House vacation rentals in Greenfield

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Popular amenities for Greenfield house rentals

House rentals with a pool

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 month 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!!

Home in River Hills

4.95 out of 5 average rating, 42 reviews

Exclusive Milwaukee Home

MaryRating, 5 stars5 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 Mequon

5 out of 5 average rating, 9 reviews

Vacation home: heated inground pool on 4+ acres

MandolynRating, 5 stars5 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!!!
Guest favorite

Home in Racine

4.88 out of 5 average rating, 26 reviews

Nautical Escape •Spacious Home •Cedar Hot tub

CarltonRating, 5 stars4 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 stars2 months 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 Sussex

4.88 out of 5 average rating, 104 reviews

Amazing Five Bedroom Milwaukee Vacation Home!!

SavannahRating, 5 stars1 month ago
hosts are very responsive, and the house is amazing - especially the pool, which is gigantic. The house is a bit worn, so if finishes matter to you, I don't think this is the place for you. However, my family and I will probably be back - this was our second stay.
Guest favorite

Home in Mukwonago

5 out of 5 average rating, 6 reviews

Spacious and secluded farmhouse with pool and pond

LauraRating, 5 stars3 months ago
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.
Superhost

Home in Caledonia

4.84 out of 5 average rating, 70 reviews

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

BryanRating, 5 stars4 days ago
My old military friends and I convene a few times a year near one of their homes and we got lucky enough to choose Robert's great location for our annual visit. We had a short weekend stay but the place was great. just a 15 minute drive to downtown Milwaukee and the house was exactly what we needed. we enjoyed the hot tub and the pool table as I am an Avid pool shooter. Robert was very responsive and attentive to us during our stay. with clear printed instructions and a beautiful home if we come back this way we will 100% stay again!

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 stars4 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, 362 reviews

Budget Guest House #1. Private & Free Parking

EmilyRating, 5 stars2 months 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 stars4 months ago
Great place! Fairly private and very comfortable stay with 7 folks.
Superhost

Home in West Allis

4.79 out of 5 average rating, 135 reviews

Designer Cottage w/ Parking, New Kitchen & Netflix

MarkRating, 5 stars1 month ago
Rich & Jackie’s West Allis rental is charming and comfortable in a location convenient to attractions, events, shopping, and restaurants. I enjoyed the fenced-in backyard for by pup to run free. The owners were very cordial and responsive including proactive communication. An excellent value and a wonderful experience.
Guest favorite

Home in Riverwest

4.89 out of 5 average rating, 447 reviews

Turn of The Century Modern

JenRating, 5 stars3 months ago
We loved our stay at Spring’s place in MKE! Fantastic kitchen, clean, safe neighborhood, plenty to do nearby - within walking/biking distance or a short drive. Host was incredibly responsive and friendly.
Guest favorite

Home in Muskego

4.98 out of 5 average rating, 163 reviews

3 Bedroom Muskego Home

VictoriaRating, 5 stars4 days ago
This was a great stay for our group of 5. The home was very cozy and nostalgic. Everything was labeled down to the light switches. The movie selection was GREAT, we missed having VHS and DVD options. Another review mentioned like it feeling like grandmas house And yes yes Indeed. It had a charm that made us all want to take our shoes off before stepping inside. If guests continue to respect the place, it’ll continue to be a great option for your group.
Guest favorite

Home in Lower East Side

4.96 out of 5 average rating, 117 reviews

Large Luxury Home - Perfect for Groups - Downtown

SeanRating, 5 stars6 days ago
Very spacious spot. Super close to everything you’d want to do in Milw. Off street parking was a plus, too. Highly recommend. Kevin was a great communicator, readily available. Def will be returning.
Guest favorite

Home in Wauwatosa

4.97 out of 5 average rating, 209 reviews

Wauwatosa/Milwaukee “Inglewood Place”Best Location

AllyRating, 5 stars2 weeks ago
Barbara and Fritz were wonderful hosts. Their place was cute, clean and very comfortable and was the perfect home base while we were in town for a family event. It was stocked with anything we could need or want and the location was great as well. Highly recommended!

Private house rentals

Superhost

Home in Waukesha

4.86 out of 5 average rating, 49 reviews

Cozy 3BR Ranch Home Away From Home

DouglasRating, 5 stars1 month ago
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.
Guest favorite

Home in Greendale

4.95 out of 5 average rating, 111 reviews

The Robin's Roost LLC

SueRating, 5 stars3 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, 120 reviews

Charming, Updated and Historic

JackieRating, 5 stars1 month 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, 41 reviews

Bayview Treehouse

IanRating, 5 stars1 month ago
We had a great stay. The beds were extremely comfortable! Would recommend staying if you’re in the area.
Superhost

Home in Milwaukee

4.81 out of 5 average rating, 21 reviews

Cozy house near mke airport, quiet neighborhood

SaraRating, 5 stars2 months ago
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.
Guest favorite

Home in Mequon

4.92 out of 5 average rating, 60 reviews

Mequon Wedding Retreat

LianeRating, 5 stars3 months ago
David met us for check in and walked through everything! Throughout the reservation process and when we left he was very responsive. It was a beautiful home!!
Superhost

Home in Milwaukee

4.88 out of 5 average rating, 64 reviews

❤️ Travel + Work + Holiday Refuge

MaggieRating, 5 stars1 month ago
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!
Guest favorite

Home in Cedarburg

4.97 out of 5 average rating, 189 reviews

Our Happy Place in Cedarburg

DanRating, 5 stars2 weeks ago
We had a great stay here in Cedarburg! Todd was easy to communicate with and everything with their Happy Place was great! Thanks!

Quick stats about house rentals in Greenfield

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    1.3K 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