House holiday rentals in Milwaukee County

Barclay House in Walker's Point

Our Walker's Point house is recently renovated, nearly everything is new. Relax in this stylish space which includes a private backyard, w/rear & front decks. Located next to cafes and some of Milwaukee's best restaurants. It is also within walking distance to the Summerfest grounds. We are minutes from Downtown Milwaukee, bike trails and the pedal taverns are just a block away from the house. Included are 2 off street parking spaces directly across from unit. We’ve just added a new hot tub!

The Menlo Guesthouse

A vintage, lower flat in a 100-year-old duplex with modern comforts and conveniences. Perfect for short or long stays while visiting Milwaukee. Situated in the walkable/bikeable Milwaukee neighborhood of Shorewood. The flat is located just a few blocks north of UWM and a few blocks east of the Oak Leaf Trail. Three minutes from Atwater Beach. Ten minutes or less to Bradford Beach, museums, and Summer Fest. Fifteen minutes or less to Fiserv Forum, Panther Arena, and American Family Field.

KING BED/Amazing Location/Free parking/Wi-Fi

Enjoy a fun and relaxing stay with family or friends in this stylish, cozy, and comfortable lower unit, which features: 2 bedrooms (1 king, 1 queen ) 1 bathroom Fully equipped kitchen with dining table and designated coffee bar Living room with a 65” smart TV (Netflix included) Home office space Free parking spot Located just a short drive (4 min) from I94, this home offers easy access to all the city's major attractions * the ideal base for exploring the best of Milwaukee

Quiet Bay View Getaway

Enjoy this modern, updated 1 bedroom, 1 full bath, private lower suite located across from the airport and just minutes from Lake Michigan, downtown, and trendy Bayview nightlife! Conveniently located less than 2 minutes from multiple freeways! Walking distance to many restaurants and coffee shops. Less than a 9 minute drive to Miller Park, Fiserv Forum, State Fair, and more! Perfect for couples or traveling professionals who want easy access to everything Milwaukee has to offer!

Brewers Hill cottage, newly renovated near FiServ!

Enjoy easy access to everything from this Brewers Hill cottage located between the upper Eastside and Downtown Milwaukee. When you’re here you’ll have walkability to many bars, breweries, eateries and Fiserv Forum. When your day concludes enjoy a small fire in the backyard with your favorite beverage. This house is perfect for small, younger families and it is also professionally cleaned and maintained after every guest! Ample parking in the private driveway and on the street

Bright 1.5BR in the Heart of Bay View - w/ Parking

Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

Shorewood house - near shops w/ WiFi & parking

Just down the road from Lake Michigan, this charming duplex upper is the perfect space for a relaxing getaway. After a day of shopping, eating good food, and exploring Milwaukee, look forward to kicking back in the cozy living room, or on the patio. This duplex has 2 bedrooms; a King bed master, and one bedroom with two Twins. There is one charming bathroom with a bathtub. Well stocked kitchen, and plenty of backyard space. The lower tenant is respectful of guests.

Historic on The Avenue

Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.

Steps From Lake | AC | Bayview Gem | 1BR

Welcome to your spacious Bayview retreat! This bright and airy 1-bed, 1-bath apartment sits across from Cupertino Park, offering beautiful views from the front windows. The open-concept kitchen flows into a sunlit living area, perfect for enjoying your morning coffee. The spacious bedroom and closet allow ample storage. Located in the heart of Bayview, you're just minutes from trendy shops, cafes, and Lake Michigan. A perfect urban escape!

Mid-Century Inspired Upper Duplex in Bay View

Step through the carpeted private entrance of this 2nd floor home, and into a mid-century interior with a modern twist. Eye-catching touches include the collection of retro radios that give it its name, stylish decor and a subway-tiled bathroom. This cozy apartment is decorated in a mid-century theme with a modern twist. It's on the second floor of a duplex. You will have your own carpeted entrance located in the back of the property.

The Peacock Place w/ Shared Seasonal Outdoor Pool

This 3 bedroom, 1 bath, open concept lower unit of a duplex is located in Brewer's Hill. This unit has tons of natural light, original hard wood floors, pocket doors and claw foot soaking tub. This pet friendly unit has off street parking for 2 vehicles or motorcycles, and a private yard with patio and BBQ grill for your use. Walking distance to Brady Street, downtown and Fiserv Forum.

The Little Gray House

Spring and Summer are right around the corner and booking up fast, but there's also some time for a little winter getaway too! We've got some fun things cooking for the LGH this year and we'll share those soon! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!