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Baileys Harbor vacation rentals

We found 737 vacation rentals — enter your dates for availability

Select from 71 houses, 17 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

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Find out more about Baileys Harbor

Find out more about Baileys Harbor

Why visit Baileys Harbor

  1. Outdoor Adventures: Baileys Harbor is perfect for nature lovers, offering activities like fishing, hiking, and exploring national parks.
  2. Scenic Beaches: Enjoy stunning waterfront views and relax on beautiful local beaches for a perfect day in the sun.
  3. Charming Accommodations: Choose from cozy cottages, lakeside cabins, or comfortable inns for a relaxing stay.
  4. Art and Culture: Discover local galleries and vibrant cultural experiences that showcase the area's artistic spirit.
  5. Friendly Atmosphere: Experience the warmth of the local community, making your visit feel welcoming and memorable.

Popular types of accommodation in Baileys Harbor

If you're considering a getaway to Baileys Harbor, you'll find a variety of appealing options to suit your needs. Popular accommodations include cozy cottages, inviting houses, and modern condos. Whether you prefer the charm of a Baileys Harbor cottage, the tranquility of a lakeside cabin, or the convenience of a Baileys Harbor condo, you're sure to find the perfect spot for your relaxing retreat.

  • Condos: The top choice for visitors in Baileys Harbor, offering modern amenities and convenient locations.
  • Houses: A great option for families or groups, providing spacious living and a home-like atmosphere.
  • Cottages: Quaint and charming, these rentals provide a cozy escape amidst beautiful surroundings.
  • Cabins: Ideal for nature enthusiasts, offering a rustic vibe and proximity to outdoor adventures.
  • Apartments: A practical and budget-friendly choice, perfect for couples or solo travelers.**

Top attractions in Baileys Harbor

Baileys Harbor, Wisconsin, offers a charming blend of outdoor adventures, stunning scenery, and romantic escapes. Popular attractions include national parks, beautiful beaches, and local galleries, catering to culture and nature enthusiasts alike. For those eager to explore, consider fishing charters and other engaging activities that highlight the area's natural beauty. Whether you're traveling solo or with loved ones, Baileys Harbor promises memorable experiences amidst its picturesque landscapes.

  1. Peninsula State Park: Located 8 miles from Baileys Harbor, this expansive park offers breathtaking scenery, adventure activities, and a chance to immerse yourself in nature with hiking trails and scenic vistas.
  2. Kangaroo Lake: Nestled within Baileys Harbor, this picturesque lake features romantic beach spots perfect for relaxing, swimming, and enjoying stunning outdoor views amidst tranquil surroundings.
  3. Cana Island Lighthouse: A historic gem situated in Baileys Harbor, this lighthouse invites visitors to explore its rich maritime history and enjoy cultural experiences with panoramic views of Lake Michigan.

Things to do recommended for couples

Experience romance in Baileys Harbor! Visit Stone's Throw Winery for lovely vibes, enjoy a concert at Birch Creek Music Performance Center, and have fun at Pirate's Cove Adventure Golf. Each spot offers a unique atmosphere perfect for couples looking to create unforgettable memories together.

Things to do recommended for families

Families visiting Baileys Harbor will love exploring the natural beauty at Cave Point County Park, enjoying thrilling rides at Egg Harbor Fun Park, and relaxing at Frank E. Murphy Park. These experiences offer a perfect blend of adventure and tranquility for everyone in the family.

Things to do recommended for groups

Experience the local vibe at Door County Brewing Company for some craft brews, catch a show at the Door Community Auditorium for rich culture, or enjoy a round of golf at The Orchards at Egg Harbor, all perfect activities for group travelers in Baileys Harbor.

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

When traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences while searching. Here are some helpful booking tips for using Vrbo.

  • Traveling to Baileys Harbor with a group: Think about how many bedrooms you'll require, as well as any 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 young kids can be difficult. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Baileys Harbor: For many families, a vacation isn’t truly fulfilling unless their furry companion is along for the ride. If this resonates with you, explore 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 seeking vacation rentals that offer great deals for month-long stays, 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 consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search for an even better experience.

Where to stay in Baileys Harbor

Baileys Harbor, Wisconsin, offers an idyllic escape for outdoor enthusiasts and romantics alike. Nestled on the eastern shore, this charming town boasts friendly locals and breathtaking scenery. Explore the vibrant downtown area, relax in cozy beach houses, and embark on family-friendly excursions. With its serene atmosphere and stunning vistas, Baileys Harbor is the perfect destination for a rejuvenating vacation filled with memorable experiences.

  • Sister Bay: Located 8 miles from Baileys Harbor, Sister Bay is a charming village known for its stunning outdoor scenery and romantic ambiance. This picturesque destination is perfect for nature enthusiasts, featuring beautiful lakes and a serene beach. Visitors can enjoy various recreational activities, including golfing at local courses and exploring the nearby national state park. The vibrant waterfront is dotted with shops and eateries, making it a delightful spot for leisure and relaxation.
  • Sturgeon Bay: Situated 20 miles from Baileys Harbor, Sturgeon Bay is a hub of outdoor activities and scenic beauty. This city offers a blend of recreational areas and natural landmarks, such as the expansive national state park and pristine lakes. Travelers can indulge in golf, hiking, and fishing, or simply enjoy a leisurely day in the park. Sturgeon Bay's charming downtown area is filled with unique shops and restaurants, providing a delightful experience for visitors looking to explore the local culture.
  • Fish Creek: Just 7 miles from Baileys Harbor, Fish Creek is celebrated for its vibrant outdoor scene and artistic flair. Known for its beautiful lakes and access to the national state park, this city is ideal for those who love nature and recreation. Visitors can engage in various activities, including hiking, theater performances, and exploring local parks. The charming village atmosphere offers a mix of boutique shopping and dining options, making it a perfect destination for a romantic getaway.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January22.5°F (-5.3°C)No Rain (Dry)Mostly CloudyAverageModerately Low
February21.4°F (-5.9°C)No Rain (Dry)Mostly CloudyLowAverage
March30.0°F (-1.1°C)Light RainMostly CloudyAverageAverage
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 SunnyHighAverage
July66.7°F (19.3°C)Light RainMostly SunnyHighModerately High
August67.6°F (19.8°C)Light RainMostly SunnyHighModerately High
September61.7°F (16.5°C)Light RainMostly SunnyAverageModerately High
October50.4°F (10.2°C)Light RainMostly SunnyAverageAverage
November39.0°F (3.9°C)Light RainMostly CloudyLowModerately Low
December29.7°F (-1.3°C)Light RainMostly CloudyLowModerately Low

Booking with Vrbo is simple

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

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your full booking. Being the organizer truly has its benefits! When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and accumulate OneKeyCash™ on eligible reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers an easy and organized way to plan your travels. You can effortlessly create new trips, continue from where you last left off, or review and arrange your existing plans. Your saved or booked properties will be neatly categorized into Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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:

  • Egg Harbor Fun Park (8.5 mi / 13.7 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)
  • Stone's Throw Winery (3.4 mi / 5.4 km)
  • The Orchards at Egg Harbor (6.4 mi / 10.3 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)
  • Waterfront Park (8.6 mi / 13.9 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in Baileys Harbor?
According to our research, cottages are the most in-demand type of vacation property in Baileys Harbor. But as you might expect, everyone's idea of the perfect stay isn't the same. Vrbo has vacation rentals with every shape, size and budget in mind, so you're bound to find the perfect fit.
How much does it cost to rent a vacation rental in Baileys Harbor?
The average price for a vacation home in Baileys Harbor can vary based on factors including time of year, length of stay and property type. Whether you're dreaming about a sprawling villa with lots of space or a quaint cottage for just you and your sweetheart, just add your dates of travel to view stays with amazing value.
How much does it cost to rent a beach house in Baileys Harbor?
The average price for a vacation home near the beach in Baileys Harbor will depend on when you're going and the size and type of property you want. You can find prices easily and quickly on Vrbo by entering your destination and preferred travel dates. Then use the filters to pick the number of bedrooms and amenities that you prefer, like a pool, air conditioning and WiFi.
Are there pet-friendly vacation rentals in Baileys Harbor?
With 85 properties that welcome four-legged guests, your furry best friend can also come along on your Baileys Harbor break. Use the filter tool to search our pet-friendly vacation rentals and find your pawfect digs on Vrbo.
Can I rent a house with a pool in Baileys Harbor?
Add a whole other level of fun to your adventure by booking one of the two houses with a private pool in Baileys Harbor. Use our search filter to find properties with pools on Vrbo, then spend your days splashing and playing in a swimming pool that's just for you.
What are popular rental amenities in Baileys Harbor?
Some of the most popular rental amenities people are looking for in Baileys Harbor include a barbecue grill, an electric car charging station and a fireplace. Whether you're traveling with friends, family or even pets, Vrbo vacation homes feature the best amenities for fun and relaxation with the people who matter most.
Are there large group vacation rentals in Baileys Harbor?
With 22 properties that can sleep 10 guests or more in Baileys Harbor, there's no need to leave anyone off your guest list. From vacations with the extended family to special events like Christmas and birthday parties, Vrbo can help you find a large group rental that fits the occasion.
Are there vacation rentals in Baileys Harbor that welcome kids?
Gather your entire family for an epic adventure in Baileys Harbor at one of our 85 family-friendly vacation rentals. A lot of these stays provide conveniences that are perfect for getaways with the kids, such as kitchens, extra bedrooms and patios. Simply click on the "Properties good for families" filter box and book your favorite.
What are the top attractions for families in Baileys Harbor?
There are loads of wonderful things to see and do with the family in Baileys Harbor, such as:

  • Cana Island Lighthouse
  • Ridges Sanctuary
  • Kangaroo Lake

Are there one-bedroom vacation rentals in Baileys Harbor?
You can pick from six one-bedroom rentals in Baileys Harbor. Whether you want a comfy cottage or an upmarket condo, Vrbo's one-bedroom rentals are perfect if you don't require lots of room. One of the main perks of having your own digs? You won't have to share your trip with strangers.
Can I find two-bedroom vacation rentals in Baileys Harbor?
Gather your loved ones and relax in total privacy and comfort in one of the 27 two-bedroom vacation homes Baileys Harbor has to offer.
Are there vacation rentals with WiFi in Baileys Harbor?
Pick from 41 vacation rentals with WiFi in Baileys Harbor. If you'd like to disconnect from the world while on vacation, but still need to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Baileys Harbor?
Baileys Harbor has 55 vacation rentals where you can wind down in air-conditioned comfort. To locate a stay on Vrbo that comes with this perk, enter your preferred travel dates and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Baileys Harbor?
The minimum age is normally 16, 18 or 21. It can vary from property to property on Vrbo, so look at the rules of your preferred Baileys Harbor vacation rental before you book.
How long can I rent a vacation rental in Baileys Harbor for?
The amount of time you can rent a Baileys Harbor vacation home for is up to each property. Simply enter your dates of travel to see options that offer long-term stays. They come with the things you need to make your extended trip more enjoyable like air conditioning and kitchens. Some vacation rentals may also offer weekly or monthly discounted prices, so you can stay even longer for less.
Does Vrbo offer discounts for vacation homes in Baileys Harbor?
On Vrbo, you'll find fantastic discounts and bargains for Baileys Harbor. Check out our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're off on a weekend retreat or a much longer stay, Vrbo offers options for every budget and style.

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