
House holiday rentals in Shorewood
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Top-rated house rentals in Shorewood
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Popular amenities for Shorewood house rentals
House rentals with a pool

The Gem of Brewers Hill w/hot tub & seasonal pool
Excellent location and plenty of beds and bathrooms.

Vacation home: heated inground pool on 4+ acres
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!

Make Yourself At Home! Close to Lake & Airport!
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.

The Peacock Place w/ Seasonal Outdoor Heated Pool
Stephanie and Jesse were excellent hosts! They were very easy to get in touch with and, while they stay in the apartment upstairs, we never felt intruded upon. The pool is across the street, but with small kids with us, that actually was a bonus safety feature. It is very easy to get to and our hosts were easy to get in touch with when we needed help with access. The place is super cute and had everything we needed. Love the decor and vibes!

Central Location w/ Skyline View
Cute place! Stayed here for a couple months. Dave and Cathy were very friendly and welcoming and quick to fix any issues.

Townhome Villa private oasis

HARLEY RIDERS WELCOME!! 30min from all dealers
Weekly house rentals

Retreat w/hot tub Fmly/Pet Frdly No Clean fee
Candace was very responsive with any questions we had and did her best to get us in early. The place was perfect for us and the hot tub was a nice adde amenity!

Bass & Sparrow - Spa Retreat on the MKE River
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!

Charming Mediterranean Lower Flat
Can’t rave enough. The easiest Air B and B adventure we’ve been to. I really appreciated the cleanliness and clear instructions. Gorgeous flat! Made our daughter’s graduation from nursing school an even more memorable event!!!

Remodeled Apartment in Bay View
Quiet, clean, good location. Close to restaurants and bars. Quick and helpful information/responses from the hosts. Would stay again, thank you for having us.

Whitefish Bay Getaway; steps from Starbucks!
Perfect for our family with three little ones and two teens. The neighborhood was peaceful and safe — we especially enjoyed our walks. Tim and Karen’s place had everything we needed, including toys that the babies absolutely loved. A wonderful stay all around!

Auburn Place: Cozy 3BR Home in Wauwatosa
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.

Vintage UWM Duplex on Downer - Pet-friendly 2BR
Great location. We happened to be there after school ended so it was a peaceful neighborhood at the time. Easy to get to the lake and not far from other areas in the city. We were able to check in a little early and it was nice being able to bring our dogs. Lacy was a great host and we’d definitely stay again. One thing I’d say is that if it was during the peak summer months, it would have been very hot with no air conditioning.

Beautiful 3+ Bedroom Home Close to Milwaukee
Our stay at Kathy's was perfect. It was my first experience renting someone's home and at first I wasn't sure what to think once I realized it, but quickly realized it was actually quite a bonus. Kathy was very kind and quick to respond. The home was clean and well kept. Unfortunately the weather wasn't the best when we were there so we didn't get a chance to hang out in her BEAUTIFUL backyard space. It looked so amazing and inviting. We'll definitely be staying here when we're back in the area if we can.
Private house rentals

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee
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!

The Good Life Milwaukee (Riverwest)
We were in Milwaukee for a wedding and Jeanie’s place was perfect for our group of 7. Plenty of space, a nice quiet neighborhood, very comfortable beds, and had everything we needed!

Charming Pet-Friendly 3-BR Home, Backyard, Firepit
Maira was an incredible host! She gave us all of the necessary info days before our trip and was great about checking in throughout our stay. The home was beautiful, cozy and clean and the back yard was a perfect oasis. We brought our dogs and they loved running around back there. We would not hesitate to come back and stay here again sometime. I even accidentally shipped a couple amazon packages to their address after I left and she was kind enough to ship them to me! Make sure to stay here on your next trip to Milwaukee

The Art Loft House
Wow, just wow. This was a beautiful home! We were blown away when we arrived. The decorations and attention to detail were spot in. The location of the home was great, close to restaurants and walkable to coffee shops. Parking was perfect because we traveled with our kids. Thank you, Jenni and David. Highly recommend this home!

Meticulously Restored Tosa Village Historic Home
Fabulous place to stay for our son’s college graduation. Had everything we needed. Plenty of room for us all to be together. Loved all the extras in the bathrooms and kitchen. Heated toilet seat, excellent sheets and towel, bread maker, cookbooks, wine glasses, games, extra tooth brushes….One of the best things was when we left we did not have to worry about linens etc because “that’s what the cleaning fee is for”. Hopefully will be back In two years for graduate degree graduation.

Stunning Upscale Retreat | Steps from Everything
This place is beautiful!!!! The natural light is amazing, but bring an eye mask cause the bedrooms get bright at 5am.

Whitefish Bay 3Bedroom Entire House Sleeps 4
My family and I had a very comfortable stay here. It had everything we required to make our time here feel like home. An added bonus: only a 5-minute drive to Kopp’s Frozen Custard! (A must stop for us whenever we’re in the Milwaukee area.) James is an ideal host—pleasant, organized and responsive (vielen Dank!).

Festival Season- Music, food and Brady St Vibes
THANK YOU to Nina and co. For allowing my dogs and I to rent your BEAUTIFUL house! This house is in an amazing location, close to everything, and it is clean, comfortable, and cozy! I slept great every single night. The kitchen is spacious, and if you like to cook, all kitchen necessities are provided. Or if you prefer to order in food, sky is the limit! I was able to DoorDash whatever I wanted at any time of day or night. The backyard is absolute my favorite—Fenced in and secure for the dogs, but also very private. Nina and her co-hosts, Christoper & Rebecca, are TOP NOTCH! Before arrival, they explained how parking on the street worked, and were lightning fast answering all of my questions. When I **stupidly** locked myself out of the house, I was able to contact Airbnb customer service, who then relayed my situation to my hosts who were able to unlock the door for me remotely, and very quickly. Thank you again so much! I highly recommend, and would stay here again!
Quick stats about house rentals in Shorewood
Total rentals
40 properties
Total number of reviews
1.1K 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
Wi-Fi availability
40 properties include access to Wi-Fi
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- Six Flags Great America
- Erin Hills Golf Course
- Milwaukee Public Museum
- Alpine Valley Resort
- Kohler-Andrae State Park
- Geneva National Resort & Club
- Illinois Beach State Park
- Bradford Beach
- Racine North Beach
- Grand Geneva Resort & Spa
- Richard Bong State Recreation Area
- Milwaukee County Zoo
- Wilmot Mountain Ski Resort
- Harrington Beach State Park
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- West Bend Country Club
- Pine Hills Country Club
- Springs Water Park
- Heiliger Huegel Ski Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Discovery World
- Blue Mound Golf and Country Club
- Sunburst