Baileys Harbor vacation rentals

We found 793 vacation rentals — enter your dates for availability

Welcome to Baileys Harbor, where breathtaking coastlines meet charming downtown streets, inviting you to explore its quaint shops and vibrant galleries. Adventure awaits with outdoor activities like hiking and kayaking in scenic state parks and relaxing on sun-kissed beaches. Whether you're gathering with family or friends, our variety of cozy cottages and spacious homes ensure your stay is comfortable and convenient. Experience the warmth of home while creating unforgettable memories in this enchanting destination.

Holiday rentals with weekly discounts - Baileys Harbor

Showing deals for:Dec 11 - Dec 18

Enjoy a cozy evening by the fire
From the deck outside the master bedroom
Delicious meals start here!
Indulge yourself with Italian marble and Egyptian cotton
Exceptional
(129 reviews)

As seen in Door County Magazine! Private, Family Friendly, Sat TV, WiFi

Fish Creek

13% off
$435
$3,045 for 7 nights
All fees included
As seen in Door County Magazine! Private, Family Friendly, Sat TV, WiFi
Interior
View from lower deck
Interior
View driving up driveway towards house.
Exceptional
(136 reviews)

Lakefront!! 5 Star Home on the Bay! Waterfront Property with 200ft of Shoreline.

Egg Harbor

9% off
$477
$3,339 for 7 nights
All fees included
Lakefront!! 5 Star Home on the Bay! Waterfront Property with 200ft of Shoreline.
Thanks for looking.  Please contact us with any questions.
Soaring Vaulted Beamed Ceiling
Open Concept Floor Plan, 
New Construction 2024!
Windows All Around!
Exceptional
(108 reviews)

Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape

Baileys Harbor

7% off
$279
$1,951 for 7 nights
All fees included
Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape
Living area
You will love it here!
Room
Dining
Exceptional
(369 reviews)

Gingerbread Cottage - Forest Setting - Available Winter Too!

Fish Creek

10% off
$247
$1,726 for 7 nights
All fees included
Gingerbread Cottage - Forest Setting - Available Winter Too!
Beautiful single slab table seats 12+
 Deck is accessible off the hallway and bedroom
plenty of seating
Living area
Exceptional
(34 reviews)

The Lookout, minutes to Sister Bay with Starlink internet

Ellison Bay

8% off
$645
$4,514 for 7 nights
All fees included
The Lookout, minutes to Sister Bay with Starlink internet
Backyard
Dining Room/Kitchen/Living Room
Bedroom #1
Kitchen
Exceptional
(31 reviews)

4 Master Suite Home Sleeps 12 w/Hot Tub in Door Co

Egg Harbor

8% off
$679
$4,755 for 7 nights
All fees included
4 Master Suite Home Sleeps 12 w/Hot Tub in Door Co
Welcome to Nest By The Bay in beautiful Egg Harbor, WI - right off Hwy 42!
Kitchen island includes seating for 4
Master bedroom with king bed & full bath - access to back porch
Back patio with grill, patio chairs, and table overlooking woods & creek
Exceptional
(22 reviews)

New 4BR Egg Harbor Home: Walk to Downtown + 2 Min Drive to Egg Harbor Beach

Egg Harbor

8% off
$549
$3,845 for 7 nights
All fees included
New 4BR Egg Harbor Home: Walk to Downtown + 2 Min Drive to Egg Harbor Beach
House #2 exterior
House #1 - Dining area, kitchen and living room
House #1 - Dining area
House #2 - Patio
Exceptional
(8 reviews)

2 Neighboring Homes Sleep 24 - 8 Bedrooms/10 Baths

Egg Harbor

8% off
$1,339
$9,373 for 7 nights
All fees included
2 Neighboring Homes Sleep 24 - 8 Bedrooms/10 Baths
Exterior
Dining Area/Kitchen/Living Room
Dining Area
Kitchen
Exceptional
(24 reviews)

5 Bed, 6 Bath Home Sleeps 24 w/Hot Tub in Door Co.

Egg Harbor

8% off
$689
$4,824 for 7 nights
All fees included
5 Bed, 6 Bath Home Sleeps 24 w/Hot Tub in Door Co.
Living Room
Back patio
Dining
Exterior detail
Exceptional
(35 reviews)

Cozy Cabin located minutes from Whitefish Dunes Park

Sturgeon Bay

9% off
$340
$2,380 for 7 nights
All fees included
Cozy Cabin located minutes from Whitefish Dunes Park
View of the kitchen
Dining in the screen porch facing the water
View from the master bedroom to the great room
Great room plus fireplace
Exceptional
(109 reviews)

Gray Gull Cottage-Waterfront Home

Egg Harbor

5% off
$370
$2,591 for 7 nights
All fees included
Gray Gull Cottage-Waterfront Home
Living room
Property grounds
Living room
Exterior
Exceptional
(78 reviews)

NEW Private 3 acre waterfront property directly on the Bay! WEEKLY DISCOUNT 10%

Sturgeon Bay

8% off
$589
$4,121 for 7 nights
All fees included
NEW Private 3 acre waterfront property directly on the Bay! WEEKLY DISCOUNT 10%
Living area
Living area
Exterior
Dining
Exceptional
(9 reviews)

Stunning Luxury Home on the Sandy Beach Shores of Lake Michigan!!

Sturgeon Bay

9% off
$934
$6,536 for 7 nights
All fees included
Stunning Luxury Home on the Sandy Beach Shores of Lake Michigan!!
Interior
park and marina picture as we walked into the village for dinner.
walk to our beach and view the marina
Larsen House Exterior Remodeled 6/2015
Excellent
(98 reviews)

2025 Beautiful Remodel-Outstanding Location Near Excellent Attractions!

Egg Harbor

8% off
$386
$2,699 for 7 nights
All fees included
2025 Beautiful Remodel-Outstanding Location Near Excellent Attractions!
Room
Private kitchen
Living area
Exterior
Exceptional
(69 reviews)

Egg Harbor White House - 4 bedroom

Egg Harbor

8% off
$257
$1,801 for 7 nights
All fees included
Egg Harbor White House - 4 bedroom
Front yard
Relax and "hang out" on the covered front porch. Two hanging chairs and sofa
Dining table seats up to 8 plus 4 bar stools
Main living space with natural wood burning fire place
Exceptional
(30 reviews)

Hot Tub, Family Friendly + 2 King Beds, Game Room, Secluded -Close to SB & Beach

Ellison Bay

8% off
$443
$3,100 for 7 nights
All fees included
Hot Tub, Family Friendly + 2 King Beds, Game Room, Secluded -Close to SB & Beach
Living area
Terrace/patio
Interior
Interior
Exceptional
(31 reviews)

Private Wooded Retreat w/ Hot Tub & Fireplace - Near Sister Bay

Ellison Bay

8% off
$382
$2,675 for 7 nights
All fees included
Private Wooded Retreat w/ Hot Tub & Fireplace - Near Sister Bay
Bedroom #1 boasts a comfortable king sized and large whirlpool tub with en suite bathroom.
During your stay, you'll have privileged access to a range of amenities. Start your day with sumptuous dining at the club's exquisite restaurants, where every meal becomes a memorable experience. Overlooking the 18th green and the waters of Green Bay
Enjoy an eat-in kitchen, perfectly situated to prepare all of your basic meals and snacks.
Club Cottage #3 boasts one king bedroom, queen/twin bedroom and 2 en suite bathrooms, with queen-sized pull out couch for additional guests. Enjoy amenities such as indoor fireplace, jacuzzi tub, in-unit washer and dryer and a well-stocked kitchen fo
Very Good
(5 reviews)

Horseshoe Bay #3- Private Golf Club Access!

Egg Harbor

7% off
$236
$1,649 for 7 nights
All fees included
Horseshoe Bay #3- Private Golf Club Access!
Dining
Screen porch
Entry with benches and hooks
Exterior
Exceptional
(6 reviews)

Spacious Jacksonport Woodland Cabin: Screened Porch, Near Cave Point & Lake Park

Sturgeon Bay

8% off
$242
$1,697 for 7 nights
All fees included
Spacious Jacksonport Woodland Cabin: Screened Porch, Near Cave Point & Lake Park
Private kitchen
Living area
Terrace/patio
Room
Exceptional
(105 reviews)

DOOR 42! Minutes away from the hustle and bustle of Sister Bay!

Sister Bay

8% off
$432
$3,025 for 7 nights
All fees included
DOOR 42! Minutes away from the hustle and bustle of Sister Bay!
Interior
Watch the nightly sunset from our Andirondack chairs
New kitchen with quartz countertops and counter-seating
Living area
Exceptional
(24 reviews)

Enjoy nightly sunsets at this Beautiful Door County Waterfront Home

Sturgeon Bay

9% off
$745
$5,214 for 7 nights
All fees included
Enjoy nightly sunsets at this Beautiful Door County Waterfront Home
Living area
Outdoor dining
Living area
Private kitchen
Exceptional
(15 reviews)

Luxury A-Frame w/ Lake Access, Great For Families

Egg Harbor

9% off
$587
$4,106 for 7 nights
All fees included
Luxury A-Frame w/ Lake Access, Great For Families
Open concept living room dining room and kitchen area
Parking in front of the door! blue Horse Cafe in the background.
Kitchen Island & Main Bath
Exterior detail
Exceptional
(138 reviews)

Prime Location & Highly Rated Dog Friendly Cottage with 'Perks'

Fish Creek

12% off
$131
$919 for 7 nights
All fees included
Prime Location & Highly Rated Dog Friendly Cottage with 'Perks'
Front porch views
Front of house views
Front yard
Kitchen table
Exceptional
(16 reviews)

Charming, Cozy Farmhouse! Newly renovated with plenty of sleeping space.

Egg Harbor

8% off
$541
$3,789 for 7 nights
All fees included
Charming, Cozy Farmhouse! Newly renovated with plenty of sleeping space.
  • Peace of mind

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    Enjoy full kitchens, laundry, pools, yards and more
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  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
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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

Are you interested in saving money on your next vacation? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking an extended stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, feel free to utilize our filters to narrow down options by price, location, and vacation rental type. We're here to help you find the perfect getaway.

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:

  • Cave Point County Park (9.6 mi / 15.4 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)
  • Harbor Ridge Winery (7.9 mi / 12.7 km)
  • Egg Harbor Fun Park (8.5 mi / 13.7 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)
  • Sister Bay Beach (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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