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Holiday rentals in Cloak Island

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Top-rated holiday rentals in Cloak Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A serene lakeside view features an American flag gently waving in the foreground. Two rustic chairs face the water, where the sun sets, casting warm hues across the sky. Silhouetted trees frame the scene, enhancing the peaceful ambiance.
Cottage in Chazy
4.88 out of 5 average rating, 201 reviews

Chazy on the Lake

Beautiful home on a private road with A/C and strong WIFI so you can work from home. Quiet place where you can relax and watch this million dollar view all day. Chazy Boat ramp is 500 feet from the house so do not hesitate to bring your boat. You can enjoy the beautiful sunset outside or from the veranda or decide to stay cozy by the fireplace inside. Firewood is provided at the location, but you have to bring your own fire starter (NO liquid). NO DOCK! * Occupancy tax certificate 2025-0017 *

Guest favourite
The cozy red cottage is situated on a well-maintained lawn, surrounded by blooming flowers and lush greenery. A gravel path leads to the entrance, which features a welcoming porch, while a small shed is visible in the background against a backdrop of trees.
Cottage in North Hero
4.75 out of 5 average rating, 60 reviews

Fun House w/private lake access

The Funhouse is tucked away on the secluded North Hero Island. This snug home is perfect for a small family vacation, and while the house itself is not on directly on the lake, the private family owned beach is just 400 feet away, so going for a swim is a breeze. Relax in the screened-in porch with a good book, or hang out inside on cool days using TV and WiFi, and when you get hungry, the kitchen is equipped with cookware and basic appliances to make cooking a cinch. Longer stays are available.

Top guest favourite
A vibrant sunset casts warm hues across the lake's surface, creating a reflective canvas of orange and pink. Silhouetted sailboats are visible in the distance, framed by the dark outline of trees along the water's edge.
Cottage in North Hero
4.98 out of 5 average rating, 44 reviews

Lake front home on private, tree-lined drive.

Enjoy the sunrise from this secluded waterfront home on a quiet, private lane in North Hero. The stunning panoramic view provides beauty in all seasons! Relax with a cup of coffee or a book on the deck and take in the sights and sounds of lake life. Take a swim in the lake or a hike at the nearby Pelots Point Nature Area. This home is a short 10 min drive into town where convenience stores, farmer’s markets and local restaurants await and just a short walk to North Hero Marina and Tiki bar!

Top guest favourite
The living area features a modern design with a cozy gas fireplace centered on a dark accent wall. Large windows frame views of the surroundings, while comfortable seating includes a plush couch and various armchairs. Natural light illuminates the space, enhancing its inviting feel.
Home in Grand Isle
5.0 out of 5 average rating, 89 reviews

Stylish modern lakehouse w/ Hot tub, Firepit & Gym

Welcome to the Aviary Island Lakehouse! Your dream getaway in the heart of the Champlain Islands. This newly renovated lakehouse in Grand Isle is located just 30mins outside of Burlington. Designed to be modern, light and airy but still cozy and comfy; a blend of style and comfort. Wake up to sunrises over Lake Champlain and Green Mountain views. As a sister location to the Aviary Burlington, rest assured you can expect the same delightful design, attention to detail and abundant amenities.

Guest favourite
A dining table is set with elegant tableware, including glassware and a decorative vase of flowers. The backdrop features a serene view of Lake Champlain, with lush greenery and distant islands under a clear blue sky.
Cabin in South Hero
4.93 out of 5 average rating, 210 reviews

Rockhaven - Island View-sauna

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.

Top guest favourite
A spacious cabin is set in a lush green landscape, surrounded by tall trees. Large windows dominate the front, allowing natural light to fill the interior. The sloped grassy yard leads to a relaxing outdoor space, perfect for enjoying the serene woodland views.
Cabin in Enosburg
5.0 out of 5 average rating, 200 reviews

The Rustic Retreat at Twin Ponds

Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away. You’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. Wake up to coffee on the deck or take a stroll around the pond. And you won’t regret kicking back in the evenings - star gazing is simply magical! We are certain that you‘ll have a hard time leaving!

Guest favourite
A serene interior space features large sliding glass doors that open to the outdoors. Natural light fills the room, highlighting a cozy bed adorned with soft linens. Two textured poufs offer additional seating, while walls are finished in white wood, creating a calm, inviting atmosphere.
Tiny home in Milton
4.83 out of 5 average rating, 46 reviews

The Shaded Jewel - A Hidden Getaway

Escape the bustle of the city and retreat to this chic, modern off-grid tiny home in Milton, VT, perfect for a romantic getaway! Set down a dirt road on 50 private acres, enjoy a cozy and comforting space, a luxurious indoor sauna, a beautiful deck, and a covered porch overlooking a fish-filled creek. Though fully 'off-grid', the home features running water, power, a full kitchenette, and a compostable toilet. Just 25 minutes from Burlington, it’s a peaceful, stylish escape into nature!

Top guest favourite
The exterior of the cottage is showcased, featuring a dark facade with large windows that offer natural light. A small step leads to the entrance, surrounded by landscaped greenery and decorative plants, while tall trees provide shade in the background.
Cottage in Plattsburgh
5.0 out of 5 average rating, 46 reviews

Sunset Cove - Private beach and amazing sunsets

Charming lake front private property with rare private sand beach, shallow water entry, incredible sunsets and a great location to explore the region. Completely renovated (2022) lake cottage offers a great place to relax and is a base for an incredible vacation. Located on a quiet dead-end street consisting of private homes and camps. 1 hour from downtown Montreal, Burlington and Lake Placid! Bring your toys! Every month has something to offer in the Lake Champlain region!

Top guest favourite
An elevated cabin nestled among trees features a wooden exterior with large windows. A spacious deck is furnished with seating, providing a serene outdoor space surrounded by lush greenery.
Treehouse in Moretown
4.94 out of 5 average rating, 563 reviews

Gorgeous Treehouse High on Mountain-Amazing View!

Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

Top guest favourite
A small vase containing vibrant flowers is placed on a wooden shelf. Sunlight filters through large windows, illuminating a loft area with a wooden ceiling. Spacious seating areas are visible below, providing a welcoming atmosphere.
Barn in Westford
5.0 out of 5 average rating, 314 reviews

The Book Barn: Newly Renovated Guesthouse

Enjoy all Vermont has to offer in this bright, airy space minutes away from Burlington and the mountains. On 14 acres with a brook, it’s a short walk down a dirt road to a historic covered bridge and town common. Fall colors are breathtaking when taken in from the barn deck, while Spring and Summer visitors enjoy free concerts on the town green on Sundays. Spectacular sunsets and hot air balloons are familiar sights. It doesn’t get much more Vermonty. *Note: No Cleaning Fee!

Guest favourite
A private dock extends over calm water, featuring a wooden pathway leading to the main dock area. Nearby, a kayak is visible on the rocky shore, while a clear blue sky with scattered clouds reflects over the lake's surface.
Home in North Hero
5.0 out of 5 average rating, 12 reviews

Clara's Lake House

Escape to this newly renovated lake house with rustic charm. Enjoy stunning sunrises, Lake Champlain and mountain views from every room. Sip your morning coffee on the front porch, patio or unwind by the private dock: swimming, fishing or reading a book. This unique getaway offers beauty, and a convenient location just steps away from the North Hero House Restaurant, Pier Bar, and Hero's Welcome store. Come experience the beauty of Vermont's island life-right outside your door!

Top guest favourite
The cottage features a welcoming exterior with a sloped roof and large windows framed by neatly arranged flower beds. A stone pathway leads to the front door, surrounded by green shrubs and landscaping, set against a backdrop of trees and blue skies.
Cottage in Grand Isle
5.0 out of 5 average rating, 62 reviews

Island Cottage Featured in "Condé Nast Traveler"

Newly constructed centrally located charming cottage with lake views on the east shore of Grand Isle. Step out your front door and enjoy a walk, run or bike ride along the quiet scenic road that winds along Lake Champlain. Includes 5 x 7 lockable cedar storage shed with beach chairs, cooler and room for bikes and extra gear. Offering lake views only, this property is not lakefront. Free public town beach is approximately 2 miles down the road, see last 2 photos in photo tour.

Popular amenities for Cloak Island holiday rentals