Holiday rentals with a kayak in Chesterfield

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in Chesterfield

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
Cottage in Fletcher
4.93 out of 5 average rating, 121 reviews

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.

Top Guest favourite
A modern wooden exterior features a combination of large windows and a welcoming front door. The building includes two spacious garage doors, all set against a backdrop of colorful autumn foliage. A manicured pathway leads to the entrance.
Loft in Keeseville
5 out of 5 average rating, 229 reviews

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.

Top Guest favourite
A modern living area is captured with large windows providing natural light and views of the surrounding trees. A gray sectional sofa faces a sleek coffee table, with a brown leather armchair nearby. The streamlined kitchen features a gray countertop and minimalist design elements.
Home in Malletts Bay
4.99 out of 5 average rating, 134 reviews

Modern, hilltop, lakeside retreat!

A minimal, refined retreat nestled in trees offers peaceful, modern luxury. Use the dock for swimming and relaxing, kayaking, and paddleboarding. Built in 2021 to the highest standards, for extended family. Located about 15 minutes from downtown Burlington & downtown Winooski w/ access to all manner of outdoor & maritime activities! We encourage you to enjoy coffee on the dock in the morning! Views from the house vary with the season due to the leaves on the trees. The lake is always beautiful.

Top Guest favourite
A dining table is set with elegant tableware, including glassware and a decorative vase of flowers. The backdrop features a serene view of Lake Champlain, with lush greenery and distant islands under a clear blue sky.
Cabin in South Hero
4.93 out of 5 average rating, 213 reviews

Rockhaven - Island View-sauna

Rockhaven, a romantic getaway is a rare find. Step back in time and enjoy almost 600' of lake shore on Vermont's unique Lake Champlain with 180 degree views, from westerly views to New York's Adirondacks, through the north and east to Vermont's Green Mountains. This private site is 2 acres with mature trees, meadows, and wooded buffers, ensuring a peaceful and private stay. There are two cottages available; they can be rented separately or together. Each is one bedroom with private bath.

Top Guest favourite
Sunlight filters through tall trees, casting elongated shadows on a grassy area by the lake. The serene water reflects the sky, creating a peaceful atmosphere. A few chairs are positioned on the grass, inviting relaxation and enjoyment of the picturesque surroundings.
Home in Willsboro
4.95 out of 5 average rating, 117 reviews

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.

Top Guest favourite
Home in Au Sable Forks
4.82 out of 5 average rating, 232 reviews

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.

Top Guest favourite
A circular fire pit is surrounded by three rustic wooden benches, positioned on a grassy area among lush trees. Two adults and a child sit comfortably, enjoying the warm glow of the fire. Behind them, the unique treehouse structure, with large windows, blends into the natural setting.
Treehouse in Moretown
4.99 out of 5 average rating, 160 reviews

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.

Top Guest favourite
The exterior of the rental unit features a blue-colored facade with large windows. An inviting balcony is showcased, furnished with seated areas and planters. The view beyond includes trees and a glimpse of Mirror Lake, enhancing the overall appeal of the location.
Guest suite in Lake Placid
4.96 out of 5 average rating, 134 reviews

Grand Suite w/ Backyard Access on Mirror Lake

Welcome to your home away from home in the heart of the Adirondacks! This modern oversized studio offers top-of-the-line amenities, including an oversized shower, and a spacious balcony perfect for morning coffee or evening relaxation. Located just steps above the village, our apartment is surrounded by scrumptious food options, boutiques, and parks. Explore the iconic small town or enjoy a tranquil evening in your peaceful haven. Book your stay with us today for a memorable urban escape!

Top Guest favourite
The calm waters of Silver Lake reflect a vibrant sunset with shades of orange and pink blending into the tranquil scene. A cluster of decorative grasses and flowers is positioned on the shore, framed by smooth stones along the water's edge.
Guest suite in Au Sable Forks
4.99 out of 5 average rating, 113 reviews

Heron Pointe @ Silver Lake near Whiteface Mtns

Heron Pointe Camp is located near Whiteface Mountain and Lake Placid in the Adirondack Park. A beautiful lakefront location on Silver Lake. Near Saranac Lake. Private dock & kayaks. Perfect for a couple, small family or professionals. Close to many Adirondack peaks, lakes, rivers, ponds, hiking trails and skiing. Silver lake is a private lake approximately 3.5 miles long end to end with perimeter shoreline of 13+miles. Nice for swimming, fishing, paddling and relaxing lakeside.

Guest favourite
The cabin is surrounded by trees, featuring a spacious deck with glowing lights. A hot tub is visible adjacent to the exterior. A fire pit area is arranged with seating, surrounded by a well-maintained lawn, creating a welcoming outdoor space.
Cabin in Jay
4.98 out of 5 average rating, 175 reviews

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.

Top Guest favourite
Cottage in Hinesburg
4.98 out of 5 average rating, 207 reviews

Gorgeous lakefront retreat near 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.

Top Guest favourite
An aerial view captures a charming barn-style home surrounded by lush greenery, with expansive views of a serene lake in the background. The property features meticulously maintained lawns and a landscape rich in trees, set against a backdrop of rolling hills and distant mountains.
Barn in Hinesburg
4.98 out of 5 average rating, 209 reviews

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.

Popular amenities for Chesterfield kayak rentals