
House vacation rentals in Greenfield
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Top-rated house rentals in Greenfield
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Vacation rentals for every style
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Popular amenities for Greenfield house rentals
House rentals with a pool

Cute and cozy 2 bedroom house perfectly located!
This house was the perfect size for my husband & I. The bonus was that our dog had a huge fenced in yard to run and play in! We stayed for a month so we could spend some quality time with our daughter & her family. The location was perfect for us. The town looked like it could be in a “Hallmark Movie” ! There were great little shops & a variety of restaurants within walking distance! This was the 1st time we stayed in an AirBNB. & we were pleasantly surprised! We definitely hope to be back for another extended stay!!

Exclusive Milwaukee Home
The linens on the beds were soft. There were plenty of bath towels and pool towels. The kitchen was absolutely complete but coffee maker worked painfully slow. The house was huge and comfortable for my family reunion with my adult kids and their families. The grocery store was quite close. The property had a nice yard for the toddlers to run. The pool was very big especially for a private pool. It had a nice configuration; a very deep end with a diving board for the Dads and a nice shallow end with steps for the kids. The pool was heated and we were able to stay in it all day comfortably to play. Xee always responded quickly with answers. I would definitely stay there again.

Vacation home: heated inground pool on 4+ acres
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!!!

Nautical Escape •Spacious Home •Pool /Hot Tub
This cozy getaway was absolutely perfect for our weekend getaway!!

Big BLUE Skyline VIEW
We had an Airbnb that fell through and needed a new place within minutes. Dave and Cathy’s place was available for instant book and we had no problems getting in! The space was beautiful and fully equipped with everything we could need. Truly so happy and grateful for this space! We decided we’d love to stay here any time we’re visiting Milwaukee. Couldn’t recommend enough!

Spacious and secluded farmhouse with pool and pond
Highly recommend! The property is stunning and has plenty of space for adults and kids to enjoy (2 adults and 4 kids in our group-more space than we needed!). Enjoy the view of the pond from the home, or sit by the creek and relax while listening to the water rush over the rocks. Not one, but two fire pits! Kids-the yard has ample room to run and play. Take a walk on the wooded path. Want to hang out inside? The finished basement is huge-2 bedrooms, living room and kitchen (sink, beverage/small fridge) counter space with barstools). The library/office has games and books for all to enjoy. This property has it all. The host was wonderful to work with-friendly and quick to respond to our questions.

7 1/2 Acres! Pool! Hot Tub! Fishing Pond!
I cannot say enough about our brief stay at Robert's place last weekend. I reached out with an unusual request, unsure of the response. Robert could not have been more accommodating and welcoming. My daughter's softball team had a tournament near his property with an eight hour gap between games. Robert welcomed the team in, was proactive in communicating, and made us feel at home. His place was cozy and perfect, from the hot tub to the fireplace to game room to the many gathering areas. The expansive property and pool looked amazing, and if our travels bring us back to the Caledonia area we will definitely return. Thank you so much for your kindness, and helping make our day amazing!

3/3 | 2 Fenced Acres |Pool |Hike & Beach| in Town
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!
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
Nice place and great location. Fine to walk downtown during the day. I would not feel safe being outside at night.

Spacious house, yard & hot tub easy drive downtown
Great place! Fairly private and very comfortable stay with 7 folks.

Designer Cottage w/ Parking, New Kitchen & Netflix
This was a nice clean place to spend the night. Thanks
Turn of The Century Modern
Great place to stay, just what we needed, very nice host always helpful and responsive, beautiful home and excellent location.

3 Bedroom Muskego Home
great place we'll planning another stay

Large Luxury Home - Perfect for Groups - Downtown
Kevin has a perfect place for a weekend group trip. There are plenty of beds, plenty of room, and a perfect location to get downtown. These guys are great hosts and their checkin process was a breeze. We had a blast this weekend. Thank you!!

Wauwatosa/Milwaukee “Inglewood Place”Best Location
I don’t even know where to start. Barbara and Fritz’s place was perfect in every way. I couldn’t get over how well stocked everything was, how cozy and clean it was, and the fact that after a very heavy snowfall one night, the sidewalks and my car had been cleaned off before 8am. They take the time to write you hand written notes, and even leave postcards to send to loved ones. I will 100% be staying here again next time I visit. I was unfortunately in town for a funeral, but I felt completely at home and very well taken care of here. Thank you again for everything!!
Private house rentals

Cozy 3BR Ranch Home Away From Home
Zelda's place was perfect for our group. Everything was exactly as advertised. The location was ideal for getting around Waukesha. Zelda was super helpful and responsive. We would 10/10 come back.

The Robin's Roost LLC
Just a few miles away from the Boerner Botanical Gardens. If you have an event there, this makes it very easy. Nice to have the room to spread out for a family of 4.

Charming, Updated and Historic
Loved this place! The place is definitely unique and definitely historic. Family and I will look to book when we return to Waukesha .

Bayview Treehouse
We had a great girls weekend at this Airbnb. The hosts made us feel very welcome. The home was spotless and felt very cozy. The beds were so comfortable as well. Neighborhood felt safe/quiet. Short drive to different restaurants/coffee shops and downtown MKE. We would definitely recommend this Airbnb!

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.

❤️ Travel + Work + Holiday Refuge
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!

Our Happy Place in Cedarburg
I found this lovely home to be warm and inviting. The kitchen was equipped with everything and anything you could want or need. We were so comfortable, that instead of going out for dinner we ordered in. Thank you for everthing, I would and hope to stay again.

Lakefront 4 bedroom stunner!
We had a great time. The two families enjoyed the beach, and the provided wagon and beach chairs were great for the short walk to the beach. It does not have central air, but window units in the bedrooms made it comfortable for sleeping on the hot summer days. We did see the heads of giraffes from the backyard a few times, which the kids thought was fun. When the water was deemed unswimmable due to runoff from a big storm, it was only a 7 minute drive to a spring fed quarry beach that was great for our families. Overall, it was a good place for our two families to be together and enjoy summer swimming.
Quick stats about house rentals in Greenfield
Total rentals
50 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
940 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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