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
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, 357 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
A serene outdoor space features a patio table surrounded by chairs, set against the calm waters of Metcalf Pond. A large umbrella provides shade, while an American flag gently flutters nearby. The backdrop includes rolling hills adorned with autumn colors.
Cottage in Fletcher
5 out of 5 average rating, 167 reviews

Metcalf Pond Camp Convenient to Smugglers Notch

Handcrafted cozy waterfront camp on Metcalf pond. Propane fireplace provides for welcome warmth after fall or winter adventures. Soak in the Hot tub on the deck. Custom spiral staircase accesses carpeted sleeping loft with books, TV, rocking chair. Enjoy the quiet off season brings to the area when most camps are shuttered for winter. Enjoy staying in and cooking and taking in the cozy atmosphere or make the approximately 20 minute drive to Smugglers Notch or enjoy other local attractions.

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, 459 reviews

Incredible Lakefront Sunsets @ VT’s #1 Property.

Welcome to one of VT’s most beautiful lakefront property and wedding venue located in the Champlain Islands! Relax in one of many ADK 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. We do have a very strict NO PET policy. The islands are accessible by road from the VT side and either bridge or ferry from NY. Please read the full description about the rental prior to booking.

Top guest favourite
A cozy living area features a light-colored sofa adorned with decorative pillows, complemented by a leather armchair. A well-equipped kitchen area showcases green cabinetry, a black refrigerator, and various appliances on the countertop, illuminated by wall-mounted lights. The space maintains a warm atmosphere with wooden accents.
Guest suite in Jericho
5 out of 5 average rating, 136 reviews

Guest Suite w/hot tub & fireplace

Our property in Vermont is a slice of heaven: Set between Burlington & Stowe, 10 minutes off the main highway I-89, with quick access to the main spots in Vermont, but tucked down a dirt road with nothing but the sounds of the stream. On our property we built The Tuckaway Suite, an entirely private guest suite above our garage. With access to a hot tub, and hiking trails right outside the door, this space is a brand new build with cozy cabin vibes. Follow the journey on IG at @VTstays!

Top guest favourite
A modern rustic cottage is illuminated by string lights in the evening sky, which displays warm hues of pink and orange. The exterior features wooden siding and large windows, while a cozy seating area with Adirondack chairs is visible in the shared yard.
Guest house in Winooski
4.98 out of 5 average rating, 369 reviews

Modern Rustic Backyard Cottage

This newly built modern rustic mother-in-law private cottage offers a convenient place to stay while exploring the Burlington/Winooski area. The cottage is nestled in my backyard on a quiet street in vibrant Winooski. The home is a 10 minute drive to downtown Burlington & the airport, and a short walk to the river, several cafes, restaurants, pubs, nature areas, and a brewery. Winooski is referred to as “the Brooklyn of Burlington” because of the foodie scene and rich cultural diversity.

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, 185 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, 278 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!

Superhost
Tiny home in Cambridge
4.91 out of 5 average rating, 137 reviews

Fox Den Tiny House w/Hot Tub & Sauna @Smuggs

Escape to The Fox Den, a whimsical tiny house tucked along the Brewster River just 1 minute from Smugglers’ Notch Resort. This peaceful riverside retreat blends nature and charm—sometimes even featuring visits from Jinx, the resident fox. Spend your days hiking or fishing, then unwind with a true Nordic spa experience: soak in the shared riverside hot tub, heat up in the new barrel sauna, and cool off in the river. A perfect Vermont getaway for simple, unplugged relaxation.

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 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, 197 reviews

Cozy Country 1825 Farmhouse

Serene country farmhouse on 14 acres of nature with pond views from your room. Super comfortable tempurpedic queen bed. First floor suite off main house with private entrance and deck with seating, and private bathroom. Basic kitchenette (mini frig, microwave, keurig). Portable infrared sauna in winter months. 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.)

Guest favourite
A bright living area features a large television displaying an underwater scene with a turtle. A circular glass coffee table is centered between a sleek black sofa and a plush seating area. Light pours in through expansive windows, highlighting a colorful area rug and a potted plant.
Flat in Winooski
4.92 out of 5 average rating, 340 reviews

Luxe Zen-Den Ski Haus Brewers walk-shop-dine UVMC

While waiting for check-in: pvt dog run and restaurants on site! Excellent drinks and dining on the first floor with many more restaurants a short walk away! 2.5 m to Church St, 1+ m to UVM, the Riverwalk, and Breweries. Whether you're here to hit the slopes, explore the beaches, or sample local brews at Four Quarters brewery, enjoy our fully accessible location for your lake Champlain adventures! Book now for the best of Vermont.

Guest favourite
Guest suite in Milton
4.91 out of 5 average rating, 411 reviews

Bear Lodge, Private Deck and Gas Firepit

The Lodge in Milton is a cozy, cabin-like space surrounded by nature. The house is only 25 minutes from downtown Burlington and the perfect place to stay if you don't want to be surrounded by traffic. There are plenty of beaches and hiking trails nearby. Guests have a private entrance with a covered porch and gas firepit. Stocked with games for kids and adults. Absolutely NO SMOKING of ANY kind inside or outside.

Popular amenities for Milton family-friendly rentals

When is the best time to visit Milton?

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Avg. price$316 SGD$299 SGD$284 SGD$299 SGD$410 SGD$331 SGD$325 SGD$373 SGD$303 SGD$370 SGD$301 SGD$374 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 $101 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,900 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!