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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Guest favourite

Home in Winooski, Vermont, US

4.96 out of 5 average rating, 452 reviews

Very clean and charming 2 BR, close to everything!

Enjoy this newly updated apartment in Winooski, VT (Vermont's Brooklyn). This charming house is one of the original carriage homes in Winooski. Newly converted to a duplex, enjoy this private apartment within walking distance to downtown Winooski's restaurants and bars. Less than 1 mile from the local colleges in Burlington and Colchester, including University of Vermont, St. Michaels College and Champlain College. You have your own private entrance with free parking for 2 cars in the driveway.

Jun. 15 – 22

$278 CAD per night

Guest favourite

Farm stay in Fairfield, Vermont, US

4.98 out of 5 average rating, 282 reviews

Organic Farm Hideaway Home and Pond

The house is tucked into the back of our 300-acre working dairy farm and offers breathtaking views of Mt. Mansfield. 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 and restaurants. Or just relax at the farm, cozy up by the wood stove and cook up some delicious farm raised food for dinner. Well behaved dogs are welcome anytime!

Feb. 26 – Mar. 5

$295 CAD per night

Guest favourite

Yurt in New Haven, Vermont, US

4.91 out of 5 average rating, 254 reviews

Song Bird Sangha Yurt

Songbird Sangha was thoughtfully created to provide a peaceful retreat from the world. It is nestled into a beautiful forest with privacy in mind. You will fall in love with the sky dome over your queen sized bed for the most comfortable star gazing ever! Your stay would not be complete without a complimentary campfire & marshmallow and if you would like more magic sign up for our Airbnb Experience The Healing Nature of Horses, a life enhancing encounter . Certified Wildlife Habitat.

Aug. 29 – Sep. 5

$201 CAD per night

Guest favourite

Guest suite in Colchester

4.88 out of 5 average rating, 300 reviews

Malletts Bay Flat

Newly remodeled with a separate entrance to first level of a raised ranch home. Private bathroom, queen sized bed and sitting area. There are down pillows and a down comforter on the bed. Eating area with table and chairs, microwave and fridge. Heated by a gas stove. We are a 10 minute drive to Burlington and a 10 minute walk to Bayside Beach and Park where one can play tennis on lighted courts and swim in Lake Champlain. There is a grocery/liquor store a 5 minute walk away.n

Sep. 15 – 22

$173 CAD per night

Guest favourite

Cottage in Milton, Vermont, US

4.94 out of 5 average rating, 133 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!

Sep. 22 – 29

$429 CAD per night

Guest favourite

Guesthouse in Plattsburgh

4.95 out of 5 average rating, 229 reviews

Studio Cottage/Lake Champlain

This is a stand alone studio cottage with a lovely screened porch. Our cottage is located on our 7 acre residential lot. This is not a rural property. We work hard on all our gardens, with a lovely pond . Perfect spot to enjoy the Autumn foliage as well to go off leaf peeping in the Adirondacks. You can take advantage of the Plattsburgh City Beach and two Local State park beaches within a few minutes drive, all beaches offer a sandy beach, and swimming.

Mar. 30 – Apr. 6

$199 CAD per night

Guest favourite

Guesthouse in Highgate, Vermont, US

4.98 out of 5 average rating, 529 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!

Mar. 23 – 30

$161 CAD per night

Guest favourite

Guest suite in Waterbury Center, Vermont, US

4.94 out of 5 average rating, 415 reviews

Waterbury Center Guest Bedroom - 244 Howard

The guestroom room is very cozy with radiant heat in the floor during the winter. The separate entrance is off a covered porch. The porch has chairs and a table and is very pleasant in the warmer months The little kitchen alcove is convenient for coffee or tea or a light meal. We live in a historic building and our neighborhood is located very close to Rte 100. Waterbury village and Stowe as well as skiing, hiking and biking are all nearby.

Mar. 23 – 30

$82 CAD per night

Guest favourite

Chalet in Frelighsburg, Canada

4.91 out of 5 average rating, 298 reviews

Frelighsburg. Charming mountain log pavillon

SPECIAL RATE for APRIL & MAY: $99. This authentic 4 season log cottage with its large stone fireplace and 2 bedrooms can accommodate 4 people. Ideal for a couple with 2 children. Fully equipped. Large sunny terrace. BBQ. High Speed Wifi. An ideal place for nature lovers, for biking, hiking, skiing or just relaxing. A haven of peace and inspiration for writers, poets at heart and dreamers... Quebec Tourism Reference number : 297222

Jan. 16 – 23

$186 CAD per night

Guest favourite

Cottage in Dunham, Canada

4.98 out of 5 average rating, 173 reviews

Cozy Little Orchard House in Dunham

This newly built house is located on our 90 acre property. It is surrounded by an orchard and forest. The quaint and natural setting is perfect for couples, solo travellers or families. Cross country skiing, running and hiking can be practiced on the property. Bromont and Sutton downhill ski slopes are a 35 minutes drive away. Jay Peak, Vermont is 1h15 away by car. The surrounding country roads provide for wonderful bike rides.

Oct. 2 – 9

$154 CAD per night

Guest favourite

Apartment in West Glover

4.98 out of 5 average rating, 495 reviews

The Lodge at Blackberry Hill

CHECK OUT OUR MUD SEASON (April, May, & June) SPECIAL RATES! Monthly: 40% off; Weekly: 30% off Airbnb will apply this discount when you book. All Airbnb fees + taxes will apply. Escape to the Kingdom-- enjoy our spacious, one-bedroom well appointed apartment with all of the amenities you need to settle in, enjoy the views, work remotely and explore the NEK at your leisure. And you can bring your pup!

Feb. 23 – Mar. 2

$159 CAD per night

Guest favourite

Apartment in Burlington

4.96 out of 5 average rating, 259 reviews

Five Sisters Studio - South End

This second floor studio apartment is spacious, extremely clean and fully furnished. Queen size bed - Love seat with pull out twin bed - Full kitchen with dining area for two- includes coffee maker and complimentary Green Mountain Coffee and Vermont maple syrup - Large closet with hangers - Flat screen TV with Roku - High speed wifi -Private Exterior entrance

Oct. 13 – 20

$191 CAD per night