Jackson Holiday Rentals

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Holiday Rentals in Jackson

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (87)
"Great place to stay! "
Kasa Westown Milwaukee

KLVG - Malt House

4.0 star property
8.8 out of 10, Excellent, (8)
"Amazing property/location! Surrounding neighborhood and ambiance is very cool. Not a very upscale property/bedding/furniture. However, a fine tradeoff for price and ambience. The parking access during winter is also a nice touch"
The price is AU$289
includes taxes & fees
30 July - 31 July
KLVG - Malt House

4 bed house on the shore of Lake Michigan

9.6 out of 10, Exceptional, (58)
"excellent lake access and views"
4 bed house on the shore of Lake Michigan

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

9.0 out of 10, Wonderful, (2)
"We had an excellent family vacation at The Garden of Eden!!"
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

KB - Prospec

3.0 star property
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
KB - Prospec

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.4 out of 10, Very good, (42)
"Very clean and cozy!"
The price is AU$299
includes taxes & fees
29 July - 30 July
Newly Remodeled Home!! Five minutes from Downtown Milwaukee

Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee

The price is AU$416
includes taxes & fees
6 Aug - 7 Aug
Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee

Wooded Hills/Indoor Pool/Hot Tub/Arcade

9.8 out of 10, Exceptional, (47)
"We enjoyed our time there with the family very much! We wish the hot tub had been in place before our stay... the weather was nice enough. Seating around the pool would have been appreciated. All in all, a very nice place!!"
Wooded Hills/Indoor Pool/Hot Tub/Arcade

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (27)
"Great location and super clean property. Highly recommend."
The price is AU$820
includes taxes & fees
31 July - 1 Aug
Stunning Upscale Retreat - Steps From Everything

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (37)
"Great location and super comfortable "
The price is AU$512
includes taxes & fees
29 July - 30 July
Downtown Eastside gem near Fiserv Forum Water St Brady St

Quiet House

9.0 out of 10, Wonderful, (2)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is AU$381
includes taxes & fees
30 July - 31 July
Quiet House

Eclectic, Stylish, and Cozy Milwaukee Unit!

2.0 star property
9.8 out of 10, Exceptional, (22)
"very spacious!"
The price is AU$570
includes taxes & fees
31 July - 1 Aug
Eclectic, Stylish, and Cozy Milwaukee Unit!

Three bedrooms upstairs

9.6 out of 10, Exceptional, (67)
"Fantastic stay and loved all of the craftsman architecture. We loved the neighborhood and it's close to great eateries. Thanks Ryan!"
The price is AU$362
includes taxes & fees
30 July - 31 July
Three bedrooms upstairs

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

2.0 star property
9.8 out of 10, Exceptional, (12)
"We stayed here with family and had a great time. The home is lovely and well furnished! Neighborhood safe and close to all the popular spots!"
The price is AU$802
includes taxes & fees
18 Aug - 19 Aug
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

Beautiful Tent at Camp Northern Lights!

9.6 out of 10, Exceptional, (10)
"Beautiful location"
Beautiful Tent at Camp Northern Lights!

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

9.4 out of 10, Exceptional, (60)
"Clean, nice area, clise to restaurants and downtown"
The price is AU$601
includes taxes & fees
31 July - 1 Aug
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

3-bedroom lake cottage in the Kettle Moraine State Forest

10.0 out of 10, Exceptional, (37)
"Stay was excellent."
3-bedroom lake cottage in the Kettle Moraine State Forest

Washington Heights, Private basement room!

2.0 out of 10, (1)
"Booked the property and couldn’t reach the property manager. Didn’t return my emails and when I called number listed on the account it was the wrong number. Grateful that VRBO customer service managed to find me a hotel for the evening while I looked for another place to stay."
The price is AU$174
includes taxes & fees
29 July - 30 July
Washington Heights, Private basement room!

Charming 2-bedroom Lake House in West Bend

10.0 out of 10, Exceptional, (12)
"We truly enjoyed our stay here! Very clean, accommodating, open and charming home. We can’t wait to return! "
Charming 2-bedroom Lake House in West Bend

Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park

10.0 out of 10, Exceptional, (5)
"Enjoyed our stay, beautiful home in a gorgeous neighborhood. A perfect home base to see the sites in Milwaukee."
Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park
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 Jackson Hotel Reviews

Frequently asked questions

Can I find holiday rentals in Jackson?

Yes, there are holiday rentals close to the most popular sights in Jackson, or you can select a more secluded option if you're looking for a relaxing stay. Jackson is known for its shopping and festivals. Make sure you have time to check out the restaurants while you're in the area.

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

Three bedrooms upstairs : This holiday home rental outside of Jackson offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What can I see and do in Jackson?

Enjoy the area's cultural attractions such as Washington County Old Courthouse Museum, or get outdoors into nature at a spot like Big Cedar Lake. In the wider area, you’ll find Washington County Fair Grounds and Cabela's.

What are holiday rentals like in Jackson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jackson. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family getaway.