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List Of All holiday cottage rental Leads in Milwaukee

A current list of holiday cottage rental in Milwaukee: 20 businesses, each with contact information and a rating where one's on record. Among the listings you'll find Milwaukee Home w/ Fire Pit ~ 8 Mi to Lake Michigan, Walk to Parks + Bunzel's Market: Milwaukee Home!, and several others operating locally. Details were last refreshed 9/3/2026, so you can browse with confidence and reach out directly to the ones that fit.

20 results · last updated 9/3/2026

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CompanyAddressRatingPhoneEmailWebsiteSocial
MH
Milwaukee Home w/ Fire Pit ~ 8 Mi to Lake Michigan
Milwaukee, WI 53225, United StatesView on Google Maps
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Walk to Parks + Bunzel's Market: Milwaukee Home!
Milwaukee, WI 53222, United StatesView on Google Maps
---deals.vio.com/?sig=73aca13c7f952d2641c156f3e69125e1eb497c325f122828ee5aa8797168b9a12d32303331333438363233&turl=https%3A%2F%2Fwww.vio.com%2FHotel%2FSearch%3FhotelId%3D126750399%26utm_source%3Dgha-vr%26utm_campaign%3Dstatic%26openHotelDetails%3D1-
Tosa Village Bungalow | Cozy, Central Loc, Charm
Wauwatosa, WI 53213, United StatesView on Google Maps
---tosabungalow.hospitable.rentals/property/great-tosa-location-10-mins-to-dt-and-3rd-ward#availability-
RM
Riverwest MKE Airbnb
Milwaukee, WI 53212, United StatesView on Google Maps
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RR
Riverfront Retreat ~ 4 Mi to Downtown Milwaukee!
Glendale, WI 53209, United StatesView on Google Maps
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P1
Private 1BR Cottage with City Views
Milwaukee, WI 53212, United StatesView on Google Maps
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Pet Friendly Popular East Side Location- Long Stays Welcome
Milwaukee, WI 53211, United StatesView on Google Maps
--rz****@g****.comView in Leads Searchbr.bluepillow.com/search/65cb80bf3e6d928972f6caa3?dest=bpex&cat=Cottage&lat=43.06122&lng=-87.88856&language=pt
InstagramX (Twitter)
PH
Pet-Friendly Home - 6 Mi to Downtown Milwaukee!
West Allis, WI 53214, United StatesView on Google Maps
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MP
MKE Pleasure Paradyz - BDSM - Adult Themed Cottage
Milwaukee, WI 53212, United StatesView on Google Maps
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Milwaukee Home w/ Serene Patio Backyard Garden! - House (2 Bedrooms)
Milwaukee, WI 53219, United StatesView on Google Maps
--rz****@g****.comView in Leads Searchwww.freecancellations.com/search/F2giQ1MGSHoAXFIBVVhYTQ8KV01jQwZC?lat=42.98921&lng=-87.98188&language=de-
6 Mi to Summerfest Park: Home w / Game Room!
Cudahy, WI 53110, United StatesView on Google Maps
--rz****@g****.comView in Leads Searchbr.bluepillow.com/search/6819d3263e7cdb19cee2d3dc?dest=bpex&cat=Cottage&lat=42.96029&lng=-87.86282&language=pt
InstagramX (Twitter)
LM
Lovely Milwaukee Getaway - Family Friendly!
Milwaukee, WI 53206, United StatesView on Google Maps
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GU
Gorgeous Updated 2-Bedroom Cottage Near Mount Mary University & Mayfair Mall
Milwaukee, WI 53222, United StatesView on Google Maps
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Downtown home w/ rooftop patio - walk everywhere!
Milwaukee, WI 53202, United StatesView on Google Maps
---deals.vio.com/?sig=73aca13c7f952d2641c156f3e69125e1eb497c325f122828ee5aa8797168b9a12d32303331333438363233&turl=https%3A%2F%2Fwww.vio.com%2FHotel%2FSearch%3FhotelId%3D75827347%26utm_source%3Dgha-vr%26utm_campaign%3Dstatic%26openHotelDetails%3D1-
CM
Cozy Milwaukee Home: 3 Mi to Whitefish Bay!
Milwaukee, WI 53209, United StatesView on Google Maps
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CN
Cottage near Mt. Mary College
Wauwatosa, WI 53222, United StatesView on Google Maps
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CM
Comfortable Milwaukee Abode ~ 10 Mi to Downtown!
Milwaukee, WI 53209, United StatesView on Google Maps
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BA
Boho Art cottage in hip Bay View, Milw neighborhood- 3bed, Sauna, Hot Tub
Milwaukee, WI 53207, United StatesView on Google Maps
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BS
Black sheep cottage! Charming 1 bedroom cottage in peaceful West Allis
West Allis, WI 53219, United StatesView on Google Maps
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BS
Black sheep cottage!\nCharming 2-bedroom cottage in peaceful West Allis
West Allis, WI 53219, United StatesView on Google Maps
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