Holiday houses in Oak Creek

Cozy Mid-century Ranch

My cozy home is on a peaceful dead-end street with a park at the end, offering both tranquility and convenience. Located along the Oak Leaf Trail, it’s a perfect location for a ride or bike in minutes to Grant Park or Bender Park beaches. You can easily walk to local bars, restaurants, and public transportation, providing quick access to shopping and downtown Milwaukee. Whether you're seeking a relaxing backyard retreat or outdoor adventures, this location truly offers the best of both worlds.

Family · Location · Nearby

South Shore Guesthouse

Find tranquility and peace within this lush garden home. South Shore Guesthouse located two blocks from Lake Michigan has all the amenities you need, and will feel like a retreat away from the hustle and bustle. Quiet family neighborhood close to downtown Milwaukee and near the dining scene of Bayview and Third Ward. This home has been curated with vintage finds and unique art for those who enjoy history and luxury. Walk/bike along Lake MI and find yourself on the beautiful beach of Grant Park.

Family · Location · Amenities

Farm House Retreat w/ Private Backyard & Garage

Comfort, convenience and country views await you! Relax on the private patio and soak up the beautiful scenery. Minutes from the lakefront, Racine Zoo and short drive to Milwaukee, you'll enjoy this completely updated home. Cook a meal in the fully stocked kitchen and kick back in the comfy family room. Whether you are here to visit family, attend special events or business travel, you'll find everything you need here. And if you're a little country at heart, the view will not disappoint.

Location · Family · Amenities

Lakeside Beauty

Stunning lower duplex on Lake Michigan in beautiful Bay View WI. Exceptionally large 2 bedroom unit boasts back yard overlooking Lake Michigan with fire pit for cozy evening fires. Unit is a mix of new and classic vintage. Walking distance to South Shore Yacht Club, South Shore Terrace Beer Garden, Award Winning restaurants, a unique European grocery store, and the second largest Farmer's Market in the state. Seven minutes to downtown Milwaukee. Owner lives upstairs. Two bikes available.

Family · Value · Walkability

Spacious Ranch Home Oak Creek close to Airport

Chalet style ranch home is fully furnished and offers 2400 square feet of private usable space. The 3 bedrooms, living room, dining room, family room, 1 1/2 bathrooms, kitchen, and kitchen table area are all located on one floor. You will love waking up in the morning in this quiet suburban neighborhood and looking out the many windows at the park across the street. Close to the heart of Oak Creek Drexel Town Square, 4.6 miles from the airport, & 15 minutes from Downtown Milwaukee.

Family · Location · Outdoor spaces

Bay View Craftsman with Hot Tub Oasis | Summerfest

Welcome to our fully renovated Craftsman style home by “GNRHomes”! Conveniently located in the heart of Bay View on S. Kinnickinnic Ave. Enjoy access to all the trendy bars, restaurants and coffee shops nearby. Access to Lake Michigan, Summerfest grounds and local parks are just minutes away. Every inch of the home has been carefully crafted with your comfort in mind. Great for family getaways, wedding parties, and group travelers. This home can sleep 12, but can accommodate up to 14!

Location · Value · Sleep quality

The Rawson House

Fully renovated 3 bedroom and 2 bath home. Walking distance to the Rock sports complex. Perfect for groups looking to discover all the great activities that Franklin and Milwaukee have to offer. Walking distance to Franklin Field, the home of the Milwaukee Milkmen. Enjoy a drink at the Umbrella Bar, hit some golf balls at the brand new Luxe Golf Bays, or enjoy local restaurants. Perfect for groups attending weddings or other events at The Lodge. Also, a quick drive to downtown Milwaukee.

Family · Location · Comfort

Spacious 3 Bedroom Townhouse

Forget your worries in this spacious and serene space. Your family will be close to everything when you stay at this centrally located place Located in Bay View /St Frances boarder. Three bedroom townhouse with all new furnishings. 1.5 Bath. Located close to Mitchell airport and downtown Milwaukee. Guest must have 5 star ratings to book this property. If you a new guest or below 5 star please message me to get approval. Absolutely no parties , events or gatherings. Thank you!

Family · Value · Check-in

Historic Hawthorne House

Nestled just steps from Grant Park Beach & Lake Michigan, the scenic Seven Bridges Trail, and the lush Grant Park Golf Course, this unique rental offers a blend of history, charm and comfort. Only a 10 minute drive to Mitchell International Airport and an easy 20 min drive to downtown Milwaukee. Whether you're here to unwind in nature, explore the local parks, enjoy a peaceful lakeside stay, or enjoy the best that Milwaukee has to offer this home has everything you need.

Family · Value · Sleep quality

Modern Farmhouse

Discover the perfect guest favorite Milwaukee getaway at this stylish modern farmhouse. Nestled in a quiet suburban neighborhood just 3 miles from Lake Michigan's waterfront activities, trails and beaches. Minutes from MKE Airport and 10 miles from downtown. With 3 inviting bedrooms, 3 lounges, 2 bathrooms and a spacious backyard it's the ideal place to unwind after exploring local beaches, restaurants, breweries, festivals, and all that Southeast Wisconsin has to offer.

Location · Value · Checkout

Lake Michigan Views • Private Cedar Sauna

Just a short walk from Lake Michigan and the scenic bluff trails, this cozy home is a comfortable place to settle in while exploring Milwaukee and the lakefront. Enjoy your private cedar barrel sauna, curl up by the fireplace, or spend an evening in the seasonal Garden Lounge. With vintage pieces, cozy spaces, and thoughtful extras throughout, the home has a relaxed feel, with downtown Milwaukee, beaches, restaurants, breweries, festivals, and more nearby.

Value · Family · Parks

Mid-Century Lake Michigan Escape | Private Beach

Wake up to the sun rising over Lake Michigan. Wisconsin Lake Escape is a one-of-a-kind 1959 mid-century lakefront home perched above Lake Michigan, with breathtaking 180° water views and your own private beach below. Designed by noted American architect John Randal McDonald, the home features dramatic floor-to-ceiling glass, three fireplaces, expansive gathering spaces and unforgettable views. Come for the lake. Stay for the people you came with.

Family · Value · Quiet