
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.

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.

Epic Luxury Treehouse - next to Dog Mountain !
The Outpost Treehouse is a beautifully handcrafted retreat, nestled amongst the evergreens atop Spaulding Mtn. Located .5 mile from Stephen Huneck Gallery/Dog Mountain, 3 miles from the historic Town of St. Johnsbury, in the heart of Vermont’s North East Kingdom. Mountain Bikers are just over 10 miles to The Hub at Kingdom trails, 15 miles to Burke Mtn ski and bike park, and we are 2 exits north I 93 from Littleton & White Mtn’s NH!

White Mountains Retreat
Are you ready to disconnect? Enjoy a peaceful getaway in the heart of the White Mountains where you have beautiful mountain views, the opportunity to see wildlife, and experience the peace and quiet of nature. Brand new build centrally located in the White Mountains: -10 minutes from downtown Lancaster -15 minutes from Santa's Village & Waumbek Golf Club -Less than 30 minutes from several popular 4,000 foot mountain hiking trails
Popular amenities for Charleston pet-friendly home rentals
Pet-friendly house rentals

Beauiful/Charming Country Setting

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

Green River Reservoir State Park Log Home

Haven Tiny House w/hot tub on river near Stowe

Comfortable Home, Hot Tub, Trails on 140 Acres

VT Lakeside getaway on beautiful Crystal Lake.

Cozy Winter Escape - Family Home, Near Skiing

LakeView Manor
Pet-friendly home rentals with a pool

Cozy Chalet at Jay Peak

Maison Greenwood CITQ 172351

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

EPIC Stowe Getaway - Great For Families & Friends

Cute Cottage - Poolside - Minutes To Activities

Cozy Mountainside Condo

Chalet Potton Cottage - spa, sauna & pool

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

Back Forty Acres

Sweet Cottage in Farm Country

Stunning Lake House in Vermont's Northeast Kingdom

Owls Head

Brookside Loft in East Haven

Journeys End Chalet - Minutes to Jay Peak!

Cozy rustic Cottage // Close to Stowe

Top of the Hill View Cabin
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,180 GYD | G$27,807 GYD | G$27,180 GYD | G$27,180 GYD | G$29,898 GYD | G$30,316 GYD | G$30,735 GYD | G$31,362 GYD | G$27,180 GYD | G$28,226 GYD | G$27,180 GYD | G$27,180 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$8,363 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
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