Family-friendly holiday rentals in Milton

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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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Guest favourite
A warm seating area is presented with two patterned chairs and a matching sofa, arranged around a small table. A textured rug covers the wooden floor, complemented by a brick accent wall featuring decorative plants and framed artwork. Natural light streams through a nearby window.
Guest suite in Essex
4.83 out of 5 average rating, 157 reviews

Spacious Retro Apartment: Ground Level

Cozy basement apartment with separate entrance and natural light. Quiet neighborhood, close to bus route, and walkable distance to bars, restaurants, and center of Essex Junction. We welcome people from all walks of life, and all backgrounds into our warm, vintage chic apartment. Private space in our bustling house, you WILL HEAR us upstairs, please note!! Full bath with small shower, kitchenette with full fridge—no stove. Microwave, hot plate, toaster, Keurig coffee maker and washer and dryer.

Top guest favourite
The exterior of a wooden house is displayed, featuring a sloping entrance with a wooden walkway leading to the main entry. Large windows provide views of the lake and surrounding greenery, while colorful flower beds enhance the peaceful setting.
Home in Port Kent
4.93 out of 5 average rating, 352 reviews

18 Lake Stunning View of Champlain in Adirondacks

Welcome to 18 Lake. Situated in beautiful, quiet, Port Kent, NY, this gem is the perfect place to relax and get away. People come from all across the country to tour this charming area on bicycles in summer, and from all over the world during the winter for Lake Placid's winter sports. In fall, the colors are vibrant and breathtaking. Fresh maple products are on tap in Spring. Enjoy area attractions such as Ausable Chasm, High Falls Gorge, Port Kent Beach, golf, orchards, hiking and biking.

Top guest favourite
An aerial view captures a lush green landscape along the shoreline of Lake Champlain, featuring a blend of trees in fall colors. A spacious property is outlined by a rocky shoreline, with Adirondack chairs arranged on the grass near the water, providing a picturesque outdoor gathering spot.
Guest suite in Grand Isle
4.93 out of 5 average rating, 451 reviews

Private Lakefront Suite - A Winter Wonderland!

Welcome to VT’s most beautiful lakefront property! Relax in one of many Adirondack chairs while enjoying incredible sunsets over Lake Champlain and the ADK Mtns. The 1 BR suite shares no space with the main home and has its own entrance and bathroom. Just imagine having one of VT’s premier lakefront wedding venues all to yourself. Just bring the s’mores to toast at our lakeside fire pit. You certainly will not be disappointed! Please read the full description about the rental prior to booking.

Top guest favourite
A snow-covered landscape features a yellow house and a red garage. The driveway is lined with snow, creating a serene winter scene. Leafless trees are visible in the background, and snow is accumulating on the roofs, enhancing the tranquil atmosphere of the rural setting.
Flat in Underhill
4.97 out of 5 average rating, 387 reviews

Mt. Mansfield Retreat

This private one-bedroom non-smoking apartment is located in Underhill, Vermont. Nestled at the base of Mt. Mansfield and situated in a quiet and rural setting, enjoy the sounds of the Browns River and neighboring Clay Brook from the solitude of your deck. The apartment has everything that you need to relax and enjoy your stay. Just a 2-minute drive to hiking trails and mountain biking; 20 minutes to skiing at Smugglers Notch; 35 minutes to Burlington and the shore of Lake Champlain.

Top guest favourite
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
4.97 out of 5 average rating, 152 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.

Guest favourite
Bright interiors are enhanced by skylights, allowing natural light to fill the space. A comfortable gray sofa is positioned beside a cheerful yellow chair, with a round ottoman nearby. Colorful curtains frame the window, while a white dining table offers seating for meals.
Cottage in New North End
4.96 out of 5 average rating, 124 reviews

Brand New Cottage Near Burlington Park & Beaches -

This home situated across from Ethan Allen Park is just a short walk, bike ride, or drive to the North Ave beaches. Designed in keeping with the 1930's bungalow aesthetic of the main house, the cottage sleeps up to 4 with a queen-sized bed in the bedroom and queen-sized pullout sofa in the living room. Skylights brighten the lofty interiors. The cottage is well insulated and features centrally ducted heat and A/C, providing excellent climate control to suit your comfort preferences.

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
4.89 out of 5 average rating, 184 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, 272 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!

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, 162 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 rustic cabin with a wooden exterior is surrounded by lush greenery. The inviting porch features several rocking chairs and is accessed by steps from a grassy area, while a gravel driveway leads to the entrance, enhancing the private setting.
Cabin in Wolcott
5 out of 5 average rating, 158 reviews

Meadow Woods Cabin, private, cozy and unconnected

Enjoy beautiful sunsets from your rocking chair on the cabin's wonderful porch. There is a large, well equipped kitchen, open space floor plan, new shower unit and plenty of closet space in the bedroom. Easy access to VAST snowmobile trails, within an hour's drive to 3 ski areas (Stowe, Smuggler's Notch and Jay Peak), X-Country skiing right outside the door or in Craftsbury or Stowe. Elmore State Park is 3 miles away. Hiking trails and kayaking abound!

Top guest favourite
A lone fisherman is silhouetted in a kayak, cast against the backdrop of a vibrant sunset over the calm waters of Lake Champlain. The sky features warm hues of orange and gold, reflecting softly on the water's surface.
Guest house in Highgate
4.97 out of 5 average rating, 707 reviews

Beautiful lake-front cottage, Lake Champlain

Lakefront cottage located in Highgate Springs, Vermont, on the Canadian border. The 2-bedroom cottage sits adjacent to the owner-occupied main house, on a large one-acre lot, with 120 feet of Lake Champlain shoreline. Enjoy the stunning sunset views while sitting on the deck overlooking the water. Private dock included. Montreal and Burlington each 45 minutes away. Available level-2 car charger. Well-behaved pets allowed. Super-fast WIFI!

Guest favourite
A rustic barn stands beneath a star-filled sky, with the Milky Way clearly visible. The structure, weathered and wooden, is illuminated gently by the surrounding landscape, providing a stark yet captivating contrast to the deep blues and purples of the night sky.
Home in Westford
4.86 out of 5 average rating, 407 reviews

1797 Vt Farm House See the Stars!

1797 Vt Farm House sits quiet and serene at the end of a peaceful country road. With no street lights or sounds to mar the night, experience a rare gift of silence. See the Milky Way like never before. Ample room allows your group of up to 10. ( each guest over 4 is $32 per night) You will have the whole place to yourself as a private, peaceful retreat. Yet Burlington, Lake Champlain, and Smuggler's Notch are only 25-30 minutes away!

Popular amenities for Milton family-friendly rentals

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Avg. price$321 SGD$305 SGD$289 SGD$305 SGD$418 SGD$337 SGD$330 SGD$379 SGD$309 SGD$410 SGD$379 SGD$334 SGD
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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 1,930 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

  • 4.9 Average rating

    Milton stays are highly rated by guests – averaging 4.9 out of 5!