Pet-friendly holiday rentals in Ozaukee County

Vacation home: heated inground pool on 4+ acres

TIMELESS CHARM MEETS MODERN ELEGANCE **MAY SPECIAL GUARANTEED 80 degrees pool temp no extra cost thru 5/22 Where the charm of classic aesthetics seamlessly intertwines with the conveniences of contemporary living. 4 acre + estate with plenty of room for outdoor activities such as swimming, water basketball & volleyball, outdoor basketball, sunbathing, barbecues or picnics. This vacation retreat is only minutes away from Lake Michigan, movie theaters, restaurants, golf courses, coffee shops.

Big Red Barn with a basketball court

A beautifully transformed dairybarn turned into a rustic Lodge with all the accommodations. Enjoy a full kitchen and bar filled with a gas fireplace, dart board and pool table. Head upstairs to the basketball court and onto a wraparound deck that over looks acres of wetlands with wildlife A birdwatchers paradise. If you need to detox we have a wood-burning sauna with all the wood and kindling for you to enjoy. We are located 2miles outside historic Cedarburg Wi and 25 minutes north of Milwaukee.

Pet-Friendly 1850 Estate, 8 Min to Cedarburg

A shared 5-acre family estate in Mequon, part of the historic Jahn Farmstead, built in the mid-1800s and listed on the National Register of Historic Places. This restored cottage blends 19th century charm with modern comforts like a full kitchen and gas fireplace. The estate includes our family home, this 3-bed cottage, and a 1-bed guesthouse. 8 minutes from Historic Downtown Cedarburg, 30 minutes from Milwaukee, 90 minutes from Chicago. Close enough to everything, far enough to truly unwind.

Quiet Escape | Lake Michigan | Milwaukee River

Big 2+ night discounts! Welcome to our spacious home nestled in the serene area of Mequon, WI. Escape the big-city crowds and enjoy the lovely ambiance from the backyard while being just a stone's throw away from the picturesque Milwaukee River, the grand Lake Michigan, and the vibrant city of Milwaukee. The relaxing setting and rich amenity list will leave you in awe. ✔ 4 Comfy BRs ✔ Cozy Living Areas ✔ Full Kitchen ✔ Fire Pit ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Free Parking

Executive Brown Deer Home

Large open concept home. Great WIFI 1000 mbps! Family room, formal living room, zen room and office. Eat in kitchen with long open counter top & desk area. 1st floor laundry room. Large yard with beautiful mature trees and fire pit. Near Mequon Public Market. Just minutes from River Club, Brown Deer, Missing Links, Mee-Kwon Golf Parks. Take a short 10-15 minute drive to ride along side beautiful Lake Michigan shoreline and 15-20 minutes to downtown Milwaukee. Nearby bike and walking trails.

Cedarburg Fairground 3 bed home!

Welcome to our charming 3-bedroom house in downtown Cedarburg! With its ideal location, you'll be just steps away from a variety of shops, restaurants, and local attractions. Explore the vibrant downtown area, indulge in delicious cuisine, and immerse yourself in the rich history of this quaint town. Plus, the proximity to the Ozaukee County Fairgrounds makes it perfect for those attending events. Experience the best of Cedarburg in comfort and style at our delightful downtown retreat.

Inn on Billy Goat Hill

Come enjoy our upper 2-bedroom apartment in charming Port Washington filled with personal, welcoming touches. We live in a quiet neighborhood on Billy Goat Hill, which overlooks the downtown. The location is very walkable and close to fishing, swimming, boating, biking, shops, pubs, farmers' market, homemade ice cream , and historical sites of interest. We live downstairs and often will be here if you have any needs or concerns, but are very conscious of your desire for privacy.

Grafton Getaway – Spacious Side-by-Side w/Fire Pit

Relax in this stylish and roomy duplex located in a quiet Grafton neighborhood. With 6 beds to sleep on, 2 full baths, and 2 half baths, it’s ideal for families, friends, or small groups. Enjoy fast WiFi, a full kitchen, outdoor fire pit, and patio dining. Just a short drive to local shops, restaurants, parks, and Lake Michigan. Pets are welcome, and the home is professionally cleaned after every stay. The host lives next door—available if needed, but always respects your privacy.

Grace Adventure House, Family Friendly, Sleeps 8

Welcome to Grace Adventure House – your ultimate family-and-dog-friendly vacation rental in charming Port Washington, Wisconsin, where every stay feels like a magical holiday celebration! Just 4 blocks from sparkling Lake Michigan and vibrant downtown Port Washington, this beautifully restored 1865 Cream City Brick historic home is your peaceful, luxurious escape. Think storybook vibes meets modern comfort – the perfect Lake Michigan getaway for families, couples, and kids alike.

Lake Days+Game Nights at Cedar Beach+Large Groups

Unwind at this peaceful retreat nestled in the woods—just steps from the shores of Lake Michigan and the scenic trails of Harrington State Park. Perfect for nature lovers, those seeking a quiet escape, and groups. Relax in your own serene private suite, then head down to the recreation room for some fun and games or a cozy night in. Whether you're hiking through the park, catching a sunset by the lake, or simply enjoying the stillness of the trees, this is your place to recharge.

Cozy Cedar Creek Split House

Welcome to Historic Cedarburg and our 1901 cozy Cedar Creek split house, centrally located with a perfect blend of natural beauty, historic charm, unique boutique shopping & restaurants within a vibrant & fun community. Located a block away from Cedar Creek and waterfall next to Highland Bridge Park. Less than a 10-minute walk to Washington Ave, this newly remodeled large upper-floor unit with private balcony will be your ideal stay - including for all of the fabulous festivals!

Luxury 5BR | Indoor Pool + Theater | Sleeps 12+

Perfect for groups, this luxury 5BR home sleeps 12+ and is built for entertaining. Enjoy a heated indoor pool, private theater room, massive chef’s kitchen, and a stunning 4-seasons sunroom surrounded by nature. Unwind by the fireplace, relax in spa-style bathrooms, or spread out across multiple living areas—there’s space for everyone. Whether you’re here for a getaway, family gathering, or weekend with friends, this home delivers comfort, space, and unforgettable experiences.