
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.

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!

The Rustic Retreat at Twin Ponds
Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away - you’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace. Or simply stay in bed and admire the view. With plenty of land to explore, a hike is always welcome. The choice is yours!

Private, Spacious Retreat...Minutes from Lake!
Welcome home! Just minutes from Lake Champlain and Mallett's Bay in Colchester, Vermont! We have taken extra care to ensure that your stay with us is relaxing and fun! Bring your bike or snowshoes as we’re super close to the Burlington Bike Path & Island Line Trail. Just a 10 min. drive to downtown Burlington and all that Vermont has to offer is a quick drive away. Our home is located on a historic Colchester Farmhouse that was originally built in 1900. Completely remodeled for your comfort!

Selkie’s Shed
This guest house has been built and designed by my husband and I. It sits behind our house with private walking/biking trails right out your door. The design is modern with natural warm colors and tucked away in the trees. The loudest noise you will hear are the owls hooting and a faint distant train whistle two times a day. Our mission is to create an atmosphere of tranquility, calmness and peace. We offer mother nature outside your door with easy access to all the activities you desire.

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.

4-Season Treehouse @ Bliss Ridge; Best Views in VT
Insulated, thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Fabulous “Jotul” fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works! No pets.

Hilltop Cottage With a View
Our newly built cozy and relaxing guest cottage is located in New Haven . It has stunning views and gorgeous sunsets!! Located just seven miles from Middlebury ,Vergennes and Bristol . All of which have great shops and restaurants! Close to many local attractions including ,Woodchuck Cider house, Lincoln Peak Vineyard, Ski areas, Hiking , rivers, lakes, restaurants and much more! Our goal was to provide guests with a home away from home! We feel our cottage offers that and much more.

"Mansfield" Suite - The Lodge at Wyckoff Maple
This is a spacious self contained unit with its own entrance in a beautiful VT lodge right next to Smugglers' Notch Resort. Enjoy air conditioning, a gas fireplace & a large private deck w grill. Many things to do nearby all seasons. Minutes from hiking "The Notch" and the Long Trail. 15-20 minutes to dining in Stowe in the summer and fall seasons. In the winter months you will need to take a 50 min detour around the mountain to Stowe. Enjoy cooking in a warm, well appointed kitchen.

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

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!

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!

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
Family-friendly home rentals with a hot tub

Woodpecker Cottage on the Lake

Adirondack Cabin Retreat – Hot Tub + Lake

Brand new Beautiful Modern Clean Home On River

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

Haven Tiny House by Stowe | Hot Tub, Sauna & Views

Secluded 3-bedroom log home -borders VT state park

TheADKChalet w/ Hot Tub (Adirondacks)

Cozy Cabin -Top of Hill with Views
Family- and pet-friendly home rentals

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi

Clover Meadow Farmhouse pet friendly near Smuggs

Cady’s Falls Cabin

Tiny on the Hill - Sauna + Burlington + Stowe

Chazy on the Lake

Adirondack Timberwolf Cabin

Rockhaven - Island View

Forest Hideaway
Family-friendly home rentals with a pool

Quiet stay on 76 acres land with pool!

L'Absolut Lac Champlain, Venise en Québec

Lower Yurt Stay on VT Homestead

Sunset Cottage on the Richelieu River CITQ#302701

The House of the Setting Sun, Private Apartment

Gorgeous panoramic views - 4 miles to the mountain

Chalet Potton Cottage - spa, sauna & pool

Private Suite in the Green Mountains
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $318 SGD | $301 SGD | $286 SGD | $301 SGD | $413 SGD | $333 SGD | $327 SGD | $375 SGD | $305 SGD | $372 SGD | $302 SGD | $376 SGD |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
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 $102 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!
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- Rentals with outdoor seating Milton
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- Rentals with a fireplace Milton
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- Pet-friendly rentals Milton
- Rentals with a washing machine and dryer Milton
- House rentals Milton
- Rentals with lake access Milton
- Rentals with a firepit Milton
- Family-friendly rentals Chittenden County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Jay Peak Resort
- Sugarbush Resort
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Jay Peak
- Whiteface Mountain Ski Resort
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Stowe Mountain Resort
- University of Vermont
- ECHO, Leahy Center for Lake Champlain
- Middlebury College
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Boyden Valley Winery & Spirits
- Warren Falls
- Shelburne Museum
- Waterfront Park
- Lake Champlain Chocolates
- Shelburne Vineyard
- Snow Farm Vineyard & Winery
- Elmore State Park
- Cold Hollow Cider Mill




