
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.

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.

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

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.

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.

Heron Pointe @ Silver Lake near Whiteface Mtns
Heron Pointe Camp is located near Whiteface Mountain and Lake Placid in the Adirondack Park. A beautiful lakefront location on Silver Lake. Near Saranac Lake. Private dock & kayaks. Perfect for a couple, small family or professionals. Close to many Adirondack peaks, lakes, rivers, ponds, hiking trails and skiing. Silver lake is a private lake approximately 3.5 miles long end to end with perimeter shoreline of 13+miles. Nice for swimming, fishing, paddling and relaxing lakeside.

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.

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

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.

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.

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.

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.

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
House rentals with a kayak

Cozy Colchester Cottage

Adirondack A-frame 4bd-2ba: Ski/Hike/Bike & More

Birchwood Lodge - Our Home in the Woods

Comfy 3 bedroom home tucked away on the bay

Waterfront, Hot tub, Pet friendly, 5min-White face

Nature Lover's Paradise

Lake Champlain Retreat & Sauna

Private Sandy Beach with 125 feet of lake frontage
Cottage rentals with a kayak

Lakefront Home, Large yard, w/Dock, sleeps 10+

Metcalf Pond Camp Convenient to Smugglers Notch

Lakefront Cottage near Smugglers Notch Vermont

Lake front home on private, tree-lined drive.

Camel's Hump Remote Mountain Cottage

Gorgeous lakefront home close to Burlington!

Camp Knotty and Nice at Minerva Lake. In the Adk

Cozy cottage at “The 588 By The Lake”
Cabin rentals with a kayak

The East Lake Cabin at Camp Arden

Quaint Cabin in Schroon

Lake Iroquois - "Lakes End"

Rockhaven - Island View

Willsboro Point Waterfront Retreat

Lake Placid Area, Dukes Cabin-Dog Friendly!

Adirondack A-Frame LakeChamplain

Rustic cabin on Lake Champlain
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Boston Holiday rentals
- Greater Toronto Area Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Rentals with lake access Chesterfield
- Rentals with beach access Chesterfield
- Waterfront rentals Chesterfield
- Rentals with a firepit Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with outdoor seating Chesterfield
- Pet-friendly rentals Chesterfield
- Family-friendly rentals Chesterfield
- Rentals with a patio Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- House rentals Chesterfield
- Rentals with a kayak Essex County
- Rentals with a kayak New York
- Rentals with a kayak United States
- Sugarbush Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Lake Flower
- Stowe Mountain Resort
- University of Vermont
- ECHO, Leahy Center for Lake Champlain
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Adirondak Loj
- Shelburne Museum
- Boyden Valley Winery & Spirits
- Middlebury College
- Shelburne Vineyard
- Warren Falls
- Waterfront Park
- Lake Champlain Chocolates
- Snow Farm Vineyard & Winery
- Elmore State Park
- Cold Hollow Cider Mill




