Holiday rentals with a pool in Door County

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Top-rated rentals with a pool in Door County

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
An indoor swimming pool is framed by large windows, allowing natural light to fill the space. The wooden ceiling adds warmth to the area. Lounge chairs are arranged along one side, providing a spot for relaxation.
Condo in Fish Creek
5 out of 5 average rating, 6 reviews

Wyndham Little Sweden | 2BR/2BA King Balcony Suite

Welcome to this unique, Swedish-designed resort in the evergreen woodlands of Wisconsin’s Door County. This all-season retreat is perfect for a round of golf, hiking, cross-country skiing, and, of course, relaxation. Wyndham Little Sweden | 2BR/2BA King Balcony Suite • Size: 1600 - 1600 • Kitchen: Full • Baths: 2 • Accommodates: 8 Guests • Beds: Double Bed - 2 Queen Sleeper Sofa - 1 Room Amenities • Barbecue Grill (Outdoor) • Hairdryer • Washer/Dryer In Unit • DVD Player • Television • Firepl

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 4 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!

Superhost
A spacious living area showcases a modern sofa and armchair, complemented by a wooden coffee table. A stone fireplace is centered beneath a large TV displaying a scenic sunset. Natural light fills the space through windows, enhancing the contemporary design.
Home in Fish Creek
4.8 out of 5 average rating, 10 reviews

Shore Suite | Downtown Fish Creek ~ Dog-friendly

The Shore Suite is a newly designed 2BR/2BA duplex at Spruce & Shore Motel. Featuring all-new furniture, luxury bedding, it’s the perfect blend of style and comfort. Walk to shops, restaurants, or explore Door County. Enjoy a king bed with ensuite bath, a seasonal heated pool (Memorial Day–Labor Day). After requesting your reservation, you will receive a notification to submit a security deposit of $500 and complete our Rental Agreement, confirming the terms and conditions of your stay.

Top Guest favourite
A serene landscape features a one-acre pond surrounded by lush greenery and colorful autumn foliage. A charming barn and the main lodge are visible in the distance, creating a harmonious blend with the natural setting.
Barn in Wallace
4.97 out of 5 average rating, 39 reviews

Pinewood Springs Lodge, 240 acres with 1 acre pond

Beautiful antique barn restored with all pine wood interior. Downstairs are four unique bedrooms each with its own full bathroom. Upstairs is an open concept communal area with kitchen, dining area, pool table, wood stove, TV area, and fireplace. Large paved parking and turnaround area, perfect for vehicles with trailers. Between the lodge and 1 acre pond is an apple orchard and open farm fields. Enjoy privacy and seclusion, the perfect opportunity for enjoying moonlit starry nights.

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 compact dining area is featured with a white marble table and black bench seating arranged around it. The large window allows natural light to enter, framed by a dark blind, and offers a view of the surrounding greenery.
Tiny home in Baileys Harbor
4.88 out of 5 average rating, 25 reviews

17 ft Poolside Camper

We have a 17ft Camper rental in Beantown Campground located in the heart of Baileys Harbor. Guest can use all amenities in the Campground like heated swimming pool ,barrel rides play grounds and shower house. We are a mile a way from the lake Michigan mins away from restaturant local brewery and 10-15mins aways from nearby town of Fishcreek Eggharbor and Sister Bay. We don’t allow pets on this listing . You are to bring your own beddings, bathroom essentials and kitchen stuff.

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 Door County rentals with a pool