Holiday rentals with a pool in Baileys Harbor

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Baileys Harbor

  • Total holiday rentals

    Explore 20 holiday rentals in Baileys Harbor

  • Nightly prices starting at

    Baileys Harbor holiday rentals start at $159 AUD per night before taxes and fees

  • Verified guest reviews

    Over 400 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    20 of Baileys Harbor holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Baileys Harbor rentals

  • 4.8 Average rating

    Baileys Harbor stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Baileys Harbor

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
A tri-level condo complex is nestled among lush greenery, showcasing multiple balconies and staircases leading to the main entrance. A pool area is visible in the foreground, where lounge chairs are arranged around a covered pool. The serene landscape adds to the peaceful ambiance.
Condo in Fish Creek
4.87 out of 5 average rating, 355 reviews

Evergreen Hill B Whirlpool Condo by Pen State Park

It’s all about location and this is the perfect central location for your Door County adventure! All 3 B rental condos are set on a lovely, peaceful street in Fish Creek. On warm days, enjoy hiking, swimming, biking, boating, camping, picnicking, fishing, and golf. When snow is on the ground, spend time cross-country skiing, snow shoeing, snowmobiling, and sledding. Daily housekeeping is not included. You can add it for $24 per day if you would like, just let us know when you pick up your key.

Guest favourite
Townhouse in Egg Harbor
4.91 out of 5 average rating, 193 reviews

Newly remodeled Indoor pool/hottub Egg Harbor #51

Newly remodeled Townhouse condo at Meadow Ridge in Egg Harbor. New pictures coming soon. 1/2 mile from downtown Egg Harbor and the Egg Harbor Fun Park. This condo has 3 bedrooms, master has king size bed, 2nd bedroom has 2 full size beds and the 3rd bedroom has a King size bed. Living room also has a pull out sofa. 2 1/2 bath. Also has an attached 1 stall garage with a gas grill. Upper and lower deck. New beds and TVs. Poolhouse features an indoor pool/hottub located at the Condo entrance.

Guest favourite
A view showcases a well-appointed home nestled among vibrant green trees, with hints of autumn colors. The surrounding landscape gently slopes toward a serene lake, reflecting the lush greenery and clouded sky.
Condo in Sister Bay
5 out of 5 average rating, 21 reviews

Peaceful Nature Retreat! Short Walk 2 Pebble Beach

All newly furnished and fresh! Cozy fresh linens and furnishings that make you feel like this is your "Home Away From Home". This condo is tucked just 1 mile south of Sister Bay. It is located on a private setting adjacent to Bay Ridge Golf that is now a natural area, home to many happy wildlife residence. This peaceful setting is a 10 minute walk to serene Pebble Beach. Come escape and relax in our quiet setting -walk the trails & quiet country roads. Refresh with a dip in our pool.

Guest favourite
The entrance to Meadow Ridge is marked by a stone facade featuring two blue signs. Surrounding greenery is complemented by pumpkins arranged on a stone outcrop, creating a seasonal display. Soft light illuminates the scene, highlighting the welcoming aspect of the property.
Condo in Egg Harbor
4.91 out of 5 average rating, 116 reviews

Entire Townhouse -Escape to Door County

Unit F22 in Meadow Ridge is just a minute away from beautiful Egg Harbor! You’ll stay in a quiet townhouse with no one above or below you, with private parking and entrance. There is a gorgeous indoor pool, indoor hot tub, tennis court, and walking trail onsite. Right next door to Harbor Ridge Winery, minutes from fine dining, boutique shopping, a beautiful marina and beaches in quaint Egg Harbor. Down the road from an adventure park with go-karts, mini golf, arcade games and more!

Guest favourite
A scenic view is framed by tall trees, revealing a shimmering body of water in the distance. Below, a swimming pool is situated amidst lush greenery, with sun loungers arranged around its perimeter. The landscape evokes a serene atmosphere, ideal for relaxation.
Condo in Egg Harbor
5 out of 5 average rating, 23 reviews

Egg Harbor Vista View

Discover the ultimate vacation getaway in this charming 2-bedroom, 1-bathroom condo overlooking Egg Harbor and Green Bay from your private balcony. Peninsula State Park, Baileys Harbor, Fish Creek, and Sister Bay are nearby. Immerse yourself in Door County's rich cultural scene with a visit to a local winery, brewery, or restaurant. Whether you're seeking a romantic escape or family get away, the Egg Harbor Vista View will be at the center of your activities in Door County!

Guest favourite
The living area features a spacious sectional sofa and a wood coffee table, with a striped area rug underfoot. A dining table with chairs is visible in the background, and a modern kitchen is seen through an open area. Soft lighting enhances the neutral decor.
Townhouse in Egg Harbor
4.94 out of 5 average rating, 173 reviews

Gorgeous Townhouse Condo-Indoor Pool and Hot Tub

Location, location, location! Unit 21 Townhouse style condo at Meadow Ridge Resort in Egg Harbor that is newly remodeled! Right at the top of the hill at the start of Egg Harbor. One mile to the newly expanded public beach. Half a mile away from downtown. Directly next door to Harbor Ridge Winery! This 4 bedroom end unit is one of the few at Meadow Ridge with no one above or below you and has direct access. Attached garage with gas grill. Large deck and backyard.

Guest favourite
A spacious living area features a large, L-shaped sectional sofa in a soft gray hue, complemented by a square ottoman. Natural light fills the space through multiple large windows overlooking the green landscape. A dining area is visible in the background with table seating.
Home in Sturgeon Bay
4.93 out of 5 average rating, 14 reviews

Door County Agrotourist Retreat

Experience peaceful country living with modern comfort at the Dead End Oasis — a spacious 5-bedroom farm retreat in Door County. With an outdoor pool, cozy fire pit, on-site cows, and no cleaning fee, it’s perfect for families, friend groups, or just a breath of fresh country air. Just 3 minutes from Renard’s Cheese and close to Sturgeon Bay attractions, this unique stay offers a true taste of farm life — with all the extras you’ll love.

Guest favourite
The living area is furnished with a gray sectional sofa adorned with blue and patterned cushions. A wooden coffee table sits on a textured blue area rug, with a small plant placed on top. The open kitchen is visible in the background, featuring modern appliances and a dining island with seating.
Condo in Egg Harbor
4.88 out of 5 average rating, 180 reviews

Condo Indoor Pool Meadow Ridge #23 Egg Harbor, WI

Condo F23 at Meadow Ridge Resort in Egg Harbor, remodeled in 2022. Directly at the top of the hill at the entrance to Egg Harbor. One mile to public beach and half a mile from downtown. This 1800sqft, 3 bedroom unit is one of few at Meadow Ridge with no one above or below you and has direct access versus a common entrance. Attached single stall garage with gas grill and four beach chairs for guest use. Large deck and backyard.

Guest favourite
A spacious living area features a gray sofa adorned with two light blue cushions, paired with a round wooden coffee table. A comfortable armchair is situated nearby. Large windows allow natural light, and a stone fireplace adds to the inviting ambiance.
Townhouse in Egg Harbor
4.83 out of 5 average rating, 100 reviews

*Indoor Pool * Egg Harbor Townhouse Condo Unit 50.

Location, location, location! Unit 50 Townhouse style condo at Meadow Ridge Resort in Egg Harbor. One mile to the newly expanded public beach. Half a mile away from downtown. Close to much more. This 3 bedroom unit is unique because it has no one above or below you and has direct access to a common area. Unit also has garage, gas grill, upper and lower decks, and smart TVs in all the bedrooms and living room.

Superhost
The living area features large windows, allowing natural light to filter in, illuminating the comfortable seating area. A wooden dining table is set with placemats, and a chandelier hangs above. A small balcony is visible through the sliding glass doors.
Condo in Egg Harbor
4.91 out of 5 average rating, 210 reviews

DoorCo Happy Place @Landmark Resort

Welcome to this relaxing, positive-energy resort! This 1-bedroom condo features a queen bed, queen sleeper sofa, and fully equipped kitchen, comfortably sleeping 4. Enjoy an indoor pool, exercise and game rooms in the main building, plus a hot tub and sauna in each building. Two heated outdoor pools (May–Aug), tennis court, playground, and walking trail are on site. RESORT FEE $10 + tax per day, paid at check-in.

Superhost
A spacious living area features a high, vaulted ceiling with exposed beams. A stone fireplace serves as a focal point, complemented by bright artwork above. Large windows allow natural light, while comfortable seating is arranged for relaxation.
Home in Egg Harbor
4.74 out of 5 average rating, 23 reviews

The Cottage Condo in Charming Egg Harbor

Bring the entire family to the best location in Door County; Egg Harbor. Enjoy a charming walking path to town for coffee, dining, shopping, spirits and more. Minutes drive from the beach, and local golf course. 12 minute drive to Bailey's Harbor or Fish Creek. Amenities include tennis courts, shuffle board courts, outdoor pool, outdoor community fire pit, and a children's playground.

Top Guest favourite
Cabin in Sturgeon Bay
4.98 out of 5 average rating, 41 reviews

Waterfront/Pool/Hot Tub/Firepit/Game Room

Dockside Retreat is your ultimate Door County waterfront escape! Enjoy a private pier, private in-ground pool, hot tub, and game room with pinball, Skee-ball & arcades. This 3BR, 2.5BA home sleeps up to 9 and features a full kitchen, spacious dining, Smart TV, firepit, kayaks, canoe, and kid-friendly amenities.

Popular amenities for Baileys Harbor rentals with a pool