
House holiday rentals in Charleston
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Top-rated house rentals in Charleston
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Holiday rentals for every style
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Popular amenities for Charleston house rentals
House rentals with a pool

Sutton Hideaway: Opulent Mountain Couples Retreat
Our stay was absolutely magical - from the clean, comfortable, stylishly well appointed home to the gorgeous surroundings, we loved every moment. David was also wonderful, gave clear instructions and was very responsive. 11/10 would recommend - we can't wait to visit again!

Maison Greenwood CITQ 172351
This is the second year we've stayed at Andree-Anne's for our annual golf tournament. The place is perfect for us and if we play in Estrie again in the next few years, we will go to Andree-Anne's!!

The Vista - 180º Mt. views w/Pool 12min to Stowe
Look no further if you're traveling with toddlers—this Airbnb is a dream for families! The location is perfect: tucked just outside of Stowe, it offers peaceful country vibes, a spacious backyard, and stunning mountain views from every window—all while being just a short drive from town. What really sets this home apart is how toddler-friendly it is. It's a BabyQuip heaven—stocked with everything from a high chair and nugget couch (iykyk!), to Fisher Price Little People toys, coloring supplies, a train set, games, and more. Our toddler had a blast and was perfectly content spending evenings at the house, thanks to the endless entertainment options. The host went above and beyond—the home was spotless, and the kitchen was fully equipped with all the essentials. Highly recommend for any family looking for a relaxing, kid-friendly escape in Vermont!

Beautiful home with spa, pool, fire pit, game room
Such a beautiful home. Every room is gorgeous, and especially clean. They had everything for a relaxing and fun weekend. Michael is super responsive, very friendly and helpful. I couldn’t ask for a better home to stay. It is truly worth it!

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!

Newly Refreshed 3 BR, 2 Bath, Sleeps 8
We had a great time staying with Bill and Nancy. The house was spotless, exceptionally well-equipped if you want to cook for yourself, and was a very homey spot for our family celebration. The location was beautiful -- right by the river -- and was convenient to most any adventures you'd want to undertake in the Northeast Kingdom. Only note: the stairs to the bedrooms are quite steep and would pose problems for people with mobility challenges.

Relaxation in the heart of the forest
Weekend with the family at this cottage! The place is beautiful, both the cottage and the grounds! Very close to Owl's Head ski mountain. The hot tub is super big. The wood-burning fireplace is really nice, we just need to bring our wood! Everything is thought out for a great stay with family or friends! Thanks again for hosting us! Annie answers our questions quickly and is happy to do so!

Home-style hotel - Le Zénith, panoramic view!
This was our third time at this property and we had a wonderful time again. The location is just amazing and private with great views. We loved the spa and fire pit and it's close to Owls Head for golf. The house is maintained and kept very clean which we appreciate so much. Can't wait to book it again.
Weekly house rentals

The Copper Moose Cottage
Tracy's house was perfect for two families - 4 adults and 5 kids. Plenty of space for being together or for finding a quiet space. The kitchen/living room was really great for hanging out - cooking, watching TV, just chatting. The beds were really comfortable, the bathrooms quite nice. We loved the house!

Relaxing Craftsbury Retreat
We have stayed at Neal’s place multiple times in the spring and fall, and have always found it to be convenient and cozy. This time, unexpected snow and a town-wide power-outage made the propane fireplace, battery-powered lantern, and handheld flashlight more than just ambiance-enhancers! They were peace-of-mind enhancers! Thank heavens we had received our Chicken Confidential sandwiches at Black Bird Bistro (a MUST every time we’re in town!) five minutes before the outage. Vacation saved!

Mossflower Hill Farmstead
We had a great weekend in Glover! A clean, bright, well designed home with lovely views. We didn’t cook much but the kitchen was well supplied and Kyle and Jenny were responsive and friendly. Don’t ignore their warnings about the road - it’d be nearly impossible to get there in the winter or mud season without snow tires and/or 4 wheel drive. I’d definitely go back!

The Only View at Island Pond!
Everything was perfect except no one could use phones for calls, internet, email. Wifi said "Wifi connected but no internet access" We all tried everything. 1 person's phone (not Verizon) worked so we could all use it to check in with family.

Mom’s House
Mom's Place has everything I would hope for in an airBnb. Lots of bedrooms to spread out in, a nice kitchen with tools and supplies, and a good dining room table. Communication was fine, and everything to do with the home was exemplary.

The Gambrel Mountain Retreat at Twin Ponds
Absolutely breathtaking. The views were stunning, the space amazing. As soon as I walked in, I planned my next trip.

Modern Luxe: Starlink, Heated Floors, EV Charging
Extremely nice and updated home in a very quiet area. House had everything you would need for a stay. House instructions were very informative. Would definitely stay again. Thank you!

Marys Revival House
We enjoyed our stay here, lots of unique things in the home that set it apart.
Private house rentals

The striped owl
Amazing home. We had a very relaxing time here. Alain was responsive and helpful. Would absolutely come back.

Lake Salem Waterfront Home
This home is so beautiful and incredibly comfortable. Everything we needed was easy to find and staying here was the highlight of my family and I’s Christmas. The photos do not do it justice because it is even more beautiful in person. Small confusion with check out times so last day was a bit of a surprise rush, but Brendon is easy to communicate with, he’s so responsive and very very helpful. We cannot wait to stay here again.

Amazing Lakeshore Home w/Dock; Sleeps 7.
We loved this property. Very relaxing and peaceful. Everything was perfect and we’d love to come and stay again someday!

Cedar Creek! Privacy, quick walk to the beach
We love staying here. This was our second trip there. Look forward to future visits

NEK Adventure house- 10 min to kingdom trails
We booked this airbnb last minute and were very happy. The location was off the beaten path and a great place to get our dogs out to play and run after we spent a day riding at kingdom trails. It was private and the perfect place to disconnect and recharge for a few days! Michael was super communicative and responsive. Overall a great place to stay and we will definitely book this again if it is available on our next trip to the NEK.

Beautiful Newport! Flat Rate<6 guests! 3BR/7 RMS
Our stay at Kristin’s place was nothing short of fabulous. The house looks exactly like the pictures and had everything we needed for a comfortable stay. Kristin always replied quickly and was very helpful. We will definitely look to book her place again when we return to Newport!

Nod Away on Lake Willoughby
We were very happy with our stay at Tim's Nod Away home right on Lake Willoughby. Stunning views and sunsets from inside the home and even better sitting outside on the deck, around the fire pit or swinging on the hammock. Tim gave us a welcome call and shared info about local hikes and indicated his availability for any further questions or concerns. His place was spotless; great kitchen and everything you might need for meal prep. Comfortable bedding and cozy, homey living room.Kayaks were a bonus. It was tough to leave paradise.

Kingdom Carriage House Est. 1842
My family had a fabulous time at Israel’s place. The getaway was just what we needed to bond and recharge. Using the hot tub under the stars with snow on the ground was a truly magical experience. We spent our lazy days sitting by the fire, playing board games and cooking as a family. We did take a trip to Lake Willoughby for a hike. It was amazing. It reminded me of a Norwegian fjord. Five stars all around. I would definitely recommend and would rent again in the future from Israel.
Quick stats about house rentals in Charleston
Total rentals
20 properties
Total number of reviews
920 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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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
- Pump House Indoor Waterpark
- Sherbrooke Golf Club
- 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
- Domaine Cotes d'Ardoise - Winery & Cidery
- Le Club De Golf Memphrémagog