Vacation rentals with a pool in Door County

Cool + Modern! Arcades, Movie RM, Private Pond!

3 bedrooms and 2.5 baths! Living areas features comfy seating and 4 large flat-screen TVs. Fully equipped kitchen and dining area are perfect for meals together. The backyard has a swimming pond, fire-pit, and grilling station! Indoor entertainment includes an arcade, theater room, and kids play area. Nearby attractions include Cave Point County Park and cherry orchards! *Pond is open Memorial Day (End of May - Labor Day (Beginning of September)* *Please read description in full before booking*

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.

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!

Hilltop Retreat in Fish Creek, Door County

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.

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!