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

Top rated by guests
Interior
Bedroom 6.    1 Single, One full.  (3rd flr)
Bedroom. 5.     2 queen Futons.   (3rd Flr)
Room
Outdoor dining
review stars
9.8Outstanding
(72 Ratings)
"I booked this place for my sister’s bachelorette party and we had SUCH a wonderful time. The entire property was completely gorgeous: plenty of places to sleep and congregate, and the decor was so tas..."
Lindey C.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(72 Ratings)

House in Milwaukee, WI

20 guests · 8 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

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! 🧀🎨📚🍻

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

Non-smoking
Pets allowed

Map of Milwaukee, WI

city location on map

Ratings and reviews

9.8 / 10
Outstanding(72 Ratings)
8 / 10Excellent·Jul 2026
This is a huge house in an exceptional part of the city. Nine bedrooms on the second and third floors and in the basement, plus a pullout sofa bed on the first floor (which was extremely nice for one of our guests with mobility issues), and three full bathrooms. It's close to everything on the east side with easy access to downtown, the lakefront and the rest of the city. Plenty of towels and linens, plus a washer and dryer in the basement. The kitchen is well stocked and ideal for preparing meals. I loved having the natural gas grill and the outdoor seating area.But there are issues that kept it from being the ideal place I hoped for. As an old house, it has not been very well maintained. Both outside and inside, it needs lots of repairs. Even within the block of huge old homes it's on, it is visibly the most rundown. Not a deal breaker, but something to be aware of. Also, as an old house, there are very few electric outlets, and most of them were either behind heavy furniture or filled with lamps and TVs. That's part of the charm of such an old house, I guess. A bigger issue (to me, at least) is that the house is obviously the owner's residence when not rented out. Literally every dresser, chest and closet was filled with clothes and personal stuff. Nobody in our group could unpack or hang up our clothes. For our large group staying for a week, that was not very charming. We had a great time and enjoyed the house. Just be aware it's not perfect.
10 / 10Outstanding·May 2026
I booked this place for my sister’s bachelorette party and we had SUCH a wonderful time. The entire property was completely gorgeous: plenty of places to sleep and congregate, and the decor was so tasteful and eclectic. Every single one of us guests said we wished that this was our home (LOL). It’s in such a lovely neighborhood and it’s only about a 15 minute walk to Bradford beach, super easy. All of us were talking about how we would love to come back for a stay. 10/10!!
10 / 10Outstanding·May 2026
Great house and location.
6 / 10Average·Jun 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.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Step right up, step right up! Welcome to the grand, the unique, the unparalleled. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Step right up, step right up! Welcome to the grand, the unique, the unparalleled pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Step right up, step right up! Welcome to the grand, the unique, the unparalleled?

We found 2 amenities for this rental. This includes non-smoking, and pets allowed.