
Holiday rentals with a kayak in Chesterfield
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Top-rated Accommodation with a Kayak in Chesterfield
Guests agree: these holiday homes with a 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.

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.

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.

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.

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.

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.

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!

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.

The Library at Camp Arden
Do you love books enough to sleep with them? Step into the Library at Camp Arden, furnished with one-of-a-kind antiques and collectibles. Curl up with your favorite book and take in the light of antique stained glass and the sounds of the Adirondacks gently wafting through the window. Take a paddle on Carpenter Pond with a provided canoe, or snuggle by the fire outside your door by your own fire-pit. No matter what you do, Camp Arden is waiting to help you enjoy the Adirondacks.

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.
Popular amenities for Chesterfield kayak rentals
Holiday House Rentals with a Kayak

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

SleepUnderThe Stars-Lakefront|Hot Tub|GameRm|Pets!

Secluded 3-bedroom log home -borders VT state park

Sauna, Dock & 180° Views – Lakefront Retreat

Lakeside Villa

Spectacular views at the “Edge” of Lake Champlain

Lake Champlain Colonial

Peaceful setting with Mountain Views
Cottages with a kayak

Water's Edge at Beaver Pond

Historic Tucker Cottage on Lake Champlain

Keeler Bay Lakefront 1BR Cottage (Otter Creek)

Camel's Hump Remote Mountain Cottage

Sunset Cottage on the Richelieu River CITQ#302701

Pearl of the Mountain

Camp Knotty and Nice at Minerva Lake. In the Adk

Lakeside with direct water access & amazing views
Cabin rentals with a kayak

Historic Cabin Retreat - In Town and On the Lake!

Quaint Cabin in Schroon

Cabin Retreat - Close to Rail Trail & Lake Clear

Water's Edge Log Cabin

Lake Iroquois - "Lakes End"

Maplewood Cabin, hideaway w/ hot tub + fireplace

Luxury 3 Bedroom Cabin Perfect Location

Cabin With a Giant View
Destinations to explore
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- Rentals with lake access Chesterfield
- Rentals with a kayak Essex County
- Rentals with a kayak New York
- Rentals with a kayak United States
- Sugarbush Resort
- Bolton Valley Resort
- Stowe Mountain Resort
- Whiteface Mountain Ski Resort
- Smugglers' Notch Resort
- Fort Ticonderoga
- Parc Safari
- Lake Flower
- Middlebury College
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Spruce Peak
- Warren Falls
- Elmore State Park
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Shelburne Museum
- Snow Farm Vineyard & Winery
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Waterfront Park
- Cochran's Ski Area
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Ethan Allen Homestead Museum





