Cottage holiday 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.
Holiday rentals for every style
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Popular amenities for cottage rentals in Milwaukee
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
27 Feb – 6 Mar
Cottage in Williams Bay
4.99 out of 5 average rating, 90 reviewsClover Cottage in Williams Bay - Walk to Beach
6–13 Apr
Cottage in Fontana-on-Geneva Lake
4.98 out of 5 average rating, 94 reviews3bd 2ba cottage Abbey Springs on Lake Geneva
4–11 Dec
Cottage in Racine
4.99 out of 5 average rating, 77 reviewsClementine Cottage
4–11 Nov
Pet-friendly cottage rentals
Cottage in Random Lake
4.86 out of 5 average rating, 42 reviewsPrivate 3 bedroom lake house
6–13 Feb
Cottage in Lake Geneva
4.98 out of 5 average rating, 44 reviewsCottage on Clover. Walk to town, pool table, cozy.
22–29 Sep
Cottage in Williams Bay
4.89 out of 5 average rating, 19 reviewsA vintage charming 2-bedroom cottage!
4–11 Sep
Cottage in Lake Geneva
4.89 out of 5 average rating, 28 reviewsLinnwood Cottage walking distance to Lake Geneva
25 Dec – 1 Jan
Cottage in Twin Lakes
5.0 out of 5 average rating, 56 reviews15 mins to Lk Geneva/ walk to town/ Fire Pit
5–12 Sep
Cottage in Elkhorn
5.0 out of 5 average rating, 10 reviewsHilltop Cottage in the Woods
21–28 Jan
Cottage in Lake Geneva
4.97 out of 5 average rating, 31 reviewsHammock | Creek | Games | Walk to Dining, Lake
12–19 Sep
Cottage in Lake Geneva
4.89 out of 5 average rating, 28 reviewsCOZY Cottage | 4 BEDS | Fenced yard
9–16 Aug
Private cottage rentals
Cottage in Mukwonago
5.0 out of 5 average rating, 14 reviewsCharming Phantom Lake Cottage
4–11 Jun
Cottage in Elkhorn
4.95 out of 5 average rating, 77 reviewsCamp Wandawega Hillhouse
28 Oct – 4 Nov
Cottage in Lake Geneva
4.98 out of 5 average rating, 81 reviewsStylish Historic Cottage steps from lake&downtown
7–14 May
Cottage in Fontana-on-Geneva Lake
5.0 out of 5 average rating, 37 reviewsBeautifully Designed Lake Geneva Escape
28 Sep – 5 Oct
Cottage in Racine
4.91 out of 5 average rating, 95 reviewsHistoric cottage close to Lake Michigan
7–14 Aug
Cottage in Wind Lake
4.61 out of 5 average rating, 18 reviewsA Place in the Sun 2 on Wind Lake
16–23 Nov
Cottage in Lake Geneva
4.9 out of 5 average rating, 82 reviewsThe Peacock Cottage
6–13 Sep
Cottage in Twin Lakes
4.77 out of 5 average rating, 73 reviewsUpdated Twin Lakes Cottage, Walk to Lake Mary
20–27 Jun
Destinations to explore
- Downtown Chicago Holiday rentals
- Madison Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- Schaumburg Holiday rentals
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- Hotel rentals Milwaukee
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- Lakehouse rentals Milwaukee
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