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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.

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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, 221 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 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
4.99 out of 5 average rating, 188 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.

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, 128 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.

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, 202 reviews

Rockhaven - Island View

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, 113 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
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
4.97 out of 5 average rating, 179 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 - built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley! No pets or animals please.

Top Guest favourite
Home in Au Sable Forks
4.83 out of 5 average rating, 230 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.

Guest favourite
A light-filled living room features large windows offering views of the bay. A comfortable grey sectional sofa is paired with a blue armchair, and a wooden coffee table is set with decorative items. A flat-screen TV is mounted on a modern media console.
Home in Colchester
4.93 out of 5 average rating, 99 reviews

The Crow's Nest | Beachfront home on Malletts Bay

The Crow's Nest is a stunning luxury listing on Malletts Bay. This new construction home offers a dream vacation experience for up to 7 guests. Situated directly on the beach at Malletts Bay, you can live the Vermont lake life with your toes in the sand, paddle boarding on the lake, or from the top-level primary suite, enjoying unparalleled views of Lake Champlain. Out of state travelers will love visiting Church Street in Downtown Burlington, a quick 20 minute drive from The Crow's Nest!

Top Guest favourite
A charming cabin is set amidst tall trees, showcasing a stone and wood exterior. The covered porch features rocking chairs and views of the surrounding natural landscape. A rustic picnic table is positioned on the lawn, inviting guests to enjoy outdoor meals.
Home in Jay
4.99 out of 5 average rating, 105 reviews

Luxury ADK Retreat Near Whiteface, Lake Placid

ADIRONDACK MOUNTAIN CABIN – Your luxury Adirondack escape! This 3-bedroom, 2-bath retreat sleeps 8 guests and is 17 minutes to Whiteface, a half hour to Lake Placid, and steps from Lake Eaton and scenic trails. Relax in the private hot tub, gather around the fire pit, or enjoy the 3-season sunroom, covered deck, and game room, featuring foosball and Smart TV. A stunning floor-to-ceiling stone gas fireplace and modern Adirondack décor make this the perfect 4-season getaway. Dog friendly!

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, 107 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, 168 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
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, 225 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.

Popular amenities for Chesterfield kayak rentals