Cottage holiday rentals in Sister Bay

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.

4.93 out of 5 average rating, 108 reviews

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 - Includes all amenities to make you feel at home - Need more space? Check out our neighboring cottages next door.

The exterior of the cottage features a green facade with white accents, framed by vibrant flower planters. A decorative rooster sculpture stands beside the entrance, while gravel pathways and mulch beds enhance the natural surroundings. Windows are dressed with dark shutters, contributing to a welcoming ambiance.

4.93 out of 5 average rating, 187 reviews

Cole's Country Cottage •In The Heart of Fish Creek

Come relax at our very comfortable, homey, quiet space located in the heart of Fish Creek, just minutes from downtown, the beach, Peninsula State Park + popular restaurants and shops. We prioritize the cleanliness of our space + the comfort of our guests. Two bedrooms, a living room, kitchen + bathroom make it perfect for families - you get plenty of backyard space too! We provide coffee + a fully equipped kitchen and bathroom. Stay with us for some relaxation + see all Door County has to offer!

The exterior of a charming two-story cottage features a light-colored stone façade and a steeply pitched roof. Large front windows allow for natural light, while a welcoming front door is framed by two lanterns. Neatly landscaped shrubs line the walkway leading up to the entrance.

4.98 out of 5 average rating, 126 reviews

Cottage in the Creek- Centrally Located DoCo Oasis

This house is a passion project of four siblings. We grew up in this house and share a love for Fish Creek. Being at the center of the BEST town on the peninsula was amazing and we can't wait to share that experience with our guests. We have fully renovated our family’s cottage to make it perfect for a group of friends or family. We look forward to being the home base for your ideal Door County vacation! Come experience a place where all the fun is only a short stroll from your front door.

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, 144 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, 297 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.

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, 115 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, 209 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, 198 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%).

A spacious living area features a dining table with six upholstered chairs surrounded by warm, red walls. A cozy seating arrangement includes a pink armchair and a black rocking chair near a fireplace, with large windows allowing natural light to fill the space.

4.96 out of 5 average rating, 125 reviews

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!

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, 215 reviews

Beechwood Cottage | Sister Bay A-Frame | Fireplace

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, 155 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.

4.96 out of 5 average rating, 382 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!

Popular amenities for Sister Bay cottage rentals

Kitchen

Wi-Fi

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.

4.8 out of 5 average rating, 50 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.

4.7 out of 5 average rating, 71 reviews

Waterfront Cottage with 2 Bedrooms & Whirlpool!

Three distinct buildings are arranged around a landscaped area featuring green grass and meticulously maintained flower beds. A bicycle is parked along the winding pathway, which is surrounded by young trees and stone features, contributing to a sense of openness and inviting atmosphere.

4.87 out of 5 average rating, 95 reviews

Door County Waterfront Cottage (119)

A striped hammock is suspended between two trees near the water, inviting relaxation. A person sits comfortably, holding a book while enjoying the serene view of the bay and surrounding nature under clear blue skies.

4.96 out of 5 average rating, 80 reviews

Insta-worthy Waterfront Cottage with Hot Tub

4.93 out of 5 average rating, 15 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.

5 out of 5 average rating, 4 reviews

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.

4.7 out of 5 average rating, 33 reviews

Waterfront Studio Cottage with Whirlpool

Pet-friendly cottage rentals

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

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

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, 57 reviews

Cottage & Bay: Home with Game Room Near DT SB

A well-maintained cottage is surrounded by lush green grass and trees, featuring a welcoming front porch with seating. The exterior showcases light-colored siding with dark trim, complemented by vibrant landscaping, creating a cozy and inviting appearance.

4.79 out of 5 average rating, 73 reviews

Sunny Cottage in Ellison Bay

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

A charming green cottage features a welcoming entrance with a white railing and wooden steps leading up to the front door. A grassy area surrounds the structure, and the view beyond the porch showcases serene lake scenery.

4.89 out of 5 average rating, 28 reviews

Lake View at Europe Lake Lodge

A bright living area features large windows that offer views of the surrounding landscape. A comfortable brown leather sofa and an accent chair are arranged around a dark coffee table. Natural wood ceiling beams complement the warm green walls, creating a cozy atmosphere.

5 out of 5 average rating, 11 reviews

Harbor Cottage | Downtown Fish Creek-Dog Friendly

Private cottage rentals

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

4.86 out of 5 average rating, 95 reviews

Village Cottage - walkable to waterfront and town

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, 50 reviews

Kookaburra Cottage at Kangaroo Lake

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

4.89 out of 5 average rating, 18 reviews

Restored 1920s Cottage | 4 Mins to Sister Bay

The exterior of a red cabin is visible, surrounded by dense greenery. A stone patio with a seating area is featured in the foreground. Large windows allow light to fill the interior, and a welcoming wreath hangs on the front door.

4.82 out of 5 average rating, 62 reviews

Private Fish Creek Cottage in the Woods

4.54 out of 5 average rating, 46 reviews

Cozy remodeled 1-bed 1-bath, multi unit building

The exterior of a green cottage is featured, showcasing large windows and a wooden deck. A dining table with white chairs is positioned on the deck, surrounded by a grassy area. A stone pathway leads toward the entrance, with trees visible in the background.

4.88 out of 5 average rating, 80 reviews

Sturgeon Bay Waterfront Cottage