
House vacation rentals in Greendale
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Top-rated house rentals in Greendale
Guests agree: these houses are highly rated for location, cleanliness, and more.

Best stay for Brewers/AmFam private home w/parking
Private home- no shared spaces with owners or other groups. Ultra clean, stylish yet cozy 3 bedroom home with mid century modern retro decor. Sleeps up to 8 in 3 bedrooms- incl. rollaway beds. Brewers stadium/AmFam Field 2 mi. away (free shuttle 1 block away). Downtown - Fiserv Forum, Rave, Wis. Ctr, Lakefront, Summerfest, Zoo, Med College, Casino within 5 mi. Please no smoking indoors, no pets, no parties, no more than 8 ppl allowed onsite without permission. Free parking in long driveway.
LocationValueAir conditioning
4.98 out of 5 average rating, 250 reviews
The Cozy Coop | Private Upstairs Retreat | Sleep 8
Wake up to sunrise over a peaceful backyard and enjoy your morning coffee off the balcony. Evenings are perfect by the fire pit under a starry sky. Just 5 minutes from Pewaukee Lake This private upper level comes with a large fenced in yard - 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.
LocationValueBathroom
4.92 out of 5 average rating, 212 reviews
West Allis Oasis
Come stay with us at West Allis Oasis in West Allis, WI, bring your pets too! Your 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. Book your stay today for the perfect blend of comfort and convenience!
LocationFamilyParking
4.88 out of 5 average rating, 134 reviews
Entire Wauwatosa Home!
Private, Renovated Home in Wauwatosa w/ Master Bedroom Suite, Workspace, Free Parking, Full Kitchen & Fitness Area 6 guests, 4 beds, 3 bedrooms, 2 full baths In walking distance of local restaurants & bars Near Hospitals 3.6 mi to State Fair Park 4.6 mi to Fiserv Forum 6.3 mi to Miller High Life Theater 6.9 mi to Summerfest Grounds -Washer & Dryer -WIFI -Smart TV -Fitness bike & equipment -Coffee bar -Towels -Toiletries -Dishes, Dishwasher -Games -Security System -Fenced Yard
FamilyLocationCleanliness
4.89 out of 5 average rating, 127 reviews
Spacious Ranch Home Oak Creek close to Airport
Chalet style ranch home is fully furnished and offers 2400 square feet of private usable space. The 3 bedrooms, living room, dining room, family room, 1 1/2 bathrooms, kitchen, and kitchen table area are all located on one floor. You will love waking up in the morning in this quiet suburban neighborhood and looking out the many windows at the park across the street. Close to the heart of Oak Creek Drexel Town Square, 4.6 miles from the airport, & 15 minutes from Downtown Milwaukee.
ValueLocationCondition
4.87 out of 5 average rating, 113 reviews
★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, and restaurants! Peaceful and quiet residential spot with plenty of parking on premises. Amenities include: Spacious Parking, TV with Hulu & HBO Max, WiFi, Self Check in, Fresh Sheets & Towels, Hairdryer, Fully Stocked Kitchen, Washer & Dryer, Reading Material, and much more!
FamilyValueWalkability
4.8 out of 5 average rating, 194 reviews
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
FamilyValueGrill
4.81 out of 5 average rating, 209 reviews
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.
FamilyLocationKitchen
4.93 out of 5 average rating, 120 reviews
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.
LocationFamilyBathroom
4.98 out of 5 average rating, 221 reviews
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.
FamilyValueTV
4.96 out of 5 average rating, 170 reviews
The Little Gray House
The Little Gray House is better than ever! This spring we completed many upgrades inside and out - check out our photos! We've got a few small openings left this summer, maybe they work for you? Time to book for fall and winter holidays so you can get in on the best little Airbnb around! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!
ValueLocationOutdoor spaces
5.0 out of 5 average rating, 321 reviews
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.
ValueLocationTV
4.95 out of 5 average rating, 262 reviewsPopular amenities for Greendale house rentals
House rentals with a pool

Rosie’s Eastside Garden Bungalow
LocationValueAccuracy
4.97 out of 5 average rating, 123 reviews
Brewers Hill Gem w/hot tub & seasonal shared pool
ValueLocationTV
4.93 out of 5 average rating, 200 reviews
Close to Lake with Great Ammenities & Breakfast!
LocationValueBathroom
4.78 out of 5 average rating, 171 reviews
Private Pool/ Private Backyard Oasis!
ValueFamilyCondition
4.92 out of 5 average rating, 53 reviews
7 1/2 Acre Private Estate w/inground pool, hot tub
LocationFamilyComfort
4.85 out of 5 average rating, 82 reviews
Greendale Estate
New place to stay
Exclusive Milwaukee Home
ValueLocationKitchen
4.94 out of 5 average rating, 53 reviews
HARLEY RIDERS WELCOME!! 30min from all dealers
Weekly house rentals

Lakeside Retreat
LocationValueWifi
4.96 out of 5 average rating, 103 reviews
Family friendly, Private Patio, Walkable, Quiet
ValueLocationQuiet
4.9 out of 5 average rating, 107 reviews
Funky Bay View 2BR on KK + Parking & Backyard
FamilyLocationParks
4.92 out of 5 average rating, 162 reviews
Near to all Milwaukee favorites/ Free Parking/WiFi
ValueLocationCheck-in
4.94 out of 5 average rating, 276 reviews
A Showplace of Greendale History on Apple Court
FamilyLocationNearby
5.0 out of 5 average rating, 76 reviews
Cozy, historic home in walkable Greendale village
FamilyLocationSleep quality
4.95 out of 5 average rating, 40 reviews
Designer Home in Walkable Historic Greendale
ValueLocationBathroom
4.7 out of 5 average rating, 91 reviews
The Rawson House
FamilyLocationCheck-in
4.98 out of 5 average rating, 64 reviewsPrivate house rentals

Bright & Quiet 2BR | Parking | Airport & Bay View
LocationValueCondition
5.0 out of 5 average rating, 23 reviews
Cozy Dog Friendly Home Near Airport & Downtown
ValueLocationIndoor spaces
4.99 out of 5 average rating, 81 reviews
Spacious 4 Bedroom Bungalow
LocationFamilyCondition
5.0 out of 5 average rating, 54 reviews
Lake Michigan Views • Private Cedar Sauna
ValueLocationCheckout
5.0 out of 5 average rating, 66 reviews
Cozy home near airport
FamilyLocationGetting around
4.9 out of 5 average rating, 69 reviews
Cozy 2-Bedroom Apartment upper unit in west allis
ValueLocationQuiet
4.67 out of 5 average rating, 15 reviews
Lake Michigan Romantic Getaway
FamilyLocationView
4.72 out of 5 average rating, 43 reviews
House in Alverno Neighborhood
FamilyLocationCheckout
4.99 out of 5 average rating, 96 reviewsDestinations to explore
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