Vacation rentals with a pool in Baileys Harbor

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

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.

Egg Harbor Vista View

Discover the ultimate vacation getaway in this charming 2-bedroom, 1-bathroom condo overlooking Egg Harbor and Green Bay from your private balcony. Peninsula State Park, Baileys Harbor, Fish Creek, and Sister Bay are nearby. Immerse yourself in Door County's rich cultural scene with a visit to a local winery, brewery, or restaurant. Whether you're seeking a romantic escape or family get away, the Egg Harbor Vista View will be at the center of your activities in Door County!

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).

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.