Family-friendly vacation rentals in Charleston

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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

Guesthouse in Newark, Vermont, US

4.9 out of 5 average rating, 601 reviews

Hilltop Guesthouse

Our guest house is a private detached studio apartment. Close to many local activities, including Kingdom Trails mountain biking, V.A.S.T. snowmobiling, Burke Mountain Resort and beautiful Lake Willoughby. The full kitchen includes a refrigerator/freezer, range with oven, toaster, coffee pot, silverware, glassware, and cookware. The bathroom has an upright shower, and full linens and towels are provided. We invite you to come stay with us and spend time seeing what Northern Vermont has to offer.

Nov 12 – 19

R1,839 ZAR per night

Guest favorite

Cottage in Newport, Vermont, US

4.85 out of 5 average rating, 137 reviews

Pristine Lake Location in Vermont

Our cottage is located on Lake Memphremagog, an international lake shared with Canada. Visit our nearby hobby farm/children’s museum. Kayak, bike or hike to stunning natural settings or take day trips to a variety of interesting destinations, including maple sugar shops, alpaca or dairy farms, golf courses, a ski resort with indoor waterpark; or cross the Canadian border a few miles away and explore Quebec. A boat dock is available for use at our cottage with an access ramp a 1/4 mile away.

Mar 17 – 24

R3,080 ZAR per night

Guest favorite

Home in Lyndon

4.99 out of 5 average rating, 287 reviews

New England Christian Home/Kingdom Trails Members

Lovely Christian home, 6 miles from Burke Mountain, 4 miles to Kingdom Trails and East Burke, just across Route 114 from Darling Hill, Biking, Skiing, Cross Country Skiing, Snowboarding, Snowshoeing, Snowmobiling, Horseback riding, Bird watching, Wildlife viewing, Swimming, Boating, Walking, Sledding, Ice skating, Mountain Biking, Winter fat tire biking, Lake Willoughby and Memphremagog near by, ice fishing, canoeing and Kayaking. New England Scenery. Beautiful Winter, Summer, Spring and Fall.

Apr 16 – 23

R2,215 ZAR per night

Guest favorite

Home in Brownington, Vermont, US

4.99 out of 5 average rating, 116 reviews

Davignon Farm, Northeast Kingdom, Brownington, VT

Located between Burke Mountain and Jay Peak three miles from Lake Willoughby provides activities year round. The light and views from this quintessential Vermont farmhouse will amaze you! The property extends into the woods beyond the fields and 263 acres await your exploration. Open kitchen, new bathrooms, den and living room provide spacious comfort in this rural setting. The perfect couples getaway with a great location to take advantage of all the Northeast Kingdom has to offer!

Aug 30 – Sep 6

R3,475 ZAR per night

Guest favorite

Farm stay in Wolcott, Vermont, US

4.97 out of 5 average rating, 185 reviews

Private Studio Nestled in the Hills of Vermont

With a private entrance and mountain views, this studio features lots of natural light in the spacious bedroom and a fully-equipped kitchen, daybed nook and private bathroom with shower. Sitting up high in the fields and forest of northeast VT, Feel Good Farm is rich with wildlife, prime for woods walking/cross-country skiing, star gazing, and slowing down. Our 150 acres abut a 968-acre East Hill Wildlife Management Area. Hunters welcome! We're an easy drive to VT's best attractions.

Jul 2 – 9

R2,772 ZAR per night

Guest favorite

Apartment in Newport, Vermont, US

4.95 out of 5 average rating, 544 reviews

Big Green Victorian - Upstairs Quiet & Comfortable

The snow has come and The "Big Green Victorian" is a great place to stay while experiencing it! Right on the Canadian Border, this little City is surrounded by all the things you're looking for, scenic drives, skiing, winter biking, cross country skiing, hiking, walking, close to Jay Peak & its water park, breweries, restaurants & more! All without the crush of people. Come explore, stay & visit family, or friends, or do business. The "Big Green Victorian" hopes to welcome you here!

Apr 9 – 16

R2,277 ZAR per night

Guest favorite

Home in Mansonville, Canada

4.85 out of 5 average rating, 160 reviews

Chalet for rent in Potton Owl's head

Superb rustic chalet located on the mountainside in the canton of Potton.In a wooded area just 5 minutes from all services (SAQ pharmacy CLSC grocery store, etc.) Same distance from several tourist attractions such as: Mount Owl's Head,Golf Owl's head and Vale Perkins Beach of Lake Memphremagog which gives access to a beautiful boat descent.You will be not far from several other tourist attractions such as Mount Sutton, Jay Peak and Orford all less than 25 minutes from the chalet.

Jun 6 – 13

R2,070 ZAR per night

Guest favorite

Home in US

4.92 out of 5 average rating, 212 reviews

Northeast Kingdom, VT Clyde River House

Clyde River Farm & Forest's secluded Northeast Kingdom river retreat, the Clyde River House provides stunning views, shoreline, numerous birds, including bald eagles, nesting osprey, blue herons, and a pair of loons. Canoes and kayaks available for your use. Hiking, biking, cross country, downhill skiing trails, and snowmobile trails are within a short hike or drive of the house. Check out the many seasons of the Clyde River House. There's sure to be a time for you to visit!

Mar 5 – 12

R3,787 ZAR per night

Guest favorite

Cabin in Newport, Vermont, US

4.98 out of 5 average rating, 296 reviews

Sugar Hill

Come and embrace the majestic beauty of Vermont from Sugar Hill, a quaint log cabin nestled on 24 acres of beautiful countryside. Enjoy the views of the Canadian mountains from the front porch with a cup of coffee or a glass of wine; or wander around the pasture or woods behind the cabin. Close to both Jay Peak and downtown Newport, you can enjoy all those locations have to offer, or simply relax. Please note that the stairs to the 2nd floor are steeper than usual.

Oct 17 – 24

R3,377 ZAR per night

Superhost

Home in Irasburg, Vermont, US

4.83 out of 5 average rating, 442 reviews

Eco friendly. Military discount available.

If you are looking for a serene location that is nestled in the woods off a quiet country road and yet only 1 mile from the town square with its locally owned grocery store and gas station, you’ve come to the right spot! We are centrally located between Burke Mtn and Jay Peak resort, both being 30 minutes away. We sit 1/4 mile from the VAST trail and are near several lakes and hiking trails. Also close by is the Craftsbury Outdoor Ctr, Creek Hill Barn and breweries.

Oct 17 – 24

R2,258 ZAR per night

Guest favorite

Chalet in Mansonville, Canada

4.91 out of 5 average rating, 112 reviews

Private & Intimate Cottage In Eastern Townships

We have 8 acres of beautiful wood and IMHO a beautiful spot that we're continuing to gradually improve every year. It may be small but we really love it and it's got everything we need. I built this place myself based on plans I bought online in 2001 while working full-time and doing a masters degree. One day, we'll build our dream cottage at the top of our land to take in the spectacular views. But for now, the 3 kids and the jobs are keeping us more than busy.

Oct 15 – 22

R2,181 ZAR per night

Guest favorite

Home in Craftsbury, Vermont, US

4.89 out of 5 average rating, 211 reviews

Waterfront cabin

This one bedroom waterfront guest cabin is located on Great Hosmer Pond in the beautiful town of Craftsbury Common, Vermont. The owners of the property live in the main house. The cabin has access to the cross country ski trails of the Craftsbury Outdoor Center. Swimming dock on property with access to a canoe. The cabin is made of double tongue and grooved red western cedar. The cabin is available year round except for 'mud season'.

Apr 17 – 24

R2,528 ZAR per night