Vacation rentals with a kayak in Chesterfield

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Top-rated accommodations with a kayak in Chesterfield

Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

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Guest favourite

Loft in Keeseville

5.0 out of 5 average rating, 178 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.

Jan. 4 – 11

$204 CAD per night

Guest favourite

Barn in Williston

4.97 out of 5 average rating, 101 reviews

The Carriage Barn in Historical Williston Village

Welcome to the Carriage Barn. Keep it simple at this peaceful and centrally located loft barn apartment. Relax in a quintessential Vermont location close to hiking, skiing, biking, Burlington & all things Vermont has to offer every season. The loft apartment can sleep up to 4 & is an open, two-story concept with full bath/shower & walk in closet. Parking & close to markets, shopping, restaurants, bike path, playground. Take a shower in our outdoor cedar shower or lounge at our outdoor fire pit.

Nov. 13 – 20

$331 CAD per night

Guest favourite

Guest suite in Colchester

4.98 out of 5 average rating, 122 reviews

Charming Award-winning Garden and Artist Retreat

Private award-winning private garden & artist-retreat/apt in modern/renovated 1770's home. Private entry, high ceilings, stained-glass windows, private screened porch, shoji screens, hardwood floors, upscale bathroom. Luxury queen bed + linens. Full kitchen. Quiet. Access to everything within minutes: (1) lake (2) Burlington dining/activities (3) biking/hiking/skiing/kayaking/beach Garden: custom sculptures, koi pond, meditation labyrinth & gazebo, garden specimens, patio, firepit, sports

Nov. 3 – 10

$322 CAD per night

Guest favourite

Cottage in Hinesburg

4.98 out of 5 average rating, 166 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.

Nov. 17 – 24

$635 CAD per night

Guest favourite

Cottage in Duxbury

4.96 out of 5 average rating, 119 reviews

Camel's Hump Remote Mountain Cottage

Escape to this peaceful getaway with beautiful mountain views. Our cottage is ideal for the adventure seeker, nature lover or remote worker. Located less than two miles from Camel’s Hump trail head and less than 30 miles from ski resorts, including Stowe, Sugarbush, Bolton, Cochran and Mad River. The area offers plenty of outdoor activities from hiking, cross country skiing, snow shoeing, mountain biking, fishing, swimming, kayaking and only 15 min from local restaurants, breweries and shops.

Dec. 9 – 16

$244 CAD per night

Superhost

Cabin in Hinesburg

4.87 out of 5 average rating, 193 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.

Dec. 19 – 26

$231 CAD per night

Guest favourite

Guest suite in Waterville

5.0 out of 5 average rating, 112 reviews

Rivers Rock - a charming cottage in the woods

Warm, charming cottage, impeccably furnished with spacious cook's kitchen, nestled in a serene wooded hollow. Enjoy the cozy warmth of the gas fireplace in winter, the cool respite of river wading in summer, or brisk nights around the firepit after a day enjoying gorgeous fall foliage or biking on the Lamoille Valley Rail Trail. While rural, you're central: Smugglers Notch Resort 18 minutes, Jay Peak 30 minutes, Stowe Mountain Resort 40 minutes, Jeffersonville's art galleries 10 minutes.

Dec. 18 – 25

$273 CAD per night

Guest favourite

Cabin in Schroon Lake

4.98 out of 5 average rating, 254 reviews

Quaint Cabin in Schroon

This quaint, rustic, one room log cabin was originally built for overflow family during the summer by my father. The cedar logs were cut from our property giving it a truly authentic Adirondack feel. The cabin sleeps 1-3 people. It's located on a large, beautiful piece of property with two main houses, a barn and garage. You are within walking distance to our private swimming hole and beach. There is a horse arena nearby. This is a great location for many attractions in the Adirondacks.

Sep. 2 – 9

$172 CAD per night

Guest favourite

Chalet in Jay

4.89 out of 5 average rating, 286 reviews

Adirondack getaway!!!

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.

Mar. 15 – 22

$261 CAD per night

Guest favourite

Chalet in Wilmington

4.95 out of 5 average rating, 181 reviews

Secluded Waterfront Chalet Near Whiteface

"Still Point" is a stunning 160-acre forested property on a private lake. Nestled between a stream, a secluded lake and a marshy bog, the elegant chalet offers beautiful lake views, haunting loon calls & frequent glimpses of wildlife. Only 10 miles from Whiteface Ski Center and 19 from Lake Placid Olympic Center. Our 1 mile nature trail leads you along the stream, wetlands, lake, bog and beaver dams. 2 canoes and a kayak available. The cozy fire place invite relaxation...

Nov. 4 – 11

$670 CAD per night

Guest favourite

Guest suite in Morristown

4.99 out of 5 average rating, 182 reviews

The Roost - Private Studio

Charming studio. Private entrance, private bath, sleeps 3 (1 queen & 1 twin bed). Cozy sitting area. Dorm style kitchen (coffeemaker, microwave, toaster oven, fridge). TV, Wifi. Quiet location, walking distance to downtown Morrisville, close to Stowe (10 miles), Elmore (3.5 miles), Green River Reservoir (8 miles). Hike, snowshoe, x-c ski out our back door. Downhill skiing, biking, kayaking close by. Great leaf peeping. Great birds! Lots of local eats and brews.

Mar. 28 – Apr. 4

$199 CAD per night

Guest favourite

Guesthouse in Highgate

4.98 out of 5 average rating, 529 reviews

Beautiful lake-front cottage, Lake Champlain

Lakefront cottage located in Highgate Springs, Vermont, on the Canadian border. The 2-bedroom cottage sits adjacent to the owner-occupied main house, on a large one-acre lot, with 120 feet of Lake Champlain shoreline. Enjoy the stunning sunset views while sitting on the deck overlooking the water. Private dock included. Montreal and Burlington each 45 minutes away. Available level-2 car charger. Well-behaved pets allowed. Super-fast WIFI!

Mar. 28 – Apr. 4

$161 CAD per night