
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.

Private Suite in the Green Mountains
Relax in a country setting, centrally located to Vermont attractions. This private apartment in the trees boasts three beds and a full kitchen. With views of the Green Mountains, you will be a short drive away from quaint towns, skiing, breweries, hiking, and swimming. On the property, enjoy the fresh mountain air, changing leaves, and local flora and fauna. In summer, cool off after a hike or bike in the shared pool. In winter, you're 15 minutes to Mad River Glen and 30 to Sugarbush Ski Resort.

Private constructed yurt on organic farm
Take it easy at this unique and tranquil getaway. The entire constructed yurt is yours to enjoy privately. Nestled on an organic farm, it sits a bit above Bristol offering sweeping views of the valley and the beautiful Adirondack mountains. There are many farm animals on the property and farm tours are available upon request. PLEASE NOTE: The queen bed is only accessible by a ladder. The property is located up a steep driveway. During the winter months all wheel drive vehicles are required.

Bristol Cozy Yurt near Hiking/Skiing|MapleFarm
Our cozy yurt is located within minutes of amazing, hiking, biking, skiing, breweries and much more! Relax around the fire 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 and swimming skiing in Central Vermont. Mt Abe and Bartlett's Falls are the closest options. We're also close to civilization with several towns close by to explore for food, drink, art, and shopping. Or travel a bit further to Burlington..

Bluebird Studio- Light filled and airy
This studio apartment attached to the main house has a style all its own. Contemporary design with high ceilings, clerestory windows and a skylight. Spaces include a large Living Room/Bedroom, Kitchen/Dining area, bathroom with a step-in shower and an adjoining Dressing Room with vanity and sink. There is also an outdoor covered space to enjoy. Furniture includes a Queen size bed, 3 comfy chairs, small round table and 4 chairs. Location is a bit more than one mile from downtown Middlebury.

Breadloaf Hut. Glamping, hiking, biking, foliage
Hiker, writers’, gravel/mountain biker's paradise! Our quiet glamping retreat provides easy access to miles of wilderness. The hut has a cozy bed, kitchenette, and camping basics making for an easy and cozy getaway. Follow a trail to the Catamount Trail or drive a few minutes to the Long Trail. Enjoy miles of gravel biking from the door or go to Moosalamoo or Rochester for prime mountain biking trails. In the evening, sit on the deck under a blanket of stars and warm your toes by the fire.

4-Season Treehouse @ Bliss Ridge; Best Views in VT
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. Equipped w. a fabulous yotel fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

Quaint 1-bedroom cottage on Blue Ledge Farm
This cozy cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

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.

Winter Getaway Near Skiing & Middlebury
*WINTER IN VT* Come ski or roam while staying at our welcoming and comfortable 2nd floor studio apartment with plush linens, comfortable King bed, a well equipped kitchenette plus space to relax, work & play. + Garage parking. 7 min from Middlebury with all its amenities 5 min from Lake Dunmore 13 min from Brandon 16 min from Rikert Outdoor Center for cross country 18 min from Snowbowl for down hill skiing 32 miles - approx 50 mins from Killington

East Wing 2nd Floor Apartment
Comfortable 2nd floor apartment in a contemporary farm house in rural Vermont. Stunning views and setting, surrounded by farmland and mountains. Close to beautiful Bristol Village, 20 minutes to Middlebury, 40 minutes to Burlington. ~30 minutes to Mad River Glen and Sugarbush ski areas.

Colonel's Camp in Buck Haven
Welcome to Buck Haven. This family owned and cared for retreat reflects the mountain and hunting history of our Patriarch and family. The simple and open layout allows guests to relax and socialize together, inside or out. Perfect for families, couples, or a circle of friends.

Nice one bedroom cottage
Located at the foot of the Green Mountains, a short walk to the Waybury Pub, nearby hiking, fishing and skiing. 4 miles to heart of Middlebury. Full kitchen, living room, bedroom(queen bed) and bathroom with stand up shower. ethernet connection/cable tv/washer-dryer/ac/ns
Popular amenities for Addison County family-friendly rentals
Family-friendly home rentals with a hot tub

Lake Dunmore Getaway — Foliage Views & Ski Retreat

Ski Patrol Cabin -Pets, Shared Hot Tub & Lap Pool

Romantic Treehouse- Hot tub, A/C, 20 Min to KLT

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

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

4br, 3ba with 2 master bedrooms, Sauna, Hot Tub

#7 - Hemlock Hideaway Cabin

Brthtkng New Premier Lake Champlain Wfrnt Escape!
Family- and pet-friendly home rentals

Porcupine Farm Barn

Cozy cottage in peaceful location

Epic Views of the Green Mountains

Nature Lover's Paradise

Forest Hideaway

Adventure Yurt - Explore Vermont's Catamount Trail

Historic Farmhouse in Middlebury

Lincoln house cottage
Family-friendly home rentals with a pool

Ski In/Ski Out with upgrades!

Sugarbush Mountainside Retreat - Ski in Ski out

Powder Hound Condo

Ski, Hike & Bike Basecamp Condo

Spacious Private Apartment w/ Green Mountain Views

Charming Sugarbush Standalone Condo

Simple 1B condo at the foot of Sugarbush Access Rd

*Seasonal Rental* Beautiful Condo 3 NearSugarbush
Destinations to explore
- Boutique hotels Addison County
- Farm stay rentals Addison County
- Fitness-friendly rentals Addison County
- Rentals with outdoor seating Addison County
- Rentals with a washing machine and dryer Addison County
- Rentals with pools Addison County
- Rentals with an accessible-height toilet Addison County
- Rentals with a sauna Addison County
- Rentals with breakfast Addison County
- Ski-in/ski-out rentals Addison County
- Rentals with an EV charger Addison County
- Rentals with a kayak Addison County
- Rentals with a hot tub Addison County
- Beachfront rentals Addison County
- Rentals with beach access Addison County
- Townhouse rentals Addison County
- Apartment rentals Addison County
- House rentals Addison County
- Rentals with a fireplace Addison County
- Hotel rooms Addison County
- Bed and breakfasts Addison County
- Chalet rentals Addison County
- Flat rentals Addison County
- Waterfront rentals Addison County
- Rentals with lake access Addison County
- Guest house rentals Addison County
- Rentals with a firepit Addison County
- Pet-friendly rentals Addison County
- Cabin rentals Addison County
- Rentals with a patio Addison County
- Private suite rentals Addison County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Sugarbush Resort
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Ethan Allen Homestead Museum
- Burlington Country Club
- ECHO, Leahy Center for Lake Champlain
- Vermont National Country Club
- Adirondack Extreme Adventure Course
- Killington Adventure Center
- Lincoln Peak Vineyard
- Shelburne Vineyard
- Whaleback Vineyard
- Snow Farm Vineyard & Winery
- Boyden Valley Winery & Spirits
- The Quechee Club
- Montview Vineyard
- Trout Lake




