
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.

The Tree House at Underhill Hollow
The Treehouse is a place where magic happens. Whether you’re looking for a romantic getaway, a family vacation or both. Sleep amongst the trees on a 7 acre 1825 farm. Meet Whirly, Gig and Belle. Find all 7, fairy houses. Go on a treasure hunt. Poke about our paths or explore the Airline trail, just off the property. S’mores, campfires, ghost stories and more. Meet our chickens. Spot deer, ducks or “Blue”, our resident blue heron. Adventure is in the air at the Hollow. Or nap in the hammock.

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 & Lovely 2 BR/2 Beds/ Netflix/Alexa/Roku
Beautiful 2BR 1st floor unit in the heart of Shrewsbury! ☀️ Bright, clean & cozy with full kitchen. 👶 Baby crib available! Walk your pup in a quiet neighborhood 🐾. Great for 🩺 travel nurses & 💼 professionals with ⚡ high-speed WiFi, 📺 Roku TV & 🎬 Netflix. Easy access to UMASS and St Vincent Hospitals 🏥 for work or care for loved ones. Conveniently close to 👵 Southgate Shrewsbury—perfect for visiting Grandma & Grandpa! Beautiful Dean Park— great for outdoor lovers! We’d love to ho

"The Porch" Your cozy home away from home!
Welcome to The Porch! Ready for a mini vacation, or just a place to hang out, or work from? You are most welcome here! . This cozy cabin is very flexible and user friendly! It is private to only your group! The downstairs with all it offers, is for one or two person stays. The upstairs becomes available if you enter 3 or more people. This building is in the backyard of our home, as in photos on our Airbnb site, Other info is listed there also! Info book is in room! Welcome! (no pets)

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.

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 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.

Private Guest Room, Kitchenette, Office, & BR
Private downstairs with large bedroom, bathroom & small kitchen, beautiful pond view. Double Bed & Pull-Out Couch, parking in driveway, outdoor fire pit, charcoal grill and outdoor smoking area, 420 friendly. Wifi, 200+ channels HD cable & Apple TV for streaming. Work space with desk chair, small kitchen with coffee maker, mini-fridge, microwave, and toaster. Washer & dryer, shower and bathtub.
Popular amenities for Holden family-friendly rentals
Family-friendly home rentals with a hot tub

Hopkinton Mass 3+ Bedrooms - Great location!

Beautiful Home, Great Location

Black Friday Wrentham outlets 1/2 mile /hot tub

Elegant 3BR Home in Worcester

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

Peaceful Retreat—2BR/2Bath—20 Min to Boston—HotTub

1790 Stone Manor Farm

Private sanctuary in the city w/ patio & backyard
Family- and pet-friendly home rentals

Trainmaster's Inn - Caboose

Modern Farmhouse Apartment

Sylvan White Pine Cottage – Cozy 3BR w/ Fireplace

Large One Bedroom Apartment

Lakefront, view of ski mtn, firepit, kayaks, dock

Stone n' Sky Lodge

Private Studio w/ Loft Center Historic Carlisle

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

Spacious vacation unit in premium suburban town

Ellen Elizabeth Estates - The Kristen Leigh Apt.

Relaxing Getaway

Peaceful Campground Cabin w/Firepit
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 $104 SGD per night before taxes and fees

Verified guest reviews
Over 660 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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- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Six Flags New England
- Lynn Beach
- Monadnock State Park
- New England Aquarium
- MIT Museum
- Freedom Trail
- Canobie Lake Park
- Museum of Fine Arts, Boston
- Quincy Market
- Prudential Center
- Roger Williams Park Zoo
- Franklin Park Zoo
- Symphony Hall
- Bunker Hill Monument
- Boston Children's Museum
- Isabella Stewart Gardner Museum
- Boston Public Library
- Roxbury Crossing Station




