Holiday houses in Baileys Harbor

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Top-rated holiday rentals in Baileys Harbor

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Guest favourite

Cottage in Washington

4.92 out of 5 average rating, 270 reviews

Gull Cottage Waterfront Home on Washington Island

Find a little piece of heaven at Gull Cottage on Washington Island! Our charming cottage has been passed down through generations and is the perfect island get-away! Centered on Figenschau Bay, we are just minutes from restaurants, island landmarks and boat launches. This property has the comforts of home and the amenities of a boutique hotel! Newly renovated/interior painting/remodeled bath/new mattresses/bed linens/draperies. Fully equipped kitchen. Outdoor seating area w/deck and fire pit.

Top Guest favourite

Home in Marinette

4.96 out of 5 average rating, 27 reviews

Fair Winds Guesthouse

Whether traveling with friends or with a small crew, this unique property offers both quiet and cozy nooks as well as spacious gathering areas. Decorated to reflect the region’s rich maritime tradition, you’ll instantly feel at home when you drop anchor. Your kids and and your pets will love the freedom of our fenced in back yard while you grill or enjoy the fire pit. Centrally located to all the offerings of our wonderful city, you’ll know you’ve found safe harbor the minute you arrive!

Guest favourite

Condo in Sister Bay

5 out of 5 average rating, 14 reviews

Peaceful Nature Retreat! Short Walk 2 Pebble Beach

All newly furnished and fresh! Cozy fresh linens and furnishings that make you feel like this is your "Home Away From Home". This condo is tucked just 1 mile south of Sister Bay. It is located on a private setting adjacent to Bay Ridge Golf that is now a natural area, home to many happy wildlife residence. This peaceful setting is a 10 minute walk to serene Pebble Beach. Come escape and relax in our quiet setting -walk the trails & quiet country roads. Refresh with a dip in our pool.

Guest favourite

Home in Egg Harbor

4.96 out of 5 average rating, 268 reviews

Designer Home in Egg Harbor - Walk to Downtown!

Welcome to our Modern Craftsman Home, where the heart of Egg Harbor-Door County, Wisconsin, beats with warmth and modern elegance. This spacious abode offers three comfortable bedrooms and two and a half bathrooms, providing ample space for relaxation and privacy. The kitchen stands as a testament to culinary excellence, featuring top-of-the-line Jenn-Air appliances, ready for your gourmet adventures. The home is graced with high-end custom finishes that blend craftsmanship with comfort.

Guest favourite

Condo in Sister Bay

5 out of 5 average rating, 99 reviews

101 | Luxury | Downtown Sister Bay | Door County

Owner operated + private entrance + no shared spaces + CDC cleaning standards. Rare opportunity to rent the developer’s unit in Sister Bay’s newest, luxury, marina view condominium development! Custom cabinetry, quartz countertops, stainless steel appliances, garage parking, and more await you in this dedicated vacation rental. Walk out your patio door to 14 plus restaurants, bars, and coffee shops, including the famous Al Johnson’s. Virtual tour in highlights on IG "@101sisterbay"

Superhost

Home in Egg Harbor

4.8 out of 5 average rating, 10 reviews

Ski Shore Retreat

Enjoy breathtaking sunsets nightly from this cute and cozy ranch style home nestled in the woods. The home is situated on a rocky but assessable shoreline on the bay of Green Bay. However, Murphy Park is just a mile away with a sand beach, playground and boat launch. Ski Shore Retreat is located a few miles south of Egg Harbor where you can enjoy shopping, dining, trolley tours, the town beach and 4 golf courses. This home is a great place for rest and relaxation. Private and serene.

Superhost

Cottage in Union

4.83 out of 5 average rating, 48 reviews

Southern Door CountyWaterfront Cottage/Sunsets!

Relax and enjoy the stunning water of Green Bay in Southern Door County near Shoemaker Point.Sunsets to make memories, kayak or paddle board. Cottage living 20 mins to Sturgeon Bay, restaurants, farms, hiking, boating. Close to all Door County offers yet out of the hustle and bustle. New beds, well stocked kitchen and sweeping water views. Outdoor tables for dining and comfy outdoor covered patio with sofa and firepit. Close to Titletown for the NFL draft .permit #42-56-2812-00.

Guest favourite

Home in Crivitz

5 out of 5 average rating, 7 reviews

Up North Cabin on the Lake

Vacation at one of our brand new lakeshore homes on Lake Noquebay's southwest shore. Patio with gas firepit & grill only steps away from lake. Over 500 ft of sandy shoreline on 2400 ac. full-recreation lake. On-site private beach, boat landing, bar & restaurant. Enjoy boating, fishing and year-round fun! Rental includes dock slip. Pontoons, kayaks rental available. Direct access to snowmobile trails. Snowmobile & UTV rental available! Bigger group? Rent 2, 3 or all 4 homes!

Guest favourite

Home in Baileys Harbor

4.91 out of 5 average rating, 322 reviews

Never Want to Leave Cottage

Three bedroom, lake home on the shores of Lake Michigan. Step into a beautiful, comfortable, clean environment on quiet North Bay in Door County, Wisconsin. As hosts, we have always taken great care to provide a safe and clean environment for our guests. To protect our guests, we are following the cleaning and sanitizing guidelines based on recommendations from the Centers for Disease Control and Prevention (CDC). We look forward to hosting you! Permit Number: 32-56-1996-00

Top Guest favourite

Home in Egg Harbor

5 out of 5 average rating, 62 reviews

RetreatAzure-Outdoor Wood Burning HotTub-EggHarbor

Retreat Azure is located in the picturesque town of Egg Harbor, Wisconsin. Nestled amidst the scenic beauty of Door County, our property offers a luxurious retreat for your vacation. As you step inside, you'll be greeted by a contemporary and tastefully designed interior. The open-concept living space is adorned with sleek furniture, infused with natural light and thoughtfully curated decor combines modern elements with a touch of rustic to creating an inviting atmosphere.

Superhost

Condo in Fish Creek

4.9 out of 5 average rating, 21 reviews

Hilltop Retreat in Fish Creek, Door County

Nestled in the heart of Fish Creek, the Hilltop Retreat offers the perfect blend of tranquility and convenience for your next Door County adventure. This charming two-bedroom, 1.5 bathroom townhome is just a short walk or bike ride from local shops, restaurants, and the breathtaking Peninsula State Park. Whether you're here for a relaxing escape or an action-packed getaway, this well-appointed condo delivers exceptional hospitality with top-tier cleanliness and comfort.

Guest favourite

Townhouse in Egg Harbor

4.93 out of 5 average rating, 143 reviews

Gorgeous Townhouse Condo-Indoor Pool and Hot Tub

Location, location, location! Unit 21 Townhouse style condo at Meadow Ridge Resort in Egg Harbor that is newly remodeled! Right at the top of the hill at the start of Egg Harbor. One mile to the newly expanded public beach. Half a mile away from downtown. Directly next door to Harbor Ridge Winery! This 4 bedroom end unit is one of the few at Meadow Ridge with no one above or below you and has direct access. Attached garage with gas grill. Large deck and backyard.