Search Cottages in Greendale

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec
In four months
16 Jan - 18 Jan
Black sheep cottage! Charming 2-bedroom cottage in peaceful West Allis
Exterior

Black sheep cottage! Charming 2-bedroom cottage in peaceful West Allis

10.0 out of 10, Exceptional, (6)
Black sheep cottage! Charming 2-bedroom cottage in peaceful West Allis
2 Mi to Dtwn Milwaukee: Family Home w/ Yard
Interior

2 Mi to Dtwn Milwaukee: Family Home w/ Yard

3.0 star property
2 Mi to Dtwn Milwaukee: Family Home w/ Yard
Milwaukee Home < Half Mi to Lake Michigan!
Front of property

Milwaukee Home < Half Mi to Lake Michigan!

3.0 star property
Milwaukee Home < Half Mi to Lake Michigan!
Milwaukee Home w/ Fire Pit ~ 8 Mi to Lake Michigan
Interior

Milwaukee Home w/ Fire Pit ~ 8 Mi to Lake Michigan

3.0 star property
Milwaukee Home w/ Fire Pit ~ 8 Mi to Lake Michigan
Updated Milwaukee Home, 3 Mi to Lake Michigan!
Terrace/patio

Updated Milwaukee Home, 3 Mi to Lake Michigan!

3.0 star property
Updated Milwaukee Home, 3 Mi to Lake Michigan!
Cottage near Mt. Mary College
Exterior

Cottage near Mt. Mary College

2.5 star property
10.0 out of 10, Exceptional, (16)
"Conveniently located, clean, easy to check into, had everything we needed. "
Cottage near Mt. Mary College
Private 1BR Cottage with City Views
Outdoor dining

Private 1BR Cottage with City Views

10.0 out of 10, Exceptional, (3)
"Wonderful cottage in a great spot. Host was very responsive. "
Private 1BR Cottage with City Views
Novel Nest Cozy Retreat
Dining

Novel Nest Cozy Retreat

Novel Nest Cozy Retreat
Milwaukee Vacation Rental: 6 Mi to City Center!
Exterior

Milwaukee Vacation Rental: 6 Mi to City Center!

3.0 star property
Milwaukee Vacation Rental: 6 Mi to City Center!
Historic Brookfield Farm Home ~ 14 Mi to Milwaukee
Interior

Historic Brookfield Farm Home ~ 14 Mi to Milwaukee

3.0 star property
8.0 out of 10, Very good, (1)
"The"
Historic Brookfield Farm Home ~ 14 Mi to Milwaukee
Walk to Parks + Bunzel's Market: Milwaukee Home!
Interior

Walk to Parks + Bunzel's Market: Milwaukee Home!

3.0 star property
10.0 out of 10, Exceptional, (2)
"The property was very inviting. I was comfortable and felt like I was at home kinda. I was visiting family and they stopped by and loved the property as well. Loved everything about the house. Some times the pictures and the places do not match but they did."
Walk to Parks + Bunzel's Market: Milwaukee Home!
7 Mi to Historic Third Ward: Home in Lincoln Park!
Interior

7 Mi to Historic Third Ward: Home in Lincoln Park!

3.0 star property
7 Mi to Historic Third Ward: Home in Lincoln Park!
MKE Pleasure Paradyz - BDSM - Adult Themed Cottage
Smart TV

MKE Pleasure Paradyz - BDSM - Adult Themed Cottage

MKE Pleasure Paradyz - BDSM - Adult Themed Cottage
Boho Art cottage in hip Bay View, Milw neighborhood- 3bed, Sauna, Hot Tub
Property grounds

Boho Art cottage in hip Bay View, Milw neighborhood- 3bed, Sauna, Hot Tub

Boho Art cottage in hip Bay View, Milw neighborhood- 3bed, Sauna, Hot Tub
Charming Racine Home - Walk to Lake Michigan!
Exterior

Charming Racine Home - Walk to Lake Michigan!

3.0 star property
Charming Racine Home - Walk to Lake Michigan!
Updated Cabin on 7 Acres - Day Trip to Lake Geneva
Interior

Updated Cabin on 7 Acres - Day Trip to Lake Geneva

3.0 star property
Updated Cabin on 7 Acres - Day Trip to Lake Geneva
Pet-friendly Home - 6 Mi to Downtown Milwaukee!
Interior

Pet-friendly Home - 6 Mi to Downtown Milwaukee!

3.0 star property
Pet-friendly Home - 6 Mi to Downtown Milwaukee!
Riverfront Retreat ~ 4 Mi to Downtown Milwaukee!
Outdoor dining

Riverfront Retreat ~ 4 Mi to Downtown Milwaukee!

3.0 star property
Riverfront Retreat ~ 4 Mi to Downtown Milwaukee!
Cozy Milwaukee Home: 3 Mi to Whitefish Bay!
Exterior

Cozy Milwaukee Home: 3 Mi to Whitefish Bay!

3.0 star property
Cozy Milwaukee Home: 3 Mi to Whitefish Bay!
Milwaukee Vacation Rental ~ 7 Mi to Lake Michigan
Exterior

Milwaukee Vacation Rental ~ 7 Mi to Lake Michigan

3.0 star property
Milwaukee Vacation Rental ~ 7 Mi to Lake Michigan
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Greendale Hotel Reviews

Hilton Milwaukee

Hilton Milwaukee

10/10 Excellent
"Great "
Stoyan 1-night trip
Posted 3 hours ago
Hilton Milwaukee

Find out more about Greendale

Find out more about Greendale

Greendale Cottages information

Number of reviews
25
Accommodation
30 Cottages
Lowest Price
Highest Price

Frequently asked questions

Why book your cottage in Greendale with Expedia?
We think that holidays should be simple, so if you're chasing cottages in Greendale at the perfect price, Expedia has got you covered. Keep costs down and select a cheap option far away from the city rush, or book a 5-star cottage to spoil your favourite people.
How can I find cheap cottages in Greendale?
Expedia is here to help you look for cheap cottages in Greendale. To discover your perfect stay in just a few keystrokes, use our convenient filter tool to tailor your search results by star rating, budget and amenities.

Explore a world of travel with Expedia

Explore a world of travel with Expedia