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!

Modern Home Near Downtown | Rooftop Patio + Garage

Beautiful 2400 sq ft newer construction home located in Milwaukee's Historic Brewer's Hill neighborhood <1 mile from the heart of downtown. Perfect for large groups! -Open floor plan on main level - easy flow for groups! -Large rooftop patio with several seating areas + electric grill -4 bedrooms plus finished basement equipped with pullout sofa -3.5 bathrooms - 1 master shower, 2 tub showers -Attached 2 car garage -FAST WiFi - up to 1 GB -Shuffleboard & arcade game -High chair & pack 'n play

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.

Amazing Family Home in Whitefish Bay!

Welcome to this recently renovated four-bedroom Tudor home on a beautiful tree-lined street in the heart of Whitefish Bay, just a few blocks from parks, coffee shops, restaurants, and the beach at Lake Michigan. Just a 15-minute drive down scenic Lake Drive to downtown Milwaukee. Features four bedrooms, two full bathrooms and a powder room, with a fully finished basement perfect for kids’ play space or watching the game. Spacious fenced backyard with a patio, grill, and outdoor furniture.

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.

Blair Iris House w/ Parking & Rooftop Patio

Location, location, location! This beautiful & serene, single family Victorian cottage from the 1890's is in a quiet spot just one block from Brady Street (w/ free garage parking). Get cozy inside during the winter season, and in warmer seasons enjoy the outdoor space and rooftop patio. Make any meal in the fully stocked kitchen, or easily walk to the amazing restaurants and bars on Brady Street. Comfortable and stylish, this is the perfect launch pad for your Milwaukee adventures!

The Bay View BoHo

This spacious four-bedroom home is located in the trendy Bay View neighborhood abounding with nature and MKE’s best food, coffee and cocktails. Minutes from downtown, the lakefront and airport! Curl up with a book, game or movie indoors during the colder months or lounge on the patio on the warmer days. Get your best night's rest on the luxury hybrid mattresses. The house maintains many of its charming historic aspects (circa 1892) while integrating modern updates. Welcome home!

Fabulous Walkers Point Mansion w/ Bar andFireplace

This stunning Walker's Point historic mansion is completely re-imagined with interior spaces that will delight you and your guests. Host a memorable get together with friends or family and relax by the bioethanol fireplace, enjoy everything the vibrant neighborhood has to offer. We have some beautiful spaces for your enjoyment, including a finished-attic hangout space, and a secret vintage-inspired lounge in the basement. Enjoy plenty of Milwaukee history in a spectacular new form!

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.

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.

Historic Walker’s Point Home • Sleeps 10 • Garage

Welcome to Rosa Luna, a beautifully restored late-1800s cottage in the heart of Walker’s Point. Enjoy vintage charm, original hardwood floors, 3 bedrooms, a spacious skylit attic retreat with 2 double beds, a private fenced backyard, and secure 2-car garage parking. Minutes from downtown, Bay View, restaurants, coffee, nightlife, Summerfest, and sporting events—it’s the perfect home base for your Milwaukee getaway for families or groups of friends.

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.