Baileys Harbor, Wisconsin Vacation Rentals

Explore 24 rental homes and villas in Baileys Harbor, Wisconsin for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. With a wide range of homes to offer, pricing can start as low as $91 per night with homes containing as many as 5 bedrooms and 5 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

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Baileys Harbor Overview
Nestled on the tranquil eastern shore of Wisconsin's Door County peninsula, Baileys Harbor is a captivating haven that beckons with its pristine natural beauty and quaint small-town charm. This idyllic retreat is perfect for those who yearn to unwind in the serenity of nature while indulging in the privacy and comfort of a home away from home. Imagine waking up in your own private rental, a cozy sanctuary where each day begins with a serene view of the surrounding landscapes. Baileys Harbor offers an array of private homes, many of which are pet-friendly, ensuring that your furry companions can join in on the adventure. For those seeking the ultimate relaxation, select homes boast their own swimming pools, providing a private oasis for a refreshing dip after a day of exploration. The town's crown jewel is the Ridges Sanctuary, a natural marvel and Wisconsin's oldest private nature preserve. Here, you can traverse over five miles of trails through a unique ridge-and-swale topography, marvel at the diversity of habitats, and perhaps catch a glimpse of the exquisite orchids that flourish in this protected area. The sanctuary's boardwalks and bridges invite visitors of all abilities to immerse themselves in the tranquility of this ecological treasure. Baileys Harbor's connection to the waters of Lake Michigan is undeniable, with its inviting marina and opportunities for water-based activities like fishing, kayaking, and boating. The town's waterfront is a hub of activity, yet it also offers peaceful moments on sandy beaches where the rhythmic lapping of the waves provides a soothing soundtrack to your stay. A visit to the iconic Cana Island Lighthouse is essential. Climb the historic tower, erected in 1869, and be rewarded with breathtaking views that span the lake and countryside. This lighthouse is not just a beacon for ships; it's a testament to the area's rich maritime heritage. The town's vibrant spirit is on full display during events such as the Autumnfest and the Door County Beer Festival, which celebrate the local craft beer scene and bring the community together. Baileys Harbor's galleries, boutiques, and eateries further enrich your experience, offering a taste of local culture and warm hospitality. For the astronomically curious, the Door County Astronomical Society opens up a world beyond our own at the Leif Everson Observatory and the Stonecipher Astronomy Center. Under the peninsula's dark skies, the cosmos unveils its splendor, adding yet another layer to Baileys Harbor's allure. Baileys Harbor is more than just a destination; it's a retreat that harmoniously blends the wonders of nature with the joys of comfortable living. Whether you're traversing nature preserves, enjoying the local flavors, or simply lounging by your private pool, Baileys Harbor is a Door County gem that promises an enriching, peaceful, and private getaway.
Cultural Attractions in Baileys Harbor
Baileys Harbor, nestled on the serene shores of Lake Michigan in Door County, Wisconsin, is a quaint and picturesque destination that offers a unique blend of cultural activities for the discerning traveler. While it may not boast the metropolitan art scene of larger cities, its charm lies in its intimate and authentic cultural experiences. Begin your cultural exploration at the Door County Maritime Museum in nearby Sturgeon Bay, where you can delve into the region's rich nautical history. The museum showcases the area's maritime heritage, including shipwrecks, lighthouses, and the fishing industry. For a more hands-on experience, the Cana Island Lighthouse, just a short drive from Baileys Harbor, allows visitors to climb to the top for breathtaking views and a lesson in Great Lakes maritime history. Art enthusiasts will appreciate the local art scene, with galleries such as the Edgewood Orchard Galleries offering a selection of fine art in a beautiful garden setting. The gallery features the work of over 150 artists and includes paintings, sculpture, glass, and jewelry. The Plum Bottom Gallery, set amidst the Door County countryside, showcases the work of local and national artists, with a focus on pottery, jewelry, and fine art. Live music can be enjoyed at the Door Community Auditorium, which hosts a variety of performances ranging from classical to contemporary music. The auditorium's calendar is filled with concerts, theater productions, and dance performances, providing a cultural hub for the community and visitors alike. For a taste of local customs and a more immersive experience, the Baileys Harbor Farmers Market offers a chance to mingle with residents, sample local produce, and enjoy the occasional live music performance. The market is a celebration of the region's agricultural bounty and artisanal products. The Ridges Sanctuary, Wisconsin's oldest private nature preserve, offers not only natural beauty but also educational programs that highlight the local ecology and conservation efforts. While not strictly cultural in the traditional sense, these programs provide insight into the region's environmental heritage and the importance of preserving it for future generations. Baileys Harbor's charm extends to its seasonal festivals, which celebrate the town's culture and traditions. The Autumnfest and the Baileys Harbor Winter Carnival are local favorites, featuring parades, arts and crafts, and a window into the community's festive spirit. In Baileys Harbor, the pace is slower, the settings more intimate, and the experiences deeply rooted in the local culture and natural environment. It's a place where art, history, and customs are woven into the fabric of everyday life, offering a refreshing and enriching getaway for those who seek cultural depth in their travels.
Kids IconFamily friendly activities in Baileys Harbor
Baileys Harbor, nestled on the serene shores of Lake Michigan in Door County, Wisconsin, is a delightful destination for families traveling with children. This picturesque town offers a blend of outdoor adventures, educational experiences, and simple pleasures that are sure to enchant young visitors. Begin your family adventure at The Ridges Sanctuary, Wisconsin's oldest private nature preserve. Here, children can engage with the natural world through guided hikes and educational programs. The sanctuary's trails are perfect for little explorers, leading them through diverse habitats, including ridges, swales, and a beautiful lighthouse. For a hands-on learning experience, visit the Door County Maritime Museum in Baileys Harbor. The museum's exhibits on maritime history are interactive and accessible, allowing kids to delve into the nautical past of the Great Lakes. They can even climb inside a real periscope to get a submariner's view of the harbor. If your children are fascinated by the stars, the Door County Astronomical Society offers public viewings at the Leif Everson Observatory. It's a magical experience for kids to gaze at the night sky through telescopes, discovering constellations and planets. For a day at the beach, head to Anclam Beach and Park, where families can enjoy the soft sand and gentle waters. It's an ideal spot for building sandcastles, paddling in the shallows, or simply relaxing with a picnic while the kids play. Animal-loving children will be thrilled with a visit to the nearby farm markets and petting zoos, where they can interact with friendly farm animals and learn about local agriculture. These experiences provide a taste of rural life and the chance to enjoy fresh, farm-to-table produce. Baileys Harbor also hosts family-friendly events throughout the year, such as the Autumnfest and the Baileys Harbor Children's Parade. These events often feature games, crafts, and entertainment suitable for all ages. For a quiet end to a busy day, take a family stroll along the Baileys Harbor Boardwalk. The peaceful setting allows for quality family time and the opportunity to spot local wildlife, such as ducks and fish swimming in the clear waters. In Baileys Harbor, the combination of educational opportunities, outdoor fun, and community events creates a welcoming environment for families. It's a place where children can learn, play, and make memories that will last a lifetime.
Nature IconOutdoor activities in Baileys Harbor
Baileys Harbor, nestled on the eastern shore of the Door Peninsula in Wisconsin, is a sanctuary for outdoor enthusiasts and nature lovers. This charming town is surrounded by the pristine waters of Lake Michigan and the natural beauty of the Door County landscape, offering a plethora of activities for those seeking to connect with nature. The Ridges Sanctuary, Wisconsin's oldest private nature preserve, is a highlight for visitors to Baileys Harbor. This unique area features a complex of ridges and swales formed by the ancient movements of Lake Michigan. Over five miles of rustic trails and boardwalks allow visitors to explore diverse habitats, including forests, meadows, and the shores of Lake Michigan. The sanctuary is also a haven for birdwatchers, with over 60 species of breeding birds. For those who love the water, Baileys Harbor offers kayaking and canoeing opportunities that provide a serene way to explore the coastline and observe the local wildlife. Paddle along the harbor and out to the many small islands dotting the lake, or take a guided tour to learn about the area's ecology and history. Fishing enthusiasts will find Baileys Harbor an ideal spot for casting a line. The waters of Lake Michigan are teeming with salmon, trout, and smallmouth bass, and local charters are available to take you to the best fishing spots. Hiking is another popular activity, with trails like the Toft Point Natural Area offering a peaceful trek through old-growth forests and along rocky shores. This area is particularly beautiful in the fall when the foliage turns into a vibrant display of autumn colors. For a panoramic view of the harbor and surrounding area, climb the Baileys Harbor Range Lights. These historic lighthouses provide a glimpse into the maritime history of the region and offer stunning vistas, especially at sunset. Cana Island Lighthouse, a short drive from Baileys Harbor, is another must-visit. Accessible via a causeway, the lighthouse stands as a sentinel over the lake. Visitors can climb to the top for breathtaking views or explore the keeper's house and museum to learn about the lighthouse's past. Lastly, for a truly unique experience, visit the Door County Maritime Museum in Baileys Harbor, where you can delve into the area's nautical heritage and even tour a restored tugboat. Baileys Harbor's combination of natural beauty, outdoor activities, and rich history makes it a perfect destination for those looking to immerse themselves in the great outdoors while enjoying the tranquility of a small-town atmosphere.
Weather IconWeather in Baileys Harbor
Baileys Harbor, located on the Door Peninsula in Wisconsin, experiences a climate that is greatly influenced by the surrounding waters of Lake Michigan. This proximity to the lake tends to moderate temperature extremes, making the weather in Baileys Harbor quite pleasant during certain times of the year. Winter, from December through February, is the coldest season, with temperatures often ranging from the low teens to just below freezing. Snowfall is common, and the area can be a winter wonderland, perfect for snowshoeing and cross-country skiing. However, the lake effect can also bring about sudden snowstorms, so travelers should be prepared for potentially heavy snow. Spring, from March to May, sees a gradual warming with temperatures climbing from the 30s to the 60s Fahrenheit. This season can be unpredictable, with late snowfalls possible in early spring and a mix of rain and sunny days as the season progresses. The melting snow and spring rains bring the natural world back to life, making it a beautiful time for witnessing the rejuvenation of the local flora. Summer, from June to August, is the most popular time to visit Baileys Harbor due to its comfortable temperatures, ranging from the high 60s to the low 80s Fahrenheit. The lake helps to keep the heat at bay, and humidity is generally lower than in other parts of the Midwest. This season is ideal for outdoor activities such as hiking, fishing, and enjoying the town's beaches and waterfront. Autumn, from September to November, is a particularly pleasant time to visit. The temperatures start to cool, ranging from the 50s to the 70s Fahrenheit, and the humidity drops, making for crisp, enjoyable days. The fall foliage in Door County is spectacular, with vibrant colors transforming the landscape into a picturesque scene. Precipitation is relatively low, but it's always wise to pack layers as the weather can change quickly. The most pleasant climate in Baileys Harbor is typically found in late spring through early fall, with September and October being especially delightful due to the fall colors and mild weather. Whether you're looking to enjoy the natural beauty of the area, partake in outdoor activities, or simply relax by the lake, Baileys Harbor offers a charming escape with a climate that caters to a variety of interests throughout the year.
Transportation in Baileys Harbor
Baileys Harbor, nestled on the eastern shore of the Door Peninsula in Wisconsin, offers a serene getaway with a variety of transportation options tailored to its tranquil setting. While it may not have the bustling airports or train stations of a major city, the charm of Baileys Harbor lies in its accessibility by road and the ease of exploring its natural beauty. Most visitors arrive by car, driving in on State Highway 57, which is the main route into Baileys Harbor. This scenic drive showcases the beauty of the Door County peninsula. For those flying in, the nearest major airport is Austin Straubel International Airport in Green Bay, about a 90-minute drive away. From there, renting a car is the most convenient option for reaching Baileys Harbor and exploring the surrounding area. Within Baileys Harbor, the town is quite walkable, with key attractions such as the Ridges Sanctuary, the Baileys Harbor Lighthouse, and local restaurants and shops being easily accessible on foot. The town's compact nature and the proximity of its attractions make it ideal for leisurely strolls, allowing visitors to soak in the peaceful atmosphere and lakeside views. For those looking to explore beyond the town's borders, having a car is advantageous. Door County is known for its picturesque roads that wind through quaint villages, cherry orchards, and along the waterfront, making for perfect day trips. Biking is also a popular option, with many visitors bringing their own bicycles or renting them locally to take advantage of the quiet country roads and designated bike paths. Public transportation options are limited in this rural area, but during the summer months, the Door County Trolley offers specialized tours that provide a unique way to see the sights without the need to drive. These narrated tours can take you to local wineries, lighthouses, and other points of interest throughout the peninsula. In summary, Baileys Harbor is a destination that is best experienced at a slower pace. Its walkable town center and the scenic beauty of the surrounding Door County make it a perfect place for those looking to unwind and explore by car, bike, or on foot. Whether you're visiting for the natural landscapes, the charming small-town atmosphere, or the lakeside tranquility, Baileys Harbor provides a delightful escape into the heart of the Midwest.