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House holiday rentals in Charleston

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Charleston

House rentals with a pool

Top guest favourite
Home in Sutton
5 out of 5 average rating, 21 reviews

Sutton Hideaway: Opulent Mountain Couples Retreat

RoryRating, 5 stars9 months ago
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!
Top guest favourite
Home in Dunham
4.98 out of 5 average rating, 52 reviews

Eastern Townships Luxe Stone Estate - Private Pool

AnthonyRating, 5 stars2 months ago
We had an amazing stay at this beautifuly renovated house ! The place feels luxurious and comfortable! Highly recommand
Guest favourite
Home in Stowe
5 out of 5 average rating, 25 reviews

Spacious, modern luxury close to mountain!

AlfredRating, 5 stars2 months ago
Such a great stay. Wonderful place, super well appointed with all the amenities you could ask for. Great location very close to Stowe. Would stay here again in a heartbeat.
Superhost
Home in Cowansville
4.85 out of 5 average rating, 131 reviews

Maison Greenwood CITQ 172351

RichardRating, 5 stars2 weeks ago
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!!
Top guest favourite
Home in Morristown
5 out of 5 average rating, 8 reviews

The Vista - 180º Mt. views w/Pool 12min to Stowe

MichelleRating, 5 stars1 week ago
I cannot say enough good things about David and his place. we've stayed in dozens of airbnbs and we go to stowe every year and this is without a doubt the best place we've ever stayed. David was responsive, offered an early check in without us asking, and had smores supplies, pancake mix, local beers and water upon arrival. the house is immaculate and exactly as described. the views were breath taking as were the grounds. anything you could possibly need is on the property; we spent an entire day just at the listing to enjoy it. for those with toddlers/kids: there is a pack n play, high chair, black out curtains, and literally 4 cabinets worth of toys and games and arts and crafts. he really thought of everything. excellent stay, David, can't wait to be back!!
Top guest favourite
Home in Memphrémagog
4.97 out of 5 average rating, 32 reviews

Beautiful home with spa, pool, fire pit, game room

Marie PauleRating, 5 stars5 days ago
We had a great stay at Michael's house. The house is very large, well-equipped, very spacious and clean. We will keep the address for our next stay in Quebec. Michael is a very responsive host. Thank you
Top guest favourite
Home in Stowe
4.98 out of 5 average rating, 268 reviews

EPIC Stowe Getaway - Great For Families & Friends

KatieRating, 5 stars3 weeks ago
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!
Top guest favourite
Home in Lyndon
4.98 out of 5 average rating, 52 reviews

Newly Refreshed 3 BR, 2 Bath, Sleeps 8

DennisRating, 5 stars1 week ago
Nancy and Bill’s place was my favorite air bnb to date. We will definitely go back there next year. Bill is such a nice person (didn’t get the chance to meet Nancy). I highly recommend their place!

Weekly house rentals

Guest favourite
Home in Barton
4.87 out of 5 average rating, 31 reviews

The Copper Moose Cottage

JuliaRating, 5 stars3 months ago
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!
Superhost
Home in Glover
5 out of 5 average rating, 5 reviews

Mossflower Hill Farmstead

CarolineRating, 5 stars1 month ago
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!
Guest favourite
Home in Brighton
5 out of 5 average rating, 24 reviews

The Only View at Island Pond!

RichardRating, 5 stars3 months ago
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.
Top guest favourite
Home in Enosburg
5 out of 5 average rating, 40 reviews

The Gambrel Mountain Retreat at Twin Ponds

SarahRating, 5 stars3 days ago
We enjoyed a comfortable and relaxing three nights at this property, and highly recommend it! The house is open and full of natural light, tastefully decorated, and perfectly appointed with everything needed for your stay. The spacious deck was a delight - something we were specifically looking forward to for R&R. It was great for downtime with our pups, offering sunny and shady spaces throughout the day. The Twin Ponds are lovely and a brief walk away. The property is nice for walking/exploring. We do an Airbnb long weekend for our anniversary every year, and this was the first time with dogs. It was great to stay in a comfortable and beautiful spot AND have our Golden girls enjoy it with us! We would absolutely stay again!
Guest favourite
Home in Sutton
4.92 out of 5 average rating, 49 reviews

Kingdom Carriage House Est. 1842

DinaRating, 5 stars3 months ago
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.
Superhost
Home in Coaticook
5 out of 5 average rating, 5 reviews

La Chouette Rayée – Cottage in nature

CalebRating, 5 stars3 days ago
Great place to visit. Beautiful location with magnificent views of the countryside!
Guest favourite
Home in Glover
4.95 out of 5 average rating, 21 reviews

Hudson House Log Cabin Lake Parker West Glover Vt

DeniseRating, 5 stars3 weeks ago
We loved the beautiful cabin onLake Parker !! It was quiet, peaceful & cozy. The bed was cozy. The kitchen had everything you needed to cook your own meals. We loved the open kitchen and livingroom space. We enjoyed sunsets in the evening and watching ducks and geese. This place is lovely.
Guest favourite
Home in Mansonville
4.85 out of 5 average rating, 34 reviews

Le Roselin - Owl's Head

RobertRating, 5 stars1 month ago
My girlfriend and I joined two other couples for a weekend getaway. The cottage was stunningly beautiful and cozy, featuring a spacious central area perfect for board games, a lovely jacuzzi, and easy access to hiking trails within a 10-15 minute drive. We thoroughly enjoyed our time there, especially appreciating the option of a late check-in.

Private house rentals

Top guest favourite
Home in Mansonville
5 out of 5 average rating, 48 reviews

The striped owl

EmilieRating, 5 stars6 days ago
Thank you Alain! Everything was perfect to unwind and enjoy nature. We loved the cottage. We felt at home. The brightness, the amenities, the decoration, the calm. Alain was very responsive. We highly recommend and will be back!
Top guest favourite
Home in Waterbury
5 out of 5 average rating, 47 reviews

Modern Dwell Home +Sauna between Stowe/Waterbury

KataneyRating, 5 stars2 days ago
We had a such a great, relaxing stay. Hayden was helpful and echoed the warm and hospitable charm of Vermont. The house was exactly as described and we enjoyed our time inside just as much as we did out. We initially booked this place to be relatively close to Burlington but realized Waterbury is wonderful! There’s a ton to enjoy, great restaurants but if you want a cozy night indoors, the house is fully equipped to meet your everyday comforts. One of our favorite moments was stepping outside during the evening and looking up to the stars. No light pollution - just a view that’ll brought an easy, simple joy. Really, really great stay. Enjoy!
Top guest favourite
Home in Burke
5 out of 5 average rating, 69 reviews

Modern East Burke Home w/ Mtn View, Sauna, Pond

LorynRating, 5 stars3 months ago
This is our third? fourth? stay at Matt’s. We love it! It’s like our second home. The location, the house, the sauna! Honestly, we always look forward to coming back. I think we’ve already booked it for a late summer visit….
Top guest favourite
Home in Craftsbury
4.97 out of 5 average rating, 77 reviews

Relaxing Craftsbury Retreat

BrianRating, 5 stars1 month ago
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!
Superhost
Home in Irasburg
5 out of 5 average rating, 14 reviews

Escape it all at the Log Mahal

MariahRating, 5 stars4 months ago
Nick’s place is awesome! My boyfriend & I stayed up there for a long weekend and it did not disappoint. We felt comfortable from the moment we walked in, the cabin is very clean and inviting. The property is as pictured, and even better in person. Nick was also very responsive and helpful with whatever we needed. We will definitely be coming back, thanks for a great stay!
Guest favourite
Home in Greensboro
4.98 out of 5 average rating, 42 reviews

Private Cabin Escape on Barr Hill, pure wilderness

CullenRating, 5 stars5 months ago
this was my second time staying at the airbnb, my girlfriend and I absolutely love the house & property. The locals are extremely nice & helpful as well. We had a flat tire and took it to Hays Auto and even though they were busy they took care of us and were extremely kind. The house is gorgeous and extremely private. Very clean as well when we arrived. Scott was amazing just like last time on if we needed anything or if we got up there with no problems! My girlfriend and I will also choose this airbnb when we stay in vermont. Greensboro & It’s locals have a special place in our heart! You won’t be disappointed if you stay there! ps go to blackbird bistro! their food is amazing, great environment and only around 15minutes from the Airbnb it’s our go to!
Top guest favourite
Home in Walden
5 out of 5 average rating, 51 reviews

Mountain Therapy

JaredRating, 5 stars3 days ago
AMAZING home in the woods of Greensboro Bend. Everything is brand new, and watching the sun set over the hills (before making a fire in the fire pit, of course) is the absolute best way to end a day of exploring the North East Kingdom. Our kids loved the toys, play area, and exploring the expansive property. The grownups loved the location (6 minutes to the beach at Caspian Lake, 20 minutes to Hill Farmstead, perfect for long runs on the rail trail). This will be a rental long remembered by our family.
Guest favourite
Home in Westmore
4.91 out of 5 average rating, 76 reviews

Mom’s House

KeithRating, 5 stars1 month ago
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.

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

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

Destinations to explore

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  5. Charleston
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