Family-friendly vacation rentals in Sister Bay

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Top-rated family-friendly rentals in Sister Bay

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Superhost

A two-story farmhouse is nestled in a lush green landscape, surrounded by trees. The structure features a light blue exterior and a welcoming front porch. A gravel path leads up to the house, providing access from the nearby road.

Farm stay in Baileys Harbor

4.83 out of 5 average rating, 169 reviews

Heart of the Door Homestead (Pet walking trails)

Located in Door County’s Peninsula Center with walking trails on 13 acres, great for pets, a screen shed for BBQs on the charcoal grill and a fire pit. Please add your pet guest in the guest count (a $40 one-time fee plus taxes will be applied). Please contact us for possible reduced pricing for long-term stays. 1st Floor: One bedroom (one double bed) and full bath. 2nd Floor: Three bedrooms (two double beds and two single beds) and half bath. We also have stays in Appleton & Green Bay.

Superhost

The exterior of the cottage exhibits a modern architectural design with wooden siding and large windows. Stylish overhangs provide shelter at entrances, and a gravel pathway leads to the yard, which features landscaped areas and natural greenery in the background.

Home in Ellison Bay

4.84 out of 5 average rating, 354 reviews

Ellison Bay Eclectic Style Cottage

Located just minutes from downtown Ellison Bay, this eclectic cottage offers convenience to attractions and dining, while providing a private sanctuary-like experience! The home boasts two (2) master suites- each with private bath, as well as studio above garage (3 bedrooms total). The entire home is furnished with all of the items needed for a true Door County vacation: Firepit/place, bbq, outdoor shower, bocce court, bicycles, and stand up paddle boards! New hot tub! March 11th! 2022!!!!!

Guest favorite

Cabin in Sturgeon Bay

4.95 out of 5 average rating, 125 reviews

Sunset Cabin on Cedarbirch Island, Door County

Our island rests in Sawyer Harbor surrounded by Potawatomi State Park and Idlewild Peninsula. This is a nature lovers haven. It is the perfect place for those that are looking for a peaceful* getaway and up for a bit of adventure. The wooded island is seven acres and home to two cabins- Sunrise (facing Potawatomi State Park) and Sunset (overlooking the Idlewild Penninsula). The cottages are connected by a well traveled path and a short walk. *favorite spot for fishing, boats can be close

Guest favorite

A spacious living area features a grey sofa and two orange armchairs creating a cozy seating arrangement. A round coffee table sits in the center, and large windows allow natural light to fill the room. Elegant cabinetry is visible in the adjacent kitchen space.

Home in Egg Harbor

4.96 out of 5 average rating, 268 reviews

Designer Home in Egg Harbor - Walk to Downtown!

Welcome to our Modern Craftsman Home, where the heart of Egg Harbor-Door County, Wisconsin, beats with warmth and modern elegance. This spacious abode offers three comfortable bedrooms and two and a half bathrooms, providing ample space for relaxation and privacy. The kitchen stands as a testament to culinary excellence, featuring top-of-the-line Jenn-Air appliances, ready for your gourmet adventures. The home is graced with high-end custom finishes that blend craftsmanship with comfort.

Guest favorite

A spacious home is framed by trees, with light gray siding and a contrasting roof. Large windows invite natural light, and a well-maintained lawn stretches in front. The driveway is visible, leading towards the entrance of the house, enhancing the welcoming feel of the property.

Cottage in Sturgeon Bay

4.86 out of 5 average rating, 206 reviews

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.

Top guest favorite

A renovated log home with wooden shingle siding is set against a green landscape. The entrance features a ramp leading to a front porch with a railing. Sunlight illuminates the structure, highlighting its spacious design and nearby trees.

Cabin in Sturgeon Bay

4.97 out of 5 average rating, 152 reviews

Log Home with walking trails

Renovated 1897 Log Home! This large house is only a 5 minute drive to the boat ramps, entertainments, and restaurants in Sturgeon Bay. 3 miles of nature trails and a fire pit with firewood are yours to enjoy! You can walk to the Ice Age Trail and Potawatomi State Park. Your boat will easily fit in the driveway. Inside, you have plenty of space to relax, cook, and spend time with your family. Licensed and permitted: WI:CKRA-9W7HYM Door County:27-56-0737-00 Township:STR22-0049

Guest favorite

A private outdoor space is depicted featuring a pergola over a circular stone fire pit area. Surrounding greenery provides a natural backdrop, while patio seating is arranged nearby, inviting relaxation in a serene environment.

Home in Sister Bay

4.91 out of 5 average rating, 103 reviews

Maple Cottage, Cute & Cozy, steps to downtown.

Very cute and cozy home to enjoy Door County from. Large, private back yard with pergola and plenty of patio seating including a fire pit area. Charcoal grill on site. Home is centrally located between Washington Island and Egg Harbor. It's within .4 mile walking distance to downtown Sister Bay. Great place to get away and relax and still have the fun of the restaurants and shops nearby. This is our home away from home and we hope it will be yours too. (Maple Cottage RT-364)

Guest favorite

A bright living area features a blend of warm yellow and neutral walls, with large windows providing outdoor views. Comfortable seating is arranged around a coffee table, and a dining space is visible, showcasing a black table set for four. Natural light enhances the inviting atmosphere.

Cottage in Baileys Harbor

4.96 out of 5 average rating, 185 reviews

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.

Guest favorite

A bright entryway features a striking red front door, inviting guests inside. A small, dark wood console table is placed against the wall, topped with a potted plant. A round mirror hangs above the table, reflecting the openness of the space.

Home in Sister Bay

4.9 out of 5 average rating, 107 reviews

Family Friendly Retreat in the Heart of Sister Bay

Our charming, Swedish-style chalet is located on the main drag, on the north side of Sister Bay. You and your group will love walking into town for a trip to the beach and park or a meal at any of Sister Bay's fine restaurants and coffee shops. Or just relax on our front deck and read a book, enjoy a beverage and watch the busy hustle and bustle of Door County. Our cottage is perfect for couples, families (with kids) and people traveling with pets.

Superhost

A table is set with a bottle of red wine and two glasses, overlooking a lush green landscape. Trees and foliage are visible, suggesting an inviting outdoor space. The cloudy sky provides a serene backdrop to the view.

Apartment in Egg Harbor

4.75 out of 5 average rating, 178 reviews

Beautiful Water view Condo.

My husband Greg, our two sons, and I have been coming to Door county for many years. We decided to buy our piece of the Door 8 years ago. Our condo is located on a bluff overlooking lake Michigan. It is part of the Landmark Resort which offers many amenities for guests. You’ll love our place because of the comfy bed, the coziness, the view. Our place is good for couples, solo adventurers, business travelers, and families (with kids).

Superhost

The exterior view of a spacious two-story home is shown, featuring a large deck leading to a yard surrounded by lush trees. A propane grill is positioned on the grass, inviting outdoor cooking and gatherings. Two window air conditioning units are visible on the side of the house.

Home in Sturgeon Bay

4.84 out of 5 average rating, 101 reviews

Claybanks | A Woodsy Retreat + 6 acres

This large spacious 4 bedroom, 2.5 bath home is nestled between two beaches and surrounded by 6 acres of beautiful Door County woods in a very quiet corner of our county. Enjoy your time away from the hustle and bustle down by the fire pit, a hike through the woods or take in a nice 1/2 mile stroll down to the waters edge in either direction. A home where memories are made. DCTZ Permit | **3656173117**

Superhost

A cozy living space features yellow walls and wooden flooring, with a gray sofa and a patterned chaise lounge positioned on a textured black rug. A decorative mirror and a framed artwork add to the inviting ambiance, while natural light filters through the space.

Apartment in Sturgeon Bay

4.79 out of 5 average rating, 132 reviews

Pleasantly Downtown

Newly available listing from experienced hosts! Let us be the home base for your Door County adventure! In the heart of downtown Sturgeon Bay, you'll have quick, easy access to shops, brewery, eateries and more right on Historic Third Avenue. The King-sized bed will be the perfect place to rest after a fun day of exploring; bright, comfortable accommodations with private parking available!