
Holiday rentals with a kayak in Chesterfield
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Chesterfield
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Lakefront Cottage near Smugglers Notch Vermont
SunCroft is the perfect destination for a quiet getaway combined with outdoor activities. This country cottage has gorgeous views of a small lake nestled in mountains. Morning mists coming off the pond’s surface are particularly beautiful while relaxing with coffee and listening to loon calls. Within a few steps of the lake, you can enjoy swimming and kayaking or bring your own fishing poles. The surrounding area offers hiking, biking, and microbreweries. Driving distance to Burlington or Stowe.

Adirondack Gem in the Champlain Valley/VT Views
Our country home is nestled in a peaceful wooded area overlooking Lake Champlain and the VT Green Mtns . The 900 sq ft Loft is private and welcoming, with many thoughtful details for your comfort and total relaxation. Cuddle up with comfy chairs, cozy throws and an abundance of books and magazines. It is so quiet, and the beds so comfortable, that a restful night's sleep is almost a guarantee. Kayaking, canoeing, and fishing opportunities abound with water access close-by. Very kid-friendly.

VanHoevenberg Ridge upper level apartment.
Magnificent mountain views in the midst of the High Peaks Region and 42.7 acre zoning, six miles from Lake Placid Village's traffic and bustle; this upper level suite features queen master bedroom plus second bedroom with double bed, and Jack and Jill bath, fully equipped kitchen, cathedral dining and living rooms. Relax and enjoy mountain sunsets from hot tub on deck. All-wheel drive needed to manage 1,000-foot paved private drive in winter. North Elba Short Term Rental Permit # STR-200360

Metcalf Pond Camp Convenient to Smugglers Notch
Handcrafted cozy waterfront camp on Metcalf pond. Propane fireplace provides for welcome warmth after fall or winter adventures. Soak in the Hot tub on the deck. Custom spiral staircase accesses carpeted sleeping loft with books, TV, rocking chair. Enjoy the quiet off season brings to the area when most camps are shuttered for winter. Enjoy staying in and cooking and taking in the cozy atmosphere or make the approximately 20 minute drive to Smugglers Notch or enjoy other local attractions.

Quiet 3 Bedroom Cottage on Lake Champlain
You'll have a relaxing visit at this cozy, comfortable family camp. Enjoy swimming, kayaking and hiking. Explore gorgeous Lake Champlain or enjoy the view from the porch. The sunrises are spectacular! Lake Champlain is known for great year-round fishing. Tip: Bring your water shoes for maximum swimming comfort. Hop on the Essex Ferry to Vermont to experience shopping, art, restaurants and museums. The Shelburne Museum and ECHO, Leahy Center for Lake Champlain are perfect for families.

Adirondack Vacation Destination Lodge on Fern Lake
This mountain retreat is designed for relaxation, comfort and fun! Located in the pristine Adirondack Park and located adjacent to Palmer Brook Sportsman Club that provides over 5000+ acres of recreational trails for xc skiing (no lifts/ tow rope), snowshoe, snowmobile, atv, mountain bike trails all starting from your doorstep. Arrangements can be made for access Jan-Aug months simply include this request in your stay and enjoy the great outdoors all day and relax by the fireplace at night.

4-Season Treehouse @ Bliss Ridge; Best Views in VT
Insulated, thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Fabulous “Jotul” fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works! No pets.

Adirondack getaway w/trails, hot tub and sauna
My house is tucked in the woods. I'm the last house on my road that is a dead end. With very few neighbors it is a very private location in the heart of the Adirondack mountains. I'm only 20 min from lake placid and Keene and 10 min from whiteface mountain. I'm 10 min lake Everest and and the Ausable. 20 min from mirror lake. Right out the back door there is hiking , skiing, snow shoes trails. There are 2 peaks that can be reached out my front door, Clarke mtn and Hamlin mtn.

Modern Hot Tub Sauna A-Frame near Whiteface
Welcome to the Black Pine Lodge! Nestled in the heart of the Adirondacks, this modern A-Frame 3 bed/3 bath cabin can accommodate up to 8 guests. Amenities: Hot Tub Panoramic Barrel Sauna Pool Table Helix mattresses Fire Pit Kayaks Surrounded by beautiful trees this place feels tranquil and has lots of hiking trails outside the front door. Explore other hikes, rivers & dining in neighboring Wilmington, Keene and Lake Placid. End the day relaxing at this lodge that caters to all.

Gorgeous lakefront home close to Burlington!
Lovely lakeside home w/expansive views of Lake Iroquois! Beautifully furnished 2 bedroom, 1.5 bath home with high-end finishes, hardwood, and slate floors. Relaxing great room, full kitchen, dining room, one-bedroom, and 1/2 bath on the first level. The entire upper level is devoted to a bedroom suite and features its own balcony, an oversized bathroom with a tiled shower, and a soaking tub. 2 kayaks and a canoe are available to explore the lake! 20 min. to Burlington.

Cozy Cabin -Top of Hill with Views
Experience the ultimate Vermont retreat in our newly renovated second-story guest space nestled in a charming barn, offering breathtaking easterly views of the Green Mountain range, including the majestic Camels Hump and Bolton peaks. This hilltop cabin is cocooned by lush trees and verdant pastures, providing an idyllic escape from the hustle and bustle of everyday life. Kayak, swim or paddleboard on nearby Lake Iroquois 2 miles away or Lake Champlain 9 miles away.

Bluebird Cottage on Lake Champlain
Bluebird Cottage is located on the St Albans/Swanton town line directly on Lake Champlain on beautiful Maquam Shore. Enjoy our extensive private beach, sunsets from the large deck, shady lake breezes from the patios, large yard for outdoor activities and games complete with fire pit. Close by is the Missisquoi Wildlife Refuge, Alburg Dunes State Park, ski resorts, Burlington for fine dining and nightlife, the famous Lake Champlain Islands, and Canada.
Popular amenities for kayak rentals in Chesterfield
House rentals with a kayak

Spacious Lakefront Retreat w/Stunning Views

Adirondack A-frame 4bd-2ba: Ski/Hike/Bike & More

Lake Dunmore Oasis near Middlebury

Waterfront, Hot tub, Pet friendly, 5min-White face

Nature Lover's Paradise

Sunset Getaway ~ Private Beach | Hot Tub

Lake Champlain Retreat & Sauna

Lake Champlain Colonial
Cottage rentals with a kayak

Lakefront Home, Large yard, w/Dock, sleeps 10+

Cottage on Lake Dunmore

Lake front home on private, tree-lined drive.

Camel's Hump Remote Mountain Cottage

Pearl of the Mountain

Gone Fishing! Is Pet Friendly! Now with 4 kayaks!

Camp Knotty and Nice at Minerva Lake. In the Adk

Cozy cottage at “The 588 By The Lake”
Cabin rentals with a kayak

Quaint Cabin in Schroon

Lake Iroquois - "Lakes End"

Maplewood Cabin, hideaway w/ hot tub + fireplace

Rockhaven - Island View

Willsboro Point Waterfront Retreat

Cabin With a Giant View

Lake Placid Area, Dukes Cabin-Dog Friendly!

Adirondack A-Frame LakeChamplain
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Waterfront rentals Chesterfield
- Rentals with a patio Chesterfield
- Pet-friendly rentals Chesterfield
- Rentals with lake access Chesterfield
- Rentals with a firepit Chesterfield
- Rentals with a fireplace Chesterfield
- Family-friendly rentals Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- Rentals with outdoor seating Chesterfield
- House rentals Chesterfield
- Rentals with beach access Chesterfield
- Rentals with a kayak Essex County
- Rentals with a kayak New York
- Rentals with a kayak United States
- Sugarbush Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Lake Flower
- Stowe Mountain Resort
- University of Vermont
- ECHO, Leahy Center for Lake Champlain
- Adirondak Loj
- Middlebury College
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Boyden Valley Winery & Spirits
- Shelburne Museum
- Warren Falls
- Waterfront Park
- Shelburne Vineyard
- Lake Champlain Chocolates
- Snow Farm Vineyard & Winery
- Elmore State Park
- Cold Hollow Cider Mill




