Holiday rentals in Rowleys Bay

Frontier Hideaway- Huge Game Room, Private 5 Acres

Come relax at our peaceful home nestled on 5 acres with no neighbors in sight. Space is clean and cozy, and offers guests' 4 bedrooms, 2 full bathrooms, and boasts an amazing 3 car detached garage converted into a Bar/Rec Room/Game Room with arcade games, ping pong, and activities for the whole family to enjoy. We are smoke free, with Wi-Fi, TVs, Firepit, Heat, A/C provided. Children of all ages welcome! Pets welcome for an additional fee. 9 min to Sister Bay, 15 min to Washington Island Ferry.

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.

Kinsey Bay Getaway

Kinsey Bay Getaway — a charming 1970s cottage perched on a stone peninsula along the shores of Lake Michigan in Sister Bay, WI. This 3-bed, 4-bath rustic retreat features warm Scandinavian-inspired décor that feels right at home among Door County’s rich Nordic heritage. Bring your own kayak to launch from the private shoreline, bike scenic trails, or unwind beneath some of the Midwest’s most spectacular night skies. Perfect for families or friends looking to recharge and reconnect.

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

Waterfront cottage on Rowleys Bay!

This charming cottage is located right on the waters of Rowleys Bay, 7-minutes from downtown Sister Bay! Right up the road is Rowleys Bay boat launch with trailer parking and kayak rentals. Charm and peace sum this cottage up! Enjoy a campfire while watching the sunset or star gazing! Take a break from the outdoors with a game of shuffle board or table tennis. Relax with a book by the wood burning fireplace. What a place to unwind and enjoy a true Door County vacation!

Mid Century Lake House with private beach

Come enjoy Door County in this beautiful lake house. Completely renovated with private beach access this is the perfect place to relax. Everything in this home is brand new! Conveniently located next to Ellison Bay & Sister Bay, enjoy all the hustle and bustle of Door County and retreat back to the serenity of the house Swim in the lake, paddle board, or take one of our bicycles and enjoy the scenery. Enjoy the winter snow shoeing, cross country skiing or snowmobiling.

2 Bed A-Frame, Fire Pit, Coffee Bar - Sister Bay

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.

Door County Lake House 50 min from Lambeau Field

We are excited to introduce our Architect-designed modern lake house in the town of Clay Banks! Enjoy serenity, sweeping views of Lake Michigan from a secluded back deck & expansive windows from every room in the house. Embrace slower living, waterfront amenities, neighborhood park with trails and the magic of lake life. You’ll enjoy water fun for the whole family, huge back deck with dining for 8, an outdoor lounge area, and fire pit near the water.

A Classic Waterfront A-Frame on Rowley’s Bay

Escape to our iconic waterfront A-frame tucked into the pine trees of Rowleys Bay in Door County. Just minutes from Sister Bay’s best restaurants, shops, and activities, yet still quiet, private, and wonderfully off the beaten path. Vintage cabin charm meets thoughtful modern updates in the kind of place that makes everyone slow down a little. Sandy shoreline, complimentary kayaks, cozy fires by the water, room for 8 adults plus kids, and dog-friendly.

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.

Private Lakefront Home | Boats, Games & Family Fun

The DiSalvo Lakehouse welcomes you. Imagine waking up to sparkling water views, spending the day playing on the lake, and ending the evening with ping pong, yard games, and laughter on the deck. With 200 feet of private shoreline, this unforgettable lakefront retreat is one of the most sought-after vacation homes in Door County, offering the perfect mix of adventure and relaxation just minutes from Sister Bay.

Designer Retreat · Screened Porch · Sister Bay

The Porch House in Sister Bay, WI, is a luxurious 3-bedroom, 2.5-bath retreat on 2.5 secluded wooded acres, just 2 miles from downtown. With a screened-in porch, gourmet kitchen, spa-like bathrooms, and high-speed internet, it’s perfect for relaxing or entertaining. Walking distance to local favorites like the Ice Cream Factory, this design-forward home offers the ideal blend of nature and convenience.