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.

Location · Family · Cleanliness

Wisconsin Lake Escape - Villa with Pvt Beach

Designed by American Architect John Randal Mcdonald in 1959, this lakefront Mid century home, perched on a bluff on Lake Michigan boasts spectacular sunrises, breathtaking 180 deg views and steps to a private beach! This designer home is a gem to recharge, escape, a honeymoon destination, a retreat, a family reunion, or a small getaway with other couples!! And if you're a digital nomad, to work in a stunning location. The sound of waves, 3 fireplaces and outdoor firepits, will rejuvenate you!

Family · Value · Cleanliness

A Showplace of Greendale History on Apple Court

This entire 3 bedroom home is a vintage gem in Historic Greendale, Wisconsin — and it's all yours! • NO extra charge for cleaning! • FREE on-site parking for two cars • An EASY walk to charming boutiques & eateries • Located in a National Historic Landmark district • Steeped in 1930s History with Eleanor Roosevelt design features Features stylish, functional layout as part of FDR’s 1930s New Deal. Includes high speed Internet, central air conditioning, private patio for outdoor enjoyment.

Location · Family · Comfort

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 · Value · Layout

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.

Location · Family · Shared spaces

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.

Location · Value · Hospitality

Bright & Quiet 2BR | Parking | Airport & Bay View

Every room is thoughtfully renovated with a nod to 70s-inspired design. New kitchen, refreshed bathroom, freshly painted bedrooms, and a redesigned living room. No detail was overlooked. Curl up with a book on the sofa, put on a movie, or enjoy a quiet evening in a space that’s cozy, stylish, quiet and completely your own. Whether you’re passing through or staying a few days — we’ve got you covered. Fast WiFi, driveway parking, and just a 5 minute drive to the airport and Bay View.

Family · Location · Walkability

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!

Location · Value · Hospitality

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 · Location · Nearby

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 · Indoor spaces

Lake Michigan Views • Private Cedar Sauna

Private cedar barrel sauna, cozy fireplace, and peaceful outdoor spaces just steps from Lake Michigan. Unwind beneath the string lights in the seasonal Garden Lounge, gather around the chiminea, or stroll scenic bluff trails along the lake. Just minutes from downtown Milwaukee, beaches, breweries, restaurants, museums, festivals, and sporting events, this thoughtfully designed getaway is the perfect home base to relax, recharge, and explore year-round

Location · Value · Outdoor spaces

Clean 2 bedroom/1 bath close to everything!

Charming, recently and tastefully furnished 2 bedroom 1 bathroom apartment with private entrance and parking. Close to downtown, shopping malls, zoo, hospital, airport, and main freeways. Full kitchen with stove, microwave, coffee pot, toaster, and kitchenware. Unit has TVs and WiFi. Coin operated laundry is accessible in building. Why stay at a hotel when you can feel at home in this lovely unit?

Value · Location · Walkability