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Family-friendly vacation rentals in Mount Holly

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Top-rated family-friendly rentals in Mount Holly

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

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A wooden dock stretches into the calm waters of Lake Sunapee, surrounded by gentle hills. Several boats are secured at the dock's edge, and the surface of the water is perfectly mirrored, reflecting the clear sky and distant landscape.

Cottage in Newbury

4.87 out of 5 average rating, 119 reviews

Country Cottage

Charming cottage with 3 bedrooms just a small walk to Sunapee lake. You can enjoy swimming off the dock or explore one of the many harbors on the lake. Mount Sunapee is just around the corner (2 minute drive) and offers many fun activities for the whole family. Including zip lines, mtn biking and much more. Sunapee State beach is also within walking distance or just a short drive away. Offers large sandy beach. This rustic cottage is a perfect place to make memories with family and friends.

A cozy living room is displayed, featuring plush seating arranged around a central coffee table. A ceiling fan provides light, while natural light filters through glass-paneled doors. A fireplace is centered between the doors, adding warmth to the space.

Home in Rutland

4.81 out of 5 average rating, 347 reviews

Home Sweet Home

Single family house within walking distance of downtown Rutland. Many restaurants, bars, movies, bowling, farmer's market, etc to do. 15-20 minute drive to Pico and Killington. 30 minutes to Okemo. Mountain bike parks near by- Pine Hill, Killington and Okemo. Adventure park at Killington. 4 bedrooms, 1.5 baths. House sleeps 8+comfortably. Room for more if needed. Keurig coffee maker in kitchen, microwave, toaster, crock pot. Kitchen is fully furnished. AC units on first floor and second.

A charming cottage is nestled on a grassy knoll, surrounded by trees and wildflowers. The front porch welcomes visitors, while a gravel driveway leads up to the entrance. Bright blue skies enhance the serene outdoor setting.

Cottage in Chester

4.91 out of 5 average rating, 162 reviews

Green Mountain Country Cottage

Four bedroom cottage centrally located within less than 35 min. of 4 ski resorts, and next to the former Tater Hill golf club. Access to snowmobile trail on site, X-country skiing, hiking, fishing, shopping, restaurants, state parks nearby. In summer and fall mushroom foraging is very productive. For history buffs there is a revolutionary war era cemetery next to the property. Sleeps 10 to 12. The cottage is only available to family groups or responsible adults over 25. NO PARTYING ALLOWED.

A spacious living room features a textured red carpet and a large beige sectional sofa, complemented by a wooden coffee table. A stone fireplace is situated against one wall, with large windows providing views of the surrounding greenery. Decorative plants and artwork enhance the inviting space.

4.87 out of 5 average rating, 114 reviews

4 Bedroom Family Ski House w/ WiFi, cable!

This family heirloom sits tucked away in the trees just off of Chester Mountain Road. Short trips to Bromley, Okemo, Stratton and Magic Mountains. Sleeps 8 comfortably with room for up to 10 on pull out couches. You will fall in love with the retro feel of this house, it's straight out of the 1980's, and has kept that charm over the years. We have consistently updated it with all of the amenities needed to relax, including Air Conditioning, High Speed wifi, Cable, big screen TV and sound bar.

Top guest favorite

A comfortable living area features a dark leather sofa with two accent pillows and a coffee table atop a patterned rug. A dining table with four chairs is positioned nearby, and natural light enters through a window dressed with light curtains. Wall decor includes vintage skis and decorative deer antlers.

Apartment in Wilmington

4.91 out of 5 average rating, 134 reviews

Globetrotter Retreat too - Minutes to the Mountain

Newly renovated, fully furnished in heart of quaint mountain village; minutes to Mount Snow, Green Mountains & lakes. Year round outdoor activities: snow sports in winter, watersports/hiking in summer. Quiet 1 bedroom apt on 2nd floor sleeps 4 people in comfort. Private balcony overlooks tranquil woods & rolling river. Steps to restaurants, bars & shopping. Supermarket is a short walk. Free Moover bus stop across the street ride for free to local destinations! 18 years or older guests only.

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.

A serene lakeside view features a wooden deck surrounded by lush green trees. Two yellow kayaks are positioned along the water's edge, with a small floating dock visible in the distance. The calm water reflects the blue sky and nearby hills.

Cabin in Sunapee

4.97 out of 5 average rating, 119 reviews

Cozy waterfront cabin Perkins Pond

Come relax, unwind and enjoy the year round beauty and fun at our cabin on Perkins Pond! Many activities to enjoy with each season.. Kayak, canoe, fish and swim or float, nap on the hammock in summer months.. Walk, hike and enjoy the awe of Fall color.. Snowshoe, skate, ice fish, cross country ski on the frozen pond during winter and enjoy downhill at Mt Sunapee just 8 min away or just relax by the wood stove!! Make special memories with your family and friends here at our special place!!

A wooden bookshelf showcases a variety of colorful books arranged neatly. A ladder provides access to a cozy lofted sleeping area, while a blue cabinet and framed art complete the space. A clock hangs on the wall, adding a functional touch.

4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

Beautifully restored 18th century farmhouse situated on 4.6 private acres within a 180 acre working farm. Five bedrooms, wood stoves, ample living space, and a cheery sun room with gorgeous views make this house one of a kind. Our backyard features an in-ground, heated, salt water swimming pool (open May to mid-Oct), fire pit (open year-round), large outdoor dining table, gas grill, and a deck with lounge seating and jacuzzi (open year-round). Parties and events are not allowed.

Top guest favorite

The spacious A-frame home is set against a backdrop of vibrant trees and lush greenery. A well-manicured hill leads to the house, which features large windows allowing natural light to fill the interior. The bright blue sky complements the tranquil outdoor scenery.

Chalet in Dover

4.97 out of 5 average rating, 113 reviews

Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB

Charming spacious A-frame with lots of natural light, beautiful scenery and wrap around deck. Property features a long rolling hill perfect for sleigh riding or 75' slip n slide, tennis court, firepit, and 5 acres of Green Mountain Nat'l forest and brook. Home has 3 bedrooms + loft area.. 5 miles to Mount Snow, and minutes to golf course, bars/restaurants and lakes. This house is action packed inside and out with hot tub, 200' zipline and "unlock the box" scavenger hunt.

Condo in Killington

4.78 out of 5 average rating, 176 reviews

Amazing,Ski, Golf, Hike, Bike, Adventures

Killington has become a wonderful 4 season resort area that satisfies many tastes. You can hike, play golf ,swim, bike, ski-snowboard, or just lay back and enjoy the surroundings. You can go to the Killington website to find out what is happening. Please go to the Killington website to get complete information before you go. There is also a Mountain Green website that will let you know which amenities are available during your stay. mountaingreen.com

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, 139 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. Water activities 2 kayaks 1 - 4 person paddle boat

A green, grassy area is framed by tall, slender trees. Two benches are positioned on either side, offering a place to sit and admire the expansive view of distant hills and valleys under an overcast sky.

Apartment in Chester

4.89 out of 5 average rating, 501 reviews

Beautiful 2 Bedrooms in Mountains w/ full kitchen

Ready for a Vermont getaway? In heart of ski area w/ A+restaurants & charming villages are two cozy bedrooms on 2nd fl of larger apt complex. Each bedroom has separate toilet/sink room, shared shower room for your and your guests alone. Hallway living room at one end with 2 couches, desk and TV Other end is full compact kitchen with dishwasher, stove and over, full size refrigerator, coffee maker and microwave.

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Popular amenities for Mount Holly 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!

A private hot tub is illuminated with soft blue lights, creating a relaxing atmosphere. The hot tub features multiple jets and is surrounded by wooden walls and a partially covered area, ensuring privacy. Warm ambient lighting enhances the tranquil setting, inviting relaxation.

Chalet in Killington

4.84 out of 5 average rating, 250 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

Farm stay in Valley Falls

4.89 out of 5 average rating, 223 reviews

Country Getaway Lodge / Ranch

A game room is illuminated by large windows, providing views of the greenery outside. A foosball table sits prominently, alongside a multi-sport game featuring a basketball hoop and a net for volleyball. The space encourages active play with a modern and inviting setup.

4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

A well-lit outdoor Jacuzzi features soothing water jets, creating a relaxing ambiance. The water is illuminated with soft lights, enhancing the tranquil setting. Visible edges and seating areas allow for comfortable relaxation. Surrounding space remains dark, emphasizing the warm glow of the Jacuzzi.

Chalet in Stockbridge

4.92 out of 5 average rating, 181 reviews

Killington ski house winter MTbike -new jacuzzi

An inviting entryway features warm wood paneling and a bench against the wall. Hooks are mounted for coats, and a spacious mat lies underneath. Natural light enters through a window, illuminating the area, with a door leading to the main living space.

Chalet in Killington

4.87 out of 5 average rating, 248 reviews

Large Chalet; Sauna, Hot Tub; Walk to Trail

A spacious living area features large windows allowing natural light to fill the room. A comfortable sectional sofa is arranged around a coffee table, and a TV is positioned near a wood-burning fireplace. A decorative artwork of a bull's head adorns the wall.

Condo in Killington

4.97 out of 5 average rating, 144 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

A spacious deck extends over the water, featuring wooden railings and two Adirondack chairs. A covered dock provides access to the calm lake, surrounded by lush greenery and distant forested hills. The soft reflections on the water create a serene atmosphere.

4.83 out of 5 average rating, 150 reviews

Expansive Lakehouse with Jacuzzi

Family- and pet-friendly home rentals

A classic white farmhouse features a welcoming front porch with two red rocking chairs. A row of yellow daffodils adds a vibrant touch to the landscape, while the cloudy sky provides a soft backdrop to the historic architecture.

Farm stay in West Brattleboro

4.94 out of 5 average rating, 132 reviews

Lilac Ridge Farm House

A winter scene depicts a cozy log cabin surrounded by snow-covered trees. The wooden structure features a sloped roof and large windows. A path leads to the front porch, which is adorned with holiday wreaths, inviting guests to enjoy the serene winter landscape.

4.89 out of 5 average rating, 296 reviews

April/May special So Vt Cabin Mt Tabor Treasure

A sprawling grassy yard is surrounded by trees, providing natural shade. A wooden deck and seating area are positioned in the background, inviting outdoor relaxation. The white house is visible beyond the tree line, contributing to the serene countryside setting.

Home in Readsboro

4.86 out of 5 average rating, 125 reviews

Beautiful Vermont! (Pet Friendly)

Tiny home in Jamaica

4.94 out of 5 average rating, 1,258 reviews

Apple Blossom Cottage: A Tiny House

Home in Rochester

4.95 out of 5 average rating, 196 reviews

The McKinley House

A spacious two-story house is displayed surrounded by a lush green lawn, with a durable metal roof and a screened porch extending along the front. Tall trees provide shade, creating a serene outdoor atmosphere, while a gravel path leads to the entrance.

Home in Cavendish

4.83 out of 5 average rating, 151 reviews

Okemo-Ludlow, fireplace, hottub, sleeps 13

Top guest favorite

Chalet in Wells

4.9 out of 5 average rating, 143 reviews

Views! Entire Chalet, FAST Wi-Fi, All 18 Acres

A cozy living space features a light blue sofa adorned with colorful pillows, paired with a red coffee table. A world map hangs on the wall above the sofa. A black shelf displays books, and a small desk with a computer is situated next to a wooden chair.

Guest suite in Norwich

4.97 out of 5 average rating, 113 reviews

"Downtown" Norwich Apartment

Family-friendly home rentals with a pool

A well-maintained tennis court is enclosed by a chain-link fence, surrounded by lush greenery. A picnic table sits on the grass near the entrance, providing a spot for relaxation before or after a game.

Townhouse in Dover

4.96 out of 5 average rating, 148 reviews

Bear's Den - Mt Snow Townhome w/ Heated Pool!

Guest suite in Killington

4.95 out of 5 average rating, 145 reviews

Cozy, spacious, 3 bedrooms, 4 beds, 5 mi to K Rd.

A swimming pool is surrounded by lush greenery, inviting relaxation and enjoyment. The clear blue water reflects the surrounding landscape, providing a refreshing appeal. A person is seen in the water, engaged with a floating device, highlighting the leisure activities available at the property.

Guesthouse in Granville

4.9 out of 5 average rating, 896 reviews

Moon Valley Country Retreat no clean fee pets yes

A tennis court is set against a backdrop of lush trees and greenery. The court features a smooth, hard surface with clear white lines marking the boundaries. A net stands in the center, ready for play.

Condo in Killington

4.8 out of 5 average rating, 107 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

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, 307 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

A cozy living area features a stone fireplace, providing warmth and a focal point in the room. Two brown sofas are positioned around a coffee table. Soft lighting from a nearby lamp creates a comfortable ambiance, complemented by large windows letting in natural light.

Condo in Killington

4.93 out of 5 average rating, 451 reviews

Pico discounted 1 bedroom 1 nght Ok shuttle

Quick stats about vacation rentals that are family-friendly in Mount Holly

Total rentals
170 properties
Nightly prices starting at
G$25,255 GYD before taxes and fees
Total number of reviews
4.9K reviews
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
100 properties have a dedicated workspace

Destinations to explore