Search Vacation Homes in Greendale

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 396 Vacation Homes in Greendale with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (325)
"We had a great time! The cabin had everything we needed. We just sat around the fireplace, went for walks and thoroughly enjoyed ourselves! We will definitely be coming back!"
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

10.0 out of 10, Exceptional, (15)
"The property was a good place to stay at! I will say it was what we needed for everyone to stay and have a place to sleep. The only issue with was trying to fit a vehicle in the garage. We took my friends Tahoe and it was a tough spot to fit in the garage, which we can tell it’s meant for smaller vehicles. And there were a pair of eyelashes set out on the coffee table. But overall for anyone with a bigger family or group of friends that need somewhere to stay I would recommend this location!"
The price is SAR 789
SAR 2,046 total
includes taxes & fees
29 Dec - 30 Dec
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

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

9.6 out of 10, Exceptional, (54)
"Home was large and well appointed. Great central location for all the Milwaukee activities we did. "
The price is SAR 635
SAR 1,493 total
includes taxes & fees
6 Jan - 7 January 2025
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!

10.0 out of 10, Exceptional, (4)
"Property was as described. Clean. Easy check in. Would stay there again."
Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!

𖤓The Blue Store 2000sqft 5BD/2BT Arcade, Pool Table, Foosball, BBQ State Fair𖤓

9.4 out of 10, Exceptional, (25)
"We've stayed here before and then again. Will be back if we need to get back to Wauwatosa. Thank you."
𖤓The Blue Store 2000sqft 5BD/2BT Arcade, Pool Table, Foosball, BBQ State Fair𖤓

Charming Vintage Farmhouse 1 bedroom Garden Oasis

9.2 out of 10, Wonderful, (31)
"First time using VRBO, and everything went well. Excellent communication from property manager including prompt replies when we had some small trouble getting in to the property. Location is great—two blocks to lake. Safe neighborhood. Abundant on-street parking. Unit was clean and comfortable. "
Charming Vintage Farmhouse 1 bedroom Garden Oasis

Newly Renovated Lakefront Cottage, Peaceful, Cozy Modern Farmhouse ~Dog Friendly

10.0 out of 10, Exceptional, (9)
"We had a great time at this property and everything was just as pictured in the listing. Ming was very accommodating and communicated promptly through every step of the stay. Highly recommended to stay here!"
The price is SAR 845
SAR 1,684 total
includes taxes & fees
26 Dec - 27 Dec
Newly Renovated Lakefront Cottage, Peaceful, Cozy Modern Farmhouse ~Dog Friendly

Sunny 3 BR Craftsman Bungalow | Bay View

10.0 out of 10, Exceptional, (25)
"We had a great time! The house is everything the picture show! Beautiful home with everything you need to stay in!"
Sunny 3 BR Craftsman Bungalow | Bay View

MKE Riverwest Retreat - Newly Renovated

10.0 out of 10, Exceptional, (2)
"Firstly the host made this stay a breeze! Host communicated with me for the booking process, gave plenty of information regarding the area and the house, and had the listing for a fair price. The house itself is awesome! Selection of games was great especially for our group (we play a lot of board and card games), the TV in the living room was quality, the entire house was spotless when we arrived. Everything in the house was too notch condition, great kitchen, everything was well labeled and...
MKE Riverwest Retreat - Newly Renovated

Modern lake house with a double lot. The views are amazing inside and out!

10.0 out of 10, Exceptional, (17)
" Very clean and updated. Great stay for visiting family over the holidays. "
The price is SAR 1,168
SAR 2,225 total
includes taxes & fees
27 Dec - 28 Dec
Modern lake house with a double lot. The views are amazing inside and out!

Riverside Retreat-Hot tub, Kayaks, firepit

9.6 out of 10, Exceptional, (10)
"We enjoyed a quiet weekend on the river with lots of options inside and out for relaxing and spending time with family!"
Riverside Retreat-Hot tub, Kayaks, firepit

Pink Door Place with fenced yard in a walkable area & 2 miles from Fiserv Forum

10.0 out of 10, Exceptional, (3)
"I had a great stay house was very clean and beautiful!"
Pink Door Place with fenced yard in a walkable area & 2 miles from Fiserv Forum

Cozy Bungalow, one car garage, walking distance to beaches, downtown.

8.0 out of 10, Very Good, (1)
"The house was extremely close to the water and the beach area was great! Easy to get around town and locate restaurants and stores. Only issue we had was there were so many spiders outside, we could not enjoy the patio/deck. We thought about having a fire but the spiders were everywhere. I personally don’t know the city of Racine but the road the house is on is noisy. Lots of cars and dogs barking through the night. If you’re a light sleeper, bring ear plugs! "
Cozy Bungalow, one car garage, walking distance to beaches, downtown.

Escape to Tranquility: Lovely Oasis 20 Minutes from Downtown Milwaukee

10.0 out of 10, Exceptional, (10)
"Wonderful property to stay at. The owner was very accomodating tonis arriving earlier than planned. The house was in a quiet area outside of the city but still was only 20 minutes from downtown."
Escape to Tranquility: Lovely Oasis 20 Minutes from Downtown Milwaukee

New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool

9.8 out of 10, Exceptional, (194)
"We stayed here for the weekend and it was wonderful! The kids loved the playset outside and the game room! Definitely would recommend to other groups and families. "
New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool

Amazing Five Bedroom Milwaukee Vacation Home!!

10.0 out of 10, Exceptional, (40)
"I went to detox, relax, and swim for a few days and did not bring family, but this is a terrific place for a family getaway with amazing pool, video games, plenty of beds, etc. Pleasant neighborhood as well. "
Amazing Five Bedroom Milwaukee Vacation Home!!

Charming Riverwest Retreat

9.4 out of 10, Exceptional, (16)
"Which the property had off street parking. The kitchen did not have pot-holders and tissues. Nice property."
Charming Riverwest Retreat

Step right up, step right up! Welcome to the grand, the unique, the unparalleled

9.8 out of 10, Exceptional, (67)
"The house was very roomy and lots of places to hang out with family and friends. It was awesome that it was close to the lake. The owner had forgotten we were coming and didn’t have the refrigerator cleaned out and our check-in process was a little awkward because we didn’t have the keypad information. "
Step right up, step right up! Welcome to the grand, the unique, the unparalleled

MKE Mansion - Both Wings

9.8 out of 10, Exceptional, (12)
"The house is exactly as listed. There were some small functional issues with the house that the landlord responded to immediately. All around great stay. "
The price is SAR 3,753
SAR 5,511 total
includes taxes & fees
5 Jan - 6 January 2025
MKE Mansion - Both Wings

Modern Lake House: Sandy Floor, Breathtaking Views

9.4 out of 10, Exceptional, (8)
"We stayed for two nights and communication was excellent before and during our stay. Really enjoyed the updated kitchen for cooking meals and the easy access to the road for walking around the area. "
Modern Lake House: Sandy Floor, Breathtaking Views
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.
Don't see what you're looking for?
See all available properties in Greendale
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Greendale

The Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (1052)
"Great for kitchenettes and proximity to Milwaukee Museum of Art."
The price is SAR 600
SAR 708 total
includes taxes & fees
29 Dec - 30 Dec
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (66)
"Great place to stay! Just like a large apartment with all the amenities. Very conveniient. You can cook your own food and wash your clothes (has washer and dryer). Every item needed for you stay is provided. "
The price is SAR 267
SAR 465 total
includes taxes & fees
29 Dec - 30 Dec
Kasa Westown Milwaukee

New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool

9.8 out of 10, Exceptional, (194)
"We stayed here for the weekend and it was wonderful! The kids loved the playset outside and the game room! Definitely would recommend to other groups and families. "
New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool
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.