Pet-friendly vacation rentals in Charleston

4.96 out of 5 average rating, 209 reviews

Cabin in Wolcott

Boathouse Cabin on Lake Wapanacki with Sunset View

A stunning renovation of a 100-year old Boathouse, this cabin sleeps two and features a full kitchen & bathroom. The Boathouse is situated right at the lake's edge and has a full glass front, deck with a grill to take advantage of unbeatable sunset views. You will also have a private dock and canoe. Perfect getaway for couples who are looking to explore or just unplug and spend a few days relaxing. Wapanacki is dog-friendly! Please see info about our pet fee in the notes below. Sorry-no cats.

4.87 out of 5 average rating, 154 reviews

Cottage in Newport

Lakefront Cabin | Boat Dock-Fireplace-Sunset Views

Nestled in the Rolling Hills of rural Vermont, our Pet Friendly 3BR/2.5BA Lake House has Tasteful Furnishings, Modern Conveniences, and an airy, open design. Enjoy your stay swimming, boating, or fishing on the lake in the summer or exploring the rich history of downtown Newport (15 min drive) and skiing at nearby Jay Peak (30 min drive) in the winter. You will be welcomed with Luxury White Bedding, a Fully Equipped Kitchen, a Beautiful Private Lake Front Dock, and all the Comforts of Home :-)

4.84 out of 5 average rating, 186 reviews

The exterior of a single-story home is shown, featuring a front porch with wooden railing. A garage is visible on the left side, while well-maintained bushes frame the front. Tall trees provide a green backdrop, and the sky is partly cloudy.

Home in Morristown

Green Mountain Getaway

Charming 3-bedroom 2 bath home in quaint New England town. Centrally located between Vail, Jay Peak and Smugglers notch ski and ride all three from one convenient location. Spacious living spaces fully stocked kitchen for cooking and everything you need for longer stays. Take a brew tour to Rock Art , Ten Bends, Lost Nation , Trapps and the Alchemist breweries all nearby. Walk to local pubs , restaurants , shops and farmers markets. Take a bike ride or walk on New England's longest rail trail !

4.97 out of 5 average rating, 261 reviews

The chalet is showcased in a winter scene, featuring a large deck adorned with lights. Snow blankets the ground, and the building's rustic architecture is highlighted by sloped roofs. Surrounding trees are dusted with snow, creating a serene and inviting atmosphere.

Chalet in Whitefield

Mountain View Chalet

Welcome to our Mountain View Chalet! With a gorgeous mountain vista this home is centrally located to area attractions! Mountain View Grand Resort is just down the road. Bretton Woods & Cannon are a short drive. Hiking trails, lakes, ski, & snowmobile trails all close by! Close to Littleton, Bethlehem, & Lancaster! Enjoy the landscaped back yard w/ fire pit & screened in patio. Hang inside & enjoy the view from the sunroom, or snuggle up on the couch in the cozy living room with wood stove.

4.98 out of 5 average rating, 187 reviews

Cabin in Hyde Park

Serene Country Cabins 4 In the heart of Vermont

My place is close to Stowe, Smuggler's Notch and within 15 minutes of 6 breweries. You can experience 3 major ski resorts, snow machine trails, farms, hiking trails, lakes and 3 miles from the down town shopping. It is nestled in the woods. My place is good for couples, solo adventurers, business travelers, families. We offer Shuttle service to and from the Long Trail trailheads. Our bedrooms offer a create a king to accommodate guests who prefer a king bed and guests who prefer twin beds.

4.93 out of 5 average rating, 139 reviews

Home in Eden

Cozy Lake Eden Retreat|Hot Tub|Wifi|Games|Pets OK

Enjoy a quintessential Vermont getaway at this lakefront home. It’s the perfect place for remote workers and families looking for a perfect base for outdoor activities. Relax in then hot tub & admire gorgeous lake views, and enjoy direct access to the water. Rainy days are no less fun, with a game room and fireplace to keep you busy. Lake Eden –Frontyard! Eden Ethical Dog Sledding – 8 Min Drive Stowe – 30 Min Drive Create Lasting Memories In Eden With Us & Learn More Below!

4.83 out of 5 average rating, 242 reviews

A spacious patio is shown with a fire pit surrounded by greenery. A vibrant sunset casts colorful hues across the sky, reflecting over the expansive view of Lake Memphremagog and the distant mountains.

Guest suite in Newport

Lake View Studio

Cozy studio apartment with patio and yard that has a beautiful view of the international Lake Memphremagog. Dog & cat friendly. It is close to the Kingdom Trails, Burke Mountain, Jay Peak Resort and just a 10 minute drive to Canada (30 minutes to Magog, Quebec). Lots of opportunity for outdoor activities such as hiking, kayaking, mountain biking, fishing, sailing, skiing/snowboarding and more. Welcome to use the patio and fire pit (Please bring your own wood and buy local).

4.73 out of 5 average rating, 129 reviews

A cozy corner features a red armchair paired with a matching ottoman, positioned beside a small side table. Light streams through a large window adorned with wooden trim, and a wall-mounted lamp adds a touch of warmth. A map hangs on the wall, enhancing the space.

Apartment in Whitefield

Turn of century guest house with mountain views

Pet friendly, history building, spacious private 2nd floor apartment with queen bedroom, large kitchen, living room, office area desk and chair, TV, wifi, kitchen, dishwasher, full bath/ tub, washer/ dryer. Come stay for a night or longer for fresh country air and mountain views. Enjoy the season, ski, hike, climb or laze around the fire at our local establishments. With the money you save at our place you can savor relaxing times without breaking the bank.

4.94 out of 5 average rating, 124 reviews

The log cabin is showcased in the evening light, surrounded by a blanket of snow. Soft illumination highlights the porch, while surrounding trees create a serene backdrop in the winter landscape.

Cabin in Wolcott

Log Cabin on 10 Acres-AC-Fast WiFi-Pet friendly!

Starry skies, crisp clean air, rolling hillsides and quiet forest surround you in a pet-friendly, 2,800 sq ft log cabin on 10 wooded acres offering all the amenities you need for the perfect ski trip, hiking adventure, or relaxing escape. Our home offers you the quintessential mountain getaway for gatherings big and small. Easy access to Stowe, Smugglers Notch, Jay Peak, Mad River Glen, Morrisville, & Montpelier. Lake Elmore is just 5 minutes away!

4.96 out of 5 average rating, 271 reviews

The exterior of the chalet is shown against a bright blue sky, surrounded by a well-maintained lawn. The structure features a large upper level with a chimney and multiple windows, creating a bright and inviting appearance. A deck is visible, extending from the side.

Chalet in Westfield

Mountain View Chalet near Jay Peak!

Welcome to your mountain getaway! Come unwind at this recently renovated chalet. The main living area and kitchen are perfect for all types of groups; couples, families and adventurers, and your pets! There are 13 acres to play (snowshoe, cross country ski, sledding, hiking or just relaxing) and only 20 minutes to awesome skiing or riding at Jay Peak! The views/sunsets from the property are breathtaking. 3 bedrooms, 2 baths across 2 floors.

4.93 out of 5 average rating, 379 reviews

A log cabin surrounded by lush greenery presents a welcoming facade. A large porch features hammock swings and several seating options, framed by flowering plants. The structure's large windows allow for natural light, blending with the serene outdoor environment.

Cabin in Morristown

Magical Karma Cabin in the Woods

They don't come any sweeter than this cabin!!! All PETS WELCOME!!! The fenced in yard gives your pets freedom and you a worry-free vacation. The cabin is very private but only minutes from everything. We are aiming to create a eco friendly and living with nature environment. Part of that is to have an edible landscape during the warm months. From berries to carrots to herbs it is wonderful experience for young and old. MRT-10102198

4.99 out of 5 average rating, 297 reviews

Cabin in Stowe

BEARfoot Bungalow

Magical 1 bedroom cabin tucked away in the woods with a mountain view & an extremely private yard. 3 acres of land adjacent to 75+ acres of Stowe Land Trust, protected land for hiking right out the door. Outdoor shower, hot tub, A/C, propane fireplace, covered deck, fire pit, corn hole & hammock. The best star gazing in Stowe! 1.5 miles from the village of Stowe but with a very remote feel. A well located and special property.

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Popular amenities for Charleston pet-friendly home rentals

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Pool

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Pet-friendly house rentals

4.84 out of 5 average rating, 101 reviews

Home in Glover

Spectacular Views in Newly Renovated House!

4.97 out of 5 average rating, 100 reviews

Home in Morristown

5 Bedroom Historic Chambers Farmhouse

4.95 out of 5 average rating, 138 reviews

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

Orchard House - cozy getaway near Burke

4.96 out of 5 average rating, 124 reviews

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

Duplex in Lyndon - Ground Floor Unit

4.95 out of 5 average rating, 129 reviews

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

Hillwest Mountain View

4.96 out of 5 average rating, 150 reviews

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

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

4.83 out of 5 average rating, 112 reviews

Home in Ayer's Cliff

Cozy Winter Escape - Family Home, Near Skiing

4.97 out of 5 average rating, 260 reviews

Home in Hyde Park

CLASSIC VT STYLE

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Pet-friendly home rentals with a pool

The spacious porch is covered in fresh snow, with comfortable seating partially visible. Snow-laden trees can be seen in the background, and a light is illuminated near the entrance, enhancing the serene winter setting.

Cabin in Westfield

4.74 out of 5 average rating, 164 reviews

★Jay Peak Mountain Chalet★secluded/pool/snowsports

4.96 out of 5 average rating, 96 reviews

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

Cozy Chalet at Jay Peak

4.92 out of 5 average rating, 25 reviews

The exterior of a two-story home is surrounded by lush greenery. Red adirondack chairs and an umbrella provide a cheerful seating area on gravel. The second-floor balcony features wooden railings, and the entrance is accessible via a short path through the yard.

Home in Westfield

Pet-Friendly Home w/ Deck: 4 Mi to Jay Peak Resort

4.79 out of 5 average rating, 28 reviews

The exterior of the log cabin is highlighted by natural wooden logs and a deep blue roof under a clear sky. A welcoming porch area features a red front door and a stone pathway leading to the entrance. Lush green grass surrounds the cabin, enhancing the natural setting.

Cabin in Morristown

Enchanting 2BR Mountainview Dog Friendly | Pool

5 out of 5 average rating, 10 reviews

A wooden deck extends from the entrance of a condo, featuring simple railings. The lower area is accompanied by a small grassy yard, where a dog stands on the left, highlighting a pet-friendly environment. Large windows provide natural light to the interior.

Apartment in Burke

Cozy Burke Mt Condo Ski/Bike In/Out

A modern living area features large windows that provide expansive views of the surrounding landscape. Two plush sofas are arranged around a wooden coffee table, with a small vase of flowers in the center. A cozy fireplace and access to an outdoor deck enhance the space.

Home in Morristown

New place to stay

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

4.69 out of 5 average rating, 112 reviews

A private hot tub is positioned on a sunlit wooden deck, surrounded by lush greenery. In the background, a sparkling swimming pool is visible, along with a decorative garden feature, creating a relaxing outdoor atmosphere.

Chalet in Sutton

VILLAMAPLE Kid/Pet-Friendly chalet (CITQ # 306241)

4.91 out of 5 average rating, 86 reviews

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

The Shangri-la House

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Private, pet-friendly home rentals

4.97 out of 5 average rating, 34 reviews

A modern living space features a spacious couch, positioned to face expansive windows that frame mountain views and lush trees. A sleek fireplace stands nearby, enhancing relaxation while offering warmth and comfort.

Home in Stowe

The Penelope: New, Modern Home w/Breathtaking View

4.96 out of 5 average rating, 334 reviews

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

The Funky Parlor House // Rustic Close to Stowe

4.92 out of 5 average rating, 128 reviews

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

Private & Intimate Cottage In Eastern Townships

4.91 out of 5 average rating, 75 reviews

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

Sunset Farm: Historic Victorian Home on 300 acres

5 out of 5 average rating, 36 reviews

Home in Enosburg

The Gambrel Mountain Retreat at Twin Ponds

4.97 out of 5 average rating, 59 reviews

Home in Hyde Park

Hilltop Haven - Stunning Views!

4.99 out of 5 average rating, 72 reviews

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

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