
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.

The Birch Perch! Treehouse with spa and fire pit!
Romantic Honeymoon or fun family fantasy come true this treehouse has it all! Built by The DYI Network Treehouse Guys! Every detail custom crafted in this home in the tree tops makes your ultimate Vermont experience. All just 8 minutes to the lifts at Sugarbush. Kitchenette, cast iron stove, clawfoot tub, washer/dryer, AC, & outdoor shower all encased in a whimsical perch near skiing, waterfalls, biking and hiking. Incredible hillside views from your private deck! Romantic Hot tub in the trees!

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi
Cozy barn, gas fireplace, fast WiFI in a peaceful wooded forest. Whether sipping coffee by the fire, spinning vinyl records or stargazing by the fire pit(wood provided), this is your space to disconnect or work remotely in comfort. Explore on-site hiking trails, snowshoe and spot wildlife. A short drive from breweries, restaurants, scenic hikes & towns. A perfect mix of seclusion & convenience, 35 mins to Burlington. Perfect for couples/solo travelers/anyone looking for a private nature escape.

Studio Retreat
About this Space Our cozy Studio Retreat is nestled in the woods on the 2nd floor of our detached garage, 5 min outside the charming village of Bristol. Bristol has several very good restaurants, shops, an art gallery and a library. You'll find hiking, biking trails and swimming. Middlebury is 15 min away and offers art galleries, breweries, a winery, shops, restaurants, hiking, skiing and more. Burlington is 45 min away, Sugarbush & Mad River Glen ski areas are just 30 min away. Lots to do!

Treehouse at Bliss Ridge Farm - Best Views in VT!
This treehouse, the Birds Nest, is open May-Oct. Our “4-Season Treehouse @ Bliss Ridge,” is open year-round: https://www.airbnb.com/h/bigtreehouseatblissridgefarm — NEW SAUNA on property! Dr. Seuss-inspired tree home perched @top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host of The Treehouse Guys - built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley! No pets or animals please.

Weasley's Enchanted Treehouse @ Vermont ReTREEt
Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

360° mountain views near Middlebury
Very cozy, large private loft apartment with a kitchenette and bathroom 10 miles from Middlebury College Vermont. Lake Champlain, ski resorts, and other outdoor activities within 20 miles. Burlington, Albany, Montreal, Boston, New York are only 1 - 4 hours away. ——— FOLLOWING THE RECOMMENDATIONS OF THE VERMONT STATE'S DEPARTMENT OF HEALTH, OUR RENTAL PROPERTY IS ONLY AVAILABLE FOR FULLY COVID-19 VACCINATED GUESTS. PROOF OF VACCINATION RECORD REQUIRED. This is for the well-being of us all.

Off Grid Secluded Cabin on 37 Acre Farm
In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

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.

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.

Gorgeous Treehouse! Big views, Cozy warm fireplace
Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

von Trapp Farmstead Little House
Come stay in the beautiful Mad River Valley! Our guest house named the Little House is surrounded by forest and 3.5 miles from the town of Waitsfield. Located on the North East corner of our farmland you'll find yourself less than a mile from our Farm Store where you can stock up on our organic cheeses, yogurts, and meats or beer, wine, and other provisions from over 40 local producers. Enjoy a quiet vacation or a skiing, hiking, biking, or rafting adventure!

The Guest House at Sky Hollow
This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!
Popular amenities for Addison County family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Cabin: Pets, AC, Fire Pit, Hot Tub, 5BR

Lake Dunmore Retreat 15 min to Middlebury College

Charming getaway tucked away in the Green Mtns

South Hill Lodge- 5 BR Post & Beam Home

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

Romantic Treehouse- AC, PVT Hot tub, 20 Min to KLT

Killington area home - 4 seasons - hot tub and A/C

Walk Everywhere and Enjoy a Historic Vermont Home
Family- and pet-friendly home rentals

Peaceable Nation at Sugarbush Mt. Ellen

Modern Farmhouse on 25 Acres - Superb Views

Historic Farmhouse in Middlebury

Lincoln house cottage

Orchard Guesthouse - 1 mile to Middlebury

Panton / Near Vergennes , Middlebury Private Home

This Is Our Farmhouse

Gracious two bedroom just minutes to Middlebury!
Family-friendly home rentals with a pool

Ski In/Ski Out with upgrades!

Sugarbush Mountainside Retreat - Ski in Ski out

Dog-Friendly Secluded Cabin

Spacious Private Apartment w/ Green Mountain Views

Charming Sugarbush Standalone Condo

Private Suite in the Green Mountains

NEW: Stylish Ski On/Ski Off Mountainside Retreat

Ski On Ski Off Welcoming Slope Side Condo
Destinations to explore
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- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Lake George
- Sugarbush Resort
- Pico Mountain Ski Resort
- Stowe Mountain Resort
- Bolton Valley Resort
- Fort Ticonderoga
- Lake Flower
- Whiteface Mountain Ski Resort
- Killington Resort
- Middlebury College
- Adirondack Extreme Adventure Course
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Snow Farm Vineyard & Winery
- Trout Lake
- Shelburne Museum
- Warren Falls
- Elmore State Park
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Waterfront Park
- Boyden Valley Winery & Spirits
- Cochran's Ski Area
- Things to do Addison County
- Things to do Vermont
- Nature and outdoors Vermont
- Food and drink Vermont
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