escape to the Lake!
5.0 out of 5 average rating, 70 reviewsFamily- and pet-friendly home rentals

Charming Large Entire Home Spacious 3 Bed 2.5 Bath
5.0 out of 5 average rating, 116 reviews
COMFORTABLE 2ND FLOOR, FULL EQUIPPED&PET FRIENDLY
4.86 out of 5 average rating, 175 reviews
Unique and Private Cottage in Worcester
4.9 out of 5 average rating, 140 reviews
Luxury Haven: Cozy Palace
4.93 out of 5 average rating, 122 reviews
White Pine Cottage – Cozy 3BR w/ Fireplace
4.97 out of 5 average rating, 253 reviews
The Photographer's Hut: A Sweetwater Stay
4.92 out of 5 average rating, 397 reviews
The 1780 Suite
4.97 out of 5 average rating, 257 reviews
Quiet country apartment in farmland setting.
4.96 out of 5 average rating, 143 reviewsFamily-friendly home rentals with a pool

In-law Apartment, Full Kitchen, Near Mt Wachusetts
4.98 out of 5 average rating, 227 reviews
Farmhouse Guest Apartment
5.0 out of 5 average rating, 109 reviews
Cedar Ridge: House
4.92 out of 5 average rating, 278 reviews
Triggers Cabin
4.93 out of 5 average rating, 191 reviews
The Shoreline
4.96 out of 5 average rating, 53 reviews
Pool•1000mbpsWiFi•DeepTub•Fireplace•Full Kitchen
4.85 out of 5 average rating, 26 reviews
Barn in Ashby
4.76 out of 5 average rating, 34 reviews
The Perfect Spot at the Lake @ Tatum's Place
4.63 out of 5 average rating, 8 reviewsDestinations to explore
- Pet-friendly rentals Worcester County
- Townhouse rentals Worcester County
- 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
- Rentals with a kayak Worcester County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Fenway Park
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Six Flags New England
- Freedom Trail
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- MIT Museum
- Harvard Square
- Tufts University
- Monadnock State Park
- Quincy Market
- Snhu Arena
- Massachusetts Institute of Technology
- Roger Williams Park Zoo
- Prudential Center





