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Pewaukee Holiday Homes

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    Don't let other travellers get your favourite Pewaukee area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 22 Rentals in Pewaukee
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    The following rentals are within 30 kilometres of Pewaukee.
    Lake Michigan Tudor1 / 25
    (6)Excellent
    Milwaukee
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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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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    Beautiful Restored 1903 Victorian (close to Lake MI, UWM, Dntwn)1 / 31
    (4)Excellent
    Milwaukee
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Milwaukee
    2 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unbeatable location in the absolute heart of Brady Street, fine dining, nightlife, shopping, sports bars, etc. Come and stay at our charming house / You'll be within walking distance to the whole City! You’ll love our place because of the coziness, comfy hotel quality beds and clean bathroom. Our...
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    Milwaukee, Wisconsin 53202
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 10
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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
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    Milwaukee
    2 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Brady Street home is the best option for corporate travel, bachelor/bachelorette, and family vacations to Milwaukee. The best part about our home is the location - you're 30 seconds from the hustle and bustle of Brady Street but our quiet neighborhood provides much needed peace and quiet when...
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    Location Information
    Milwaukee, Wisconsin 53202
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 10
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    West Allis
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • 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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    Milwaukee
    3 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A + Location! Literally the whole city is within walking distance and Brady St, where everything happens, is only a 4 min walk. There are tons of restaurants, bars, pubs, convenience stores and all that you can think of! If you're a beer lover our City has some of the America's largest breweries....
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    Location Information
    Milwaukee, Wisconsin 53202
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 15
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    The Country Retreat1 / 8
    (5)Excellent
    Richfield
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Wi-Fi
    • Parking
    • Housekeeping Included
    • DVD Player
    • Private Garden
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Matt and Laura's place is absolutely incredible. It is calm, scenic, accessible, and beyond cozy. I always bring my pups and some friends, and I leave in a better headspace than...
    Reviewed 11 November 2017
    This is a modern, stylish and immaculate apartment, located on a beautiful, historic farm. Super family friendly, but would be great to relax there without kids too. We...
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    About this property
    The Country Retreat at the historic Schmitz Family Farm, is close to many attractions, ideal for couples, families, girls weekend or business travel. Enjoy a sunrise or sunset, get cozy at the fireplace, watch the pups and chickens, or indulge in the many activities our area has to offer. We...
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    Richfield, Wisconsin 53076
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Milwaukee
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our professionally cleaned and centrally located Brady Street home is yours to enjoy! Our home features hotel quality beds, a plush leather sectional sofa, and a large dining area for great times with friends and family. The home is less than 5 minutes walking to Bradford Beach, Brady Street, and...
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    Location Information
    Milwaukee, Wisconsin 53202
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Olympia Vacation Owners Association1 / 6
    (2)Excellent
    Oconomowoc
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Indoor Pool
    • Washer
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Patio
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 November 2016
    So happy to find this great vacation rental. Friendly staff and clean comfortable condos with all the amenities of home. We will be booking our next stay soon!
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    About this property
    A great place to vacation in Oconomowoc Wisconsin. If you like to do things this is the place. Oconomowc is 30 minutes from Milwaukee and Madison and under an hour from Wisconsin Dells. If you can imagine it, you can do it. Golfing and Lakefront 10 minutes from the resort. Dining and shopping...
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    Location Information
    Oconomowoc, Wisconsin 53066
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Milwaukee
    1 Bedroom, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Air Conditioning
    • Internet Access
    • Patio
    • 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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    Cedarburg
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • 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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    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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    Location Information
    Wauwatosa, Wisconsin 53213
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 14
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    Delafield
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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
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    Milwaukee
    2 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home is situated in a quiet neighborhood less than a 4 minute walk to Brady Street in Downtown Milwaukee. We chose this home primarily because of it's safe location and proximity to the best of the Milwaukee sights and sounds. You are a short ride to Bayview and a quick walk to the best bars...
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    Location Information
    Milwaukee, Wisconsin 53202
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 10
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    Milwaukee
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Parking
    • Washer
    • Wi-Fi
    • DVD Player
    • Balcony
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You would have your own private bedroom and large private bath within a two bedroom loft home. Your bedroom has a queen bed and full futon and you have full access and use of the kitchen, living room, laundry room, mini gym, party room, bbq area and riverwalk patio. BEST LOCATION & ROOMY - You...
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    Milwaukee, Wisconsin 53202
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    The Massive Modern Milwaukee Manor - 8 Huge Beds!1 / 15
    (1)Terrible
    Milwaukee
    4 Bedrooms, 1 Bathroom, Sleeps 15 Quick View
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    • Central Heating
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern Updated Milwaukee Home right off Brady Street - walk to everything! 90 + Walk score - come fall in love with Milwaukee, 8 big beds - 6 kings, 2 fulls, enough space for the whole family! Big clean bathroom. Full dining room and living room! This is the absolute ideal location to visit and...
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    Location Information
    Milwaukee, Wisconsin 53202
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 15
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    Mukwonago
    3 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Waterfront
    • Internet Access
    • Washer
    • Patio
    Suitability
    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
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    Hartland
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Less than 10 minutes from Erin Hill! Private backyard with 100 yard driving range. Basement has a huge rec room with pool table, big screen tv and a bar that seats 8! Modern furniture and appliances. 3 bed room with finished rec room. Warm cozy and has a pull out couch and half bath. Only 10...
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    Hartland, Wisconsin 53029
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Milwaukee
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • 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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    Charming 3BR Waukesha Farmhouse w/Gorgeous Scenery1 / 25
    (1)Excellent
    Waukesha
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Parking
    • Cable/satellite TV
    • Washer
    • Grill
    • Air Conditioning
    • Internet Access
    • Patio
    • DVD Player
    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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