Vacation rentals with a kayak in Chesterfield

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Top-rated kayak rentals in Chesterfield

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Guest favorite

Loft in Keeseville

5 out of 5 average rating, 201 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.

Guest favorite

Cottage in Fletcher

5 out of 5 average rating, 102 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

Treehouse in Moretown

4.97 out of 5 average rating, 143 reviews

Treehouse at Bliss Ridge Farm - Best Views in VT!

This treehouse is open May-Oct. “The Big Treehouse” is year-round. https://www.airbnb.com/h/bigtreehouseatblissridgefarm Dr. Seuss-inspired, luxe treehouse perched at top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host The Treehouse Guys, an authentic treehouse within living trees. Private hiking & panoramic views of Worcester range (Camel’s Hump, Mansfield, etc). Truly secluded, yet 15-min from 🩷 of Mad River Valley & Waterbury.

Guest favorite

Cottage in Hinesburg

4.97 out of 5 average rating, 178 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.

Guest favorite

Home in Malletts Bay

4.91 out of 5 average rating, 132 reviews

Private lakefront oasis

Our year round, pet friendly cottage is " the perfect place for quality family time and peaceful reflection". QB in open upstairs loft. The open floor plan includes a FB in the newly renovated downstairs bedroom, an office, and a sofa bed in the living area. Bathroom is small, but fully functional. Fully equipped kitchen, wifi and cable. Private patio with cabana bar, world-class Causeway bike path and excellent fishing, all located 10- miles from downtown Burlington and colleges. 1-dog only.

Guest favorite

Cabin in Keeseville

4.92 out of 5 average rating, 107 reviews

Cozy cabin w/ private lake access & hot tub

Plan a peaceful stay for up to 5 people in this cozy, well-appointed cabin with lake access that marries rustic charm with modern amenities. This quintessential Adirondack retreat is tucked into the woods and is surrounded by nature. Whether you are relaxing on the front porch, the dock or in the private hot tub, you are bound to hear the loons calling to you from the lake - the lake that offers spectacular kayaking, swimming and fishing! Local wineries/breweries/hikes are so close by too!

Guest favorite

Cabin in Hinesburg

4.86 out of 5 average rating, 218 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

Chalet in Jay

4.89 out of 5 average rating, 314 reviews

Adirondack getaway with private trails

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

Cottage in Adirondack

5 out of 5 average rating, 232 reviews

Water's Edge at Beaver Pond

Like being on a boathouse, this unique custom cottage/camp embraces the spirit of Adirondack lakehouse living... with a breathtaking view from every room! Perched on the shore of private Beaver Pond, this pristine lake offers great recreational activities (canoe/ kayak/ paddleboard/ swimming/ fishing). Inside the cottage, this home is designed with every detail carefully selected, and all modern amenities included! Cozy, comfortable and well-appointed... a perfect vacation location!

Guest favorite

Cabin in Montgomery

4.99 out of 5 average rating, 108 reviews

Serene Mountain Cabin with Private Pond & Hot Tub

Take advantage of spring discounts in April and May when you stay 4 nights or longer Escape to our incredible and luxurious cabin set on 24 acres of untouched forested mountains, with a large private pond, 8 person hot tub and gorgeous mountain views. Only 20 minutes from Jay's Peak Resort, our spacious and cozy 4 bedrooms, 3 full bathrooms can comfortably accommodate 8 guests. Whether you are looking for a base to go skiing, hiking or want to sit back and relax, this is the place.

Guest favorite

Rental unit in Schroon Lake

4.99 out of 5 average rating, 208 reviews

Horse-Views Apartment

Our cozy apartment attached to our garage can sleep 2 guests and provides a unique western vibe with views of our horses from the bedroom window. The property is roomy and private but also has two main houses and two barns within sight. We are 8 minutes from the Schroon Lake village with the river within walking distance to swim, kayak or tube in. This is also a great location for many of the tourist attractions like hiking, boating, fishing, skiing/snowboarding and snowmobiling.

Guest favorite

Cabin in Loon Lake

4.98 out of 5 average rating, 197 reviews

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.