House vacation rentals in Greenfield

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Popular amenities for Greenfield house rentals

House rentals with a pool

Guest favorite
Home in Brewer's Hill
4.92 out of 5 average rating, 140 reviews

The Gem of Brewers Hill w/hot tub & seasonal pool

GerryRating, 5 stars3 weeks ago
Excellent location and plenty of beds and bathrooms.
Guest favorite
Home in Delafield
4.95 out of 5 average rating, 40 reviews

Cute and cozy 2 bedroom house perfectly located!

LisaRating, 5 stars3 months 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, 10 reviews

Vacation home: heated inground pool on 4+ acres

AvremiRating, 5 stars1 month ago
Was a wonderful stay at the home, will definitely go back again in the summer for a nice swim in the beautiful pool! If you are looking for a little getaway in a quiet area with a home that's both comfortable and modern I highly recommend this stay!
Guest favorite
Home in Racine
4.89 out of 5 average rating, 27 reviews

Nautical Escape •Spacious Home•Pool /Cedar Hot Tub

EmilyRating, 5 stars2 weeks ago
We loved the pool and quiet neighborhood. Check-in was easy - Matt let us know we could check in early at 1. The hot tub wasn't heating up all the way so we contacted Matt and he came over and fixed it within 10 minutes. He was very responsive and attentive. We had everything we needed and it was a nice space to have a few friends over and hang out in the pool. The hot tub was nice, very comfortable to sit in and heated up quickly. Overall we had a great experience and would visit again, for sure!
Home in Caledonia
4.85 out of 5 average rating, 75 reviews

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

SherriRating, 5 stars3 months 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.
Home in Racine

Bridgerton Pool House/ Near Beach, Zoo & Downtown

CindyRating, 5 stars1 month ago
We stayed at the Bridgerton Pool House and WOW, what an amazing house in a perfect location to be able to enjoy the lake, zoo and downtown restaurants. The house was spacious, clean and the beds were very comfortable. The furnishings were so beautiful. We also enjoyed having two living rooms spaces which gave us a perfect family balance. The house was a short walking distance to the beach and the house provided a wagon for convenience. Matt was the perfect host! He answered all of my questions promptly and we look forward to coming back in the summer to enjoy the pool! The backyard would be perfect for a barbecue and day spent outside in the pool. Lastly, the house was stocked with amenities. I would highly recommend this property for your stay in the Racibe area...10/10
Guest favorite
Home in Cudahy
4.78 out of 5 average rating, 152 reviews

Make Yourself At Home! Close to Lake & Airport!

TanyaRating, 5 stars3 months 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.
Guest favorite
Home in Hartland
5 out of 5 average rating, 8 reviews

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

LindaRating, 5 stars3 weeks ago
Enjoyed our stay. Quite quaint & inviting. Temps didn’t favor a dip in the pool, although it was 80 degree water temp. We would recommend for a family that enjoys games & swimming. We would visit again if we find ourselves in that area of WI. 😎

Weekly house rentals

Top guest favorite
Home in West Allis
4.94 out of 5 average rating, 16 reviews

Your home away from home

SarahRating, 5 stars2 months ago
Sondra was great and the house fit our needs! It was great to have a home away from Home after long days at a robotic competition. Sondra was responsive to questions and even asked how the competition was going. Would definitely recommend and would stay there again if we were in the area.
Guest favorite
Home in Milwaukee
4.92 out of 5 average rating, 38 reviews

Cozy home

MarleeRating, 5 stars1 week ago
Quiet neighborhood close to all our destinations. Duplex but never ran into anyone else. Always parking available near house. Inside was peaceful and clean. Just the getaway we needed.
Guest favorite
Home in Greendale
4.92 out of 5 average rating, 26 reviews

Cozy, historic home in walkable Greendale village

CaitlinRating, 5 stars1 week ago
This home was perfect for our small family. We loved the feel of the historic nature of the house. Everything was clean and the neighborhood was very peaceful and walkable. We would come again.
Top guest favorite
Home in Milwaukee
5 out of 5 average rating, 74 reviews

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

KateRating, 5 stars1 week ago
Amanda and Troy’s place was a great little bungalow for our first trip to Milwaukee. It was quick and easy to get to the highway, yet far enough to be situated it a quiet little neighborhood. Amanda and Troy really thought of everything! We took their recommendation and enjoyed walking to Blue’s Egg Cafe & Bakery. Would recommend their place for your next trip!
Guest favorite
Home in Wauwatosa
4.91 out of 5 average rating, 65 reviews

Brew City Boho - Wauwatosa

EmmaRating, 5 stars2 days ago
We really enjoyed our stay at this house. The location was great and was close to grocery stores, parks, restaurants, and attractions such as the zoo. It was also very quiet. We really appreciated the off street parking. Overall a great experience.
Superhost
Home in Milwaukee
4.82 out of 5 average rating, 22 reviews

Cozy house near mke airport, quiet neighborhood

AdrianRating, 5 stars3 weeks ago
The property was great and Rebecca will message if anything was needed, but everything was perfect. Great by location and lots of restaurants and close to downtown
Top guest favorite
Home in Wauwatosa
5 out of 5 average rating, 18 reviews

Auburn Place: Cozy 3BR Home in Wauwatosa

J BlairRating, 5 stars1 week ago
Nice property with off street parking, close to everything you want to do in Milwaukee. *Almost* walking distance to watch a Brewers game (2.5 miles). Great grocery stores and restaurants nearby - some within walking distance. Check in earlier than most properties - and check out instructions were easy and reasonable. The hosts communicate well and any questions or concerns I had were answered promptly. Tosa is a quiet, safe, family suburb. This is a good option if your plans bring you to Milwaukee.
Guest favorite
Home in Waukesha
4.98 out of 5 average rating, 86 reviews

Brand New Studio w. Private Entry + Garden Patio

AdrienneRating, 5 stars3 weeks ago
Hubby and I stayed Friday and Saturday night. The room was perfect for us. Not too big and not too small. Plenty of amenities in the room to make us feel welcome. We didn't get a chance to sit out on in the backyard, but the view was beautiful.

Private house rentals

Superhost
Home in Waukesha
4.88 out of 5 average rating, 57 reviews

Cozy 3BR Ranch Home Away From Home

MardeeRating, 5 stars5 days ago
This is a lovely home! There is a sliding glass door, leading to a deck in a beautiful backyard. We really enjoyed eating our meals out there. The neighborhood is quiet, super clean, feels very safe—great for walks! Zelda is wonderful to work with. Our stay went off without a hitch!
Top guest favorite
Home in West Allis
5 out of 5 average rating, 30 reviews

Spacious 4 Bedroom Bungalow

TrayvonRating, 5 stars1 week ago
I had an amazing stay at this Airbnb! The place was exactly as described—clean, cozy, and thoughtfully decorated. The bed was super comfortable, and the kitchen had everything I needed. It was in a great location too, close to local shops, restaurants, and public transport. Our host was incredibly responsive and welcoming, offering great tips about the area and making check-in and check-out a breeze. It’s clear they put a lot of effort into making guests feel at home. I would definitely stay here again and recommend it to anyone looking for a relaxing, hassle-free stay!
Guest favorite
Home in Bay View
4.97 out of 5 average rating, 36 reviews

2Bdrm home next to Humboldt Park

AnnaRating, 5 stars3 months ago
Jean‘s House is charming—it was very clean and comfortable. Woodwork was beautiful and so many of the original features of the home have been kept in excellent condition or renovated to make it a great mixture of a vintage aesthetic with the modern comforts. You cannot do without a car if staying here. But if you have a car it’s a convenient base for doing things in Milwaukee. Great list of recommendations (At Random is a great little cocktail venue).
Guest favorite
Home in Glendale
4.92 out of 5 average rating, 26 reviews

Bass & Sparrow - Spa Retreat on the MKE River

CamilleRating, 5 stars3 weeks ago
You would have no idea this place is in Milwaukee. It truly felt so secluded, like you were hours away from downtown. The hot tub, sauna, river right there…might has well been at a resort. Truly one of the most memorable weekends and we can’t wait to reserve another stay with Brad!
Guest favorite
Home in West Milwaukee
4.92 out of 5 average rating, 13 reviews

Hugah Haus

JackieRating, 5 stars10 months ago
My partner and I stayed here for a few days before attending a concert at the ballfield. The house has great boho vibes, and was cozy for sure! The kitchen was well equipped and the beds were comfortable and clean. Checking in and out was very efficient.We are thankful for a great place to stay for our first time in Milwaukee.
Top guest favorite
Home in Milwaukee
5 out of 5 average rating, 43 reviews

Cozy Dog Friendly Home Near Airport & Downtown

BryannaRating, 5 stars1 month ago
We were in town for a show @ Milwaukee Improv which was 24ish mins away, however our neighborhood & location was perfect for us and our 2 pups! Convenient to have the backyard fence area for them also. Neighbors were friendly & neighborhood was safe & sound. Great stay! Would book again!
Top guest favorite
Home in West Allis
4.97 out of 5 average rating, 60 reviews

Fully Updated Home w/ Garage

BenjaminRating, 5 starstoday
Emily was a fantastic host. Her place was perfect for our weekend get away with friends. She was very accommodating and friendly. I would highly recommend this place with friends. Close to downtown and other sites to see in MKE, and plenty of space. Thank you for a great place to stay.
Superhost
Home in Milwaukee
4.84 out of 5 average rating, 56 reviews

Convenient location

RobRating, 5 starstoday
Older home with nicely remodeled kitchen and bath. Beds and shower were good.

Quick stats about house rentals in Greenfield

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 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

  • Wifi availability

    40 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Milwaukee County
  5. Greenfield
  6. House rentals