Discover a selection of 500 vacation rentals in Baileys Harbor, WI that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and air conditioning. Prices start at $94 per night, and houses and cabins are popular options for a stay in Baileys Harbor. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Baileys Harbor
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Destination guide

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.

Things to do

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)
  • Peninsula State Park Golf Course (6.7 mi / 10.8 km)
Natural features

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)
  • Eagle Harbor (7.2 mi / 11.6 km)
  • Fish Creek Public Beach (7.2 mi / 11.6 km)
  • Peninsula State Park (7.5 mi / 12.1 km)
  • Egg Harbor Beach (7.9 mi / 12.7 km)
  • Sister Bay Beach (8.6 mi / 13.9 km)

What are the top vacation rentals in or near Baileys Harbor?

The heart wants what the heart wants, and right now it wants to take a vacation. Now's the time to pack your bags and head to one of these top vacation rentals in or near Baileys Harbor:

  • Make the most of amenities including air conditioning and a fridge at "Cute Northwoods Cabin". Located around 50 miles from Baileys Harbor, this quality property has 2 bedrooms and is a hit with guests.
  • Another great choice is "Fall/winter Dates Still Available", which is around 60 miles from Baileys Harbor. With 3 bedrooms, a highchair and games, it has everything you need to keep you happy and comfortable.

For even more great options, use the search bar at the top of the page to find the perfect Baileys Harbor vacation rental for you.

Can I find log cabins to rent in or near Baileys Harbor?

Whether you're after a basic retreat or something with all the frills, you'll find an excellent selection of log cabins to rent in Baileys Harbor. Discover both adventure and coziness at one of these options:

  • If you'd like to be able to go sledding or tennis while you're in Baileys Harbor, "Fabulous Log Cabin On Kangaroo Lake In Door County" in Baileys Harbor will be a great choice.
  • Alternatively, get your vacation on at "Waterfront Log Cabin With Boat House And Pier Newly Remodeled". Try some hiking and biking or golf or just take it easy at this Baileys Harbor property.

What are the top-rated vacation rentals for weekend getaways in or near Baileys Harbor?

Nothing's better than a short escape to revive your spirits. Pack your carry-on bag and catch your breath at one of these top weekend getaways in and near Baileys Harbor:

  • Located 3 miles to the east of central Baileys Harbor, "Wild Cedars - Cana Island - Lake Michigan" is a favorite with nature fans and adventure lovers. Get out and explore nearby outdoor attractions, such as Schoolhouse Beach Park and Fish Creek Public Beach. Then, try some activities like horse riding or snorkeling.
  • "Beautiful Log Home On 5 Quiet Acres With Private Beach" is another great setting for a weekend getaway. Around 8 miles northeast of Baileys Harbor, use it as a base to try some golf or cross-country skiing. Bay Ridge Golf Course and Plum Loco Animal Farm should also be on your to-do list while you're here.

Can I find studio apartments for rent in and around Baileys Harbor?

Generally compact, economical and well located, it's hard not to be charmed by a studio apartment. Get comfy in one of these options and appreciate Baileys Harbor up close:

  • Make "Guest Bedroom At The Quarry House" your home for a week or more. This quality property comes with amenities including a nearby marina and towels.
  • Alternatively, spend your vacation at "Spectacular Water View Condo", which comes with conveniences including a kitchen and a fireplace.

There are many sights around Baileys Harbor you won't want to miss. Feed the culture vulture within with a visit to The Plaid Squirrel and Paine Art Center and Gardens.

Can I find short term rentals in or near Baileys Harbor?

Yes, you'll find a range of short-term rentals in and around Baileys Harbor. Vrbo has something to suit all styles and budgets — from generous-sized homes with a garden and a pool to luxurious one-bedroom apartments perfect for a romantic getaway. Here's a small taste of what's available in Baileys Harbor:

  • Conveniently located close to popular attractions like Larson's Famous Clydesdales, "Door County Waterfront Home With Private Beach" will make the ideal home away from home during your stay in Baileys Harbor.
  • Or perhaps "Retro, Cozy Cottage - Peninsula St. Park" is better suited. Explore nearby sights such as Little White School House during the daytime and then rest and relax in your comfy digs at night.

What are the best romantic weekend getaways in or near Baileys Harbor?

Nothing says "I love you" like a romantic weekend trip. If you'd like to spend a couple of nights away with your beloved, we've got some romantic getaways in and around Baileys Harbor that will sweep you off your feet:

  • Sneak away on Friday for a couple of passionate nights at "Door County Waterfront Home With Private Beach". Roughly 10 miles from Baileys Harbor, this place comes with lots of nice touches, including a fireplace and winery tours.
  • Alternatively, spend your mini break sipping wine and canoodling at "Retro, Cozy Cottage - Peninsula St. Park", around 6 miles from Baileys Harbor. Winery tours and beauty services will help set the mood.

What are the best houses for rent with a pool in or near Baileys Harbor?

A pool is often a must-have amenity when deciding where to stay, especially if you're bringing the kids along. Check out these houses with a pool in or near Baileys Harbor and fill your days with frolicking and fun:

  • Get comfortable at "Lake - House With The Best View Of Cana Island And It's Lighthouse You Can Find", where your main priority will be pool time. Amenities such as a living room and a TV help make this retreat a favorite with guests.
  • Spend leisurely vacation days splashing about or finding some peaceful moments by the water at "Guest Bedroom At The Quarry House". This vacation rental is another favorite and features free toiletries, a microwave oven and more.

Unsure how to pack for your Baileys Harbor getaway? This leading destination has a humid continental climate. In the summer months, expect average temperatures of between 60 ºF and 65 ºF. Look up our range of Baileys Harbor vacation rentals by using the search bar at the top of the page. Simply adjust the filters to get more inspiration on where to stay.

What are the best large family vacation rentals in or near Baileys Harbor?

Whether your ideal getaway is high in the mountains or near the beach, you'll enjoy it even more if you share it with loved ones. Book one of these large family vacation rentals in or near Baileys Harbor and bring along the whole gang:

  • Sleeping up to 18 guests in 7 bedrooms, "Door County Waterfront Home With Private Beach" is the ideal place to spend time together. This top-rated retreat is 10 miles to the west of Baileys Harbor and has creature comforts such as a separate dining area and a fridge.
  • "Beautiful Log Home On 5 Quiet Acres With Private Beach" also offers the space you need to make memories with loved ones. This property is around 8 miles to the northeast of Baileys Harbor, and accommodates 8 guests in its 4 bedrooms. Childrens activities and a porch will help keep everyone comfortable.

If you're after family-friendly attractions in the area, you won't have to go far. Menominee Park, Children's Museum of Fond du Lac and Pollock Community Water Park offer fun for all ages.

Can I find family cabin rentals in or near Baileys Harbor?

Escape the busyness of life and treat the people you love to a different sort of vacation. Stay in one of these family cabin rentals in or near Baileys Harbor and get the camping experience — but with all the comforts of home!

  • "Stunning Door County Cabin In The Woods" - Enjoy fun times with your nearest and dearest at this retreat, which is around 7 miles southwest of the center of Baileys Harbor. A microwave oven and a DVD player are some of its family-friendly amenities.
  • "Cozy Cabin In The Woods: Between Fish Creek And Ephraim" - Another great option, this rental comes with a toaster, a microwave oven and more. You'll find it around 5 miles to the northwest of Baileys Harbor.

For more options, use the search bar at the top of the page and adjust the filters to find the Baileys Harbor vacation rental that's perfect for your needs.

What are the best large houses to rent with indoor pools in or near Baileys Harbor?

Nothing says "deluxe getaway" like your own indoor pool. Pack your swimsuit and enjoy a dip in the privacy of one of these large vacation homes in or near Baileys Harbor:

  • Settle into "Sparkling Clean, Ideal Location Includes Use Of Indoor And Outdoor Pools" and while away your days poolside. This sprawling getaway has 5 bedrooms that sleep up to 14 guests along with many other great amenities. A firepit and a fireplace are among them.
  • Another inviting property is "Lawler Guest House - Green - Within Walking Distance Of Everything In Fish Creek". With 5 bedrooms sleeping up to 16 guests, you can invite the whole gang to play, stay and swim. A kitchen and a fireplace are other amenities on offer here.

If you'd like to see even more options, use the search bar at the top of the page and adjust the filters to find the Baileys Harbor vacation rental that's perfect for your needs.