Baileys Harbor vacation rentals

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Top-rated vacation rentals in Baileys Harbor

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Egg Harbor

4.93 out of 5 average rating, 171 reviews

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.

Superhost

Barn in Sister Bay

4.83 out of 5 average rating, 145 reviews

Three Sister's Cottage Barn Retreat

Enjoy a carefree stay in our private, one of a kind reconditioned barn with stone patio. The original 4x4's structure and push out casement windows ground the renewal of this sweet dwelling. A travertine stone floor, cherry live edge and soap stone countertops make the custom built kitchen w/ island seating easy to sink into. The glass shower with view of the meadow and an entire 2nd floor master bedroom with tub for two support you to settle and relax into the northern door peninsula's bliss.

Guest favorite

Rental unit in Fish Creek

4.99 out of 5 average rating, 238 reviews

Night Cap Studio Loft in Downtown Fish Creek

In the heart of Fish Creek, above our bustling Hat Head shop, enjoy your stay in our newly remodeled second story studio loft. Complete with studio bedroom, bath, kitchen with new appliances, sitting room, and private balcony deck. Enjoy walking distance to the beach, shops, restaurants, Peninsula State Park, and more. Close to the action, yet a great hideaway for privacy and relaxation. Bright and cheery, modern, simply stated, and clean. For adult single or couple. (Sorry no pets or kids).

Guest favorite

Home in Baileys Harbor

4.93 out of 5 average rating, 237 reviews

Waterfront on Peaceful Moonlight Bay

Contact us for reduced offseason rates per # of guests! Located on the shore of Moonlight Bay Lake Michigan overlooking Toft and Bues Points. Private waterfront access with beach and dock. Kayaking, canoeing, SUPs, biking, swimming, and fishing (all included). Located on a bike route near Bues Point public boat ramp, Cana Island Light House, The Ridges Sanctuary, and Baileys Harbor. Conveniently located yet private a short trip to Fish Creek/Egg Harbor (15 min), Ephraim/Sister Bay (10 min).

Guest favorite

Guest suite in Sturgeon Bay

4.84 out of 5 average rating, 406 reviews

Woodsy Retreat at Lake Michigan

Come enjoy a spacious, sunny lovely, 400 square foot studio surrounded by gardens and a deep, green forest with Lake Michigan just across the road. On Door County's eastern shore, the studio has cathedral ceilings and two walls of windows that open. Arty, comfy, quiet and secluded with views of the surrounding forest. Full kitchen. Restaurants and market nearby. Excellent hiking and biking. Easy access to all of Door County. For longer or shorter stay, please contact us for availability.

Guest favorite

Home in Baileys Harbor

4.99 out of 5 average rating, 158 reviews

Winding Down - A Retreat on the "Quiet Side"

Winter is coming and there's still time to book your getaway. Enjoy the season and get ready to relax and recharge with family & friends. Winding Down is the perfect place to enjoy the quiet side of DC. We are walking distance from the Nature Preserve & the shores of North Bay. Located in a beautiful cedar forest that provides a needed respite. Plenty of privacy but also a short drive to Ephraim & Sister Bay. Venture out for a hike or take out the snow shoes when the snow starts to fall.

Guest favorite

Guesthouse in Fish Creek

4.97 out of 5 average rating, 193 reviews

Vintage Mod Cottage with fireplace & soaking tub!

Grandview Farm Cottage is a circa 1920s newly renovated, 420 sq. ft. private guesthouse on the grounds of a 2.5 acre Door County property built in the late 1800s. Modern, industrial and repurposed style meets vintage farmhouse charm. Central location allows for quick drive or even a bike ride to either coast of the peninsula. Enjoy nature, wildlife, your own organically grown gardens, and dark starry night skies, while being only 3 miles to nightlife and shopping and beaches and parks.

Guest favorite

Cottage in Baileys Harbor

4.95 out of 5 average rating, 110 reviews

Coffee Bar, Fireplace, Winter Discount—Sleeps 8!

Pull off the highway and relax in our century-old cottage. Stonewall Cottage is located on almost three private acres and features tongue and groove pine walls, original hardwood floors, vaulted ceilings, decorated with a warm mid-century modern charm and is equipped with everything needed for a relaxing stay. Be close to it all! Only a short 2 minute drive to downtown Baileys Harbor, 10 minute drive to Peninsula State Park and 10 minutes from everything Sister Bay has to offer.

Guest favorite

Condo in Ephraim

4.94 out of 5 average rating, 237 reviews

Bright • Cozy • Clean • Condo Near Water • Ephraim

Our bright, clean, cozy, ground-floor condo is just a block from the water in Ephraim. There is 1 bedroom (queen) and a sleeper sofa in the living space (queen). There is a spacious bathroom with shower/tub and large vanity. Shower and toilet area are separate from sink/vanity area. Walk right out onto your own private patio which connects to our spacious yard. Full kitchen w/ stove (small oven/stove), fridge, microwave, toaster, Keurig, cookware, dishes, glassware & dishwasher.

Guest favorite

Home in Baileys Harbor

4.91 out of 5 average rating, 308 reviews

Never Want to Leave Cottage

Three bedroom, lake home on the shores of Lake Michigan. Step into a beautiful, comfortable, clean environment on quiet North Bay in Door County, Wisconsin. As hosts, we have always taken great care to provide a safe and clean environment for our guests. To protect our guests, we are following the cleaning and sanitizing guidelines based on recommendations from the Centers for Disease Control and Prevention (CDC). We look forward to hosting you! Permit Number: 32-56-1996-00

Guest favorite

Farm stay in Baileys Harbor

4.84 out of 5 average rating, 166 reviews

Heart of the Door Homestead (Pet walking trails)

The house is located in the center of Door County’s Peninsula. There are 13 acres with walking trails great for pets, a screen shed for evening BBQs on the charcoal grill and a fire pit. First Floor: One bedroom (one double bed) and full bath. Second Floor: Three bedrooms (two double beds and two single beds) and half bath. We have stays in 2 other northeastern Wisconsin locations: Appleton airbnb.com/h/applecorecottage Green Bay airbnb.com/h/uptopdowntown

Guest favorite

Cottage in Sister Bay

5 out of 5 average rating, 165 reviews

A-Frame in Sister Bay, WI: Coffee Bar & Fire Pit!

Completely escape from your every day life at the cottage with only a short 5-minute drive to everything Sister Bay has to offer. Our cottage is located on a 1.6 acre private wooded lot surrounded by beechwood trees. The cottage has a large open deck in the front and a spacious screened in porch in the back. The interior is decorated with a warm mid-century modern charm and is equipped with everything needed for a relaxing stay.