Holiday rentals in Cloak Island

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!

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 *

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!

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.

Cady’s Falls Cabin

Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

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.

Private ADK Retreat • Hot Tub • Games • Sleeps 10

A stylish Adirondack escape made for families, friends, and responsible celebrations — welcoming bachelor/bachelorette weekends, birthdays, reunions, and group getaways. From morning coffee on the deck to late-night hot tub sessions and game room tournaments, every space is designed to bring your group together. 🌿 PRIVATE FOREST RETREAT Sleeps 10 No homes in sight Hot tub + fire pit Arcade + pool table + skee-ball + air hockey Oversized deck 📍 15 min to Whiteface 📍 25 min to Lake Placid

The Summit House - remodeled unique A-frame

Welcome to The Summit House, a completely renovated A-Frame cabin less than 1 mile to downtown Stowe. Wake up to views of the morning light casting through the forest from your glass wall bedroom. Relax after a day exploring the mountains in the huge spa style rainfall shower. Settle down after dinner around the modern wood burning fireplace while watching your favorite shows on the 50" TV. It's not just a rental, it's an experience. The latest addition to the OM Home Residences collection.

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.

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!

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.

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!