Family-friendly vacation rentals in Addison County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Addison County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in New Haven

4.99 out of 5 average rating, 243 reviews

Small New Haven Cozy Cottage

This very small, compact cottage is in a rural setting, off the beaten path. It is about a 12 minute drive to Middlebury where you can find shops, restaurants and Middlebury College. Burlington is about 40 minutes north of where we are located. Hiking/skiing in the Green Mountains, fly fishing in the nearby New Haven River, boating/swimming on Lake Champlain, and enjoying the many local craft breweries and wineries are some of the many activities you have access to from this beautiful spot.

Jun 18 – 25

G$18,986 GYD per night

Guest favorite

Apartment in Bristol

4.91 out of 5 average rating, 118 reviews

Peaceful Getaway in Bristol Village.

Simple beauty, generous space and peace, in a second floor one bedroom guest apartment with bathtub, shower and galley kitchen without stove. Double futon in living area for additional guests. A very sweet private getaway for a couple, or group of friends or small family. Bristol is a true New England find with an active arts community, good restaurants and shops, as well as several yoga and tai chi instructional groups. Settle your energy here and enjoy life. Skiing and hiking nearby.

Jul 26 – Aug 2

G$21,874 GYD per night

Guest favorite

Farm stay in Cornwall

4.93 out of 5 average rating, 203 reviews

Cozy country guest house

Our guesthouse is nestled in the Lemon Faire River Valley. This 1 bedroom with kitchen, bathroom, and extra sleeping loft gives you a quiet experience of the Vermont countryside. The outside entry deck overlooks over a 1000 acres of open field and farmland. Middlebury is only 3 miles away and offers museums, restaurants, and shopping. This is an active farm: horses, dogs, geese, a duck, and chickens. Please read the house manual as it has lots more information about the house and property.

Mar 31 – Apr 7

G$34,101 GYD per night

Guest favorite

Cottage in Lincoln

4.87 out of 5 average rating, 857 reviews

The Barn at North Orchard, Near Middlebury

Our barn sits on an 80 acre estate with fab views of the Green Mts. near Middlebury/Burlington. Perfect for 2 adults and a child or grandparents/ 2 friendly couples. Close to skiing, hiking, lake & river swimming, great restaurants... local beer, wine, cheese!. Want yoga, pasta class, or massage? We will gladly hook you up. Or, you could stay in to read, work, and enjoy the serenity of the mountains. A very private garden patio for morning coffee/ afternoon beer or wine or awaits you.

Mar 22 – 29

G$26,857 GYD per night

Guest favorite

Yurt in New Haven

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

G$26,613 GYD per night

Guest favorite

Apartment in Hinesburg

4.96 out of 5 average rating, 399 reviews

The Perfect Cozy Weekend Escape

From our reviews: "We were amazed with this place - could not have asked for a more perfect place to stay - immaculate - super comfortable bed! - wonderfully inviting - the photos do not do it justice at all - A picturesque Vermont country setting - The perfect retreat to get away from it all! - impeccably clean - simply fantastic - total privacy & idyllic setting - far exceeded our expectations! - perfect for a weekend escape - a space to feed your soul - absolutely amazing!”

Oct 3 – 10

G$28,040 GYD per night

Guest favorite

Home in Leicester

4.98 out of 5 average rating, 135 reviews

Luxurious Cottage Massage Therapy Studio On Site

Meticulously clean, private getaway, custom built home to yourself. Beam ceilings, wood floors, oriental carpets, Alexa, grand piano & lots of art. Complete kitchen, pancake mix & Vt maple syrup. Coffee, teas, orange juice, bagels, cream cheese, granola & fruit. Shower bath with shampoo, conditioners, body wash etc. New private deck, tables & chairs... outside art work. Massage available in log cabin on site $70 Ninja Warrior outside gym with trampoline & slack line

Oct 12 – 19

G$38,238 GYD per night

Guest favorite

Yurt in Bristol

4.93 out of 5 average rating, 236 reviews

Bristol Cozy Yurt near Hiking/Swimming|Maple Farm

Our cozy yurt is located within minutes of amazing, hiking, biking, swimming, skiing, breweries and much more! Sit around the campfire while listening to our resident owls or stare up at the stars through the dome. We're centrally located to some of the best hiking, biking and swimming in North Central Vermont. We're also close to civilization with several small towns within 15 minutes to explore for food, drink, art, and shopping. Or travel a bit further to Burlington..

Feb 16 – 23

G$27,394 GYD per night

Guest favorite

Cabin in Hancock

4.95 out of 5 average rating, 221 reviews

Hancock hideaway

Skiing, snow biking 10 minutes away at Middlebury Snow Bowl and Rikert crosscountry. Sugarbush and Killington half hour drive. Snowshoeing and hiking right behind house in the Green Mountain National Forest. Easy drive to river swimming holes and lakes. Excellent restaurants in Waitsfield and Middlebury - about half hour. Good restaurant, cafe, small grocery store, in Rochester, 4 miles. Great location, beautiful views, lovely little house, totally private, romantic.

May 7 – 14

G$30,597 GYD per night

Guest favorite

Cabin in Hancock

4.97 out of 5 average rating, 343 reviews

Funky, family-friendly cabin

Our funky, fun house is nestled in the woods, with a waterfall and brook rushing by outside the large wall of windows. Situated in the Green Mountains, this is the perfect place to relax and play. The large open-floor plan is perfect for families with school-age children. Families with infants and toddlers may not find our home as friendly, as the waterfall, loft and attached farm buildings may create some safety challenges.

Apr 20 – 27

G$34,630 GYD per night

Guest favorite

Cottage in Waitsfield

4.94 out of 5 average rating, 223 reviews

The Bent Hill Schoolhouse

The Tinmouth Vermont Schoolhouse c.1840, was moved and restored in 1981 to Bent Hill Settlement in Waitsfield Vermont. This charming, private one-room schoolhouse sits on 6 acres and has been newly updated in 2017. A fully equipped kitchen is at your disposal. Private bath off open living space. Bedroom upstairs in the garret. Outside patio table and gas BBQ grill.

Jun 18 – 25

G$23,231 GYD per night

Guest favorite

Cabin in Warren

4.93 out of 5 average rating, 359 reviews

Cabin in the Woods

This cozy cabin is on a well maintained town (dirt) road a short walk to Blueberry Lake (on National Forest land, non-motorized) and is within 15 minutes of Breadloaf Wilderness Area, Sugarbush Ski Resort, Mad River Glen Ski Area, restaurants and dining, arts and crafts, sports and specialty shops. It's wooded, quiet, has a light open feeling inside.

Jan 11 – 18

G$25,428 GYD per night