Vacation rentals with a pool in Door County

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.

Evergreen Hill A Whirlpool Condo by Pen State Park

It’s all about location and this is the perfect central location for your Door County adventure! 7 A 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.

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.

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!

Fish Creek Condo - Walk to Shopping, Dining & Park

Nestled in the heart of Fish Creek, the Hilltop Retreat offers the perfect blend of tranquility and convenience for your next Door County adventure. This charming two-bedroom, 1.5 bathroom townhome is just a short walk or bike ride from local shops, restaurants, and the breathtaking Peninsula State Park. Whether you're here for a relaxing escape or an action-packed getaway, this well-appointed condo delivers exceptional hospitality with top-tier cleanliness and comfort.

Beautiful Water view Condo.

My husband Greg, our two sons, and I have been coming to Door county for many years. We decided to buy our piece of the Door 8 years ago. Our condo is located on a bluff overlooking lake Michigan. It is part of the Landmark Resort which offers many amenities for guests. You’ll love our place because of the comfy bed, the coziness, the view. Our place is good for couples, solo adventurers, business travelers, and families (with kids).

Cottage at Cave Point - Private pool+Arcade

Cave Point Cottage is the is the perfect place for groups to enjoy Door County. Nestled on 6 acres of land, we offer 6 spacious bedrooms, 3.5 baths, a heated pool* + FREE arcade room and a large garage with a screen to enjoy the outdoors while playing a game of ping pong. We offer wireless internet, 2 large TV rooms, whirlpool tub, a walk- in shower, a beautiful sunroom, furnished kitchen with 2 refrigerators and a washer/dryer.

Beautiful Marina Cottage 117

You will not find a nicer place to stay while you’re relaxing and enjoying all that Door County has to offer! It is a retreat where time can seem to stand still and you can redefine family and friendship in ultimate comfort. Every possible amenity is available on site or within walking distance. The Marina Cottage guests enjoy the full use and benefit of the pool facilities, which include both an outdoor pool and hot tub.

Bayfront Historic Cabin | Pool | Door County

Charming 1870s log cabin on the bay in Door County, located between Fish Creek and Egg Harbor. Grandfathered close to the water with sunset views, kayaks, paddleboards, and a trail to Peninsula Players Theatre. Shared access to pool and hot tub from 12–5:30 PM. Once home to Broadway stars and a film set for Green and Gold, it’s peaceful, private, and full of history. We live on-site and treat every guest like a friend.