Holiday rentals in Waukesha

Find and book unique accommodation on Airbnb

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Popular amenities for Waukesha holiday rentals

Stay near Waukesha's top sights

The Corners of Brookfield8 locals recommend
Taylor’s People’s Park8 locals recommend
Texas Roadhouse5 locals recommend

Other great holiday rentals in Waukesha

Guest favourite
Guest suite in Wind Lake
4.85 out of 5 average rating, 20 reviews

Secret Garden Getaway

CassidyRating, 5 stars8 months ago
Sandy was such an amazing host! She was very kind and respectful. The place was beautiful! We went for a wedding and found that the location of the Airbnb was right around the corner, super convenient and so peaceful.
Guest favourite
Home in Lake Geneva
4.93 out of 5 average rating, 101 reviews

Home in Lake Geneva for your whole family

ScottRating, 5 stars1 month ago
Second time renting this house - it's like staying at home. Hosts are great to work with.
Superhost
Home in West Allis
4.77 out of 5 average rating, 154 reviews

★Cozy Beach Themed Home★2 Beds★Spacious Parking★

DominickRating, 5 stars2 weeks ago
Cute, smaller home, quick neighborhood. very clean, comfy beds. washer and dryer on site was a plus. Host was very responsive.
Guest favourite
Home in Antioch
4.92 out of 5 average rating, 116 reviews

Entertain on The Chain! water sports and sauna.

JoshuaRating, 5 stars3 weeks ago
Tucked along the quiet northern edge of Antioch, this house doesn’t just offer a place to stay - it gives you something to feel. Vaulted ceilings, custom barnwood beds, and raw concrete countertops set the tone: warm, solid, and built with intent. The private beach isn’t flashy - it’s better. Soft sand, still water, and no reason to rush. Grill outside, gather at the big family-style table, then sweat it all out in the sauna that feels like it was made to erase stress. The beds hit the sweet spot between firm and forgiving. Every corner of the place feels curated without being pretentious. Jewel is just up the road if you need supplies, but you’ll quickly forget the outside world exists. And Waylon? The kind of host you rarely get - quick to respond, genuinely helpful, and fully dialed in without hovering. This isn’t just a weekend rental - it’s the kind of place that makes you rethink how you spend your time off. You’ll leave better than you arrived.
Guest favourite
Home in Lake Geneva
4.91 out of 5 average rating, 116 reviews

Lake Geneva cottage with private beach access

RachelRating, 5 stars1 week ago
We had a wonderful stay at Jennifer’s place! It was a beautiful house with plenty of space for our group. Not to mention it was a stone’s throw away from the lake! We also had some personal issues that caused us to be a bit behind on checkout, and we appreciated Jennifer and Angela’s understanding.
Guest favourite
Cabin in Trevor
4.92 out of 5 average rating, 346 reviews

Living the Lakehouse Dream

Andrea NicoleRating, 5 stars1 week ago
We really enjoyed our stay and all the amenities your place has to offer. Thank you!
Guest favourite
Apartment in Fontana
5 out of 5 average rating, 20 reviews

Abbey Villa Getaway |Patio | Pool | Walk to Water

CatieRating, 5 stars8 months ago
Gorgeous unit and great location! Would for sure book this one again and again!
Top guest favourite
Home in Racine
4.97 out of 5 average rating, 37 reviews

Mid-Century Modern Dream Getaway

CharlesRating, 5 stars1 week ago
The photos are incredible but this place is even better in person. Cozy and spacious lay out, quiet area that feels very private. If you are a fan of this style of home you can't find a better place to stay. On top of all of that it had the best stocked kitchen I've ever stayed at. there were an abundance of spices, oils, etc.. for cooking. every part of the house was spotless and squeaky clean. I am honestly blown away by this airbnb. It is hard to describe the feeling you get when staying in a home like this. It has this warm nostalgic but still fashionable vibe. I cannot recommend staying here enough. I will be back again very soon!

Quick stats about holiday rentals in Waukesha

  • Total rentals

    50 properties

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

Destinations to explore

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  2. United States
  3. Wisconsin
  4. Waukesha County
  5. Waukesha