
Holiday rentals with outdoor seating in Greenfield
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Top-rated Holiday Houses with Outdoor Seating in Greenfield
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

Lake Muskego House, Walk to Stores & Restaurants
I traveled for 20 years I've been in all kind of places and that was one of the nicest. The amenities were awesome they had everything you can ever imagine it was just a very pleasant trip I would return and I would advise everyone to go visit

2Bdrm home next to Humboldt Park
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).

Private Home. Best stay for Brewers/Am Fam Field
I would stay there again. It was so pleasant, and peaceful. The host was helpful, instructions were useful. It was easy to get into. Very clean! Great location. If you’re ever in Milwaukee, this is a great place to stay.

The Little Gray House
This home is famtastic, it has everything you need and more. The back yard is a tranquil garden oasis. The landscaping is absolutely beautiful. The inside of the house is just as inviting and spectacular as the exterior. Very spacious with so many amenities. Our host Sarah was very responsive and left detailed descriptions and instructions for everything. We are already planning our next visit our next visit.

3 Bedroom, 2 bath home, with gazebo By stadium
Great place, private, quiet, cozy. There was a very minor issue when we first checked in and Gail resolved it immediately, and the rest of our stay was worry free. Would absolutely stay here again.

Shorewood house - near shops w/ WiFi & parking
This place is great! It's in a quiet neighborhood and conveniently close to three parks with beach access for walks. The unit looked exactly like the photos, and the host was responsive during our stay. We’d definitely stay here again!

Historic cottage with fireplace. Pets Welcome!
This is a genuine find! The conveniences, small touches, and great communication would make this a great place to stay. But the charm and historic setting make this next level. A beautiful setting, nice location for Milwaukee access, and of course scrupulously clean. The owners have done a great job creating a very quaint place that also meets modern travel expectations. Highly recommend.

Sunny Upper Flat in Shorewood Near UWM & Downtown
ok so i’m picky. and this place knocked my socks off. it is VERY well taken care of, no mold/mildew like a lot of older homes begin accumulating. SUPER clean and just so comfortable. they were crazy flexible with my checkin (why do i think i’m still 20 and try to take a red eye?!) and were really easy to communicate with. will stay here every time i’m in milwaukee if it’s available!!
Apartment rentals with outdoor seating

Spacious+Mod Booth St Apt w Yard | Brewer’s Hill
What a lovely apartment! We're so glad we chose to stay at John and Jamie's place. It was spacious, clean, and beautifully-decorated. The kitchen was huge and had everything we needed, including coffee and half & half. The neighborhood is quiet and peaceful, and within walking distance of the riverwalk and Lakefront Brewery. We're sad we only got to stay one night. We would definitely stay here again next time we're in Milwaukee. Thanks, John & Jaime!

Spacious & Private 2 bdrm in the heart of Bayview
The hundreds of reviews are accurate! This spot is a GEM. Thoughtful amenities, warm and inviting energy through the entire space and walkable to some great restaurant/bars! Will be staying here every time we visit! Peace and love!!!!🫶🏽❤️

The Hive 2BR Apt | Downtown Racine Escape!"
The hive was great! Would absolutely stay here again. Angela is a wonderful, responsive and accommodating host.

Tosa/MKE Charming, Clean and Inviting Upper Unit
Great place to stay in Milwaukee!

East Side Home
We stayed for the weekend for a family event and this was the perfect location with plenty of space. The home is very well appointed and comfortable with everything we needed. The beds are incredibly comfortable with lovely linens. Thank you so much!

Charming 1 bd upper level in great location!
The place met our needs well. Just as advertised, nice and clean ,easy to get in. Comfortable bed. Nice bathroom. We parked out front and unfortunately our car got broken into.

Cozy Apartment Nestled Across from Lakefront!
Wish we could have stayed longer! We felt right at home during our stay, and there was no shortage of interesting things to do just a short drive away.

Creekside Apartment
had a very nice stay! Apartment was as described, very quaint, clean, and is in a great location.
Condo rentals with outdoor seating

Private East Side Milwaukee flat with fenced yard
Loved our stay here - host was helpful with clear instructions. Location is great - right next to an awesome donut shop and a 10 minute drive from everything else! Check-in and check-out was a breeze and the bed was very comfortable. Would love to stay here again.

Brewers Hill Belle, 2 bed + Loft & balcony
We had a group of 5 women that stayed here for Summerfest. The location was ideal with quick Uber rides to downtown restaurants/ Milwaukee Public Market and Summerfest. We did not have a vehicle but the garage/off street parking is a nice amenity. Easy access with coded doors for the outside door and your unit door. We stayed in unit 3 which is on the top floor. It does have lots of stairs to get to the unit. We enjoyed coffee on the balcony a few mornings which was very pleasant. The weather was very hot (90’s) when we were there and the AC worked great. The hosts were quick to respond to any questions we had. We had a great stay and I would book again if I come this way.

Stylistic Condo Hot Tub Tosa Village 2 blocks away
Sarah was a wonderful host with a beautiful home! My friends and I had a great time at this spot. It was clean and comfortable. Sarah was accommodating and responsive. Also super easy to get around Tosa or easy to get downtown!

DElafield Rivers Gateway Luxurious Condo
John and his wife had great hospitality! They greeted us when we walked in and truly welcomed us to the area. The unit was well equipped, and is capable of handling several people for sleeping accommodations.. fantastic location and accessible to lots of restaurants, etc.

Riverfront 2BR • Outdoor Oasis • King Beds
Very responsive host. Host’s description of property matched reality of the booking, no surprises.

English Tudor - Upper Flat blocks from the beach
Amazing house in a fabulous location. Loved the neighbor and walkability to the lake and coffee shops and restaurants. Jodi made the best of a heat wave stay for us by having the air conditioners and fans on and everything cool when we arrived. I appreciated the labels/signage that provided clear communication about amenities/where things were stored if needed etc. I always appreciate a welcome binder and this was a nice through one. We really enjoyed some of the breweries Milwaukee had to offer, the Miller brewery tour was great and so was the Brewers game and this was a great home to enjoy all those things. Thank you Jodi for sharing your home with us.

Bay View - Lake View on the Park w/Secret Lounge
We rented this entire house, both upper and lower units (separate listings) for our wedding across the street at South Shore Pavilion. This rental was outstanding and created a beautiful and stress free home-base for our wedding guests and weekend. The bridal party was able to get ready here before the ceremony and guests from out of town had clean private bedrooms to stay in. Awesome eclectic vibe and plenty of places to relax, with plenty of extra room. I recommend this rental to anyone spending an important weekend in Bayview, like a wedding. The next door neighbors were courteous and very tolerant of our busy weekend. Instructions were clear for how to stay out of their way and how to be good guests in the neighborhood of mostly homeowners. I would not consider this a “party house” given the context of the neighborhood and rather a beautiful relaxing domain to enjoy the best neighborhood in Milwaukee.

Private, quiet first floor condo in New Berlin
Samantha is a gem when it comes to communication! She was understanding and accommodating when we ran into a pickle w/ needing to add a pet to our stay, last minute. The condo had everything we needed, clean, calm neighborhood. We truly enjoyed our stay!
Quick stats about holiday rentals with outdoor seating in Greenfield
Total rentals
20 properties
Nightly prices starting at
$83 NZD before taxes and fees
Total number of reviews
980 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
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- Six Flags Great America
- Erin Hills Golf Course
- Alpine Valley Resort
- Milwaukee Public Museum
- Geneva National Resort & Club
- Illinois Beach State Park
- Bradford Beach
- Harrington Beach State Park
- Racine North Beach
- Milwaukee County Zoo
- Moraine Hills State Park
- Grand Geneva Resort & Spa
- Richard Bong State Recreation Area
- Wilmot Mountain Ski Resort
- Milwaukee Country Club
- West Bend Country Club
- Discovery World
- Springs Water Park
- Heiliger Huegel Ski Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Shoreacres
- Sunburst
- Blue Mound Golf and Country Club
- America's Action Territory