Search Cottages in Waukesha

Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 33 Cottages in Waukesha with updated reviews, rates, and availability.

Cottage near Mt. Mary College
Fridge, microwave, oven, stovetop

Cottage near Mt. Mary College

2.5 star property
10.0 out of 10, Exceptional, (15)
"Great place for a weekend getaway. Quiet neighborhood and had everything we needed for a relaxing stay. Easy driving to downtown and other areas of interest. "
Cottage near Mt. Mary College
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!
Black sheep cottage! Charming 2-bedroom cottage in peaceful West Allis
2 bedrooms, iron/ironing board, travel crib, WiFi

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

Black sheep cottage! Charming 2-bedroom cottage in peaceful West Allis
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!
Interior

Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!

3.0 star property
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!
Private 1BR Cottage with City Views
Paper towels

Private 1BR Cottage with City Views

Private 1BR Cottage with City Views
Modern style with nature around, a perfect vacation home
Private kitchen

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
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
Spacious Getaway w/ Boat Dock in East Troy!
Interior

Spacious Getaway w/ Boat Dock in East Troy!

3.0 star property
Spacious Getaway w/ Boat Dock in East Troy!
Milwaukee Home w/ Fire Pit ~ 8 Mi to Lake Michigan
TV, books

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

3.0 star property
Milwaukee Home w/ Fire Pit ~ 8 Mi to Lake Michigan
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!
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!
Lake Nagawicka Home - 2 Blocks to Boat Launch
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Lake Nagawicka Home - 2 Blocks to Boat Launch

3.0 star property
Lake Nagawicka Home - 2 Blocks to Boat Launch
Historical Log Cabin on 80 Acres in Hartford!
Interior

Historical Log Cabin on 80 Acres in Hartford!

3.0 star property
Historical Log Cabin on 80 Acres in Hartford!
Updated Cabin on 7 Acres - Day Trip to Lake Geneva
Miscellaneous

Updated Cabin on 7 Acres - Day Trip to Lake Geneva

3.0 star property
Updated Cabin on 7 Acres - Day Trip to Lake Geneva
Cozy Cedarburg House - Walk to Historic Downtown!
Interior

Cozy Cedarburg House - Walk to Historic Downtown!

3.0 star property
Cozy Cedarburg House - Walk to Historic Downtown!
6 Mi to Summerfest Park: Home w/ Game Room!
Interior

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

3.0 star property
6 Mi to Summerfest Park: Home w/ Game Room!
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Interior

Eclectic Hubertus Home w/ Game Room & Fire Pit!

3.0 star property
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Milwaukee Home < Half Mi to Lake Michigan!
Terrace/patio

Milwaukee Home < Half Mi to Lake Michigan!

3.0 star property
Milwaukee Home < Half Mi to Lake Michigan!
Okauchee Lake Vacation Rental w/ Boat Dock!
Property grounds

Okauchee Lake Vacation Rental w/ Boat Dock!

3.0 star property
Okauchee Lake Vacation Rental w/ Boat Dock!
Walkable Thiensville Retreat Near Hiking!
Interior

Walkable Thiensville Retreat Near Hiking!

3.0 star property
Walkable Thiensville Retreat Near Hiking!
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.
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We think that vacations should be hassle-free, so if you’re after cottages in Waukesha at an affordable rate, Expedia delivers. Keep the budget in check and stay in a thrifty option far away from the city rush, or splurge on an upmarket cottage to pamper your loved ones.
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With Expedia’s helpful filter tool, scoring cheap cottages in Waukesha is easy. To find stays that are friendly on the wallet, refine your search by star rating, amenities and budget.