House vacation rentals in Greenfield
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Top-rated house rentals in Greenfield
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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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 reviewsNEW! Indoor Pool/Jungle, Private Lake, Big Group
The house and surroundings were amazing! Everything was spot on! We enjoyed our stay there and was indeed a retreat! Thank you guys!
Home in Delafield
4.95 out of 5 average rating, 38 reviewsCute 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!!
Home in Mequon
5 out of 5 average rating, 9 reviewsVacation 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!!!
Home in River Hills
4.95 out of 5 average rating, 42 reviewsExclusive 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.
Home in Racine
4.88 out of 5 average rating, 26 reviewsNautical Escape •Spacious Home •Cedar Hot tub
This cozy getaway was absolutely perfect for our weekend getaway!!
Home in Riverwest
5 out of 5 average rating, 9 reviewsBig 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!
Home in Caledonia
4.85 out of 5 average rating, 67 reviews7 1/2 Acres! Pool! Hot Tub! Fishing Pond!
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 reviews3/3 Home|2 Acres|Dog Friendly|Central Location
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
Home in Walker's Point
4.93 out of 5 average rating, 186 reviewsHGTV 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!
Home in Milwaukee
4.81 out of 5 average rating, 361 reviewsBudget Guest House #1. Private & Free Parking
Great stay! Was within waking distance to our event! Already looking forward to the opportunity to stay again.
Home in Milwaukee
4.95 out of 5 average rating, 230 reviewsSpacious house, yard & hot tub easy drive downtown
Great place! Fairly private and very comfortable stay with 7 folks.
Home in Muskego
4.98 out of 5 average rating, 159 reviews3 Bedroom Muskego Home
Felt very at home. Lots of room. Cute decorations for Christmas. Loved the surrounding town with friendly neighbors. appreciated the accommodations
Home in Lower East Side
4.96 out of 5 average rating, 112 reviewsLarge Luxury Home - Perfect for Groups - Downtown
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.
Home in Racine
4.96 out of 5 average rating, 111 reviewsStately! Pro Cleaned, Self Check in - Sleeps 8
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!
Home in Wauwatosa
4.98 out of 5 average rating, 204 reviewsWauwatosa/Milwaukee “Inglewood Place”Best Location
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!
Home in Wauwatosa
4.92 out of 5 average rating, 158 reviewsAVL-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
Home in Pewaukee
4.91 out of 5 average rating, 54 reviewsLog Cabin 2 mins from Pewaukee lake 3BR/2BA
Great stay! Looking forward to returning in the future!
Home in Racine
5 out of 5 average rating, 22 reviewsCozy Ranch, 2 King Beds, Near Lake Michigan
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.
Home in Milwaukee
4.78 out of 5 average rating, 9 reviewsGreat Location - Sleeps 24, Two King Beds, Parking
The house was great and Kelsey was very responsive to my questions ahead of time.
Home in Greendale
4.95 out of 5 average rating, 111 reviewsThe 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.
Home in Wales
4.95 out of 5 average rating, 119 reviewsCharming, Updated and Historic
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!
Home in Bay View
5 out of 5 average rating, 39 reviewsBayview Treehouse
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.
Home in Upper East Side
4.94 out of 5 average rating, 50 reviewsUpper East Side Victorian with 9 bedrooms!
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!
Home in Whitefish Bay
4.94 out of 5 average rating, 16 reviewsWhitefish Bay 3Bedroom Entire House Sleeps 4
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
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