
Family-friendly holiday 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

Off Grid Secluded Farm Stay Cabin
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.

Gorgeous Treehouse High on Mountain-Amazing View!
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!

The Swallows Nest in a wildlife preserve
NEW THIS YEAR: High speed internet, Heat pumps for heat and AC throughout the house, and a new refrigerator/ freezer Secluded and beautiful, at the end of a gravel dead end road, the Swallow’s Nest is part of our organic farm and wildlife refuge. You’ll find serenity here with huge open vistas. We are two miles from the town of Brandon. Brandon has restaurants, shops, art galleries and music venues. Check out what’s happening in Brandon at the Brandon area chamber of commerce.

The Berghüttli: Glowing Swiss Hut in the Forest
The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.

Luxury Glass Tiny House - Mountain View + Hot Tub
Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

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!
Popular amenities for Addison County family-friendly rentals
Family-friendly home rentals with a hot tub

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

4br, 3ba with 2 master bedrooms, Sauna, Hot Tub
Family- and pet-friendly home rentals

Charming one bedroom just minutes to Middlebury!

Song Bird Sangha Yurt

Sculpted Earthen Yurt in Green Mtns

Waldhaus - Modern Forest Cabin

Historic Farmhouse in Middlebury

Orchard Guesthouse - 1 mile to Middlebury

Quaint 1-bedroom cottage on Blue Ledge Farm

Cozy Green Mountain Glamping Hut near Bread Loaf!
Family-friendly home rentals with a pool

Ski In/Ski Out with upgrades!

Sugarbush Mountainside Retreat - Ski in Ski out

Powder Hound Condo

Bridges 77 at Sugarbush

Dog-Friendly Secluded Cabin

Spacious Private Apartment w/ Green Mountain Views

Charming Sugarbush Standalone Condo

Concrete Ski House Near Sugarbush
Destinations to explore
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- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Lake George
- Sugarbush Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Killington Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Lake Flower
- Adirondack Extreme Adventure Course
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- ECHO, Leahy Center for Lake Champlain
- Trout Lake
- Snow Farm Vineyard & Winery
- Shelburne Museum
- Shelburne Vineyard
- Warren Falls
- Cold Hollow Cider Mill
- Elmore State Park
- Waterfront Park
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Ethan Allen Homestead Museum
- Things to do Addison County
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- Tours Vermont
- Sightseeing Vermont
- Art and culture Vermont
- Nature and outdoors Vermont
- Food and drink Vermont
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
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