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Wind Lake Holiday Homes

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    Don't let other travellers get your favourite Wind Lake area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 41 Rentals in Wind Lake
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    Lake House Vacation Getaway1 / 18
    (1)Excellent
    Wind Lake
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    The following rentals are within 30 kilometres of Wind Lake.
    Beautiful Restored 1903 Victorian (close to Lake MI, UWM, Dntwn)1 / 31
    (5)Excellent
    Milwaukee
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Powers Lake
    8 Bedrooms, 3 Bathrooms, Sleeps 21 Quick View
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    Grandma's Cottage Bed and Breakfast1 / 10
    (3)Excellent
    Muskego
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • 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
    Milwaukee
    6 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Central Heating
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    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    897 Victorian in Milwaukee's Upper East Side Historic District-Water Tower North. NOTE>> I'm just purchasing this property and will be moving in, in May. The furnishings you see will be totally different (still very nice and historic!!) The house present has NO AC...this is true of many homes...
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    Milwaukee, Wisconsin 53211
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 16
    Silver Lake Wisconsin Lakefront Vacation House1 / 25
    (4)Excellent
    Silver Lake
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2017
    If you are looking for a quiet, clean lake, then Silver Lake is perfect for you and your family. This home has excellent lake front access, with a nice pier which was perfect...
    Reviewed 30 January 2015
    I stayed at this lake house with a group of friends in Jan. 2015 for a weekend. The house is huge and comfortably fit our party with its many beds. The location can't be beat...
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    About this property
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Silver lake is 460 acres of some of the best fishing waters in Kenosha County. The lake is centrally located between Chicago and Milwaukee near the Wisconsin/Illinois border. Lake species include musky, northern pike, walleye, largemouth bass, and pan fish....
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    Silver Lake, Wisconsin 53170
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Family Farmhouse w/Views & Patio Near Milwaukee!1 / 29
    (1)Excellent
    Waukesha
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Wi-Fi
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    Pet friendly
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    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, the...
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    Waukesha, Wisconsin 53189
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 11
    West Milwaukee
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    About this property
    Beautiful 2 bedroom, 1 bathroom apartment in the heart of the fun of Milwaukee. Only 6 min from Miller Park, 9 min from the Potawatomi Casino, 11 min from Fiserv Forum, 10 min from Harley Davidson Museum and 11 min from the Art Museum as well as lake Michigan and Summer Fest.!! Only bring your...
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    West Milwaukee, Wisconsin 53214
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
    Oak Creek
    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • DVD Player
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    Pet friendly
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    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
    Powers Lake
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
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    Pet friendly
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    About this property
    Perfect lakefront property in Southeast Wisconsin. Sleeps six. Includes, kitchen, dining area, living room plus two bedrooms and two full baths. Very bright and sunny. Pristine Powers Lake is only steps away. If you're looking for an ideal relaxing, fishing and swimming lake, then you've come...
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    Powers Lake, Wisconsin 53105
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Mukwonago
    3 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Terrace
    • Air Conditioning
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Drift away on Phantom Lake while staying at this Mukwonago vacation rental house with 3 bedrooms, 2 full bathrooms, and 2 half bathrooms. You'll enjoy a peaceful getaway at this waterfront property with all the amenities of home, a jetted indoor tub, and numerous toys such as a paddle boat and 3...
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    Mukwonago, Wisconsin 53149
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 12
    Racine
    3 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Live in the home of your dreams. Give your family the life they deserve! Don't just visit Racine, live in Racine! You have come to the right spot to enjoy the VERY BEST OF LAKE MICHIGAN! Homes by Christopher are very desirable, sparkling clean and newly furnished with all the modern conveniences....
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    Racine, Wisconsin 53402
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 14
    Saint Francis
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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    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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    Saint Francis, Wisconsin 53207
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Massive 8 Bed Brady St Escape-Ask about Discounts!1 / 18
    (1)Terrible
    Milwaukee
    4 Bedrooms, 2 Bathrooms, Sleeps 25 Quick View
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    • Central Heating
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    Pet friendly
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    About this property
    We have the entire first floor of our remodeled apartment building available for large groups visiting Milwaukee! There are 8 beds and the property is located in the best and safest neighborhood, The Lower East Side. You're less than a 5 minute walk to Brady Street and a 5 minute drive to the...
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    Milwaukee, Wisconsin 53202
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 25
    The Best Location in Milwaukee! Great for Groups!1 / 19
    (1)Terrible
    Milwaukee
    4 Bedrooms, 2 Bathrooms, Sleeps 25 Quick View
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    • Washer
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    About this property
    Our spacious home spreads out over two levels and has 9 beds! Yes, 9 separate beds! Perfect for large groups and located in the best and safest neighborhood of Milwaukee. You're less than a 5 minute walk to Brady Street and a 5 minute drive to the heart of Downtown! We are perfect for large...
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    Milwaukee, Wisconsin 53202
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 25
    Wauwatosa
    7 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
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    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
    Milwaukee
    3 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    We are great for groups, bachelor parties, bachelorette parties, and family retreat ur home has 7 beds and 2 baths in the safest location in Milwaukee. You can WALK to Summerfest, The Art Museum, Downtown Milwaukee, Lakefront Brewery, MSOE Campus, Brady Street, and many more amazing local...
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    Milwaukee, Wisconsin 53202
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 16
    Milwaukee
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Our recently remodeled home has one queen bed, a sofa bed and is located in the best and safest neighborhood of Milwaukee, the Lower East Side. You're less than a 5 minute walk to Brady Street and a 5 minute drive to the heart of Downtown! Perfect for couples small families, and corporate retreats....
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    Milwaukee, Wisconsin 53202
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Milwaukee
    2 Bedrooms, 1 Bathroom, Sleeps 16 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home has 3 beds and is located in the safest area in Milwaukee. You can WALK to Summerfest, The Art Museum, Downtown Milwaukee, Lakefront Brewery, MSOE Campus, Brady Street, and many more amazing local attractions. The space was recently remodeled and is perfect for bachelor/bachelorette...
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    Milwaukee, Wisconsin 53202
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 16
    Milwaukee
    2 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    About this property
    This is the best TripAdvisor in Milwaukee. Forget about sharing a single bathroom with your group, there are two brand new baths here! Forget about staying in a old crusty home. This place is TOTALLY remodeled. Forget about being scared to walk around at night, this is the BEST neighborhood in...
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    Location Information
    Milwaukee, Wisconsin 53202
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 16
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    Milwaukee
    8 Bedrooms, 4 Bathrooms, Sleeps 50 Quick View
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    • Washer
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    About this property
    Yes, you read it right. We have an entire remodeled apartment building with four separate units in the best and safest location in Milwaukee. If you have a massive group of over 30 people, this would be the best option for you! We are great for church retreats, bachelor parties, family reunions,...
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    Milwaukee, Wisconsin 53202
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 50
    Milwaukee
    6 Bedrooms, 2 Bathrooms, Sleeps 30 Quick View
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    About this property
    Our spacious home spreads out over two levels and has 11 beds! Perfect for large groups and located in the best and trendiest neighborhood of Milwaukee, the Lower East Side! You're less than a 5 minute walk to Brady Street and a 5 minute drive to the heart of Downtown! We are perfect for large...
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    Milwaukee, Wisconsin 53202
    Condo/Apartment - 6 Bedrooms, 2 Bathrooms, Sleeps 30
    Milwaukee
    2 Bedrooms, 1 Bathroom, Sleeps 16 Quick View
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    About this property
    Our upscale home has 4 beds and is located in the best and safest neighborhood of Milwaukee, the Lower East side. You're less than a 5 minute walk to tons of highly rated bars, restaurants, and cafes . on Brady Street and a 5 minute drive to the heart of Downtown! We are perfect for large groups,...
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    Milwaukee, Wisconsin 53202
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 16
    Milwaukee
    4 Bedrooms, 2 Bathrooms, Sleeps 25 Quick View
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    About this property
    We have the entire top floor of our remodeled apartment building available for large groups visiting Milwaukee! There are 8 beds and the property is located in the best and safest neighborhood, The Lower East Side. You're less than a 5 minute walk to Brady Street and a 5 minute drive to the heart...
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    Milwaukee, Wisconsin 53202
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 25
    Milwaukee
    2 Bedrooms, 1 Bathroom, Sleeps 16 Quick View
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    • Central Heating
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    Pet friendly
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    About this property
    Our upscale home has 3 full beds and one huge hotel king and is located in the safest neighborhood of Milwaukee, the Lower East Side. You're less than a 5 minute walk to Brady Street and a 5 minute drive to the heart of Downtown! We are perfect for large groups, bachelorette/bachelor parties, and...
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    Milwaukee, Wisconsin 53202
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 16
    Milwaukee
    2 Bedrooms, 1 Bathroom, Sleeps 16 Quick View
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    • Washer
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    Pet friendly
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    About this property
    Our recently remodeled home has has one king bed and 3 full beds and is located in the best and safest neighborhood of Milwaukee, the Lower East Side. You're less than a 5 minute walk to Brady Street and a 5 minute drive to the heart of Downtown! Perfect for large groups, bachelorette/bachelor...
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    Milwaukee, Wisconsin 53202
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 16
    Milwaukee
    2 Bedrooms, 1 Bathroom, Sleeps 16 Quick View
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    About this property
    Our cozy condo has 4 beds and is located in the best and safest neighborhood of Milwaukee, The Lower East Side. You're less than a 5 minute walk to Brady Street and a 5 minute drive to the heart of Downtown! You can easily walk to Bradford Beach or the Lake! We are perfect for large groups,...
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    Milwaukee, Wisconsin 53202
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 16
    Milwaukee
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
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    About this property
    This unique house is located in the exclusive neighborhood of River Hills, 13 mins from Downtown House designed by renowned Architect John Randall McDonald a disciple of Frank Lloyd Wright, you will enjoy this iconic house wrapped around with glass walls with an amazing setting of a wooded...
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    Milwaukee, Wisconsin 53217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    Lake Michigan Tudor1 / 25
    (6)Excellent
    Milwaukee
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2017
    The whole weekend is a cherished family memory. We had such a great time! This location was absolutely, totally -- and I am not exaggerating -- awesome! This spacious home was...
    Reviewed 22 June 2016
    Such a wonderful place to stay. Just minutes from downtown. Beautiful views of the lake and we enjoyed evenings sitting on the back patio listening to the birds chirp and...
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    About this property
    This spacious and elegant 2300 SF, 3 BR, 1.5 bath lower level duplex overlooks Lake Michigan and is 8 minutes from downtown and 7 minutes from the airport. It is located in the trendy Bay View area of Milwaukee. Enjoy views of the downtown skyline or sunrise over the Lake from the deck or...
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    Milwaukee, Wisconsin 53207
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Paddock Lake
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    About this property
    This house is located right on Paddock Lake. The property features a huge outdoor yard space. There are 4 bedrooms that can sleep a total of 9 people, a full bathroom on the first floor and a half bathroom on the second floor. The kitchen has all new stainless steel appliances. The living room has...
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    Paddock Lake, Wisconsin 53168
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Sturtevant
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    A quiet neighborhood with a lot of activity nearby! We have a movie theater right here in town with heated reclining seats. Minutes from shopping, restaurants, arcades, Racine Zoo, Lake Michigan and more. 25 min drive to Six Flags Great America or Brewers Stadium! We are located 2 miles off the...
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    Sturtevant, Wisconsin 53177
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Milwaukee
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    The Lower East Side of Milwaukee is known to be the center of Milwaukee and this apartment is located 1 block away from the popular Brady St where many locals go to for entertainment, amazing food, nightlife, annual events and festivals, and more! Be close to all the action and feel like a local!
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    Milwaukee, Wisconsin 53202
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Delafield
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Newly remodeled home with many great features, and only a short walking distance to Nagawicka lake, stores in town, outdoor restaurants, bars and other amenities. Family room with a fireplace, sunroom with patios doors to the deck with grill & wooded back yard. Featuring 4 bedrooms, & 3.5...
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    Delafield, Wisconsin 53018
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Mount Pleasant
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    About this property
    Reserve this Beautiful 'Homes By Christopher' from our Lake Michigan Collection. It has been totally refurbished and stocked with great amenities. These include a three hole putting green, fully equipped work out and entertainment area that sports a workout machine and Foosball table. The half...
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    Mount Pleasant, Wisconsin 53405
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    West Allis
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    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
    Milwaukee
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Enjoy your stay in my charming studio! It's conveniently located on the Lower East Side of Milwaukee. Steps away from Brady St and Water St. It's conveniently located near night life, restaurants, Pick N Save, entertainment, annual events and festivals, and only a few minutes to Lake Michigan.
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    Location Information
    Milwaukee, Wisconsin 53202
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Paddock Lake
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A two story private home a block from Paddock Lake, private beach, good boating and fishing, few miles to ski resorts, no entry steps or stairs, large yard, white picket fence, new flooring and painting, short drive to Milwaukee and Chicago, many nearby restaurants with good Fish Fry, owner...
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    Location Information
    Paddock Lake, Wisconsin 53168
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Milwaukee
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You are in the heart of Milwaukee! You will be in Riverwest and it is 5 minutes from Downtown, 5 minutes from campus and even within walking distance of coffee shops, restaurants and nightlife. Location location location! If you have questions or concerns you can feel free to contact me anytime...
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    Location Information
    Milwaukee, Wisconsin 53212
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Wauwatosa
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Please note the homeowner lives on site, in the upstairs unit, and may be present during your stay* Get ready to fall in love with this elegant vacation rental apartment! The 2-bedroom, 1-bathroom home has room for 4 guests. The cozy space is decorated beautifully inside and out! Enjoy quiet...
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    Location Information
    Wauwatosa, Wisconsin 53216
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Rochester
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Grill
    • Terrace
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Venture north and experience a fabulous family getaway at this vacation rental cabin in Burlington, Wisconsin! Situated on a lovely 7-acre lot 25 minutes from Lake Geneva, this property includes 2 horses and a pond stocked with bass and other fish! The 3-bed, 2-bath house boasts chic rustic decor,...
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    Location Information
    Rochester, Wisconsin 53105
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Milwaukee
    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    • 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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    Location Information
    Milwaukee, Wisconsin 53207
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 10
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