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Check prices for these dates

Next weekend
15 Aug - 17 Aug
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22 Aug - 24 Aug
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5 Sept - 7 Sept
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Featured Cottages in Waukesha

Black sheep cottage! Charming 2-bedroom cottage in peaceful West Allis
2 bedrooms, iron/ironing board, travel cot, WiFi

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

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, (3)
"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
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
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!
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!
MKE Pleasure Paradyz - BDSM - Adult Themed Cottage
Smart TV

MKE Pleasure Paradyz - BDSM - Adult Themed Cottage

MKE Pleasure Paradyz - BDSM - Adult Themed Cottage
Furnished Deck w/ Views: Mukwonago Lake House!
House (2 Bedrooms) | Front of property

Furnished Deck w/ Views: Mukwonago Lake House!

3.0 star property
Furnished Deck w/ Views: Mukwonago Lake House!
Charming Cottage: Steps to Lake Wandawega!
House (3 Bedrooms) | Interior

Charming Cottage: Steps to Lake Wandawega!

3.0 star property
Charming Cottage: Steps to Lake Wandawega!
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!
Kettle 2BR Cabin on 15 lush acres w pool and lake
Exterior

Kettle 2BR Cabin on 15 lush acres w pool and lake

Kettle 2BR Cabin on 15 lush acres w pool and lake
Luxe Barndominium Retreat Near Blue Spring Lake!
Interior

Luxe Barndominium Retreat Near Blue Spring Lake!

3.0 star property
Luxe Barndominium Retreat Near Blue Spring Lake!
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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Top Waukesha Hotel Reviews

The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Excellent option for couples"
Ivette 1-night trip
Posted 6 hours ago
The Pfister Hotel

Frequently asked questions

What is there to do in Waukesha near my cottage?
You'll find loads of awesome things to do and see in Waukesha. Make tracks to attractions like Pieper Porch Winery and Vineyard, Waukesha County Museum and Fox River Park. Monkey Joe's, Centre Court Sports Complex and Infinity Fields Baseball Park are other highlights.