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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, 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
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
5 out of 5 average rating, 157 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 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
4.97 out of 5 average rating, 196 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. Pet friendly-fee applies.

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, 255 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.

Guest favorite
Home in Au Sable Forks
4.82 out of 5 average rating, 219 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
Treehouse in Moretown
4.98 out of 5 average rating, 118 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
A log home is illuminated by exterior lights, highlighting its natural wood texture. The path of stone leads to the entrance, framed by manicured grass and logs. Adirondack chairs are positioned on the porch, creating a welcoming outdoor space with a fire pit nearby.
Home in Wilmington
5 out of 5 average rating, 143 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
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, 124 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!

Top guest favorite
A forested exterior of a two-story rustic cabin showcases brown wooden siding and a welcoming entrance with a white door. A small deck with railings is situated in front, featuring a cozy seating area, with greenery surrounding the property.
Chalet in Jay
4.9 out of 5 average rating, 348 reviews

Adirondack getaway w/trails, hot tub and sauna

My house is tucked in the woods. I'm the last house on my road that is a dead end. With very few neighbors it is a very private location in the heart of the Adirondack mountains. I'm only 20 min from lake placid and Keene and 10 min from whiteface mountain. I'm 10 min lake Everest and and the Ausable. 20 min from mirror lake. Right out the back door there is hiking , skiing, snow shoes trails. There are 2 peaks that can be reached out my front door, Clarke mtn and Hamlin mtn.

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
4.99 out of 5 average rating, 145 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 spacious house is set on a grassy lawn, surrounded by trees. The structure features multiple windows that allow natural light, a welcoming front porch, and a driveway leading to an outbuilding. The clear sky enhances the serene outdoor environment.
Villa in Schuyler Falls
4.98 out of 5 average rating, 113 reviews

Adirondack Home

The Adirondack home is a cozy warm house, sitting on a 45 acres property in Schuyler Falls, NY with gorgeous surrounding nature located between lake champlain and whiteface moutain. If you’re looking to enjoy a nice sauna, a warm jacuzzi, and/or a relaxing night with fire on a clear sky, don’t hesitate to book. It is a haven for a couple romantic getaway, a skiing experience, or a relaxing family time in the Adirondack nature. Parties are not allowed for safety reasons.

Popular amenities for Chesterfield kayak rentals

Quick stats about vacation rentals with a kayak in Chesterfield

  • Total vacation rentals

    Explore 20 vacation rentals in Chesterfield

  • Nightly prices starting at

    Chesterfield vacation rentals start at R2,387 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 960 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Chesterfield vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chesterfield rentals

  • 4.9 Average rating

    Chesterfield stays are highly rated by guests—averaging 4.9 out of 5!