Search Vacation Homes in Greendale

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Compare 378 Vacation Homes in Greendale with updated reviews, rates, and availability.

Eclectic, Stylish, and Cozy Milwaukee Unit!
Fridge, microwave, oven, stovetop
Eclectic, Stylish, and Cozy Milwaukee Unit!
9.0 out of 10, Wonderful, (6)
"Beautiful, Spacious, Plenty of place to relax and hang out."
The price is $307
$551 total
includes taxes & fees
Jun 24 - Jun 25
Eclectic, Stylish, and Cozy Milwaukee Unit!
Spacious Walkers Point Gem in Central Milwaukee
Fridge, microwave, oven, stovetop
Spacious Walkers Point Gem in Central Milwaukee
10.0 out of 10, Exceptional, (3)
"Stylishly decorated, great space for a big group."
Spacious Walkers Point Gem in Central Milwaukee
Stunning/River View Brady St Home! Loaded w Extras
Fridge, microwave, oven, stovetop
Stunning/River View Brady St Home! Loaded w Extras
9.6 out of 10, Exceptional, (49)
"Great spot! Walked over to Lakeshore Brewing and then easy walk downtown for dinner and to show. We are all slim folks, the beds are small for 2 adults, but not an issue for our sizes. Nice quiet place."
The price is $169
$403 total
includes taxes & fees
Jun 24 - Jun 25
Stunning/River View Brady St Home! Loaded w Extras
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
9.8 out of 10, Exceptional, (301)
"We came to visit friends and go to six flags.Perfect distance to all attractions plenty to do with entire family. Great fishing and quality family time."
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Centrally Located Milwaukee Oasis: Prime Location, Charming Updates and More!
Private kitchen
Centrally Located Milwaukee Oasis: Prime Location, Charming Updates and More!
The price is $188
$489 total
includes taxes & fees
Jun 23 - Jun 24
Centrally Located Milwaukee Oasis: Prime Location, Charming Updates and More!
Booth Upper · Amazing view, Modern Space
Exterior
Booth Upper · Amazing view, Modern Space
10.0 out of 10, Exceptional, (26)
"Awesome area to have a fun time in MKE without need for vehicle"
Booth Upper · Amazing view, Modern Space
Sunny 3 BR Craftsman Bungalow | Bay View
Property grounds
Sunny 3 BR Craftsman Bungalow | Bay View
10.0 out of 10, Exceptional, (14)
"We were in town for 3 nights, attending a family wedding. The location was very convenient to the airport and Walkers Point where the event took place. It was also pretty close to the Art Museum and the Harley Museum (both worth checking out). The house was clean and neat. It is in a quiet neighborhood close to a beautiful park and has some good restaurants in walking distance. The two off-street parking spaces were nice to have, too."
Sunny 3 BR Craftsman Bungalow | Bay View
Large, Private 3 Br Home | Ideal Location
Fridge, microwave, oven, stovetop
Large, Private 3 Br Home | Ideal Location
9.8 out of 10, Exceptional, (16)
"Beautiful house in a great location! Parking was always available on the street. The kitchen was well stocked with supplies to cook."
The price is $119
$272 total
includes taxes & fees
Jun 25 - Jun 26
Large, Private 3 Br Home | Ideal Location
DECK - Large Groups - KING Bed - Bay View Location
Aerial view
DECK - Large Groups - KING Bed - Bay View Location
10.0 out of 10, Exceptional, (7)
"The second fan in the large room doesn't/ didn't work. The upstairs temp is much warmer than the lower level. Nice house with nice decorations. Nice appliances."
The price is $148
$461 total
includes taxes & fees
Jun 24 - Jun 25
DECK - Large Groups - KING Bed - Bay View Location
Wonderful craftsman home in Wauwatosa
Property grounds
Wonderful craftsman home in Wauwatosa
10.0 out of 10, Exceptional, (26)
"My friends and I do an annual weekend in Milwaukee and have stayed in some bad places, and neighborhoods. Not this place. Excellent neighborhood. And the house was perfect. Clean and just the right size. Communication was excellent as well. I think we finally found our annual weekend retreat."
Wonderful craftsman home in Wauwatosa
Unique and Charming Private Quarters
Property grounds
Unique and Charming Private Quarters
10.0 out of 10, Exceptional, (36)
"Sandy was so sweet, we enjoyed staying with her. Her cats were also a joy! The space is very comfortable, and the garden is lovely to have dinner in, but the space isn't completely separate. Everywhere you look, there is another beautiful mural or artwork that Sandy has created!"
The price is $55
$107 total
includes taxes & fees
Jun 23 - Jun 24
Unique and Charming Private Quarters
Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan
Lake
Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan
9.8 out of 10, Exceptional, (45)
"We had such a great time staying here!! It is close to everything including downtown Milwaukee. Place was nice in a quiet area. Would stay again and recommend. Thank you so much Grant"
Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan
Historic house on tree lined red brick street of historic homes.
Exterior
Historic house on tree lined red brick street of historic homes.
10.0 out of 10, Exceptional, (19)
"The house is well situated, just minutes from the lake and Main Street. We felt completely at home; the owners have decorated and appointed the house beautifully - every detail has been considered and implemented. Communication was easy and they solved issues (i.e. getting the drive shovelled in a snow storm) before we could even ask about them. The back porch and yard are wonderful for relaxing. We loved the house and the neighbourhood and found it difficult to leave!"
Historic house on tree lined red brick street of historic homes.
Cozy Single Family Home Away
Fridge, microwave, oven, stovetop
Cozy Single Family Home Away
9.0 out of 10, Wonderful, (2)
"House was clean and worked well for what we needed. Owners are great-answered text's right away and answered all our needs . Could use a few more cooking pans and utensils. We were able to park in the garage-BUT it had not been cleaned in quite a while."
Cozy Single Family Home Away
The Villager on Arrowhead | Historic Greendale
Fridge, microwave, oven, stovetop
The Villager on Arrowhead | Historic Greendale
10.0 out of 10, Exceptional, (5)
"This house was located only a few minutes away from the church and reception venue for a wedding our group was a part of. The place was decorated very nicely and included many amenities, though much of the furniture was not very comfortable. However, the beds were and we got a great night's rest!"
The Villager on Arrowhead | Historic Greendale
Beautiful Milwaukee North Shore Home!- 15 minutes from downtown
Fridge, microwave, oven, stovetop
Beautiful Milwaukee North Shore Home!- 15 minutes from downtown
8.8 out of 10, Excellent, (14)
"Spacious and cool decor in a great location. Place could use a few updates but overall lovely house. Lots of breakable art, though, so be careful if you have small children."
Beautiful Milwaukee North Shore Home!- 15 minutes from downtown
1800 century home located in The Wauwatosa Village Explore the nearby shops
2 bedrooms, desk, iron/ironing board, free WiFi
1800 century home located in The Wauwatosa Village Explore the nearby shops
9.6 out of 10, Exceptional, (4)
"Wauwatosa is a great city, and being just blocks from the darling, walkable downtown was a plus. The apartment was clean, well stocked, nicely decorated. So cute!! And our host Kenya left snacks as a welcome. She was very attentive. Couldn’t ask for a better stay!"
1800 century home located in The Wauwatosa Village Explore the nearby shops
Bay View Gateway Retreat
Private kitchen
Bay View Gateway Retreat
10.0 out of 10, Exceptional, (2)
"This is the cutest house. Super clean and convenient location. The host was very nice and communication was great."
Bay View Gateway Retreat
3 Bedroom, cozy house in Milwaukee near airport
Pool
3 Bedroom, cozy house in Milwaukee near airport
10.0 out of 10, Exceptional, (1)
"Very easy to check in nice and quiet area . The Host was very friendly and responded quickly. It was a Nice clean home and also included soap, shampoo/ conditioner and different bathroom needed ( I thought that was very helpful. ) overall I was very happy with my stay and I would definitely stay here again ."
3 Bedroom, cozy house in Milwaukee near airport
Waterfront Lake Michigan Escape
Property grounds
Waterfront Lake Michigan Escape
Waterfront Lake Michigan Escape
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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.

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, (987)
"Great room and location!"
The price is $158
$187 total
includes taxes & fees
Jul 1 - Jul 2
The Plaza Hotel
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
Outdoor pool, a heated pool
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
9.8 out of 10, Exceptional, (182)
"This is the second time we stayed at The Retreat. LOTS of space inside and out for our family to gather. Kids age 3-10 could not get enough of the heated pool and the adults especially enjoyed the hot tub. We added an 'exrra' and had a small family reunion one of the afternoons and the place was perfect for this. Game room such a bonus when it rained. We didn't need to leave the property but some checked out 7 Mile Fair. Communication with the owner was timely. I'm sure the family will vote to...
The price is $531
$937 total
includes taxes & fees
Jun 30 - Jul 1
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
Amazing Five Bedroom Milwaukee Vacation Home!!
Fridge, microwave, oven, stovetop
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, (30)
"Huge pool and pool room, arcade, pool table, ping pong, what’s not to like…?"
Amazing Five Bedroom Milwaukee Vacation Home!!
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.

Greendale Vacation Homes information

Number of reviews
560
Accommodation
378 Vacation Homes
Lowest Price
$55
Highest Price
$307

Recent reviews of Greendale hotels
Expedia verified reviews

Hyatt Place Milwaukee Airport

Hyatt Place Milwaukee Airport

5/5 Excellent
"Close to airport. Rooms very nice. "
A verified traveler stayed at Hyatt Place Milwaukee Airport
Posted 1 day ago
Hyatt Place Milwaukee Airport