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Vacation rentals with a kayak in Chesterfield

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Top-rated kayak rentals in Chesterfield

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

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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, 224 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
Cottage in Malletts Bay
4.82 out of 5 average rating, 119 reviews

Albert's "Baxter's HideAway" a Unique Treasure.

Walk Softly, There’s a Dream Here! Seasonal rental, no heat. Review from Bob: "Albert’s place was so lovingly put together. Creative, like living in a museum." "Impressionism" enjoy my choice of artist paintings throughout the cottage. Nestled in the private Mills Point Peninsula is Baxter’s Hide-Away cottage waiting for you and your companion. Perfectly situated steps to The World Famous Colchester Causeway Bike path and Lake access. Not a good neighborhood for singles coming to party.

Top guest favorite
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, 130 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 favorite
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, 207 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 favorite
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, 114 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 favorite
Home in Au Sable Forks
4.83 out of 5 average rating, 231 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 favorite
A charming cabin is nestled among lush greenery, with a red outdoor umbrella shading a picnic table nearby. The exterior features a combination of rustic wood and large windows that invite natural light, while the waterfront is visible just beyond the trees.
Cabin in Saranac Lake
4.95 out of 5 average rating, 138 reviews

Tamarac Romantic Waterfront Cabin For Two.

A Private Romantic Waterfront Cabin with hot tub for two just steps from 50 miles of gorgeous lakes and waterways. This classically appointed fully furnished Adirondack cabin is just perfect for a romantic vacation. Full Kitchen, Hot tub, Air Conditioning, Fire Pit, and Picnic Area all compliment the perfect lakeside spot. Just 1 mile to town, 8 to Lake Placid. Hiking trails of all types for miles. Access to Kayak, and Paddle boats are complementary and power boat rentals can be arranged.

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
4.98 out of 5 average rating, 171 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 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, 229 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.

Top guest favorite
A lakeside home is nestled among lush trees on the shore of Lake Iroquois. The structure features a sloped roof and large windows, providing serene views of the water. A small dock is visible, along with kayaks positioned nearby under the green foliage.
Cottage in Hinesburg
4.98 out of 5 average rating, 204 reviews

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.

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, 205 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.

Guest favorite
A vibrant sunset displays streaks of pink and purple across the sky, above a tranquil body of water. Silhouettes of distant mountains are visible, enhancing the panoramic view of the landscape.
Cottage in Moriah
4.98 out of 5 average rating, 186 reviews

Pearl of the Mountain

The Beebe Farm was started in 1921 by Fred and Pearl Beebe. There are now four generations of Beebe's who have farmed this land. Over time these spectacular views have been created by hard work and devotion to agriculture. We offer this rental for you to relax and enjoy the breathtaking panorama of Lake Champlain, the Green Mountains of Vermont, and the eastern slopes of the Adirondacks. Many activities and attractions can be found close by!

Popular amenities for Chesterfield kayak rentals