Baileys Harbor Rentals

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60 Houses

(12) Excellent 

Certificate of Excellence

12

Door County Cabin in the Woods, Baileys Harbor

Door County / Baileys Harbor

Baileys Harbor house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 3 mi
  • Child Friendly
  • Air conditioning
“Perfect Cabin in the Woods” Cabin was perfect. Spotless with way above average amenities and furnishings. Ultra pet friendly - no doubt owners spoil their pooches! Very private, in quiet community. Also loved Bailey's Harbor especially Toft Natural
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Certificate of Excellence

Price per night from

$224

Price per night from

$224

19

North unit Baileys Harbor Secluded Cozy Cabin

Door County / Baileys Harbor

Baileys Harbor cottage

1 8 min stay varies

  • 1 bedroom
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$109

Responds fast!
avg. 1 hour 44 minutes

Price per night from

$109

(3) Very Good 

3

Baileys Harbor Condo, Door County

Door County / Baileys Harbor

Baileys Harbor house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 3 mi
  • Child Friendly
  • Air conditioning

Price per night from

$224

Price per night from

$224

(3) Average 

21

Bailey's Harbor Cabin Near Kangaroo Lake

Door County / Baileys Harbor

Baileys Harbor cottage

1 8 min stay varies

  • 1 bedroom
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$109

Responds fast!
avg. 1 hour 44 minutes

Price per night from

$109

(5) Very Good 

Certificate of Excellence

15

Newly Remodeled, 2 Acres w/200' Private Waterfront

Door County / Baileys Harbor

Baileys Harbor house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 5 mi
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$263

Responds fast!
avg. 2 hours 5 minutes

Price per night from

$263

(1)  

16

Water Front Home in Baileys Harbor on the quiet side of beautiful Door County

Door County / Baileys Harbor

Baileys Harbor house

6 18 min stay varies

  • 6 bedrooms
  • sleeps 18
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$229

Price per night from

$229

24

NEW! Baileys Harbor Studio on Lake Michigan!

Door County / Baileys Harbor

Baileys Harbor studio

Studio 6 min stay varies

  • Studio
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$103

Responds fast!
avg. 10 minutes

Price per night from

$103

Great rentals within 20 miles that match your search

Distance approx 7.09 km from Baileys Harbor

(9) Excellent 

23

Dovetail Acres Log Home, Private Vacation Paradise

Door County / Sister Bay

Sister Bay house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$226

Price per night from

$226

Distance approx 17.21 km from Baileys Harbor

22

Enjoy Beautiful Sunsets On The Bay In This Large Lakefront Family Retreat

Door County / Sturgeon Bay

Sturgeon Bay house

3 10 4 nights min

  • 3 bedrooms
  • sleeps 10
  • 4 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$517

Price per night from

$517

Distance approx 7.28 km from Baileys Harbor

24

‘Cliff Cottage’ Door County Home - Walk to Bay!

Door County / Fish Creek

Fish Creek house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$584

Responds fast!
avg. 10 minutes

Price per night from

$584

Distance approx 6.27 km from Baileys Harbor

25

NEW Family-Friendly Fish Creek 'Cape House' w/Yard

Door County / Fish Creek

Fish Creek house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$229

Responds fast!
avg. 10 minutes

Price per night from

$229

Distance approx 9.1 km from Baileys Harbor

(29) Very Good 

35

Blue Harbor Lodge (DC2) Door County, WI.

Door County / Sister Bay

Sister Bay house

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly
“Great Place” It was an excellent place for the seven adults in our family. It was convenient, and had all the amenities that we needed.
…see more

Price per night from

$344

Price per night from

$344

Distance approx 6.22 km from Baileys Harbor

(1) Excellent 

24

Egg Harbor Home w/Deck on 2 Acres - 12 Min to Lake

Door County / Egg Harbor

Egg Harbor house

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$258

Responds fast!
avg. 10 minutes

Price per night from

$258

Distance approx 11.73 km from Baileys Harbor

12

Prancing Pony

Door County / Sturgeon Bay

Sturgeon Bay house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$487

Price per night from

$487

Distance approx 8.57 km from Baileys Harbor

(3) Very Good 

20

Cape Cod of the Midwest

Door County / Egg Harbor

Egg Harbor apartment

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$113

Responds fast!
avg. 2 hours 22 minutes

Price per night from

$113

Distance approx 13.21 km from Baileys Harbor

(1) Excellent 

18

Diamond in the Woods

Door County / Sturgeon Bay

Sturgeon Bay house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$374

Responds fast!
avg. 1 hour 27 minutes

Price per night from

$374

Distance approx 6.22 km from Baileys Harbor

24

NEW! Updated Ephraim ‘Pine Cottage’ w/ Deck!

Door County / Ephraim

Ephraim cottage

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Air conditioning

Price per night from

$115

Responds fast!
avg. 10 minutes

Price per night from

$115

Distance approx 15.92 km from Baileys Harbor

(3) Very Good 

17

Doc's Hideaway

Door County / Gills Rock

Gills Rock log cabin

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Ask about pets

Price per night from

$160

Price per night from

$160

Distance approx 6.88 km from Baileys Harbor

(2) Excellent 

10

Fish Creek Condo/Town Home at Brook Point, Door County

Door County / Fish Creek

Fish Creek condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 1 mi
  • Child Friendly
  • Air conditioning

Price per night from

$224

Price per night from

$224

Distance approx 10.16 km from Baileys Harbor

(15) Excellent 

27

The Treehouse @ Plum Bottom

Door County / Egg Harbor

Egg Harbor cottage

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 mi
  • Suitable for children age 5+

Price per night from

$125

Responds fast!
avg. 2 hours 51 minutes

Price per night from

$125

Distance approx 6.59 km from Baileys Harbor

(2) Excellent 

8

Irish Hospitality in Door County!

Door County / Fish Creek

Fish Creek apartment

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 1 mi
  • Air conditioning
  • Pet Friendly

Price per night from

$213

Responds fast!
avg. 26 minutes

Price per night from

$213

Distance approx 3.57 km from Baileys Harbor

(7) Excellent 

Certificate of Excellence

15

REMODELED, 250' WATERFRONT, 6 Wooded Acres, New Dock, Huge Deck

Door County / Sister Bay

Sister Bay house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Certificate of Excellence

Price per night from

$286

Responds fast!
avg. 2 hours 5 minutes

Price per night from

$286

Distance approx 10.18 km from Baileys Harbor

(9) Excellent 

Certificate of Excellence

30

The Cabin at Plum Bottom - Newly Constructed 2015

Door County / Egg Harbor

Egg Harbor house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 mi
  • Child Friendly

Certificate of Excellence

Price per night from

$195

Responds fast!
avg. 2 hours 51 minutes

Price per night from

$195

Distance approx 6.22 km from Baileys Harbor

26

NEW! ‘Butternut Cottage’ in Central Door County!

Door County / Ephraim

Ephraim cottage

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$172

Responds fast!
avg. 9 minutes

Price per night from

$172

Distance approx 7.74 km from Baileys Harbor

5

Condo for sale or rent

Door County / Egg Harbor

Egg Harbor condo

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly

Price per night from

$179

Price per night from

$179

Distance approx 7.75 km from Baileys Harbor

(7) Excellent 

Certificate of Excellence

15

Sister Bay Cottage

Door County / Sister Bay

Sister Bay house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 2 mi
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$224

Price per night from

$224

Distance approx 6.38 km from Baileys Harbor

10

Door County Lawler Guest House

Door County / Fish Creek

Fish Creek house

5 15 7 nights min

  • 5 bedrooms
  • sleeps 15
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$493

Price per night from

$493

Distance approx 19.77 km from Baileys Harbor

24

'Collectic Farmhouse Suite!' in Sturgeon Bay!

Door County / Sturgeon Bay

Sturgeon Bay apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$91

Responds fast!
avg. 10 minutes

Price per night from

$91

Distance approx 8.45 km from Baileys Harbor

(12) Excellent 

24

Watch Beautiful Sunsets Over the Bay from Your Condo Balcony

Door County / Egg Harbor

Egg Harbor apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$90

Price per night from

$90

Distance approx 8.79 km from Baileys Harbor

21

The Cotter Cottage

Door County / Sister Bay

Sister Bay cottage

4 15 3 nights min

  • 4 bedrooms
  • sleeps 15
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$259

Price per night from

$259

Distance approx 15.39 km from Baileys Harbor

(60) Excellent 

60

Come On Inn(Waterfront Vacation Home)Egg Harbor WI

Door County / Egg Harbor

Egg Harbor house

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 13 mi
  • Child Friendly
“We came, we stayed and we didn't want to leave "Come On Inn"” We chose well when we rented from Denice and Ken for our annual Memorial Day Weekend vacation. We area seasoned Door County visitors and found the overall charm of Come On Inn and the incre
…see more

Price per night from

$325

Price per night from

$325

Distance approx 6.16 km from Baileys Harbor

27

NEW 'The Carriage House' Walk to Peninsula St Park

Door County / Fish Creek

Fish Creek apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$172

Responds fast!
avg. 10 minutes

Price per night from

$172

Distance approx 6.22 km from Baileys Harbor

24

NEW! Cozy Ephraim ‘Cedar Cottage’ w/Private Deck!

Door County / Ephraim

Ephraim cottage

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Air conditioning

Price per night from

$115

Responds fast!
avg. 10 minutes

Price per night from

$115

Distance approx 6.22 km from Baileys Harbor

24

NEW! ‘Cherry Cottage’ near Peninsula State Park!

Door County / Ephraim

Ephraim cottage

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly

Price per night from

$172

Responds fast!
avg. 10 minutes

Price per night from

$172

Distance approx 7.48 km from Baileys Harbor

15

Tucker's Retreat--Views from Every Room!

Door County / Fish Creek

Fish Creek condo

3 9 min stay varies

  • 3 bedrooms
  • sleeps 9
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$173

Price per night from

$173

Distance approx 6.16 km from Baileys Harbor

(12) Very Good 

13

Hasenjager's Country Home

Door County / Fish Creek

Fish Creek house

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Private garden
“Fabulous House, highway noise takes a little getting use to.” Parents, kids, grandma and the dog had a wonderful week in Door County. It was nice to come "home" to an updated, clean house with all the amnities of our house. We especially loved the h
…see more

Price per night from

$184

Responds fast!
avg. 3 hours 46 minutes

Price per night from

$184

Distance approx 8.57 km from Baileys Harbor

26

Light & Bright Bay View Retreat

Door County / Egg Harbor

Egg Harbor condo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child Friendly

Price per night from

$138

Price per night from

$138

Distance approx 8.87 km from Baileys Harbor

23

The Cottage At Cave Point

Door County / Jacksonport

Jacksonport house

6 16 min stay varies

  • 6 bedrooms
  • sleeps 16
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$630

Price per night from

$630