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Family-friendly vacation rentals in Milton

Find and book unique family-friendly homes on Airbnb

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 favorite
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
4.94 out of 5 average rating, 123 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 favorite
A modern treehouse features a warm wooden exterior, elevated on a platform among vibrant autumn foliage. Large glass windows provide a view into the inviting interior space. Steps and a small deck lead to seating arranged on the ground level, surrounded by natural scenery.
Treehouse in Newport
4.97 out of 5 average rating, 317 reviews

Secluded Luxury Treehouse - Hot Tub + Projector

Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

Top guest favorite
A modern living room showcases a gray sectional sofa adorned with colorful pillows, accompanied by a cozy armchair. A glass coffee table is centered on a plush area rug, with a decorative mirror and plants enhancing the space. Natural light filters through white curtains.
Apartment in Malletts Bay
5 out of 5 average rating, 143 reviews

Boho Getaway near Burlington, Beach, & Bike Path!

Stylish boho + mid-century retreat in a quiet neighborhood less than 15 mins to downtown Burlington. Easy access to the shops & restaurants on Church Street! 12 min walk to sandy Thayer Beach. Bike to the Causeway or along the lake into Burlington! Locked bike shed available. Unwind in the thoughtfully designed living room with 65" TV. Enjoy meals in the well-stocked kitchen. Rest and recharge in the comfy beds. AC in each bedroom & living room. Fast WiFi, off-street parking, washer & dryer.

Top guest favorite
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, 181 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 favorite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 173 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Top guest favorite
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, 403 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 favorite
A comfortable living room features a large sectional couch in a neutral tone, complemented by a glass-top coffee table. Decorative wall art adorns the light-colored walls, and sheer curtains allow natural light to filter in. A flat-screen TV is mounted above a console.
Guest suite in Essex
4.98 out of 5 average rating, 165 reviews

Cozy 2 bedroom apartment in Essex Junction

Come relax in this beautiful apartment. Whether you are looking to visit Vermont with family, friends or you are on a solo adventure, this 2 bedroom apartment will welcome you with a peaceful atmosphere. This is a “mother-in-law” apartment, and we take great pride in the unit and property. We are available to assist you in making your stay as comfortable as possible and answer any questions you may have, just text us and let us know. Otherwise, we will leave you to enjoy your vacation.

Top guest favorite
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, 557 reviews

Gorgeous Treehouse! Big views, Cozy warm fireplace

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 favorite
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, 192 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 favorite
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, 309 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 favorite
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, 167 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.

Guest favorite
A spacious deck is equipped with lounge chairs and a dining table, inviting outdoor relaxation. The surrounding green lawn is dotted with trees, while the farmhouse is visible in the background, featuring a mix of siding and brick. Clear blue skies complete the serene setting.
Guest suite in Essex
4.85 out of 5 average rating, 198 reviews

Serenity meets Comfort * Country 1825 Farmhouse

Private and cozy country farmhouse on 14 acres of nature with pond views from your room. Very comfortable tempurpedic queen bed. First floor suite off main house with private entrance, deck with seating, and private bathroom. Basic kitchenette (mini frig, microwave, keurig). 9 miles to Burlington and 5 mins to shops & restaurants. We are in a part of Essex that is rural (the village, Essex Junction is more of a city), but central to visiting the best spots in VT! Welcome :)

Popular amenities for Milton family-friendly rentals

When is the best time to visit Milton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$47,075 GYDG$49,795 GYDG$69,253 GYDG$49,586 GYDG$67,997 GYDG$54,816 GYDG$53,770 GYDG$61,721 GYDG$50,213 GYDG$61,302 GYDG$49,795 GYDG$61,930 GYD
Avg. temp-6°C-5°C0°C8°C15°C20°C22°C21°C17°C10°C4°C-2°C

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

  • Total vacation rentals

    Explore 30 vacation rentals in Milton

  • Nightly prices starting at

    Milton vacation rentals start at G$16,738 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,860 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Milton vacation rentals include wi-fi 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!