House vacation rentals in Oak Creek

A rustic interior showcases handcrafted stonework paired with warm wooden accents. Natural light highlights the cozy organization of the space, featuring a fireplace in the foreground and a ladder leading to an upper level, while a glimpse of the adjoining room is visible in the background.

4.9 out of 5 average rating, 280 reviews

“Rustic Farmhouse Retreat” at a working farm

A charming little farmhouse filled with antiques & eclectic artwork from all over the world. It is situated in the middle of a working farm that raises a plethora of exotic fruits, vegetables, shiitake mushrooms, and flowers for local gourmet restaurants. The house interior has a unique design decorated with beautiful hand crafted stonework accented with exotic driftwood trim from old wooden shipwrecks. Try our outdoor Neapolitan wood fired oven for the best pizza ever. A truly unique getaway!

4.91 out of 5 average rating, 113 reviews

The front exterior of the home is showcased, featuring a brown wooden facade and a welcoming entry area. A small patio leads to the door, with a single chair positioned beside a window. Well-maintained grass and flower beds frame the entrance.

Home in Mount Pleasant

The Farmer's Retreat

Enjoy a stay in this cozy home that boasts the perfect balance of city and country. Many conveniences all within 10 minutes include Starbucks, Walmart, Grocery, dining and shopping. The home itself is nicely updated with a full kitchen, dining room and a large living area. Not to be left out is my favorite feature - The Spacious backyard and outdoor patio. This is a great place to run and play or just enjoy some fresh air. Great stay for whatever brings you to the Kenosha/Racine area

4.78 out of 5 average rating, 171 reviews

An outdoor patio space is presented, featuring a paved area surrounded by various seating options, including green chairs and a red umbrella. A grilling station is visible, and the background includes a garage with an open door. Lush greenery provides a natural border.

Home in Cudahy

Close to Lake with Great Ammenities & Breakfast!

I want you to be able to do things here that you can't do in a hotel. If you're grillilng out, having a bonfire or watching movies all night long, you can turn up that volumn as loud as you want all night long! I posted my listing under "entire home" as you do get so much more than just renting "a room". When I have guests I stay in my office or bedroom so my guests feel more comfortable utalizing entire home & yard. In fact, if you don't ask for breakfast, you may not even see me at all.

4.99 out of 5 average rating, 289 reviews

A stylish living room is highlighted by a large window providing views of the park. Two navy blue armchairs and a matching sofa surround a striped coffee table. Rich red carpets and green plants add warmth to the space, complemented by an elegant chandelier above.

Home in Bay View

Gorgeous Bayview 2Story Loft w/Upper Deck/Firebowl

Located right on South Shore Park with views of Lake Michigan. Just a 3 minute walk to South Shore Beach and the Oak Leaf Trail, and just a 6 minute drive to downtown Milwaukee. This two story treetop loft occupies the upper two levels of a large historic house and has a large 400 sqft 2nd story deck overlooking the park and lake with a 4' natural gas fire bowl. Also features indoor bioethanol fireplace and full bar with a wine-chiller. The perfect place to kick back and relax with friends!

An outdoor patio is shown with a red umbrella providing shade over a black table and four metal chairs. A barbecue grill is positioned nearby, with a view of a green lawn and a distant red barn visible in the background.

4.98 out of 5 average rating, 118 reviews

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.

A spacious living area features a cozy seating arrangement with a dark blue sofa and two patterned armchairs around a glass coffee table. A decorative rug lies on the hardwood floor, while a modern light fixture hangs from the ceiling. A fireplace and TV are positioned on the wall.

4.89 out of 5 average rating, 127 reviews

Entire Wauwatosa Home!

Private, Renovated Home in Wauwatosa w/ Master Bedroom Suite, Workspace, Free Parking, Full Kitchen & Fitness Area 6 guests, 4 beds, 3 bedrooms, 2 full baths In walking distance of local restaurants & bars Near Hospitals 3.6 mi to State Fair Park 4.6 mi to Fiserv Forum 6.3 mi to Miller High Life Theater 6.9 mi to Summerfest Grounds -Washer & Dryer -WIFI -Smart TV -Fitness bike & equipment -Coffee bar -Towels -Toiletries -Dishes, Dishwasher -Games -Security System -Fenced Yard

4.87 out of 5 average rating, 113 reviews

A cozy living space features a floral-patterned couch accompanied by a wooden coffee table. The walls are adorned with warm wood paneling, complemented by soft lighting from a wall sconce. Greenery is present with potted plants, adding a touch of nature to the space.

Home in Oak Creek

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.

4.81 out of 5 average rating, 209 reviews

A cozy living area features a spacious sofa against a vibrant, textured wall. A colorful area rug adds warmth to the hardwood floor, while framed artwork decorates the surrounding walls. Access to the kitchen and stairway is visible in the background.

Home in West Allis

Designer Cottage-Parking, Patio, & New Kitchen

LOCATION, LOCATION! • Fast Fiber Internet TIME (MIN) 5-10 McCarty Park (Water Park, Trails, B-Ball Court) STATE FAIR TOSA 10-15 Brewers, Bucks Harley, 3rd Ward Breweries, Zoo ATTN MEDICAL Near All Hospitals PRIVATE PATIO & FENCED-BACKYARD • Seating for 4 w/ table • 🐶 can roam • Safe & secure kids play • Space for games & bags SAFE PARKING • Allows 2-4 vehicles inc. trucks & boats • 100FT off street • driveway widens LAUNDRY • W&D • Pods & D-Sheets • Util. Sink • Iron+Board

A comfortable sectional sofa adorned with colorful throw pillows is positioned around a low wooden coffee table. A projector is set up for viewing, with a light-colored rug adding warmth to the space. Artwork in vibrant hues is displayed on the walls.

4.93 out of 5 average rating, 165 reviews

Quiet Bay View Getaway

Enjoy this modern, updated 1 bedroom, 1 full bath, private lower suite located across from the airport and just minutes from Lake Michigan, downtown, and trendy Bayview nightlife! Conveniently located less than 2 minutes from multiple freeways! Walking distance to many restaurants and coffee shops. Less than a 9 minute drive to Miller Park, Fiserv Forum, State Fair, and more! Perfect for couples or traveling professionals who want easy access to everything Milwaukee has to offer!

A sunlit room features large windows surrounded by wooden trim, allowing natural light to fill the space. A comfortable dark sofa is paired with a wooden coffee table. A tall plant adds a touch of greenery, enhancing the welcoming atmosphere.

4.97 out of 5 average rating, 102 reviews

Stunning! Pro Cleaned, Self Check In Sleeps 8

Get lost in this spacious Old English style bungalow. The French doors, fine beveled glass, exquisite woodwork throughout will excite your senses! Sit in the sun room with your morning coffee and gaze at the morning sun as it warms your body. This lower unit has been completely refurbished. Modern conveniences have been added but in keeping with its Old World charm. Enjoy what Lake Michigan has to offer. Another "Homes By Christopher," Lake Michigan Collection. Book Now!

An open living area showcases a sleek gas fireplace with a mounted television above. Comfortable seating includes leather armchairs and a cozy couch. Large windows and French doors provide access to a porch and offer scenic views of the lake.

4.99 out of 5 average rating, 129 reviews

Beautiful home with amazing Lake Michigan views

Historic home with modern upgrades that has gorgeous views of Lake Michigan. The home was recently upgraded with amazing features including two gas fireplaces, high end kitchen finishes, and a spa style primary bathroom with heated floors. The house is located in the Southside Historic District, steps from the lake, and a short walk to downtown Racine. You can enjoy the local restaurants and shopping, explore the lakefront, or stay in and relax in the peaceful home.

4.92 out of 5 average rating, 180 reviews

A spacious living area features a cozy tufted sofa adorned with decorative pillows, complemented by a circular glass coffee table. A vibrant area rug with floral patterns enhances the warm wood floors. Colorful artwork decorates the walls, adding a playful touch to the room.

Home in Bay View

2BR Sunny Upper in Prime Bay View - w/ Parking

A sunny, design-forward 2BR right on Kinnickinnic Ave in the heart of Bay View, with some of Milwaukee’s best restaurants, bars, coffee and shops steps from your door. Minutes from downtown and Summerfest, the upper features a king and full Casper bed, bright kitchen, workspace and art-filled living room. Enjoy two private decks, in-unit laundry and free covered garage parking—a rare perk on KK. Pet-friendly and perfect for exploring Milwaukee on foot.

Popular amenities for Oak Creek house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of the bungalow is highlighted by a charming front porch with a blue door. Vibrant flowers and greenery flourish along the stone landscape, providing a welcoming entrance. Large windows invite natural light into the home, complementing its classic design.

4.97 out of 5 average rating, 123 reviews

Rosie’s Eastside Garden Bungalow

A historic Victorian-style home is showcased with a blue exterior and ornate architectural details. Bright green foliage frames the entrance, leading to the front steps. The sky is clear, enhancing the home's inviting appearance.

4.93 out of 5 average rating, 200 reviews

Brewers Hill Gem w/hot tub & seasonal shared pool

4.92 out of 5 average rating, 53 reviews

Private Pool/ Private Backyard Oasis!

4.85 out of 5 average rating, 82 reviews

An aerial view captures the spacious outdoor area featuring a heated pool surrounded by lounge chairs. A fully stocked fishing pond is visible alongside a grassy yard, with a trampoline and fire pit area situated near the residence. Lush trees add to the greenery.

Home in Caledonia

7 1/2 Acre Private Estate w/inground pool, hot tub

Greendale Estate

Exclusive Milwaukee Home

4.94 out of 5 average rating, 53 reviews

A spacious backyard is featured, showcasing a circular swimming pool surrounded by a wooden deck. Lush green grass covers the ground, and several trees provide a natural border. A stone patio offers a picturesque view of the outdoor area, complemented by blooming flowers.

Home in Sussex

HARLEY RIDERS WELCOME!! 30min from all dealers

Weekly house rentals

4.9 out of 5 average rating, 344 reviews

Historic Racine - Lovely Retreat Home - 3B/1.5B

A functional kitchen area is highlighted by modern appliances, including a stainless-steel refrigerator and microwave. White cabinetry contrasts with the tiled backsplash. A wooden work table is positioned beneath hanging pots, while a colorful rug adds a welcoming touch to the tiled floor.

4.9 out of 5 average rating, 107 reviews

Family friendly, Private Patio, Walkable, Quiet

4.97 out of 5 average rating, 231 reviews

A cozy living room features a brown leather sofa with a green and blue plaid throw, positioned on a patterned rug. A coffee table is centered in front, while framed artwork and a cabinet adorn the teal walls. Natural light enters through two windows, enhancing the space.

Home in Bay View

Remodeled Apartment in Bay View

A spacious dining area features a wooden table surrounded by six chairs, complemented by an archway leading to a cozy living room. Natural light filters through large windows, illuminating the elegant combination of exposed brick and light-toned walls.

4.96 out of 5 average rating, 170 reviews

Historic on The Avenue

4.96 out of 5 average rating, 103 reviews

The charming cabin is set on a lush green lawn, with a two-story design featuring a dark exterior and light trim. Large windows allow natural light to flood in, while two balconies overlook the serene lake, offering ample space for relaxation.

Home in Wind Lake

Lakeside Retreat

4.99 out of 5 average rating, 155 reviews

A cozy living room is centered around a modern fireplace framed by built-in shelves filled with decorative items and books. Light-colored sofas surround a glass coffee table atop a patterned rug. A ceiling fan provides airflow while natural light streams through nearby windows.

Home in Walker's Point

Barclay House in Walker's Point

4.84 out of 5 average rating, 119 reviews

Spacious Family Retreat w Hot Tub & Movie Lounge

5.0 out of 5 average rating, 321 reviews

The Little Gray House

Private house rentals

4.96 out of 5 average rating, 47 reviews

Home in Greenfield

Cozy, Cute, & Clean !

5.0 out of 5 average rating, 39 reviews

A welcoming living area features a brown leather couch and an armchair, arranged comfortably around a plush ottoman. The wall is adorned with a collection of framed artwork, while natural light illuminates the space. A dining area is visible in the background with wooden bar stools.

Home in St. Francis

South Shore Guesthouse

4.95 out of 5 average rating, 40 reviews

The exterior of a two-story house is depicted, characterized by white walls and dark trim. A bench is positioned on the front porch, and trees with autumn leaves frame the scene. Sunlight highlights the structure, creating a warm yet neutral ambiance.

Home in Greendale

Cozy, historic home in walkable Greendale village

A comfortable living area is showcased with a light grey sofa, complemented by natural wood armchairs. A flat-screen television is mounted on the wall across from the seating. Natural light filters in through a large window, highlighting the soft, neutral tones of the space.

4.99 out of 5 average rating, 81 reviews

Cozy Dog Friendly Home Near Airport & Downtown

A modern bedroom features a spacious bed with light-colored linens and decorative pillows. A nightstand with a textured surface sits beside the bed, supporting a small decorative item. A wall-mounted lamp provides focused lighting above the headboard, which has a unique design.

4.9 out of 5 average rating, 69 reviews

Cozy home near airport

5.0 out of 5 average rating, 14 reviews

A spacious living area features a large sectional sofa in gray fabric, complemented by a soft throw. Natural light filters through multiple windows, illuminating the sleek interior. A modern kitchen area is visible in the background, enhancing the overall open design.

Home in Oak Creek

Beautiful Oak Creek house

5.0 out of 5 average rating, 76 reviews

The exterior of a vintage two-story home in a sunlit setting is shown, featuring a soft yellow façade and green window trims. A white picket fence outlines a landscaped area, while mature trees provide shade along the walkway leading to the entrance.

Home in Greendale

A Showplace of Greendale History on Apple Court