House holiday rentals in Greendale

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Popular amenities for Greendale house rentals

House rentals with a pool

Superhost
Home in Lake Geneva
4.94 out of 5 average rating, 16 reviews

Woodhaven, a Luxury Lake Geneva HotTub-Pool Estate

SuwanRating, 5 stars4 months ago
“We had a fantastic two-day stay at Ellen’s place place! The home was exactly as described—spotlessly clean, comfortable, and well-equipped with everything I needed. The location was perfect, close to lake Geneva downtown which made exploring the area so easy. Ellen was incredibly welcoming and responsive, offering helpful tips about the area and making sure I felt right at home. The thoughtful touches, like the warm fireplace on arrival, towels in each room made my stay even more enjoyable. The hot tub was very comfortable this time of the year. I would absolutely stay here again and highly recommend it to anyone looking for a cozy and hassle-free getaway!”
Guest favourite
Home in Lake Geneva
5 out of 5 average rating, 10 reviews

Elssys Ranch 80 Acre Lake Geneva Retreat

ShayneRating, 5 stars2 days ago
Nick was very responsive to any need that arose and took care of things quickly. Great host and very friendly, would absolutely recommend.
Top Guest favourite
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 favourite
Home in Lake Geneva
5 out of 5 average rating, 30 reviews

Cozy cabin getaway near Lake Como and Lake Geneva

DarrylRating, 5 stars1 month ago
This was my first time using Airbnb. We had a group and it seemed like a better idea to try and find something we could share for the GaryCon convention. None of us were familiar with the area so I used the app and geo bracket for within 10 miles of the convention and came up with this beautiful home that had enough beds to accommodate each of us. I looked through the pics and was happy with what I saw. Sasha was responding quickly to answer my questions and we made the reservations. When we got to the place we were all happy with what we found. The hone was spacious with large beds in each room. 3 baths made it easy for us to get out quickly each morning. The kitchen was really great. The deck was really great. Seriously couldn't not have been happier and more pleased. Thank you for opening up your home to us. I understand why people live the area. I strongly recommend this home and Sasha if you're in the area.
Top Guest favourite
Home in Lake Geneva
5 out of 5 average rating, 38 reviews

Newly Updated Modern Lake Condo

KristinRating, 5 stars1 month ago
Great location close to shops and restaurants. We enjoyed the pool/hot tub area and ended up having dinner at Crafted Italia in the same building the pool is located, it was nice and close to the rented unit.
Guest favourite
Home in Lake Geneva
4.96 out of 5 average rating, 72 reviews

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

CynthiaRating, 5 stars3 weeks ago
I absolutely love the location of this property. Steve's place is perfectly secluded for quiet mornings & peaceful evenings. I hope to return in the winter to take in the beautiful snowfall. I also appreciate the fact that it's not far from a small cozy town with a walking path along the lake. Thank you for sharing your wonderful property & I look forward to returning!
Superhost
Home in Lake Geneva
5 out of 5 average rating, 5 reviews

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

DeborahRating, 5 stars10 months ago
It was a beautiful, restful setting for our family to celebrate my wife’s birthday. Thank you for providing a great place for us to meet!
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.

Weekly house rentals

Guest favourite
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 favourite
Home in Muskego
4.89 out of 5 average rating, 114 reviews

Muskego Hideaway on 2 Acre Lot

MarcyRating, 5 stars3 weeks ago
This is our second stay at Jeff’s place and it is one of our favorites. It’s always very clean, the back yard is beautiful and perfect for dogs, and Jeff is fantastic with communication. The house has a great layout and super comfy furniture, and there is plenty of seating and a fire pit outdoors. Just an absolutely fantastic stay.
Top Guest favourite
Home in Muskego
4.98 out of 5 average rating, 171 reviews

3 Bedroom Muskego Home

KatyRating, 5 stars1 week 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 favourite
Home in Lower East Side
4.95 out of 5 average rating, 127 reviews

Large Luxury Home - Perfect for Groups - Downtown

JakeRating, 5 stars1 week 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 favourite
Home in Wauwatosa
4.97 out of 5 average rating, 220 reviews

Wauwatosa/Milwaukee “Inglewood Place”Best Location

LisaRating, 5 stars1 week ago
We could not believe all the extras Barbara & Fritz had available. They even personalized some treats for us! The place is very homey and comfortable. We felt safe in this beautiful neighborhood. We met Barbara & Fritz, they are a charming couple but not intrusive. I would have loved to sit and chat with them longer had our schedules allowed. We highly recommend their place and would stay again.
Guest favourite
Home in Racine
4.94 out of 5 average rating, 157 reviews

Root River Home - Waterfront property - Sleeps 8+

LauraRating, 5 stars2 days ago
Beautiful home with amazing views. Very peaceful and serene setting; you forget the house is in a small residential community. The accommodations were very comfortable with lots of room for a larger group to spread out. We would love to come back again for a longer stay to enjoy canoeing, fishing and hit the beach. Mindy was quick to respond to the few questions I had. Almost forgot, LOVED THE FIREPLACE!! Thank you!
Top Guest favourite
Home in Wauwatosa
4.92 out of 5 average rating, 158 reviews

AVL-Entire Home-MKE/Tosa (next to Hart Park)

ChristopherRating, 5 stars8 months ago
This place was very nice and clean. It was set up very well. It’s also in a great neighborhood and within walking distance to some great restaurants. Marc was very responsive and helpful.

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.
Superhost
Home in Lake Geneva
4.8 out of 5 average rating, 181 reviews

Cozy Cottage 2 Blocks From The Lake

SandiRating, 5 stars1 week ago
Just enjoyed a few day's at Zan's place. Enjoyed being so close to Lake Como with restaurants nearby and a short drive to Lake Geneva. Zan's communicated extremely well and his place was cozy and just enough for what I needed. I highly recommend!
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 favourite
Home in Menomonee Falls
4.95 out of 5 average rating, 128 reviews

Exhale, rest

CourtneyRating, 5 stars2 weeks ago
Emily was a fantastic host! Her home is beautiful and had everything we needed to have a relaxing visit. After our flight was changed she was so gracious to let us check in early. With a great location, we were able to walk to restaurants and coffee shops on the main road. We would definitely recommend Emily’s home and we would love to stay again next time we are in the area!
Guest favourite
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 Lake Geneva
5 out of 5 average rating, 9 reviews

White House on Wisconsin|Horticultural Hall |Sl 20

MaggieRating, 5 stars9 months ago
This is the perfect house for larger groups- we used it previously for my bachelorette and it was perfect for our wedding party! There’s enough space for everyone and we all very much appreciate the mix of king and queen beds!
Top Guest favourite
Home in Cedarburg
4.97 out of 5 average rating, 197 reviews

Our Happy Place in Cedarburg

SharrieRating, 5 stars4 days 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.
Guest favourite
Home in Bay View
5 out of 5 average rating, 7 reviews

2 Homes Near Entertainment, 3 King Beds, Sleeps 14

LindaRating, 5 stars1 month ago
Hosts were so helpful With our large group wish there was more seating in dining room and living room

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