
Family-friendly holiday rentals in Holden
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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

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.

The little house on Mirror Pond
Escape to our fully renovated tiny pond house on the serene Mirror Pond. Perfect for up to 4 guests, enjoy swimming, kayaking, or floating on tubes. Unwind by the fire pit, barbecue on the deck, or cozy up by the fireplace (our apologize but it is currently not working) with board games on cooler days. With great WiFi, it’s also ideal for a peaceful work retreat. Whether you're here to relax, or get some work done, this tranquil hideaway offers the perfect blend of adventure and relaxation.

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.

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.

Wizard's Roost at Underhill Hollow
Have you ever slept on a floating bed, levitated a planet with a wand, played wizard's chess, spoken with a bird house, watched a heron hunt, crawled through a halfling door or fed goats by hand? At the Wizard's Roost you can do this plus much more. Animate a Pegasus, sample a Spider Crisp, go on a treasure hunt or find fairy houses all while staying in an A-C cabin with a full private bath. Built on the mythical site of Yarvard Hale School of Magic, this get away places you inside a dream.

Water front cabin-like guest suite on a quiet pond
Our home is located on a wooded lot overlooking a pristine kettle pond. Access to our home requires ascending a long but gradual set of stairs followed by a second set of stairs to the entrance of the guest suite. The two room suite has a bedroom and a kitchenette with a microwave, toaster, electric kettle and mini frig. There is a French press, coffee bean grinder, tea, cups, dishes and flatware in the cupboards. It does not have a full kitchen ( no stove/ no kitchen sink)

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.

Triggers Cabin
Cabin in the woods on a stocked trout pond. Outside deck over the pond for quietly relaxing. Outside fire pit. Gas grill. Inside fireplace.Located in a small private quiet campground. On 200 acres of private wooded land in central Massachusetts. Located on hiking trails that are also used for biking & horseback. Bring your own linens....but kitchen fully equipped. A great place to enjoy the out doors & disconnect & recharge..

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!

A Comfy Hilltop Home
Nice and comfy home with spectacular views and sunset! This house overlooks the rolling Worcester hills for miles and miles. Convenient location, quiet neighborhood, big backyard, expansive deck, and nearby scenic hiking trails. The house has 2 bedrooms, 1 kitchen, 1 full bathroom, washer & dryer, big deck, and lots of parking space. Beautiful and comfortable, with everything you'd need for cooking and relaxing.
Popular amenities for Holden family-friendly rentals
Family-friendly home rentals with a hot tub

Serenity Ashford Lake

Hopkinton Mass 3+ Bedrooms - Great location!

Beautiful Home, Great Location

Charming retreat

Elegant 3BR Home in Worcester

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

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

Little House Inn - Brimmy - Private Home

White Pine Cottage – Cozy 3BR w/ Fireplace

The Writer's Retreat: A Sweetwater Stay

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

Lakefront, view of ski mtn, fireplace, sauna

Secluded cabin w/ Finnish Sauna & Forest Baths
Family-friendly home rentals with a pool

RV: 25m Gillette Xfinity/Hot Tub/FirePit/20m PVD

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Cedar Ridge: House

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

The Perfect Spot at the Lake @ Tatum's Place

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 $136 NZD 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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- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- Six Flags New England
- Boston University
- Boston Seaport
- New England Aquarium
- Freedom Trail
- MIT Museum
- Monadnock State Park
- Boston Convention and Exhibition Center
- Canobie Lake Park
- Gillette Stadium
- Quincy Market
- Museum of Fine Arts
- Prudential Center
- Roxbury Crossing Station
- Boston Children's Museum
- Roger Williams Park Zoo
- Symphony Hall
- Franklin Park Zoo




