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8 1 2
Welcome to Loon Loft—a beautiful custom-built log home offering 1,000 square feet of cozy, thoughtfully designed living space. With 1 bedroom, 1.5 baths, and sleeping for up to 6 guests (plus 2 small cots, perfect for kids), this home is ideal for couples or small families looking to unwind. The main floor features a warm and inviting living area with a gas fireplace, a...
From
$249.00/night
6 2 1
This beautifully decorated cabin is full of character, featuring vaulted ceilings and warm knotty pine throughout. With a spacious, open kitchen and full bath, the home comfortably accommodates up to 6 guests. A light-filled sunroom and deck overlook the bay, creating the perfect setting for relaxing meals, quiet mornings, and unforgettable sunset views. Boating is e...
From
$225.00/night
7 3 2
Tucked at the end of a private road on pristine Sturgeon Bay, this peaceful 3-bedroom, 1.5-bath cottage sleeps up to 7 guests and offers the perfect blend of seclusion and convenience—feeling worlds away, yet still close to local shops and restaurants. Inside, a cozy wood-burning stove anchors the living room, creating a warm, welcoming space to unwind. Start your morni...
From
$245.00/night
14 6 4
This guest-favorite waterfront home is built for gathering—offering 6 bedrooms, 3.5 baths, and space for up to 14 guests on just over an acre with panoramic views of beautiful Scott Bay. Designed with large groups in mind, there’s plenty of room to spread out both inside and out. Recent updates include new kitchen appliances, fresh paint, updated vinyl and tile flooring...
From
$430.00/night
6 2 2
Set on 1.5 private acres overlooking beautiful Potagannissing Bay, this updated home offers 1,610 square feet of comfortable living space and sleeps up to 6 guests, with an optional bunkhouse available for larger groups. Inside, you’ll find 2 bedrooms and 2 full baths, along with fresh updates throughout—including new furniture, beds, linens, towels, and décor. Large sl...
From
$249.00/night
6 2 1
Welcome to True North—a charming, dog-friendly cottage on popular Tourist Road, perfect for couples or small families looking to enjoy everything Drummond Island has to offer. The home comfortably sleeps 4, with space for up to 6 using the full-size futon. Set back from the road on a spacious lot, you’ll enjoy a large front yard and a peaceful setting, along with a wate...
From
$195.00/night
6 2 2
Tucked among the cedars on Drummond Island’s desirable northwest shoreline, this charming 2-bedroom, 1.5-bath chalet comfortably sleeps up to 6 guests and offers the perfect blend of privacy and convenience—peaceful and relaxing, yet just a short drive from town. Enjoy true waterfront living with a private dock for your boat and a fire pit right at the water’s edge. Swi...
From
$249.00/night
6 2 1
Book seven nights and enjoy 20% off your rental rate. Dockside is a beautifully updated waterfront home on the north side of Drummond Island, perfectly set up for a relaxing getaway. With 2 bedrooms and 1 bathroom, it comfortably sleeps 6–8 guests. Take in stunning views of Sturgeon Bay from the kitchen’s unique crescent-shaped window, or unwind in the living room by...
From
$230.00/night
8 3 2
This cozy 3-bedroom, 2-bath cottage comfortably sleeps up to 8 guests and is perfectly situated on the north side of Drummond Island, just off popular Tourist Road. It’s an ideal home base for fishing, trail riding, and easy access to local shops and restaurants. Inside, knotty pine finishes create that classic “Up North” feel—warm, inviting, and relaxed. Step out onto...
From
$219.00/night
8 3 1
Step back in time and unwind at this cozy lakeside cottage, a peaceful retreat that sleeps up to 10 guests. Tucked into a quiet, wooded setting on Drummond Island’s south shore, this home—originally established in the 1940s—offers timeless charm paired with modern comforts. Spend your days enjoying the simple things: kayaking along the shoreline, swimming in the clear w...
From
$249.00/night
10 4 3
Set on 1.5 private acres overlooking beautiful Potagannissing Bay, this updated home offers 1,610 square feet of comfortable living space and sleeps up to 6 guests, with a separate bunkhouse on the property accommodating 4 additional guests. Inside, the home features 2 bedrooms and 2 full baths, along with fresh updates throughout—including new furniture, beds, linens,...
From
$395.00/night
10 2 2
Welcome to Loon Loft—a beautifully crafted log home where cozy comfort meets peaceful waterfront living. With 1,000 square feet of thoughtfully designed space, this 1-bedroom, 1.5-bath retreat sleeps up to 6 guests, plus 2 small cots that are perfect for kids. The main floor features a warm and inviting living area centered around a gas fireplace, along with a fully equ...
From
$320.00/night
10 3 2
This beautiful home on desirable Tourist Road comfortably sleeps up to 10 guests and puts you right in the middle of everything—off-road trails, hiking, great fishing spots, and easy access to restaurants and shopping. Set on a private, tree-lined lot with a lush lawn, the property offers plenty of space to relax and play. Enjoy a friendly game of horseshoes in the yard...
From
$280.00/night
6 2 2
This cozy 2-bedroom, 1.5-bath cabin sleeps up to 6 guests and is located on beautiful Potagannissing Bay, just off popular Tourist Road in the former Captain’s Cove Resort area. While the home is not directly on the shoreline, it still offers fantastic water views along with access to all the nearby waterfront perks, including a dock. Situated near Molly Cabin and just...
From
$225.00/night
6 2 2
Welcome to Sweet Spot—a beautifully crafted, custom home offering 2 bedrooms, 1.5 baths, and approximately 1,150 square feet of thoughtfully designed living space. Sleeping up to 6 guests, this home is the perfect blend of comfort, style, and peaceful waterfront living. From the moment you step inside, you’ll notice the attention to detail—vaulted ceilings with exposed...
From
$235.00/night
8 4 2
Lakeside Ranch is a rare one-story home on desirable Tourist Road, offering easy access to off-road trails, hiking, and some of the North side’s best fishing spots. The home comfortably sleeps up to 8 guests and is just a short drive from restaurants, groceries, and local shops. Set on a private, tree-lined lot with a lush yard perfect for games and outdoor fun, the hom...
From
$282.00/night
8 4 2
This beautiful custom log home comfortably sleeps up to 8 guests and is the perfect getaway in every season. Inside, you’ll find 4 bedrooms and an open-concept layout with hardwood floors and ceramic tile on the main level, plus cozy carpet upstairs. The home is full of character, featuring unique woodwork, a stunning log staircase, and French doors that open to both up...
From
$259.00/night