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Holiday Rentals in Milwaukee

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    Don't let other travellers get your favourite Milwaukee area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 18 Rentals in Milwaukee
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    Beautiful Restored 1903 Victorian (close to Lake MI, UWM, Dntwn)1 / 31
    (4)Excellent
    Upper East Side
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Lake Michigan Tudor1 / 25
    (6)Excellent
    Bay View
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Upper East Side
    5 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    Milwaukee
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Terrace
    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    • Grill
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is close to parks, restaurants and dining, and art and culture. You’ll love my place because of the coziness and the views. My place is good for couples, solo adventurers, and business travelers. a licensed massage therapist is available on request. a big garden for solitude ...big bay...
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    Milwaukee, Wisconsin 53212
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Bay View
    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Amenities & Details
    • Patio
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Conveniently located near downtown Milwaukee, MKE airport, Amtrak stations and Lake Michigan Ferry. A clean and well maintained first floor home. Full kitchen and outdoor patio with grill for your use. This house offers wifi plus TV with Roku box and DVD player. Three bedrooms, 7 beds total...
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    Milwaukee, Wisconsin 53207
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 10
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    Bay View
    1 Bedroom, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please contact Evolve for long term rental prices** Experience Milwaukee in this charming, 1-bedroom, 1.5-bathroom vacation rental home! This cozy home sleeps 8 travelers and is the perfect getaway for a group of friends or family exploring this Midwest metropolis. A quick 10-minute drive takes...
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    Location Information
    Milwaukee, Wisconsin 53207
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 8
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    The following rentals are within 30 kilometres of Milwaukee.
    Grandma's Cottage Bed and Breakfast1 / 10
    (3)Excellent
    Muskego
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    • Outdoor Dining Area
    • Hot Tub
    • Patio
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2016
    We spent a week here for both of our birthdays & for our anniversary. Deb & Mike were very welcoming & wonderful. The breakfasts/brunches were wonderful. They gave us...
    Reviewed 2 July 2015
    We loved our stay at Grandma's Cottage. The cottage was beautiful and very comfortable. Deb & Mike are excellent host and hostess. They allow you your privacy but are...
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    About this property
    Set back from the road and main residence, the Cottage adjoins a 300 acre DNR conservancy, and is nestled amongst other buildings of our quiet hobby farm. It is the perfect setting for tranquility, romance and privacy. Located just a half hour from all the city of Milwaukee has to offer, yet on...
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    Muskego, Wisconsin 53150
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The wandernhaus 5 star hospitality. Steps away from winery,shops, & restaurants1 / 18
    (2)Excellent
    Cedarburg
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Patio
    • Housekeeping Included
    • Parking
    • Washer
    • Air Conditioning
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 March 2018
    This cozy pied`a terre tucked just off the street & perfect for a nice quiet sleep is warm and welcoming with everything one needs neatly provided. A few thoughtful things...
    Reviewed 11 September 2017
    We stayed at the Wonderhaus for a couple days. It was wonderful and has a great location. We will definitely stay there again. It was so clean and comfortable. Way better...
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    About this property
    Not all who wander are lost.We expect great hospitality & so should you.Enjoy relaxing 2br 1 ba upper(stairs) apartment w/private entry.Air mattress in living room for 5th & 6th guest. Many pillows for a restful nights sleep.Parking & access to patio areas. On Washington Ave in the heart of it...
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    Cedarburg, Wisconsin 53012
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Saint Francis
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay in the trendy neighborhood of Bay View and enjoy the comforts of home in this lower duplex. Walking distance to restaurants and corner of South Shore Park/Beer Garden & 1 block from Lake Michigan beach. Enjoy beautiful walks/runs along the lakefront during the day and cocktails at night in the...
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    Saint Francis, Wisconsin 53207
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Saint Francis
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay in the trendy neighborhood of Bay View and enjoy the comforts of home in this upper duplex. Peekaboo view of the lake across the street, take long walks/runs along the lakefront and enjoy Southshore Park only 1.5 blocks away. Not to mention the brand new Beer Garden at the park, which over...
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    Location Information
    Saint Francis, Wisconsin 53207
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Come home to the country lifestyle1 / 6
    (2)Excellent
    Grafton
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Parking
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2018
    We were so fortunate to find this treasure last minute to avoid traveling after our weekend fun at Strawberry fest. The location was perfect only a few miles away so we could...
    Reviewed 1 July 2017
    My stay in New Orleans and the Bourbon Orleans Hotel has been spectacular. The location of the liter is perfect and the accommodations are phenomenal.
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    About this property
    Completely updated home with hardwood floors, chef-inspired kitchen complete with stainless steel appliances. Enjoy the serenity of the grounds with various flowerbeds and shrubery. Tastefully decorated with a Scandanavian theme. This is a shared 4-bd, 2ba home by two full-time adults (roommate...
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    Location Information
    Grafton, Wisconsin 53024
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Oak Creek
    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • DVD Player
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Check the hustle and aggravation at the door. Our home features the warm, spacious, and comfortable feel of a family-friendly home, yet affords you the privacy of a hotel room. Come experience warm Wisconsin charm at its finest. Conveniently located right off the freeway~ less than 5 minutes from...
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    Oak Creek, Wisconsin 53154
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 13
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    Charming 3BR Waukesha Farmhouse w/Gorgeous Scenery1 / 25
    (1)Excellent
    Waukesha
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Patio
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 2017
    We stayed here for a weekend for a sisters retreat. While we all live in Milwaukee, we wanted to get away, but still be close to home in case of any family emergencies, and...
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    About this property
    Experience unbeatable peace and serenity by escaping to 'Amy's Craft Haven and Retreat Home,' a wonderful Waukesha vacation rental house nestled in the rolling rural countryside. Featuring a delightfully rustic atmosphere, convenient location and all the necessities of a crafter's paradise, 'Amy's...
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    Location Information
    Waukesha, Wisconsin 53189
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 11
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    Wauwatosa
    7 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Parking
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It is multi-million dollar luxury historical mansion & registered Landmark, built by previous Governor of Wisconsin and millionaire, Harrison Ludington at 1881. One of 33 historical buildings since 1850 in Milwaukee Metropolitan. Original hardwood floor with hand-made pattern, craftsman woodwork,...
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    Wauwatosa, Wisconsin 53213
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 14
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    Cedarburg
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Housekeeping Included
    • Patio
    • DVD Player
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our home - a slice of history -- Frederick Leuning immigrated to the area in 1843 and built a cabin near Cedar Creek and called the cabin ‘Cedarburg’ which meant “ the castle of the cedars.” Our all-inclusive original homestead of 1885 has been completely redesigned, restored, and...
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    Location Information
    Cedarburg, Wisconsin 53012
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Charming Condo Wooded Views Near Lake Michigan - Attached Garage1 / 15
    (3)Excellent
    Cudahy
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 December 2017
    I stayed here as an alternative to staying at a hotel. I was pleasantly surprised with the quality of my stay! This condo was very spacious as well. It is two stories, has an...
    Reviewed 30 November 2017
    We needed a place to stay for a week while in Milwaukee visiting family. Instead of waiting our money on a hotel, we decided to try staying here. Staying at this Condo in Cudahy...
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    About this property
    This 2 story town home style condo has it all! Remodeled kitchen with 2 person eat-at counter, dining room that seats 6, living room with large TV and gas fireplace. Half bath off kitchen. Upstairs has 2 bedrooms, each with it's own en-suite bathroom. The master bedroom is large with lots of room,...
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    Cudahy, Wisconsin 53110
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    West Allis
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Centrally located and minutes for all major attractions our home is a beautifully decorated 3 bedroom 1 bath lower unit of a Milwaukee style bungalow duplex. Home is equipped with 3 TVs fully stocked kitchen , modern bath with plenty of towels and linens, Great location and convenient to...
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    West Allis, Wisconsin 53214
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Saint Francis
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay in the trendy neighborhood of Bay View and enjoy the comforts of home in this lower duplex. Peekaboo view of the lake across the street, take long walks/runs along the lakefront and enjoy Southshore Park only 1.5 blocks away. As well as the new Beer Garden overlooking the lake! Beautiful and...
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    Location Information
    Saint Francis, Wisconsin 53207
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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