Vacation Home Rentals By Owner In Milwaukee, WI

Showing 250 Of 250 Vacation Rentals

$228.0

Gorgeous MKE Mid Century Modern Close to Airport-Downtown-Hospitals Pet Friendly

Milwaukee, Wisconsin, United States

Location-Location-Location!!! Enjoy a one of a kind experience at this centrally-located and tastefully decorated Gorgeous Home. Stay in the popular, centrally located and safe Golmanpark neighborhood. Just minutes from easy on-off freeway access, hospitals, Mitchell airport, downtown Milwaukee, entertainment, dining, hospitals, huge driveway with 2 car garage, only steps from rear door of home. Enjoy a rear patio with fully fenced in generous sized back yard and a generous front yard as well.

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Exceptional(5)

$355.97

/ Nightly

Private Vacation Home

Large 3-bedroom House with Outdoor Hot Tub!

Milwaukee, Wisconsin, United States

This Milwaukee house boasts 3 inviting bedrooms, including 2 queen beds, 1 full bed, 1 pack & play, and 1 twin bed. With 2 bathrooms equipped with a bathtub and shower, guests can relax and unwind in comfort. Experience a relaxing and peaceful retreat with amenities like an outdoor hot tub, beautiful double yard with flower beds, and plenty of off street parking. Guests will find hair dryers, soaps and shampoo, bath salts, and AC throughout the house. Make your holiday one for the books with a stay at our place.

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Exceptional(1)

$225.15

/ Nightly

Private Vacation Home

The Ultimate Family Suite 2! (Right unit)

Milwaukee, Wisconsin, United States

Consider this townhome your home away from home while you visit Milwaukee. This charming property boasts 4 gorgeous queen beds spread across 4 bedrooms, perfect for a group getaway. With amenities like AC, a hair dryer, iron, and heating, your stay will be superbly comfortable. The 1.5 bathrooms come equipped with a hair dryer for added convenience. Book now and enjoy everything this townhome has to offer.

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Exceptional(3)

$622.52

/ Nightly

Private Vacation Home

Charming 3-bedroom house in lovely Milwaukee near DT and Hospitals

Milwaukee, Wisconsin, United States

Welcome! Enjoy your private stay in this lovely 2 story home with an open floor plan that provides a comfy and spacious living area, with plenty of natural sun light. Master bedroom has a king size bed and dresser. Second bedroom has a queen bed with 2 dressers. Bonus bedroom was converted into a custom California closet with a vanity. Has a brand new twin size blow up mattress.brLinens provided. Smart TV in Living room with large 65in screen. Master TV has Ro-ku. Fenced in backyard with deck. Less than 1 block from Wilson Park. 5 minutes from Mitchell Airport and Downtown. Very close to many Hospitals and medical Centers.

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$173.62

/ Nightly

Private Vacation Home

Vibrant Lower Suite

Milwaukee, Wisconsin, United States

Have fun with the whole family at this stylish home. Newly remodeled 3 bedroom with a private office space. You’ll enjoy the lower suite, with private entrance, three bedrooms, kitchen, full bath and half bath. New sectional, 50” TV with streaming, WiFi, 100% cotton bedding and towels, a kitchen full of perks and appliances. Enjoy a complimentary bottle of wine and continental breakfast.brbrTravel Healthcare Workers Welcomed.brbr ****NO SMOKING IN UNIT****

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Exceptional(1)

$134.52

/ Nightly

Private Vacation Home

Cozy 2-Bedroom Duplex Amazing Milwaukee with AC

Milwaukee, Wisconsin, United States

Stay comfortably in Milwaukee at this 2-bedroom duplex. Marvelous bedroom setup with 1 queen bed and 1 full bed, along with a bathroom featuring a shower and bathtub. Enjoy the cool amenities like heating, iron, and AC. A great place to call homebase while you're away, we hope you enjoy your stay.

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Exceptional(4)

$451.14

/ Nightly

Private Vacation Home

Comfortable & Charming 4BR, near Stadium & Zoo!

Milwaukee, Wisconsin, United States

Discover your perfect getaway in this beautifully renovated Cape Cod, just 6.5 miles from downtown and close to the Zoo, Stadium, and State Fair! ️✨ This 4-bed, 1-bath home boasts stylish rooms, a remodeled kitchen and bath, high-speed internet, a dedicated workspace, and a special kids` room. Walk to Blue’s Egg Café and the famous Gilles Custard for local treats! Perfect for families seeking comfort and fun or vacationers craving easy city access.brbrThis stunning home is perfect for family time and entertaining! The open-concept living room flows seamlessly into a spacious kitchen, complete with an island that seats 8—ideal for meals or casual gatherings.brbrOn the main level, you’ll find two cozy bedrooms featuring a king and queen bed. Upstairs, two more bedrooms await, including a king bed and a fun bunk room. The kids’ room is a dream come true, with a TV, indoor swing, glow-in-the-dark nugget, and plenty of games and toys for endless entertainment.brbrThe main-level bathroom has been recently renovated with modern touches, and the freshly painted basement offers even more space to relax or play.brbrOur hosts are available via the platform messaging system from 8 AM to 10 PM. Feel free to reach out anytime during those hours—we’re happy to help!brbrHoney Creek Parkway is a scenic and peaceful neighborhood in Milwaukee known for its natural beauty and community-oriented atmosphere. The area features the picturesque Honey Creek Parkway, which offers lush green spaces, walking paths, and recreational spots perfect for outdoor activities and relaxation.brbrThe neighborhood is characterized by charming homes, many with classic architectural styles, set along tree-lined streets.brbr* Attention Local Guests: If you`re a local resident, please reach out to us before booking. Unfortunately, we’re unable to accommodate reservations from local guests without prior approval. Feel free to message us with any questions—we’re happy to help! brbr- We want to keep things peaceful, so we don’t allow loud or late-night parties. If your group might have trouble sticking to the quiet hours (10:00 pm to 8:00 am), this might not be the best fit. Thanks for understanding!brbr- Please be aware that a $500 fine will be imposed for smoking inside the property. This fee will be enforced if we receive any complaints from neighbors or if our cleaning team identifies signs of smoking. We appreciate your understanding and cooperation in keeping the property smoke-free. Thank you!br Important Information for Your Staybrbr- Long-Term Stays: Rentals over 30 days require a signed residential lease.brbr- Neighborhood Etiquette: Please be respectful of our neighbors — no loud music or late-night parties.brbr- House Rules:br▪ No shoes or smoking inside the homebr▪ Please don’t tamper with any devices, internet equipment, or exterior camerasbr▪ Any events or outside guests must be approved in advance by the host — additional charges may applybrbr- Guest Count: A nightly fee applies for extra guests to cover additional cleaning and wear.brbr- Pets: Pets are welcome but must not be left unattended.brbr- Energy Use: Turn off all lights, fans, and devices when not in use and before checking out.brbr- Damage or Cleaning Needs: Let us know right away if anything gets damaged or needs special cleaning so we can address it quickly.brbr- Grill Use: Feel free to use the charcoal grill outside. While we don’t provide charcoal or gas, you may use any that previous guests have left behind.br Please monitor the grill at all times and clean it after use.

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$128.71

/ Nightly

Private Vacation Home

2-Bedroom Duplex Styled Home in Serene Milwaukee

Milwaukee, Wisconsin, United States

Experience Milwaukee like a local in this 2-bedroom Duplex. The space features 1 queen bed and 1 twin bed, perfect for a small group of guests. With amenities like an iron, AC, and heating, your stay will be comfortable and convenient. Immerse yourself in the marvelous city of Milwaukee with a stay at our welcoming apartment.

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Exceptional(2)

$100.83

/ Nightly

Private Vacation Home

MONTHLY ONLY. DOCS, TRAVEL NURSES, PROFESSIONALS, RELOCATION! Great location!

Milwaukee, Wisconsin, United States

Home to doctors, travel nurses, and other travel professionals for the past 10 years. This lower duplex is located on a tree-lined street in a residential neighborhood located just four blocks south the beautiful historic homes and gorgeous landscaping of the Washington Highlands (a great area for walking and running). Near Wauwatosa restaurants, cafes, fun shops, grocery stores, and gyms. A 7-12 min drive to downtown, to Summerfest, Fiserv Forum, Miller Park, and Mayfair Mall. 7-10 minutes from the MCW/Froedert/CHW medical complex and a short drive to other hospitals. My goal is to make guests feel at home. so it's fully stocked kitchen (pots, pans, utensils, etc.), quality towels and linens, comfortable furniture (including a Sterns & Foster queen mattress), and everything else you need for an easy and enjoyable stay. The upper and lower duplex have their own laundry rooms in the basement with washers and dryers in each. Please note that guests are expected to respect the quiet enjoyment of upper duplex guests (excessive noise, strong odors, partying, and loud music are prohibited). Being a host is what I enjoy most and I do my very best to be very responsive. If you feel like the home is missing something, please always let me know. I primarily book with placement agencies, hence limited reviews.

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Select Dates for Price

Private Vacation Home

3 bedroom favorite, coveted block

Milwaukee, Wisconsin, United States

The Hoan Hideout is the first floor of 2-unit home in the bustling Milwaukee neighborhood of Bayview! 3 of Milwaukee's most popular watering holes are located right on this block, and the South Shore Terrace/Beachside Beer Garden is just 3 blocks east. Super-easy access to the 794 Hoan Bridge freeway puts you minutes from Summerfest, Discovery World, and the rest of all the excitement the downtown Milwaukee area has to offer. This home has a kid's room, shared laundry, and TVs in each bedroom. This is a mixed use building. There is a 3 BR unit downstairs, a smaller studio unit upstairs, and a commercial property in front. Both rental units share the main entry/mudroom/laundry. Minimum stay is 2 nights, maximum stay is 21 nights.

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Most popular vacation rentals in Milwaukee

$666.71

/ Nightly

Private vacation home

Luxe Brewers Hill Escape • Near Downtown

Milwaukee, Wisconsin, United States

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$635.56

/ Nightly

Private vacation home

The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard

Milwaukee, Wisconsin, United States

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$637.86

/ Nightly

Apartment

Modern Comfort in Historic Milwaukee | Sleeps 8

Milwaukee, Wisconsin, United States

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$639.83

/ Nightly

Private vacation home

A Large Rustic Farmhouse In Bay View, Wisconsin

Milwaukee, Wisconsin, United States

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$660.66

/ Nightly

Private vacation home

Charming Riverfront Home l 4 BR l King Beds I Free Parking I Outdoor Haven

Milwaukee, Wisconsin, United States

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$698.17

/ Nightly

Private vacation home

Downtown Historic Charm with Modern Upgrades

Milwaukee, Wisconsin, United States

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$733.34

/ Nightly

Private vacation home

Large Downtown Home w/ Hot Tub & Huge Backyard

Milwaukee, Wisconsin, United States

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$703.24

/ Nightly

Apartment

Downtown Luxury 2BR Penthouse Loft | Sleeps 8-9

Milwaukee, Wisconsin, United States

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$624.54

/ Nightly

Private vacation home

4 BR Blair House 1890 Duplex- Steps from Brady Street!

Milwaukee, Wisconsin, United States

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$680.53

/ Nightly

Private vacation home

The Prospect Mansion & Gallery -great for weddings

Milwaukee, Wisconsin, United States

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Vacation Home Rentals By Owner In Milwaukee, WI

$228.0

$355.97

$225.15

$622.52

$173.62

$134.52

$451.14

$128.71

$100.83

Rent a place that suits your needs

Most popular vacation rentals in Milwaukee

$666.71

$635.56

$637.86

$639.83

$660.66

$698.17

$733.34

$703.24

$624.54

$680.53

Most Popular Cities in Wisconsin