Baileys Harbor holiday rentals

We found 790 holiday rentals — enter your dates for availability
Select from 70 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:4 Dec - 11 Dec

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

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

Fish Creek

11% off
S$4,425
for 7 nights, 1 chalet
S$632 per night
includes taxes & fees
As seen in Door County Magazine! Private, Family Friendly, Sat TV, WiFi
Open Concept Floor Plan, 
New Construction 2024!
Soaring Vaulted Beamed Ceiling
Staircase to the 2nd Floor
Thanks for looking.  Please contact us with any questions.
Exceptional
(108 reviews)

Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape

Baileys Harbor

6% off
S$2,910
for 7 nights, 1 cottage
S$416 per night
includes taxes & fees
Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape
Living area
You will love it here!
Dining
Room
Exceptional
(367 reviews)

Gingerbread Cottage - Forest Setting - Available Winter Too!

Fish Creek

9% off
S$2,519
for 7 nights, 1 cottage
S$360 per night
includes taxes & fees
Gingerbread Cottage - Forest Setting - Available Winter Too!
Backyard
Dining Room/Kitchen/Living Room
Dining Room
Bedroom #1
Exceptional
(31 reviews)

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

Egg Harbor

7% off
S$6,862
for 7 nights, 1 home
S$980 per night
includes taxes & fees
4 Master Suite Home Sleeps 12 w/Hot Tub in Door Co
Property backs directly to Mink River nature conservancy!
 Deck is accessible off the hallway and bedroom
Beautiful single slab table seats 12+
Living area
Exceptional
(33 reviews)

The Lookout, minutes to Sister Bay with Starlink internet

Ellison Bay

7% off
S$6,549
for 7 nights, 1 home
S$936 per night
includes taxes & fees
The Lookout, minutes to Sister Bay with Starlink internet
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

7% off
S$5,544
for 7 nights, 1 home
S$792 per night
includes taxes & fees
New 4BR Egg Harbor Home: Walk to Downtown + 2 Min Drive to Egg Harbor Beach
Dining Area
Dining Area/Kitchen/Living Room
Living Room
Exterior
Exceptional
(24 reviews)

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

Egg Harbor

7% off
S$6,913
for 7 nights, 1 home
S$988 per night
includes taxes & fees
5 Bed, 6 Bath Home Sleeps 24 w/Hot Tub in Door Co.
Exterior detail
Back patio
Living Room
Kitchen
Exceptional
(35 reviews)

Cozy Cabin located minutes from Whitefish Dunes Park

Sturgeon Bay

7% off
S$3,594
for 7 nights, 1 cabin
S$513 per night
includes taxes & fees
Cozy Cabin located minutes from Whitefish Dunes Park
House #2 exterior
House #1 - Dining area, kitchen and living room
House #2 - Patio
House #2 - Entry
Exceptional
(8 reviews)

2 Neighboring Homes Sleep 24 - 8 Bedrooms/10 Baths

Egg Harbor

8% off
S$13,284
for 7 nights, 1 home
S$1,898 per night
includes taxes & fees
2 Neighboring Homes Sleep 24 - 8 Bedrooms/10 Baths
Living room
Property grounds
Kitchen
Living room
Exceptional
(76 reviews)

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

Sturgeon Bay

7% off
S$6,202
for 7 nights, 1 home
S$886 per night
includes taxes & fees
NEW Private 3 acre waterfront property directly on the Bay! WEEKLY DISCOUNT 10%
Dining
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
(97 reviews)

2025 Beautiful Remodel-Outstanding Location Near Excellent Attractions!

Egg Harbor

7% off
S$3,887
for 7 nights, 1 home
S$555 per night
includes taxes & fees
2025 Beautiful Remodel-Outstanding Location Near Excellent Attractions!
Experience the ultimate convenience and relaxation at our Club Cottages, nestled within the enchanting Horseshoe Bay Golf Club. Our exclusive collection boasts five elegant 2-bedroom, 2-bathroom condos, each featuring a cozy fireplace and a  whirlpoo
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.
Bedroom #1 boasts a comfortable king sized and large whirlpool tub with en suite bathroom.
Very good
(5 reviews)

Horseshoe Bay #3- Private Golf Club Access!

Egg Harbor

7% off
S$2,744
for 7 nights, 1 apartment
S$392 per night
includes taxes & fees
Horseshoe Bay #3- Private Golf Club Access!
Living area
Private kitchen
Room
Exterior
Exceptional
(68 reviews)

Egg Harbor White House - 4 bedroom

Egg Harbor

7% off
S$2,614
for 7 nights, 1 home
S$373 per night
includes taxes & fees
Egg Harbor White House - 4 bedroom
Room
Screen porch
Private kitchen
Entry with benches and hooks
Exceptional
(6 reviews)

Jacksonport Woodland Hearth Retreat - Near Lake Michigan

Sturgeon Bay

7% off
S$2,552
for 7 nights, 1 cabin
S$365 per night
includes taxes & fees
Jacksonport Woodland Hearth Retreat - Near Lake Michigan
Interior
Terrace/patio
Living area
Living area
Exceptional
(31 reviews)

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

Ellison Bay

7% off
S$3,955
for 7 nights, 1 home
S$565 per night
includes taxes & fees
Private Wooded Retreat w/ Hot Tub & Fireplace - Near Sister Bay
Fully stocked kitchen
Living area
Dining area
Exterior
Exceptional
(46 reviews)

Door County Forest Chalet, Walk to Beach/Town

Egg Harbor

7% off
S$3,781
for 7 nights, 1 chalet
S$540 per night
includes taxes & fees
Door County Forest Chalet, Walk to Beach/Town
Terrace/patio
Living area
Exterior
Room
Exceptional
(103 reviews)

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

Sister Bay

7% off
S$4,374
for 7 nights, 1 home
S$625 per night
includes taxes & fees
DOOR 42! Minutes away from the hustle and bustle of Sister Bay!
Open concept kitchen with bar seating
Parking in front of the door! blue Horse Cafe in the background.
Kitchen Island & Main Bath
Exterior detail
Exceptional
(137 reviews)

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

Fish Creek

11% off
S$1,334
for 7 nights, 1 cottage
S$191 per night
includes taxes & fees
Prime Location & Highly Rated Dog Friendly Cottage with 'Perks'
Interior
Watch the nightly sunset from our Andirondack chairs
Living area
Exterior
Exceptional
(24 reviews)

Enjoy nightly sunsets at this Beautiful Door County Waterfront Home

Sturgeon Bay

8% off
S$7,824
for 7 nights, 1 home
S$1,118 per night
includes taxes & fees
Enjoy nightly sunsets at this Beautiful Door County Waterfront Home
Private kitchen
Outdoor dining
Living area
Living area
Exceptional
(15 reviews)

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

Egg Harbor

8% off
S$5,905
for 7 nights, 1 home
S$844 per night
includes taxes & fees
Luxury A-Frame w/ Lake Access, Great For Families
Front porch views
Front of house views
Front yard
Kitchen area
Exceptional
(16 reviews)

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

Egg Harbor

8% off
S$5,464
for 7 nights, 1 home
S$781 per night
includes taxes & fees
Charming, Cozy Farmhouse! Newly renovated with plenty of sleeping space.
Bathroom
Rental area is above the garage, 1100 sq ft
Room
Private kitchen
Exceptional
(158 reviews)

Unique Setting - Built on Quarry Bed

Fish Creek

8% off
S$2,630
for 7 nights, 1 home
S$376 per night
includes taxes & fees
Unique Setting - Built on Quarry Bed
Private kitchen
Interior
Dining
Interior
Exceptional
(126 reviews)

Perfect for families!!, Baileys Harbor 3 Bedroom House! Sleeps 6 plus 2 under 12

Baileys Harbor

7% off
S$3,387
for 7 nights, 1 home
S$484 per night
includes taxes & fees
Perfect for families!!, Baileys Harbor 3 Bedroom House! Sleeps 6 plus 2 under 12
Dining area in the porch room
Entertainment room
Bedroom #1
Living area, kitchen
Exceptional
(100 reviews)

Cozy 3 bedroom house - 2 min drive to downtown Fish Creek

Fish Creek

5% off
S$2,702
for 7 nights, 1 home
S$386 per night
includes taxes & fees
Cozy 3 bedroom house - 2 min drive to downtown Fish Creek
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • 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:

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

  • 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)
  • Waterfront Park (8.6 mi / 13.9 km)

Frequently asked questions

What is the most popular type of holiday rental accommodation in Baileys Harbour?
The most desirable types of holiday rentals in Baileys Harbour are houses. After something a little different? Vrbo has many options to match our guests' diverse needs, so you'll see holiday homes in all sizes, and for all budgets. The perfect fit is ready and waiting for you — get hold of yours today.
How much does it cost to rent a holiday rental in Baileys Harbour?
The average price for a holiday rental in Baileys Harbour is based on several factors, such as length of stay, property type and season. Whether you're in search of a sprawling villa with space for extended family or an apartment for you and your other half, just enter your travel dates to see some great-value stays.
How much does it cost to rent a beach house in Baileys Harbour?
When you travel and the style and size of the property will influence the cost of your beachside holiday rental. Type in your Baileys Harbour travel dates to view your available options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to pick the amenities and features you want in your holiday home.
Are there pet-friendly holiday rentals in Baileys Harbour?
Yes. You'll have a choice of 82 holiday rentals that allow pets in Baileys Harbour on Vrbo. Our cuddly best friends need a getaway too, so simply use our search function for pet-friendly holiday rentals to book a property where your puppy dog can get in on the family fun.
What are popular rental amenities in Baileys Harbour?
When it comes to rental amenities that guests look for in Baileys Harbour, an electric car charging station, a water view and nearby museums are at the top of the list. With Vrbo holiday rentals, you'll discover options to suit your taste and style, whether you're taking a trip with your partner, your family or even pets.
Are there large group holiday rentals in Baileys Harbour?
There are 21 holiday rentals in Baileys Harbour that can host a group of 10 or more guests. Whether you're planning a trip with the family or an event like a party, there's plenty of room to get your loved ones together under the same roof.
Are there holiday rentals in Baileys Harbour that welcome kids?
Bring the entire group together for the adventure of a lifetime in Baileys Harbour at one of our 82 family-friendly holiday properties. A lot of these stays come with amenities that are suitable for getaways with youngsters, including dining rooms, extra bedrooms and entertainment units. Simply click on the "Properties good for families" filter box and pick your favourite option.
What are the top attractions for families in Baileys Harbour?
Keeping the kids happy during your Baileys Harbour holiday is a cinch with these leading family-friendly attractions:
  • Egg Harbour Beach
  • Sister Bay Beach
  • Fish Creek Public Beach
Are there one-bedroom holiday rentals in Baileys Harbour?
Yes, you can choose from five one-bedroom rentals in Baileys Harbour. Whether you're on the lookout for a comfy cottage or a cabin, Vrbo's one-bedroom rentals are just right if you don't need a huge amount of space. One of the main perks of having your own place? You won't need to share your trip with strangers.
Can I find two-bedroom holiday rentals in Baileys Harbour?
Take your pick of 25 two-bedroom holiday homes in Baileys Harbour. Settle the kids into the second room or maybe fill it with a couple of your favourite people. There's enough space for whoever's lucky enough to come along for the ride.
Are there holiday rentals with WiFi in Baileys Harbour?
Whether you'd like to stay in touch with world events, write a few emails or post a pic to social media, there are 30 holiday homes with WiFi in Baileys Harbour. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Baileys Harbour?
You'll have your pick of 53 holiday rentals with air conditioning in Baileys Harbour offering that gentle, cool breeze and extra level of comfort. Simply enter your chosen travel dates and then use our filter tool to help you locate properties with air conditioning.
How old do you have to be to rent a holiday rental in Baileys Harbour?
The minimum required age is normally 16, 18 or 21. It can change across properties on Vrbo, so check the rules of your preferred Baileys Harbour holiday rental before booking.
How long can I rent a holiday rental in Baileys Harbour for?
It's up to the Baileys Harbour property. To browse a list of options offering extended stays, simply enter your travel dates and number of guests into Vrbo's search page. Enjoy having the place to yourself, along with the comforts of home like a fully-equipped kitchen and an outdoor space where the kids can run around and play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

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