Baileys Harbor Holiday Rentals

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Baileys Harbor holiday rentals

Front of property – evening/night

Westwood Shores Waterfront Resort

Westwood Shores Waterfront Resort
3.0 star property
Sturgeon Bay
9.6 out of 10, Exceptional, (946 reviews)
"Beautiful place to stay"
United States
Zohra
The price is HK$1,010
HK$1,146 total
includes taxes & fees
12 May - 13 May
Westwood Shores Waterfront Resort
Exterior

Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi

Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi
Fish Creek
9.4 out of 10, Exceptional, (50 reviews)
"Enjoyable and relaxing place to stay."
United States
Eugene M.
The price is HK$924
HK$1,049 total
includes taxes & fees
17 May - 18 May
Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi
Interior

Cozy Door County home with detached yoga room- short walk from Potawatomi Park

Cozy Door County home with detached yoga room- short walk from Potawatomi Park
Sturgeon Bay
10.0 out of 10, Exceptional, (40 reviews)
"Amazing location, cozy home, amazing host (Make sure to stop at their bakery), and amazing price!"
United States
Willy S.
The price is HK$493
HK$1,804 total
includes taxes & fees
11 May - 12 May
Cozy Door County home with detached yoga room- short walk from Potawatomi Park
Property grounds

Snug Harbor Inn - 2 Bedroom Cottage

Snug Harbor Inn - 2 Bedroom Cottage
Sturgeon Bay
9.2 out of 10, Wonderful, (60 reviews)
"Great location and a pretty view."
United States
Nicholas N.
The price is HK$1,088
HK$1,413 total
includes taxes & fees
11 May - 12 May
Snug Harbor Inn - 2 Bedroom Cottage
Pool

Waterfront 1 bedroom and loft cottage with small private pier on Garrett Bay

Waterfront 1 bedroom and loft cottage with small private pier on Garrett Bay
Ellison Bay
9.6 out of 10, Exceptional, (125 reviews)
"Fantastic location and super cute house. Perfect place to relax on the water - away from all the bustle of typical DC. "
United States
Lisa B.
Waterfront 1 bedroom and loft cottage with small private pier on Garrett Bay
Property grounds

Private 3BR Gem on 2.5 Wooded Acres- Close to All

Private 3BR Gem on 2.5 Wooded Acres- Close to All
Sister Bay
10.0 out of 10, Exceptional, (58 reviews)
"Fantastic property - was perfect for our family of 5."
United States
Andrew L.
The price is HK$2,076
HK$4,592 total
includes taxes & fees
14 May - 15 May
Private 3BR Gem on 2.5 Wooded Acres- Close to All
Exterior

Scandinavian Lodge

Scandinavian Lodge
3.5 star property
Sister Bay
9.4 out of 10, Exceptional, (1,569 reviews)
"Stayed many times-love the location "
United States
Dirk
The price is HK$1,085
HK$1,237 total
includes taxes & fees
25 May - 26 May
Scandinavian Lodge
Smart TV

[Cozy] loft - steps to downtown!

[Cozy] loft - steps to downtown!
Sturgeon Bay
9.6 out of 10, Exceptional, (41 reviews)
"Excellent stay! Will definitely be recommending to others!"
United States
Autumn M.
The price is HK$454
HK$2,289 total
includes taxes & fees
12 May - 13 May
[Cozy] loft - steps to downtown!
Smart TV, offices

Designer Studio Flat · Heated Floors · Egg Harbor

Designer Studio Flat · Heated Floors · Egg Harbor
Egg Harbor
9.8 out of 10, Exceptional, (89 reviews)
"First time staying here and we will be back!"
United States
Anne R.
The price is HK$1,248
HK$2,439 total
includes taxes & fees
11 May - 12 May
Designer Studio Flat · Heated Floors · Egg Harbor
Interior

Door County Cabin on the Water

Door County Cabin on the Water
Sturgeon Bay
9.2 out of 10, Wonderful, (42 reviews)
"Very clean and great location!"
United States
Katelyn C.
The price is HK$1,116
HK$2,973 total
includes taxes & fees
14 May - 15 May
Door County Cabin on the Water
Exterior

THE CHARM of DOOR COUNTY - Cuteness and elegance combined!

THE CHARM of DOOR COUNTY - Cuteness and elegance combined!
Ephraim
9.8 out of 10, Exceptional, (85 reviews)
"Very charming and quiet place to stay. Great location near town! "
United States
Tedra M.
The price is HK$1,550
HK$2,990 total
includes taxes & fees
21 May - 22 May
THE CHARM of DOOR COUNTY - Cuteness and elegance combined!
Smart TV, fireplace, books

Door County Romantic Cabin in Ephraim Near Trails

Door County Romantic Cabin in Ephraim Near Trails
Ephraim
9.0 out of 10, Wonderful, (48 reviews)
"Very cozy and very cute. Easy to access and felt very safe"
United States
Kelly L.
The price is HK$2,336
HK$4,269 total
includes taxes & fees
30 May - 31 May
Door County Romantic Cabin in Ephraim Near Trails
Marina

30' CARVER BOAT DOCKED AT MENOMINEE MARINA IN HISTORIC DOWNTOWN MENOMINE MI.

30' CARVER BOAT DOCKED AT MENOMINEE MARINA IN HISTORIC DOWNTOWN MENOMINE MI.
Menominee
9.6 out of 10, Exceptional, (23 reviews)
"Hosts were great, great location , relaxing stay will definitely look into staying again!"
United States
Tim W.
The price is HK$1,566
HK$1,879 total
includes taxes & fees
7 Jun - 8 Jun
30' CARVER BOAT DOCKED AT MENOMINEE MARINA IN HISTORIC DOWNTOWN MENOMINE MI.
Exterior

A City Cottage in the heart of Sturgeon Bay

A City Cottage in the heart of Sturgeon Bay
Sturgeon Bay
9.8 out of 10, Exceptional, (30 reviews)
"if you are looking for a cute place in the downtown of Sturgeon bay, walkable to all stores and the river, also, it was a good starting point to exploring Door county. "
United States
george
The price is HK$775
HK$1,760 total
includes taxes & fees
11 May - 12 May
A City Cottage in the heart of Sturgeon Bay
Terrace/patio

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

Hot Tub, Family Friendly + 2 King Beds, Game Room, Secluded -Close to SB & Beach
Ellison Bay
9.8 out of 10, Exceptional, (27 reviews)
"Family-friendlyClean House Easy check in"
United States
Abigail S.
The price is HK$1,455
HK$5,242 total
includes taxes & fees
11 May - 12 May
Hot Tub, Family Friendly + 2 King Beds, Game Room, Secluded -Close to SB & Beach
Property grounds

Bridgeport Waterfront Resort

Bridgeport Waterfront Resort
3.0 star property
Sturgeon Bay
9.0 out of 10, Wonderful, (586 reviews)
"It was reasonable for a in room jacuzzi, very big and spacious room. comfortable bed!"
United States
Sarah
The price is HK$1,135
HK$1,377 total
includes taxes & fees
21 May - 22 May
Bridgeport Waterfront Resort
TV, offices

Architect-Designed Flat · King · Egg Harbor

Architect-Designed Flat · King · Egg Harbor
Egg Harbor
10.0 out of 10, Exceptional, (59 reviews)
"Perfect space and such a convenient location. "
United States
Lisa M.
The price is HK$1,412
HK$2,634 total
includes taxes & fees
19 May - 20 May
Architect-Designed Flat · King · Egg Harbor
Desk, iron/ironing board, travel cot, WiFi

Walk to Downtown! Wooded 4BR Sister Bay Home

Walk to Downtown! Wooded 4BR Sister Bay Home
Sister Bay
9.8 out of 10, Exceptional, (27 reviews)
"Nice clean property close to town."
United States
Nicole H.
The price is HK$2,142
HK$4,675 total
includes taxes & fees
17 May - 18 May
Walk to Downtown! Wooded 4BR Sister Bay Home
Terrace/patio

Private Wooded Retreat w/ Hot Tub & Fireplace - Walk to Coffee, Near Sister Bay

Private Wooded Retreat w/ Hot Tub & Fireplace - Walk to Coffee, Near Sister Bay
Ellison Bay
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful home, quiet secluded neighborhood. It was centrally located to our girls trip! Wonderful hosts and very very clean! Would definitely stay here again!"
United States
Kae R.
The price is HK$2,154
HK$5,945 total
includes taxes & fees
14 May - 15 May
Private Wooded Retreat w/ Hot Tub & Fireplace - Walk to Coffee, Near Sister Bay
Property grounds

Cool + Modern! Arcades, Movie RM, Private Pond!

Cool + Modern! Arcades, Movie RM, Private Pond!
Sturgeon Bay
9.2 out of 10, Wonderful, (43 reviews)
"House was wonderful and the arcade kept the kids occupied for HOURS! Super close to a Walmart and downtown activities. We used this as our base camp to explore all that Door County has to offer. Simply wonderful. "
United States
Anna M.
The price is HK$1,139
HK$4,286 total
includes taxes & fees
13 May - 14 May
Cool + Modern! Arcades, Movie RM, Private Pond!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Baileys Harbor Hotel Reviews

Settlement Inn & Lavender Spa

Settlement Inn & Lavender Spa

10/10 Excellent
"Clean room, breakfast, "
Ashishkumar 2-night trip
Posted 3 hours ago
Settlement Inn & Lavender Spa

Find out more about Baileys Harbor

Search for holiday rentals in Baileys Harbor on Expedia! You can easily find your home rentals, villas, holiday apartments in Baileys Harbor using one of the methods below:

  • View our selection of featured holiday rentals in Baileys Harbor
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Look no further and take a look at our great range of rental properties in Baileys Harbor!

Frequently asked questions

Can I find holiday rentals in Baileys Harbor?

Yes, there are holiday rentals close to the most popular sights in Baileys Harbor, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Baileys Harbor speak positively about the scenic lakeside and top-notch restaurants in this destination. Allow some time to check out the shops during your trip.

What are some of the best holiday rentals that Baileys Harbor has to offer?

250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE: This highly rated holiday home rental in Baileys Harbor is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. Other favourite homes for rent in Baileys Harbor are Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find! and Luxury lakefront home - 6 BRs, kids, pets, EVs, elevator - family celebrations.

How many holiday rentals will I find in Baileys Harbor?

Expedia has 67 holiday rentals for your stay in Baileys Harbor.

What can I see and do in Baileys Harbor?

Lake Michigan and Baileys Harbor Ridges Park are a couple of scenic spots to enjoy the outdoors, whereas Door Shakespeare is one of the cultural attractions. Door County Brewing Company and Cana Island Lighthouse are other places to visit while you're in town.

What are holiday rentals like in Baileys Harbor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Baileys Harbor. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family getaway.