Step right up, step right up! Welcome to the grand, the unique, the unparalleled

Milwaukee, Wisconsin
$819 avg/night Minimum Stay 2 Nights
Bed 8

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 20

Max Sleeps

Night 2 nights

Min Stay

Step right up, step right up! Welcome to the grand, the unique, the unparalleled experience of Milwaukee's Upper East Side! Not another AKAI showplace. Filled with QUALITY furnishings, art, music and games.

Picture this: a Victorian masterpiece, where the exquisite woodworking was produced by another unsung artisan. It's the cherry on top of the architectural sundae, the final polish on the silver spoon of luxury living. The house would challenge the ultimate hide-and-seek champion, with more nooks and crannies than a master magician's hat!

Four fireplaces! And those 10' ceilings They're not just tall, they're NBA draft tall.

Now, let's mosey on into to the first floor, where the kitchen is so large, you could host a dance-off between chefs. The parlor entryway It's got a grand staircase that's just begging for a dramatic entrance....many wedding parties use it for photos. And the den, living room, dining room, and full bath are just waiting for your life's sitcom to unfold.

Ascend to the second floor, where the bedrooms are so spacious, you could play hide and seek and not be found for days. The windows are so large, even the sun needs sunglasses. Many guests love how comfortable they are.

The third floor's got character with a capital 'C'—from futons that have seen more sleepovers than a teen movie to the 7 dormers that give the place more angles than a geometry textbook.

Don't forget the basement, now with a brand spanking new bathroom and a rec room that's got more games than an arcade. Bedroom 9 is the newest edition-fit with a queen (bed that is!)

The front yard's so picturesque, Norman Rockwell's ghost might just come by to paint it. And that circular porch It's the international station for relaxation—coffee, tea, wine, beer, or mystery beverage, all are welcome.

The backyard's got a patio that's ready for your culinary masterpieces, and a maple tree that's just begging for a rope swing.

You're a stone's throw away from everything—Newberry Blvd, Lake Michigan (Bradford beach), Lake Park (golf, tennis, hiking, biking, baseball, frisbee), Downer Ave, and enough coffee shops to keep you caffeinated for a millennium. (Maybe Downer Ave should be renamed...Upper Ave )

This isn't just a house; it's a slice of history, a piece of the pie that is Milwaukee's crème de la crème neighborhoods. ONE OF THE TOP FIVE NEIGHBORHOODS ON AMERICA:S HISTORIC REGISTER!!!

So, if you're looking to tie the knot, gather the clan, visit a festival, have a guys or gals weekend or just kick it with pals, this is the HOTSPOT. But act fast, because like the best slice of pizza at the party, it's going fast, and you don't want to be left with the box.

MILWAUKEE-MILWAUKEE-SMALLWAUKEE!!!

If you're looking to explore Milwaukee's Upper East Side, prepare for an adventure that's as rich in culture as it is in cheese curds! Start your day with a caffeine kick from one of the local coffee shops, where the beans are as freshly roasted as the morning gossip. Then, why not take a stroll through the Milwaukee Art Museum, where the art is modern, but the ability to understand it is timeless If you're feeling the need for speed (and history), rev up your engines at the Harley-Davidson Museum, where you'll find more leather than at a cowboy convention.

For those who prefer the stage to the open road, the Miramar Theatre awaits with its eclectic mix of shows – it's like a box of chocolates, you never know what you're going to get, but it's always a sweet surprise. And if you're in the mood to create your own masterpiece, Snapshot 414 offers paint and pottery classes where the only limit is your imagination (and perhaps your artistic ability).

As the sun sets, the East Side's culinary scene lights up. From dive bars where the beer flows like the Milwaukee River to upscale eateries where the dress code requires more than just your favorite sports jersey, there's a flavor for every palate. And let's not forget about Brady Street, where the vibe is as vibrant as a neon sign and the food is as diverse as the city itself.

But wait, there's more! If you're a bookworm, Boswell Book Co. is your literary haven, offering a quiet escape and a chance to bump elbows with fellow readers. And for the fashion-forward, Bandit MKE is the go-to for sustainable style that won't break the bank – or the planet.

So, whether you're a history buff, art aficionado, foodie, or just looking to soak in the local charm, Milwaukee's Upper East Side has a little something for everyone. Just remember to pack your sense of humor alongside your walking shoes – you'll need both to fully enjoy the quirky, quaint, and quintessentially Milwaukee experiences that await!

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • SKI

    Snowboarding And Cross-country Skiing Nearby
  • PETS

    2 Total (up To 50 Lbs Per Pet) Pet Friendly Welcoming Dogs Only
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    8 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 4400 Sq Ft (409 Sq M)
  • KITCHEN

    Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Paper Towels Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Not Required Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Firepit Furnished Patio Garden Outdoor Furniture Yard
  • BATHROOMS

    3 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair Office
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Boat On Site Cycling Nearby Fitness Center Fitness Facilities Nearby Golfing On Site Hiking/biking Trails Nearby Hunting Nearby Ice Skating Nearby Mountain Biking Nearby Rock Climbing Nearby Sailing Nearby Snow Sports Gear Swimming Nearby Tennis On Site Water Tubing Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Foosball Table Games Stereo Table Tennis Smart TV
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Highchair Stair Gate Travel Crib
  • LOCATION HIGHLIGHTS

    In The City Center Near A Health Or Beauty Spa Near A Hospital Near A Zoo Next To A Golf Course On The Lake
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Note From Host: Smoking Outside Is Of...pls Use A Ash Tray. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 20

Map Map

School District Rates & Availability

Review Review

  • Kyle

    Submitted Jul 24, 2024

    Stayed Jul 20, 2024

    Great property located in a beautiful part of town. Host was very responsive and helpful. Will be staying here again!

  • Robert

    Submitted Jun 5, 2024

    Stayed May 29, 2024

    While the house is roomy, and historic, able to accommodate a large number of people, it has significant maintenance issues. Second floor shower/tub was turned off by cut off valves that could only be turned by entering an adjacent bathroom. While the host communicated when asked that this was because it needs a new mixer and he ordered a new one but the one that was delivered was wrong for that tub and he had a new one on order. Still, it was a big inconvenience. The basement shower water temperature was tepid at best, and if you turned the handle to the hottest level it actually got ice cold. To get barely lukewarm water, you had to position about 3/4 of the way toward the hottest setting. None of this was communicated to us. With 7 people staying in the house, the shower situation was not satisfactory. The house also has a very lived in feel, with clothes hanging in closets.

  • Amy W.

    Submitted Aug 3, 2025

    Stayed Jul 18, 2025

    This is a vibrant 1890's home in walking distance to all the lake beaches and to great coffee shops, restaurants and grocery/deli on Downer ave. Host is helpful and responsive. We rented for a small family get-together of teens and elders and middle aged folks. We had 10 people at one point. The house has a welcoming and cheerful vibe with thriving plants, a piano, front porch, and fantastic kitchen. It is a lived-in home so all the things you might need for cooking are there, which was really excellent! On the flip side of lived in you will live out of your suitcase as every closet, drawer and dresser is filled with owners things. Important tip: all of the bedrooms (except for one in the basement) are on 3rd and 2nd floor- but the bathrooms are located in the basement, on first floor, and 2nd floor only. So no bathroom on 3rd floor, and at night with 8 bedrooms basically sharing that 2nd floor bathroom, it felt a little challenging esp if dark stairs are not easy for you to traverse. The older members of our group REALLY appreciated the bars for support in entry ways and bathrooms and good railings on all stairways. We also loved the basement rec room with fussball, ping-pong table (!) and deluxe scrabble set! Would definitely recommend, and would stay again.

  • Ricki B.

    Submitted Jul 15, 2025

    Stayed Jul 8, 2025

    the house is absolutely stunning. we never wanted to leave! it was well-stocked with the essentials

  • Melanie D.

    Submitted Oct 7, 2024

    Stayed Oct 3, 2024

    The house was very roomy and lots of places to hang out with family and friends. It was awesome that it was close to the lake. The owner had forgotten we were coming and didn’t have the refrigerator cleaned out and our check-in process was a little awkward because we didn’t have the keypad information.

  • Kendall M.

    Submitted Sep 5, 2024

    Stayed Aug 23, 2024

    Lovely property and great space to enjoy and hang out with friends. Has to look around to find towels, but that was not too hard or a major concern.

  • Justin S.

    Submitted Sep 4, 2024

    Stayed Aug 28, 2024

    This spot was great for so many reasons, tons of beds/bedrooms, location was amazing, host was super helpful, and the house has so much old-school character. Had a blast in MKE and plenty of credit goes to our lodging.

  • Nicholas W.

    Submitted Sep 3, 2024

    Stayed Aug 7, 2024

    Great play to stay if you're traveling with a large group or family. The house is large and spacious - lots of room for kids to roam and play. Many large bedrooms and never felt cramped with 11 guests. The house is old and shows - doors don't always close fully, bathrooms are functional but dated, and everything creaks - but it's charming and the Victorian detailing is unique.

  • matt s.

    Submitted Aug 1, 2024

    Stayed Jul 25, 2024

    The rental was the most cost-effective option for adults who all wanted their own room and at least a queen-sized bed for a vacation in Milwaukee. The house is easy to get to and from, with some shops within walking distance. Just don't miss the 3rd-floor AC controls like we did. The beds are clean, lots of towels were provided. kitchen equipment is your standard random assortment and heavily scratched nonstick pans. we did make one meal using the kitchen so it wasn't impossible. While we were there, only one shower had hot water and worked, but we survived. It's an old home being used as a rental, it's not perfect, but there were worse options that cost more. all in all, I would recommend it.

  • Jennifer C.

    Submitted Jul 22, 2024

    Stayed Jul 12, 2024

    We loved this home. It was great and the neighborhood was beautiful and not far from downtown!

  • Laura T.

    Submitted Jun 30, 2024

    Stayed Jun 28, 2024

    Perfect for a long weekend with a lot of people. House has incredible history and character and is in a gorgeous neighborhood close to parks and beach. Host was easy going and responsive.

  • ryan t.

    Submitted Jun 24, 2024

    Stayed Jun 21, 2024

    A very nice, beautiful, unique house. Old property so understandably there are some issues with natural wear and tear of a domicile, but you can tell work has been put in to update and made the house pleasant to stay in. It is in a nice neighborhood and a good location for traveling around Milwaukee with nearby access to major roads. The owner was very nice and easy to speak with. Our entire group of 7 guys had plenty of individual space in the house with the many rooms, and the AC added to the 3rd floor helped a lot during the heat wave we experienced.

  • Susan Z.

    Submitted Jun 23, 2024

    Stayed Jun 7, 2024

    Easy checkin. Great communication with the host. Property is in a wonderful neighborhood!

  • John G.

    Submitted Jun 3, 2024

    Stayed May 31, 2024

    We absolutely loved the house; the fireplaces, the little nooks & crannies, the woodwork, the pocket doors. It was fun enough just walking around and experiencing such a great space. The bedrooms were all super spacious and the beds comfortable. Not to mention the kitchen and rec room basement which were super functional. This house was the perfect place to hang with some friends and we made a lot of memories in the house. The neighborhood is also beautiful and you’re just a quick walk from Lake Park and Lake Michigan. Loved it!

  • Brenda M.

    Submitted May 27, 2024

    Stayed May 23, 2024

    Great space to accommodate a bigger group.

  • Coleen M.

    Submitted May 27, 2024

    Stayed Apr 26, 2024

    Our Family (Grand Parents, Parents, and Adult Children, (82-26 years old) stayed here for a weekend to attend a Cousin's wedding at the nearby Hubbard Lodge. It was a perfect location and gathering place. We loved the home and there was plenty of sleeping space, enough bathrooms, and a great kitchen! I would highly reccommend for a group.

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Total

Includes taxes and fees
$819+
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