Vacation rentals with a pool in Baileys Harbor

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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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Guest favourite
A spacious living area is highlighted by a large sectional sofa, accented with decorative pillows. A flat-screen TV is mounted above a stone fireplace. Natural light pours in through two large windows, enhancing the welcoming ambiance of the space.
Townhouse in Egg Harbor
4.91 out of 5 average rating, 190 reviews

Indoor pool and hottub Egg Harbor condo #51

Townhouse condo at Meadow Ridge Resort in Egg Harbor. 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 is a loft that 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. There is a pool house featuring an indoor pool and hottub located at the Meadow Ridge entrance.

Guest favourite
A charming outdoor patio area is presented with a small dining table and black chairs, shaded by an umbrella. Planters with greenery adorn the space, which is surrounded by grass and trees, creating a serene environment for relaxation.
Place to stay in Sister Bay
4.86 out of 5 average rating, 36 reviews

Cottage on SisterBay Inn grounds

Relax at this peaceful and unique place to stay. Just a half mile away from downtown beautiful Sister Bay Located on Sister Bay Inn grounds including outdoor heated pool (May24-Sep5) hot tub, firepit, fitness room and basic continental breakfast! King studio sweet (all open space) gives you privacy tucked away by the meadows while enjoying all Sister Bay Inn amenities. To access the cabin, you are required to walk down the full flight (15) stairs from the parking lot. We do not have an elevator

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, 203 reviews

DoorCo Happy Place @Landmark Resort

Welcome to this wonderful, full of positive energy and relaxing resort! The condo is a great place to relax, explore and rejuvenate! 1 bedroom with a queen size bed and queen sleeper sofa in the living room and fully equipped kitchen make enough room for 4 guests. The resort is a great place to enjoy- 1 indoor pool, exercise room and a game room located in the main building, hot tub, sauna in each building, 3 HEATED outdoor pools open seasonally (May- August), tennis court, playground, a trail.

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
4.86 out of 5 average rating, 318 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.

Superhost
Cottage in Fish Creek
4.74 out of 5 average rating, 100 reviews

Cozy Cabin! Amazing Location in Fish Creek! Pool!

Little Yellow Cottage is in the heart of Downtown Fish Creek. Featuring 2 cozy bedrooms, living room, full kitchen, 3 Roku-TV's, wifi, whirlpool tub/shower, & outdoor swimming pool. Enjoy the off-site "Adventure Shed" bikes and kayaks to use at Peninsula State Park or surrounding areas. We have a grill, coolers and games! Located just steps from Peninsula State Park, Sandy Fish Creek public beach, & the best local restaurants. Kid & dog friendly. *Please read description in full before booking*

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, 19 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
A spacious living area is presented, featuring a large sectional sofa and an accent chair. Natural light filters through multiple windows. The adjoining dining area includes a long table surrounded by several chairs. A view of the modern kitchen with dark cabinetry is visible in the background.
Townhouse in Egg Harbor
4.93 out of 5 average rating, 164 reviews

Beautifully Updated Egg Harbor Townhouse in town!

Awesome location and beautifully updated Unit 52 Townhouse style condo at Meadow Ridge Resort in Egg Harbor. Right at the top of the hill at the start of Egg Harbor. One mile to the public beach, 1/2 mile from downtown. Directly next to Harbor Ridge Winery! This 3 bedroom, 2 living room unit is one of only a few at Meadow Ridge with no one above/below and has direct access-no hotel style common area. Attached garage with gas grill. Large deck. Indoor pool and hot tub in clubhouse!

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, 112 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!

Superhost
A light-colored mobile home is positioned under leafy trees, showcasing a wooden deck with a railing. Picnic tables are arranged nearby on a grassy area, providing an outdoor space for relaxation and enjoyment.
Cabin in Baileys Harbor
4.91 out of 5 average rating, 11 reviews

D’ Cabin 3

Your family will be close to everything when you stay at this centrally-located place. 5 -10 mins on Door County’s famous little towns a mile to lake Michigan and great restaurants. This cabin is part of Beantown Campground rentals all amenities offered can be use by the guest of this cabin we do allow pets on this rental but we do have other ones we do. This is set up for camping so bring linens towels pillows cooking stuff and utensils the guest needs to bring.

Superhost
A living area features a comfortable red sofa facing a large window that offers views of green outdoors. A gas fireplace is positioned beside a light wood shelf with decorative items. A TV is mounted on the wall, and a patterned chair and coffee table complete the setting.
Apartment in Fish Creek
4.85 out of 5 average rating, 72 reviews

1 Bedroom Suite in a World-Class Swedish Resort

Little Sweden offers hiking, biking, cross-country ski trails, championship golf courses, fishing, windsurfing, boating, state parks and summer theater. Historic villages along the Door Peninsula abound with an array of antique shops and art galleries. All amenities open. • Guest checking in must be 18+ with valid ID & credit card for $250 refundable security deposit (credit card only) • Name on reservation must match photo ID at check-in

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, 178 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.

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.

Popular amenities for Baileys Harbor rentals with a pool

Quick stats about vacation rentals with a pool in Baileys Harbor

  • Total vacation rentals

    Explore 20 vacation rentals in Baileys Harbor

  • Nightly prices starting at

    Baileys Harbor vacation rentals start at $153 CAD per night before taxes and fees

  • Verified guest reviews

    Over 400 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wifi availability

    20 of Baileys Harbor vacation rentals include wifi 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!