We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals and Apartments in Waukesha, WI and nearby

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    $0
    $505 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Don't let other travellers get your favourite Waukesha area holiday rental. You're so close to securing your perfect getaway. Book today.
    Applied filters:
    Nearby
    Clear All
    1 / 24
    Waukesha
    3 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
    Show Prices
    Payment Protection

    The following rentals are within 30 kilometres of Waukesha, Wisconsin.

    1 / 9
    Okauchee
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 25
    5 of 5 stars (5) Excellent
    Milwaukee
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 22
    Milwaukee
    6 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Central Heating
    • Grill
    • Terrace
    • Balcony
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    My place is close to historic Lake Park , great restaurants , downtown, UWM, all the Festivals, Sports events in a nationally registered historic home district. You’ll love my place because everyone else does :) Very, very comfortable with a yard I'm very proud of (I built almost everything you... View all property information
    Location Information
    Milwaukee, Wisconsin
    1 / 10
    Oconomowoc
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Waterfront
    • Air Conditioning
    • Outdoor Dining Area
    • DVD Player
    • Shared Garden
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Located in the heart of Oconomowoc, Lac LaBelle is one of Wisconsin's best kept secrets. This inviting, fully furnished three bedroom lake home offers the entertainment and relaxation of lakefront living with the comfort of home. Enjoy panoramic lake views on large terraced deck for sunbathing,... View all property information
    Location Information
    Oconomowoc, Wisconsin
    1 / 6
    Oconomowoc
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Indoor Pool
    • Washer
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Patio
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Oconomowoc, Wisconsin
    1 / 10
    5 of 5 stars (3) Excellent
    Muskego
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Garden
    • Air Conditioning
    • Grill
    • Hot Tub
    • DVD Player
    • Patio
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Muskego, Wisconsin
    5 of 5 stars 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 a large...
    5 of 5 stars 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 available if...
    See all reviews
    1 / 4
    Brookfield
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Terrace
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Brookfield Melody Farm, a historic Farmhouse built in 1865 post Civil War by Col. George Daubner. Great Wedding or Social Function Rental. 2,578 sq.ft. 2-story with 4-bedrooms and 2.5 bathrooms Total 9-rooms including Fireplace. Features an exterior pool, colonial style exterior porches, and... View all property information
    Location Information
    Brookfield, Wisconsin
    1 / 28
    Oconomowoc
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • DVD Player
    • Washer
    • Patio
    • Sauna
    • Satellite TV
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Our beautiful home is only 45 minutes from Milwaukee, just over an hour from Chicago, and only 30 minutes from Erin, WI which hosts the U.S. Open in June 2017! It is on an 8-acre lake fantastic for swimming, canoeing, kayaking, and fishing. It can also be enjoyed by walking the ample trails in the... View all property information
    Location Information
    Oconomowoc, Wisconsin
    1 / 36
    Waterford
    5 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Patio
    • Waterfront
    • Washer
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Fully remodeled Up-Scale 4 bedroom / 2 bathroom air-conditioned house on the tranquil Fox River. Solid oak cabinets with granite counter tops and soft close doors / drawers. Romantic gas fireplace. Giant 65" HD TV in the living room and TVs in two of the bedrooms. Amazing water views from 3... View all property information
    Location Information
    Waterford, Wisconsin
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 20
    Milwaukee
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This listing does not offer discounts for monthly stays at this time. Enjoy a modern contemporary building with high-end finishes and 12 foot ceilings that provide a true loft feel. Decorating is neutral and tasteful to provide a feeling of comfort and calm. The south-facing, over-sized windows... View all property information
    Location Information
    Milwaukee, Wisconsin
    1 / 15
    Milwaukee
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Parking
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Beautiful 3 bedroom home located less than one mile from State Fair Park. Fully furnished home. Two story, 3 bedroom with 2 bath fully furnished home. Hardwood floors throughout, fully remodeled kitchen with granite counter tops. Beautiful deck off front of home. Pets welcome!!!! Motorcycle... View all property information
    Location Information
    Milwaukee, Wisconsin
    1 / 26
    Milwaukee
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Parking
    • Washer
    • Wi-Fi
    • DVD Player
    • Balcony
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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.<BR> <BR>BEST LOCATION &... View all property information
    Location Information
    Milwaukee, Wisconsin
    1 / 23
    Oconomowoc
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Washer
    • Air Conditioning
    • Grill
    • Patio
    • Parking
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Comfortable two story home only 15 miles from Erin Hills Golf Course. Located in a quiet neighborhood in the small city of Oconomowoc, our house is close to shops, restaurants and pubs. Three bedrooms, a bonus room, and two and a half baths make a spacious retreat for golf fans. Large patio with... View all property information
    Location Information
    Oconomowoc, Wisconsin
    1 / 16
    Milwaukee
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Secure Parking
    • Washer
    • Patio
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This charming three bedroom, City Retreat is set in a family-friendly neighborhood bordering Wauwatosa, a suburb. Only 4 miles from Mayfair Mall, Miller Park and Mount Mary University. This home is great for couples, Solos, families and business travelers. This City Retreat, offers sleeping for... View all property information
    Location Information
    Milwaukee, Wisconsin
    1 / 17
    Nashotah
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Waterfront
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This inviting, fully furnished three bedroom lake home offers the entertainment and relaxation of lakefront living with the comfort of home. Enjoy panoramic lake views on multi-level decks including a 500 square foot deck for sunbathing, dining and social activities. Newly remodeled lake home... View all property information
    Location Information
    Nashotah, Wisconsin