Cottage vacation rentals in Milwaukee

Find and book unique cottages on Airbnb

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Popular amenities for Milwaukee cottage rentals

Pet-friendly cottage rentals

Superhost

Cottage in Burlington

4.69 out of 5 average rating, 39 reviews

Mint View Lakeside Cottage

Nov 24 – Dec 1

$199 per night
Guest favorite

Cottage in Lake Geneva

4.98 out of 5 average rating, 44 reviews

Cottage on Clover Walk to town. Cozy+Clean+Comfy

Aug 30 – Sep 6

$247 per night
Superhost

Cottage in Lake Geneva

4.89 out of 5 average rating, 28 reviews

COZY Cottage | 4 BEDS | Fenced yard

Aug 26 – Sep 2

$422 per night
Guest favorite

Cottage in Burlington

4.88 out of 5 average rating, 24 reviews

Cottage Escape near Private Browns Lake Beach

Nov 25 – Dec 2

$110 per night
Guest favorite

Cottage in Milwaukee

4.96 out of 5 average rating, 24 reviews

The Snug Irish Cottage (King Bed)

May 27 – Jun 3

$110 per night

Cottage in Wind Lake

4.77 out of 5 average rating, 120 reviews

StayLakeside on Wind Lake / On-site Pontoon Rental

Mar 11 – 18

$269 per night
Guest favorite

Cottage in Nashotah

4.96 out of 5 average rating, 24 reviews

Okauchee Lake - Newly Remodeled Cozy Cottage

Jan 26 – Feb 2

$345 per night

Cottage in Lake Geneva

4.74 out of 5 average rating, 81 reviews

NEW! Renovated Home in Downtown Lake Geneva

Sep 3 – 10

$265 per night

Cottage in Lake Geneva

4.67 out of 5 average rating, 3 reviews

Lake Geneva Haven

Aug 23 – 30

$311 per night
Guest favorite

Cottage in Salem

4.95 out of 5 average rating, 19 reviews

Quaint 2-bedroom cottage with a gorgeous view

Mar 27 – Apr 3

$315 per night

Private cottage rentals

Guest favorite

Cottage in Random Lake

4.86 out of 5 average rating, 42 reviews

Private 3 bedroom lake house

Feb 6 – 13

$278 per night
Guest favorite

Cottage in Williams Bay

4.99 out of 5 average rating, 79 reviews

Peaceful, serene cottage near Lake Geneva

Dec 11 – 18

$162 per night
Guest favorite

Cottage in Lake Geneva

4.89 out of 5 average rating, 28 reviews

Linnwood Cottage walking distance to Lake Geneva

Oct 16 – 23

$146 per night
Guest favorite

Cottage in Milwaukee

4.98 out of 5 average rating, 47 reviews

Eclectic Cottage - Feng Shui Space in the City

Jul 9 – 16

$201 per night
Guest favorite

Cottage in Williams Bay

4.92 out of 5 average rating, 39 reviews

The 1920 Cottage at the Bay

Apr 6 – 13

$262 per night
Superhost

Cottage in Wind Lake

4.61 out of 5 average rating, 18 reviews

A Place in the Sun 2 on Wind Lake

Dec 15 – 22

$231 per night
Guest favorite

Cottage in Williams Bay

4.88 out of 5 average rating, 17 reviews

A vintage charming 2-bedroom cottage!

Dec 29 – Jan 5

$233 per night
Guest favorite

Cottage in Lake Geneva

4.96 out of 5 average rating, 67 reviews

Close to Town + Beach • Historic Pemberley Cottage

Dec 3 – 10

$308 per night
Guest favorite

Cottage in Racine

4.91 out of 5 average rating, 95 reviews

Historic cottage close to Lake Michigan

Dec 13 – 20

$214 per night
Guest favorite

Cottage in Lake Geneva

4.9 out of 5 average rating, 82 reviews

The Peacock Cottage

Aug 31 – Sep 7

$381 per night
Guest favorite

Cottage in Lake Geneva

5.0 out of 5 average rating, 32 reviews

Walkable to Lake & Downtown Lake Geneva

Jun 20 – 27

$355 per night
Guest favorite

Cottage in Kenosha

4.98 out of 5 average rating, 66 reviews

The Butterfly Cottage

Mar 13 – 20

$161 per night

Destinations to explore