Search Vacation Homes in Greendale

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Vacation Homes in Greendale

Our top choices for Greendale vacation homes

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 SAR 739
SAR 1,389 total
includes taxes & fees
18 Sep - 19 Sep
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 SAR 422
SAR 1,311 total
includes taxes & fees
7 Sep - 8 Sep
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 SAR 469
SAR 976 total
includes taxes & fees
8 Sep - 9 Sep
3-bedroom vacation home just a short walk to Lake Michigan

Remodeled Home - Steps from Brady Street!

10.0 out of 10, Exceptional, (4)
"Enjoyed stay at this nice home "
The price is SAR 184
SAR 991 total
includes taxes & fees
2 Sep - 3 Sep
Remodeled Home - Steps from Brady Street!

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 SAR 379
SAR 991 total
includes taxes & fees
3 Sep - 4 Sep
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard

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 SAR 540
SAR 1,482 total
includes taxes & fees
3 Sep - 4 Sep
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

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 SAR 356
SAR 920 total
includes taxes & fees
2 Sep - 3 Sep
Quiet House

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 SAR 315
SAR 1,119 total
includes taxes & fees
2 Sep - 3 Sep
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Free Parking, Sleeps 6

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 SAR 517
SAR 1,613 total
includes taxes & fees
2 Sep - 3 Sep
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

Only 10min to Airport!

The price is SAR 268
SAR 1,108 total
includes taxes & fees
2 Sep - 3 Sep
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 SAR 675
SAR 1,404 total
includes taxes & fees
8 Sep - 9 Sep
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 SAR 253
SAR 1,276 total
includes taxes & fees
9 Sep - 10 Sep
3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS

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. "
The price is SAR 584
SAR 1,453 total
includes taxes & fees
2 Sep - 3 Sep
Charming Pet-Friendly 3-BR Home, Backyard, Firepit, A/C, Centrally Located

City Bungalow Charmer in the heart of Tosa

10.0 out of 10, Exceptional, (3)
"Very tidy, felt like home."
The price is SAR 713
SAR 1,914 total
includes taxes & fees
7 Sep - 8 Sep
City Bungalow Charmer in the heart of Tosa

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 SAR 503
SAR 1,323 total
includes taxes & fees
2 Sep - 3 Sep
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

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 SAR 679
SAR 1,231 total
includes taxes & fees
8 Sep - 9 Sep
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

The Stallis Palace: Large 3BR House

10.0 out of 10, Exceptional, (5)
"Great stay and will book again "
The price is SAR 383
SAR 1,250 total
includes taxes & fees
2 Sep - 3 Sep
The Stallis Palace: Large 3BR House

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 SAR 432
SAR 734 total
includes taxes & fees
25 Sep - 26 Sep
Newly Remodeled Home!! Five minutes from Downtown Milwaukee

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

10.0 out of 10, Exceptional, (9)
"⭐️⭐️⭐️⭐️⭐️"
The price is SAR 825
SAR 1,911 total
includes taxes & fees
6 Sep - 7 Sep
Whole House in Bay View + Fenced-in Yard + Parking

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 SAR 875
SAR 1,750 total
includes taxes & fees
3 Sep - 4 Sep
Corporate Housing by MGM
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Greendale Hotel Reviews