Jackson Holiday Rentals

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Holiday Rentals in Jackson

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (91)
"Property was clean and well appointed. We enjoyed our stay."
Kasa Westown Milwaukee

KLVG - Malt House

4.0 star property
9.0 out of 10, Wonderful, (9)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House

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

4 bed house on the shore of Lake Michigan

9.4 out of 10, Exceptional, (61)
"excellent lake access and views"
The price is AU$1,055
includes taxes & fees
28 Aug - 29 Aug
4 bed house on the shore of Lake Michigan

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

8.2 out of 10, Very good, (43)
"Very clean and cozy!"
The price is AU$303
includes taxes & fees
20 Aug - 21 Aug
Newly Remodeled Home!! Five minutes from Downtown Milwaukee

Wooded Hills/Indoor Pool/Hot Tub/Arcade

9.8 out of 10, Exceptional, (47)
"House was clean and spacious. Pool and extra amenities were great!"
Wooded Hills/Indoor Pool/Hot Tub/Arcade

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

2.0 out of 10, (1)
"The doorbell was ripped off and there's a realtor's lock on the doorknob. The house was double booked and people that had it booked for Friday & Saturday were already there - I had it booked for Saturday night only. I was charged for the full amount & then got a partial refund, and the owner booked me for the following 2 nights after I had already driven home! After a call to VRBO, I did get a full refund and the other reservations were unauthorized and canceled. Be aware!"
The price is AU$378
includes taxes & fees
14 Aug - 15 Aug
Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee

Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

9.0 out of 10, Wonderful, (2)
"Everything was great!"
The price is AU$328
includes taxes & fees
4 Sept - 5 Sept
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (38)
"Great location and super comfortable "
The price is AU$518
includes taxes & fees
18 Aug - 19 Aug
Downtown Eastside gem near Fiserv Forum Water St Brady St

3-bedroom lake cottage in the Kettle Moraine State Forest

9.8 out of 10, Exceptional, (40)
"Stay was excellent."
3-bedroom lake cottage in the Kettle Moraine State Forest

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$819
includes taxes & fees
17 Aug - 18 Aug
Stunning Upscale Retreat - Steps From Everything

Beautiful Tent at Camp Northern Lights!

9.8 out of 10, Exceptional, (11)
"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, (61)
"Great house for 6 adults and 2 babies for a long weekend stay! An easy walk to shops, grocery stores and restaurants on Brady St and slightly longer but very nice walk to downtown and the riverwalk. Ample space, quiet surroundings and everything we needed for a nice weekend! "
The price is AU$590
includes taxes & fees
25 Aug - 26 Aug
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

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

2.0 star property
9.8 out of 10, Exceptional, (13)
"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$759
includes taxes & fees
8 Sept - 9 Sept
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

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$175
includes taxes & fees
25 Aug - 26 Aug
Washington Heights, Private basement room!

Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

2.0 star property
10.0 out of 10, Exceptional, (2)
"Came from Michigan for a Bucks game, I was nervous about being in a city we were unfamiliar with. Location was perfect!!! The space was clean and just what we needed."
The price is AU$517
includes taxes & fees
5 Sept - 6 Sept
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

3 miles from Sunburst Ski Hill. Close to great hikiing and snow mobile trails

10.0 out of 10, Exceptional, (36)
"Property was very clean, the owner was very accommodating and easy to get ahold of. We had a great stay!"
3 miles from Sunburst Ski Hill. Close to great hikiing and snow mobile trails

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$387
includes taxes & fees
18 Aug - 19 Aug
Quiet House

MKE Pleasure Paradyz - BDSM - Adult Themed Cottage

MKE Pleasure Paradyz - BDSM - Adult Themed Cottage
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?

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find: This holiday home rental outside of Jackson is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease 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. You and your friends and family can relax into your holiday with amenities such as a garden.

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.