
Cottage vacation rentals in Baileys Harbor
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Baileys Harbor
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Sea Glass Cottage
Welcome to Sea Glass Cottage. Your Door County home away from home. This light and airy cottage is on the water with rock beach, beautiful sunrises, great room with beam ceilings & wood burning fireplace, kitchen ready for cooking and baking. A view of Lake Michigan from nearly every room. Perfect location for families or couples vacation. This cottage is tucked away on a wooded lot with an open backyard to enjoy sunshine and shoreline, or take a quick 5 minute drive to downtown Sister Bay.

Pet-Friendly, Cozy Cottage in Northern Door County
- Pet-friendly, 2 bedroom home with A/C in Northern Door County - Indoor fireplace & outdoor bonfire pit (wood provided) - Screened porch to enjoy nature - 5 minutes from famous Curvy Road, Washington Island Ferry, Newport State Park & Europe Bay Beach - Short drive to neighboring villages - Sister Bay, Ellison Bay, Baileys Harbor, etc - Walk or bike (provided) to Hedgehog Harbor - Includes all amenities to make you feel at home - Need more space? Check out our neighboring cottages next door.

Tiny Yellow Cottage in Gills Rock
Live tiny, unplug, and unwind at our cozy, clean, and charming cottage in peaceful Gills Rock. Away from crowds, this tiny retreat includes a living area w/a kitchenette, 2 Full-size beds with cool, crisp cotton linens, plus a private patio, grill, and fire pit. Stunning sunsets just across the street. The perfect home to recharge after a day exploring Door County. Just 15 minutes from the bustle of the bigger towns, close enough for adventure, far enough for peace. Located on scenic HWY 42.

Yellow Marina Cottage
Welcome to our Door County Cottage in the heart of historic Sturgeon Bay! Our cozy marina cottage is the best of both worlds. It is located right on the water having its own private dock, yard, and fire pit. It's also close to downtown. Walk to restaurants, shops, parks, and marinas. Our cottage is an older home that has been extensively renovated with modern appliances. Enjoy watching the boat traffic from the second story deck. Two kayaks are provided or bring your own boat.

Peace of Beach, 4 season waterfront cottage
Beautiful 4 season, private 2 bedroom Knotty Pine Cottage located on the shores of Lake Michigan just 10 yards away from water in Sturgeon Bay, WI. 2 BR/1 bath cottage with beautiful stone, wood burning fireplace. A fully equipped kitchen with high bar dining which seats 8. Lots of living space with leather sectional and full size hide-away sofa sleeps 2, Main Guest Room 1 w/ queen log bed and Guest Room 2 with full size log bunk beds, Large screen tv, wifi and panoramic lake view.

Jacksonport Lake Park Cottage
Quiet home snuggled in the heart of Jacksonport, situated along Lakeside Park on beautiful Lake Michigan. Our spacious home has been renovated with new flooring, countertops, windows in the sun porch (beautiful lake views), and gas fireplace. With 3 bedrooms, and loft with day bed you can sleep 7 comfortably. The home has a large yard for lawn games, sand volleyball court, and is only 100' from lakeside beach which has a sugar sand swimming beach, and a large playground for kids.

The Stargazing Cottage modern home Door County
Modern and luxury cottage nestled in the woods. Perfect combination of being in nature yet enjoying the comfort of a well equipped home. Located in Carlsville, Town of Egg Harbor. Wineries and shops are less than a mile away. A quick drive will get you to downtown Egg Harbor and the beach. After a busy day exploring all that Door County has to offer, finish the night with a bonfire surrounded by stars and trees. This cottage was designed to make you feel right at home.

The Key to Happiness
Sleeping 4-6 between 4 beds, Plum Retreat provides a one-of-a-kind Door County experience. With 2 large bedrooms (plus giant living room with queen sofa bed, dining area and full kitchen), the 1700 sq-feet have a charming cottage-like feel. Conveniently located with gorgeous perennial gardens, it makes a romantic, peaceful or fun space. Private lawn & patio/grill. Pretty much everything has been thought of. Last summer, all 37 groups of people gave it a 5-star rating!

South Lane Cottage #1
This sweet 2 bedroom, 1 bath home, with a glimpse of Lake Michigan from the living room window. This location is in pristine condition, and has a newly remodeled kitchen. As well as a large Trex deck at the rear of the house. You can also take advantage of the short walk to Anclam park and waterfront fun, or the shops and restaurants in downtown Baileys Harbor. This is the second listing from the owners of Bearded Heart Coffee, which is located just down the road.

Quiet Harbor Cottage · Fireplace · Kayaks + Dock
Sawyer Harbor Retreat is a private waterfront cottage tucked on the harbor, with a big open yard running down to the water and quiet that's hard to find. Kayak and chase sunsets in summer; come fall, it's golden mornings on the water, a round at Idlewild, and color hikes at Potawatomi State Park — all minutes from Sturgeon Bay. With 3 bedrooms, 2 full baths, and room for 10, it's an easy fit for families, couples, and friends after a relaxed Door County escape.

Sister Bay A-Frame, Fire Pit, Coffee Bar, 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.

Winding River Cottages-Pine Cone Cottage
The Pinecone Cottage is one of the units at Winding River Cottages on the Menominee. There is one other cottage and one house also on the property. This cottage is directly on the Menominee River, very close to Marinette, WI/ Menominee, MI. It has 2 bedrooms and 1 bath, a full kitchen with full-size stainless steel appliances (stove/oven, refrigerator, over-the-stove microwave), and a living area with a 50" TV, chair, and a leather sofa with a chaise.
Popular amenities for Baileys Harbor cottage rentals
Cottage rentals with a hot tub

Peninsula Parkview Sunset Meadow Whirlpool Cottage

Waterfront Studio Cottage with Whirlpool

Marina View Cottage 121

Waterfront Cottage with 2 Bedrooms & Whirlpool!

Cabin w/ hot tub near Cana Island Lighthouse

Door County Waterfront Cottage (119)

Aspen Cottage at Cliff Dwellers Resort

Stunning Waterfront Cottage | Private Dock + Hot T
Pet-friendly cottage rentals

Sister Bay Rental- Water Front Cottage

Wood View at Europe Lake Lodge

The Bungalow at Potawatomi State Park

Private Nature Retreat With Game Room

Charming Waterfront Cottage

Door County Cottage, near Haines Beach!

Gull Cottage Waterfront Home on Washington Island

Charming Cabin Perfect for Relaxing!
Private cottage rentals

Island View Retreat

Sturgeon Bay Waterfront Cottage, Private beach.

Cozy cottage in Egg Harbor

The Bay Home

Logan Creek Cottage

Maple Grove Cottage is your next relaxing get away

The Sister Bay Getaway: Water View & Downtown!

Waterfront cottage on Rowleys Bay!
Quick stats about cottage rentals in Baileys Harbor

Verified guest reviews
Over 570 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Baileys Harbor rentals

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

Nightly prices starting at
Baileys Harbor vacation rentals start at ﺩ.ﺇ 404 per night before taxes and fees
Destinations to explore
- Chicago Vacation rentals
- Detroit Vacation rentals
- Minneapolis Vacation rentals
- Milwaukee Vacation rentals
- Traverse City Vacation rentals
- Saint Paul Vacation rentals
- Downtown Chicago Vacation rentals
- Ann Arbor Vacation rentals
- Windsor Vacation rentals
- Duluth Vacation rentals
- Grand Rapids Vacation rentals
- Thunder Bay Vacation rentals
- Rentals with breakfast Baileys Harbor
- Rentals with a washer and dryer Baileys Harbor
- Rentals with pools Baileys Harbor
- Family-friendly rentals Baileys Harbor
- Cabin rentals Baileys Harbor
- Rentals with outdoor seating Baileys Harbor
- Rentals with a fire pit Baileys Harbor
- Pet-friendly rentals Baileys Harbor
- Rentals with a patio Baileys Harbor
- Boutique hotels Baileys Harbor
- Rentals with beach access Baileys Harbor
- Cottage rentals Door County
- Cottage rentals Wisconsin
- Cottage rentals United States





