Holiday Homes in Greendale

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Featured Holiday Homes in Greendale

Historic home - walk to village center. Original features with modern updates.

9.8 out of 10, Exceptional, (46)
"We stayed at this home while visiting family. It's a cute, well-kept place within walking distance to shops and restaurants in Greendale and is conveniently located near many things in the Greater Milwaukee area. The place is comfortable and well-kept. We thoroughly enjoyed our stay."
The price is AU$573
includes taxes & fees
18 Sept - 19 Sept
Historic home - walk to village center. Original features with modern updates.

Stay Central in Bayview: 5 Min to Downtown

8.8 out of 10, Excellent, (3)
"It was s good stay"
The price is AU$539
includes taxes & fees
7 Sept - 8 Sept
Stay Central in Bayview: 5 Min to Downtown

3-bedroom vacation home just a short walk to Lake Michigan

9.4 out of 10, Exceptional, (27)
"Great location close to the water cute house clean comfortable. Host was very accommodating to my allergy. Needs really enjoyed our stay highly recommend."
The price is AU$402
includes taxes & fees
8 Sept - 9 Sept
3-bedroom vacation home just a short walk to Lake Michigan

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (20)
"Wonderful stay - the hosts provided everything we could possibly need, and the home was in a great location. We will be back!"
The price is AU$610
includes taxes & fees
3 Sept - 4 Sept
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Remodeled Home - Steps from Brady Street!

10.0 out of 10, Exceptional, (4)
"Enjoyed stay at this nice home "
The price is AU$410
includes taxes & fees
2 Sept - 3 Sept
Remodeled Home - Steps from Brady Street!

Corporate Housing by MGM

2.5 star property
7.4 out of 10, Good, (6)
"The start was awesome. Nice neighborhood, clean home and enough amenities to keep everyone comfortable. Thank you"
The price is AU$721
includes taxes & fees
3 Sept - 4 Sept
Corporate Housing by MGM

The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard

10.0 out of 10, Exceptional, (4)
"Loved our stay - owner thought of everything - toiletries, coffee, snacks, cell phone chargers and so much more! Will stay here again."
The price is AU$408
includes taxes & fees
3 Sept - 4 Sept
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard

Quiet House

8.0 out of 10, Very good, (4)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is AU$380
includes taxes & fees
2 Sept - 3 Sept
Quiet House

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2.0 star property
9.8 out of 10, Exceptional, (13)
"A group of 8 friends stayed here while visiting Milwaukee for a wedding. We enjoyed the stay and would stay there again in the future! Tonga was always very responsive and friendly and helped quickly when an issue arose. "
The price is AU$698
includes taxes & fees
30 Sept - 1 Oct
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Free Parking, Sleeps 6

10.0 out of 10, Exceptional, (1)
"Overall had the best stay with me and my 3 kids! The house was even better than the pictures. Cute decor, comfy beds, great kitchen amenities to make your stay feel right at home. The host provided clear, easy house and parking instructions! And a grocery store is a close, 5 minute for easy shopping trips. "
The price is AU$461
includes taxes & fees
2 Sept - 3 Sept
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Free Parking, Sleeps 6

Only 10min to Airport!

The price is AU$456
includes taxes & fees
2 Sept - 3 Sept
Only 10min to Airport!

Casa del Lago - Saint Francis

10.0 out of 10, Exceptional, (1)
"The place was easy to get into, clean, and perfect for a girls trip! The host responded quickly and clear on directions. House looked exactly as pictured and comfortly fit 7 people"
The price is AU$578
includes taxes & fees
8 Sept - 9 Sept
Casa del Lago - Saint Francis

3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS

10.0 out of 10, Exceptional, (13)
"Great place with lots of room, cleanliness, great & quick communication with host. "
The price is AU$526
includes taxes & fees
9 Sept - 10 Sept
3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.2 out of 10, Very good, (43)
"House was clean and was very spacious."
The price is AU$302
includes taxes & fees
25 Sept - 26 Sept
Newly Remodeled Home!! Five minutes from Downtown Milwaukee

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

9.6 out of 10, Exceptional, (8)
"Super easy check in and out and great location. Would stay again!"
The price is AU$508
includes taxes & fees
8 Sept - 9 Sept
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

9.4 out of 10, Exceptional, (61)
"Great house for 6 adults and 2 babies for a long weekend stay! An easy walk to shops, grocery stores and restaurants on Brady St and slightly longer but very nice walk to downtown and the riverwalk. Ample space, quiet surroundings and everything we needed for a nice weekend! "
The price is AU$564
includes taxes & fees
2 Sept - 3 Sept
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Brew City Game Room Fenced Yard Sleeps 13

2.0 star property
The price is AU$797
includes taxes & fees
2 Sept - 3 Sept
Brew City Game Room Fenced Yard Sleeps 13

Charming Pet-Friendly 3-BR Home, Backyard, Firepit, A/C, Centrally Located

10.0 out of 10, Exceptional, (10)
"This home provided a great graduation weekend for our family! The location was perfect to walk to restaurants, shops, and the lake. Interior was lovely, well equipped, comfortable, and very clean. Owner’s communication made everything so easy. "
Charming Pet-Friendly 3-BR Home, Backyard, Firepit, A/C, Centrally Located

Whole House in Bay View + Fenced-in Yard + Parking

10.0 out of 10, Exceptional, (9)
"⭐️⭐️⭐️⭐️⭐️"
The price is AU$801
includes taxes & fees
6 Sept - 7 Sept
Whole House in Bay View + Fenced-in Yard + Parking

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

9.8 out of 10, Exceptional, (25)
"Owners went the extra mile to make the stay comfy and cozy. Nice sheets, great beds, snacks to name a few! House was as pictured in photos and neighborhood was safe. "
The price is AU$555
includes taxes & fees
7 Sept - 8 Sept
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Greendale Holiday Homes information

Number of reviews
Accommodation
496 Holiday Homes
Lowest Price
AU$380
Highest Price
AU$1,114