
Holiday rentals with a kayak in Bennington County
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Bennington County
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Peaceful VT Chalet w/ Mountain View’s
Our Peaceful chalet has everything you need. A fully equipped kitchen, 3 bedrooms, 2.5 baths, 2 living rooms, elec heat fireplace, outdoor fire pit, washer, dryer, Roku TV’s, great fiber optic internet. Accessible ATV/ snowmobile trails from property. 20 miles to Mt. Snow. Short driving distance to popular golf courses, shops, restaurants,breweries, kayaking, fishing, hiking, white water rafting ect An ideal base to explore the Green Moutain National Forests (VT) or the Berkshire Mountains (MA).

Camden Creek Farm
This is 1100 square feet of quiet living space in the country, with pleasant views of the hills and farmland. The southern exposure brings the sunlight through the windows . The farm is sheltered in a valley without an immediate neighbor close by. A spring-fed creek runs the whole length of the 140-acre main farm. This is a great place to visit for outdoor activities or to relax in country life. There are opportunities to observe farm animals, wildlife, farm endeavors and different seasons.

MtSnow* HotTub* Pool * AirHockey* PingPong * Darts
Welcome to our ❄newly listed❄lodge style home! HOT TUB✅ Our home is located on private 2.6 acre lot with beautiful views of Mount Snow in the distance. Our home offers easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our home. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in southern Vermont!

Lakeview Cabin in the Mountains - beautiful
Lovely log sided cabin situated across from Woodford lake with view. Large Great room cathedral ceiling, halfmoon window, pine ceiling & floors, dining table,woodstove, corner gas fireplace, full kitchen. Beautiful ambiance, rustic yet elegant. 2 bedrooms, full bath with clawfoot tub, romantic sleeping loft w sitting area. Basement play area heated with 2 beds for children. Central heat, washer/dryer TV/Roku, ceiling fans. Great getaway for nature lovers, skiers, snowmobilers, hikers. Wifi.

Modern Cozy Cottage minutes from Stratton &Bromley
Our cozy cottage is minutes away from hiking, skiing, & snowshoeing adventures. The charming village is a year round play land for outdoor lovers with hiking, biking, rivers nearby. Relax at the cottage and sit by the brook with a good book. Great antiques, outlet shopping, local artisan shops, and a fabulous farmers market are close by. Fully stocked kitchen, internet, keyless entry. Perfect for family of 5 or 4 adults. AWD or 4WD is highly recommended during winter months for our VT roads.

Cozy Lakeside Tiny Home, Near Skiing
Hot Breakfast and Lunch INCLUDED every day in your stay. Our general store, located 5 minutes away, will make you fresh egg sandwiches, pastries, and coffee. For lunch, come in and get fresh made subs or our famous brick oven pizza slices. A perfect getaway for couples, friends, or family in every season. Enjoy kayaking, fishing, ice skating and boating on serene Sadawga Lake. It's a quick drive to skiing at Mount Snow, shopping and dining in Wilmington, and direct access to the VAST trail.

Vermont barn apartment
The Barn Apartment at Sykes Hollow Farm is in the gorgeous Mettowee Valley with 4 friendly horses, entertaining chickens, mountain views and a host who cares about you. The farm is a quiet, private, peaceful place with 30 acres to roam, but still close to Dorset and Manchester. Fields, mountains and a pond are all here. Good for couples and solo travelers who want an amazingly beautiful setting. This listing is more than a rental... it's an entire farm. Powered by solar to help the planet!

North Bennington, VT conveniently located unit.
Fully furnished ground level unit includes heat, AC, Wi-Fi, cable TV, snow removal, garbage removal, parking & spacious backyard with patio & fire pit. Kayak on site, lake less than half mile away. Historical area, closely located near Bennington College, several walking trails, nearby lakes & skiing, quaint No Bennington town with library, restaurants, laundromat, gas station, variety stores, Park McCullough Mansion, movie theatre, grocery stores, banks & more all within half to one mile.

Vermont lake house near Mt. Snow-fab 360 views!
Welcome to our fabulous farmhouse on 3 green acres! Enjoy amazing views of Lake Sadawga and the surrounding Green Mountains as you kick back in our cozy stylishly furnished home. The house comfortably sleeps 8+ with 4 bedrooms, 2 full bathrooms, and a finished loft space. We are located off the beaten path on a paved road with multi-car parking. This wonderful year-round retreat is a short drive to skiing at Mt. Snow, boating in Harriman Reservoir, and easily accessible to local amenities.

Cozy Cabin ~16 Mi. to Slopes on 10 Acres of Woods!
Tucked away in the bends of Burrington Hill Road, you’ll find our family’s Whitingham Wonderland, where our Irish touch is sure to make you feel at home and our NYC energy will keep you entertained. Our home is stocked with games for all ages as well as multiple Smart TVs, a fire pit and grill. To enjoy all Vermont has to offer we are only 30 minutes from Mt Snow and 45 from Stratton with the towns of Wilmington & Dover peppered along the way. Come make memories to last a lifetime!

Stowe Hill Cottage. Min's to Lake and Mt Snow
enjoy a peaceful retreat, explore the surrounding nature trails, or take a short drive to nearby restaurants and attractions. This cozy cottage features a full kitchen, comfortable living space, and two bedrooms. Relax on the spacious deck, gather around the fire pit and take in the picturesque mountain views. Perfect for couples, families, or a small group of friends looking for a tranquil and scenic getaway. Book your stay now and experience the beauty and serenity of Vermont.

Chalet w/ hot tub min. to Stratton & Mount Snow
Newly Renovated! Welcome to The Chalet in Stratton, located in the heart of the Green Mountains of VT. A captivating haven that promises an unforgettable getaway. Nearby you will find great restaurants, bars, breweries, hiking trails, lakes, boating, kayaking, grocery & liquor stores. 13 min. to Mount Snow, 15 min. to Stratton, 10 min. to Grout Pond. Immerse yourself in the tranquil surroundings, and soak in the breathtaking views of the mountains. Your private oasis awaits!
Popular amenities for Bennington County kayak rentals
Holiday House Rentals with a Kayak

Lake & Mountain View Cabin - Sauna, Hot Tub, Hikes

Stratton/Mt Snow minutes away! Hot tub + Game room

The Birdhouse Retreat w/Hot Tub

Bright mountain retreat w/ resort access

Dorset Hollow House

Casa Azul: HotTub, Igloo, Games, Mt Snow 10 Min

MT SNOW Chalet + HOT TUB + new upgrades for 2024!

Large Game Room, near skiing, walk to downtown
Cottages with a kayak

Emerald Cottage @ Mt. Snow

Fully renovated 1830's farm house

Modern Cozy Cottage minutes from Stratton &Bromley

Love the outdoors? This is the place for you!
Cabin rentals with a kayak

Mount Snow Cabin with Hot Tub on Deck

Lakehouse Cabin on Lake Raponda

Spacious Wilmington Cabin: Walk to Lake

Lakefront House with Stunning Views and Great Room
Destinations to explore
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- Rentals with a kayak Vermont
- Rentals with a kayak United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Killington Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- West Mountain Ski Resort
- Bousquet Mountain Ski Area
- Saratoga Spa State Park
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- National Museum of Racing and Hall of Fame
- Hancock Shaker Village
- Adirondack Extreme Adventure Course
- Congress Park
- MVP Arena
- June Farms




