A historic building with a clock tower, illuminated windows, and a sign for the 'Night at the Museum' event.

Cottages in Waukesha County

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Top Cities in Waukesha County

A modern architectural structure with a curved roof and glass facade.
CottagesCottages

Milwaukee

Milwaukee

Our top choices for Waukesha County cottages

A wooden deck with two rocking chairs and a table, overlooking a lake with trees and a grassy area.

1. Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view

Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
Delavan
10.0 out of 10, Exceptional, (22 reviews)
"Great place to stay! Very responsive host! "
United States
Megan C.
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
A building with a sign reading "Lewis Station Winery" and outdoor seating with barrels.

2. Airy Cottage Close to Rock Lake w/ Fire Pit!

Airy Cottage Close to Rock Lake w/ Fire Pit!
Lake Mills
10.0 out of 10, Exceptional, (33 reviews)
"We had a wonderful time at this property! Lovely home and the hosts clearly put lots of care for guests comfort. The home is decorated so nicely. We would highly recommend a stay here."
United States
MARY K.
Airy Cottage Close to Rock Lake w/ Fire Pit!
A single-story building with a dark front door, a small window, and a light fixture above the door.

3. Racine Canal retreat near Lake Michigan

Racine Canal retreat near Lake Michigan
Racine
8.0 out of 10, Very good, (1 review)
"It's a good place to sleep for 2 nights."
United States
Josh B.
Racine Canal retreat near Lake Michigan
A red building with a white porch, a staircase, and a large tree in the foreground.

4. Shanahan Shores | Delavan Lakefront Cottage

Shanahan Shores | Delavan Lakefront Cottage
Delavan
9.8 out of 10, Exceptional, (29 reviews)
"Really nice dock and great being right on the water. Communication with the host and check in and check out was great. Would stay here again, very relaxing weekend."
United States
Peter C.
Shanahan Shores | Delavan Lakefront Cottage
A wooden deck with a bench and table, surrounded by trees.

5. On-site Trails: Rock River Retreat in Jefferson!

On-site Trails: Rock River Retreat in Jefferson!
3.0 star property
Jefferson
On-site Trails: Rock River Retreat in Jefferson!
A single-story house with a front porch, a small front yard, and a tree in the front.

6. Blue Beach Cottage - 5 Minute Walk to Private Beach!

Blue Beach Cottage - 5 Minute Walk to Private Beach!
Delavan
9.8 out of 10, Exceptional, (27 reviews)
"We really enjoyed our stay here! The house was very comfortable and clean. A short walk from the beach. I hope to go back when the water is warm enough to swim in. Host was quick to respond to any questions I had during my stay."
United States
Terra D.
The price is AED 493
AED 1,806 total
includes taxes & fees
11 Oct - 12 Oct
Blue Beach Cottage - 5 Minute Walk to Private Beach!
A laundry room with two stacked washing machines, a wooden door, a towel rack, and a bed with a blue blanket.

7. MKE Pleasure Paradyz - BDSM - Adult Themed Cottage

MKE Pleasure Paradyz - BDSM - Adult Themed Cottage
Riverwest
10.0 out of 10, Exceptional, (2 reviews)
"Great, clean space. Small cottage located behind the main property. Secluded and quiet. Located in riverwest neighborhood. Would definitely stay again. "
United States
Amy H.
MKE Pleasure Paradyz - BDSM - Adult Themed Cottage
A red house with a porch, white picket fence, and a large tree in the foreground.

8. Tiny Red House near Lake Delavan

Tiny Red House near Lake Delavan
Delavan
10.0 out of 10, Exceptional, (20 reviews)
"Perfect little cottage for a relaxing weekend by the Lake!"
United States
Kim G.
Tiny Red House near Lake Delavan
A two-story house with a covered porch, a fenced yard, and a road adjacent to it.

9. Main Level King Suite! 1 block to Lake Access! Cozy Cottage

Main Level King Suite! 1 block to Lake Access! Cozy Cottage
Delavan
10.0 out of 10, Exceptional, (14 reviews)
"Easy check-in, good amount of space for a small group, backyard and grill was kept well, great location."
United States
Shuky L.
Main Level King Suite! 1 block to Lake Access! Cozy Cottage
A two-story house with a front yard and a sidewalk leading to the entrance.

10. Cottage near Mt. Mary College

Cottage near Mt. Mary College
Milwaukee
10.0 out of 10, Exceptional, (24 reviews)
"We found this to be a charming and well thought out property in a convenient location."
United States
Susan K.
The price is AED 645
AED 1,553 total
includes taxes & fees
12 Oct - 13 Oct
Cottage near Mt. Mary College
A two-story house with a porch, white railings, and a covered patio area.

11. Delavan Lakefront Access Guesthouse

Delavan Lakefront Access Guesthouse
Delavan
10.0 out of 10, Exceptional, (9 reviews)
"Cozy guest house. Conveniently located near all that Delavan has to offer. Responsive owner with some thoughtful welcoming gifts. "
United States
Kyle S.
Delavan Lakefront Access Guesthouse
A park with a table and chairs, trees, and a cityscape in the background.

12. Private 1BR Cottage with City Views

Private 1BR Cottage with City Views
Riverwest
10.0 out of 10, Exceptional, (8 reviews)
"Location, loation, location. The cottage is perfectly situated and perfect for a stay in MI. "
United States
Deling K.
Private 1BR Cottage with City Views
A neatly made bed with a grey headboard, a grey and white striped pillow, and a grey blanket.

13. Gorgeous Updated 2-Bedroom Cottage Near Mount Mary University & Mayfair Mall

Gorgeous Updated 2-Bedroom Cottage Near Mount Mary University & Mayfair Mall
Milwaukee
8.0 out of 10, Very good, (2 reviews)
"It was just what we needed for our stay comfort and peace thank you"
United States
Shanna M.
Gorgeous Updated 2-Bedroom Cottage Near Mount Mary University & Mayfair Mall
A house surrounded by dense trees.

14. Modern style with nature around, a perfect vacation home

Modern style with nature around, a perfect vacation home
Mequon
9.0 out of 10, Wonderful, (12 reviews)
"Very responsive host. House in great condition and as expected. "
United States
Robert S.
Modern style with nature around, a perfect vacation home
A two-story white house with a front porch, a covered patio area, and a well-maintained lawn.

15. Black sheep cottage! Charming 1 bedroom cottage in peaceful West Allis

Black sheep cottage! Charming 1 bedroom cottage in peaceful West Allis
West Allis
10.0 out of 10, Exceptional, (23 reviews)
"Black Sheep Cottage is a great place to stay. Very clean and close to all that is happening on Becher St. Dan is always responsive to any questions I will book again when I’m in town for business. "
United States
Jon W.
Black sheep cottage! Charming 1 bedroom cottage in peaceful West Allis
A modern kitchen with a central island, wooden flooring, and exposed brick walls.

16. Large Milwaukee Home 4BR Fast Wifi

Large Milwaukee Home 4BR Fast Wifi
3.0 star property
Fifth Ward
Large Milwaukee Home 4BR Fast Wifi
A residential house with a garage, surrounded by trees and a driveway.

17. Near Pewaukee Lake & Nature Preserve: Home w/ Yard

Near Pewaukee Lake & Nature Preserve: Home w/ Yard
3.0 star property
Pewaukee
Near Pewaukee Lake & Nature Preserve: Home w/ Yard
A two-story house with a front porch, a small balcony, and a driveway leading to a parked car.

18. Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee

Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
3.0 star property
Milwaukee
2.0 out of 10, (1 review)
"They cancelled my order without a call, message or notice. We drove 6 hours and called ahead a couple hours before arrival only to find out they cancelled our stay. Had to quick find a different place to stay. Don't trust their system."
United States
Jeremy
The price is AED 1,003
AED 1,977 total
includes taxes & fees
21 Oct - 22 Oct
Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
A wooden cabin with a snow-covered roof, a hot tub in the foreground, and a wooden fence.

19. 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
Bay View
10.0 out of 10, Exceptional, (3 reviews)
"This place was exactly as it was described. My teenage daughter loved the vibe of the place. Highly recommend!"
United States
Jamie S.
Boho Art cottage in hip Bay View, Milw neighborhood- 3bed, Sauna, Hot Tub
A covered patio with wicker furniture, a table, and a grill.

20. Sun-lit Lake Geneva Sanctuary w/ BBQ Patio!

Sun-lit Lake Geneva Sanctuary w/ BBQ Patio!
3.0 star property
Lake Geneva
Sun-lit Lake Geneva Sanctuary w/ BBQ Patio!
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 County Hotel Reviews

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

10/10 Excellent
"Very impressive. It’s very nice … I would like to come back in the future"
Star 1-night trip
Posted 2 hours ago
AmericInn by Wyndham Brookfield

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