
House holiday rentals in Greendale
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Top-rated house rentals in Greendale
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Popular amenities for Greendale house rentals
House rentals with a pool

Woodhaven, a Luxury Lake Geneva HotTub-Pool Estate
“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!”

Elssys Ranch 80 Acre Lake Geneva Retreat
Nick was very responsive to any need that arose and took care of things quickly. Great host and very friendly, would absolutely recommend.

Cute and cozy 2 bedroom house perfectly located!
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!!

Cozy cabin getaway near Lake Como and Lake Geneva
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.

Newly Updated Modern Lake Condo
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.

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

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

Amazing Five Bedroom Milwaukee Vacation Home!!
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

HGTV Renovated Home with GREAT backyard!
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!

Budget Guest House #1. Private & Free Parking
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.

Muskego Hideaway on 2 Acre Lot
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.

3 Bedroom Muskego Home
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!!

Large Luxury Home - Perfect for Groups - Downtown
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

Wauwatosa/Milwaukee “Inglewood Place”Best Location
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.

Root River Home - Waterfront property - Sleeps 8+
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!

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

Cozy 3BR Ranch Home Away From Home
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.

Cozy Cottage 2 Blocks From The Lake
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!

Cozy house near mke airport, quiet neighborhood
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.

Exhale, rest
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!

Mequon Wedding Retreat
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!!

White House on Wisconsin|Horticultural Hall |Sl 20
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!

Our Happy Place in Cedarburg
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.

2 Homes Near Entertainment, 3 King Beds, Sleeps 14
Hosts were so helpful With our large group wish there was more seating in dining room and living room
Destinations to explore
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- Milwaukee Public Museum
- Erin Hills Golf Course
- Six Flags Great America
- Wilmot Mountain Ski Resort
- Geneva National Resort & Club
- Grand Geneva Resort & Spa
- Alpine Valley Resort
- Racine North Beach
- Illinois Beach State Park
- Richard Bong State Recreation Area
- Milwaukee Country Club
- Springs Water Park
- Moraine Hills State Park
- Bradford Beach
- Heiliger Huegel Ski Club
- Harrington Beach State Park
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Milwaukee County Zoo
- Sunburst
- Shoreacres
- West Bend Country Club
- America's Action Territory
- Blue Mound Golf and Country Club
- Discovery World