House holiday rentals in Waukesha County

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Waukesha County

House rentals with a pool

Superhost
Home in Lake Geneva
4.64 out of 5 average rating, 11 reviews

Home in Lake Geneva Town With In Ground Pool

JackRating, 5 stars10 months ago
The property was outstanding, especially the backyard, with an oversized yard with an exceptional in-ground pool. Phenomenal sitting area w/fire pit and a very nice B-BQ. Plenty of room for 6-8 adults with everything you need, towels, kitchen utensils and two areas to watch tv. This is a can't miss rental opportunity.
Guest favourite
Home in Delafield
4.95 out of 5 average rating, 40 reviews

Cute and cozy 2 bedroom house perfectly located!

LisaRating, 5 stars3 months ago
Our first time in Delafield and loved it!! Adorable little lake town with so many cute restaurants, coffee shop and ice cream just a short walk away. Elizabeth's home was exactly what we needed for a month long mother/daughter stay while attending treatment in the area. Meticulously clean at check-in and decorated so cute with finest attention to detail! So warm and cozy providing a perfect sanctuary. Elizabeth was flexible and responsive in all communication prior to and during our stay, and quickly addressed an Internet hiccup, ensuring the issue was resolved for us. Can't wait to return and highly recommend Elizabeth and this adorable gem of a home!!
Guest favourite
Home in Lake Geneva
5 out of 5 average rating, 33 reviews

Cozy cabin getaway near Lake Como and Lake Geneva

DanielRating, 5 stars2 weeks ago
Sasha’s place was even better than expected. We all felt at home and it was very relaxing. We had plenty of room to accommodate all of the guests.
Guest favourite
Home in Mequon
5 out of 5 average rating, 10 reviews

Vacation home: heated inground pool on 4+ acres

AvremiRating, 5 stars1 month ago
Was a wonderful stay at the home, will definitely go back again in the summer for a nice swim in the beautiful pool! If you are looking for a little getaway in a quiet area with a home that's both comfortable and modern I highly recommend this stay!
Top guest favourite
Home in Lake Geneva
5 out of 5 average rating, 40 reviews

Newly Updated Modern Lake Condo

LaurenRating, 5 stars1 month ago
Loved this house! It was in a great location, a few mins away from town, walking distance to Lake Como and super easy to find and navigate. Everyone had a great time. Only drawback was a tiny kitchen for multiple people but the rest of the living areas were great!
Guest favourite
Home in Lake Geneva
4.96 out of 5 average rating, 77 reviews

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

CindyRating, 5 stars2 days ago
We only stayed for one night so weren't able to take advantage of all the community amenities, but the house was very comfortable and we had a good night's sleep. Seemed like a peaceful retreat just outside of the main shopping/dining area of Lake Geneva. We would return!
Superhost
Home in Lake Geneva
5 out of 5 average rating, 6 reviews

Oasis on Oak | Private In-Ground Pool | Hot Tub

ADAMRating, 5 stars3 weeks ago
House was great and matches the description and photos. House is spacious, good for a group of 6-7 people and private from other neighbors. It’s also less than 10 minutes from downtown Lake Geneva. It is an ideal house if you are looking for a quiet weekend retreat, close to the areas activities. In addition, the host is responsive and helpful. Looking forward to our next stay with you all!
Top guest favourite
Home in Whitewater
5 out of 5 average rating, 81 reviews

Nestled in the Southern Kettle Moraine Forest

DianaRating, 5 stars6 days ago
The property was better than the description… Chris and Jarvis made us feel “like we were staying with friends” … The landscaping on the property is gorgeous and everywhere you went there would be something interesting to see … The animals on the property were wonderful for me, I left my “mini-farm” for this trip, it was very soothing to walk out and watch the animals as I was missing mine. The interior design was very tasteful, slightly different, but much better than the pictures. The extra’s - muffins, bread, bacon, fresh farm eggs, and an assortment of drinks - were above and beyond any Airbnb property I have stayed at!! I have to add … if you’re planning to stay for the Kettle Moraine 100 - this property is less than 10-minutes to the start/finish and within 25 minutes or less to all crew accessible aid stations! I really hope to have another opportunity to stay at this property and explore the surrounding areas.

Weekly house rentals

Home in Delafield
4.8 out of 5 average rating, 5 reviews

Downtown Delafield Porch Perfect

BradyRating, 5 stars1 month ago
Paige’s instructions made things easy. Walkable to downtown Delafield. Was a great stay for our group.
Home in Delafield
4.86 out of 5 average rating, 28 reviews

Lake Nagawicka Home - 2 Blocks to Boat Launch

Tricia ( & Brad)Rating, 5 stars1 month ago
Delafield is a beautiful town! It was our first time visiting this town and for sure won’t be our last. The downtown area is adorable and has lots of options to eat and shop. The neighborhood was gorgeous with beautiful homes, a park, walking path and a big lake to enjoy. This property was a split level home with 3 bedrooms up and had a large fenced in yard for the dogs. It was cozy and peaceful. The house itself was adorable as well. We really enjoyed our stay.
Top guest favourite
Home in Mukwonago
5 out of 5 average rating, 26 reviews

The Lake House on Shady Lane

BrianRating, 5 stars3 weeks ago
The place is lovely! It is on arguably the best part of the lake and the views from throughout the house are great. I would highly recommend taking the kayaks out and seeing other parts of the lake. Definitely recommend booking this place!
Guest favourite
Home in Oconomowoc
5 out of 5 average rating, 5 reviews

Okauchee Lake Home

JoshuaRating, 5 stars12 months ago
Tim was an excellent host, he was readily available for anything we needed and was proactive in his communication, ensuring our stay was going well.. His location on the lake is perfect, easy access to hwy 16, quick walk or drive to “downtown” Okauchee Lake. If you want a peaceful lake vacation in Lake Country we would 100% recommend this place Thank you Tim for a great stay.
Home in Muskego
5 out of 5 average rating, 5 reviews

Century House for Family Retreat

KathrynRating, 5 stars6 days ago
We enjoyed this very nice house in its lovely, private setting. The house is more well-equipped than any other airbnb I've rented. The beds and furniture were very comfortable, everything was spotless, and the kitchen had everything a cook could ask for. My favorite room is the brightly lit sunroom with its plush rug and comfy furniture - perfect to nap or read. Muskego is a great location! While it is close enough to Milwaukee, the interstate, and events throughout the region, we found Muskego to be quiet with peaceful, summer lake vibes.
Guest favourite
Home in Pewaukee
5 out of 5 average rating, 6 reviews

Wide open lake views and large flat front yard

AndriusRating, 5 stars21 months ago
Thank you so much for our amazing stay. We stayed as a family and everyone - grandparents, parents and kids had a wonderful time. We enjoyed the house, lake and fire pit at the fullest. The house is nice and very comfortable, outside space is absolutely gorgeous. The hosts are very helpful and very nice. I would highly recommend this house if you are looking for an amazing time on the lake!!!
Top guest favourite
Home in Hartland
4.98 out of 5 average rating, 42 reviews

Spacious Lake House with Beautiful Views

DustinRating, 5 stars3 weeks ago
Our family get together for the US Open was perfectly hosted by Steven and his property! Thanks for letting us use your place and we will stay again if we make it that way again!
Home in Oconomowoc
4.77 out of 5 average rating, 30 reviews

Lake home on Lower Nehambin Lake

KappieRating, 5 stars3 weeks ago
We had a wonderful stay at the lake cabin. It was a great spot for our family of 5. We brought our children, ages 4, 2, and 4 months old and thought the cabin worked well for our needs. It is not particularly childproof, but we had no issues and our children loved the yard and the lake. I loved sitting on the back deck to enjoy the beautiful view in the early mornings when my infant had woken me up :) The bathroom was spacious, and the beds were comfortable. The kitchen had everything we needed and more. Everything about the stay was smooth and easy.

Private house rentals

Home in Oconomowoc

Waters Edge Retreat

SaraRating, 5 stars2 months ago
Truly an amazing house and location! Complete remodel. Really gorgeous! The house is very clean with all new bedding, soft towels and appliances (including washer & dryer)! I highly recommend staying here. Host is very responsive. It’s very easy to check in and out. Close distance to walking downtown and around the lake. The location is perfect! I will be back.
Home in Oconomowoc

Okauchee Lake - Relax/Entertain

ChristineRating, 5 stars11 months ago
Wow!! Location was absolutely perfect! Right on the lake with views everywhere. Home was clean, beds were comfortable and outdoor space was perfect. Great communication before, during and after our stay. Wish we could have spent more time there! Thank you for everything Jay!
Home in Brookfield
5 out of 5 average rating, 4 reviews

Charming 3-bedrooms house/resort-kind,Firepit,Deck

MarthaRating, 5 stars5 months ago
Soni was very responsive to my questions when we arrived at the home. Clean facilities and great wifi. Check out was super easy. The neighborhood was very nice and accessible to where we needed to be.
Top guest favourite
Home in Oconomowoc
5 out of 5 average rating, 17 reviews

Beautiful lake views.

DanaRating, 5 stars5 months ago
I have stayed at this home and would stay again when in the area. Bill is great to work with and would definitely recommend.
Home in Menomonee Falls
4.57 out of 5 average rating, 14 reviews

Relax & Unwind at Our Unique Countryside Getaway

ChredRating, 5 stars1 month ago
I really enjoyed the staying, and Robert was very responsive to my questions and requests. The house was clean, very private and peaceful. I highly recommend.
Home in New Berlin
4.89 out of 5 average rating, 9 reviews

Cozy 2 bedroom Upper Duplex w/ Bonus Room

RobertRating, 5 stars23 months ago
nice place,comfortable bed,quiet neighborhood
Top guest favourite
Home in Menomonee Falls
5 out of 5 average rating, 15 reviews

Suburban Comfort

ElyseRating, 5 stars12 months ago
We had an amazing time at Julia’s home. We were beyond comfortable and had so much space for our kids to run around and play. Having a designated play room was a HUGE bonus! It was really nice to be in such a quiet neighborhood especially with our kids being with us! I would definitely recommend this stay!
Home in Okauchee Lake
4.89 out of 5 average rating, 18 reviews

Maine inspired architecture on Okauchee Lake

RobertRating, 5 stars20 months ago
Welcoming rental space.. Start the day off with a great coffee and communion with the locals at the Java Hut. Close the day by decompression time by the lake with a heron, ducks and even baby fish. To close the day, a hot jacuzzi tub, popcorn and Netflix.

Destinations to explore