
Family-friendly holiday rentals in Holden
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Holden
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

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.

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.

Entire Historic Carriage House with Fireplace & AC
Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

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.

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.

The Outback of New Hampshire
Enjoy the peaceful countryside of New Hampshire. Your hosts, Ed and Rachel, are a retired couple who would love to have you enjoy a peaceful stay in a private section of their new retirement home. Even though the main home is occupied, you may never see the occupants during your stay. You have a private drive, a private parking space, a private entrance. The home owners use the front doors and very seldom go into the back yard so it's almost like you're there alone.

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.

Upscale 4 Bedroom Condo w King Bed Suite
Welcome to our perfectly situated 4-bedroom, 2-bathroom newly renovated condo in Worcester. Located on the desirable West Side, you will have access to the city's best restaurants and parks. The condo boasts an abundance of natural light, a fully equipped kitchen, and a new washer/dryer for your convenience. With 1 king, 1 queen, 2 twins and 1 trundle bed, our condo comfortably sleeps up to 8 people. Please read all details and rules before booking.

Newly Renovated Apartment Near Downtown Hudson
Newly renovated private attic apartment near downtown Hudson with kitchenette, living room and bedroom/office. A warm, cozy space with plenty of natural light! Just upgraded to a new king sized bed! Free parking on site Walking distance to restaurants, cleaners, antique shops, roller skating, shopping center, gym, breweries, golf course... & lots more! Nearby there are lots of historical sites, ski areas, and areas for swimming!
Popular amenities for Holden 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

Elegant 3BR Home in Worcester

Lakefront Beauty with Hot Tub

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

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

Trainmaster's Inn - Caboose

Clean & Cozy 2BR Across from Quinsigamond Lake

Modern Farmhouse Apartment

Baker Pond Hideaway

White Pine Cottage – Cozy 3BR w/ Fireplace

COMFORTABLE 2ND FLOOR, FULL EQUIPPED&PET FRIENDLY

Beautiful & Lovely 2 BR/2 Beds/ Netflix/Alexa/Roku

Vaughn Hill Hideaway & Sauna
Family-friendly home rentals with a pool

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Cedar Ridge: House

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

Triggers Cabin

Rustic Cabin in Campground

Ellen Elizabeth Estates - The Kristen Leigh Apt.

Relaxing Getaway

The Shoreline
Quick stats about holiday rentals that are family-friendly in Holden

Total holiday rentals
Explore 20 holiday rentals in Holden

Nightly prices starting at
Holden holiday rentals start at £59 per night before taxes and fees

Verified guest reviews
Over 730 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Holden holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Holden rentals

4.7 Average rating
Holden stays receive an average rating of 4.7 out of 5 from guests
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- TD Garden
- Fenway Park
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Six Flags New England
- MIT Museum
- New England Aquarium
- Boston University
- Monadnock State Park
- Freedom Trail
- Canobie Lake Park
- Boston Seaport
- Boston Convention and Exhibition Center
- Museum of Fine Arts
- Quincy Market
- Prudential Center
- Roger Williams Park Zoo
- Roxbury Crossing Station
- Boston Children's Museum
- Bunker Hill Monument
- Franklin Park Zoo
- Symphony Hall




