
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.

NEK Base Camp and Retreat w/ Sauna
Nestled in a corner of Vermont's Northeast Kingdom, this basecamp with private sauna is the perfect place to relax after a day of activities. After an action packed day, treat yourself to a few cycles in our sauna Adventures are everywhere in the NEK. 100+ miles of mountain biking. Skiing at Jay Peak, Burke Mountain and Lake Willoughby Backcountry. 100s of miles of ATV and Snowmobile trails. You'll find classic Vermont adventures, not to mention Golf, fishing, and hiking you can embark on.

Hilltop Guesthouse #1
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.

Scenic cottage Echo Lake, Charleston, Vermont!
This charming cottage is very quiet & private, with sweeping views of Echo Lake and surrounding mountains such as Bald and Wheeler. Perfect for a romantic getaway or a small family vacation. This winter the snow is as good as it gets. Cross country ski or snow shoe here or at the many trails nearby. Or just walk out onto the lake and smile. Message for conditions Bring your passports as Canada is just 20 minutes away with great food shopping and restaurants and scenic spots.. It is beautiful.

Private suite on a farm
Relax in the beautiful Northeast Kingdom on a small peaceful farmette & native plant sanctuary. We endeavor to make the space a cozy haven for you as well. Those efforts include reducing our environmental impact. We strive to be as plastic-free & organic as possible. We also compost & recycle and request that you do the same. We clean with Blueland products to create a healthy & welcoming space for all. Though the road crew takes good care, please note that the road is unpaved. Thank you!

The House of the Setting Sun, Private Apartment
The House of the Setting Sun is a great place to rest, relax & re-energize. Located in a family friendly neighborhood, while still within walking distance to restaurants & close to downtown Newport. The apt has its own dedicated WiFi, easy for working remotely. Downstairs is a room with a ping pong/pool table. You will have your own deck, where you can sit & enjoy a cup of coffee to begin your day or unwind with a glass of wine as the sun sets. Hosts on site and ready to assist if needed.

Cabin#3,Westmore lake, Hiking, Fall foliage, more
Four seasons cabin you can just walk into with just your bags. Cozy and comfortable located near lakes, golf, hiking trails, winter skiiing. 2 Adults,2 kids. Extra ADULTS $20.00 each per night You will find so much to do in the NEK!.Bedroom downstairs and bedroom up in the loft with 2 double beds. Info in cabin in cabin full of places to go and see and enjoy. Recently built. *Please note the minimum booking is for 3 days. Maximum is 7 days.*** Please leave cabin as clean as found. Cabin#3

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!

Alder Brook Cottage: A Tiny House in the Woods
From the moment you cross the cedar footbridge over Alder Brook, you'll know you're somewhere special. Featured in Boston Magazine and CabinPorn, Alder Brook Cottage is an inspired, rustic dream cabin located in the woods of Vermont's Northeast Kingdom. Surrounded by a crystal clear stream and 1400 acres of rugged forest, it is the perfect getaway for glampers looking to experience the tiny house life. Minutes away from Caspian Lake, Hill Farmstead Brewery & Craftsbury Outdoor Center.

Mother in Law Guest Suite.
Take it easy at this unique and tranquil getaway. A home away from home. 1 Bedroom (Queen Bed), private Mother in Law Suite, Fully stocked with everything you need. Cute Coffee bar, Wi-Fi/Streaming Services. Direct access to snowmobile/ATV trails. Enjoy the outdoors by a toasty fire pit, beautiful sunsets, direct access to Lake Memphremagog’s far south end, fishing and canoeing. Only a short 3 mile drive to downtown Newport. Only 30 minutes from Jay Peak or Burke Mountain.

Spring Hill Farm, coffee & hot tub
Private apartment w/hot tub for 4 & abundant amenities. Kitchen stocked w/ basics for cooking. Access to back yard with grill, fire pit & pond stocked w/ trout (for feeding). Access to 1 mile +/- of scenic wooded trails & beaver pond w/ pedal boat. Close to Burke Mtn, VAST & Kingdom Trails. Hosts on site & available if needed. DISH, smart TV, movies & games. Internet WiFi should be strong we now have fiber. Poor cell service. NO PETS. Please don't ask.

A-Frame river access
This Swiss cottage is a great place to get away from the city, relax and enjoy the outdoors. Whether it's for reading, sleeping, yoga, drawing, tea or board games; everything is well furnished. The land gives direct access to the river to the walking trail as well as private access for a bonfire. Where the stars shine even more, the beautiful Potton region offers a variety of playgrounds in the heart of nature. It's up to you to discover it!

Entire place, newly renovated
Spacious apartement with large kitchen and equipped with all the cooking essentials. Private room with a double size bed. 2 foldable beds available if needed. Storage space for bikes or skis in the lobby. Close from Stanstead's main attractions : 5 min walk from the stone circle, the bazar and the famous library. 5 min ride from Canusa street, the beautiful bike path, restaurants, Pat Burn arena, the bakery and the grocery store.
Popular amenities for Charleston family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic Log Cabin in Heart of NEK w/ Hot Tub

Scandinavian chalet with private hot tub & sauna

Darling Hill 1 BR Suite with Hot Tub and Sauna

Spruce Peak Lodge Studio Mnnt Views! | 1516

La Cabine Potton

Le Pain d'Épice Spa, Lake and Mountain

PrivateCabin-Kingdom Trails, Burke & Haystack NEK

The Binocular: Peaceful Architect Cottage
Family- and pet-friendly home rentals

Lake View Studio

Friendly pied-à-terre in Brome-Missisquoi

Beautiful Cabin in the Trees

The Kingdom A-Frame

Brookside Loft in East Haven

Peaceful Place to Enjoy Your Stay in the NEK

The Cabin

Relax, Zen condo, air-conditioned, countryside & lakes
Family-friendly home rentals with a pool

Hatley House - Pool, Garden, Cycling

Estrie and fullness

Jay Peak Ski in Ski out Condo

Lakeview condo with heated pool

Quiet stay on 76 acres land with pool!

Ski in Ski out - fantastic location on the trail

Lux Waterfront Cottage at FarAway Pond

Tiny cabin Pet-Friendly, Nature, Pool, Remote Work
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R3,021 ZAR | R3,021 ZAR | R2,762 ZAR | R2,503 ZAR | R3,331 ZAR | R3,435 ZAR | R3,021 ZAR | R3,021 ZAR | R3,021 ZAR | R2,779 ZAR | R2,762 ZAR | R2,762 ZAR |
| Avg. temp | -8°C | -7°C | -1°C | 6°C | 13°C | 18°C | 20°C | 19°C | 15°C | 8°C | 2°C | -5°C |
Quick stats about vacation rentals that are family-friendly in Charleston

Total vacation rentals
Explore 40 vacation rentals in Charleston

Nightly prices starting at
Charleston vacation rentals start at R1,381 ZAR per night before taxes and fees

Verified guest reviews
Over 1,480 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Charleston vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Charleston rentals

4.9 Average rating
Charleston stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals United States
- Jay Peak Resort
- Owl's Head
- Ski Bromont
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Omni Mount Washington Resort
- Le Vignoble du Ruisseau - Winery & Cidery
- Cannon Mountain Ski Resort
- Sherbrooke Golf Club
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Mt. Eustis Ski Hill
- Country Club of Vermont
- Val Caudalies - Vignoble & Cidrerie
- Le Club De Golf Memphrémagog
- Domaine Cotes d'Ardoise - Winery & Cidery
- Mount Prospect Ski Tow
- Domaine du Ridge
- Boyden Valley Winery & Spirits
- Vignoble de la Bauge
- Vignoble Domaine Bresee
- La Belle Alliance
- Vignoble Clos Ste-Croix Dunham
- Vignoble La Grenouille