Greendale Holiday Rentals

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Holiday Rentals in Greendale

Historic home - walk to village center. Original features with modern updates.

9.8 out of 10, Exceptional, (46)
"Excellent location, felt very safe and extremely clean. Had everything that was needed. Would definitely stay again!"
Historic home - walk to village center. Original features with modern updates.

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

9.6 out of 10, Exceptional, (22)
"We were really looking forward to the stay, and it exceeded our expectations significantly. I appreciate how they turned a small house that could have just been a bit rundown into a very lovely space all around. "
The price is HK$1,374
HK$2,475 total
includes taxes & fees
27 Jul - 28 Jul
3-bedroom vacation home just a short walk to Lake Michigan

Only 10min to Airport!

The price is HK$889
HK$2,752 total
includes taxes & fees
9 Jul - 10 Jul
Only 10min to Airport!

Casa del Lago - Saint Francis

The price is HK$1,680
HK$3,276 total
includes taxes & fees
14 Jul - 15 Jul
Casa del Lago - Saint Francis

Charming Apartment with Gym and Balcony

The price is HK$958
HK$1,607 total
includes taxes & fees
18 Jul - 19 Jul
Charming Apartment with Gym and Balcony

Charming Apartment with Gym and Balcony

10.0 out of 10, Exceptional, (1)
"Nice apartment centrally located in Shorewood. Clean easy in and out"
The price is HK$1,044
HK$1,715 total
includes taxes & fees
18 Jul - 19 Jul
Charming Apartment with Gym and Balcony

Charming Pet-Friendly 3-BR Home, Backyard, Firepit, A/C, Centrally Located

10.0 out of 10, Exceptional, (10)
"Maira was easy to communicate with and was proactive. The house was clean and had everything we needed. We love the location being just a block or two from Downer!"
The price is HK$1,976
HK$4,070 total
includes taxes & fees
14 Jul - 15 Jul
Charming Pet-Friendly 3-BR Home, Backyard, Firepit, A/C, Centrally Located

Victorian Garden 5 Minutes From The Beach

10.0 out of 10, Exceptional, (3)
"Great location. 1 block walk to a grocery store, a pharmacy, a great restaurant, AND a great coffee shop. Plenty of space for all."
The price is HK$4,309
HK$8,291 total
includes taxes & fees
24 Jul - 25 Jul
Victorian Garden 5 Minutes From The Beach

Lakefront Manor MKE - Spacious for groups and steps from beach and downtown

10.0 out of 10, Exceptional, (5)
"My group and I loved this place! Emily went above and beyond to ensure we had a great stay. We were able to drop bags off early. The cleaners were very nice and informative about the Milwaukee area! We were celebrating my husband’s birthday and Emily left him a treat from a local Milwaukee’s brewery which he appreciated!! Thanks again for a wonderful stay!! "
The price is HK$3,768
HK$7,719 total
includes taxes & fees
6 Aug - 7 Aug
Lakefront Manor MKE - Spacious for groups and steps from beach and downtown

Sunny East Side Vintage Studio Apartment

The price is HK$542
HK$1,125 total
includes taxes & fees
9 Jul - 10 Jul
Sunny East Side Vintage Studio Apartment

Sunny East Side Vintage 2BR Apartment

The price is HK$534
HK$1,161 total
includes taxes & fees
9 Jul - 10 Jul
Sunny East Side Vintage 2BR Apartment

Style and Luxury - Unbeatable Location

9.6 out of 10, Exceptional, (9)
"We really enjoyed the location being such a close drive to the lake and hiking was beautiful! "
The price is HK$1,554
HK$3,896 total
includes taxes & fees
9 Jul - 10 Jul
Style and Luxury - Unbeatable Location

Lux Bayview Nest: Near Downtown

The price is HK$1,236
HK$3,216 total
includes taxes & fees
9 Jul - 10 Jul
Lux Bayview Nest: Near Downtown

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 HK$1,574
HK$3,689 total
includes taxes & fees
5 Aug - 6 Aug
Stay Central in Bayview: 5 Min to Downtown

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (24)
"Great location and super clean property. Highly recommend."
The price is HK$1,554
HK$4,155 total
includes taxes & fees
9 Jul - 10 Jul
Stunning Upscale Retreat - Steps From Everything

Luxury Historic Home - Stellar Location

9.4 out of 10, Exceptional, (17)
"Very nice place to stay. "
The price is HK$1,568
HK$4,172 total
includes taxes & fees
9 Jul - 10 Jul
Luxury Historic Home - Stellar Location

Gorgeous space with huge porch.

The price is HK$2,402
HK$4,405 total
includes taxes & fees
23 Jul - 24 Jul
Gorgeous space with huge porch.

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

10.0 out of 10, Exceptional, (6)
"Nice quiet place near a lot of cool places. Short drive to downtown Milwaukee and close to a bike/walking path along the water (South Shore Park). Owner very responsive, accommodating, courteous and professional. "
The price is HK$2,135
HK$3,411 total
includes taxes & fees
22 Jul - 23 Jul
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

9.4 out of 10, Exceptional, (12)
"We loved this property! We will definitely stay again if we are in the area."
The price is HK$2,630
HK$3,961 total
includes taxes & fees
29 Jul - 30 Jul
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

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

2.0 star property
9.8 out of 10, Exceptional, (10)
"House was great! Lots of stairs that we didnt expect and parking was challenging at times. But overall the house was great!"
The price is HK$1,578
HK$4,081 total
includes taxes & fees
23 Jul - 24 Jul
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
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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Frequently asked questions

Can I find holiday rentals in Greendale?

Yes, there are holiday rentals close to the most popular sights in Greendale, or you can select a more secluded option if you're looking for a relaxing stay. Greendale is known for its restaurants.

What are some of the best holiday rentals that Greendale has to offer?

Newly Remodeled Home!! Five minutes from Downtown Milwaukee: This holiday home rental outside of Greendale offers a balcony, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

How many holiday rentals will I find in Greendale?

Expedia has 5 holiday rentals for your stay in Greendale.

What’s there to see and do in Greendale?

While exploring the area, visit family-friendly sights like Pettit National Ice Center, or get outside and enjoy nature at Boerner Botanical Gardens. In the wider area, you’ll find Rock Snow Park and The Rock Sports Complex.

What’s a holiday rental in Greendale like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Greendale. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a family trip or a small group gathering.