Baileys Harbor holiday homes

We found 790 holiday rentals — enter your dates for availability
Select from 69 houses, 21 flats and other holiday rentals to find the perfect place for your stay in Baileys Harbor. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you need and want for your stay, which might include a garden and Wi-Fi. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Baileys Harbor

Showing deals for:1 Jan - 8 Jan

Dining
Back patio
Exterior detail
Kitchen
Exceptional
(35 reviews)

Cozy Cabin located minutes from Whitefish Dunes Park

Sturgeon Bay

7% off
NZ$4,921
for 7 nights, 1 cabin
NZ$703 per night
includes taxes & fees
Cozy Cabin located minutes from Whitefish Dunes Park
Back patio with grill, patio chairs, and table overlooking woods & creek
Kitchen island includes seating for 4
Front door entrance with stairs to upstairs bedrooms
Welcome to Nest By The Bay in beautiful Egg Harbor, WI - right off Hwy 42!
Exceptional
(24 reviews)

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

Egg Harbor

8% off
NZ$7,688
for 7 nights, 1 home
NZ$1,098 per night
includes taxes & fees
New 4BR Egg Harbor Home: Walk to Downtown + 2 Min Drive to Egg Harbor Beach
plenty of seating
Deck is accessible off the hallway and bedroom
Beautiful single slab table seats 12+
Living area
Exceptional
(36 reviews)

The Lookout, minutes to Sister Bay with Starlink internet

Ellison Bay

7% off
NZ$8,880
for 7 nights, 1 home
NZ$1,269 per night
includes taxes & fees
The Lookout, minutes to Sister Bay with Starlink internet
Exterior
You will love it here!
Living area
Room
Exceptional
(373 reviews)

Gingerbread Cottage - Forest Setting - Available Winter Too!

Fish Creek

9% off
NZ$3,381
for 7 nights, 1 cottage
NZ$483 per night
includes taxes & fees
Gingerbread Cottage - Forest Setting - Available Winter Too!
Kitchen
Property grounds
Living room
Living room
Exceptional
(80 reviews)

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

Sturgeon Bay

7% off
NZ$8,456
for 7 nights, 1 home
NZ$1,208 per night
includes taxes & fees
NEW Private 3 acre waterfront property directly on the Bay! WEEKLY DISCOUNT 10%
Dining Area
Dining Area/Kitchen/Living Room
Kitchen
Exterior
Exceptional
(24 reviews)

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

Egg Harbor

7% off
NZ$9,766
for 7 nights, 1 home
NZ$1,395 per night
includes taxes & fees
5 Bed, 6 Bath Home Sleeps 24 w/Hot Tub in Door Co.
Larsen House Exterior Remodeled 6/2015
park and marina picture as we walked into the village for dinner.
walk to our beach and view the marina
Interior
Excellent
(99 reviews)

2025 Beautiful Remodel-Outstanding Location Near Excellent Attractions!

Egg Harbor

8% off
NZ$5,262
for 7 nights, 1 home
NZ$752 per night
includes taxes & fees
2025 Beautiful Remodel-Outstanding Location Near Excellent Attractions!
Room
Private kitchen
Exterior
Living area
Exceptional
(70 reviews)

Egg Harbor White House - 4 bedroom

Egg Harbor

7% off
NZ$3,171
for 7 nights, 1 home
NZ$453 per night
includes taxes & fees
Egg Harbor White House - 4 bedroom
Exterior detail
Parking in front of the door! blue Horse Cafe in the background.
Open concept kitchen with bar seating
Open concept living room dining room and kitchen area
Exceptional
(138 reviews)

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

Fish Creek

12% off
NZ$2,271
for 7 nights, 1 cottage
NZ$324 per night
includes taxes & fees
Prime Location & Highly Rated Dog Friendly Cottage with 'Perks'
Interior
Watch the nightly sunset from our Andirondack chairs
Exterior
Living area
Exceptional
(24 reviews)

Enjoy nightly sunsets at this Beautiful Door County Waterfront Home

Sturgeon Bay

8% off
NZ$10,764
for 7 nights, 1 home
NZ$1,538 per night
includes taxes & fees
Enjoy nightly sunsets at this Beautiful Door County Waterfront Home
Exterior
Living area
Room
Terrace/patio
Exceptional
(106 reviews)

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

Sister Bay

7% off
NZ$5,960
for 7 nights, 1 home
NZ$851 per night
includes taxes & fees
DOOR 42! Minutes away from the hustle and bustle of Sister Bay!
Kitchen area
Front of house views
Kitchen table
Front yard
Exceptional
(16 reviews)

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

Egg Harbor

8% off
NZ$7,428
for 7 nights, 1 home
NZ$1,061 per night
includes taxes & fees
Charming, Cozy Farmhouse! Newly renovated with plenty of sleeping space.
Access to indoor whirlpool and sauna at Homestead Suites
Terrace/patio
Full Kitchen
Living area
Exceptional
(69 reviews)

Sparkling Clean, Ideal Location includes use of Indoor & Outdoor Pools

Fish Creek

12% off
NZ$6,592
for 7 nights, 1 home
NZ$942 per night
includes taxes & fees
Sparkling Clean, Ideal Location includes use of Indoor & Outdoor Pools
Living area
Rental area is above the garage, 1100 sq ft
Bathroom
Room
Exceptional
(163 reviews)

Unique Setting - Built on Quarry Bed

Fish Creek

8% off
NZ$3,506
for 7 nights, 1 home
NZ$501 per night
includes taxes & fees
Unique Setting - Built on Quarry Bed
Terrace/patio
Interior
Outdoor dining
Room
Exceptional
(23 reviews)

Secluded Home in Central Door County

Egg Harbor

8% off
NZ$6,341
for 7 nights, 1 home
NZ$906 per night
includes taxes & fees
Secluded Home in Central Door County
Entry Way
Kitchen
Dining Room, Kitchen, Living Room
Back Patio
Exceptional
(51 reviews)

Door Co 4 Master Suite Home - Sleeps 12 - Hot Tub!

Egg Harbor

7% off
NZ$9,545
for 7 nights, 1 home
NZ$1,364 per night
includes taxes & fees
Door Co 4 Master Suite Home - Sleeps 12 - Hot Tub!
Bathroom
Property grounds
Interior
Room
Exceptional
(204 reviews)

Guest bedroom in Quarry House

Fish Creek

8% off
NZ$2,152
for 7 nights, 1 home
NZ$307 per night
includes taxes & fees
Guest bedroom in Quarry House
Dinning Room
Great Room
Great Room
Dinning Room
Exceptional
(27 reviews)

3-bedroom home minutes from Fish Creek

Fish Creek

7% off
NZ$4,722
for 7 nights, 1 home
NZ$675 per night
includes taxes & fees
3-bedroom home minutes from Fish Creek
Interior
Bird's Nest condo is a place to enjoy a glass of wine and view of Egg Harbor!
Room
Living area
Wonderful
(59 reviews)

Lovely 2 bdrm 2 ba condo with awesome view of Egg Harbor short walk to downtown

Egg Harbor

7% off
NZ$4,290
for 7 nights, 1 apartment
NZ$613 per night
includes taxes & fees
Lovely 2 bdrm 2 ba condo with awesome view of Egg Harbor short walk to downtown
Dining
Private kitchen
Outdoor dining
Living area
Exceptional
(13 reviews)

Humbug Abode - located on beautiful 5 acres, minutes drive to Sister Bay

Ellison Bay

7% off
NZ$4,768
for 7 nights, 1 home
NZ$681 per night
includes taxes & fees
Humbug Abode - located on beautiful 5 acres, minutes drive to Sister Bay
Room
Property grounds
Private kitchen
Living area
Exceptional
(17 reviews)

Summer dates available! In the heart of Door County-Spacious Home

Ephraim

7% off
NZ$9,832
for 7 nights, 1 home
NZ$1,405 per night
includes taxes & fees
Summer dates available! In the heart of Door County-Spacious Home
Private kitchen
Interior
Living area
Interior
Exceptional
(47 reviews)

Orchard/Winery View, to an amazing market and winery in the heart of Door Count

Fish Creek

7% off
NZ$4,473
for 7 nights, 1 home
NZ$639 per night
includes taxes & fees
Orchard/Winery View, to an amazing market and winery in the heart of Door Count
Family room
Family room
302 with a View!
Beautiful, fully equipped kitchen
Exceptional
(99 reviews)

302 with a View! Luxury 2 bed 2 bath condo with amazing views of Sister Bay

Sister Bay

7% off
NZ$6,302
for 7 nights, 1 apartment
NZ$900 per night
includes taxes & fees
302 with a View! Luxury 2 bed 2 bath condo with amazing views of Sister Bay
Exterior
Interior
Dining area into living room, stairs down to lower level.
Kitchen, dining and open family room - 1st level off of garage entrance.
Exceptional
(176 reviews)

4188 Cottage Row Ct. - New Construction Downtown Fish Creek - Walk Everywhere!

Fish Creek

11% off
NZ$5,998
for 7 nights, 1 apartment
NZ$857 per night
includes taxes & fees
4188 Cottage Row Ct. - New Construction Downtown Fish Creek - Walk Everywhere!

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Head to the relaxing 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, cycling and restaurants. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Baileys Harbor

Do you want to find top things to see and do in the city? Travellers enjoy Baileys Harbor for its hiking, cycling and kayaking. Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Baileys Harbor a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Cave Point County Park (9.6 mi / 15.4 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)
  • Peninsula State Park Golf Course (6.7 mi / 10.8 km)
  • Pirate's Cove Adventure Golf (8.3 mi / 13.4 km)

Exploring the natural features in Baileys Harbor

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Baileys Harbor is a great place to get outside. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Baileys Harbor Ridges Park (0.5 mi / 0.8 km)
  • Kangaroo Lake (2.8 mi / 4.5 km)
  • Ephraim Public Beach (6.4 mi / 10.3 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 when booking a holiday rental?
When considering the best area to stay in Baileys Harbor, Wisconsin, for a holiday rental, the charming neighbourhood near the waterfront is an excellent choice. This area offers a delightful blend of natural beauty and local attractions. One of the top highlights is the scenic Baileys Harbor Range Lights, where visitors can explore the historic lighthouses and enjoy stunning views of Lake Michigan. Additionally, the nearby Ridges Sanctuary is superb for nature enthusiasts, offering a unique opportunity to experience diverse ecosystems and various hiking trails.In terms of accommodation, this waterfront area has a variety of properties available, ranging from quaint cottages to spacious homes, allowing for a comfortable stay that suits different group sizes and preferences.
Where are the best areas for renting a beach house in Baileys Harbor?
For renting a beach house in Baileys Harbor, the area along the shores of Lake Michigan is particularly appealing. The waterfront properties near the Baileys Harbor Range Lights offer stunning views and easy access to the beach, making them great for families or groups looking to enjoy a lakeside getaway. Many of these rentals come equipped with amenities like spacious decks, outdoor grills, and private fire pits, ideal for evening gatherings under the stars.The nearby Door County Land Trust preserves, such as the Toft Point Nature Preserve, provide opportunities for hiking and exploring the natural beauty of the region, and some properties in the vicinity offer direct access to nature trails. Additionally, you can find charming cottages and homes peppered throughout the area, some featuring modern kitchens, comfortable living spaces, and even kayaks or bikes available for guest use, allowing for a more adventurous stay.Moreover, Baileys Harbor boasts local attractions such as small shops and restaurants, which enhance the convenience for visitors. Rentals in this area often combine rustic charm with modern comforts, creating a delightful experience for those looking to relax by the lake while enjoying the natural surroundings and local culture.
What is the most popular type of holiday rental accomodation in Baileys Harbor?
In Baileys Harbor, holiday houses are the most common type of holiday rental, with around 256 available throughout the area. These properties typically offer spacious living arrangements, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios for enjoying the beautiful Wisconsin surroundings. Many are situated near local attractions like the picturesque Lake Michigan shoreline and the scenic trails of the nearby nature preserves.Cottages are also quite popular, with about 76 options that provide a charming, rustic feel, ideal for those seeking a quaint escape. They generally come with kitchen facilities and cosy living areas, superb for relaxing after a day of exploring. Additionally, there are around 60 condos and 44 cabins available, suiting various group sizes and preferences.
Are there any family house rentals in Baileys Harbor?
In Baileys Harbor, Wisconsin, there are numerous family-friendly holiday rentals available, with around 95 options to choose from. This charming locale offers a variety of homes superb for families, many of which are situated near the stunning shores of Lake Michigan. Visitors can expect spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces ideal for children to play and explore.Properties often come with amenities such as private decks, BBQ grills, and even fire pits for evening gatherings. Families can enjoy nearby attractions like the scenic Door County Coastal Byway or the beautiful Ridges Sanctuary, which features nature trails and opportunities for wildlife observation. Additionally, the area is known for its quaint shops and local eateries, providing a taste of the region's unique charm.
Can I rent a holiday home with a pool or hot tub in Baileys Harbor?
In Baileys Harbor, there are several holiday homes available for rent that feature pools and hot tubs, with around 15 options to choose from. This charming area, located on the Door County Peninsula, is known for its picturesque landscapes and proximity to Lake Michigan. Many of these properties come equipped with amenities such as private pools, hot tubs, outdoor patios, and fully equipped kitchens, making them great for relaxation and family gatherings.Travellers can enjoy the serene surroundings while having access to various recreational activities, including hiking, fishing, and exploring nearby parks.
Are there pet-friendly house rentals in Baileys Harbor?
In Baileys Harbor, there are numerous pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these holiday homes feature amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can roam and play. Some properties even include fenced yards and nearby walking paths, ensuring that both guests and their pets enjoy a comfortable stay.The area is known for its stunning natural scenery, including the nearby Door County Parks, which offer trails and open spaces superb for walking and exploring with pets. The picturesque waterfront along Baileys Harbor provides opportunities for outdoor activities like kayaking and fishing, making it an excellent choice for those looking to enjoy nature with their pets.
Are there any remote work holiday rentals in Baileys Harbor?
In Baileys Harbor, Wisconsin, there are approximately 400 remote work-friendly holiday rentals available, making it an excellent choice for those who wish to combine work and leisure. Many of these properties are equipped with reliable Wi-Fi, ensuring that you can stay connected while enjoying the tranquillity of this beautiful area.Travellers can expect a variety of amenities, including comfortable workspaces, spacious living areas, and fully equipped kitchens, allowing for a relaxed and productive stay. The scenic surroundings offer plenty of opportunities for outdoor activities, such as hiking and exploring local parks, providing a refreshing break from work. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Baileys Harbor?
In Baileys Harbor, holiday rentals typically offer a range of popular amenities that enhance the comfort of travellers. Most properties include fully equipped kitchens, allowing guests to prepare their own meals. Many also feature decks or patios where visitors can relax and enjoy the beautiful surroundings. For those chilly evenings, fireplaces provide a warm and inviting atmosphere. Onsite parking is commonly available, making it convenient for guests with vehicles. Additionally, many rentals come with coffee and tea makers, ensuring that guests can enjoy a warm beverage at their leisure.
When is the best time to visit Baileys Harbor for a holiday rental?
The best time to visit Baileys Harbor for a holiday rental is during the peak season from June to August, with July being particularly popular among travellers. This is when the area comes alive with outdoor activities, including kayaking, hiking, and exploring the stunning landscapes of Door County. The warm summer temperatures, typically ranging from 15 to 30 degrees Celsius, provide a comfortable setting for enjoying the beautiful beaches and charming local attractions.In addition to outdoor adventures, July offers numerous festivals and events that highlight the vibrant local culture, making it an ideal month for those looking to immerse themselves in the community spirit. Families and friends will find plenty of opportunities for fun and relaxation, whether it's taking a boat tour or visiting the picturesque lighthouses that dot the coastline.If you're seeking a more budget-friendly option, consider planning your visit in November. While this time of year is quieter, it offers a unique chance to enjoy the tranquil beauty of Baileys Harbor as the fall colours give way to a peaceful winter landscape. This serene atmosphere is superb for those looking to unwind and appreciate the natural surroundings without the hustle and bustle of the peak season.
What are the top attractions in Baileys Harbor?
In Baileys Harbor, visitors can enjoy a range of attractions that highlight the area's natural beauty and charming local culture. The Baileys Harbor Range Lights, a pair of historic lighthouses, offer picturesque views and insights into the maritime history of the region. Nearby, the scenic Door County Coastal Byway provides stunning vistas of Lake Michigan and is great for leisurely drives or cycling.For outdoor enthusiasts, the beautiful Door County Land Trust preserves several natural areas where you can hike and explore the local flora and fauna. The Ridges Sanctuary, known for its unique ecosystems and diverse wildlife, is a must-visit for nature lovers and photographers alike.
Are all fees included in the Baileys Harbor holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Baileys Harbor holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Baileys Harbor with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for Baileys Harbor holiday homes?
You can find great discounts on holiday homes in Baileys Harbor on Bookabach, 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.
Can I change or cancel my Baileys Harbor holiday home booking on Bookabach?
To find Baileys Harbor holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Baileys Harbor?
A long-stay holiday home in Baileys Harbor is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Baileys Harbor holiday home?
Book your Baileys Harbor holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Baileys Harbor?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Baileys Harbor to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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