Vacation rentals with a pool in Door County

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

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 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.

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!

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!

Bay Cliff Cottage Retreat

Welcome to the tranquility of Door County. When it is time to kick back, relax, and unplug, this is an ideal place to do it. From the moment you walk in the front door you'll be greeted with stunning water views. A hallway opens up to a thoughtfully designed and curated great room, dining, and kitchen area. The living area includes a number of board games, as well as a smart TV where you can log into your preferred streaming services. DCTZ Permit | **3956-258517**

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.

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.

Harbor Cottage | Downtown Fish Creek-Dog Friendly

Stay just steps from downtown Fish Creek while enjoying a peaceful retreat. This charming 1BR/1BA cottage offers a full kitchen, cozy living space, and all the comforts of home. Walk to shops, restaurants, the waterfront, and Peninsula State Park. Relax in inviting décor and enjoy the seasonal heated pool (Memorial Day–Labor Day). Your perfect Door County escape awaits!