
House holiday rentals in Greendale
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Top-rated house rentals in Greendale
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Pet-Friendly Retreat•Sleeps 8•Huge Yard•Fire pit
Wake up to sunrise over a peaceful backyard and enjoy your morning coffee on the private balcony. Evenings are perfect by the fire pit under a starry sky. Just a 5 minute drive from Pewaukee Lake Pet-friendly home with a large yard and fire pit - ideal for relaxing and spending time together. Open-concept living, kitchen, and dining area creates a warm, inviting space to gather. Sleeps up to 8 and is best suited for small families or close-knit groups who prefer a more cozy, intimate layout.

★Cozy Beach Themed Home★2 Beds★Spacious Parking★
Cozy and quaint two bedroom beach themed home located in the heart of West Allis. Close to public transportation and a few minutes driving to State Fair Park, Milwaukee County Zoo, Potawatomi Hotel & Casino, bars, restaurants, and more! Peaceful and quiet residential spot with plenty of parking on premises (up to 3 cars.) Amenities include: Spacious Parking, Smart TV, WiFi, Self Check in, Fresh Sheets & Towels, Hairdryer, Fully Stocked Kitchen, Washer & Dryer, Reading Material and much more!

Gorgeous Bayview 2Story Loft w/Upper Deck/Firebowl
Located right on South Shore Park with views of Lake Michigan. Just a 3 minute walk to South Shore Beach and the Oak Leaf Trail, and just a 6 minute drive to downtown Milwaukee. This two story treetop loft occupies the upper two levels of a large historic house and has a large 400 sqft 2nd story deck overlooking the park and lake with a 4' natural gas fire bowl. Also features indoor bioethanol fireplace and full bar with a wine-chiller. The perfect place to kick back and relax with friends!

West Allis Oasis
Welcome to our cozy 2-bedroom, 1-bathroom home on a quiet street in a fantastic neighborhood. Dog-friendly and perfect for families or solo travelers, enjoy easy access to I-94 and the State Fair Park just a few blocks away. Our home offers a peaceful retreat with comfortable furnishings, a fully equipped kitchen, cozy bedrooms, and large fenced in yard. Relax and unwind in a tranquil environment after a day of exploring. Book your stay today for the perfect blend of comfort and convenience!

Funky 2BR in Prime Bay View - w/ Parking
Perfectly located on the main strip of KK in MKE's eclectic Bay View directly next to restaurants and bars. Minutes from downtown, Summerfest, art museum. You’ll have the entire first floor of this sunny duplex. Stylishly designed - 2 bedrooms with Casper mattresses, a bright kitchen with seating area, record player, a work space in the master, and a comfy living room with a smart TV. The space has a small backyard area, an in-unit washer & dryer as well as 1 off-street parking space.

Historic Brewery Tied-House in Bayview (Sleeps 12)
Luxury renovated Airbnb sleeping up to 12 via 5 bedrooms (2 King suites). Soaring ceilings and 100% hardwood floors. You’ve never stayed in a building like this! Originally a historic Schlitz brewery “tied-house” with brick exterior and unique castle spindle. Perfect for family stays, wedding parties, friend vacations, or group travel. Blocks from bars, restaurants, and wedding venues. We also host another 5BR/3BA called "The Quincy" in the neighborhood: http://airbnb.com/h/thequincy

The Stallis Palace
Discover modern comfort in this 3BR, 1.5BA gem in central West Allis, WI. Spacious and fully furnished, enjoy craftsman woodwork, modern decór, and an abundance of light flooding through oversize windows. Walk to shops, dining, and nightlife. Within 5 miles of several major regional medicals centers! Master BR with office, porch, and outdoor dining area. Local, experienced hosts, ultra high-speed internet, and smart TVs make this the perfect blend of style and convenience. Book today!

Designer Cottage-Parking, Patio, & New Kitchen
LOCATION, LOCATION! • Fast Fiber Internet TIME (MIN) 5-10 McCarty Park (Water Park, Trails, B-Ball Court) STATE FAIR TOSA 10-15 Brewers, Bucks Harley, 3rd Ward Breweries, Zoo ATTN MEDICAL Near All Hospitals PRIVATE PATIO & FENCED-BACKYARD • Seating for 4 w/ table • 🐶 can roam • Safe & secure kids play • Space for games & bags SAFE PARKING • Allows 2-4 vehicles inc. trucks & boats • 100FT off street • driveway widens LAUNDRY • W&D • Pods & D-Sheets • Util. Sink • Iron+Board

Relax close to everything in Milwaukee
Ranch Style home in a quiet Neighborhood. You will feel at home and comfortable! The home is well maintained and very clean. In the winters you could cozy up to a nice fire upstairs and relax with a glass of wine. Downstairs is a second fireplace you have going and play a game of pool. In The summer you can enjoy the three seasons room, with looking a cup of coffee and look at the planted flower garden. Close to the Wauwatosa village down town. Even closer to Elm Grove Village.

Spacious Family Retreat w Hot Tub & Movie Lounge
🏡Large Milwaukee retreat offering 2,157 sq ft of modern comfort, ideal for families, groups, and business travelers. Thoughtfully designed for comfort and togetherness, this home features modern interiors, spacious living areas, and carefully selected amenities for a relaxing and seamless stay. Whether you’re unwinding after a busy day or making memories with loved ones, it offers the ideal mix of comfort, convenience, and enjoyable city living.

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.

Upgraded! 4BR in Milwaukee near Airport & Downtown
Bring the whole family to this upgraded home with lots of room for fun. Located directly across the street from Warnimont Golf Course & Lake Michigan, this home has plenty to do and see. The large, fenced in yard is perfect for your pets to run around. It's the perfect place to stay in Milwaukee! 12 mins to General Mitchell Airport, 14 mins to downtown, 16 mins to American Family Field and Fiserv Forum, 13 mins to Henry Maier Festival Park.
Popular amenities for Greendale house rentals
House rentals with a pool

Brewers Hill Gem w/hot tub & seasonal shared pool

Vacation home: heated inground pool on 4+ acres

Nautical Splash Pad! Pool and Hot Tub

Luxury 5BR | Indoor Pool + Theater | Sleeps 12+

7 1/2 Acre Private Estate w/inground pool, hot tub

Bridgerton Themed House/Very Spacious/4bd 3bath

The Peacock Place w/ Shared Seasonal Outdoor Pool

Close to Lake with Great Ammenities & Breakfast!
Weekly house rentals

Spacious 4 Bedroom Bungalow

2Bdrm home next to Humboldt Park

Beautiful Oak Creek house

Quiet Retreat in Morgan Heights|Sleeps 6|1.5 bath

3 Bedroom, 2 bath home, with gazebo By stadium

House in Alverno Neighborhood

Cozy, Cute, & Clean !

Comfortable 3-Bedroom Lower Duplex Unit
Private house rentals

Long Lake Retreat - Cottage in Burlington, WI

Stylish Home w/ Bar | Coffee Room | 4 King Beds

Tosa Boho Inn - Modern + No Service/Cleaning Fee!

Cozy home near airport

South Shore Guesthouse

Quiet Tosa Gem| 5 Min to Brewers & Zoo |Sleeps 10

Family friendly, Private Patio, Walkable, Quiet

Century House for Family Retreat
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Detroit Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Windsor Holiday rentals
- Traverse City Holiday rentals
- Ann Arbor Holiday rentals
- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Milwaukee County Zoo
- Naval Station Great Lakes
- Baird Center
- Milwaukee Public Museum
- Bradford Beach
- Riverside Theater
- Discovery World
- Marquette University
- Lake Geneva Public Library
- Gurnee Mills
- American Family Field
- Fiserv Forum
- South Shore Park
- Pabst Mansion
- Lake Geneva Cruise Line
- Betty Brinn Children's Museum
- Lake Geneva Ziplines & Adventures
- Atwater Park
- Holy Hill National Shrine of Mary
- Mitchell Park Horticultural Conservatory





