Cottage vacation rentals in Baileys Harbor

A serene lakeshore scene displays calm waters reflecting a clear blue sky. Gentle ripples move across the surface, while lush greenery frames the shoreline. A small boat is anchored nearby, offering a glimpse of leisure amidst the natural beauty. Rocky edges and smooth stones are present along the water's edge.

4.92 out of 5 average rating, 143 reviews

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.

4.91 out of 5 average rating, 295 reviews

A lakeside view is captured, featuring a wooden swing under a shaded structure. Tall trees frame the scene on either side, with the water reflecting a clear blue sky. A gentle breeze seems to rustle the leaves, enhancing the peaceful ambiance.

Cottage in Washington

Gull Cottage Waterfront Home on Washington Island

Find a little piece of heaven at Gull Cottage on Washington Island! Our charming cottage has been passed down through generations and is the perfect island get-away! Centered on Figenschau Bay, we are just minutes from restaurants, island landmarks and boat launches. This property has the comforts of home and the amenities of a boutique hotel! Newly renovated/interior painting/remodeled bath/new mattresses/bed linens/draperies. Fully equipped kitchen. Outdoor seating area w/deck and fire pit.

The exterior of the cottage showcases a spacious wrap-around porch, elevated on a stone foundation. The home is surrounded by a grassy area, with trees providing a natural backdrop. Large windows invite plenty of natural light into the interior spaces.

4.77 out of 5 average rating, 120 reviews

The Bungalow at Potawatomi State Park

The Bungalow at Potawatomi State Park is a newly updated cottage only minutes from all that Door County has to offer! Located on a private 12 acre wooded lot with walking trails surrounded by vacant land you can enjoy the peace and quiet of Door County! Potawatomi State Park is only about a 5 minute walk away which offers boat launch, cross country skiing, swimming, kayaks, hiking, biking, snowmobiling and more! The Cottage is 2.5 miles to downtown Sturgeon bay as well! AC and Internet!

4.92 out of 5 average rating, 102 reviews

The living area features warm wooden beams and a stone fireplace, creating a cozy atmosphere. Large windows provide natural light and a view of the outdoors. Comfortable seating is arranged with a sectional couch, two chairs, and a coffee table, inviting relaxation.

Cottage in Ellison Bay

Pet-Friendly, Cozy Cottage in Northern Door County

- Pet-friendly, 2 bedroom home in Northern Door County - Indoor fireplace and outdoor bonfire pit (wood provided) - Beautiful 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 - Perfect for a family getaway or a trip with friends - Includes all amenities to make you feel at home

A two-story cottage is situated near the water, showcasing a light yellow exterior and a dark roof. A second-story balcony is visible, along with a porch on the main level. Colorful chairs are arranged on the grassy area in front of the cottage, and a stone seawall borders the shoreline.

4.93 out of 5 average rating, 114 reviews

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.

A cozy cottage is framed by surrounding trees, featuring a stone fire pit in front. Large glass doors illuminate the interior from within, while wooden siding adds a natural touch. Two outdoor chairs are positioned nearby, offering a serene view of the landscape.

4.92 out of 5 average rating, 206 reviews

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.

A charming blue cottage with yellow shutters adorns the exterior. A well-maintained stone wall and vibrant flower beds enhance the entrance. The home features a single-car garage, a front porch, and large windows that invite natural light into the living space.

4.93 out of 5 average rating, 193 reviews

The Sister Bay Getaway: Water View & Downtown!

Updated 2 bedroom home - smoke & pet free. WiFi, Smart TV and A/C. Walking distance to downtown Sister Bay shops, restaurants, beach and more! This has been a favorite Door County location for many! We sincerely hope you enjoy our vacation home, Sister Bay, and everything Door County has to offer! Accept rental agreement (House Rules) prior to your stay. Airbnb bills and remits the WI State/County Taxes (5.5%); Door County Lodging tax (8%) & Sister Bay Resort tax (0.5%).

The cottage showcases a distinctive A-frame design surrounded by lush greenery. A spacious wooden deck with yellow Adirondack chairs invites relaxation, while large front-facing windows allow for natural light and views of the serene wooded lot.

5 out of 5 average rating, 203 reviews

A-Frame - Coffee Bar, Gas 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.

A cozy cottage is nestled among tall trees, showcasing a white exterior with a stone chimney. The spacious porch features blue chairs, inviting relaxation. Lush green grass surrounds the home, complementing the peaceful rural setting.

4.99 out of 5 average rating, 147 reviews

Lofted Pines Cottage

Settle in at Lofted Pines Cottage for your Door County stay! Located off the beaten path, but only a few minutes from downtown Sister Bay or Lake Michigan, Lofted Pines is elegantly situated among mature cedar and fir trees, yet open and airy. Whether you're relaxing on the wrap around porch, cozied up in front of the fireplace or enjoying the wood burning fire pit, Lofted Pines is the perfect spot to unwind after exploring the Door County Peninsula.

The exterior of the cottage is framed by natural greenery, featuring large windows that allow for ample light. A gentle slope leads to a private sandy beach, where a kayak is visible on the shore. Relaxing lounge chairs are positioned in the yard, surrounded by grass and flowers.

4.96 out of 5 average rating, 376 reviews

Sturgeon Bay Waterfront Cottage, Private beach.

Waterfront guest cottage on Door County's Gold Coast! Nestled among luxury homes, this quaint 1930's cottage has undergone an interior renovation while preserving its character on the outside. Two bedroom, one full bath, stocked kitchen, living room. Located steps from the bay with a private beach. Hear the gentle sound of waves lapping on the shore as you sleep. Bring your kayak and fishing poles. Perfect for anyone seeking a quiet retreat!

An open living space features a large sectional sofa complemented by decorative pillows. A flat-screen television is mounted on the wall opposite, while a sleek coffee table occupies the center. The room is brightened by natural light from windows, revealing a modern kitchen in the background.

4.89 out of 5 average rating, 122 reviews

Door County Cottage, near Haines Beach!

Charming 3BR/2BA Door County cottage on Sand Bay Point! Peaceful wooded setting just a short walk to Haines Beach. Enjoy family fun with free access to our ‘Fun Shed’ stocked with kayaks, bikes, strollers & outdoor games. Perfect for relaxing, exploring, and making memories—child & dog friendly too!

The exterior of the cottage features a white facade with a brown roof. Two green chairs are positioned on the patio, surrounded by landscaped garden areas. Sunlight filters through the surrounding trees, creating a bright and inviting atmosphere.

4.76 out of 5 average rating, 196 reviews

Countryside Cottage/Duplex Unit 7

Cottage is located 2 miles outside of Fish Creek on County F. Cottage has nostalgic charm with reasonable rates. Unit is part of a duplex. 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.

Popular amenities for Baileys Harbor cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

The image captures a serene waterfront scene with colorful multi-story cottages reflecting on the calm water surface. The sky displays soft hues of blue and orange, indicating either early morning or late afternoon. Stone pathways and manicured landscapes are visible in the foreground.

4.87 out of 5 average rating, 91 reviews

Marina View Cottage 121

The exterior of the cottage is shown, featuring a pristine white facade and a prominent stone chimney. Lush greenery includes flowering pink bushes and manicured hedges, enhancing the inviting atmosphere. A spacious deck is visible at the rear, providing outdoor relaxation options.

4.79 out of 5 average rating, 47 reviews

Peninsula Parkview Sunset Meadow Whirlpool Cottage

An outdoor deck features a glass-top dining table surrounded by six chairs, set against a backdrop of lush greenery. Large windows with white shutters provide views of the water, while a door leads into the cottage.

4.71 out of 5 average rating, 63 reviews

Waterfront Cottage with 2 Bedrooms & Whirlpool!

4.88 out of 5 average rating, 8 reviews

Aspen Cottage at Cliff Dwellers Resort

The exterior of a charming cottage is depicted, showcasing a combination of stone and wood siding. Two comfortable chairs sit on a small porch area, with a garden featuring vibrant green plants and a stone wall enhancing the picturesque setting.

Pine Cottage at Cliff Dwellers Resort

The entrance to the cottage features a double door design with large glass panels. The number '1A' is displayed beside the door. Reflections of the outdoor area and waterfront can be seen in the windows, enhancing the inviting atmosphere.

4.68 out of 5 average rating, 31 reviews

Waterfront Studio Cottage with Whirlpool

Pet-friendly cottage rentals

4.86 out of 5 average rating, 93 reviews

A welcoming cottage entrance features a small wooden deck with two white adirondack chairs. Lush greenery and colorful flowers surround the space, while a light blue exterior contrasts against the natural setting. A screen door adds charm and accessibility.

Cottage in Egg Harbor

Village Cottage - walkable to waterfront and town

A broad deck overlooks the serene waters of Green Bay, featuring a striped awning providing shade. The calm surface of the water reflects the sky, while rocky beach areas are visible below. Surrounding trees frame the tranquil view, enhancing the natural setting.

4.77 out of 5 average rating, 74 reviews

Sister Bay Rental- Water Front Cottage

An outdoor fire pit area is surrounded by Adirondack chairs, where guests gather around a crackling fire. The charming cottage is partially visible in the background, adorned with string lights and accessed by a wooden deck, providing a cozy setting for night-time gatherings.

4.96 out of 5 average rating, 55 reviews

Cottage & Bay: Home with Game Room Near DT SB

Cottage in Washington Island

The serene water reflects the vibrant colors of a sunset, showcasing soft oranges and yellows blended with hints of blue. Gentle ripples create texture on the surface, enhancing the tranquil atmosphere of the waterfront setting.

4.82 out of 5 average rating, 101 reviews

Charming Waterfront Cottage

4.93 out of 5 average rating, 103 reviews

An aerial view of a quaint blue cottage surrounded by lush greenery and tall trees. A spacious lawn extends around the cottage, with a few seating options visible. In the background, a serene waterway is nestled among the trees, enhancing the peaceful atmosphere.

Cottage in Stephenson

Charming Cabin Perfect for Relaxing!

A comfortable living area features a light-colored sofa adorned with cushions. A wooden coffee table sits in front of it, accompanied by a plush ottoman. Natural light enters through large windows, highlighting a decorative electric fireplace and a television mounted above the mantel.

4.96 out of 5 average rating, 121 reviews

CREEKSIDE COTTAGE Downtown yet off the beaten path

4.97 out of 5 average rating, 234 reviews

Cottage in Marinette

Winding River Cottages-Evergreen Cottage

The exterior of the cottage is shown, featuring a light-colored siding and a welcoming front door. A small porch area is visible, surrounded by greenery. The window beside the entrance allows natural light into the interior, contributing to the peaceful ambiance of the property.

4.71 out of 5 average rating, 14 reviews

Door County Bungalow

Private cottage rentals

A gravel area features a stone fire pit surrounded by six Adirondack chairs, facing the serene waters of North Bay. Lush greenery and a clear blue sky enhance the tranquil atmosphere of this outdoor space.

Cottage in Baileys Harbor

4.77 out of 5 average rating, 13 reviews

Baileys Harbor Waterfront Vacation Rental w/ Grill

The exterior of Kookaburra Cottage is showcased, featuring a charming white facade with a blue front door. Two rocking chairs and a small table are positioned on the porch, surrounded by lush greenery, creating a serene atmosphere in the wooded setting.

Cottage in Baileys Harbor

4.76 out of 5 average rating, 49 reviews

Kookaburra Cottage at Kangaroo Lake

A cozy cottage is positioned near the water's edge, surrounded by green grass. A wooden deck features outdoor seating and a BBQ grill. The American flag stands tall beside the cottage, while tranquil bay views are framed by subtle evening light.

Cottage in Oconto

4.7 out of 5 average rating, 96 reviews

Waterfront on Green Bay Cottage! UpNorth *Fishing*

The charming cottage features a blue exterior and a welcoming porch with railings, surrounded by lush greenery. A stone pathway leads to the entrance, while a swing set can be seen nearby, nestled among the trees.

Cottage in Baileys Harbor

4.94 out of 5 average rating, 16 reviews

StayLakeside in NorDor @ The Harbor House

4.75 out of 5 average rating, 4 reviews

Cottage in Ephraim

Pine Studio | Perfect Ephraim Fall Hideaway for Tw

5 out of 5 average rating, 32 reviews

A tranquil scene captures the setting sun over Green Bay, illuminating the sky with soft hues. Two camping chairs are positioned on the grassy shoreline, facing the water, providing a serene vantage point for sunset viewing.

Cottage in Brussels

Door County Waterfront Cottage!

A fire pit is filled with burning logs, producing wisps of smoke that rise into the evening sky. In the background, a tranquil shoreline meets the water, reflecting shades of orange and pink from a sunset, creating a serene atmosphere.

4.88 out of 5 average rating, 76 reviews

The Riley’s Bay Beach Cottage

A charming cottage with yellow siding and white trim is showcased. The structure features large windows, complemented by a stone fireplace chimney. Surrounding greenery enhances the inviting exterior, while a pathway leads to an arched entryway. A glimpse of the community pool is visible nearby.