Holiday rentals in Cloak Island

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Top-rated holiday rentals in Cloak Island

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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, 42 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
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 *

Superhost
A serene lakeview captures the sunset's vibrant colors, with deep purples and warm oranges reflected on the water's surface. Silhouetted trees line the shore, and sailboats are seen in the distance against a backdrop of dramatic clouds.
Home in North Hero
4.69 out of 5 average rating, 16 reviews

Lakeside Retreat

Looking for peace and quiet? This direct lakefront, 3 bedroom, 2 bathroom residence offers a comfortable and convenient living space, perfect for those seeking a peaceful retreat. Built in 2004, the home boasts a modern design with 1,800 square feet of living area. With 2 Kings, and 1 queen, gourmet kitchen, and tons of amenities, this property provides everything you need . Enjoy the tranquility of North Hero, just a couple miles from town, but far enough away to only hear the boats and birds!

Top guest favourite
Home in Fletcher
5 out of 5 average rating, 22 reviews

Peaceful Meadow Retreat • Cobbler Hill Farm Stay

Escape to The Meadow at Cobbler Hill Farm, a peaceful 2-bedroom farmhouse on 30 private acres in Fletcher, VT. Enjoy sweeping meadow and mountain views, a chef’s kitchen, cozy living area w/ sleeper sofa, and a private deck for stargazing. Step outside to hike, bike, ski, or snowshoe right from the door. Perfect year-round getaway for families, couples, or anyone seeking comfort, nature, and a true Vermont experience. 30 mins to Smugglers' Notch, 40 mins to Stowe in summer, 53 mins to Jay Peak.

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, 207 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
4.99 out of 5 average rating, 198 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. When morning comes, enjoy your coffee while cozied up in front of the fireplace or stay in bed and take in the views. And with plenty of woods to explore, it's your perfect escape at your pace.

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
4.82 out of 5 average rating, 44 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
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, 560 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 out of 5 average rating, 312 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!

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 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.

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 out of 5 average rating, 11 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
A landscaped pathway with natural stone steps leads to a rustic log cabin, framed by lush greenery. The cabin features a warm wooden exterior, complemented by a surrounding garden with various plants. A decorative bell is positioned near the pathway.
Cabin in South Hero
4.98 out of 5 average rating, 112 reviews

The Cabin @ The Birches

Nestled on the serene shores of Lake Champlain, this rustic log cabin offers the perfect escape from city life. Located at 41 Kibbe Farm Rd. in South Hero, VT, this idyllic retreat promises tranquility and natural beauty in abundance. Whether you seek a peaceful retreat or an adventure-filled getaway, this lakeside log cabin provides the perfect setting. Book your stay today and experience the beauty of Vermont from the comfort of your own cabin on Lake Champlain.

Popular amenities for Cloak Island holiday rentals