Family-friendly vacation rentals in Addison County

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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

A spacious living area is showcased, featuring a red sectional sofa positioned around a round coffee table. Natural wood beams cross the ceiling, complementing the stone fireplace. Two modern chairs are arranged nearby, with a decorative plant on a side table, enhancing the welcoming ambiance.

Chalet in Waitsfield

4.96 out of 5 average rating, 140 reviews

Warm Luxury Mid-Century Modern Chalet

Warm, clean & comfortable chalet w/ thoughtful & stylish touches. Perfect for remote work, a romantic weekend, a multifamily gathering, a girls' weekend, or retreat. MRV offers all season fun: farmer's market, swim holes, farms, hiking, road & mtn bike, golf, climbing, tube on the river and lake, can't be beat. The house is nestled in the woods w/ beautiful views of surrounding mountains. The area's food & breweries, including Lawsons are phenomenal. 1 min to MRG & 14 min to Sugarbush. Exp Wifi

Guest favorite

The exterior of the upper unit duplex is surrounded by snow, showcasing a wooden deck with a railing and steps leading to the entrance. A prominent stone chimney rises from the roof, and large windows provide a view of the surrounding forest.

Chalet in Stockbridge

4.92 out of 5 average rating, 181 reviews

Killington ski house winter MTbike -new jacuzzi

Killington Ski Area with access to snowmobile mountain biking trails. This 3 bedroom, 2 bath upper unit duplex. with outdoor private Jacuzzi open year round with barbecue on very nice decks for those nicer days , snow mobile right from the house , on the tweed valley vast trails , in the summer mountain bike on the green mountain trail system right on our mountain keep us in mind for the summer event like the spartan race and the peak series Mt biking events Fantastic unit check our reviews

Guest favorite

A spacious deck features wooden flooring and railing, surrounded by trees. Two wooden lounge chairs face a breathtaking view of the Green Mountains, providing an open space to relax and enjoy the natural scenery.

Home in Rochester

4.91 out of 5 average rating, 295 reviews

Mountain Home ready for you!

Get away from it all in a secluded home atop a mountain in the National Forest. Home with deck and panoramic view of the Green Mountains. Idyllic in all seasons. Summer is lusciously green; fall colors seen from our deck; the magic of winter. Tons of privacy, but minutes from town. 35 min to Killington or Sugarbush; snowshoe outside your door, and x-country nearby. Snow tires or chains needed from Dec.-March. Please note that we cannot help you if your car gets stuck en route to the house.

Guest favorite

A spacious bed is dressed in a quilt featuring soft pastel colors and patterns. Two pillows rest at the head, with a patterned throw blanket draped across the bed. In the background, a partially visible bathroom is seen through an open doorway.

Home in Warren

4.92 out of 5 average rating, 206 reviews

Beautiful guesthouse -perfect for long stays

Come stay, work, and ski all season. Guesthouse above our garage for rent in the heart of East Warren. Ski on/off Blueberry Lake Cross Country Center access. Just 5 miles from Sugarbush Resort and 10 miles from Mad River Glen. guesthouse has private outdoor parking and entry. Gigabit internet service with high speed wifi. This is a net zero rental unit generating all of it power from on property solar. offered operation thanks to Tesla Powerwalls. This is directly adjacent our home.

Guest favorite

Large glass doors frame a stunning mountain view, showcasing the surrounding landscape. A spacious deck with outdoor seating is visible. Inside, a wooden dining table with several chairs is positioned nearby, illuminated by pendant lighting, and a spiral staircase offers access to the upper level.

Home in Waitsfield

4.96 out of 5 average rating, 163 reviews

Mid century modern gem with views of Sugarbush

Wake up to stunning views of Sugarbush in this “Flat Roof A-Frame". Four bedrooms, a sleeping loft, three bathrooms, two living rooms, a dining room, a newly renovated kitchen, a desk area with wifi, two decks (one w/gas grill), and a laundry room/game room provide plenty of space for family gatherings. Located 3 minutes from town. Not suitable for small children/toddlers or guests with mobility issues. During summer we are only renting out 6+ night rentals with changeovers on Friday.

Superhost

A spacious post and beam home is nestled among trees displaying vibrant autumn foliage. The property features a green metal roof and blue windows reflecting the colorful landscape. A grassy area in the foreground provides an inviting contrast to the rich hues of fall.

Home in Moretown

4.92 out of 5 average rating, 139 reviews

South Hill Lodge- 5 BR Post & Beam Home

5 bedroom home ideal for a group of friends skiing our great mountains of Sugarbush, Mad River Glenn or Stowe or in the summer attending a wedding in the Mad River Valley area. Over 2 dozen of Vt's fantastic micro breweries are within an hour's drive. Expansive mountain views, large open first floor space to socialize. Gorgeous well equipped country kitchen and dining areas. Game room with pool table, ping pong and darts. Large covered front porch and deck spaces. Outdoor hot tub.

Guest favorite

A serene sunset is reflected on the lake's surface, creating rippling patterns of orange and yellow. The silhouette of mountains is visible in the background, enhancing the tranquil atmosphere captured in this lakeside scene.

Home in Bridport

4.87 out of 5 average rating, 111 reviews

LakeFront, Endless Views, 3 level, open floor plan

This year-round timberframe lake front home is located on a private dead end road with spectacular views of Lake Champlain, the Crown Point Bridge and the Adirondack Mountains. It easily sleeps 8+ so it’s perfect for families, big groups, and well behaved furry friends. There are three bedrooms with California kings plus one queen sleeper couch in the separate living room. There are picturesque views from all 3 levels to enjoy sunsets, sunrises and the resident Bald Eagle soaring by.

Top guest favorite

A spacious living area features large windows framing mountain views and a cozy fireplace. Natural wood accents complement the soft furnishings, including a circular glass coffee table atop a patterned area rug. A dining table for two is positioned near the sliding doors leading to the outdoor deck.

Home in Moretown

4.99 out of 5 average rating, 271 reviews

Dramatic Views at the Above the Clouds Guesthouse

As featured in Conde Nast Traveler (1/21/22) Peaceful & impeccable retreat with a 180 degree view of Vermont's tallest mountains. Near Vermont's premier skiing, hiking, & outdoor adventures, you’ll love the sunset views and cozy atmosphere (huge sheepskin in front of the fireplace) and the attention to detail (live-edge wood details, spa-like bathroom). This is an incredible retreat for couples and families, adventurers and business travelers alike! COMPLETE COVID-19 CLEANING

Top guest favorite

A charming red house is set against a backdrop of lush greenery. The exterior features large front windows and a covered porch with seating. A spacious wooden deck leads to the yard, accentuated by various plants and garden elements.

Cabin in Hancock

4.95 out of 5 average rating, 249 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.

Top guest favorite

A cozy log cabin interior is illuminated by natural light from windows. A comfortable blue couch faces a stone fireplace. Above, a sleeping loft is accessed by sturdy wooden steps and bordered by wood railing. Maple hardwood floors and bookshelves add warmth to the space.

Cabin in Warren

4.97 out of 5 average rating, 132 reviews

Stetson Hollow Cabin by Stetson Brook

Cozy log cabin, by a trout stream adjacent to the Green Mountain National forest. Maple hardwood floors, Persian rugs, fireplace and a wood stove. One large living/dining room/ granite countertop kitchen/ 2 open sleeping lofts each with queen size beds, plus additional queen-size pullout sleep sofa. Newly renovated bathroom/ shower/ washer/ dryer. Separate studio work space with high speed internet. The cabin is a short drive to both Mad River and Sugarbush Ski areas

Top guest favorite

A wooden dock extends over calm waters, reflecting a clear blue sky dotted with fluffy white clouds. The distant mountains along the shoreline provide a picturesque backdrop, enhancing the serene lakeside environment.

Home in Addison

4.96 out of 5 average rating, 225 reviews

Brthtkng New Premier Lake Champlain Wfrnt Escape!

7/19/20 : UPDATE - We are fully compliant with all local, state and federal safety protocols. Call /text Us fir any questions, at 978-502-6282 . Be Well, Be Safe & We Look Forward to Having You as Our Guests! We are the #1 Premier Lake Champlain Breathtaking New Property with 250'+ Prime Lake Champlain West/Sunset/Adirondack Mtn. facing w/Amazing Sunsets & Jacuzzi Tub in Master Bath Overlooking Lake,Mountains & Amazing Sunsets and 250+ 5 Star Reviews!

Top guest favorite

A cozy living area features a large, colorful area rug, providing an inviting base for leather seating. A wooden coffee table holds magazines, while bookshelves with colorful decor are visible in the background. Light filtering through curtains enhances the warm ambiance.

Cabin in Hancock

4.97 out of 5 average rating, 370 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.