
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.

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

Beautiful, Unique, & Cozy Cedar Flat
Come enjoy this new and beautifully designed space in historic Uxbridge, MA. Set up like a tiny house, it is the most cozy and clean place you will visit. A ship’s ladder will take you to the queen loft bed or use a new PotteryBarn sleeper sofa. The Frame TV will act as a beautiful painting if you prefer to "unplug." Climate control and a hammock chair are a perfect combo! Located on a quiet street, it is an easy 25 min. drive to Providence or Worcester, and only 50 min. to downtown Boston.

Lovely 1BR APT, close to colleges
INNER CITY GEM 🔸🔹!! Centrally located in the heart of the city. Just a few minutes drive to anything in the city. A few blocks from the campus of Clark, Becker, & Assumption University. This unit boasts a large bedroom with a queen bed, dedicated workspace, a full closet, and a wall-mounted TV. There is an all-in-one kitchen, Dining Area with a fold-away table to optimize space, and a living room with a big-screen TV and a pull-out sofa bed. A full bathroom with all the necessary amenities!

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

Meadowside: Perfect Location w/ Endless Recreation
Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

Private Suite with separate entrance in Worcester
The suite allows maximum of two pets per reservation for $50 per a pet. Our guests privacy starts from check in to check out with private entrance. The living room has mini library for guests, a 65 inch smart TV with high speed Internet and complimentary YouTubeTV local channels. The suite has a mini kitchen with mini refrigerator, freezer, microwave, air fryer, and coffee maker. It also has stocked cabinet utensils, cleaning supplies, linen closet and electric pump air mattress if necessary.

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.

Historic Loft with bathroom & kitchenette
A beautiful 1840s barn loft steps away from miles of hiking trails. Fully separate and private entrance, bathroom, and kitchenette. Enjoy a serene, rustic cabin atmosphere with a historic brick hearth and exposed beams. Southeast facing windows overlook patio, garden and ruins. Off the beaten path but only 5 min. to Rte 2, Rte 495, and Boston commuter rail. Drive times w/o traffic: 45 min. Boston, 20 min. Lowell/ Rte 3, Burlington, Bedford, Nashua 30 min.

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 sheep and see the horses and 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.

Professional Accommodations!
Across from Lake Williams near 20 and 495, completely separate entrance and parking, all newly renovated, central air, high speed fios internet, 43 inch smart tv, desk, mini fridge, microwave in separate eating area, walk to Dunkin Donuts, Your completely private space! Walk to restaurant with indoor and outdoor seating. For your safety during Covid I keep 72 hours Between guests and have unit professionally cleaned!

One Bedroom Apartment with Separate Bunk Bed Area
Located in the Town of Shrewsbury, Massachusetts and less than one mile from UMass Memorial Health- University Campus and UMass Chan Medical School, our tastefully designed fully furnished second floor apartment combines luxury with comfort and has its own private entrance. Our apartment has a bright, airy floor plan, gourmet kitchen, stainless steel appliances, hardwood floors, central A/C, and washer/dryer in-unit.
Popular amenities for Worcester County family-friendly rentals
Family-friendly home rentals with a hot tub

Hopkinton Mass 3+ Bedrooms - Great location!

Escape to the Lake!

Beautiful Home, Great Location

Charming retreat

Spacious Waterfront w/Hot Tub Near Ski Resorts

Elegant 3BR Home in Worcester

Lake House in Sturbridge w/All the Views!

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
Family- and pet-friendly home rentals

Clean & Cozy 2BR Across from Quinsigamond Lake

Modern Farmhouse Apartment

Baker Pond Hideaway

"Trails End" Lakeside Cottage in Small Town USA

Little House Inn - Brimmy - Private Home

White Pine Cottage – Cozy 3BR w/ Fireplace

Worcester Retreat: Cozy 1BR basement Apt

Beautiful & Lovely 2 BR/2 Beds/ Netflix/Alexa/Roku
Family-friendly home rentals with a pool

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Large lakeside oasis close to outdoor adventures

Cedar Ridge: House

Farm Living

Triggers Cabin

The Perfect Spot at the Lake @ Tatum's Place

Shared Hot Tub: Historic Cottage, Walk to Elm Park

Ellen Elizabeth Estates - The Kristen Leigh Apt.
Destinations to explore
- Pet-friendly rentals Worcester County
- Rentals with a fireplace Worcester County
- Farm stay rentals Worcester County
- Rentals with a patio Worcester County
- Flat rentals Worcester County
- Rentals with a firepit Worcester County
- Apartment rentals Worcester County
- Hotel rooms Worcester County
- Rentals with pools Worcester County
- Rentals with outdoor seating Worcester County
- Waterfront rentals Worcester County
- House rentals Worcester County
- Rentals with a washing machine and dryer Worcester County
- Rentals with breakfast Worcester County
- Rentals with beach access Worcester County
- Rentals with a hot tub Worcester County
- Private suite rentals Worcester County
- Rentals with lake access Worcester County
- Beachfront rentals Worcester County
- Rentals with a kayak Worcester County
- Fitness-friendly rentals Worcester County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- TD Garden
- Fenway Park
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Six Flags New England
- New England Aquarium
- MIT Museum
- Monadnock State Park
- Freedom Trail
- Canobie Lake Park
- Massachusetts Institute of Technology
- Museum of Fine Arts
- Quincy Market
- Prudential Center
- Roger Williams Park Zoo
- Boston Children's Museum
- Roxbury Crossing Station
- Franklin Park Zoo
- Bunker Hill Monument
- Symphony Hall
- Boston University
- Isabella Stewart Gardner Museum




