Holiday Homes in Greendale

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Check prices for these dates

Next weekend
3 Oct - 5 Oct
In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov

Featured Holiday Homes in Greendale

Our top choices for Greendale holiday homes

Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage
Exterior

Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

9.6 out of 10, Exceptional, (121)
"House was stocked with needed supplies, beautiful lake, check in and out was simple!"
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage
Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine
Fridge, microwave, stovetop, dishwasher

Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

10.0 out of 10, Exceptional, (13)
"Great neighborhood to stay. "
Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

10.0 out of 10, Exceptional, (13)
"Will come and stay again great host and home"
The price is AU$493
includes taxes & fees
29 Sept - 30 Sept
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
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, (45)
"Sooooo much bigger than expected. Clean and comfortable."
The price is AU$300
includes taxes & fees
30 Sept - 1 Oct
Newly Remodeled Home!! Five minutes from Downtown Milwaukee
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Fridge, microwave, oven, stovetop

Wooded Hills/Indoor Pool/Hot Tub/Arcade

9.8 out of 10, Exceptional, (49)
"House was clean and spacious. Pool and extra amenities were great!"
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Property grounds

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

9.4 out of 10, Exceptional, (63)
"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$570
includes taxes & fees
30 Sept - 1 Oct
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
3-bedroom vacation home just a short walk to Lake Michigan
Terrace/patio

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

9.0 out of 10, Wonderful, (30)
"We stayed for one night since we had a nearby reservation and were coming from Chicago. Location was terrific and we wanted to keep it mind for future booking in the summertime given the proximity to the beach. Really large yard was a plus and accommodations were in nice shape! "
The price is AU$415
includes taxes & fees
26 Sept - 27 Sept
3-bedroom vacation home just a short walk to Lake Michigan
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Fridge, microwave, oven, stovetop

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

9.8 out of 10, Exceptional, (357)
"Beautiful place, loved the fenced in yard for my Yorkies, very excited to stay there again!!"
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan
Property grounds

Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan

9.6 out of 10, Exceptional, (68)
"Good location, great host, nice break!"
Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan
Large 3-bedroom House with Outdoor Hot Tub!
Outdoor spa tub

Large 3-bedroom House with Outdoor Hot Tub!

10.0 out of 10, Exceptional, (2)
"Perfect spot for our needs."
Large 3-bedroom House with Outdoor Hot Tub!
4 bedroom house near Fiserv Forum, Brady Street, Downtown and Lakefront
Fridge, microwave, oven, stovetop

4 bedroom house near Fiserv Forum, Brady Street, Downtown and Lakefront

10.0 out of 10, Exceptional, (3)
"Would stay there again. Very convenient to.downtown Milwaukee"
4 bedroom house near Fiserv Forum, Brady Street, Downtown and Lakefront
Mi casa es su casa
Beach nearby

Mi casa es su casa

9.6 out of 10, Exceptional, (26)
"Retired parents visiting daughter. Needed a quiet home base for a few days. Very satisfied."
Mi casa es su casa
Three bedrooms upstairs
Dining

Three bedrooms upstairs

9.6 out of 10, Exceptional, (74)
"The property was cute and stylish. I would stay here again. "
The price is AU$362
includes taxes & fees
29 Sept - 30 Sept
Three bedrooms upstairs
Stunning Upscale Retreat - Steps From Everything
Fridge, microwave, oven, stovetop

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (29)
"Great location and super clean property. Highly recommend."
The price is AU$821
includes taxes & fees
28 Sept - 29 Sept
Stunning Upscale Retreat - Steps From Everything
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, (22)
"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$607
includes taxes & fees
28 Sept - 29 Sept
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
Interior

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

10.0 out of 10, Exceptional, (2)
"Easy to work with and beautiful home! "
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
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, (14)
"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$661
includes taxes & fees
1 Oct - 2 Oct
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
MKE Mansion - Both Wings
Outdoor dining

MKE Mansion - Both Wings

9.8 out of 10, Exceptional, (21)
"Great spacious house in a location hard to beat! Will recommend anyone hosting group visits to Milwaukee."
The price is AU$2,565
includes taxes & fees
29 Sept - 30 Sept
MKE Mansion - Both Wings
Enjoy Lakefront living with family!
On the beach, beach towels

Enjoy Lakefront living with family!

9.8 out of 10, Exceptional, (74)
"Hot water not very hot and took forever to shower...no baking sheets for pizzas...very dusty. The bathrooms were very clean. The two tables and sitting area was great."
Enjoy Lakefront living with family!
Relax Near Everything in Milwaukee
Interior

Relax Near Everything in Milwaukee

10.0 out of 10, Exceptional, (44)
"Came for the Alan Jackson concert. Great quiet place to stay. Owner was great! "
Relax Near Everything in 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

Sleep Inn & Suites Milwaukee Airport

Sleep Inn & Suites Milwaukee Airport

10/10 Excellent
"Excellent place for an overnight stay prior to boarding an early morning flight . Very accommodating service at the desk and airport shuttle"
Sandra 1-night trip
Posted 3 days ago
Sleep Inn & Suites Milwaukee Airport

Find out more about Greendale

Find out more about Greendale

Greendale Holiday Homes information

Number of reviews
1,022
Accommodation
496 Holiday Homes
Lowest Price
AU$300
Highest Price
AU$2,565

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