Pet-friendly holiday rentals in Milwaukee County

4.95 out of 5 average rating, 111 reviews

This Must Be the Place- Bayview Bohemian Vibes

Perfect for families! We have a cozy light filled home in a quiet walkable neighborhood of Bayview. Enjoy the back porch with a coffee or local brew. We are a 5 minute drive from the airport, 10 min to downtown Mke and 5 minute walk to public transit. Parks are in walking distance as well as cafes & restaurants. Our home is a great place for couples, solo adventurers, business travelers, families, groups, and furry friends (Fee of $150 up to two well behaved dogs) Relax, unwind & enjoy our home!

Superhost

4.84 out of 5 average rating, 268 reviews

Best location in Milwaukee! Lower Duplex Unit

LONG TERM STAYS WELCOME. Unit is right off Brady Street, One of the best streets in Milwaukee. Over 70 places to eat or drink within walking distance, including bars with free shuttles to brewers games and Summerfest. There are many shops and grocery stores in the neighborhood and everything you could possibly want is a short Uber ride away. Best enjoyed by up to six people whether they be couples, friends, solo adventurers, business travelers, families (with kids), and furry friends (pets).

4.99 out of 5 average rating, 208 reviews

Condo in Milwaukee

Bay View - Lake View on the Park w/Secret Lounge

Our 3 bedroom parkside condo in a beautiful historic renovated home is unique, peaceful, and near everything Bay View has to offer. Enjoy views of Lake Michigan from the front porch and dining room. Secret Vintage Lounge downstairs with antiques from all over the world is the perfect unique space - there is nothing else like this in Milwaukee! This 1st floor condo has perfect proximity to South Shore Park on Lake Michigan - Just a minute walk away from South Shore Beach and a lakefront trail.

4.96 out of 5 average rating, 115 reviews

Downtown Oasis: Hot Tub, Garage, 2 King Huge yard!

Bring the whole family to this great place with lots of room for fun. A rock throw away to Milwaukee central featuring the city's best restaurants, bars, shops, and attractions. This exclusive 1800sqft Ranch 3 bedrooms, 9 beds, 2 full and 1 half bathrooms to sleep up to 14 guests. It features everything your family & friends need: Large Kitchen, Wash/Dry, Outdoor Patio, large back yard and a 8 person Hot Tub! Walking to the Fiserv Forum and downtown. Attached Garage w/ Driveway. 1 Gig Internet

4.98 out of 5 average rating, 117 reviews

Historic Home near Fiserv, Park, Bars, Restaurants

Our home, built in 1875, has been lovingly updated to reflect current design while preserving the house’s historic character. The house is designed for fun; perfect for groups or a couple that wants to stretch out. Great location, right next to Kadish Park and a ten minute walk to all that the riverfront and lively Brady Street have to offer. Adventuring in other directions will take you into trendy Brewers Hill and Riverwest neighborhoods… we have some great recommendations! Walk Score of 84.

4.81 out of 5 average rating, 106 reviews

Condo in Milwaukee

Full Condo&Garage in Trendy Bay View Milwaukee

This practical and cozy condominium is located in the heart of Bay View right on historic KK Avenue. It is next to the quaint Morgan Park and a bus stop, across the street from Sprocket Cafe, minutes from the lake and walking distance from the greatest trendy shops, bars, restaurants, and other Bay View classics. Whether you are totally new to the Milwaukee scene or just visiting "home", we are glad to welcome you to this charming condo, perfectly placed to meet all your traveling needs.

4.98 out of 5 average rating, 166 reviews

Bay View Upper Parkside Gem

This 1920's era bungalow is in the heart of one of Milwaukee's most popular neighborhoods- Bay View. The area boasts a plethora of walk-able entertainment, fine restaurants, bars and our beautiful Lake Michigan. This well loved and maintained space will be the perfect retreat for your family and friends when visiting Milwaukee. Easy access, via car or public transit, to all parts of the city is nearby. Mitchell International airport is minutes away. Enjoy our fun city like the locals do!

4.9 out of 5 average rating, 153 reviews

6BR 2BA Private Home 2 Car Garage Patio & Balcony

Find solace & peace in this spacious family-friendly home and community. Near Lake Michigan, Downtown Milwaukee, Walkers Point, Third Ward & Oak Creek. Close to major highways & transportation, schools, restaurants, cafes and public parks with summer entertainment & beer gardens. Experience fast wi-fi, whole house water filtration (Aquasauna), high ceilings with fans, central air-conditioning, secure parking, free laundry, private fenced patio with fire pit and covered grand balcony!

4.96 out of 5 average rating, 25 reviews

Pup-friendly Bay View Home

A welcome stay for you and your pup! No matter what brings you to town, you'll have a warm, inviting space to call your home base in this classic 2nd-story Bay View Duplex. The living and dining rooms, along with an amenity-stocked kitchen, make this space perfect for relaxing with morning coffee or an evening meal. Free parking, access to public transportation, and a vibrant neighborhood to walk around and explore ensures you'll get the most out of your trip to Milwaukee!

4.96 out of 5 average rating, 277 reviews

Bungalow in Milwaukee

Our Cozy Bay View Bungalow Getaway

Our relaxing, clean, fully equipped Bay View bungalow delivers a perfect getaway. We are equipped with fiber wifi (1 gig), 4K 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.

4.98 out of 5 average rating, 131 reviews

Stay at Sobelman's!

This Milwaukee escape is nestled above the classic burger and bloody mary restaurant, Sobelman's! In the heart of the Menomonee Valley, you are a quick 5-minute drive to the city's most visited spots; the Harley Davidson Museum, Brewers Stadium, the Third Ward, Public Market, and more. Start your day off with one of the Best Bloody Marys in town before venturing out to explore all that our city has to offer. We can't wait to host you!