House vacation rentals in Milwaukee

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Popular amenities for Milwaukee house rentals

House rentals with a pool

Superhost
Home in Sussex
4.88 out of 5 average rating, 112 reviews

Wooded Hills/Indoor Pool/Hot Tub/Arcade

KaitlynRating, 5 stars1 week ago
Great stay. Pool could have been cleaned better before our stay.
Home in Caledonia
4.85 out of 5 average rating, 75 reviews

7 1/2 Acres! Pool! Hot Tub! Fishing Pond!

SherriRating, 5 stars2 months ago
I think this was my favorite place I’ve rented. I’m glad I found it just an hour outside the suburbs of Chicago. It’s a country feel with a ton of activities as described, plus a few extra. My boys really enjoyed the game room. There’s a TV so we played music videos while playing darts, billiards, and I enjoyed throw back video games like Donkey Kong, Centipede and Dig dug. It was cooler outside so I definitely want to return in the summer to enjoy the pool, bonfire, fishing pond, but we had one nice day so still got to enjoy the large property, paddle boat, swings, bocce ball and hot tub. The house has very comfortable furniture, like the beds and couches. We watched movies at night and slept well. Robert was a great host and I appreciated all the helpful notes around the house. I almost felt guilty it was just me and my boys, but it was a perfect getaway. Plenty to do, or do nothing and enjoy the views.
Guest favorite
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 favorite
Home in Brewer's Hill
4.97 out of 5 average rating, 174 reviews

The Peacock Place w/ Seasonal Outdoor Heated Pool

MikeRating, 5 stars2 weeks ago
We cant say enough about our stay with Stephanie and Jesse. We were only there for a night, but we found the place to be spacious, comfortable and well maintained. The house itself was gorgeous and it felt like an authentic Milwaukee home. The surrounding neighborhood was walkable and beautiful as well. The morning we left we noticed our tire was flat. Stephanie and Jesse were super proactive in helping us fix the flat. Jesse, who was extremely handy, was able to take the nail out and fill the hole so that we could return the rental car. We were all super thankful for their help as they took all the stress out of what would have otherwise been a somewhat stressful situation. They were great hosts and we cannot recommend them enough!
Guest favorite
Home in Cudahy
4.78 out of 5 average rating, 152 reviews

Make Yourself At Home! Close to Lake & Airport!

TanyaRating, 5 stars2 months ago
Ann went above and beyond to be a fantastic host!!! Her listing gives a very accurate overview of the living space and what to expect during this airbnb experience. She makes you feel at home and like you're staying at a friend or family member's house vs. an impersonal hotel. Her wonderful pets are an added bonus. There was a furry welcoming committee there to meet us at the door and to offer snuggles :) I would recommend this airbnb to anyone! It's in a peaceful neighborhood and only a short drive to shopping centers and restaurants galore.
Guest favorite
Home in Riverwest
4.87 out of 5 average rating, 15 reviews

Big BLUE Skyline VIEW

RobertRating, 5 stars2 weeks ago
Great neighborhood! loved this place. Great restaurants nearby. close to public transportation. thanks for letting us stay in your place!
Home in Milwaukee

Townhome Villa private oasis

Home in Sussex

HARLEY RIDERS WELCOME!! 30min from all dealers

House rentals with free parking

Guest favorite
Home in Walker's Point
5 out of 5 average rating, 6 reviews

Gatsby Glam w/ Lounge, Fireplace, Private Parking!

BrianRating, 5 stars1 month ago
Great place to stay! Restaurants, bars and shops are all walking distance from the place. More importantly, since you're basically in a downtown of a city, they have free parking! There is a secluded parking spot behind the Victorian you're staying in. Immensely helpful since most locations in a downtown city don't provide parking, you have to pay to park at a lot or leave your car on the street and cross your fingers. Inside Jose and his wife did somethings you don't realize how much you appreciate until you see them. Example, all the light switches were clearly labeled so you know what goes with what instead of flipping switches hoping to find the right one. The full size stackable washer/dryer made the trip easy. We did laundry before coming home. Best part, if you're using this as a home base to explore, the freeway onramp is maybe 3 blocks from the AirBnB, makes it super easy to get on and off the freeways! We'll be coming back at the end of summer and will stay here!
Guest favorite
Home in Bay View
4.97 out of 5 average rating, 36 reviews

2Bdrm home next to Humboldt Park

AnnaRating, 5 stars2 months ago
Jean‘s House is charming—it was very clean and comfortable. Woodwork was beautiful and so many of the original features of the home have been kept in excellent condition or renovated to make it a great mixture of a vintage aesthetic with the modern comforts. You cannot do without a car if staying here. But if you have a car it’s a convenient base for doing things in Milwaukee. Great list of recommendations (At Random is a great little cocktail venue).
Guest favorite
Home in West Allis
4.93 out of 5 average rating, 130 reviews

Minutes to WI Statefair, Zoo, Brewers, & Hospital

JayceRating, 5 stars3 weeks ago
House was clean. Keypad entry was easy. Neighborhood was quiet enough. Uber/Lift to downtown were never far away or too expensive. Would recommend.
Top guest favorite
Home in Bay View
4.94 out of 5 average rating, 103 reviews

Charming Bayview House, steps from MKE Merriment!

JenniferRating, 5 stars1 day ago
Our stay was wonderful, and we'd highly recommend it when visiting the Milwaukee area. The house is clean and very comfortable. If you're traveling with a dog, it can't get much better as it's just a block walk up to beautiful Humboldt Park. The area is fun with a lot of walkable restaurants and other shops. We even caught the farmer's market down on the lake which was amazing. We met a really nice neighbor, and the neighborhood is quiet and safe. It was a nice home away from home. I hope to stay here again next visit to Milwaukee. Thank you!
Guest favorite
Home in Wauwatosa
4.9 out of 5 average rating, 62 reviews

Brew City Boho - Wauwatosa

GinaRating, 5 stars1 month ago
I really enjoyed my stay here - friendly neighbors and very walkable to all that the village of Tosa has to offer! TC was responsive to questions and helpful with recommendations. Would definitely return - thank you so much!
Guest favorite
Home in Walker's Point
5 out of 5 average rating, 28 reviews

The Art Loft House

Anh ThuRating, 5 stars2 weeks ago
Wow, just wow. This was a beautiful home! We were blown away when we arrived. The decorations and attention to detail were spot in. The location of the home was great, close to restaurants and walkable to coffee shops. Parking was perfect because we traveled with our kids. Thank you, Jenni and David. Highly recommend this home!
Top guest favorite
Home in Jackson Park
5 out of 5 average rating, 52 reviews

House in Alverno Neighborhood

JanineRating, 5 stars1 week ago
This was one of my favorite Airbnb stays! We loved the historical items in the house, especially the laundry chute, milk delivery door, etc. We felt right at home, and thoroughly enjoyed our stay! Plus, Justin left us a surprise snack. We would definitely stay here again if we are in the area!
Guest favorite
Home in Waukesha
4.98 out of 5 average rating, 86 reviews

Brand New Studio w. Private Entry + Garden Patio

AdrienneRating, 5 stars1 week ago
Hubby and I stayed Friday and Saturday night. The room was perfect for us. Not too big and not too small. Plenty of amenities in the room to make us feel welcome. We didn't get a chance to sit out on in the backyard, but the view was beautiful.

House rentals with a hot tub

Guest favorite
Home in Glendale
4.9 out of 5 average rating, 48 reviews

Retreat w/hot tub Fmly/Pet Frdly No Clean fee

AlexRating, 5 stars1 month ago
Candace was very responsive with any questions we had and did her best to get us in early. The place was perfect for us and the hot tub was a nice adde amenity!
Guest favorite
Home in Brewer's Hill
4.93 out of 5 average rating, 71 reviews

Brew City Inn with Hot Tub

ReneeRating, 5 stars2 days ago
Pri was a lovely host. We had 7 girls there celebrating a bachelorette party and didn’t have any issues! The place is renovated nicely and was perfect for our group! The hot tub hangout area in the garage was so nice; we enjoyed it both nights!
Guest favorite
Home in Milwaukee
4.92 out of 5 average rating, 65 reviews

The Good Land Getaway: Ideal location, hot tub

RebeccaRating, 5 stars2 weeks ago
We really enjoyed our stay. Denise was communicative and everything was easy. The house is beautiful. Its on a quiet street with lovely neighbors. Its directly off bike/walking trails, whis is why we chose it. The house is right off of the highway but it was never intrusive. We hung out at the fire pit and it was honestly just quiet background noise. The kitchen is perfect and had everything we needed and wanted. We cooked simple meals and everything was easy. The bed in the main bedroom was so comfy, all the linens and towels were plush. The hot tub was such a nice luxury. We were about 18-20 minutes from every restaurant we tried. Denise was super flexible about our timing, which we really appreciated. All in all it was a great experience and a place we would return.
Top guest favorite
Home in Halyard Park
4.95 out of 5 average rating, 233 reviews

6BR house, yard, hot tub - 5 min drive downtown

FrankRating, 5 stars1 week ago
If i could give Paul and his home 6 stars I would. He was an excellent host. The home had everything and more than our group expected. It was close enough to down town but far enough to feel like we were away from the city.
Guest favorite
Home in Glendale
4.92 out of 5 average rating, 25 reviews

Bass & Sparrow - Spa Retreat on the MKE River

CamilleRating, 5 stars2 weeks ago
You would have no idea this place is in Milwaukee. It truly felt so secluded, like you were hours away from downtown. The hot tub, sauna, river right there…might has well been at a resort. Truly one of the most memorable weekends and we can’t wait to reserve another stay with Brad!
Top guest favorite
Home in Shorewood
5 out of 5 average rating, 28 reviews

4 Mins Walk Lake Michigan Atwater Park Beach. Pets

PaulRating, 5 stars1 week ago
Our large family really enjoyed this beautifully upkept home in the nice Shorewood area. Lokesh was super helpful, one of the best hosts we've ever had! Very convenient to downtown, just a beautiful drive along the lake. Our favorite day was walking through the neighborhood to the beach! We hope to stay here again in the future!
Guest favorite
Home in Halyard Park
4.92 out of 5 average rating, 133 reviews

Downtown Oasis: Hot Tub, Garage, 2 King Huge yard!

AlecRating, 5 stars1 week ago
We had an amazing stay at Trina's place! The house was spotless, and can accommodate a large group. Trina was also a fantastic host, always quick to respond and accommodating. We would definitely recommend their place and stay again.
Superhost
Home in Waukesha
4.76 out of 5 average rating, 41 reviews

Modern Convenient 3BR W/ 2 King beds

JanaRating, 5 stars1 month ago
This was a clean, spacious and comfortable property surprisingly private and quiet even though it was on a slightly busy street. It was a very easy drive in to downtown Milwaukee and close to restaurants and stores.

Quick stats about house rentals in Milwaukee

  • Total rentals

    1.2K properties

  • Total number of reviews

    40K reviews

  • Family-friendly rentals

    850 properties are a good fit for families

  • Pet-friendly rentals

    400 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    660 properties have a dedicated workspace

Destinations to explore

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