House vacation rentals in Greenfield

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Popular amenities for Greenfield house rentals

House rentals with a pool

Home in New Berlin

4.76 out of 5 average rating, 38 reviews

NEW! Indoor Pool/Jungle, Private Lake, Big Group

AndreiRating, 5 stars2 months ago
The house and surroundings were amazing! Everything was spot on! We enjoyed our stay there and was indeed a retreat! Thank you guys!
Guest favorite

Home in Delafield

4.95 out of 5 average rating, 38 reviews

Cute and cozy 2 bedroom house perfectly located!

LindaRating, 5 stars1 week ago
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!!
Guest favorite

Home in Mequon

5 out of 5 average rating, 9 reviews

Vacation home: heated inground pool on 4+ acres

MandolynRating, 5 stars4 months ago
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!!!

Home in River Hills

4.95 out of 5 average rating, 42 reviews

Exclusive Milwaukee Home

MaryRating, 5 stars4 months ago
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.
Guest favorite

Home in Racine

4.88 out of 5 average rating, 26 reviews

Nautical Escape •Spacious Home •Cedar Hot tub

CarltonRating, 5 stars2 months ago
This cozy getaway was absolutely perfect for our weekend getaway!!
Guest favorite

Home in Riverwest

5 out of 5 average rating, 9 reviews

Big BLUE Skyline VIEW

KelseyRating, 5 stars3 weeks ago
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!
Superhost

Home in Caledonia

4.85 out of 5 average rating, 67 reviews

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

TomRating, 5 stars2 months ago
Loved staying here for our Milwaukee trip. Not too far from downtown Milwaukee and my dogs enjoyed their time outside!

Home in Hartland

5 out of 5 average rating, 5 reviews

3/3 Home|2 Acres|Dog Friendly|Central Location

LindseyRating, 5 stars2 months ago
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

Guest favorite

Home in Walker's Point

4.93 out of 5 average rating, 186 reviews

HGTV Renovated Home with GREAT backyard!

HaileyRating, 5 stars3 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, 361 reviews

Budget Guest House #1. Private & Free Parking

EmilyRating, 5 stars1 month ago
Great stay! Was within waking distance to our event! Already looking forward to the opportunity to stay again.
Guest favorite

Home in Milwaukee

4.95 out of 5 average rating, 230 reviews

Spacious house, yard & hot tub easy drive downtown

NoahRating, 5 stars2 months ago
Great place! Fairly private and very comfortable stay with 7 folks.
Guest favorite

Home in Muskego

4.98 out of 5 average rating, 159 reviews

3 Bedroom Muskego Home

CassandraRating, 5 stars1 week ago
Felt very at home. Lots of room. Cute decorations for Christmas. Loved the surrounding town with friendly neighbors. appreciated the accommodations
Guest favorite

Home in Lower East Side

4.96 out of 5 average rating, 112 reviews

Large Luxury Home - Perfect for Groups - Downtown

SamuelRating, 5 stars1 week ago
This space was perfect for a weekend with some friends in town for the Marquette basketball game. The house is in a great location and comfortably slept 5 guests with room to spare! We were able to walk to the stadium and surrounding bars/restaurants to enjoy the game. I highly recommend this listing.
Superhost

Home in Racine

4.96 out of 5 average rating, 111 reviews

Stately! Pro Cleaned, Self Check in - Sleeps 8

CathyRating, 5 stars5 months ago
Love the Kringle!! Very nice! My grandson loves the air hockey and foosball table. The backyard was great as well! Thanks for everything, see you next year!
Guest favorite

Home in Wauwatosa

4.98 out of 5 average rating, 204 reviews

Wauwatosa/Milwaukee “Inglewood Place”Best Location

LauraRating, 5 stars1 month ago
The best place to stay in Wauwatosa! The upper flat was wonderful and conveniently located to lots of things in Tosa. I appreciated the amenities from coffee to waters. Communication was perfect and the location was quiet and felt very safe. This has become my preferred place to stay when visiting Wauwatosa and I look forward to staying at Barb and Fritz's again!
Guest favorite

Home in Wauwatosa

4.92 out of 5 average rating, 158 reviews

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

ChristopherRating, 5 stars4 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

Guest favorite

Home in Pewaukee

4.91 out of 5 average rating, 54 reviews

Log Cabin 2 mins from Pewaukee lake 3BR/2BA

AshleyRating, 5 stars1 week ago
Great stay! Looking forward to returning in the future!
Guest favorite

Home in Racine

5 out of 5 average rating, 22 reviews

Cozy Ranch, 2 King Beds, Near Lake Michigan

AnnRating, 5 stars3 days ago
Lovely home in a very quiet neighborhood. The beds and linens were excellent. This home has four bedrooms, and they are all lovely with excellent mattresses. The kitchen is beautifully provisioned with a coffee bar. Everything works exceptionally well, like the TV, the heat, and the WiFi. Great value for the price.
Superhost

Home in Milwaukee

4.78 out of 5 average rating, 9 reviews

Great Location - Sleeps 24, Two King Beds, Parking

RyanRating, 5 stars1 month ago
The house was great and Kelsey was very responsive to my questions ahead of time.
Guest favorite

Home in Greendale

4.95 out of 5 average rating, 111 reviews

The Robin's Roost LLC

SueRating, 5 stars2 months ago
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.
Guest favorite

Home in Wales

4.95 out of 5 average rating, 119 reviews

Charming, Updated and Historic

JackieRating, 5 stars2 weeks ago
We were in town for a funeral, Jay's place was perfect as there was lots of space and even better it was decorated for the holidays. This is a very special historic house, lots of attention to detail with all the historic touches but still a comfortable home. We loved the spacecand would definitely stay again if we are in the area!
Guest favorite

Home in Bay View

5 out of 5 average rating, 39 reviews

Bayview Treehouse

KaylaRating, 5 stars3 weeks ago
Everything in Benjamin’s place looked new and stylish. The luxury showers in both bathrooms were amazing. The entire home was super clean. There are a lot of large beautiful windows. We appreciated our time together at Benjamin’s place.
Superhost

Home in Upper East Side

4.94 out of 5 average rating, 50 reviews

Upper East Side Victorian with 9 bedrooms!

JulieRating, 5 stars3 months ago
I recently stayed at this beautiful historic home for a girls' weekend, and it was absolutely perfect. The house itself is charming and full of character, with spacious rooms and plenty of amenities. The location is fantastic—convenient to local attractions and dining options. It was the ideal home base for our getaway, and we enjoyed every moment. Highly recommend for a memorable stay!
Guest favorite

Home in Whitefish Bay

4.94 out of 5 average rating, 16 reviews

Whitefish Bay 3Bedroom Entire House Sleeps 4

JenniferRating, 5 stars2 months ago
Great place in a beautiful tree-lined and quiet neighborhood. Very convenient location—for both the cute villages of Whitefish Bay and Shorewood, but also close to the highway for exploring other parts of the city. And just about 5 minutes from Kopp’s frozen custard, which is a must when you’re in Milwaukee! James was a very responsive host, as well.

Quick stats about house rentals in Greenfield

  • Total rentals

    50 properties

  • Nightly prices starting at

    $30 before taxes and fees

  • Total number of reviews

    1.4K 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

Destinations to explore

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