Pet-friendly holiday rentals in Milwaukee County

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

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

Pets · Walkability · Laundry

Spotless, Walkable- Downtown, Fiserv Forum

Conveniently located in Historic Brewers Hill neighborhood. This upper 2 bed/2 bath unit is centrally located to Fiserv Forum, MSOE. Walkable to Lake Front Brewery and restaurants such as Uncle Wolfies and Avli. Fresh Thyme grocery store is just down the hill. 6 min. walk. We also own a 3 bedroom option. The space hosts up to 7 please visit the link to the lower unit. https://www.airbnb.com/rooms/1609061719132973138guests=1&adults=1&s=67&unique_share_id=f8095770-326a-4972-8fa9-5f8c54574f6b

Pets · Walkability · Comfort

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.

Pets · Walkability · Sleep quality

Belleview House: Hot Tub, Fire Table, Fenced Yard

Welcome to Belleview House, a delightful pet-friendly 3-bedroom home nestled in the heart of the vibrant Murray Hill/East Side neighborhood. We have renovated and redecorated the entire home and backyard (November 2025)! ✔ Hot Tub - closed during quiet hours ✔ Fast Wi-Fi ✔ Workspace ✔ Smart TVs ✔ Comfy king, queen, and twin beds ✔ Fenced Backyard with outdoor fire table ✔ Lawn bowling, horseshoe & cornhole ✔ Outdoor dining table ✔ 0.9 mi to Bradford Beach on Lake Michigan ✔ Stocked kitchen

Walkability · Pets · Backyard

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.

Walkability · Pets · Nearby

Fabulous Walkers Point Mansion w/ Bar andFireplace

This stunning Walker's Point historic mansion is completely re-imagined with interior spaces that will delight you and your guests. Host a memorable get together with friends or family and relax by the bioethanol fireplace, enjoy everything the vibrant neighborhood has to offer. We have some beautiful spaces for your enjoyment, including a finished-attic hangout space, and a secret vintage-inspired lounge in the basement. Enjoy plenty of Milwaukee history in a spectacular new form!

Outdoor spaces · Walkability · Quiet

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

Walkability · Outdoor spaces · Checkout

MKE 2BR Flat+PKG|5M to Brewers |15M to Airport

Don't gamble on your stay—choose certainty with Painted Porch Stays, locally-owned haven committed to exceptional hospitality. This space accommodates up to 6 & offers a plethora of thoughtful amenities like snacks, dog treats, and a fully-stocked kitchen, stellar bathroom setup, and productive space w/ desks in each room. Minutes from MKE's top attractions and with parking, exploring is effortless. Experience our attention to detail and local charm for a truly memorable visit.

Walkability · Pets · Comfort

Spacious+Mod Booth St Apt w Yard | 5 min to Fiserv

This 1890 apartment is a unit in our first home and we have loved getting to know the neighborhood and hope you do too! This unit was recently updated and kitchen remodeled by a Magnolia Network designer. It is just a block away from one of the best views of downtown and the Kadish Park and is a great place to be close to all the action but without the traffic and noise of downtown. We are happy to provide recommendations for things to do and/or restaurants/bars to hit up.

Pets · Outdoor spaces · Layout

Barclay House in Walker's Point

Our Walker's Point house is recently renovated, nearly everything is new. Relax in this stylish space which includes a private backyard, w/rear & front decks. Located next to cafes and some of Milwaukee's best restaurants. It is also within walking distance to the Summerfest grounds. We are minutes from Downtown Milwaukee, bike trails and the pedal taverns are just a block away from the house. We just recently added a new hot tub!

Outdoor spaces · Pets · Quiet

Brewers Hill Gem w/hot tub & seasonal shared pool

Your family will be close to everything when you stay at this centrally-located place. Walking distance to Brady Street, the Milwaukee River Walk, shops, restaurants and coffee houses. Less than a mile from Fiserv Forum, downtown Milwaukee and just minutes from Bradford Beach. This pet friendly unit has a private fenced in yard, BBQ grill, off street parking for your vehicles and motorcycles, and a hot tub for your use.

Pets · Outdoor spaces · Decor

Near to all Milwaukee favorites/ Free Parking/WiFi

Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!

Pets · Walkability · Decor