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Family-friendly vacation rentals in Lake Bomoseen

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Top-rated family-friendly rentals in Lake Bomoseen

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

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Top guest favorite

A serene outdoor scene captures a home surrounded by vibrant autumn foliage. Wooden steps lead up the hillside, connecting to a spacious deck that overlooks the landscape. A fire pit, encircled by log seating, is nestled among the colorful plants.

Home in Poultney

4.93 out of 5 average rating, 338 reviews

Waterfront Vermont Lake House w/ Canoe/Kayak/SUPs

We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from either our private decks. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

The exterior of the chalet is shown in twilight, with soft light emanating from a window. The rustic wooden structure features a sloped roof and is surrounded by snow-covered ground and trees in the background.

Guesthouse in Granville

4.9 out of 5 average rating, 921 reviews

Moon Valley Country Retreat no clean fee pets yes

Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

The charming guest cottage, with a light-coloured exterior and a metal roof, is surrounded by vibrant autumn foliage and wildflowers. A serene landscape of rolling hills enhances the rural setting, inviting outdoor exploration and relaxation.

Cottage in Pawlet

4.96 out of 5 average rating, 131 reviews

Carriage Barn at Indian Hill

Our guest cottage is a lovely converted 1840s-era carriage barn nestled in the heart of the Mettawee Valley in the southwest corner of Vermont. It is decorated with antiques, artworks and an upright piano. Our 65 acres on scenic Indian Hill are available for hiking & snow-shoeing. We have 12 acres frontage on the Mettawee River, rated one of the best for fly fishing in VT. Ready access to many area attractions, from local swimming holes to skiing at nearby Bromley and Stratton mountains.

Top guest favorite

A charming red house is set against a lush green backdrop. Large windows provide natural light and views of the surrounding trees. A wooden deck is featured at the front, leading to a beautifully maintained lawn, inviting outdoor activities.

Cabin in Hancock

4.95 out of 5 average rating, 256 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 cabin is nestled among the trees, showcasing a rustic wooden exterior with large windows. It overlooks a gentle slope covered in green grass and wild plants, with sunlight filtering through the canopy above, creating a serene and inviting atmosphere.

Guesthouse in Woodstock

4.98 out of 5 average rating, 250 reviews

Cozy Little Spot (Self Check-in)

Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED.

The serene lake reflects vibrant fall foliage on the surrounding trees, creating a warm tapestry of orange and yellow. Soft gray clouds drift above, adding depth to the autumn landscape. A small boat is anchored nearby, contributing to the tranquil scene.

Home in Whitehall

4.93 out of 5 average rating, 147 reviews

Lakefront A-Frame Home Emerald Lake, NY

A Frame style home with 100 + feet of lake frontage. 2 bedroom plus a loft bedroom with 2 twin beds. 1 and 1/2 baths and large open basement A-frame style home on a small, quiet lake in upstate NY in the town of Hampton/Whitehall, NY (not on Lake George), 5 miles from the VT border, 33 miles from Lake George village, with a screened in porch, a large deck, and a grill provided (new grill 2025). Water activities 4 kayaks 1 - 4 person paddle boat

A custom-built home nestled in a green landscape, featuring a spacious deck with a solar umbrella. Large windows allow natural light to illuminate the interior, and autumn foliage enhances the outdoor scenery. Nearby trees and open grassy areas create a serene environment.

Home in Clarendon

4.95 out of 5 average rating, 301 reviews

Killington Retreat | Deck-Fire Pit-Mountain Views!

Welcome to your new Vermont escape! This custom-built 2BR/1BA pet and smoke free home is nestled in the foothills of the green mountains. Our home sits on a 14 acre lot and is close to hiking, skiing, a horse farm, lakes and Rutland (10 mins). You will love the woodwork, luxury white bedding, floor-to-ceiling windows, massive sunny deck, and peace and quiet. There is plenty of space for family memory making, your peaceful mountain retreat awaits!

Top guest favorite

The exterior of a traditional white house features a spacious covered porch lined with wooden railings and supported by columns. Potted plants and hanging baskets add greenery, while the entrance is framed by multiple windows. A gravel driveway leads up to the porch.

Apartment in Rutland

4.96 out of 5 average rating, 619 reviews

Your home away from home

Another glorious time of year in Vermont! Our house is close to the mountains (Killington, Pico, Okemo). You'll love our space for its central location to lakes, hiking, skiing, golf, restaurants and dining, downtown, art and culture, shopping and medical facilities.This first floor apartment with its home-like atmosphere has a separate entrance. It is good for couples, small families, solo adventurers, and business travelers.

Top guest favorite

The Kingsley Grist Mill is positioned alongside a flowing river, surrounded by trees showcasing autumn colors. A historic covered bridge is visible in the distance, enhancing the landscape. The building features multiple stories with varying textures and roof styles, reflecting its rich history.

Castle in Clarendon

4.98 out of 5 average rating, 473 reviews

Kingsley Grist Mill, w/ Private Beach & Waterfall

One of the "World's Most Amazing Vacation Rentals " as seen on the exciting NetFlix series, s.2, ep.7 and on HGTV's "You Live in What?, s.2, ep.1. Join us this season for the history, the romance, the breakfast, the concert, the rafting, the architecture and the legacy of the KGM, Vermont's Wright-esque falling water masterpiece. Come make history with us ! Near Killington & Okemo Mtns.

Vacation rentals for every style

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Stylish accommodations and amenities

Popular amenities for Lake Bomoseen family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A captivating sunset paints the sky with hues of orange, pink, and purple, with rolling hills silhouetted in the foreground. The distant mountains create a serene backdrop, accentuating the natural beauty of the secluded setting.

Home in Plymouth

4.95 out of 5 average rating, 251 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

Top guest favorite

A cozy sleeping area is featured with a spacious bed adorned with soft pillows. Natural light filters through sheer curtains, illuminating warm wooden walls. A small TV and a decorative chair provide additional comfort, while a touch of greenery enhances the inviting atmosphere.

Guesthouse in Randolph

4.96 out of 5 average rating, 259 reviews

Macintosh Hill Farm

A contemporary ski house is featured, set against a snowy landscape. The structure showcases large glass windows and a spacious deck, elevated on stilts. Surrounding trees and a light dusting of snow enhance the serene atmosphere of the property, inviting a cozy retreat.

Chalet in Ludlow

4.95 out of 5 average rating, 129 reviews

Okemo Ski Chalet with Hot Tub

A welcoming living area features a large fieldstone fireplace, with a soft couch and several armchairs arranged for comfort. A coffee table sits in the center of the space. Above, warm lighting illuminates an adjacent dining area, enhancing the cozy atmosphere.

Home in Pittsfield

4.84 out of 5 average rating, 238 reviews

Killington area home - 4-seasons & hot tub

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, 183 reviews

Killington ski house winter MTbike -new jacuzzi

A warm living space is crafted with wooden paneling and large windows that provide natural light. Comfortable seating includes a leather sofa and patterned armchairs, arranged around a wooden coffee table. Soft lighting is provided by lamps, enhancing the cozy atmosphere.

Chalet in Killington

4.87 out of 5 average rating, 249 reviews

Large Chalet; Sauna, Hot Tub; Walk to Trail

Top guest favorite

A private Jacuzzi hot tub is positioned on the wooden deck, surrounded by a black railing. The view beyond features a wooded area with colorful autumn foliage, inviting a peaceful outdoor experience.

4.97 out of 5 average rating, 162 reviews

Ski Chalet with Hot Tub on Okemo Mountain

A rustic lakefront lodge is positioned on the shore of Lake George, featuring a two-story structure with a large deck. The property includes three docks, with flags flying from the upper level, and a lifebuoy visible on the lower level. Surrounding greenery enhances the serene setting.

4.85 out of 5 average rating, 229 reviews

The Summerwind Lodge

Family- and pet-friendly home rentals

A cozy cabin is nestled among snow-covered trees, featuring a sloped roof blanketed in fresh snow. A woodpile is neatly stacked beside the structure, and a lightly snow-dusted wooden railing surrounds the entrance, enhancing the serene winter landscape.

Cabin in Mount Holly

4.92 out of 5 average rating, 197 reviews

Cozy Vermont Cabin near Okemo.

The exterior of a red cabin is surrounded by a snowy landscape. Large windows allow natural light to illuminate the front space, while a simple wooden bench rests on the porch. Pine trees are visible in the background, creating a serene atmosphere.

Cabin in Cavendish

4.94 out of 5 average rating, 162 reviews

The Cozy Little Red Cabin

Top guest favorite

A one-story cabin is partially enveloped by a blanket of snow, featuring a covered porch with orange railings. The entrance is accessible via a gentle ramp, while trees in the background provide a natural setting. Soft evening light gently illuminates the cabin.

Apartment in Ludlow

4.92 out of 5 average rating, 279 reviews

Okemo Vermont Getaway

Home in Rochester

4.95 out of 5 average rating, 198 reviews

The McKinley House

The exterior of a cozy house is presented, featuring a sloped metal roof and green siding. Large windows with white trim provide natural light. Lush greenery and trees surround the property, creating a serene atmosphere, while a pathway leads toward the entrance.

4.96 out of 5 average rating, 104 reviews

Ludlow Village/Okemo Shuttle - Oma K's Kottage

A snowy landscape is visible outside the house, with a blanket of white covering the ground. A brown dog stands near the edge of a porch, surrounded by snow-covered trees and hills in the background. A small table and chairs are seen, dusted with snow.

Home in Cavendish

4.93 out of 5 average rating, 104 reviews

Renovated Vermont Schoolhouse – Close to Okemo

The farmhouse is situated in a vibrant natural setting, framed by colorful autumn leaves. A gravel path leads to the white exterior of the house, which features a sloped roof and a well-kept lawn with shrubs, enhancing the tranquil rural landscape.

4.79 out of 5 average rating, 179 reviews

19th Cty Vt Farmhouse 100+ Acres

A charming red house with white trim features a covered porch and a blue front door. Stacked firewood is visible beside the entrance. Surrounding trees exhibit autumn colors, enhancing the rural setting.

Cabin in Grafton

4.82 out of 5 average rating, 223 reviews

Charming Fully Renovated One Room Schoolhouse

Family-friendly home rentals with a pool

Top guest favorite

A clear blue pool is surrounded by a stone patio and lush green landscaping. Two lounge chairs are positioned nearby. A flagpole is visible in the background, and a hanging planter adds a touch of color.

Guesthouse in Ticonderoga

5 out of 5 average rating, 215 reviews

Chilson Brook Alpacas

A spacious backyard features a clear swimming pool bordered by a wooden deck. Colorful flowers accent the landscape, and sun loungers invite relaxation. The two-story residence showcases large windows, blending the indoor and outdoor environments, with an umbrella providing shade beside the pool.

Guest suite in Killington

4.95 out of 5 average rating, 148 reviews

Cozy, spacious, 3 bedrooms, 4 beds, swimming pool.

The exterior of the cottage features a warm wood facade with red accents. Large windows allow natural light to fill the interior. A spacious deck is visible, equipped with a grill and outdoor seating, providing a comfortable area to enjoy nature.

Home in Granville

4.96 out of 5 average rating, 146 reviews

Epic Views of the Green Mountains

The spacious great room features a wood-burning fireplace and is furnished with two comfortable sofas and a wooden coffee table. A large flat-screen TV hangs on the wall, and natural light emanates from the surrounding windows. A dining area with a circular table is visible in the background.

4.91 out of 5 average rating, 101 reviews

Walk to Okemo Ski Lift - Private Classic VT Ski Ch

An indoor pool area is highlighted by a spacious swimming pool. Natural light enters through large windows, offering views of the outdoor patio. Seating areas with chairs are arranged along the walls, complemented by warm-toned curtains.

Condo in Ludlow

4.93 out of 5 average rating, 110 reviews

One Bedroom Suite Near Okemo

An indoor swimming pool is depicted with clear blue water, featuring multiple lanes marked by buoy lines. Surrounding areas include seating and wood-paneled walls, providing a spacious and inviting atmosphere for relaxation and recreation.

Condo in Killington

4.82 out of 5 average rating, 257 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

An outdoor pool area is showcased with a well-maintained pool surrounded by a paved deck. Sun loungers are placed at various points, accompanied by red umbrellas for shade. The backdrop features a multi-story building, enhancing the serene atmosphere of the space.

Condo in Killington

4.78 out of 5 average rating, 308 reviews

Serene Top Floor Condo (resort style amenities)

A dining area is set with a wooden table adorned with plates and glassware, complemented by a stylish chandelier overhead. In the background, a comfortably furnished living area features a sofa and a smart TV, creating a welcoming environment.

Condo in Killington

4.89 out of 5 average rating, 162 reviews

Modern Killington Farmhouse Condo: Close to Resort

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