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 Lake Geneva
4.99 out of 5 average rating, 70 reviewsModern Cozy 2-bedroom cottage with Hot Tub
Feb 27 – Mar 6
Cottage in Williams Bay
4.99 out of 5 average rating, 90 reviewsClover Cottage in Williams Bay - Walk to Beach
Apr 6 – 13
Cottage in Fontana-on-Geneva Lake
4.98 out of 5 average rating, 94 reviews3bd 2ba cottage Abbey Springs on Lake Geneva
Dec 4 – 11
Cottage in Racine
4.99 out of 5 average rating, 77 reviewsClementine Cottage
Nov 4 – 11
Pet-friendly cottage rentals
Cottage in Random Lake
4.86 out of 5 average rating, 42 reviewsPrivate 3 bedroom lake house
Feb 6 – 13
Cottage in Lake Geneva
4.98 out of 5 average rating, 44 reviewsCottage on Clover Walk to town. Cozy+Clean+Comfy
Sep 22 – 29
Cottage in Williams Bay
4.89 out of 5 average rating, 19 reviewsA vintage charming 2-bedroom cottage!
Sep 4 – 11
Cottage in Lake Geneva
4.89 out of 5 average rating, 28 reviewsLinnwood Cottage walking distance to Lake Geneva
Dec 25 – Jan 1
Cottage in Twin Lakes
5.0 out of 5 average rating, 56 reviews15 mins to Lk Geneva/ walk to town/ Fire Pit
Sep 5 – 12
Cottage in Elkhorn
5.0 out of 5 average rating, 10 reviewsHilltop Cottage in the Woods
Jan 21 – 28
Cottage in Lake Geneva
4.97 out of 5 average rating, 31 reviewsHammock | Creek | Fireplace | Games | Dog Friendly
Sep 12 – 19
Cottage in Lake Geneva
4.89 out of 5 average rating, 28 reviewsCOZY Cottage | 4 BEDS | Fenced yard
Aug 9 – 16
Private cottage rentals
Cottage in Mukwonago
5.0 out of 5 average rating, 14 reviewsCharming Phantom Lake Cottage
Jun 4 – 11
Cottage in Elkhorn
4.95 out of 5 average rating, 77 reviewsCamp Wandawega Hillhouse
Oct 28 – Nov 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 Fontana-on-Geneva Lake
5.0 out of 5 average rating, 37 reviewsBeautifully Designed Lake Geneva Escape
Sep 28 – Oct 5
Cottage in Racine
4.91 out of 5 average rating, 95 reviewsHistoric cottage close to Lake Michigan
Aug 7 – 14
Cottage in Wind Lake
4.61 out of 5 average rating, 18 reviewsA Place in the Sun 2 on Wind Lake
Nov 16 – 23
Cottage in Lake Geneva
4.9 out of 5 average rating, 82 reviewsThe Peacock Cottage
Sep 6 – 13
Cottage in Twin Lakes
4.77 out of 5 average rating, 73 reviewsUpdated Twin Lakes Cottage, Walk to Lake Mary
Jun 20 – 27
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