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Stunning Upscale Retreat - Steps From Everything

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Fully updated and stocked kitchen
King bed with closet and dresser
King bed with closet and dresser
Bunk with double on bottom and twin on top. Single day bed and trundle also.
Room

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3 bedrooms1 bathroomSleeps 10

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Milwaukee, WI
  • Place, Brady Street
    ‪5 min walk‬
  • Place, Oriental Theatre
    ‪8 min walk‬
  • Place, Milwaukee Art Museum
    ‪5 min drive‬
  • Airport, Milwaukee, WI (MKE-General Mitchell Intl.)
    ‪19 min drive‬

Rooms & beds

3 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

3 Single Beds and 1 Double Bed

Bedroom 3

1 Queen Bed

Living Room 1

1 Single Sofa Bed

1 bathroom

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Kitchen
Number of living rooms
Dining area

About this property

Stunning Upscale Retreat - Steps From Everything

Enjoy the Milwaukee experience in this Historic updated retreat! You'll be steps away from every dining option, lively venues,cozy bars, and the stunning lakefront. Whether you're here for relaxation or adventure, this spot puts you at the center of it all - - making your stay effortless and unforgettable.

Spacious fully renovated bathroom features a shower, vanity, and washer/dryer combination.

As a bonus, enjoy the serene back yard with ample seating and grilling fora relaxing time together.

This property is ideal for friends or family, boasting 1800 square feet and accommodating 10 guests. Please note, it's on the 3rd floor and there are steep steps up to the charming property.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
There is a $50 fee per dog.
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Turn off the lights, lock the doors and return the keys
Failure to complete these may result in a negative review from the host.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Milwaukee

Lower East Side, a neighbourhood in Milwaukee, is home to this holiday home. The area's natural beauty can be seen at Lake Michigan and popular attractions include Henry W. Maier Festival Park and Milwaukee County Zoo. Looking to enjoy an event or a game? See what's going on at Fiserv Forum or American Family Field.
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Map
Milwaukee, WI

What's nearby

  • Brady Street - 5 min walk - 0.4 km
  • Charles Allis Art Museum - 5 min walk - 0.4 km
  • Oriental Theatre - 8 min walk - 0.7 km
  • Veteran's Park - 4 min drive - 2.5 km
  • Milwaukee Art Museum - 5 min drive - 2.5 km

Getting around

  • Michigan & Jackson Tram Stop - 6 min drive
  • Milwaukee Intermodal Station - 14 min drive
  • Milwaukee, WI (MKE-General Mitchell Intl.) - 22 min drive

Restaurants

  • ‪McDonald's - ‬7 min walk
  • ‪Colectivo Coffee Lakefront - ‬9 min walk
  • ‪Nomad World Pub - ‬6 min walk
  • ‪Chubbys Cheesesteaks - ‬6 min walk
  • ‪Jack's American Pub - ‬7 min walk

Frequently asked questions

Is Stunning Upscale Retreat - Steps From Everything pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

How much does it cost to stay at Stunning Upscale Retreat - Steps From Everything?

As of 6 May 2026, prices found for a 1-night stay for 2 adults at Stunning Upscale Retreat - Steps From Everything on 28 Jun 2026 start from £264, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Stunning Upscale Retreat - Steps From Everything?

On-site parking is available at the property.

What time is check-in at Stunning Upscale Retreat - Steps From Everything?

Check-in begins at 3:00 PM.

What time is check-out at Stunning Upscale Retreat - Steps From Everything?

Checkout is at 11:00 AM.

Where is Stunning Upscale Retreat - Steps From Everything located?

Located in Lower East Side, this family-friendly Milwaukee holiday home is within a 15-minute walk of Charles Allis Art Museum and Lake Michigan. Oriental Theatre and Brady Street are also within 10 minutes.

About the host

Hosted by Wendy Bertellotti

Host profile image
We're happy to be your hosts, your local guides, and your gentle curators of charm in the heart of Milwaukee. Lovers of family, animals, and faraway adventures, we believe in slow mornings and meaningful connections - values you'll feel the moment you step through the door.

Whether swapping travel stories, tending to details that make a stay special, or ensuring every guest feels right at home, we want you to feel the warmth and whimsy of this home. Stay awhile - - you might just be inspired!

Why they chose this property

Located at 1923 N. Oakland Ave in Milwaukee’s vibrant East Side, this historic property offers the perfect home base for visitors looking to experience the best of the city. Nestled in a walkable neighborhood, guests are just minutes from the energy of Brady Street and North Avenue, where they’ll find a wide variety of restaurants, cafes, bars, and local shops. The home is also close to the beautiful Lake Michigan lakefront, making it easy to enjoy scenic walks, beaches, and outdoor activities. With its blend of classic architectural charm and modern updates, the property provides a comfortable and stylish stay, ideal for families, groups, or weekend getaways. Guests will also appreciate the convenient access to downtown Milwaukee, the Milwaukee Art Museum, American Family Field to see the Brewers, Fiserve Forum to see the Bucks, the Harley Davidson Museum, and other top attractions, all just a short drive or bike ride away.

What really makes the area special for visitors is the balance: it’s lively without being overwhelming, central but still residential, and full of local character. You can spend the day exploring shops and cafes, head to the lake in the afternoon, and enjoy nightlife in the evening—all without needing to go far.

What makes this property unique

What sets this property apart is its rare combination of historic character, prime walkable location, and versatility for group stays. Housed in a late-1800s building, it offers distinctive architectural details like high ceilings and classic design elements that give guests a more memorable, authentic Milwaukee experience than a standard hotel. At the same time, modern updates provide comfort and convenience. Its position on the East Side means guests can easily walk to lively streets like Brady Street while also being just minutes from the Lake Michigan shoreline for scenic views, beach time, and other outdoor activities. Unlike many nearby options, the property’s multi-unit layout makes it especially well-suited for families, friend groups, or larger gatherings who want to stay together while still having space to spread out.
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