Mansion holiday rentals in Milwaukee

Cream City Lounge | Parking| AC | Patio | Pets

Welcome to Milwaukee! This remodeled home offers a spacious and stylish retreat for up to 11 guests. With four bedrooms, two full bathrooms, and charming cream city brick accents, this home seamlessly blends modern comfort with historic charm. Enjoy the coffee bar with an outdoor patio, fireplace, and dining area. Private parking for up to 4. Lounge-style living. Close to Brady St. Restaurants, bars, salons, shops and convenient stores just outside the front door. Bring the family dog as well!

Rosie’s Eastside Garden Bungalow

Classic 1920's bungalow 10 minutes from Fiserv Forum, and across from the Oak Leaf trail— Rosie’s is truly a hidden gem on the East Side of Milwaukee. Wake up to birds chirping and enjoy your morning coffee on the air conditioned sun porch. Walk to Collectivo on the Lake, Bradford Beach, UWM, North Avenue, Brady Street, among countless cafes, restaurants, pubs, and more. This is your home away from home with welcoming hosts living next door for any recommendations or questions during your stay.

Lavender Hill Skyline | Sleeps 12 | City Views

Welcome to Lavender Hill Skyline, your front-row seat to one of Milwaukee's most breathtaking skyline views. Set along the riverfront in Milwaukee's historic Brewer's Hill neighborhood, this beautifully restored Victorian blends timeless architecture with professionally designed interiors, brand-new furnishings, and luxurious hotel-quality bedding. It's been thoughtfully created for families, friends, business travelers, and multi-generational groups looking for more than just a place to stay.

BayView Charm | House in Milwaukee with 3 parking

Home in Bay View, MKE. Provides a private retreat perfect for families, friends, and couples. Included 3 parking spaces and is just minutes away from Fiserv Forum (4.8 miles, about 10 min), Brewers Stadium, local breweries, restaurants, and pubs. A fantastic base for exploring the area, it’s also near the lake, ideal for leisurely walks, and within easy reach of downtown MKE, museums, and other attractions. With its prime location, this home combines convenience and a vibrant city atmosphere.

Eastside Upper 4BR w 2 Garage Spots

Welcome to Murray Hill in MKE. This 4BR, 1BA unit offers everything for a wonderful fun stay in MKE. Enjoy the L-shaped balcony facing in front + a smaller balcony in rear. Good sized rooms w high ceilings, main BR has desk. Use (at your own risk) grill/fire table. CHILDREN MUST BE SUPERVISED. Bike rental w/in 3 block walk, tour local parks, lakefront, and nightlife on nearby Brady St. A variety of nearby restaurants + coffee shops await your visit. We look forward to hosting your stay!

Spacious Wauwatosa Home In Prime Location

We just finished remodeling the kitchen and all 3 bathrooms in our unique tri-level mid-century modern home. There are 4 bedrooms offering an array of accommodations as well as a couch with a pull-out queen bed. If you like to cook, our new kitchen is amazing! There is a fireplace room with a lovely view outside, a laundry room and a TV with cable, a DVR, and streaming apps like Netflix. WIFI is available. This is a quiet family neighborhood. No parties and please be respectful.

Arcade Victorian Mansion · Sleeps 23 · 7 BR

Prepare to be WOWED! This restored historic Victorian offers 5,000 sq ft across 4 levels with 7 bedrooms, 11 beds, 2 full baths, and 3 half baths—sleeping up to 23 guests. Minutes from downtown Milwaukee. Enjoy a full game floor with 2 arcade machines, N64, foosball, poker table, and more. Outside features a huge backyard with a massive playset, swings, slides, basketball court, and plenty of space for the whole group to relax, play, and make unforgettable memories together.

Central, Game Room, Quiet Walkable Area

Beautiful luxurious 4 bedroom (bonus sunroom) home central to everything Milwaukee has to offer. Located in sought after quiet community due to its proximity to all main attractions while providing safety and peace for residents and visitors. Our property is less than 10mins from heart of Milwaukee, walking distance to main attractions such as Brewers stadium and state fair. We do our absolute best to be exceptional hosts so hope you decide to stay with us.

Happy Days Home close to all MKE attractions

Welcome to the Happy Days House! The cozy house is updated with a fully-equipped kitchen, full dining room with views, a charming living room anchored with a fireplace, completed with a queen sofa sleeper. Enjoy coffee on the porch overlooking a quaint tree lined street. Gather around the fire pit, dine outdoors, or pop into the hot tub (a spring to late fall amenity) in the private backyard. Location is central - AMF, Zoo, Fiserv, downtown, etc.

Large Luxury Home - Perfect for Groups - Downtown

This is a newly renovated single family home is located downtown, close to all of Milwaukee has to offer. With 4 Bedrooms, 9 beds and 3 bathrooms, the home comfortably accommodates groups of all sizes. The main floor boasts an open concept with updated kitchen, communal dining table and living room. The lower level/game room and connected outdoor space add an additional location for gathering. An easy drive up I-94 from Chicago.

Stylish Bay View Retreat | Walk to Dining & Bars

Thoughtfully designed spacious Bayview home perfect for group stays. Walk to top bars, restaurants & cafes in one of Milwaukee’s most vibrant neighborhoods. Sleeps comfortably with 4 private bedrooms and 2 full baths. Spacious, well-appointed living and dining areas with plenty of seating to gather and relax. Clean, updated interiors throughout. Ideal for friends, couples, and getaways. Easy street parking right outside.

Large Downtown Home w/ Hot Tub & Huge Backyard

Enjoy a stay in a beautifully renovated historic cream city brick home in Milwaukee, ideal for groups. Enjoy a bright living room with fireplace, a fully equipped kitchen, and a large dining table for 10. This space is ideal for gatherings, consisting of 2 full bathrooms, 4 bedrooms, and flexible sleeping options. Walkable to downtown, restaurants, and breweries, this home offers comfort, space, and a prime location.