Photo by Danielle Hoffman

Search Greenfield Cottage Rentals

    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

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Greenfield Cottages

Black sheep cottage! Charming 2-bedroom cottage in peaceful West Allis
Cozy attic retreat with a large mirror, bedside table, and a comfortable bed.

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

10.0 out of 10, Exceptional, (2)
"Clean property, lots of room. Walkable area, owner nearby. Very nice place."
Black sheep cottage! Charming 2-bedroom cottage in peaceful West Allis
Cottage near Mt. Mary College
Enjoy cooking in this kitchen with a dishwasher, compact sink, and stylish faucet.

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
2 Mi to Dtwn Milwaukee: Family Home w/ Yard
House (4 Bedrooms) | 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!
House (4 Bedrooms) | Interior

Milwaukee Home < Half Mi to Lake Michigan!

3.0 star property
Milwaukee Home < Half Mi to Lake Michigan!
Lake Nagawicka Home - 2 Blocks to Boat Launch
House (3 Bedrooms) | Interior

Lake Nagawicka Home - 2 Blocks to Boat Launch

3.0 star property
Lake Nagawicka Home - 2 Blocks to Boat Launch
Milwaukee Home w/ Fire Pit ~ 8 Mi to Lake Michigan
House (2 Bedrooms) | 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
Private 1BR Cottage with City Views
Paper towels

Private 1BR Cottage with City Views

10.0 out of 10, Exceptional, (2)
"Very comfortable place. Great host. Close to a lot. We parked our car on the street and walked, scootered, and Lyfted most places. "
Private 1BR Cottage with City Views
Modern style with nature around, a perfect vacation home
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and sleek cabinetry.

Modern style with nature around, a perfect vacation home

9.4 out of 10, Exceptional, (6)
"The property was beautiful and clean. Thank Amir for a great experience. "
Modern style with nature around, a perfect vacation home
Updated Milwaukee Home, 3 Mi to Lake Michigan!
Relax on the porch with a sofa and small table, taking in the view of the surrounding neighborhood.

Updated Milwaukee Home, 3 Mi to Lake Michigan!

3.0 star property
Updated Milwaukee Home, 3 Mi to Lake Michigan!
Milwaukee Vacation Rental: 6 Mi to City Center!
Stroll up to this charming two-story home with a welcoming front porch and a small deck.

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
Traditional building with a covered porch featuring a sofa and wicker chairs.

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!
Kitchen features a large island with a refrigerator, stove, and oven, surrounded by white cabinetry and stainless steel appliances.

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!
MKE Pleasure Paradyz - BDSM - Adult Themed Cottage
Smart TV

MKE Pleasure Paradyz - BDSM - Adult Themed Cottage

MKE Pleasure Paradyz - BDSM - Adult Themed Cottage
7 Mi to Historic Third Ward: Home in Lincoln Park!
House (3 Bedrooms) | 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!
Walkable Thiensville Retreat Near Hiking!
Relax in a spacious living area with a comfortable armchair and a view into the adjacent kitchen.

Walkable Thiensville Retreat Near Hiking!

3.0 star property
Walkable Thiensville Retreat Near Hiking!
Pet-friendly Home - 6 Mi to Downtown Milwaukee!
House (4 Bedrooms) | Interior

Pet-friendly Home - 6 Mi to Downtown Milwaukee!

3.0 star property
Pet-friendly Home - 6 Mi to Downtown Milwaukee!
Charming Racine Home - Walk to Lake Michigan!
Relax in a serene backyard setting with a deck, gazebo, and large tree, perfect for outdoor dining or gatherings.

Charming Racine Home - Walk to Lake Michigan!

3.0 star property
Charming Racine Home - Walk to Lake Michigan!
6 Mi to Summerfest Park: Home w/ Game Room!
Enjoy cooking in this well-lit kitchen with a central island and appliances.

6 Mi to Summerfest Park: Home w/ Game Room!

3.0 star property
6 Mi to Summerfest Park: Home w/ Game Room!
Comfortable Milwaukee Abode ~ 10 Mi to Downtown!
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and coffee maker.

Comfortable Milwaukee Abode ~ 10 Mi to Downtown!

3.0 star property
Comfortable Milwaukee Abode ~ 10 Mi to Downtown!
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
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Greenfield Hotel Reviews

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

10/10 Excellent
"Right in the heart of downtown. Walkable to Lake Michigan. Lots of dining options. "
Cary 2-night trip
Posted 7 hours ago
Drury Plaza Hotel Milwaukee Downtown