House vacation rentals in Greendale

Find and book unique houses on Airbnb

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Popular amenities for Greendale house rentals

House rentals with a pool

Top guest favorite
Home in Delafield
4.95 out of 5 average rating, 39 reviews

Cute and cozy 2 bedroom house perfectly located!

LisaRating, 5 stars1 month 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 favorite
Home in Mequon
5 out of 5 average rating, 9 reviews

Vacation home: heated inground pool on 4+ acres

MandolynRating, 5 stars8 months ago
This is the perfect place to get away from it all! Clean and quiet. Surrounded by nature. A true place to relax, spend time with the family, and reset from a busy life. Thank you!!!
Guest favorite
Home in Racine
4.88 out of 5 average rating, 26 reviews

Nautical Escape •Spacious Home •Pool /Hot Tub

CarltonRating, 5 stars7 months ago
This cozy getaway was absolutely perfect for our weekend getaway!!
Superhost
Home in Sussex
4.87 out of 5 average rating, 107 reviews

Amazing Five Bedroom Milwaukee Vacation Home!!

TheresaRating, 5 stars1 month ago
We had a few issues with the pool and Thomas and his crew were super responsive. The house was perfect for all of us to gather together and have our own space.
Home in Caledonia
4.85 out of 5 average rating, 75 reviews

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

SherriRating, 5 stars1 month 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 Cudahy
4.78 out of 5 average rating, 152 reviews

Make Yourself At Home! Close to Lake & Airport!

TanyaRating, 5 stars1 month 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.
Superhost
Home in Hartland
5 out of 5 average rating, 5 reviews

3/3 | 2 Fenced Acres |Pool |Hike & Beach| in Town

LindseyRating, 5 stars6 months ago
A most peaceful and picturesque stay just outside of Delafield. Everything was wonderfully appointed, beds were very comfortable, and the outdoor scenery top notch. Pictures don’t do it justice :) The walk down the to the lake is an absolute must. Highly recommend Kristen and her home. Thank you for such a pleasant stay!
Top guest favorite
Home in Brewer's Hill
4.97 out of 5 average rating, 167 reviews

The Peacock Place w/ Seasonal Outdoor Heated Pool

NancyRating, 5 stars1 week ago
Clean, charming home with several amenities for guests. We only wished it had a modern shower. The claw bathtub fits the vintage house but is awkward for showering. Hosts were very helpful.

Weekly house rentals

Guest favorite
Home in Walker's Point
4.93 out of 5 average rating, 186 reviews

HGTV Renovated Home with GREAT backyard!

HaileyRating, 5 stars7 months ago
Jenni and David’s place was exactly as described, it was wonderful! Jenni was so responsive, respectful and flexible! We LOVED the location of the home, it was very walkable, we always felt safe. It was close to some great restaurants and bars that we visited. I would highly recommend staying here!
Superhost
Home in Milwaukee
4.81 out of 5 average rating, 366 reviews

Budget Guest House #1. Private & Free Parking

JanaeRating, 5 stars1 month ago
Overall great, Arthur was a good host. The area is a little ghetto so at night I wouldn’t walk around but overall it was good.
Guest favorite
Home in Milwaukee
4.95 out of 5 average rating, 231 reviews

Spacious house, yard & hot tub easy drive downtown

CharissaRating, 5 stars2 weeks ago
Paul was flexible and super easy to communicate with. Check in and out are simple. Neighborhood was a quiet cul-de-sac and close to downtown. So convenient. We were a party of 9 and had plenty of room to gather and lounge. LOVED the saltwater hot tub. So relaxing at the start and end of our days 😊
Superhost
Home in Riverwest
4.89 out of 5 average rating, 451 reviews

Turn of The Century Modern

PaulRating, 5 stars6 days ago
It's a very nice, cozy first floor space about a 7-minute drive from the third ward, and near the river. Nice kitchen space for all your cooking needs. Free weekend Street parking across the street from the house. Otherwise, register on a free parking app for weekdays. Old house, but they kept the charm with modern touches. Residential neighborhood. Close to all, and a short walk to a large park. You need a car, or you could uber/lyft to your destination around town. Marquette University a 15 minute drive. The place is tidy. Homey.
Top guest favorite
Home in Muskego
4.98 out of 5 average rating, 171 reviews

3 Bedroom Muskego Home

KatyRating, 5 stars5 days ago
This was our 2nd stay at this beautiful home. We love the time we get to spend at the house, watching movies (they have so many great options via Roku and DVDs & VHS too!) or playing games (many options at the house too), or reading on the back porch which is so beautiful and peaceful. Tom was very quick to respond when we had a question about the fireplace. We highly recommend!!
Top guest favorite
Home in Lower East Side
4.95 out of 5 average rating, 127 reviews

Large Luxury Home - Perfect for Groups - Downtown

JakeRating, 5 stars6 days ago
Cool place awesome location have no complaints except a lot of the “beds” are actually couches and not sleeper sofas but other than that had a great time the basement with beer pong table video games putting greens and football is VERY fun
Top guest favorite
Home in Wauwatosa
4.97 out of 5 average rating, 218 reviews

Wauwatosa/Milwaukee “Inglewood Place”Best Location

CrystalRating, 5 stars2 weeks ago
Lovely hosts! Barbara and Fritz made us feel very welcome in their home. The personalised message was a special touch. The place was spotless and really homey, my girls loved their beds with the cuddly toys. We couldn't have asked for more as everything was so well equipped. We will definitely stay again if we are over again. Thank you!
Top guest favorite
Home in Bay View
5 out of 5 average rating, 125 reviews

Historic Brewery Tied-House in Bayview (Sleeps 12)

JulieRating, 5 stars2 weeks ago
We’ve stayed in LOTS of Airbnbs, but this one “takes the cake!” It was SO clean, spacious, and comfortable. Kyle was absolutely the most responsive and proactive host we’ve ever met (and yes, we got to meet him and talk a bit which was just delightful!). He really did think of everything between the treats in the refrigerator, cupboards, and coffee/tea bar and the toiletries basket. Don’t hesitate! Book the Schlitz Castle today…and tell Kyle that Julie sent you!

Private house rentals

Superhost
Home in Waukesha
4.87 out of 5 average rating, 52 reviews

Cozy 3BR Ranch Home Away From Home

TonyRating, 5 stars1 week ago
Zelda's home provided much more than a space to rest. Her home was a safe space for my family and it provided the much needed comfort. Not only was Zelda's home spacious, clean and was in a convenient location, Zelda was super accommodating and easy to work with. Her communication with us was wonderful.
Guest favorite
Home in Wauwatosa
4.96 out of 5 average rating, 103 reviews

Historic on The Avenue

DylanRating, 5 stars1 month ago
Finding a place for a big group of guys that's conveniently located near serval bars and restaurants isn't the easiest thing to do in tosa. But, thankfully, Matt's place met all of our needs. It's a super comfy and large space—perfect for a weekend get together. I would 6/5 recommend this place!
Guest favorite
Home in Wales
4.94 out of 5 average rating, 126 reviews

Charming, Updated and Historic

HerbertRating, 5 stars1 month ago
Really cool home. Easy check in and Jay was always quick to respond to any messages.
Superhost
Home in Milwaukee
4.81 out of 5 average rating, 21 reviews

Cozy house near mke airport, quiet neighborhood

SaraRating, 5 stars5 months ago
Home is cozy and all amenities listed are provided. Rebeca was always available when needed, very friendly and flexible to reservation changes. Highly recommend this Airbnb.
Guest favorite
Home in Mequon
4.92 out of 5 average rating, 60 reviews

Mequon Wedding Retreat

LianeRating, 5 stars6 months ago
David met us for check in and walked through everything! Throughout the reservation process and when we left he was very responsive. It was a beautiful home!!
Superhost
Home in Milwaukee
4.88 out of 5 average rating, 65 reviews

❤️ Travel + Work + Holiday Refuge

MaggieRating, 5 stars4 months ago
We had a great stay during our time in town visiting family over Christmas! The home was clean and comfortable and had everything we needed during our time there. It was great having a dedicated parking spot in the back. Super clean bathroom, plenty of clean linens, nice shower. Hosts were very responsive and helpful. We would definitely stay here again next time we are in town!
Guest favorite
Home in Glendale
4.82 out of 5 average rating, 74 reviews

4+2 bdrm house, quiet, spacious, great for groups

LorrinRating, 5 stars5 months ago
Igor’s house is nice and he was very responsive.
Top guest favorite
Home in Cedarburg
4.97 out of 5 average rating, 197 reviews

Our Happy Place in Cedarburg

SharrieRating, 5 stars1 day ago
House is in walking distance to shops, wineries and restaurants. Was pleasantly surprised with all the extras. Fully stocked kitchen, snacks, coffee and if you wanted to cook spices.

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