Pet-friendly holiday rentals in Oak Creek

Pet-Friendly Retreat•Sleeps 8•Huge Yard•Fire pit

Wake up to sunrise over a peaceful backyard and enjoy your morning coffee on the private balcony. Evenings are perfect by the fire pit under a starry sky. Just a 5 minute drive from Pewaukee Lake Pet-friendly home with a large yard and fire pit - ideal for relaxing and spending time together. Open-concept living, kitchen, and dining area creates a warm, inviting space to gather. Sleeps up to 8 and is best suited for small families or close-knit groups who prefer a more cozy, intimate layout.

“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!

Spacious & Private 2 bdrm in the heart of Bayview

Beautiful 2 bedroom first floor buglalow in trendy Bayview with original details, updated kitchen & updated bathroom. Spacious open floor plans. Perfect to host families, groups of friends or a couple. Access to a private fenced backyard with fire pit, Infrared Sauna and grill. Add'l front seating on the cozy front porch. Perfect for relaxing with morning coffee or quiet dinners staying in. Easy street parking. Laundry in unit. Steps away from public transportation. Walkable restaurants/bars.

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!

Funky 2BR in Prime Bay View - w/ Parking

Perfectly located on the main strip of KK in MKE's eclectic Bay View directly next to restaurants and bars. Minutes from downtown, Summerfest, art museum. You’ll have the entire first floor of this sunny duplex. Stylishly designed - 2 bedrooms with Casper mattresses, a bright kitchen with seating area, record player, a work space in the master, and a comfy living room with a smart TV. The space has a small backyard area, an in-unit washer & dryer as well as 1 off-street parking space.

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.

Historic Brewery Tied-House in Bayview (Sleeps 12)

Luxury renovated Airbnb sleeping up to 12 via 5 bedrooms (2 King suites). Soaring ceilings and 100% hardwood floors. You’ve never stayed in a building like this! Originally a historic Schlitz brewery “tied-house” with brick exterior and unique castle spindle. Perfect for family stays, wedding parties, friend vacations, or group travel. Blocks from bars, restaurants, and wedding venues. We also host another 5BR/3BA called "The Quincy" in the neighborhood: http://airbnb.com/h/thequincy

Charming log cabin in the woods

This log cabin is an old hunting lodge. It is rustic, charming and quaint, nestled in the woods of Wisconsin and next to a tranquil pond. The location is close to the Johnson Park golf course and 5 miles from the beautiful Lake Michigan shore. It is a perfect place to relax, write or escape from the stress of life. In the winter a 4-wheel drive vehicle is necessary to reach the site. Please note: bathroom facilities are a close walk away. Heating from wood stove only.

Heart of Walkers Point | 3BR | Spa Shower | AC

Enjoy a newly remodeled apartment nestled between Bayview and downtown Milwaukee. This 1,200 square foot space is ideal for group stays. Perfect for hosting a trip with friends to see your favorite band at Summerfest or to cheer on your favorite team at Fiserv Forum. Located in a very active neighborhood, above a festive bar, local tattoo shop, and nightlife within a very short walk of the bustling restaurants and local bars which can at times be heard.

Our Cozy Bay View Bungalow Getaway

Our relaxing, clean, fully equipped Bay View bungalow delivers a perfect getaway. We are equipped with 1g wifi, 4K smart TV, dimmers, and a washer/dryer. Tastefully decorated, uncomplicated, and comfortable. There are cozy coffee shops, restaurants, and local bars just a few blocks from the house. The Bay View Dog Park is one block away. We have parking for two cars. We follow an Enhanced Cleaning Protocol, and are 100% smoke free without exception.

Spacious Family Retreat w Hot Tub & Movie Lounge

🏡Large Milwaukee retreat offering 2,157 sq ft of modern comfort, ideal for families, groups, and business travelers. Thoughtfully designed for comfort and togetherness, this home features modern interiors, spacious living areas, and carefully selected amenities for a relaxing and seamless stay. Whether you’re unwinding after a busy day or making memories with loved ones, it offers the ideal mix of comfort, convenience, and enjoyable city living.

Upgraded! 4BR in Milwaukee near Airport & Downtown

Bring the whole family to this upgraded home with lots of room for fun. Located directly across the street from Warnimont Golf Course & Lake Michigan, this home has plenty to do and see. The large, fenced in yard is perfect for your pets to run around. It's the perfect place to stay in Milwaukee! 12 mins to General Mitchell Airport, 14 mins to downtown, 16 mins to American Family Field and Fiserv Forum, 13 mins to Henry Maier Festival Park.