Family-friendly vacation rentals in Charleston

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Charleston

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

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Guest favorite

Home in Stowe

4.97 out of 5 average rating, 120 reviews

Cozy Mountain Home w/Million $ View

Privacy, awesome views of Trapp Family Lodge and Stowe Mountain Resort. 5 min drive to town and 10 min to ski area. Home to famous visiting musicians thru the years including the recording of Phish's " Story of the Ghost ". Family or a group love it! My home offers a great open space to relax in front of the fire and enjoy the company of friends and/or family. It easily accommodates a lot of people. The entire house is for rent although less is open for discussion as well, just ask. I stay in an apartment next door so am readily available should anyone have a question. In the winter it is best to have snow tires or four wheel drive to access the property. I am around however to assist if you need help getting up the hill. The road and driveway are both maintained very well but this is Vermont and we get a lot of snow!

Top guest favorite

Home in Lake Elmore

4.95 out of 5 average rating, 143 reviews

Panoramic Mountain Views. Quiet, Private & Clean.

Your Stowe Area Home with a Panoramic Mountain View. This clean, smoke free, newly built home has all the amenities for a wonderful Vermont vacation. Close to everything yet private. Our home is a comfortable space for families & friends on an adventure, getaway, staycation or as a remote work place. Located on 1.5 acres in Lake Elmore, VT you'll enjoy both peace and beauty. The Lake & Elmore State Park are only 1/2 mile away. The classic New England village of Stowe is our close by neighbor.

Superhost

Apartment in Morristown

4.92 out of 5 average rating, 221 reviews

Cozy Country Apartment with private hot tub

Our bright, cozy one bedroom apartment is a great spot to use as the hub for your vacation travels or to just relax. We're in a quiet country setting, yet close to area activities. Enjoy a soak in the Hot Tub! Conveniently located between Morrisville and Stowe, we're close to many dining options, some of the best breweries, hiking, biking ,skiing and snowmobiling in northern Vermont along with many other recreational and tourists activities. A great place to enjoy the beauty of Vermont.

Top guest favorite

Chalet in Whitefield

4.97 out of 5 average rating, 261 reviews

Mountain View Chalet

Welcome to our Mountain View Chalet! With a gorgeous mountain vista this home is centrally located to area attractions! Mountain View Grand Resort is just down the road. Bretton Woods & Cannon are a short drive. Hiking trails, lakes, ski, & snowmobile trails all close by! Close to Littleton, Bethlehem, & Lancaster! Enjoy the landscaped back yard w/ fire pit & screened in patio. Hang inside & enjoy the view from the sunroom, or snuggle up on the couch in the cozy living room with wood stove.

Guest favorite

Apartment in Stowe

4.87 out of 5 average rating, 359 reviews

Sterling Suite at 109 Main

This beautiful 2 bedroom suite has it all. Upon entering, you can't help but notice the historic charm and the original hardwood floors underfoot. Look out the windows to see magnificent views of a quaint New England main street. Restaurants, retail shops, cafes and so much more await. After an adventurous day in Stowe, you'll find yourself unwinding in this tastefully decorated apartment with all the amenities of home. Cozy furnishings, comfy bedding and our little town await your arrival!

Guest favorite

Cottage in Whitefield

4.96 out of 5 average rating, 238 reviews

Private Pond Escape: Luxe Cottage/Private Isle

Luxurious Cottage on pristine private pond with outdoor wood fireplace and gas fire table. Cross graceful bridges to your Private Island with screened gazebo. Perfect getaway! Have coffee or cocktails on the deck with mountain and lake view or hike the trails on our 68 acres to the Gold Mine Trail. With a full kitchen, fine china, new shower, Jacuzzi bathtub, electric fireplaces, and two workspaces, this dog-friendly luxury cottage has it all! Make memories in this charming retreat!

Guest favorite

Cabin in Barton

4.81 out of 5 average rating, 159 reviews

Charming lake cottage on Crystal Lake! Boats! R&R!

Lakeview Cottage is adorable and located on one of Vermont's cleanest and most beautiful lakes, Crystal Lake! It's in the heart of the Northeast Kingdom, in the charming town of Barton. Sit around the outdoor firepit and soak in the view! You're just steps away from beaches and a dock. You'll find great swimming, fishing, boating, hiking, golfing, and mountain biking. Use our canoe or kayaks! Plus, Hill Farmstead Brewery is a short drive away. Beers there are rated best in the world!

Top guest favorite

Cabin in Hyde Park

4.96 out of 5 average rating, 278 reviews

Serene Country Cabins 2 In the heart of Vermont

My place is close to Stowe, Smuggler's Notch and within 15 minutes of 6 breweries. It is nestled in the woods with some views, art and culture, farms, hiking trails, lakes, 3 major ski resorts, snow machine trails, and 3 miles from the down town shopping plazas. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). Our bedrooms offer a create a king to accommodate guests who prefer a king bed and guests who prefer twin beds.

Guest favorite

Home in Lyndon

4.94 out of 5 average rating, 182 reviews

Scenic VT Vacation Home: Kingdom Trails/Burke Mtn

Bike the Kingdom Trails, ski Burke Mountain, Jay Peak, hike our woodlands and enjoy spectacular stargazing from one of the loveliest panoramic views in Vermont’s Northeast Kingdom. Our beautiful uniquely designed four-bedroom, 8 beds, two full bath vacation home includes 37 acres with spectacular, stunning views of Burke Mountain and the Kirby Mountain Range. This spacious vacation home is a quintessential Vermont gem with breathtaking mountain and valley views from every room.

Guest favorite

Home in Stowe

4.98 out of 5 average rating, 159 reviews

Spacious Eco-Friendly Stowe Home for Family Fun

Vacation/Work Remotely or both in this 5 BR and 5 BA gorgeous mountain eco-friendly home. FIBER 100 meg symmetrical wifi, a quiet workspace with desk, monitor, and printer. Fully stocked kitchen, ping pong, fire pit, large family space but quiet spaces too, and 3 ensuite bedrooms! Conveniently located close to town and a short drive to skiing. This is a great family space to reconnect or a space to work remotely for a change of pace.

Guest favorite

Home in Lowell

4.93 out of 5 average rating, 122 reviews

Tranquility Lodge Vermont

Luxury awaits in this custom crafted 4000’ log-home, offering 5 bedrooms 4 bathrooms. 360 views of the Jay Peak valley. This gem of a rental is just 12 miles from Jay Peak Resort. Need more space? Inquire about additional on site Treehouse and Cabin rental. Pets welcome with collection of pet fee prior to arrival. All guests required to be in compliance with Vermont state guidelines related to travel during COVID-19.

Guest favorite

Cabin in Cabot

4.94 out of 5 average rating, 216 reviews

Cabot Cabin on a Road Less Traveled

Our cozy 1830's cabin right down the road from a famous breathtaking view over the Northeast Kingdom. Our cabin is undeniably rustic but furnished with well-loved antiques. Open floor plan - bebdrooms open to house. DSL wifi /smart TV. Natural landscape, right on a well-maintained dirt road not far from the main road & Cabot Village. Note: no pets, children 7yrs and up only.

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What guests are saying

Equipped Cottage w/ SAUNA in VT’s Green Mountains

4.95 out of 5 average rating, 167 reviews2 months ago

We had an amazing time and a huge part of it was because of this house and owners! Exactly what we needed and the house was like a home away from home! Everything we could need was there we just had to bring ourselves! Any questions were answered very quickly! The house was exactly as pictured and described and the beds are very comfortable! We would absolutely stay here again!

Home in Johnson

What guests are saying

Private & Intimate Cottage In Eastern Townships

4.92 out of 5 average rating, 128 reviews1 month ago

very nice experience at the cottage - kids liked it and we had lots of games and puzzles to do on a rainy day. interior stair will be remebered :) saw lots of deer and two wild turkeys every day on the gravel road to keep in mind when driving. ski is few minutes alway with a car. most of the close by restaurants (30min away) open after thursdays, so we were goint at the owls head hotel restaurant- not bad but need reservation on a busy days. overall excelent 5 day ski vacation. kuddos to the owner.

Chalet in Mansonville

What guests are saying

Across from Tram Side Entrance of Jay Peak Resort

4.95 out of 5 average rating, 191 reviews6 days ago

Amazing stay and an unforgettable experience! The location was perfect, just minutes away from the slopes, making it super convenient. The cozy atmosphere and stunning mountain views were incredible. What was even more incredible were Delaina & Chuck. The friendly hosts went above and beyond to ensure we had everything we needed. I highly recommend this place for anyone looking for a fantastic ski getaway! 🏂❄️

Apartment in Jay

What guests are saying

"The Stuga" a quaint cottage with sweeping views

4.98 out of 5 average rating, 252 reviews2 months ago

This was our second stay at the Stuga. Last time was in May so we wanted to come back in the winter for some snow fun. Did some sledding at the house and some snowshoeing at Barr Hill Nature Preserve just up the street. A lot of fun and beautiful as always. Nancy and Bob are great hosts, always responsive. Will be back!

Cottage in Greensboro

What guests are saying

New Remodel w/VIEWS! on 20 Acres!

4.95 out of 5 average rating, 184 reviews1 month ago

Kim was super kind and went above and beyond to help me sort out a situation even before our arrival. The home is located in a quiet beautiful area, it is super comfortable, beautifully decorated. The beds were very comfortable. We had plenty of towels and linens. My kids enjoyed playing games in the basement, and my husband and I enjoyed watching TV and reading by the fireplace. I highly recommend Kim's place.

Home in Stowe

What guests are saying

Absolutely Gorgeous Vermont Cottage

4.96 out of 5 average rating, 277 reviews3 months ago

Romantic rustic meets comfortable casual – this Cottage is one of our favorite Airbnb stays. The charm and coziness set it apart. The enclosed porch became our sanctuary – perfect for morning coffee, computer work or writing. Designed for couples, the space includes a well-sized kitchenette and bathroom. The on-demand hot water was a game-changer – plenty for showers and dishwashing. We stayed over Christmas, and despite -11° temperatures, the Cottage stayed warm. Setting the HVAC to 65° kept it cozy. Check-in was seamless with the smart lock, and the fast WiFi kept us connected. The mix of rustic charm and modern convenience made this a special stay. Morse Sugarworks is 2 minutes away; we developed an addiction to maple creamees. Tip for future guests – 1. pack local maple syrup in checked luggage; TSA considers it a liquid. 2. There’s little cell service; download offline maps to your phone. (You can thank me later) We can't recommend this place enough and hope to return soon!

Guesthouse in Montpelier

What guests are saying

177 South Main

4.95 out of 5 average rating, 131 reviews3 months ago

We visited Helena's Place in Stowe January 3-8 for a Winter Wonderland trip with our daughter, son-in-law, and their three young children. Not only is the home perfect for a family of seven, it's walking distance to the Main Street shops and restaurants as well as an easy drive to several lodges for more fun activities. The home was stocked with lots of meal prep essentials, such as spices and cookware, etc. The bedrooms, living and dining areas are very comfortable. Fortunately, it snowed just prior to our arrival and throughout our stay, so the grandkids (and adults) were able to experience playing in the snow and sledding down the mini hill just outside the back door. We're residents of southeast Georgia, so it was a "first" for the grandkids! We're already contemplating when we can plan our next trip to Stowe and the first home we'll check for availability will be Helena's Place.

Home in Stowe

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