Holiday rentals with a kayak in Chesterfield

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Top-rated rentals with kayak in Chesterfield

Guests agree: these rentals with 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
5.0 out of 5 average rating, 232 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 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, 137 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.

Top guest favourite
A private balcony is presented with a small round table and two white ornate chairs. A vase of colorful flowers adds a touch of nature, while a cup is placed beside it. The view beyond showcases the sparkling waters of Lake Champlain surrounded by trees.
Flat in Vergennes
4.99 out of 5 average rating, 324 reviews

Lake Champlain charming apartment amazing views

Charming, bright apartment attached to a 2007 custom Vermont country french home located on the shores of Lake Champlain. Breath taking westerly Adirondack views offer dramatic sunsets and lake views of Button Bay. The property consists of 12 acres of fields, woods, stone walls and gardens with the home situated privately looking over the lake shore. The apartment has a private entrance. We are 12 minutes to Vergennes restaurants and shops, 25 minutes to Middlebury and 45 minutes to Burlington

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, 120 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
Home in Au Sable Forks
4.82 out of 5 average rating, 233 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, 106 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 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, 201 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
The front of the cabin is framed by lush greenery and features a welcoming red door. Around a cozy patio area, four classic Adirondack chairs are arranged, complemented by blooming flower pots offering vibrant colors.
Cabin in Keeseville
4.93 out of 5 average rating, 160 reviews

Adirondack Cabin Retreat – Hot Tub + Lake

Plan a peaceful stay for up to 5 people in this cozy, well-appointed cabin with lake access that marries rustic charm with modern amenities. This is a vintage Adirondack retreat with access to a quiet and private lake perfect for swimming, paddling and fishing. We have loons and a resident bald eagle. A local winery and brewery are so close by too! Ausable Chasm is fun family-friendly attraction just down the road. Lastly for security, we have a camera focused on driveway entrance.

Top 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, 184 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 favourite
A charming cottage is showcased, featuring a sloped roof and multiple large windows allowing natural light. Vibrant purple flowers bloom along the front, complementing the green grass and surrounding trees. A wooden deck provides outdoor space for relaxation in a tranquil setting.
Bungalow in Malletts Bay
4.78 out of 5 average rating, 109 reviews

Perfect Spot On Malletts Bay

Welcome to Mills Point in Malletts Bay. 3 B/R, 1.5 bath cottage with beach access and very close to the Colchester Causeway and the bike path to local park with playground, pickleball and tennis, and to downtown Burlington. Easy drive into Burlington. We provide 2 bikes and 2 kayaks. The kayaks are at the beach so easy in and out. We also provide a bike rack if our guests need to rent more bikes. The kitchen is stocked with coffee, Olive oil and many spices and condiments.

Guest favourite
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, 156 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, Kan Jam, soccer goal, 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 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, 214 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 kayak rentals in Chesterfield