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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 412 Vacation Homes in Greendale with updated reviews, rates, and availability.

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

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

9.6 out of 10, Exceptional, (14)
"I got a great deal on a 2 bedroom and I'm looking forward to coming back during the summer since it is a great location next to lake and beach. "
The price is AED 342
AED 793 total
includes taxes & fees
16 Mar - 17 Mar
3-bedroom vacation home just a short walk to Lake Michigan
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Pool

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

10.0 out of 10, Exceptional, (331)
"Perfect location to our family and wonerful view of the lake."
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Exterior

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

9.8 out of 10, Exceptional, (21)
"Very nice! Had a great time."
The price is AED 584
AED 1,217 total
includes taxes & fees
27 Mar - 28 Mar
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Spacious Walkers Point Gem in Central Milwaukee
Dining

Spacious Walkers Point Gem in Central Milwaukee

9.6 out of 10, Exceptional, (14)
"The location was excellent if you don't mind a short walk. Plenty of cool spots around for coffee, food, and drink. The house itself was spotless and comfortably slept 8 adult men. Rey was a great host, communicative and responsive. Overall, an entirely positive experience."
Spacious Walkers Point Gem in Central Milwaukee
Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC
Fridge, microwave, oven, stovetop

Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC

10.0 out of 10, Exceptional, (1)
"The host was very very nice with us quick response time extremely clean property I’d definitely book here again"
The price is AED 1,010
AED 1,536 total
includes taxes & fees
20 Mar - 21 Mar
Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC
Cream City Lounge Parking AC Patio Pets Sleeps 11
Exterior

Cream City Lounge Parking AC Patio Pets Sleeps 11

10.0 out of 10, Exceptional, (8)
"The place was perfect for celebrating my sister’s bachelorette weekend. Plenty of space for everyone and the house well stocked with the essentials. Great location, walkable to bars and restaurants. "
Cream City Lounge Parking AC Patio Pets Sleeps 11
Warm spacious midsize home w/ comfort and fun
Exterior

Warm spacious midsize home w/ comfort and fun

8.4 out of 10, Very Good, (5)
"Nice house with great location & amenities. Wifi, spacious living room, board games, washer and dryer, TV, big back yard. Off street parking is great. Has 6 beds not 8 as listed."
Warm spacious midsize home w/ comfort and fun
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
Outdoor pool, a heated pool

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (199)
"What a fun and unique place! I'd love to be back in summer to make use of the pool and pond.Winter was still wonderful though with access to the hot tub and game room. "
The price is AED 551
AED 1,762 total
includes taxes & fees
17 Mar - 18 Mar
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
MKE Mansion - Both Wings
Outdoor dining

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 AED 3,669
AED 5,572 total
includes taxes & fees
16 Mar - 17 Mar
MKE Mansion - Both Wings
Upscale Retreat in the Heart of MKE
Interior

Upscale Retreat in the Heart of MKE

The price is AED 698
AED 1,641 total
includes taxes & fees
17 Mar - 18 Mar
Upscale Retreat in the Heart of MKE
Relax Near Everything in Milwaukee
Interior

Relax Near Everything in Milwaukee

10.0 out of 10, Exceptional, (37)
"The property kitchen was very well stocked with the necessary items to cook meals for our family. I appreciated the double oven. The property was comfortable and clean. Convenient location. We would stay here again. Thank you!"
Relax Near Everything in Milwaukee
Sunny 3BR Craftsman Bungalow | Bay View
Property grounds

Sunny 3BR Craftsman Bungalow | Bay View

10.0 out of 10, Exceptional, (30)
"The property was exactly as advertised. We are grateful that we were able to bring our dogs. The stained glass windows and furnishings were lovely. Enjoyed the comfortable couch and large TV. The owner was very responsive. The backyard was great and parking in the back was perfect. We were very close to a wonderful park, unfortunately it was the dead of winter so we didn’t spend time there."
Sunny 3BR Craftsman Bungalow | Bay View
Cozy family & pet friendly Shorewood townhome near Bike Trail, Beach & downtown
Outdoor dining

Cozy family & pet friendly Shorewood townhome near Bike Trail, Beach & downtown

10.0 out of 10, Exceptional, (1)
"We drove from Minneapolis for a concert and stayed one night. It was cute, comfortable and clean. We are very happy with the property’s accommodations. We had parking in the garage and on street. Very accessible and would recommend! "
Cozy family & pet friendly Shorewood townhome near Bike Trail, Beach & downtown
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
Property grounds

Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

9.6 out of 10, Exceptional, (93)
"The location was perfect and beautiful. We can't wait to come back during the summer so we can enjoy the lake! "
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
The Yellow Stay - Charming 2-Bed Bayview Retreat Near Downtown Milwaukee
Fridge, microwave, oven, stovetop

The Yellow Stay - Charming 2-Bed Bayview Retreat Near Downtown Milwaukee

2.0 star property
10.0 out of 10, Exceptional, (2)
"This house was beautiful inside and out the area was very nice and I felt very safe there’s always parking in you can parking and easy access to the home . The host was s communication was great I will definitely recommend this place to anyone visiting I will definitely be back soon and will book this place again 5 stars"
The price is AED 547
AED 1,104 total
includes taxes & fees
13 Mar - 14 Mar
The Yellow Stay - Charming 2-Bed Bayview Retreat Near Downtown Milwaukee
𖤓Blue Storefront 2000sqft Arcade, Pooltable, Foosball, BBQ State Fair𖤓
Fridge, microwave, oven, stovetop

𖤓Blue Storefront 2000sqft Arcade, Pooltable, Foosball, BBQ State Fair𖤓

9.4 out of 10, Exceptional, (29)
"Our stay was awesome. The beds were very comfy! The home was cozy, yet full of activities. It was perfect for our group of friends traveling together for work. We look forward to *hopefully* staying here again soon. "
𖤓Blue Storefront 2000sqft Arcade, Pooltable, Foosball, BBQ State Fair𖤓
Modern and Convenient Waukesha 3BR home with 2 King Beds
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Modern and Convenient Waukesha 3BR home with 2 King Beds

9.6 out of 10, Exceptional, (4)
"Will come and stay again great host and home"
The price is AED 558
AED 1,174 total
includes taxes & fees
17 Mar - 18 Mar
Modern and Convenient Waukesha 3BR home with 2 King Beds
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.
Outdoor dining

Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

9.8 out of 10, Exceptional, (8)
"Each year our extended family meets in Wisconsin for Christmas. This year we chose to find a location closer to Milwaukee. This recently restored Victorian worked well for our family. 8 of stayed at the house, while 8 others visited during the day. Plenty of room for the family to meet. Large kitchen and dining area. Plenty of places to park. Beautiful neighborhood. Jay our host was readily accessible and responsive prior to our visit, and we found the house very accommodating. "
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.
The Beach Life!— Newly Renovated Beach Home awaits you!
Property grounds

The Beach Life!— Newly Renovated Beach Home awaits you!

10.0 out of 10, Exceptional, (29)
"The property is lovely. A quick walk to the beach, which even in the winter, was absolutely wonderful to experience. During the first part of the stay there was snow. Bought sleds for everyone to use on the hills. The end of our trip saw all the snow gone and we were able to visit the lighthouse. Not only does the property contain a washer/dryer in the basement, there’s also a 1 car garage we could use. The host(s) are wonderful. The property contained all the little extras a traveling family...
The Beach Life!— Newly Renovated Beach Home awaits you!
The Boat House on Pewaukee Lake| Location, Comfort, Experience
Fridge, microwave, oven, stovetop

The Boat House on Pewaukee Lake| Location, Comfort, Experience

10.0 out of 10, Exceptional, (4)
"We are Pewaukee residents and known about the “boat house”for years. When we found it was available thru VRBO, we jumped on it. We had family from Texas visiting for a long week end, we reserved the boathouse. I can sum up there view of the house as fantastic. Not only was it unique, it was clean and fully equipped for their stay. Will definitely sign up for another stay."
The Boat House on Pewaukee Lake| Location, Comfort, Experience
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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Other property types in Greendale

The Plaza Hotel
Classic Room, 2 Queen Beds | Iron/ironing board, free WiFi, bed sheets

The Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (1066)
"It was home away from home. This is my 2nd time staying here and I will come back again."
The price is AED 629
AED 742 total
includes taxes & fees
17 Mar - 18 Mar
The Plaza Hotel
Kasa Westown Milwaukee
Fireplace

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (72)
"Thanks for the offer but we have to head home today. The apartment is very nice. Great shower, great location and had all the amenities we needed. The only downside is the bed. The mattress is very hard and we didn't sleep well. Other than that everything was great!"
The price is AED 287
AED 486 total
includes taxes & fees
16 Mar - 17 Mar
Kasa Westown Milwaukee
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
Outdoor pool, a heated pool

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (199)
"What a fun and unique place! I'd love to be back in summer to make use of the pool and pond.Winter was still wonderful though with access to the hot tub and game room. "
The price is AED 551
AED 1,762 total
includes taxes & fees
17 Mar - 18 Mar
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated 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.