Vacation rentals with a kayak in Chesterfield

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Chesterfield

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

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, 213 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.

Guest favorite

An aerial view of the mountain lodge is presented, surrounded by vibrant autumn foliage. A serene lake is visible in the background, with distant mountains gently framing the scenic landscape. The expansive green lawn complements the charming exterior of the lodge, creating a sense of tranquility.

Home in Au Sable Forks

4.81 out of 5 average rating, 213 reviews

Adirondack Vacation Destination Lodge on Fern Lake

This mountain retreat is designed for relaxation, comfort and fun! Located in the pristine Adirondack Park the Lodge is located adjacent to The Palmer Brook Sportsman Club Inc. 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 simply include this request in your stay and enjoy the great outdoors all day and relax by the fireplace at night.

Top guest favorite

A serene outdoor space features a patio table surrounded by chairs, set against the calm waters of Metcalf Pond. A large umbrella provides shade, while an American flag gently flutters nearby. The backdrop includes rolling hills adorned with autumn colors.

Cottage in Fletcher

5 out of 5 average rating, 137 reviews

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.

Guest favorite

The image shows a serene lakeshore at sunset, with calm water reflecting hues of orange and purple. Two kayaks are positioned on the sandy beach, while a wooden dock extends into the water, providing access for boats. Distant mountains can be seen against the horizon.

Cottage in Keeseville

4.91 out of 5 average rating, 100 reviews

Lakefront Adirondack, private beach❤ +kayaks, Wifi

Our family cottage around Lake Champlain offers the best view you can find in the area! Direct access to the lake with a private beach, a large dock, 2 kayaks and a large garden. The water is crystal clear and the view on the Green Mountains is breath taking. The area is full of nearby things to do: Adirondack Park, Ausable Chasm, White Face Mountain, Lake Placid, Plattsburgh, Burlington, small brewery and winery. The living space is located on the 2nd floor, with a play room on the 1st floor.

Top guest favorite

A cozy living area features a light-colored sofa adorned with decorative pillows, complemented by a leather armchair. A well-equipped kitchen area showcases green cabinetry, a black refrigerator, and various appliances on the countertop, illuminated by wall-mounted lights. The space maintains a warm atmosphere with wooden accents.

Guest suite in Jericho

5 out of 5 average rating, 104 reviews

Guest Suite w/hot tub & fireplace

Our property in Vermont is a slice of heaven: Set between Burlington & Stowe, 10 minutes off the main highway I-89, with quick access to the main spots in Vermont, but tucked down a dirt road with nothing but the sounds of the stream. On our property we built The Tuckaway Suite, an entirely private guest suite above our garage. With access to a hot tub, and hiking trails right outside the door, this space is a brand new build with cozy cabin vibes. Follow the journey on IG at @VTstays!

Guest favorite

A charming treehouse is nestled among lush green trees, featuring large windows that glow warmly at dusk. A connecting bridge is illuminated with string lights, creating a welcoming pathway. Ferns and forest foliage add to the natural surroundings, enhancing the serene woodland atmosphere.

Treehouse in Moretown

4.96 out of 5 average rating, 161 reviews

Treehouse at Bliss Ridge Farm - Best Views in VT!

This treehouse, the Birds Nest, is open May-Oct. Our “4-Season Treehouse @ Bliss Ridge,” is open year-round: https://www.airbnb.com/h/bigtreehouseatblissridgefarm — NEW SAUNA on property! Dr. Seuss-inspired tree home perched @top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host of The Treehouse Guys - an authentic treehouse built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley!

Top guest favorite

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

4.99 out of 5 average rating, 132 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.

Guest favorite

An aerial view of a cozy library reveals tall bookshelves filled with various books. A small round table sits in front of a stained glass window, accompanied by a comfortable couch and an ornate rug. Wooden accents add warmth to the space.

Cabin in Loon Lake

4.99 out of 5 average rating, 210 reviews

The Library at Camp Arden

Do you love books enough to sleep with them? Step into the Library at Camp Arden, furnished with one-of-a-kind antiques and collectibles. Curl up with your favorite book and take in the light of antique stained glass and the sounds of the Adirondacks gently wafting through the window. Take a paddle on Carpenter Pond with a provided canoe, or snuggle by the fire outside your door by your own fire-pit. No matter what you do, Camp Arden is waiting to help you enjoy the Adirondacks.

Guest favorite

A spacious house is set on a grassy lawn, surrounded by trees. The structure features multiple windows that allow natural light, a welcoming front porch, and a driveway leading to an outbuilding. The clear sky enhances the serene outdoor environment.

Villa in Schuyler Falls

4.98 out of 5 average rating, 104 reviews

Adirondack Home

The Adirondack home is a cozy warm house, sitting on a 45 acres property in Schuyler Falls, NY with gorgeous surrounding nature located between lake champlain and whiteface moutain. If you’re looking to enjoy a nice sauna, a warm jacuzzi, and/or a relaxing night with fire on a clear sky, don’t hesitate to book. It is a haven for a couple romantic getaway, a skiing experience, or a relaxing family time in the Adirondack nature. Parties are not allowed for safety reasons.

Top guest favorite

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, 146 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.

Top guest favorite

A spacious lakefront property is surrounded by green lawns and mature trees, with unobstructed views of the water and distant mountains. The light-colored house features a large front porch, complemented by a gravel driveway leading up to it. The serene outdoor space invites relaxation.

Apartment in Grand Isle

5 out of 5 average rating, 103 reviews

Four Pines on Lake Champlain

Our picturesque lakefront carriage house apartment offers spectacular mountain & lake views with stunning sunsets. A private beach for swimming, a patio for lounging, and a fire pit for unwinding make for an ideal place to relax & recharge. Our high-speed internet is ideal for telecommuting & our location offers easy access to numerous outdoor activities - hiking, cycling & skiing - with close proximity to Burlington, VT, rated one of America’s Best Small Cities.

Top guest favorite

An aerial view captures the expanse of the lakefront property, showcasing the vibrant fall foliage surrounding the shoreline. A large lot extends along the water, with trees displaying a mix of colors. The lake, gently reflecting the clear sky, frames the tranquil setting.

Guesthouse in Highgate

4.97 out of 5 average rating, 677 reviews

Beautiful lake-front cottage, Lake Champlain

Lakefront cottage located in Highgate Springs, Vermont, on the Canadian border. The 2-bedroom cottage sits adjacent to the owner-occupied main house, on a large one-acre lot, with 120 feet of Lake Champlain shoreline. Enjoy the stunning sunset views while sitting on the deck overlooking the water. Private dock included. Montreal and Burlington each 45 minutes away. Available level-2 car charger. Well-behaved pets allowed. Super-fast WIFI!