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Pet-friendly vacation rentals in Charleston

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Charleston pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
Home in Glover
4.84 out of 5 average rating, 101 reviews

Spectacular Views in Newly Renovated House!

ChristianRating, 5 stars3 months ago
We had an amazing time!! Place was amazing, views spectacular as promised, and we loved the stove/fireplace. The 4WD note is real — our rental car company failed us, gave us a 2WD, and we couldn’t get up the driveway. We parked at the bottom of the hill … it was a 5-10min walk and not an issue for anyone in our group. So, make sure you have 4WD, or if you don’t mind a walk, that might work too!
Guest favorite
Home in Morristown
4.97 out of 5 average rating, 100 reviews

5 Bedroom Historic Chambers Farmhouse

RyanRating, 5 stars1 month ago
Our group of friends (a few adults and a few babies) absolutely loved our weekend at the Farmhouse! It’s a beautiful home and surrounding area, and an easy drive to downtown Stowe and the mountain. Highly recommend!
Top guest favorite
A wooden deck is furnished with a round table and six matching chairs, surrounded by lush greenery. A large umbrella provides shade over the table. Beyond the deck, a grassy area features trees and a fenced space, creating a serene outdoor setting.
Home in Newark
4.95 out of 5 average rating, 138 reviews

Orchard House - cozy getaway near Burke

DanteRating, 5 stars1 month ago
Sally was extremely responsive when it came to communication, and her binder gives you everything you could possibly need to know about not only the house but the whole area in general. She is an amazing host
Guest favorite
A two-story exterior of a newly renovated unit is displayed, featuring a large covered front porch. The spacious lawn is shown, bordered by trees and offering ample space for outdoor activities, under a clear blue sky.
Home in Lyndon
4.96 out of 5 average rating, 126 reviews

Duplex in Lyndon - Ground Floor Unit

JustinRating, 5 stars1 week ago
We were very pleased to find this space so refreshingly warm and inviting. It suited our needs exactly. I spent hours on the porch just sitting and relaxing.
Guest favorite
A charming two-story blue house is surrounded by a lush green lawn, framed by vibrant fall foliage. The exterior features a welcoming porch with seating and a sloped roof. Tall trees provide a natural border, enhancing the serene rural setting.
Home in Montgomery
4.95 out of 5 average rating, 129 reviews

Hillwest Mountain View

MelissaRating, 5 stars6 months ago
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!
Top guest favorite
The image captures a serene landscape featuring rolling green mountains under a clear blue sky. Wispy clouds drift above, while a lush green field stretches in the foreground, characterized by a mix of trees and wildflowers.
Home in Burke
4.96 out of 5 average rating, 150 reviews

☼ Down-to-earth home | Out of this world views

ColbyRating, 5 stars6 months ago
Patricia’s home was quiet and clean. It was a lovely stay and the hosts were very kind!
Guest favorite
A charming covered porch features hanging flower baskets and two rocking chairs arranged invitingly. Potted chrysanthemums and pumpkins add seasonal color to the entrance, which is framed by the home's grey exterior and a welcoming door.
Home in Waterbury Center
4.96 out of 5 average rating, 131 reviews

Peaceful setting with Mountain Views

HallieRating, 5 stars2 months ago
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 :)
Top guest favorite
Home in Hyde Park
4.97 out of 5 average rating, 260 reviews

CLASSIC VT STYLE

HollyRating, 5 stars2 weeks ago
We absolutely loved staying here! In fact, we loved it so much that we definitely want to come back again next year for another ski trip! The hosts were extremely kind, responsive, and flexible. Our dogs loved playing with their adorable two pups and had tons of space to run around. The house is awesome! It was spotless, cozy, and way bigger than expected. Thank you for sharing your space Billy and Gillian!

Pet-friendly home rentals with a pool

Top guest favorite
A snow-covered landscape features tall, majestic trees blanketed in white, with a soft, serene atmosphere. The snowy terrain suggests ideal conditions for winter activities, inviting families and groups to explore the area.
Chalet in Westfield
4.96 out of 5 average rating, 97 reviews

Cozy Chalet at Jay Peak

MarkRating, 5 stars5 days ago
What a great spot! Located perfectly between Montgomery and Jay Peak. Tucked back off the main road in a lovely private community. Such a great place for family’s and dog friendly which is huge! Rich was great to work with as well. Very quick to respond. Thanks again Rich!
Superhost
Home in Cowansville
4.85 out of 5 average rating, 126 reviews

Maison Greenwood CITQ 172351

KelliRating, 5 stars1 month ago
Andree-Anne's house is filled with charm and welcoming energy. It is a large but also cozy space artfully decorated and perfect for gathering.
Superhost
Apartment in Magog
4.83 out of 5 average rating, 147 reviews

Magog Waterfront: Le Rez-de-Jardin

ViktoriaRating, 5 stars2 months ago
Great location, close to skiing, park, and spas. Cozy and warm accommodations with beautiful surroundings. The hot tub is great. Elaine is very helpful!
Guest favorite
A covered porch features a swing and leads to a stone pathway, flanked by a garden with lush greenery. The deep red exterior of the cottage is complemented by white trim, creating a charming entrance. An outdoor table can be seen under a nearby umbrella.
Cottage in Stowe
4.77 out of 5 average rating, 240 reviews

Cute Cottage - Poolside - Minutes To Activities

ChrisRating, 5 stars1 month ago
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.
Top guest favorite
Home in Stowe
4.98 out of 5 average rating, 263 reviews

EPIC Stowe Getaway - Great For Families & Friends

ColeRating, 5 stars1 week ago
We had an amazing stay, this trip far exceeded our expectations and staying in such a nice place made everything so much more enjoyable. This spot was the perfect mix of private and secluded while still also being very close to Stowe, and Johnson. We were able to complete everything on our itinerary while also being able to come back every night to a beautiful home with everything we needed. It was very nice to be able to sit down with family we havent seen in so long and enjoy an amazing home cooked meal or play some board games. Thank you Kristin for your amazing hospitality. This has made Vermont one our favorite states to visit. We will definitely be back.
Guest favorite
The chalet is nestled in a snowy landscape, surrounded by tall evergreen trees. Its A-frame design features a sloped roof and a spacious porch. Snow blankets the ground and the surrounding foliage, creating a serene winter scene.
Chalet in Westfield
4.91 out of 5 average rating, 86 reviews

The Shangri-la House

GregRating, 5 stars1 month ago
Stayed at Mike’s place for 3 nights while skiing at Jay Peak. Ideal location and was just the perfect layout and space for my party of 6. Even with 3 adults and 3 kids there was still plenty of extra space for additional guests. Some nice restaurants just down the street towards Montgomery. The space was also ideal for cooking in and enjoying time with everyone. Have been to Jay Peak often and would certainly be interested in renting again.
Top guest favorite
The chalet's inviting exterior features beautiful wooden walls and a warm red roof, harmonizing with the surrounding snowy landscape. A spacious deck wraps around the front, providing views of the trees and hillside, while a wooden stack is neatly arranged beneath it.
Guesthouse in Westfield
4.99 out of 5 average rating, 141 reviews

Beautiful Chalet minutes to Jay Peak Resort

JackRating, 5 stars1 month ago
House is even better in person: high quality furnishings, beds, etc. Florence was very easy to communicate with and even helped us get some lift tickets. Highly recommend.
Superhost
A light-filled living area features two dark leather sofas with decorative throw pillows, complemented by natural wood beams above. Rustic ski decor hangs on the wall, while a pair of wooden coffee tables rests on a soft area rug.
Townhouse in Stowe
4.85 out of 5 average rating, 119 reviews

3BR Stonybrook * Near Mountain Rd and Trapp Family

ErinRating, 5 stars2 weeks ago
We have stayed in Stowe dozens of times over the past 15 years, and this is one of our favorite locations, on the bike trail, easy access to town and mountain, quiet neighborhood and easy to go for a run or bike from the front door. The condo is spacious and perfect for the family!

Private, pet-friendly home rentals

Guest favorite
A comfortable armchair with a floral patterned cushion is displayed next to a warm table lamp. Above, a wooden shelf holds books and decorative items. A potted plant adds greenery to the inviting corner of the room.
Bungalow in Elmore
4.96 out of 5 average rating, 334 reviews

The Funky Parlor House // Rustic Close to Stowe

MattRating, 5 stars1 month ago
E.V.’s funky parlor was perfect for my friends and I to stay for a couple nights. Everything was very clean, the beds and linens were comfortable, the kitchen is fully equipped and the price is reasonable for being 15 min from Stowe. We appreciated the thoughtful decorative touches and art, E.V. has created a peaceful, cozy space for guests to enjoy. Our visit focused mostly on skiing but I am certain that a stay during another season would be just as pleasant.
Top guest favorite
A red cottage is nestled among lush greenery, surrounded by tall trees. A swing set is positioned on the manicured lawn, providing a space for outdoor play. Soft light filters through the leaves, enhancing the peaceful surroundings.
Chalet in Mansonville
4.92 out of 5 average rating, 128 reviews

Private & Intimate Cottage In Eastern Townships

IoioRating, 5 stars1 month ago
very nice experience at the cottage - kids liked it and we had lots of games and puzzles to do on a rainy day. interior stair will be remebered :) saw lots of deer and two wild turkeys every day on the gravel road to keep in mind when driving. ski is few minutes alway with a car. most of the close by restaurants (30min away) open after thursdays, so we were goint at the owls head hotel restaurant- not bad but need reservation on a busy days. overall excelent 5 day ski vacation. kuddos to the owner.
Guest favorite
The guest cottage is surrounded by lush greenery and mature trees, situated at the end of a gravel path. A spacious lawn extends in the foreground, providing a peaceful setting. The cottage features a front porch, inviting guests to enjoy the serene landscape.
Cottage in Danville
4.92 out of 5 average rating, 224 reviews

Sweet Cottage in Farm Country

KaitlynRating, 5 stars2 months ago
The cottage was cozy and peaceful, perfect for a winter weekend getaway! There was about 3 to 4 feet of snow on the ground but the stove kept the cottage nice and warm. The area was beautiful and we had a great time! We highly recommend staying here if you're visiting northern Vermont!
Guest favorite
A historic farmhouse, featuring a spacious front porch surrounded by lush greenery and mature trees. The home stands two stories tall, with a slate roof and white siding. A stone wall runs along the foreground, enhancing the rural landscape.
Farm stay in Compton
4.91 out of 5 average rating, 75 reviews

Sunset Farm: Historic Victorian Home on 300 acres

StephanoRating, 5 stars2 weeks ago
Listing as described and photos. We can see that this house is being improved and that the owners are looking to preserve its authenticity while adapting it to modern tastes. We were looking for a place with 5 bedrooms and we don't regret choosing this one.
Top guest favorite
The cabin's exterior is shown, featuring a wooden facade with a small door and round windows. A grassy area in front hosts a few green chairs and a small table, providing a relaxed seating space. Surrounding greenery enhances the cabin's private setting.
Tiny home in Hyde Park
4.9 out of 5 average rating, 395 reviews

Super Cozy Cabin with WiFi

NicholasRating, 5 stars1 month ago
The cabin is cozy and located very close to town. The host was very friendly and easy to get in touch with. I would certainly stay here again!
Top guest favorite
Home in Enosburg
5 out of 5 average rating, 36 reviews

The Gambrel Mountain Retreat at Twin Ponds

JoseRating, 5 stars1 month ago
This is a very special place, new, nice decor, beautiful landscape scenery and sunset. Perfect for relaxation and decompression. The location is beautiful and the house is well equipped. Loved it ! Thanks Shelley, you were very nice and caring.
Guest favorite
Home in Hyde Park
4.97 out of 5 average rating, 59 reviews

Hilltop Haven - Stunning Views!

IanRating, 5 stars2 months ago
We are repeat visitors and loved our stay again. The home and property are wonderful for our annual group trip. It is away from the crowds of the mountain and downtown Stowe, but yet so close. The view, the natural surroundings, the privacy make it just the escape we need. The space has lots of separate areas so kids can and adults can all find areas to play, read, watch something on TV, stare out the windows, or cook and hang out in the kitchen. It checks all our boxes.
Top guest favorite
The cabin features a wooden exterior, with large windows that allow natural light to fill the space. A broad deck wraps around the building, providing access to outdoor seating areas surrounded by lush greenery. The sloped roof and charming architectural details enhance its inviting appearance.
Cabin in Elmore
4.99 out of 5 average rating, 72 reviews

Cabin tucked away on 8 acres w/ creek, love dogs

DavidRating, 5 stars4 months ago
Great place to stay for a single person or a couple seeking a quiet setting, walks in the woods, or skiing at Stowe. No other houses in sight. Excellent value for money. Some details we loved: The lighted address sign, so when arriving after a long trip at night we knew we were in the right place. The wood stove was easy to use and the radiant heat was great after a winter day outdoors. The cabin is cozy, but that is not a euphemism for claustrophobic: it has lots of windows, two skylights, and plenty of space. Very communicative and hospitable host, Stephanie. We only dealt with her remotely, but she has a caretaker nearby. She made us feel welcome and was alway there to help. Our stay had more of a personal, than a corporate feel, which we appreciated. We were glad we had 4-wheel drive and snow tires. . guests should be sure to have one of those and, ideally, both, especially when snow is expected, as Stephanie will tell you. We would be happy to return to this home away from home.

Quick stats about vacation rentals that are pet-friendly in Charleston

  • Total rentals

    40 properties

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    The Morgan Country Store, Clyde River Recreation LET'S GO KAYAKING, and Vermont Reindeer Farm

Destinations to explore