Baileys Harbor vacation rentals

We found 733 vacation rentals — enter your dates for availability

Select from 66 houses, 14 condos, and other vacation rentals to find the perfect place for your stay in Baileys Harbor. Whether you’re traveling with friends, family, or just with your pet, vacation rentals have the amenities you need and want for your stay, which might include cable TV and a washer and dryer. What you'll find is a rental for everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Baileys Harbor

Showing deals for:Jun 12 - Jun 19

Image gallery for Harbor House Cottage located in the heart of Ephraim!

Exterior
10 out of 10, Exceptional, (168 reviews)
Exceptional
(168 reviews)

Harbor House Cottage located in the heart of Ephraim!

Ephraim

9% off
Price is $369
$2,581 for 7 nights
All fees included
Harbor House Cottage located in the heart of Ephraim!

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Find out more about Baileys Harbor

Why visit Baileys Harbor

  • Outdoor Adventures: Enjoy hiking, kayaking, and biking in scenic state parks and along stunning beaches.
  • Charming Downtown: Explore the quaint shops and local galleries in the heart of Baileys Harbor.
  • Historic Lighthouse: Visit the iconic lighthouse that adds a unique charm to the coastal landscape.
  • Relaxing Beaches: Unwind on beautiful shores perfect for sunbathing and swimming.
  • Vacation Rentals: Choose from cozy cottages or spacious homes for a perfect getaway experience.

Popular types of accommodation in Baileys Harbor

Discover the charm of Baileys Harbor with a variety of vacation rentals to suit your needs. Whether you're looking for a cozy cottage, a spacious private vacation home, or a convenient condo, we have options to fit every traveler. Explore our selection of hotels in Baileys Harbor and choose the perfect spot for your getaway. With transparent information and great savings, your ideal vacation rental awaits.

  • Houses: These spacious accommodations are the top choice for visitors to Baileys Harbor, ideal for families, friends, or couples seeking comfort and privacy.
  • Cottages: A cozy and charming option, cottages offer an intimate escape for those wanting a quaint experience in nature.
  • Condos: Popular among travelers, condos provide modern amenities and often stunning views, perfect for a relaxing stay.
  • Cabins: Rustic and inviting, cabins are a favorite for nature enthusiasts looking for a peaceful retreat.
  • Apartments: These versatile spaces are great for solo travelers or small groups, offering convenience and comfort.**

Top attractions in and around Baileys Harbor

Baileys Harbor, Wisconsin, offers a delightful blend of outdoor adventures and scenic beauty, making it perfect for romantic getaways. Explore stunning beaches, visit local galleries, and discover the historic lighthouse that adds charm to the area. Whether you're seeking cultural experiences or outdoor fun, Baileys Harbor has something for everyone. Don’t miss the heart of Baileys Harbor, where you can immerse yourself in the local atmosphere and enjoy all that this picturesque destination has to offer.

  • Cana Island Lighthouse: This historic lighthouse offers a glimpse into maritime history with stunning views of Lake Michigan. Climb the tower for panoramic vistas and enjoy the surrounding natural beauty.
  • Peninsula State Park: Located 8 miles away, this expansive park is perfect for outdoor enthusiasts. Explore scenic trails, enjoy biking, and take in breathtaking views of the coastline and lush landscapes.
  • Fish Creek Public Beach: Just 7 miles from Baileys Harbor, this beautiful beach is great for sunbathing, swimming, and relaxing by the water. Experience the laid-back beach vibes and stunning sunsets.

Things to do recommended for couples

Baileys Harbor offers couples the perfect romantic getaway. Enjoy a sunset stroll along the scenic lakeshore, indulge in a wine tasting at local vineyards, or take a cozy kayak ride on the calm waters. Don't forget to explore charming shops and dine at delightful waterfront restaurants.

Things to do recommended for families

Families visiting Baileys Harbor can explore the stunning landscapes at Door County's beautiful parks, enjoy a fun day at the local beaches, and visit the charming shops and eateries in town. Don't miss the chance to take a scenic boat tour for a memorable experience on the water.

Things to do recommended for groups

Explore the stunning landscapes of Baileys Harbor with a group kayak tour through the scenic Door County waters or embark on a thrilling bike ride along the picturesque trails. Don't miss a visit to the charming local shops and restaurants for a taste of Wisconsin's unique culture.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Baileys Harbor

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, be sure to prioritize your preferences in the filters. Here are some helpful Vrbo booking tips for you.

  • Traveling to Baileys Harbor with a group: Think about how many bedrooms you require, as well as additional features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Baileys Harbor with young kids: Traveling with little ones can be demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Baileys Harbor: For many families, a vacation wouldn’t be the same without their furry companions. If this resonates with you, take a look at Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Baileys Harbor: If you're in search of vacation rentals that offer discounts for stays of a month or longer, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Baileys Harbor

Baileys Harbor, Wisconsin, is a hidden gem perfect for outdoor enthusiasts and romantic getaways. Explore the charming downtown area, relax at beautiful beaches, and immerse yourself in the scenic beauty of nearby state parks. Stroll among majestic cedar trees and enjoy the friendly atmosphere that surrounds you. Don't miss the vibrant vibe of Fish Creek, where you can indulge in local excursions and experience the tranquility of this picturesque region.

  • Ephraim: Ephraim is a charming village located approximately 7 miles from Baileys Harbor, known for its stunning natural beauty and outdoor activities. Visitors flock to Ephraim for its picturesque scenery, making it a perfect spot for a romantic getaway. Enjoy a day of golfing, explore the recreational areas, or relax by the pristine beaches and lakes. The nearby Peninsula State Park offers hiking trails and breathtaking views, inviting you to immerse yourself in the great outdoors while experiencing the local wildlife and flora.
  • Jacksonport: Situated about 7 miles from Baileys Harbor, Jacksonport is a quaint village that offers a unique blend of adventure and tranquility. With its scenic landscapes, it attracts travelers seeking outdoor experiences and romantic moments. Visitors can explore local educational venues, take part in recreational activities, or unwind at the beach. The proximity to both the national state park and the stunning lakes makes Jacksonport an ideal base for hiking, swimming, and enjoying the natural beauty of Door County.
  • North Bay: Nestled in the vicinity of Baileys Harbor, North Bay is a welcoming village perfect for those who appreciate outdoor adventures. It offers scenic spots for camping and recreational activities, making it a great choice for families and couples alike. The area’s access to beautiful lakes and beaches enhances the travel experience, allowing visitors to indulge in water sports or simply relax by the shore. With its close proximity to the national state park, North Bay is an excellent destination for nature lovers looking to explore the stunning landscapes of Door County.

Best time to go to Baileys Harbor

If you're planning a trip to Baileys Harbor, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like February and November to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.5°F (-5.3°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
February21.4°F (-5.9°C)No Rain (Dry)Mostly CloudyLowSlightly Low
March30.0°F (-1.1°C)Light RainMostly CloudyAverageSlightly Low
April38.1°F (3.4°C)Light RainMostly CloudyAverageAverage
May47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
June57.6°F (14.2°C)Light RainMostly SunnyHighSlightly High
July66.7°F (19.3°C)Light RainMostly SunnyHighSlightly High
August67.6°F (19.8°C)Light RainMostly SunnyHighSlightly High
September61.7°F (16.5°C)Light RainMostly SunnyAverageAverage
October50.4°F (10.2°C)Light RainMostly SunnyAverageAverage
November39.0°F (3.9°C)Light RainMostly CloudyLowAverage
December29.7°F (-1.3°C)Light RainMostly CloudyLowAverage

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Also, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow your search by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash on your total booking. It truly benefits you to take on the planning role. By joining our travel rewards program, One Key, you’ll gain access to exclusive member discounts and earn OneKeyCash on qualifying reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers an easy way to plan your travels, allowing you to create new trips, resume from where you last left off, or manage your existing plans. You can easily find your saved or booked properties organized into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Head to the tranquil city of Baileys Harbor

The lake and other outdoor surroundings create an inviting atmosphere in Baileys Harbor. This relaxing city is known for its hiking, biking and restaurants. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Baileys Harbor

Do you want to discover attractions to visit while you're in the area? Travelers enjoy Baileys Harbor for its hiking, biking and kayaking. Venture out of your vacation home and check out everything that makes Baileys Harbor a one-of-a-kind vacation spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Stone's Throw Winery (3.4 mi / 5.4 km)
  • Cave Point County Park (9.6 mi / 15.4 km)
  • Whitefish Dunes State Park (10.5 mi / 16.8 km)
  • Potawatomi State Park (19.8 mi / 31.8 km)
  • The Orchards at Egg Harbor (6.4 mi / 10.3 km)
  • Peninsula State Park Golf Course (6.7 mi / 10.8 km)

Exploring the natural features in Baileys Harbor

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Baileys Harbor is a great spot to appreciate mother nature. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Kangaroo Lake (2.8 mi / 4.5 km)
  • Ephraim Public Beach (6.4 mi / 10.3 km)
  • Eagle Harbor (7.2 mi / 11.6 km)
  • Fish Creek Public Beach (7.2 mi / 11.7 km)
  • Egg Harbor Beach (7.9 mi / 12.7 km)
  • Nicolet Bay Beach (8.5 mi / 13.7 km)

Frequently asked questions

What is the best area to stay in Baileys Harbor, Wisconsin, United States of America when booking a vacation rental?
When booking a vacation rental in Baileys Harbor, one of the best areas to consider is the waterfront neighborhood. This charming location offers stunning views of Lake Michigan and easy access to beautiful beaches. Staying here not only provides a serene atmosphere but also places you near top attractions like the Baileys Harbor Range Lights, which are a picturesque sight especially at sunset, and the scenic Ridges Sanctuary, known for its diverse wildlife and hiking trails.

Another great option is the area around downtown Baileys Harbor, where you can find a variety of cozy vacation homes and cottages. This neighborhood is close to local shops, restaurants, and the lively option of the local community. You'll also be near the iconic Baileys Harbor Marina, great for those interested in boating or fishing.
How much does it cost to rent a vacation home in Baileys Harbor?
Prices for vacation rentals in Baileys Harbor vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Baileys Harbor to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Baileys Harbor vacation house rentals?
You can find great discounts on house rentals in Baileys Harbor on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Baileys Harbor?
For renting a beach house in Baileys Harbor, travelers should explore the areas along the scenic shores of Lake Michigan, particularly near the Baileys Harbor Town Park and the nearby Ridges Sanctuary. This region is known for its serene beaches and breathtaking natural beauty, making it ideal for vacation rentals. Many properties in this vicinity offer amenities such as private decks or patios with views of the lake, outdoor grills for summer cookouts, and access to sandy beaches great for swimming or sunbathing.

Additionally, the properties often include fully equipped kitchens, allowing guests to prepare their own meals after a day of exploring. The town park provides not only beach access but also picnic areas and walking trails, enhancing the outdoor experience. Nearby, the Ridges Sanctuary presents a unique opportunity to enjoy hiking trails through diverse ecosystems, with some rentals located conveniently close to these nature paths.

In Baileys Harbor, visitors can also find charming cottages and larger homes that cater to families or groups, many of which feature cozy living areas with fireplaces, great for relaxing evenings after a day of beach activities.
What is the most popular type of vacation rental accomodation in Baileys Harbor?
In Baileys Harbor, vacation houses are the most popular type of accommodation, with about 64 available throughout the area. These homes typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or larger groups. Many houses also feature outdoor spaces such as decks or patios, allowing guests to enjoy the scenic surroundings. Additionally, there are around 19 cottages, which provide a cozy atmosphere and often come with unique character, great for a more intimate getaway. Condos, numbering around 15, offer modern amenities and convenient locations, while about 11 cabins provide a rustic charm for those looking to connect with nature.
Are there any family house rentals in Baileys Harbor?
In Baileys Harbor, Wisconsin, there are numerous family-friendly house rentals available—approximately 95 in the area. This charming locale is situated near the stunning shores of Lake Michigan, providing families with ample opportunities for outdoor activities such as swimming, fishing, and hiking. Many of the properties feature spacious living areas, fully equipped kitchens ideal for family meals, and outdoor patios or decks great for enjoying the scenic surroundings.

Visitors can explore nearby attractions like the Door County Land Trust and the beautiful Ridges Sanctuary, which offer educational nature trails and opportunities for wildlife watching. Additionally, local eateries serve delicious fare, making it easy for families to experience the area's culinary delights.
Can I rent a vacation home with a pool or hot tub in Baileys Harbor?
In Baileys Harbor, there are about 15 vacation homes available for rent that feature pools or hot tubs. This charming town, located along the scenic Door County coastline, offers a variety of accommodations that cater to those looking to relax and enjoy the outdoors. Many of these properties are equipped with private pools and hot tubs, superb for unwinding after a day of exploring the area's natural beauty.

Travelers can expect amenities such as spacious outdoor areas, fully equipped kitchens, and comfortable living spaces, making these rentals ideal for families or groups. Some homes may also include features like outdoor grills, fire pits, and easy access to nearby parks and beaches, enhancing the overall vacation experience.
Can I find long-stay vacation rentals in Baileys Harbor?
A long-stay vacation rental in Baileys Harbor is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Baileys Harbor?
In Baileys Harbor, there are numerous pet-friendly house rentals available, providing travelers with a great option for a vacation with their furry companions. Many of these rentals come equipped with amenities such as fully stocked kitchens, outdoor spaces for pets to roam, and cozy living areas, ideal for families or groups.

The area is known for its stunning natural beauty, with close proximity to places like the Baileys Harbor Ridges Park and the scenic shoreline along Lake Michigan, which offer plenty of opportunities for outdoor activities with pets, including hiking and enjoying the beautiful views. Additionally, there are pet-friendly parks and trails nearby that make it easy to explore the surroundings with your dog.
Are there any remote work vacation rentals in Baileys Harbor?
In Baileys Harbor, Wisconsin, there are numerous vacation rentals suitable for remote work, with around 100 options available. This charming town, situated on the Door County peninsula, offers a tranquil setting great for those looking to balance work and leisure. Many properties in the area provide essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable seating, ensuring a productive environment while enjoying the scenic beauty of the surroundings.

Travelers can expect accommodations that feature spacious living areas, fully equipped kitchens, and outdoor spaces for relaxation. The proximity to local attractions, including the stunning shores of Lake Michigan and nearby parks, makes it easy to take breaks and enjoy nature. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Baileys Harbor vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Baileys Harbor with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Baileys Harbor?
In Baileys Harbor, popular vacation rental amenities cater to travelers seeking comfort and convenience. Most rentals feature well-equipped kitchens, allowing guests to prepare their own meals and enjoy home-cooked dining. Many properties also include decks or patios, providing outdoor spaces to relax and take in the scenic beauty of the area. Cozy fireplaces are common, great for warming up after a day of exploring. Onsite parking is typically available, making it easy for guests to travel around the charming town and nearby attractions. Additionally, coffee and tea makers are standard in many rentals, ensuring that guests can start their mornings with a warm beverage.
When is the best time to visit Baileys Harbor for a vacation rental?
The best time to visit Baileys Harbor for a vacation rental is during the summer months, primarily from June to August. This peak season draws travelers seeking to enjoy the picturesque beauty of Door County and partake in its vibrant outdoor activities. With July being the most popular month, visitors can relish warm temperatures, typically ranging from the mid-60s to mid-80s Fahrenheit, great for exploring the area's stunning landscapes, quaint shops, and local eateries.

During this time, outdoor enthusiasts can indulge in kayaking, hiking, and biking along scenic trails, all while soaking in the breathtaking views of Lake Michigan. The charming atmosphere of Baileys Harbor is further enhanced by various local festivals and events, creating a lively and welcoming environment for tourists.

For those looking for a more budget-friendly option, consider visiting in November. While this month falls outside the high tourist season, it offers a unique opportunity to experience the tranquility of Baileys Harbor as the landscape transitions into a serene winter wonderland. Enjoy peaceful walks along the shore and witness the beauty of autumn's last colors, all while enjoying lower rental rates.

Ultimately, your ideal time to visit Baileys Harbor will depend on your preferences for lively summer activities or the calm and beauty of the off-season.
How early should I book a Baileys Harbor vacation rental?
Book your Baileys Harbor vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Baileys Harbor, Wisconsin, United States of America?
In Baileys Harbor, visitors can enjoy a variety of attractions that highlight the area's natural beauty and local culture. One of the main draws is the Baileys Harbor Range Lights, a historic pair of lighthouses that offer picturesque views and a glimpse into the maritime history of the region. Nearby, the Ridges Sanctuary is a unique natural area featuring diverse ecosystems and hiking trails, great for nature enthusiasts and bird watchers alike.

For those interested in local art and culture, the Baileys Harbor Art Gallery showcases works from local artists and often hosts events. The charming downtown area is filled with quaint shops and restaurants offering fresh seafood and local flavors, providing a delightful experience for visitors.
Can I change or cancel my Baileys Harbor home rental booking on Vrbo?
To find Baileys Harbor vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Baileys Harbor vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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