Holiday Homes in Greendale

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Greendale

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

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$421
includes taxes & fees
25 Aug - 26 Aug
3-bedroom vacation home just a short walk to Lake Michigan
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Outdoor dining

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

2.0 star property
10.0 out of 10, Exceptional, (18)
"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
26 Aug - 27 Aug
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Vibrant Milwaukee Townhome near Downtown
Fridge, microwave, oven, stovetop

Vibrant Milwaukee Townhome near Downtown

8.0 out of 10, Very good, (2)
"This is a cool, fun neighborhood! It’s really central to pretty much everything and close to downtown. The property is cozy and is a nice place to hang out. We had a wonderful time! "
The price is AU$423
includes taxes & fees
28 Aug - 29 Aug
Vibrant Milwaukee Townhome near Downtown
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
TV, books, stereo

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$410
includes taxes & fees
27 Aug - 28 Aug
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
Stay Central in Bayview: 5 Min to Downtown
2 bedrooms, desk, iron/ironing board, free WiFi

Stay Central in Bayview: 5 Min to Downtown

6.0 out of 10, (1)
"Power was lost in kitchen last day, water leakage and mold problem in bathroom "
The price is AU$539
includes taxes & fees
17 Aug - 18 Aug
Stay Central in Bayview: 5 Min to Downtown
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
Smart TV, books

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

9.4 out of 10, Exceptional, (3)
"Clean apartment in quiet building. Great location for walking to nearby restaurants/bars/Italian bakery and close to Hop. Suited us well for our 4th of July visit. Street parking can be tricky, but we found spots. Would stay again! "
The price is AU$304
includes taxes & fees
15 Aug - 16 Aug
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
Whole House in Bay View + Fenced-in Yard + Parking
Dining

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

10.0 out of 10, Exceptional, (8)
"⭐️⭐️⭐️⭐️⭐️"
The price is AU$691
includes taxes & fees
18 Aug - 19 Aug
Whole House in Bay View + Fenced-in Yard + Parking
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Free Parking, Sleeps 6
Exterior

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. "
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Free Parking, Sleeps 6
Only 10min to Airport!
Fridge, microwave, oven, stovetop

Only 10min to Airport!

The price is AU$537
includes taxes & fees
9 Sept - 10 Sept
Only 10min to Airport!
3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS
Terrace/patio

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

10.0 out of 10, Exceptional, (12)
"Great place with lots of room, cleanliness, great & quick communication with host. "
The price is AU$472
includes taxes & fees
20 Aug - 21 Aug
3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS
Quiet House
Fridge, microwave, oven, stovetop

Quiet House

9.0 out of 10, Wonderful, (2)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is AU$386
includes taxes & fees
18 Aug - 19 Aug
Quiet House
Lavish tub with free parking near several music & wedding venues
Dining

Lavish tub with free parking near several music & wedding venues

10.0 out of 10, Exceptional, (2)
"Easy in, easy out. Walking distance to area restaurants and music venues . Yes, we would stay again."
Lavish tub with free parking near several music & wedding venues
Brewery District 2-Story 2BR Apt Near Fiserv with Rooftop, Gym, and Parking
Game room

Brewery District 2-Story 2BR Apt Near Fiserv with Rooftop, Gym, and Parking

10.0 out of 10, Exceptional, (1)
"This place was perfect, clean, and in an excellent location. Located in the brewery district, we were able to walk to everything and easily attend a show at the Fiserv Arena. And having two bedrooms and two bathrooms in such an adorable building is great for a family of 4. Seriously easy process to check in and convenient parking. I can’t rave enough about this place. "
Brewery District 2-Story 2BR Apt Near Fiserv with Rooftop, Gym, and Parking
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Interior

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

2.0 star property
9.8 out of 10, Exceptional, (13)
"We stayed here with family and had a great time. The home is lovely and well furnished! Neighborhood safe and close to all the popular spots!"
The price is AU$761
includes taxes & fees
18 Aug - 19 Aug
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Newly Remodeled Home!! Five minutes from Downtown Milwaukee
Fridge, microwave, stovetop, coffee/tea maker

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.2 out of 10, Very good, (43)
"Very clean and cozy!"
The price is AU$302
includes taxes & fees
20 Aug - 21 Aug
Newly Remodeled Home!! Five minutes from Downtown Milwaukee
Lake Michigan Retreat. Spacious 4-bedroom home on wooded lot across from lake.
Interior

Lake Michigan Retreat. Spacious 4-bedroom home on wooded lot across from lake.

Lake Michigan Retreat. Spacious 4-bedroom home on wooded lot across from lake.
Casa del Lago - Saint Francis
Microwave, oven, stovetop, paper towels

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$583
includes taxes & fees
9 Sept - 10 Sept
Casa del Lago - Saint Francis
Remodeled Home - Steps from Brady Street!
Fridge, microwave, oven, stovetop

Remodeled Home - Steps from Brady Street!

10.0 out of 10, Exceptional, (4)
"Enjoyed stay at this nice home "
The price is AU$416
includes taxes & fees
18 Aug - 19 Aug
Remodeled Home - Steps from Brady Street!
Luxury 3-bedroom retreat with Hot Tub! I Steps away from downtown MKE I Sleeps 8
Exterior

Luxury 3-bedroom retreat with Hot Tub! I Steps away from downtown MKE I Sleeps 8

2.0 star property
The price is AU$1,209
includes taxes & fees
27 Aug - 28 Aug
Luxury 3-bedroom retreat with Hot Tub! I Steps away from downtown MKE I Sleeps 8
Spacious 2-bedroom house with AC, 15min from Downtown Milwaukee
Smart TV

Spacious 2-bedroom house with AC, 15min from Downtown Milwaukee

Spacious 2-bedroom house with AC, 15min from Downtown Milwaukee
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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Top Greendale Hotel Reviews

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

10/10 Excellent
"Visit started out well with a very pleasant encounter at the front desk while checking in. Our room was ready and roomy. Breakfast was plentiful and tasty."
Jean Marie 1-night trip
Posted 22 hours ago
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI