Holiday rentals with a kayak in Chesterfield

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Top-rated rentals with kayak in Chesterfield

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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, 220 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 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, 181 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, 123 reviews

Modern, hilltop, lakeside retreat!

Escape to a modern winter retreat nestled among towering trees with stunning views of Mallets Bay. This cozy, luxurious haven, built in 2021, is perfect for gathering with loved ones or a peaceful getaway. Just 15 minutes from Burlington and Winooski, enjoy nearby dining, unique shops & winter adventures. End your day around the Solo Stove for a cozy fire, sharing stories and laughter under the stars. Start each morning with lake views & local coffee—our serene space is the ideal winter escape!

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 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, 141 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
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, 104 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!

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, 165 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, 221 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 favourite
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, 201 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 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, 194 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 favourite
A hot tub is positioned with a view of the lake, surrounded by trees and an open landscape. The water is calm, reflecting the colors of the sky. In the distance, a dock is visible along the shoreline.
Home in Saint Albans City
4.89 out of 5 average rating, 144 reviews

Sunrise Lake House! Comfort-Hot Tub-Beach

Relax and recharge with family and friends at the lake! It’s the perfect place to stay year round. We aim to provide a place of comfort and relaxation with essential and fun amenities. Enjoy private lakefront access, a screened porch to relax on, kayaks and paddle boards provided in the summer. Enjoy the NEW 4 person Hot Tub with Lake views! Minutes to downtown St. Albans, offering delicious eateries and shopping at local boutiques. Burlington is 35 minutes away.

Top guest favourite
A round, metal table surrounded by four matching chairs is positioned on a wooden deck overlooking the calm waters of Lake Champlain. Soft waves reflect the muted colors of the overcast sky, creating a serene atmosphere. The deck's railing frames the picturesque view.
Cottage in Swanton
4.97 out of 5 average rating, 128 reviews

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