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Vacation rentals with a kayak in Chesterfield

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Top-rated kayak rentals in Chesterfield

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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, 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.

Top guest favorite
The exterior of a modern house is framed by vibrant autumn foliage, showcasing a blend of orange, yellow, and red leaves. A paved driveway leads to the entrance, accented by stone landscaping and a small garden. Large windows reflect the surrounding nature.
Apartment in Lake Placid
4.99 out of 5 average rating, 202 reviews

VanHoevenberg Ridge upper level apartment.

Magnificent mountain views in the midst of the High Peaks Region and 42.7 acre zoning, six miles from Lake Placid Village's traffic and bustle; this upper level suite features queen master bedroom plus second bedroom with double bed, and Jack and Jill bath, fully equipped kitchen, cathedral dining and living rooms. Relax and enjoy mountain sunsets from hot tub on deck. All-wheel drive needed to manage 1,000-foot paved private drive in winter. North Elba Short Term Rental Permit # STR-200360

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, 115 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 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, 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.

Guest favorite
The exterior of the cabin features a grey shingle facade with the name 'Lakes End' prominently displayed. A welcoming entrance is framed by seasonal foliage, with a pathway lined by fallen leaves leading to the door. The surrounding forest adds a natural backdrop.
Cabin in Hinesburg
4.87 out of 5 average rating, 259 reviews

Lake Iroquois - "Lakes End"

Lakes End on Lake Iroquois in Hinesburg VT. Gorgeous views of the lake from the deck. Located 50 feet from shore with steps leading to water. Cute kitchen with fridge, oven, refrigerator. Counter space for meals. Large living room. Master bedroom with queen bed, bunks beds. Deck & Grill 40 ft of lake frontage, private dock. Paddle kayaks, hike trails from property. The road is plowed and relatively flat. In winter you need at least all season but preferably snow tires to access.

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, 134 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 modern A-Frame cabin is illuminated at dusk, surrounded by snow and tall trees. The large windows and deck are visible, showcasing a welcoming atmosphere. A barrel sauna stands in the foreground, contributing to the outdoor space designed for relaxation.
Cabin in Jay
4.98 out of 5 average rating, 155 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, 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.

Guest favorite
A sandy beach extends along the shoreline of Lake Champlain, with calm waters reflecting the blue sky. A few clouds linger above, and the area appears peaceful, inviting leisurely strolls along the waterside. Scenic trees and distant land can be seen along the horizon.
Guesthouse in Malletts Bay
4.92 out of 5 average rating, 115 reviews

Lakeside getaway on Lake Champlain

Welcome to our cottage located on a sandy beach just steps from Lake Champlain. With a private entrance, this is the perfect retreat for couples or solo travelers. The cottage is fully equipped with everything you need with well-appointed kitchen & a King size bed. You'll also have access to high-speed internet & a smart TV. Situated just off the causeway bike path, you'll have access to miles of biking and walking trails. Downtown Burlington is just a 15-minute drive away.

Superhost
A serene screened three-season room is highlighted by wooden beams and warm string lights. Wicker seating is arranged around a central table, and a swinging chair adds a relaxing touch. Large windows provide views of the surrounding wooded landscape.
Chalet in Jay
4.79 out of 5 average rating, 269 reviews

A-Frame Adirondack Chalet w/ Lake Access & Trails

Pet & family friendly high-tech mountain escape by lake, trails and mountains Amenities include: high speed internet/WiFi Roku TV Dedicated work space large deck overlooking wooded acres fenced-in rear yard perfect for dogs full kitchen w/ cookware washer & dryer air conditioning supplemental wood-burning stove (inside) Fire pit (outside) 10 miles of private community hiking/skiing trails & lake for kayaking & fishing community playground, tennis courts, grill/picnic area.

Guest favorite
A large, colonial-style house with a white exterior features multiple gabled roofs and symmetrical windows. A manicured lawn surrounds the home, with shrubs and two mature trees adding to the spacious setting. Blue skies provide a bright backdrop.
Home in Colchester
4.97 out of 5 average rating, 145 reviews

Lake Champlain Colonial

Beautiful Colonial across the street from Lake Champlain. Beach access, minutes walk to Bayside Park, 8 miles from downtown Burlington, 45 minutes to Smuggler's Notch and Stowe. Perfect for a family reunion or relaxing getaway. Kid's Kayak, beach chairs, fire pit, soccer goal, Kan Jam, basketball hoop, ping pong table, and game room with pop a shot, & foosball table. **Please note: This is in a residential neighborhood and NOT a party house. Must be 25 or older to rent.

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, 181 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