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 narrow stone gorge is flanked by towering rock walls, showcasing a variety of textures and hues. A gently flowing stream runs through the center, reflecting the greenery above. Sunlight filters through the trees, illuminating the serene natural landscape.

Loft in Keeseville

5 out of 5 average rating, 215 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

4.98 out of 5 average rating, 186 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

Cottage in Fletcher

5 out of 5 average rating, 143 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.

Guest favorite

The exterior of the chalet is shown, featuring a spacious wooden deck with several red chairs. Lush greenery and vibrant flowers add color to the scene. Large windows provide views of the surrounding landscape, enhancing the cozy architecture of the home.

Cottage in Keeseville

4.91 out of 5 average rating, 100 reviews

Lakefront Adirondack, private beach❤ +kayaks, Wifi

Our family cottage around Lake Champlain offers the best view you can find in the area! Direct access to the lake with a private beach, a large dock, 2 kayaks and a large garden. The water is crystal clear and the view on the Green Mountains is breath taking. The area is full of nearby things to do: Adirondack Park, Ausable Chasm, White Face Mountain, Lake Placid, Plattsburgh, Burlington, small brewery and winery. The living space is located on the 2nd floor, with a play room on the 1st floor.

Top guest favorite

A child stands with arms outstretched on a large rock at the water's edge, while another child paddles a kayak in the serene pond. The background features a red barn and lush, rolling hills under a clear blue sky.

Treehouse in Moretown

5 out of 5 average rating, 102 reviews

4-Season Treehouse @ Bliss Ridge; Best Views in VT

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. Equipped w. a fabulous yotel fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

Top guest favorite

Home in Wilmington

5 out of 5 average rating, 135 reviews

Wilmington Range Log Cabin on the AuSable River

Adirondack log home located on the Ausable River with mountain views of Whiteface Mt and the Wilmington Range. Enjoy the Adirondacks based out of this cute log cabin with rustic charm, views, and peacefulness, located a minute away from Wilmington town center and 5 minutes away from Whiteface Mt Olympic ski area! This 2.5 bedroom charming log chalet-style home is the perfect size for a week or weekend getaway to the Adirondack Mountains. A staircase leads from the home to a riverside deck.

Top guest favorite

Guest suite in Jericho

5 out of 5 average rating, 110 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

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

4.99 out of 5 average rating, 135 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 favorite

A two-story cottage is positioned on sandy beach. Colorful kayaks are lined up on the shore, while two lounge chairs are placed nearby for relaxation. The structure features a private deck with a staircase leading up to the entrance, surrounded by greenery.

Guesthouse in Malletts Bay

4.94 out of 5 average rating, 106 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.

Top guest favorite

An inviting entrance features a blend of natural wood paneling and sleek black doors. A comfortable chair sits beside a small bench made from wood, while a textured stone floor adds contrast. Light filters in from the outside, providing a glimpse of the surrounding greenery.

Barn in Hinesburg

4.98 out of 5 average rating, 152 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.

Top guest favorite

A spacious lakefront property is surrounded by green lawns and mature trees, with unobstructed views of the water and distant mountains. The light-colored house features a large front porch, complemented by a gravel driveway leading up to it. The serene outdoor space invites relaxation.

Apartment in Grand Isle

5 out of 5 average rating, 110 reviews

Four Pines on Lake Champlain

Our picturesque lakefront carriage house apartment offers spectacular mountain & lake views with stunning sunsets. A private beach for swimming, a patio for lounging, and a fire pit for unwinding make for an ideal place to relax & recharge. Our high-speed internet is ideal for telecommuting & our location offers easy access to numerous outdoor activities - hiking, cycling & skiing - with close proximity to Burlington, VT, rated one of America’s Best Small Cities.

Top guest favorite

The exterior of the house is characterized by warm wooden siding, large windows, and a peaked roof. A spacious deck features outdoor seating and a dining area, while a colorful flag adds a touch of vibrancy to the natural surroundings.

Home in Addison

4.96 out of 5 average rating, 229 reviews

Brthtkng New Premier Lake Champlain Wfrnt Escape!

7/19/20 : UPDATE - We are fully compliant with all local, state and federal safety protocols. Call /text Us fir any questions, at 978-502-6282 . Be Well, Be Safe & We Look Forward to Having You as Our Guests! We are the #1 Premier Lake Champlain Breathtaking New Property with 250'+ Prime Lake Champlain West/Sunset/Adirondack Mtn. facing w/Amazing Sunsets & Jacuzzi Tub in Master Bath Overlooking Lake,Mountains & Amazing Sunsets and 250+ 5 Star Reviews!