Kid-friendly vacation rentals in Sister Bay

4.97 out of 5 average rating, 35 reviews

An aerial view captures the layout of downtown Sister Bay, with vibrant green roofs visible on nearby buildings. The scenic water view stretches towards the horizon, while the coastline features a pathway leading to the beach. Various structures and parking areas can be seen below.

Condo in Sister Bay

Sister Bay Gem-steps to the beach and downtown!

New, luxurious, fully furnished Condo located in the heart of downtown Sister Bay with water views and directly across from the Sister Bay Beach. 2 bedrooms with queen sized beds and private bathrooms with tiled showers, full-sized kitchen with granite countertops, stainless steel appliances, 55" TV, washer/dryer, fireplace and attached garage will ensure a visit that will make return visits something you will want to do regularly. The couch also reclines for additional sleeping area and High Speed Spectrum Broadband Service available to accommodate your streaming services. There is no better place to stay while visiting Door County and all that it offers. Sister Bay boasts attractions such as the goats at Al Johnson’s, local coffee shops, casual and fine dining, browsing the many shops & galleries or just enjoying the view from the beach across the street. If you want to stay in and relax, the in-unit fireplace welcomes you to snuggle in for the day and enjoy a peaceful time together. Whether you are here for a quick getaway, weeklong vacation or a festival, Beach View Condos is your place for a stress free destination. Great place for 2 couples or a family. **Check with host for additional condos to reserve if your group is larger. **This is a townhome design that includes 2 sets of stairs-not handicap accessible

Place to stay in Sister Bay

A charming outdoor patio area is presented with a small dining table and black chairs, shaded by an umbrella. Planters with greenery adorn the space, which is surrounded by grass and trees, creating a serene environment for relaxation.

4.87 out of 5 average rating, 23 reviews

Cottage on SisterBay Inn grounds

Relax at this peaceful and unique place to stay. Just a half mile away from downtown beautiful Sister Bay Located on Sister Bay Inn grounds including outdoor heated pool (May24-Sep5) hot tub, firepit, fitness room and basic continental breakfast! King studio sweet (all open space) gives you privacy tucked away by the meadows while enjoying all Sister Bay Inn amenities. To access the cabin, you are required to walk down the full flight (15) stairs from the parking lot. We do not have an elevator

Superhost

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, 119 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.

5 out of 5 average rating, 102 reviews

An open-concept living space features a kitchen with a large island, stainless steel sink, and modern fixtures. A dining area with several rustic tables and mixed seating creates a welcoming atmosphere. Large windows showcase views of the marina, inviting natural light into the room.

Condo in Sister Bay

101 | Luxury | Downtown Sister Bay | Door County

Owner operated + private entrance + no shared spaces + CDC cleaning standards. Rare opportunity to rent the developer’s unit in Sister Bay’s newest, luxury, marina view condominium development! Custom cabinetry, quartz countertops, stainless steel appliances, garage parking, and more await you in this dedicated vacation rental. Walk out your patio door to 14 plus restaurants, bars, and coffee shops, including the famous Al Johnson’s. Virtual tour in highlights on IG "@101sisterbay"

4.89 out of 5 average rating, 131 reviews

Home in Sister Bay

Hot Tub & Game Room, Walk to Marina, Pets welcome

Scandia by Getaway and Stay Enjoy the best of Sister Bay in this secluded retreat, just 5 minutes from the marina! The spacious backyard is perfect for kids and dogs, featuring a brand-new 5-seater hot tub, a cozy firepit, and a grill for starry nights. Inside, two sunlit living rooms offer plenty of space to unwind and make lasting memories. Whether you're seeking outdoor adventures or cozy nights in, this home is your perfect getaway. Book now and experience the charm of Door County!

4.97 out of 5 average rating, 231 reviews

The exterior of a cozy cottage is framed by lush green foliage. A white façade features a peaked roof and a small front porch with a large door. Sunlight filters through the leaves, creating a serene atmosphere in the surrounding garden.

Guesthouse in Fish Creek

Vintage Mod Cottage with fireplace & soaking tub!

Grandview Farm Cottage is a circa 1920s newly renovated, 420 sq. ft. private guesthouse on the grounds of a 2.5 acre Door County property built in the late 1800s. Modern, industrial and repurposed style meets vintage farmhouse charm. Central location allows for quick drive or even a bike ride to either coast of the peninsula. Enjoy nature, wildlife, your own organically grown gardens, and dark starry night skies, while being only 3 miles to nightlife and shopping and beaches and parks.

4.91 out of 5 average rating, 103 reviews

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

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)

4.91 out of 5 average rating, 330 reviews

A spacious wooden deck overlooks the tranquil waters of Lake Michigan, featuring a round table surrounded by black metal chairs. Long benches line the edges, offering additional seating. Lush greenery can be seen along the shoreline, enhancing the serene atmosphere.

Home in Baileys Harbor

Never Want to Leave Cottage

Three bedroom, lake home on the shores of Lake Michigan. Step into a beautiful, comfortable, clean environment on quiet North Bay in Door County, Wisconsin. As hosts, we have always taken great care to provide a safe and clean environment for our guests. To protect our guests, we are following the cleaning and sanitizing guidelines based on recommendations from the Centers for Disease Control and Prevention (CDC). We look forward to hosting you! Permit Number: 32-56-1996-00

Superhost

An open-concept living area is highlighted by large windows and views of the surrounding nature. A cozy sofa is positioned on a textured rug, with a coffee table nearby. A dining table can be seen in the background, accompanied by a modern light fixture.

Home in Sister Bay

4.88 out of 5 average rating, 273 reviews

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

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, 190 reviews

Cozy A-Frame - Coffee Bar, 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.

4.98 out of 5 average rating, 129 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.

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.