Find Hotels with a Pool in Baileys Harbor, WI

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Check availability on Baileys Harbor Hotels with a Pool

Our top choices for Baileys Harbor hotels with a pool

Seasonal outdoor pool
Wilder Inn

Wilder Inn

Wilder Inn
3.0 star property
Ephraim
9.4 out of 10, Exceptional, (470)
"Great Location! Staff was very friendly and helpful. Will definitely stay here again. "
United States
Gary
$89 nightly
The price is $102
Dec 31 - Jan 1, 2026
Total with taxes and fees
Wilder Inn
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Bridgeport Waterfront Resort

Bridgeport Waterfront Resort

Bridgeport Waterfront Resort
3.0 star property
Sturgeon Bay
9.0 out of 10, Wonderful, (565)
"Absolutely the BEST place to stay!! Loved the suite, hotel staff was great. Beautiful property and loved the location!"
United States
Sherri
$142 nightly
The price is $161
Dec 22 - Dec 23
Total with taxes and fees
Bridgeport Waterfront Resort
Indoor pool, sun loungers
Open Hearth Lodge

Open Hearth Lodge

Open Hearth Lodge
2.0 star property
Sister Bay
9.8 out of 10, Exceptional, (1014)
"Awesomecroom..nice view..friendly staff"
United States
gary
$109 nightly
The price is $124
Dec 21 - Dec 22
Total with taxes and fees
Open Hearth Lodge
Indoor pool, open 7:00 AM to 9:00 PM, sun loungers
Eagle Harbor Inn

Eagle Harbor Inn

Eagle Harbor Inn
3.5 star property
Ephraim
9.4 out of 10, Exceptional, (573)
"Great place"
United States
Will
$118 nightly
The price is $134
Dec 21 - Dec 22
Total with taxes and fees
Eagle Harbor Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, sun loungers
Peninsula Park-View Resort

Peninsula Park-View Resort

Peninsula Park-View Resort
2.5 star property
Fish Creek
8.8 out of 10, Excellent, (278)
"Room was gorgeous and it was in a great location!"
United States
Paul
$228 nightly
The price is $259
Dec 20 - Dec 21
Total with taxes and fees
Peninsula Park-View Resort
Seasonal outdoor pool
Edgewater Resort

Edgewater Resort

Edgewater Resort
3.0 star property
Ephraim
9.2 out of 10, Wonderful, (319)
"Wonderful stay!!"
United States
Loretta
$167 nightly
The price is $190
Dec 20 - Dec 21
Total with taxes and fees
Edgewater Resort
Seasonal outdoor pool
Chanticleer Guest House

Chanticleer Guest House

Chanticleer Guest House
4.0 star property
Sturgeon Bay
10.0 out of 10, Exceptional, (184)
"Everything from check in was top notch!! Breakfast was amazing, walking trails beautiful and quiet, owners are so kind and go the extra mile to ensure you have the best stay. Definitely will be back!!"
United States
Jessica
$250 nightly
The price is $284
Dec 21 - Dec 22
Total with taxes and fees
Chanticleer Guest House
Exterior
Evergreen Hill Condominiums

Evergreen Hill Condominiums

Evergreen Hill Condominiums
3.5 star property
Fish Creek
9.4 out of 10, Exceptional, (69)
"I would love to stay here again. Decor was great, spacious, great kitchen. Wonderful property."
United States
Nergiz
$119 nightly
The price is $135
Dec 22 - Dec 23
Total with taxes and fees
Evergreen Hill Condominiums
Exterior
Scandinavian Lodge

Scandinavian Lodge

Scandinavian Lodge
3.5 star property
Sister Bay
9.4 out of 10, Exceptional, (1556)
"Clean room, great staff, everything worked, great fitness room!!"
United States
Terry
$144 nightly
The price is $164
Dec 21 - Dec 22
Total with taxes and fees
Scandinavian Lodge
Indoor pool
Super 8 by Wyndham Sturgeon Bay

Super 8 by Wyndham Sturgeon Bay

Super 8 by Wyndham Sturgeon Bay
2.0 star property
Sturgeon Bay
7.0 out of 10, Good, (280)
"Clean, friendly, nice pool and hot tub "
United States
Linda
$71 nightly
The price is $81
Jan 1 - Jan 2, 2026
Total with taxes and fees
Super 8 by Wyndham Sturgeon Bay
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

Homestead Suites

Homestead Suites

10/10 Excellent
"Wonderful staff and great visit"
Deborah 1-night trip
Posted 4 days ago
Homestead Suites

Frequently asked questions

What are some accommodations with pools in Baileys Harbor?
Beachfront Inn: Features a private beach, an outdoor pool, and a snack bar/deli. Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!: Hotel, 11-minute walk from Lake Michigan. Offers a seasonal outdoor pool, an indoor pool, and a sauna. 250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE: Aparthotel, 14-minute walk from Lake Michigan. Provides a children's pool, a seasonal outdoor pool, and a sauna. Tiger Lily Cabin on Kangaroo Lake- Dog Friendly, playground, fire pit: Features a children's pool, a seasonal outdoor pool, and free self parking. Red Cherry Woods Cottage 🍒 New Construction!: Hotel, 11-minute walk from Lake Michigan. Offers a sauna, an indoor pool, and daily.
What is there to see and do in Baileys Harbor?
Explore places like Lake Michigan while you're in Baileys Harbor. The picturesque setting of Kangaroo Lake and Baileys Harbor Ridges Park showcase the area's natural beauty. Baileys Harbor appeals to visitors with its beautiful lakeside setting and array of dining options.
When is the best time to book a hotel with a pool in Baileys Harbor?
Taking into account the local weather in Baileys Harbor can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 63°F, while the coldest months are February and January with an average of 26°F. The snowiest months in Baileys Harbor are January, March, April, and February, with each month seeing an average of 9 inches of snowfall.

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