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Family-friendly holiday rentals in Milton

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Milton

  • Total holiday rentals

    Explore 30 holiday rentals in Milton

  • Nightly prices starting at

    Milton holiday rentals start at $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,860 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Milton holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Milton rentals

  • 4.8 Average rating

    Milton stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated family-friendly rentals in Milton

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious tent is set among trees, featuring a wooden deck and rocking chairs for relaxation. A white hammock is suspended nearby, surrounded by nature and dappled sunlight filtering through the leaves.
Tent in Westford
4.95 out of 5 average rating, 130 reviews

Glamping VT, with touch of OZ - Bonnie Doon Manor

Reconnect with nature at this unforgettable escape in the backwoods of Vermont! Escape the noise of the city and come and experience off grid, beautiful custom built amenities & added luxury extras beside our babbling brook. Miles from any towns with nothing to hear but nature, but still close enough to be within 15-30mins of cool alluring local and international attractions. The quirky/different part of a visit here is the added touch of Australiana... Curious? Come check us out at Bonnie Doon!

Guest favourite
A dining table is set with elegant tableware, including glassware and a decorative vase of flowers. The backdrop features a serene view of Lake Champlain, with lush greenery and distant islands under a clear blue sky.
Cabin in South Hero
4.93 out of 5 average rating, 208 reviews

Rockhaven - Island View-sauna

Rockhaven, a romantic getaway is a rare find. Step back in time and enjoy almost 600' of lake shore on Vermont's unique Lake Champlain with 180 degree views, from westerly views to New York's Adirondacks, through the north and east to Vermont's Green Mountains. This private site is 2 acres with mature trees, meadows, and wooded buffers, ensuring a peaceful and private stay. There are two cottages available; they can be rented separately or together. Each is one bedroom with private bath.

Top guest favourite
A queen-sized bed is positioned against a wooden wall with slanted ceilings. Large triangular windows provide views of the surrounding forest and mountains, allowing natural light to fill the space.
Home in Keene
4.97 out of 5 average rating, 235 reviews

Ascent House | Keene

A unique retreat meticulously crafted for resting and recharging after exploring in our beautiful Adirondack Wilderness. Flooded with natural light, every room offers calming frames of nature. Watch the sun peak through the forest and rise over the mountains through expansive windows. Ascend the levels of the house, each revealing more landscape. Experience a designer woodfired traditional Finnish sauna & totally recharge while embracing our harsh Adirondack weather. We hope you love it here.

Top guest favourite
A charming treehouse is nestled among lush green trees, featuring large windows that glow warmly at dusk. A connecting bridge is illuminated with string lights, creating a welcoming pathway. Ferns and forest foliage add to the natural surroundings, enhancing the serene woodland atmosphere.
Treehouse in Moretown
4.97 out of 5 average rating, 186 reviews

Treehouse at Bliss Ridge Farm - Best Views in VT!

This treehouse, the Birds Nest, is open May-Oct. Our “4-Season Treehouse @ Bliss Ridge,” is open year-round: https://www.airbnb.com/h/bigtreehouseatblissridgefarm — NEW SAUNA on property! Dr. Seuss-inspired tree home perched @top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host of The Treehouse Guys - built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley! No pets or animals please.

Top guest favourite
The exterior of the cottage is showcased, featuring a charming wooden structure with a peaked roof. Light wooden siding complements the rustic feel. A door and windows offer glimpses of the interior, surrounded by a grassy area and trees under a partially cloudy sky.
Farm stay in Fairfield
4.97 out of 5 average rating, 456 reviews

Meadow Cottage on Organic Farm with Mountain Views

The Meadow Cottage is perched on a picturesque knoll in the back of our 300 acre working dairy farm. We are located in between two of Vermont's best ski resorts, Jay Peak and Smuggler Notch. Come for a winter adventure full of downhill skiing, riding or x-country touring. Stay for the local breweries, distilleries, restaurants and antique stores. Or just relax at the farm, watch us milk the cows or cook up some delicious farm raised food for dinner. Well behaved dogs are welcome anytime!

Guest favourite
A warm wooden cabin is set against an autumn backdrop, with vibrant orange and yellow foliage surrounding it. Steps lead to a pair of French doors, inviting guests inside, while a smaller structure sits nearby, complementing the serene natural setting.
Farm stay in Topsham
4.98 out of 5 average rating, 404 reviews

Fairytale cabin at The Wild Farm

Lay in bed and look out the huge picture window at the farm. You might see cats climbing trees, hummingbirds, snowflakes falling, lightning storms and many more beautiful moments. We have a Wolf, don't be alarmed she is as friendly as can be and will greet you and escort you to the cabin. If you like nature, animals, walking in the forest, cuddling up by the wood stove, then this is the place for you. The cabin is surrounded by gorgeous perennial gardens. We look forward to hosting you!

Top guest favourite
An elevated cabin nestled among trees features a wooden exterior with large windows. A spacious deck is furnished with seating, providing a serene outdoor space surrounded by lush greenery.
Treehouse in Moretown
4.94 out of 5 average rating, 562 reviews

Gorgeous Treehouse High on Mountain-Amazing View!

Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

Guest favourite
A cozy bedroom features a spacious bed with neutral bedding and decorative pillows. Two bedside lamps are positioned on each side of the bed. Natural light enters through a window adorned with light curtains. A minimalist clothing rack is situated against one wall.
Guest suite in Colchester
4.88 out of 5 average rating, 195 reviews

Cozy 1 Bedroom Apartment Getaway

Kick back and relax in this calm, cozy space! Enjoy an updated bathroom and bedroom, relax on the couch or eat a nice meal at the breakfast bar! This apartment is close to the lake, bike path, great bars and dining, and just a short drive to the mountains. There’s a small park across the street with a tennis court, basketball court and playground! Bayside Park Beach Access - 8 mins Church Street Marketplace, Burlington - 18 mins Stowe Mountain - 60 mins Smugglers Notch - 42 mins

Top guest favourite
A small vase containing vibrant flowers is placed on a wooden shelf. Sunlight filters through large windows, illuminating a loft area with a wooden ceiling. Spacious seating areas are visible below, providing a welcoming atmosphere.
Barn in Westford
5 out of 5 average rating, 313 reviews

The Book Barn: Newly Renovated Guesthouse

Enjoy all Vermont has to offer in this bright, airy space minutes away from Burlington and the mountains. On 14 acres with a brook, it’s a short walk down a dirt road to a historic covered bridge and town common. Fall colors are breathtaking when taken in from the barn deck, while Spring and Summer visitors enjoy free concerts on the town green on Sundays. Spectacular sunsets and hot air balloons are familiar sights. It doesn’t get much more Vermonty. *Note: No Cleaning Fee!

Guest favourite
A wooden bridge leads to the entrance of the treehouse, surrounded by trees displaying autumn colors. The structure features large windows and a unique architectural design, blending nature with handcrafted elements.
Treehouse in Waterbury
4.93 out of 5 average rating, 170 reviews

The Roost - Recharge & Relax

Enjoy being immersed in nature when you stay in this unique treehouse to unwind while experiencing some of the best sights and nature in Vermont. This cabin up on stilts and bordering one of Vermont's beautiful state parks. Views of the walkable Waterbury reservoir can be seen from its perch in the trees. "The Roost" aims for a balance of rustic meets elegance. With a tiled shower and heated flooring through out- one can truly reconnect and recharge in this unique experience.

Top guest favourite
A side view of the cottage reveals a single-story structure with a combination of black shingle and white siding. Large windows provide ample natural light, surrounded by a well-maintained lawn and trees. The clear blue sky adds to the serene atmosphere.
Cottage in Milton
4.94 out of 5 average rating, 166 reviews

Fun and Relaxation at The River Cottage!

You'll make great memories here! Nestled in a quiet riverside neighborhood, our digs offer a fun spot for reconnecting friends and families, writers, artists, and scholars desiring creative time or spiritual retreat, or business travelers needing work space. The public boat dock and launch is a short walk down the lane to the river. Conveniently located one exit from Burlington; 16 minutes from BTV airport. Lake swimming beach, hiking, and a winery area all nearby!

Top guest favourite
A landscaped pathway with natural stone steps leads to a rustic log cabin, framed by lush greenery. The cabin features a warm wooden exterior, complemented by a surrounding garden with various plants. A decorative bell is positioned near the pathway.
Cabin in South Hero
4.98 out of 5 average rating, 115 reviews

The Cabin @ The Birches

Nestled on the serene shores of Lake Champlain, this rustic log cabin offers the perfect escape from city life. Located at 41 Kibbe Farm Rd. in South Hero, VT, this idyllic retreat promises tranquility and natural beauty in abundance. Whether you seek a peaceful retreat or an adventure-filled getaway, this lakeside log cabin provides the perfect setting. Book your stay today and experience the beauty of Vermont from the comfort of your own cabin on Lake Champlain.

Popular amenities for Milton family-friendly rentals

When is the best time to visit Milton?

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Avg. price$291 SGD$308 SGD$428 SGD$306 SGD$420 SGD$339 SGD$332 SGD$381 SGD$310 SGD$379 SGD$308 SGD$383 SGD
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