Vacation rentals with a kayak in Door County

5.0 out of 5 average rating, 132 reviews

The chalet is set against the shoreline, showcasing a rustic exterior with a red and stone facade. Large windows reflect the evening light, while outdoor seating is positioned beneath overhanging trees. A private pier extends into the tranquil water, enhancing the serene lakeside setting.

Chalet in Sturgeon Bay

Door County's Chalet On The Shore

The Chalet is set on a quaint piece of Door County's shoreline. Just steps from the waters of Sturgeon Bay, its location is very private, yet convenient to the city. You will enjoy the early morning sunshine from the east and the evenings colors lighting up the surrounding bay. Whether you are searching for a kick back get-away or into exploring all the nearby outdoor activities... We think you're going to love the charm of our year-round shore-side retreat and its truly unique hidden setting.

4.85 out of 5 average rating, 194 reviews

A serene lake view is captured at sunset, featuring hues of pink and purple reflecting on the calm water. A private dock is visible in the foreground, accompanied by a small ladder. Soft clouds drift across the sky, enhancing the tranquil atmosphere.

Loft in Ephraim

Eagle Harbor Cottage Loft

Eagle Harbor Cottage Loft has glimpses of the Lake from the Loft! It is a renovated, lake-themed apartment/loft (above detached garage) nestled in the woods behind the owner’s main house. Guests have a private entrance and guest parking space. Guests have access to private dock next to the Lake to relax and enjoy sunsets. Two bicycles and 2 kayaks are available for guest use as well. We invite you to spend time refreshing and reflecting on the beauty and peacefulness of the woods and lake.

4.93 out of 5 average rating, 161 reviews

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.

Cottage in Sister Bay

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.

4.94 out of 5 average rating, 205 reviews

Door Co Waterfront, Private Boat Launch!

If you’re looking for a great get away and you love the water, Sunset Lagoon is perfect! Use the paddle boat or kayaks (included), bring your boat to get out and enjoy the water. Or relax and fish right off the deck! On site private boat launch and docking in a sheltered lagoon connected to Riley’s Bay. When you get back from the beach or fishing, light a fire, roast Smore's or sit on the deck and relax. Put some burgers on the grill and grab a cold one. Enjoy the good life at Sunset Lagoon!

4.96 out of 5 average rating, 165 reviews

A wooden dock extends into a calm lake, surrounded by tall grasses and trees. The still water reflects the blue sky and nearby foliage, creating a serene atmosphere. The dock features a small area for boat access, offering a peaceful spot for fishing or relaxation.

Home in Sturgeon Bay

Kok's Kove on the water in Door County

Enjoy you own slice of Door County. Waterfront private dock (seasonal). Enjoy fishing, kayaking and hiking right from your own house. Door County has so much to offer from the Arts to quaint villages and towns. Many local and state parks to explore. Potowatomi State park is a short walk from your door or drive to the main entrance only 3 miles away. Hike, bike or drive in summer or ski, snowshoe or snowmobile in winter. Door County is alive with breathtaking sights. Golf course 2 Miles away.

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.

4.93 out of 5 average rating, 243 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 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, 130 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 spacious outdoor area features a circular seating arrangement of black Adirondack chairs surrounding a stone fire pit. The yard is lush and green, leading to views of the water and distant trees under a partly cloudy sky.

4.99 out of 5 average rating, 157 reviews

Quiet Harbor Cottage | Fireplace & Sun Porch

Fall is the quiet season on Sawyer Harbor. Color comes up on both sides of the water, the boats thin out, and mornings belong to coffee on the screened sun porch. Inside: a fireplace, a kitchen guests call the best-stocked they have used, and rooms that stay warm and easy. Three bedrooms and two full baths sleep 10, though this cottage is at its best with a smaller group. Ten to fifteen minutes from Sturgeon Bay, on a quiet road where the loudest thing is a turkey crossing the yard.

Guest suite in Sturgeon Bay

A historic building with dark wood siding features a large front porch supported by white columns. Lush hydrangea bushes bloom in white near the walkway, enhancing the inviting exterior. Large windows allow natural light to brighten the entrance.

Historic downtown Sturgeon Bay Suite, Door County

Our fully inclusive suite is very spacious with its own kitchen, private bath and laundry room, fully renovated in 2025! You will be staying in the historic parlor of our 1869 building, offering all the modern amenities in a historic setting. The decor is contemporary and comfortable, with two Queen sized beds, an additional fold out couch, desk&table to spread out comfortably. Located in downtown, across from Fincantieri Bay Ship, a minute walk away from bars and restaurants.

4.95 out of 5 average rating, 438 reviews

4.89 out of 5 average rating, 312 reviews

The entrance features a bright red door set against a gray wooden wall. A small window with white trim is visible nearby. A snow shovel, a bucket, and two wooden sleds are arranged neatly next to the door, along with a cozy blanket and a pair of boots.

Home in Sister Bay

Sister Bay Eclectic Cottage

Stunning fresh + modern cottage ready for your visit NEW as of August 2018! Less than 1 mile walk or drive to Sister Bay Downtown + just minutes from the Beach! 3 Bedrooms: 1 king w/ on-suite bath, 1 queen w/ on-suite bath, twin trundle bed 3 full bathrooms: 1 on the main floor, 2 on-suite on 2nd floor Great cooks kitchen, fully stocked w/ open concept living space, w/ Sonos in kitchen! BBQ gas grille + awesome fire pit, expansive deck w/ dining space & lounge chairs

4.96 out of 5 average rating, 410 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!