Holiday rentals in Milwaukee
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Top-rated holiday rentals in Milwaukee
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Belleview House: Hot Tub, Backyard, Fire Table
Welcome to Belleview House, a delightful pet-friendly 3-bedroom home nestled in the heart of the vibrant Murray Hill/East Side neighborhood. We have renovated and redecorated the entire home and backyard (November 2025)! ✔ Hot Tub - closed during quiet hours ✔ Fast Wi-Fi ✔ Workspace ✔ Smart TVs ✔ Comfy king, queen, and twin beds ✔ Fenced Backyard with outdoor fire table ✔ Lawn bowling, horseshoe & cornhole ✔ Outdoor dining table ✔ 0.9 mi to Bradford Beach on Lake Michigan ✔ Stocked kitchen
Beautiful Bay View MKE Flat - w/parking!
This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.
WeilHaus: A Cozy Urban Retreat
Welcome to our WeilHaus (we pronouce that "wheel" in Milwaukee). This cozy 2-bed apartment is centrally located on the southern end of Riverwest, close to the East Side, freeways, downtown, parks, bike trails and all the hip neighborhood goodness that Riverwest has to offer you. WeilHaus is one unit in a four-unit building with tons of old-fashioned charm. Enjoy a colorful, stylish retreat, with special books to read, art to enjoy, and thoughtful touches everywhere to help you feel at home.
Adorn Abode
Charming upper level hygge bungalow (2 unit home total). Ten minutes from anywhere. Tucked away in the quiet village of West Milwaukee. Full of natural light and curated vintage decor. Walking distance to a few restaurants and bars, as well as the American Family Field. Enjoy a cocktail on the front balcony and watch the sunset while indulging in a classic vinyl collection. Small balcony off of the kitchen to watch the sunrise and enjoy a cup of coffee. Perfect for adventuring or relaxing.
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!
Bright Eastside MKE cottage w/ FREE Parking
Welcome to our peaceful little cottage in the heart of Milwaukee. This adorable 2 bedroom, 1 bathroom home will meet all of your needs with 1 king bed, 1 queen bed, a fully stocked kitchen, wifi, driveway for off street parking, and bikes to use on the nearby Oak Leaf Trail. This is the perfect place to enjoy the friendly city of Milwaukee with a comfortable place to sleep at the end of the day. Enjoy all of the restaurants and shops on the Eastside of Milwaukee.
1BR Historic Loft • Walkable + Free Parking
Welcome to your stylish Milwaukee retreat! This 1BR loft blends historic Cream City charm with modern comfort. Soaring 15-ft ceilings, exposed brick, and oversized windows create a bright, open space. Enjoy a spacious king bed, fully stocked kitchen, and free off-street parking — rare in this neighborhood. Walk to the Third Ward, Walker’s Point, and Milwaukee’s best restaurants, breweries, shops, and the vibrant riverfront. Perfect for both work and play.
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.
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. We just recently added a new hot tub!
Historic Lower East Side Apartment with Lake Views
This is one unit in a historical mansion with lake views! Layout is shotgun, open concept with a SMALL functional kitchen. Definitely gives off a pied-à-terre vibe. You have direct access to the back patio and a dedicated parking space around the corner. This unit is in the heart of the lower east side- close to the art museum, cathedral square, Brady st, 3rd ward, as well as the best restaurants and bars in MKE .
MKE#205 -Milwaukee's Prize near Fiserv/3rd Ward/DT
Enjoy your new home along historic Wisconsin Avenue; Just 100 feet from the river. Plankinton Clover features wood flooring, stainless steel appliances, quartz counter tops, in-unit washer and dryers, and high ceilings. Community amenities include a fitness center with on-demand workout classes, a club room, skywalk connection, 1 parking space provided, and access to 3rd Street Market Hall!
Lakeview Downtown Milwaukee Condo
This charming one bedroom offers a full kitchen, king bed, private full bathroom, dining and living room area. Conveniently located in Milwaukee's East Side - close proximity to lake paths and trails, Juneau park, Brady Street, Fiserv Forum, the Art Museum and Summerfest grounds! Stay here and start your day with a beautiful sunrise in one of the best locations Milwaukee has to offer.
Popular amenities for Milwaukee holiday rentals
Other great holiday rentals in Milwaukee
Private East Side Milwaukee flat with fenced yard
Our Cozy Bay View Bungalow Getaway
2Bdrm home next to Humboldt Park
Walkable, Clean, Downtown and yet so quiet!
Riverside SkySuite | Chic • Bright • Free Parking
Tranquil Storybook Cottage near UWM
NEW! Cream City Flat - 5 Star Location, Fire Table
Clock Tower Loft Close to Key Attractions
When is the best time to visit Milwaukee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £79 | £79 | £86 | £86 | £93 | £105 | £114 | £105 | £91 | £94 | £90 | £90 |
| Avg. temp | -4°C | -3°C | 3°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 12°C | 5°C | -1°C |
Frequently Asked Questions
What are the best places to stay in Milwaukee?
Visitors frequently choose the Historic Third Ward for warehouse-style lofts and lively markets, while the East Side is known for walkable dining and lakefront access. The Bay View neighborhood is popular for its creative energy and local music venues.
What are the best things to do in Milwaukee with kids?
Families often explore the Milwaukee County Zoo, enjoy interactive exhibits at Discovery World, or wander the Milwaukee Public Museum. Lakefront parks also have play spaces for children to enjoy.
What are some of the best things to do in Milwaukee?
Discover the Harley-Davidson Museum, stroll through the Milwaukee Art Museum, or enjoy the Public Market in the Historic Third Ward. The city’s lakefront trails and riverwalk provide relaxing spaces to unwind.
How is the weather in Milwaukee?
Milwaukee has cold winters, with temperatures often around 17–31°F (−8–−1°C) in January, and mild to warm summers, reaching 65–82°F (18–28°C) in July. Spring and fall bring moderate temperatures and changing lake breezes.
What are the best places to visit in Milwaukee?
The Milwaukee Art Museum’s striking architecture, the Historic Third Ward’s shops, and the Harley-Davidson Museum are frequently suggested highlights. For fresh air, explore the city’s scenic lakefront and botanical gardens.
What are some hiking trails in Milwaukee?
Explore lakeside paths in Veterans Park, wooded trails at Havenwoods State Forest, or take a walk on the Oak Leaf Trail, which loops through natural areas and neighborhoods. These trails are well-suited for both brisk walks and casual strolls.
What are some family activities we can do in Milwaukee?
Families frequently visit Discovery World for hands-on science, tour the Milwaukee Public Museum, or spend time at the Milwaukee County Zoo. Outdoor playgrounds and seasonal lakefront activities also draw visitors with children.
What are some of the best day trip ideas from Milwaukee?
Consider exploring the lakeshore towns known for artisan shops, hiking forests just outside Milwaukee, or historic sites in nearby communities. Many travelers enjoy sunsets along Lake Michigan or excursions to local state parks.
Are there any pet friendly accommodations available in Milwaukee?
Milwaukee has a variety of pet friendly rentals, especially in neighborhoods like Bay View, the East Side, and Walker’s Point. Several parks and river trails make outings with dogs accessible and enjoyable.
What are some local tips for visiting Milwaukee?
Locals suggest dressing in layers due to shifting lake breezes, especially near the waterfront. Sampling local coffee, supporting neighborhood markets, and attending a fish fry are frequent recommendations for an authentic experience.
What is Milwaukee known for?
Milwaukee is known for its brewing heritage, vibrant festivals, and lakefront setting. The city’s museums, longstanding German and Polish culinary influences, and motorcycle culture draw visitors with diverse interests.
What are the best hidden gems to explore in Milwaukee?
Many enjoy exploring Black Cat Alley’s street art murals, smaller galleries in Riverwest, or the tranquil Lynden Sculpture Garden just outside the city. The North Point Lighthouse often attracts those interested in local history and views.
What are the best foods to try in Milwaukee?
Try locally rooted dishes like cheese curds, bratwurst, and frozen custard, along with Friday night fish fry traditions found in many neighborhoods. German-inspired pastries and craft beers are also frequently suggested.
What should I bring for a trip to Milwaukee?
Pack clothing for changing temperatures, including a light jacket even in summer due to lake breezes. Comfortable shoes work well for walking neighborhoods or exploring local parks, and an umbrella can come in handy during spring and autumn showers.
What is the nightlife in Milwaukee like?
Milwaukee has lively venues with live music, comedy, and diverse dance floors, especially in neighborhoods like Walker’s Point and the East Side. Breweries, late-night cafés, and intimate cocktail spots add to the city’s evening atmosphere.
What are the most popular events or festivals in Milwaukee?
Milwaukee’s most popular events include Summerfest in early summer, local ethnic and cultural festivals along the lakefront, and the Wisconsin State Fair in late summer. Seasonal events around major holidays and the Milwaukee Film Festival are also frequently celebrated.
Are there family friendly vacation rentals in Milwaukee?
Milwaukee has many family friendly places to stay, especially in walkable neighborhoods such as the East Side, Bay View, and near the Historic Third Ward. Spaces with multiple bedrooms and access to parks are often available.
When is the best time to visit Milwaukee?
Late spring through early fall is often recommended for warmer temperatures, outdoor events, and lake activities. Autumn has colorful foliage and inviting local festivals, while winter draws those interested in indoor museums or winter sports.
Quick stats about holiday rentals in Milwaukee
Total holiday rentals
Explore 2,300 holiday rentals in Milwaukee
Nightly prices starting at
Milwaukee holiday rentals start at £7 per night before taxes and fees
Verified guest reviews
Over 112,850 verified reviews to help you choose
Family-friendly holiday rentals
1,460 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 790 rentals that welcome pets
Holiday rentals with a pool
40 properties feature pools
Rentals with dedicated workspaces
1,320 properties have a dedicated workspace
Wifi availability
2,260 of Milwaukee holiday rentals include wifi access
Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Milwaukee rentals
4.8 Average rating
Milwaukee stays are highly rated by guests – averaging 4.8 out of 5!
Nearby attractions
Milwaukee’s top spots include Milwaukee County Zoo, Harley-Davidson Museum and Milwaukee Art Museum
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- Six Flags Great America
- Alpine Valley Resort
- Kohler-Andrae State Park
- Wilmot Mountain Ski Resort
- Erin Hills Golf Course
- Illinois Beach State Park
- Milwaukee County Zoo
- Milwaukee Public Museum
- Bradford Beach
- Baird Center
- Sunburst
- Discovery World
- Riverside Theater
- Blackwolf Run Golf Course
- Marquette University
- Little Switzerland Ski Area
- American Family Field
- Betty Brinn Children's Museum
- Fiserv Forum
- Holy Hill National Shrine of Mary
- Lake Park
- Gurnee Mills
- Lake Geneva Cruise Line
- South Shore Park