Cottage vacation rentals in Milwaukee
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Top-rated cottage rentals in Milwaukee
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Milwaukee cottage rentals
Cottage rentals with a hot tub
Cottage in Williams Bay
4.99 out of 5 average rating, 88 reviewsClover Cottage in Williams Bay - Walk to Beach
Jan 2 – 9
Cottage in Fontana-on-Geneva Lake
4.98 out of 5 average rating, 94 reviews3bd 2ba cottage Abbey Springs on Lake Geneva
Oct 29 – Nov 5
Cottage in Lake Geneva
4.99 out of 5 average rating, 70 reviewsModern Cozy 2-bedroom cottage with Hot Tub
Mar 26 – Apr 2
Cottage in Racine
4.99 out of 5 average rating, 77 reviewsClementine Cottage
Apr 18 – 25
Pet-friendly cottage rentals
Cottage in Random Lake
4.86 out of 5 average rating, 42 reviewsPrivate 3 bedroom lake house
Jan 28 – Feb 4
Cottage in Lake Geneva
4.89 out of 5 average rating, 28 reviewsLinnwood Cottage walking distance to Lake Geneva
Feb 20 – 27
Cottage in Williams Bay
4.89 out of 5 average rating, 18 reviewsA vintage charming 2-bedroom cottage!
Mar 21 – 28
Cottage in Burlington
4.69 out of 5 average rating, 39 reviewsMint View Lakeside Cottage
Nov 17 – 24
Cottage in Lake Geneva
4.89 out of 5 average rating, 28 reviewsCOZY Cottage | 4 BEDS | Fenced yard
Aug 9 – 16
Cottage in Twin Lakes
5.0 out of 5 average rating, 56 reviews15 mins to Lk Geneva/ walk to town/ Fire Pit
Jun 16 – 23
Cottage in Williams Bay
4.96 out of 5 average rating, 45 reviews4 bedroom Williams Bay <1 mile Lake Geneva Beach
Jan 2 – 9
Cottage in Milwaukee
4.96 out of 5 average rating, 24 reviewsThe Snug Irish Cottage (King Bed)
May 28 – Jun 4
Private cottage rentals
Cottage in Williams Bay
4.99 out of 5 average rating, 80 reviewsPeaceful, serene cottage near Lake Geneva
Sep 18 – 25
Cottage in Mukwonago
5.0 out of 5 average rating, 13 reviewsCharming Phantom Lake Cottage
May 21 – 28
Cottage in Delafield
5.0 out of 5 average rating, 40 reviewsLake Country Guest Cottage
Aug 28 – Sep 4
Cottage in Lake Geneva
4.98 out of 5 average rating, 81 reviewsStylish Historic Cottage steps from lake&downtown
May 7 – 14
Cottage in Racine
4.91 out of 5 average rating, 95 reviewsHistoric cottage close to Lake Michigan
Jun 10 – 17
Cottage in Lake Geneva
4.96 out of 5 average rating, 68 reviewsClose to Town + Beach • Historic Pemberley Cottage
Nov 30 – Dec 7
Cottage in Lake Geneva
4.9 out of 5 average rating, 82 reviewsThe Peacock Cottage
Sep 18 – 25
Cottage in Wind Lake
4.61 out of 5 average rating, 18 reviewsA Place in the Sun 2 on Wind Lake
Feb 16 – 23
Destinations to explore
- Downtown Chicago Vacation rentals
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