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

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!!

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
Stayed for a convention, it was great having space to come back to instead of a tiny hotel room, and everything was super convenient.

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.

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

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.
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.

Spacious house, yard & hot tub easy drive downtown
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 😊
Turn of The Century Modern
We felt at home and comfortable. The home was beautiful.

3 Bedroom Muskego Home
When my parents come to visit, they stay here whenever possible. The hosts are very responsive and made the check in and check out process seamless. The home itself is very well-maintained and has board games and things for little kids to do. There are clear instructions (with pictures!) to use the gas fireplace and the grill. This is such a great place to stay and the neighborhood is nice and quiet, perfect for a family or an older couple!

Large Luxury Home - Perfect for Groups - Downtown
If you’re looking for a bachelorette party stay for Milwaukee (or any big group for that matter), this is it. It slept 9 of us very comfortably and everyone had plenty of bathroom space to get ready. Great location: everything we needed was a 10-min uber away. Walked to get coffee and bagels each morning. We had the best time and this Airbnb made it all possible!!

Wauwatosa/Milwaukee “Inglewood Place”Best Location
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!

Historic Brewery Tied-House in Bayview (Sleeps 12)
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

Cozy 3BR Ranch Home Away From Home
Zelda’s home worked perfectly for what we needed. She was quick to respond as well. Home looks like the pictures and is in a safe, peaceful neighborhood. If we ever go back to the Milwaukee area, I will look for availability here first.

Historic on The Avenue
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!

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 .

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.

Whitefish Bay 3Bedroom Entire House Sleeps 4
Such a lovely place in a quiet neighborhood, yet close to great restaurants and close to city features. The host was organized and made it easy to find and be at home.

❤️ 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!

3BR Duplex With Garage Just Outside of the City
We felt very comfortable in this house. It was perfect for our family and close to everything we needed. Jessica was accurate in her description of the house. The upstairs neighbor was really quiet. I will definitely stay here again when in the area.

The Hadley House
The Hadley House is a cute little nicely renovated place on a corner lot in a nice quiet residential neighborhood with enough off-street parking for two vehicles and plenty of yard space. Was the perfect home base when in town to visit our infant grandson. Very convenient to a neighborhood grocery store, restaurants, coffee shops. Would stay again if available the next time we’re in town. Thanks Timothy!
Quick stats about house rentals in Greenfield
Total rentals
40 properties
Nightly prices starting at
$47 AUD before taxes and fees
Total number of reviews
950 reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
40 properties include access to Wi-Fi
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- Milwaukee Public Museum
- Wilmot Mountain Ski Resort
- Racine North Beach
- Erin Hills Golf Course
- Six Flags Great America
- Grand Geneva Resort & Spa
- Geneva National Resort & Club
- Alpine Valley Resort
- Springs Water Park
- Milwaukee Country Club
- Moraine Hills State Park
- Illinois Beach State Park
- Milwaukee County Zoo
- Richard Bong State Recreation Area
- Harrington Beach State Park
- Sunburst
- Shoreacres
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Blue Mound Golf and Country Club
- Bradford Beach
- West Bend Country Club
- Discovery World
- America's Action Territory
- Heiliger Huegel Ski Club