
Family-friendly holiday rentals in Charleston
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Top-rated family-friendly rentals in Charleston
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Popular amenities for Charleston family-friendly rentals
Family-friendly home rentals with a hot tub

The Rabbit Hole - Luxury Cabin in heart of Stowe
The house was perfect for us. We were a group of 8 and everyone had a comfortable place to sleep, plenty of space to move around, park our cars and sit while relaxing throughout the house. Ryan was so helpful and quick to respond if we had any questions. Lovely house, hope I get to return.

HAVRE DE PAIX cottage on Mont Owl's Head slopes
This spot is amazing and we will probably book again next year.

Huge deck, hot tub, foosball, surrounded by nature
Great stay at Jen’s beautiful chalet. Easy to communicate with and well equipped with many kitchen supplies and all the needed towels, linens, hairdryers, and a thoughtful welcome package. Only about 15 mins from the mountain and 10 mins to town. Thanks!

Beautiful Log Cabin Getaway
We had a lovely and relaxing stay. The cabin and surrounding property are beautiful, and Evangelyn was a wonderful host. If you’re looking for a peaceful, “home away from home” getaway, this is just the place.

Peaceful setting with Mountain Views
Home away from home! Susan was a fantastic host. She was very responsive and communicated quickly. This home was perfect for our group of 6 and it was extremely cozy! This was our first time in Vermont and it definitely exceeded all of our expectations. If you looking for a pleasant place to stay with amazing views, look no further than this adorable Airbnb! We skied in Stowe, toured the Ben and Jerry’s ice cream factory down the road and enjoyed some live music at the ZenBarn. I would highly recommend this property! We hope to visit again soon :)

Lux Waterfront Cottage with Private Island
Mary's Place on Faraway pond. Is absolutely amazing, the peaceful surroundings and quiet wildlife, makes you just not want to go anywhere else. The house has everything to make you want to not go anywhere else either The kitchen amenities would make Gordan Ramsey, jealous. The stars at night so many and so bright. Cant wait to return

Blue cottage near the lac, spa, fire place
We had a wonderful visit in the Eastern Townships and it was great to stay here. We appreciate everything!

Chalet Chïc Shack
Maxime was so nice and very quick to reply when we had a question. I was not expecting neighbours so close to the patio and the spa so there was not a lot of privacy when we were sitting outside.
Family- and pet-friendly home rentals

Your Own Perfect Little Cottage
Wow! What a beautiful setting & views!!! Creative sculptures and art ! Super comfy bed for us! Friendly for pets! If only I had been there longer , would have definitely worked on painting… very inspirational setting for artwork! Took lots of photos and we enjoyed seeing the art, architecture, Carolina poplar trees , grape honeysuckle, peony, and tiny pink lilacs!Hope to stay again in any season! Kitchen bits had everything we needed for a short stay. We had an additional cooler as well, that we brought which helped. Nice hot shower too! Small bathroom next to pantry very functional but no privacy as open to pantry. Gotta be very comfy and not shy with whomever you might be sharing space with 😉. No worry for us but others might want to be aware. Truly enjoyed overall!

River Bend Cabins #1 Moose
Cecile was a great host with a beautiful, clean, well appointed cabin in the lovely Northeast Kingdom. We will definitely have guests stay here again when folks come for a visit- Cheers-

Dream Cabin in Vermont
We absolutely adored our stay at the cabin. It is idyllic inside and out! It was amazing to come home to after a day of exploring. The bed was super comfortable and the highlight for us was watching VHS on the TV with snacks. It is so well equipped and cosy, also enjoyed a lovely bath in the claw foot tub. Just perfect for a rustic, cosy stay in nature. A highlight for me was stepping outside at night and listening to (I assume they were) frogs!! They were so loud and it was incredible to hear them, the trees were also surrounded by fireflies (I’d never seen them before!) and I’ll always remember that perfect moment of peace. Thank you for making our 10 year anniversary so memorable with such a lovely place to stay, if you’re thinking of it for a special occasion or just as a base to explore this adorable region of Vermont, look no further :) thank you!

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
Sara and her mom are very easy-going hosts. I traveled with a friend and two dogs, and we all felt very welcomed. There's a small fenced in area on the roadside of the house, and tons of open farmland in the back -- both were great for letting the dogs out. Sara's parents are very quiet neighbors, but it was also nice to know they were nearby if anything came up. A 26-mile rail trail starts out of Richford, which is a five minute drive from the house.

Hillwest Mountain View
We had a lovely time at this quaint mountainous home. The neighbor nearby had some horses that grazed near the home every morning and the vistas in the distance were incredible to see. We would love to come back again next year, maybe during the more peak foliage season. Thank you all so much for your hospitality, especially for providing us an extra night!

Razzle's Cabin trailside
Sandy’s spot is a wonderful place to stay and experience the beautiful countryside of Burke VT. The home has everything you need from kitchen supplies to cozy blankets, we had such a sweet welcoming stay.

Serene Country Cabins 1 In the heart of Vermont
Another great stay! Hauss are wonderful and always communicating well. The cabin is clean, cozy, everything we need. The area is quiet and serene. We will definitely do over!

Dream Log Cabins! Pets Welcome!
Claudia's place was EXACTLY what we were looking for on our VT getaway. Close to Stowe and Morristown, yet outside the madness of being in town. Claudia was the perfect host......accommodative, Fast response to messages, friendly and helpful. Despite other cabins on the property, this place was very private. Mr Charlie loved the fenced in yard to run loose in and the deck was perfect for sitting and relaxing. Would definitely consider this space again on our next trip to VT.
Family-friendly home rentals with a pool

Luxury 1 Bedroom at Topnotch Resort!
Our family had a great time at the Topnotch Resorts. The unit was cozy and clean with everything we needed. It was great to have access to a washer and dryer to throw in the ski clothes from the day. The indoor pool and hot tub facility was beautiful with fresh towels available and and a family changing area. The outdoor pool and hot tub were also awesome with a view of the mountains in the background. Kelly at the front desk was a complete pleasure to work with. She answered all of our questions promptly and went above and beyond to help us and made sure our stay was amazing. We will be back!

Magog studio - Waterfront - Cozy and confortable
Great stay! The accommodation was clean, comfortable and ideally located for our activity in the area. I recommend this place without hesitating!

Spacious Stowe condo Amzing views w/shared hot tub
great place close to Stowe.

Cozyluxe! Chic and warm condo with hot tubs!
A very good spot close to the mountain. A cute bar across the road, and the hot tubs were a great way to close the day.

Stowe, Topnotch Resort-Best Mt & Luxury in Vermont
This condo is a GREAT location if you're skiing at Stowe. Being able to make a right turn onto Mountain Rd in the morning (if you're familiar with Stowe traffic you'll understand what I mean) and be at the slopes in less than 10 minutes was amazing. And with the Topnotch Resort being on Mountain Rd, you're right in the heart of all of the restaurants and shops, too (the ever-popular Matterhorn is a very short drive away). The condo was spotless and cozy we all found the beds to be especially comfy. Overall, a great stay!

Ski in Ski out - fantastic location on the trail
Just awesome. Slopeside access, close to Tram Side and right on Grammy Jay which was easy for the littles to get the day started on the way to the double. When it was cold (once) we used the fireplace and the condo warms up quickly. Plenty of hot water. A near perfect stay. Fantastic!

EPIC Stowe Getaway - Great For Families & Friends
weekend family trip for 6 of us and our dog(4 adults and 2 kids), plenty of space for everyone, and much larger than I expected! we enjoyed cooking in the well stocked kitchen, playing board games on the large dining room table, swimming in the pool and soaking in the hot tub, wrapping the nights up with a movie on their Roku TV! Kristin was very responsive in her communication, we had a lovely time and would love to plan future trips here again!

Cute Cottage - Poolside - Minutes To Activities
Linda was a fantastic host, and her home was even better than listed. The cabin was a good size for our family of four + dog; the 2 bed / 2 bath arrangement allowed for good privacy when needed. The fireplace was great for apres and winding down at night. Location is a nice mix of seclusion (off the Mountain Rd), but close to everything.
Quick stats about holiday rentals that are family-friendly in Charleston
Total rentals
40 properties
Nightly prices starting at
₹2,603 before taxes and fees
Total number of reviews
1.4K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- Jay Peak Resort
- Smugglers' Notch Resort
- Owl's Head
- Mont Sutton Ski Resort
- Ski Bromont
- Bolton Valley Resort
- Jay Peak Resort Golf Course
- Spruce Peak
- Cannon Mountain Ski Resort
- Sherbrooke Golf Club
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- Le Vignoble du Ruisseau - Winery & Cidery
- Omni Mount Washington Resort
- Country Club of Vermont
- Mt. Eustis Ski Hill
- Val Caudalies - Vignoble & Cidrerie
- Mount Prospect Ski Tow
- Le Club De Golf Memphrémagog
- Domaine Cotes d'Ardoise - Winery & Cidery