
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.

Modern, hilltop, lakeside retreat!
Escape to a modern summer retreat tucked among the trees on the shores of Lake Champlain’s Mallets Bay. Built in 2021, this serene and stylish hideaway is perfect for peaceful mornings, paddleboarding adventures, and evenings around the Solo Stove. Charge your EV while you watch the sunrise from the dock, sip local coffee with lake views, or explore nearby Burlington and Winooski—just 15 minutes away. Whether you're unwinding on the deck or enjoying the water, this is your perfect summer escape.

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.

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.

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.

4-Season Treehouse @ Bliss Ridge; Best Views in VT
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. Equipped w. a fabulous yotel 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!

Wilmington Range Log Cabin on the AuSable River
Adirondack log home located on the Ausable River with mountain views of Whiteface Mt and the Wilmington Range. Enjoy the Adirondacks based out of this cute log cabin with rustic charm, views, and peacefulness, located a minute away from Wilmington town center and 5 minutes away from Whiteface Mt Olympic ski area! This 2.5 bedroom charming log chalet-style home is the perfect size for a week or weekend getaway to the Adirondack Mountains. A staircase leads from the home to a riverside deck.

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. Follow the journey on IG at @VTstays!

Adirondack getaway w/trails, hot tub and sauna
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.

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.

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.

Adirondack Home
The Adirondack home is a cozy warm house, sitting on a 45 acres property in Schuyler Falls, NY with gorgeous surrounding nature located between lake champlain and whiteface moutain. If you’re looking to enjoy a nice sauna, a warm jacuzzi, and/or a relaxing night with fire on a clear sky, don’t hesitate to book. It is a haven for a couple romantic getaway, a skiing experience, or a relaxing family time in the Adirondack nature. Parties are not allowed for safety reasons.
Popular amenities for Chesterfield kayak rentals
Holiday House Rentals with a Kayak

Lakeside Retreat

Spacious Lakefront Retreat w/Stunning Views

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

Tranquil lake house in VT w/ breathtaking views

Birchwood Lodge - Our Home in the Woods

Sauna, Dock & 180° Views – Lakefront Retreat

Nature Lover's Paradise

Lake Champlain Colonial
Cottages with a kayak

Lakefront Cottage near Smugglers Notch Vermont

Keeler Bay Lakefront 1BR Cottage (Otter Creek)

Camel's Hump Remote Mountain Cottage

Gorgeous lakefront home close to Burlington!

Pearl of the Mountain

ADK Cozy River Cottage

Storybook Cottage in the Champlain Islands

Waterfront Cottages at Wally’s Point
Cabin rentals with a kayak

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

Quaint Cabin in Schroon

ZaLo House Waterline cabin with Hot Tub Pets

Tamarac Romantic Waterfront Cabin For Two.

Rockhaven - Island View

Willsboro Point Waterfront Retreat

Adirondack River Get Away

Lake Placid Area, Dukes Cabin-Dog Friendly!
Quick stats about holiday rentals with a kayak in Chesterfield
 - Total holiday rentals- Explore 20 holiday rentals in Chesterfield 
 - Nightly prices starting at- Chesterfield holiday rentals start at $213 AUD per night before taxes and fees 
 - Verified guest reviews- Over 960 verified reviews to help you choose 
 - Family-friendly holiday rentals- 20 properties offer extra space and kid-friendly amenities 
 - Pet-friendly accommodation- Find 10 rentals that welcome pets 
 - Rentals with dedicated workspaces- 10 properties have a dedicated workspace 
 - Wi-Fi availability- 20 of Chesterfield holiday rentals include Wi-Fi access 
 - Popular amenities for guests- Guests love Kitchen, Wi-Fi and Pool across Chesterfield rentals 
 - 4.9 Average rating- Chesterfield stays are highly rated by guests—averaging 4.9 out of 5! 
Destinations to explore
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- Rentals with lake access Chesterfield
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- Rentals with a fireplace Chesterfield
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- Rentals with a fire pit Chesterfield
- Pet-friendly rentals Chesterfield
- House rentals Chesterfield
- Family-friendly rentals Chesterfield
- Rentals with a kayak Essex County
- Rentals with a kayak New York
- Rentals with a kayak United States
- Sugarbush Resort
- Parc Safari
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Autumn Mountain Winery
- Cozy Cottages & Otter Valley Winery
- Ethan Allen Homestead Museum
- Leahy Center for Lake Champlain
- Burlington Country Club
- Country Club of Vermont
- Vermont National Country Club
- Lincoln Peak Vineyard
- Shelburne Vineyard
- Snow Farm Vineyard & Winery
- Boyden Valley Winery & Spirits
- Titus Mountain Family Ski Center
- North Branch Vineyards
