
Vacation rentals in Baileys Harbor
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Top-rated vacation rentals in Baileys Harbor
Guests agree: these stays are highly rated for location, cleanliness, and more.

Take Me Back Log Cabin
Are you ready to spend quality time in nature in an eclectic cabin? Our gorgeous 2 bedroom (+ loft) log cabin sleeps 6! Relax by a wood burning fireplace, while our loft library of books/games & a nostalgic DVD collection are all waiting for you. Nestled in the woods, where the sky is pitch dark and all of the stars appear, come relax and unwind at our true majestic beauty. Our newly renovated log cabin offers all the modern luxuries you desire while maintaining the vintage charm we all love.

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).

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.

A True Farmhouse Experience
How would you like to get away from it all? How would you like to just kick back, relax, and take things in like the good ‘ol days? The Farmhouse might just be the place for you. Located just outside the town of Baileys Harbor, the Farmhouse is located on Gray-Aire Farms, a working farm since 1960. Nestled in the gorgeous surroundings of Northern Door County, you’ll be able to kick your feet up and take in the fresh country air, while watching the cows graze in the pasture.

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

Cozy Farmhouse Studio
The 16 X 19 foot private studio, is located on the second story of our 120 year old farmhouse and has a private entrance and drive. It is equipped with its own kitchen, bathroom, balcony, queen bed, couch and closet. Our farmhouse is located on five scenic acres adjacent to our pottery studio and gallery. Please be aware that we have no air conditioning. It usually cools off at night, so it’s not typically necessary. We have a ceiling and cooling fan for the hot days.

Cozy Cottage in the woods
New Renovations Jan 25: Windows, New Wall Unit AC, Updated Bathroom. Welcome to Hydrangea Haven. A cozy (1200 square ft) cottage tucked away on a quiet peaceful road, but close to all the fun. Nestled 3 miles north of sister bay, between Sister Bay and Ellison Bay. Bike down the low traffic beach road to all that downtown Sister Bay has to offer. Cozy up with the indoor fireplace, Adirondack chairs around the outdoor fire pit. NOTE: we are a 10 min DRIVE to beach not walk.

Door County Dreaming Cabin, Pet Friendly
Tastefully updated cottage with in walking distance to downtown Bailey's Harbor. Explore beaches, state parks, snowmobile trail, Ridge's Sanctuary, restaurants, bars, and local brewery! Our Door County Cottage is perfect for your next getaway and Its so cute and cozy! Great back yard to gill out in and have a fire in the fire pit! Also check out our fresh basil garden! We want to be your guide while you enjoy our amazing town and cozy cottage! Sleeps up to 6, and 1 pet

Sister Bay A-Frame | Fireplace - Sleeps 4
Trade the hustle and bustle for peace and quiet at our cozy retreat, just 5 minutes from the heart of Sister Bay. Tucked away on 1.6 acres of serene woods filled with beautiful beech trees, the cottage is your perfect getaway spot. Kick back on the spacious front deck, unwind on the screened-in porch, and soak in the natural beauty all around. Inside, mid-century modern vibes meet cozy comforts, with everything you need for a relaxing, stress-free stay.

In the Heart of Ephraim ~ Cozy Condo
First floor, accessible 1-bedroom condo. Spacious bathroom with newly tiled shower, two flat screen smart TVs with cable. Full kitchen has new appliances (fridge, stove, oven and dishwasher), quartz countertops, microwave, drip coffee maker + toaster. Private patio connects to spacious shared yard with gazebo, patio table + chairs, grills and lovely water fountain (only runs in late spring and summer). Centrally located to everything in Door County!

Baileys Harbor Yellow Home with a View
Situated in the heart of down town Baileys Harbor, Wisconsin. You can sit in the kitchen and see Lake Michigan as you drink your morning coffee. No need to drive if you do not want to, you have restaurants, bars and shops all within walking distance. You have the whole house to yourself, but we own a coffee shop one building over, in case you need anything. The house is a late 1920's house, but newly upgraded, with a new kitchen and bathroom.

Waterfront on Peaceful Moonlight Bay-NEW SAUNA
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).
Popular amenities for Baileys Harbor vacation rentals
Other great vacation rentals in Baileys Harbor

Lakefront cottage w/ sand beach & waterfront deck

The Green Door Inn- Newport

Door County Cabin in the Woods, Baileys Harbor

Rustic Beach House

Lakeside Cottage on the Bluff

The Charm of Door County

Lakewood Lodge: Secluded Home on 5 Acres Near SB

Door County Cottage Game Rm, Screen Porch, Firepit
Frequently Asked Questions
Are there pet-friendly vacation rentals in Baileys Harbor?
Four-legged friends are welcome in Baileys Harbor. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Baileys Harbor?
Yes! Work meets play with ease at over 10 vacation rentals in Baileys Harbor featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Baileys Harbor vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Baileys Harbor, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Baileys Harbor have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Baileys Harbor. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Baileys Harbor?
Experience the best of Baileys Harbor with our house rentals, starting at about $200 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Baileys Harbor?
Baileys Harbor has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Baileys Harbor have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Baileys Harbor. Enjoy a tailored experience with all the comforts you desire.
Do boutique hotel rentals in Baileys Harbor have wifi?
Absolutely! We offer over 20 boutique hotel rentals with wifi in Baileys Harbor. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Baileys Harbor

Total vacation rentals
Explore 50 vacation rentals in Baileys Harbor

Nightly prices starting at
Baileys Harbor vacation rentals start at G$18,799 GYD per night before taxes and fees

Verified guest reviews
Over 3,280 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Baileys Harbor vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Baileys Harbor rentals

4.9 Average rating
Baileys Harbor stays are highly rated by guests—averaging 4.9 out of 5!
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