Find Hotels with a Pool in Baileys Harbor, WI

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Our top choices for Baileys Harbor hotels with a pool

Country House Resort

Country House Resort
2.0 star property
Sister Bay
9.6 out of 10, Exceptional, (466)
"All staff friendly and helpful. The room was beautiful. Great place to spend a quiet weekend for a birthday. Breakfast was good, glad to see the almond milk as a beverage choice."
United States
Mary
The price is ¥18,141
¥20,682 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Country House Resort

Open Hearth Lodge

Open Hearth Lodge
2.0 star property
Sister Bay
9.8 out of 10, Exceptional, (1001)
"Awesomecroom..nice view..friendly staff"
United States
gary
The price is ¥17,195
¥19,604 total
includes taxes & fees
Dec 22 - Dec 23
Open Hearth Lodge

Homestead Suites

Homestead Suites
2.5 star property
Fish Creek
9.2 out of 10, Wonderful, (876)
"Very nice, clean and quiet hotel . "
United States
Scott
The price is ¥14,040
¥15,936 total
includes taxes & fees
Dec 22 - Dec 23
Homestead Suites

The Landing Resort

The Landing Resort
2.5 star property
Egg Harbor
9.2 out of 10, Wonderful, (874)
"We enjoyed our stay."
United States
Kimberly
The price is ¥13,409
¥16,009 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Landing Resort

Eagle Harbor Inn

Eagle Harbor Inn
3.5 star property
Ephraim
9.4 out of 10, Exceptional, (573)
"Great place"
United States
Will
The price is ¥18,551
¥21,149 total
includes taxes & fees
Dec 22 - Dec 23
Eagle Harbor Inn

Newport Resort

Newport Resort
3.0 star property
Egg Harbor
9.4 out of 10, Exceptional, (1003)
"The room was clean and the staff were very pleasant."
United States
Darlene
The price is ¥16,242
¥18,436 total
includes taxes & fees
Dec 23 - Dec 24
Newport Resort

Westwood Shores Waterfront Resort

Westwood Shores Waterfront Resort
3.0 star property
Sturgeon Bay
9.6 out of 10, Exceptional, (924)
"Great resort with friendly staff!"
United States
Richard
The price is ¥17,195
¥19,517 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Westwood Shores Waterfront Resort

Edgewater Resort

Edgewater Resort
3.0 star property
Ephraim
9.2 out of 10, Wonderful, (319)
"Wonderful stay!!"
United States
Loretta
The price is ¥26,303
¥29,985 total
includes taxes & fees
Dec 22 - Dec 23
Edgewater Resort

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
The price is ¥14,049
¥16,016 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Wilder Inn

Birchwood Lodge

Birchwood Lodge
2.5 star property
Sister Bay
9.6 out of 10, Exceptional, (99)
"Really love this place! It is cute 🥰 First time at Door County, Sister Bay and I’m glad we stay there, staff very friendly and welcoming, map very understandable, I live that our room had a hot tub and a fire place ☺️"
United States
Patricia Estefania
The price is ¥18,775
¥21,405 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Birchwood Lodge
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.

Top Baileys Harbor Hotel Reviews

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!: Aparthotel, 14-minute walk from Lake Michigan. Offers a children's pool, a seasonal outdoor pool, and a sauna. 250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE: Hotel, 11-minute walk from Lake Michigan. Provides a seasonal outdoor pool, an indoor pool, and a sauna. Tiger Lily Cabin on Kangaroo Lake- Dog Friendly, playground, fire pit: Hotel, 1-minute walk from Lake Michigan. Offers a sauna, an indoor pool, and free self parking. Red Cherry Woods Cottage 🍒 Stylish Baileys Harbor Escape: Hotel, 10-minute walk from Lake Michigan. Features a seasonal outdoor pool, an indoor pool, and free self parking.
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.