
Holiday rentals with a kayak in Chesterfield
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Top-rated rentals with kayak in Chesterfield
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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

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.

Rockhaven - Island View
Rockhaven, a romantic getaway is a rare find. Step back in time and enjoy almost 600' of lake shore on Vermont's unique Lake Champlain with 180 degree views, from westerly views to New York's Adirondacks, through the north and east to Vermont's Green Mountains. This private site is 2 acres with mature trees, meadows, and wooded buffers, ensuring a peaceful and private stay. There are two cottages available; they can be rented separately or together. Each is one bedroom with private bath.

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 Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

Grand Suite w/ Backyard Access on Mirror Lake
Welcome to your home away from home in the heart of the Adirondacks! This modern oversized studio offers top-of-the-line amenities, including an oversized shower, and a spacious balcony perfect for morning coffee or evening relaxation. Located just steps above the village, our apartment is surrounded by scrumptious food options, boutiques, and parks. Explore the iconic small town or enjoy a tranquil evening in your peaceful haven. Book your stay with us today for a memorable urban escape!

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.

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.

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.
Popular amenities for kayak rentals in Chesterfield
House rentals with a kayak

Spacious Lakefront Retreat w/Stunning Views

Lake Dunmore Oasis near Middlebury

Lake Dunmore Retreat 15 min to Middlebury College

Champlain Summer House, steps to the beach

Lake Champlain Waterfront Getaway w/ Sunset Views!

Lakeview Cottage

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

Lake Champlain Colonial
Cottage rentals with a kayak

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

Bluebird Cottage on Lake Champlain

Lakefront Cottage near Smugglers Notch Vermont

Lake front home on private, tree-lined drive.

Gorgeous lakefront home close to Burlington!

Camel's Hump Remote Mountain Cottage

Pearl of the Mountain

Gone Fishing! Is Pet Friendly! Now with 4 kayaks!
Cabin rentals with a kayak

Cairn Cabin: Free children's book! Fall foliage!

Quaint Cabin in Schroon

Lake Iroquois - "Lakes End"

Todos Cabin

Maplewood Cabin, hideaway w/ hot tub + fireplace

Koselig Cabin: Lakefront cabin w/ stone beach

Willsboro Point Waterfront Retreat

Cabin With a Giant View
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
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
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- The Hamptons Holiday rentals
- Rentals with lake access Chesterfield
- Waterfront rentals Chesterfield
- Rentals with a firepit Chesterfield
- Rentals with outdoor seating Chesterfield
- Rentals with a patio Chesterfield
- Rentals with a fireplace Chesterfield
- Pet-friendly rentals Chesterfield
- Family-friendly rentals Chesterfield
- Rentals with beach access Chesterfield
- House rentals Chesterfield
- Rentals with a washing machine and dryer 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
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Adirondak Loj
- Shelburne Museum
- Middlebury College
- Boyden Valley Winery & Spirits
- Shelburne Vineyard
- Warren Falls
- Waterfront Park
- Lake Champlain Chocolates
- Snow Farm Vineyard & Winery
- Elmore State Park
- Cold Hollow Cider Mill




