
Pet-friendly vacation rentals in Charleston
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Top-rated pet-friendly home rentals in Charleston
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

The Rustic Retreat at Twin Ponds
Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away - you’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace. Or simply stay in bed and admire the view. With plenty of land to explore, a hike is always welcome. The choice is yours!

Hilltop Guesthouse #1
Our guest house is a private detached studio apartment. Close to many local activities, including Kingdom Trails mountain biking, V.A.S.T. snowmobiling, Burke Mountain Resort and beautiful Lake Willoughby. The full kitchen includes a refrigerator/freezer, range with oven, toaster, coffee pot, silverware, glassware, and cookware. The bathroom has an upright shower, and full linens and towels are provided. We invite you to come stay with us and spend time seeing what Northern Vermont has to offer.

Sunny Waterfront Cottage at FarAway Pond
Waterfront! Hot tub & dock with kayaks on private lake. Enjoy the screen pavilion with sofa & fire table and bright, wood lined cottage with all you need for a peaceful getaway-Japanese soaking tub, (small) Heat/AC, +fast wifi. Cook in the kitchen or grill in the beach side pavilion. Walk the trails around the lake through forest & meadow to the nearby State Forest & Gold Mine Trail. We group the 3 cottages to preserve the shore for nature to thrive-message to reserve all 3 for total privacy

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 :-)

Scenic cottage Echo Lake, Charleston, Vermont!
This charming cottage is very quiet & private, with sweeping views of Echo Lake and surrounding mountains such as Bald and Wheeler. Perfect for a romantic getaway or a small family vacation. This winter the snow is as good as it gets. Cross country ski or snow shoe here or at the many trails nearby. Or just walk out onto the lake and smile. Message for conditions Bring your passports as Canada is just 20 minutes away with great food shopping and restaurants and scenic spots.. It is beautiful.

Cady’s Falls Cabin
Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

200 acre Stowe area Bunkhouse.
Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

Northeast Kingdom, VT Clyde River House
Clyde River Farm & Forest's secluded Northeast Kingdom river retreat, the Clyde River House provides stunning views, shoreline, numerous birds, including bald eagles, nesting osprey, blue herons, and a pair of loons. Canoes and kayaks available for your use. Hiking, biking, cross country, downhill skiing trails, and snowmobile trails are within a short hike or drive of the house. Check out the many seasons of the Clyde River House. There's sure to be a time for you to visit!

Le chalet des bois, Peace and calm in the woods
*$* WINTER PROMOTION *$* For a weekend reservation (Fri. & Sat.) the 3rd night on Sunday is $90.00!. Monumental open concept, in the heart of nature. Access to trails directly behind the house. Wood stove, large modern bathroom, one bedroom + sofa bed. Another sofa bed in the living room. Ideal chalet for a couple with children or two couples. Wild birds, turkey, and deer lovers welcome! Wifi and EV charger included. Dogs Welcome! CITQ : #308038

Chalet Kalel
Chalet situé en montagne environnement paisible distance de marche de la montagne et près du lac lyster. Equipé d'une cuisine complète, d'un poêle a bois et d'une thermopompe vous serez dans le confort peu importe la metéo. Le chalet possede un lit king pour les occupants principaux et queen pliable pour invités/ enfants ou des enfants. Le bois est fournis pour le foyer durant la saison hivernale. L'eau provient d'un puit artesien et est potable.

Entire place, newly renovated
Spacious apartement with large kitchen and equipped with all the cooking essentials. Private room with a double size bed. 2 foldable beds available if needed. Storage space for bikes or skis in the lobby. Close from Stanstead's main attractions : 5 min walk from the stone circle, the bazar and the famous library. 5 min ride from Canusa street, the beautiful bike path, restaurants, Pat Burn arena, the bakery and the grocery store.

Charming Tiny House by the water
Discover our charming Tiny House, ideal for a cozy stay by the river. Enjoy trails on the site and private access to the water. This project, lovingly designed, reflects our happiness to have a safe haven to recharge and practice outdoor activities. We want to share this experience with those looking for a sweet moment of wellness in the countryside. Treat yourself to a moment of serenity, alone or in love, in our little cocoon.
Popular amenities for Charleston pet-friendly home rentals
Pet-friendly house rentals

Beauiful/Charming Country Setting

Cozy Winter Loft Near Skiing, Eastern Townships

SKI JAY & BOARD Lake Eden |Hot Tub|Wifi|Games|Pets

Comfortable Home, Hot Tub, Trails on 140 Acres

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton

VT Lakeside getaway on beautiful Crystal Lake.

Caboose Tiny Home on river with hot tub near Stowe

Mountain Oasis/10 Mins to Stowe/Hiking/HotTub
Pet-friendly home rentals with a pool

Mountain View Farmhouse w/ Orchard White Christmas

Maison Greenwood CITQ 172351

Cozy Chalet at Jay Peak

EPIC Stowe Getaway - Great For Families & Friends

Cute Cottage - Poolside - Minutes To Activities

Chalet Potton Cottage - spa, sauna & pool

Loft at 913 Shefford

Beautiful Chalet minutes to Jay Peak Resort
Private, pet-friendly home rentals

Back Forty Acres

Stunning Lake House in Vermont's Northeast Kingdom

Shadow Lake house

"Le Shac" a bit of paradise awaits you

CH'I TERRA gîte-ressourcement between lake and river

Journeys End Chalet - Minutes to Jay Peak!

Top of the Hill View Cabin

Cabin at Hidden Falls Farm
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,153 GYD | G$27,780 GYD | G$27,153 GYD | G$27,153 GYD | G$29,868 GYD | G$30,286 GYD | G$30,704 GYD | G$31,330 GYD | G$27,153 GYD | G$28,197 GYD | G$27,153 GYD | G$27,153 GYD |
| Avg. temp | -8°C | -7°C | -1°C | 6°C | 13°C | 18°C | 20°C | 19°C | 15°C | 8°C | 2°C | -5°C |
Quick stats about vacation rentals that are pet-friendly in Charleston

Total vacation rentals
Explore 40 vacation rentals in Charleston

Nightly prices starting at
Charleston vacation rentals start at G$8,355 GYD per night before taxes and fees

Verified guest reviews
Over 1,300 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
30 of Charleston vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Charleston rentals

4.8 Average rating
Charleston stays are highly rated by guests—averaging 4.8 out of 5!
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- Jay Peak Resort
- Owl's Head
- Ski Bromont
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- Bolton Valley Resort
- Omni Mount Washington Resort
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