Holiday 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.

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.

Gorgeous Townhouse Condo-Indoor Pool and Hot Tub

Location, location, location! Unit 21 Townhouse style condo at Meadow Ridge Resort in Egg Harbor that is newly remodeled! Right at the top of the hill at the start of Egg Harbor. One mile to the newly expanded public beach. Half a mile away from downtown. Directly next door to Harbor Ridge Winery! This 4 bedroom end unit is one of the few at Meadow Ridge with no one above or below you and has direct access. Attached garage with gas grill. Large deck and backyard.

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**

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).

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.

*Indoor Pool * Egg Harbor Townhouse Condo Unit 50.

Location, location, location! Unit 50 Townhouse style condo at Meadow Ridge Resort in Egg Harbor. One mile to the newly expanded public beach. Half a mile away from downtown. Close to much more. This 3 bedroom unit is unique because it has no one above or below you and has direct access to a common area. Unit also has garage, gas grill, upper and lower decks, and smart TVs in all the bedrooms and living room.

[L a n d m a r k] condo! Spectacular Views!

Cozy 2 bedroom condo has everything you need for the perfect Door County Getaway. When you book any of my Door County properties you will also receive a free guide with over 50 pages of recommendations hand selected by me! Organized by town to make day trips easy, I've also included ideas for date nights, rainy days, beaches, and wineries!