
Family-friendly vacation rentals in Mount Holly
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Mount Holly
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Newly renovated. Minutes to Slopes & Trails
Healdville Hideaway has 3 acres of rural charm located on the backside of Okemo Mountain. Charm is a plenty in this 1500 SF single story, newly renovated home with views of the mountain & fields full of wildlife. This modern country decorated home provides the perfect comfortable setting for single or multi family enjoyment. The fully functional kitchen is available for making a quick snack or a full meal. The back acreage is perfect for building a snowman or doing a little cross country skiing.

Glamping Cabin with Private Pond and Mountain View
This little glamping cabin with cozy woodstove is set at the far edge of a field overlooking a wildlife pond, seasonal fountain, and mountain. It is a peaceful place, surrounded by beauty, and special not just for these amenities but because it is improbably located on four private acres right in Manchester Center. The property abuts 70 acres of preserved land, but is steps from Main Street and all the shopping, dining, and outdoor options that this lovely year-round tourist town has to offer.

Mapleside Escape: Sugar/Ski house
Your Mapleside Rustic Retreat awaits! This gem is nestled amidst the picturesque landscapes of southern Vermont and only a 12 minute drive to Okemo/Jackson Gore, 35 minutes to Killington/Pico. If the season is right it offers the unique opportunity to see some pure VT maple syrup being made! Skiing, snowboarding, hiking and mountain biking trails await, making this spot an ideal base for year-round fun. Come explore nearby towns which offer charming shops, dining, and cultural experiences.

Stunning Okemo Views - 3BD 3BA on 10 Private Acres
Recently constructed on ten private acres with captivating views of Okemo. Three BR, three full bath, air conditioned modern chalet, just 1.5 miles from downtown and 3 miles from Okemo’s base areas. Epic views of Okemo and surrounding mountains from every room. Cozy around the fireplace in the living room or enjoy smores outside by the firepit, or unwind on the deck. Lower level has second living room great for kids with large TV, comfy couches, Pac Man arcade, foosball and board games.

Inviting studio apartment above barn in Vermont
This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

Peaceful Ludlow Base 5 minutes to Okemo
Newly renovated, clean 1 BR apt. in historic house 2 blocks to town, 5 minute drive to Okemo, Buttermilk Falls, and 2 minute walk to the Ludlow Farmers Market. Enjoy complimentary coffee and local maple syrup while overlooking the town of Ludlow. Make yourself at home with a full kitchen/bath, wall-mounted flat screen TV, king bed, and comfortable futon. Free EV charging available. Kayaking, hiking, and golfing close by. We are dedicated to ensuring a top-notch experience!

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub
This newly-renovated historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 250 acre property.

Private Cabin/PetsOK/Minutes to Okemo/AC/Fast Wifi
Enjoy the beauty of Vermont at our private cabin. Situated on acres of woods next to a small creek, the cabin is 15 minutes to Okemo Mountain, excellent hiking on the Appalachian Trail and scenic Vermont towns for dining and shopping. With a queen bed loft, a double bed bedroom and a pull out sofa, the cabin sleeps up to 4 people. The kitchen is nicely equipped and there is a charcoal grill outside. High speed fiber optic internet will keep you connected. Max 2 pets allowed.

River House Apartment - Dog friendly
Entire downstairs of a house with one double bed. There is nice bathroom with shower. There is a microwave, coffee, massage chair, outdoor grill and picnic table. Internet and cable provided with fire stick for the TV. Fire pit and hot tub are shared by other guests. Up to three and all size dogs or pets are allowed and welcome. The three acres has a lovely place for them to run and has been sprayed for ticks and mosquitos. Please note: key replacement $30 if lost or taken

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub
Welcome to the Okemo A-Frame! With an oversized deck, featuring outdoor dining, a barrel sauna, and hot tub you'll enjoy the outdoors year round. Enter into an open-concept dining area, kitchen, and living room with stylish mid-century malm fireplace. Take your rest in one of the three bedrooms or cozy up on the indoor floor hammock. Located 10 minutes from Okemo Mountain Resort and the town of Ludlow enjoy skiing, shopping, dining, and all that Vermont has to offer.

Love Shack Yurt on Star Lake (100% off grid)
Glamping at its finest. Bring everything but the bed. Enjoy sunsets and star gazing lakeside. No running water or electricity. Clean & custom built outhouse for a toilet. You will need to bring bedding, size king. Please note: self cleaning policy. Leave it in great condition for your fellow travelers. Woodstove for heat, provide your own wood. One King Bed with mattresses and top sheet ONLY. IG@YURTlilyPAD

Cozy Poultney Village Apartment
I enjoy booking my two-story in-law apartment with a private entrance, which is attached to my 1850 Poultney Village home. I am located a block from Main Street with shops, books, and eateries. I am in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We am also located a mile from the NY border and the entrance to Lake George and the Adirondacks.
Popular amenities for Mount Holly family-friendly rentals
Family-friendly home rentals with a hot tub

~The ClubHaus~

2 Doors Down - Modern Farmhouse in Downtown Ludlow

Cozy Log Cabin with Hot Tub | 1/2 mile to Okemo

Beautiful Timber Frame Retreat

Winterplace - Steps away from Slopes

Special Retreat in Nature, Woodfired Tub

Hot Tub Farmhouse - Buttercup Studio - Jamaica VT.

Newly renovated private space on Ascutney Trails
Family- and pet-friendly home rentals

Little Red House Vermont

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Vermont Hill Top Studio

Modern Okemo Smart Cabin - As Seen On DIY Channel

Cozy Contemporary Downtown Texaco

Comfortable farmhouse with stunning views

Gristmill Cabin overlooking peaceful brook.

Beautiful Guest House near Bromley, Magic, Okemo
Family-friendly home rentals with a pool

Comfy ski in/out studio at base of Pico-Killington

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

One Bedroom Suite Near Okemo

Newly renovated ski retreat at Killington

SKI ON/OFF Spruce Glen C | AC | Sauna| Fireplace

Cozy Vermont Antique Sugar House with Fireplace

Cozy condo within walking distance to the slopes.
Quick stats about vacation rentals that are family-friendly in Mount Holly
Total vacation rentals
Explore 170 vacation rentals in Mount Holly
Nightly prices starting at
Mount Holly vacation rentals start at € 103 per night before taxes and fees
Verified guest reviews
Over 4,940 verified reviews to help you choose
Pet-friendly vacation rentals
Find 60 rentals that welcome pets
Vacation rentals with a pool
40 properties feature pools
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Wi-Fi availability
170 of Mount Holly vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Mount Holly rentals
4.8 Average rating
Mount Holly stays are highly rated by guests—averaging 4.8 out of 5!
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- Family-friendly rentals Rutland County
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- Family-friendly rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Lake George Expedition Park
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Bromley Mountain Ski Resort
- Hooper Golf Course
- Lucky Bugger Vineyard & Winery
- Northern Cross Vineyard
- Autumn Mountain Winery
- Fox Run Golf Club
- Ekwanok Country Club
- Brattleboro Ski Hill
- Montshire Museum of Science