Jackson Holiday Rentals

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Our top choices for Jackson holiday rentals

Apartment in Murray Hill

2BR apt w/ laundry + parking
10.0 out of 10, Exceptional, (12)
"The apartment is clean, spacious and close to the activities we were in town for."
United States
Kelly S.
The price is AU$219
includes taxes & fees
5 Jan - 6 Jan
2BR apt w/ laundry + parking
10.0 out of 10, Exceptional, (16)
"Everything was as advertised. Very nice area of Wawatosa. "
United States
seeton p.
The price is AU$377
includes taxes & fees
2 Jan - 3 Jan
King Bed - Near Froedtert - FAST WiFi
10.0 out of 10, Exceptional, (2)
"Room was spotless and had great amenities. Great location. "
United States
Philip
The price is AU$182
includes taxes & fees
4 Jan - 5 Jan
Deer District Studio Apt - One Block from Fiserv and Baird
10.0 out of 10, Exceptional, (1)
"Host and cleaning staff were wellcoming."
United States
James T S.
Relaxing Stay Near DT | Near Lakefront & Culture
2.0 star property
9.4 out of 10, Exceptional, (14)
"Check-in and parking were easy. Kitchen was well stocked and included some spices. Location was perfect to catch some Brewers games. Beds were comfortable. Will stay again!"
United States
Debra D.
The price is AU$249
includes taxes & fees
6 Jan - 7 Jan
Comfort Near Historic Pabst Brewery & Fiserv
9.4 out of 10, Exceptional, (3)
"Host was amazing and answered all questions. Location is great and walking distance to the night life. "
United States
Jacob D.
The price is AU$215
includes taxes & fees
6 Jan - 7 Jan
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
9.4 out of 10, Exceptional, (6)
"Great location! Super-cool historic building. Easy booking and check-in process, and responsive host. We will be back!"
United States
Christy M.
The price is AU$258
includes taxes & fees
14 Jan - 15 Jan
Brewery District Luxe 2BR Near Fiserv with Parking
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay at East Side Luxury apartments. Everything was as advertised and it was great staying close to Brady St. We would definitely stay here again."
United States
Greg W.
The price is AU$189
includes taxes & fees
5 Jan - 6 Jan
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
2.0 star property
8.4 out of 10, Very good, (7)
"Great location and cozy apartment"
United States
Javier O.
Chic MKE Studio | Walk to Beach & Brady St Dining

Holiday Home in Downtown Milwaukee

Remodeled Home - Steps from Brady Street!
10.0 out of 10, Exceptional, (5)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is AU$405
includes taxes & fees
14 Jan - 15 Jan
Remodeled Home - Steps from Brady Street!
9.8 out of 10, Exceptional, (8)
"Great place in a cool area! Highly recommend. "
United States
Maggie B.
The price is AU$252
includes taxes & fees
6 Jan - 7 Jan
Close to MU & Fiserv | Gym, W/D & Parking

Apartment in Downtown Milwaukee

Eclectic, Stylish, and Cozy Milwaukee Unit!
2.0 star property
9.8 out of 10, Exceptional, (39)
"Great property! We would definitely recommend it and stay again. "
United States
Bridget M.
The price is AU$487
includes taxes & fees
8 Jan - 9 Jan
Eclectic, Stylish, and Cozy Milwaukee Unit!
10.0 out of 10, Exceptional, (1)
"Overall had the best stay with me and my 3 kids! The house was even better than the pictures. Cute decor, comfy beds, great kitchen amenities to make your stay feel right at home. The host provided clear, easy house and parking instructions! And a grocery store is a close, 5 minute for easy shopping trips. "
United States
Kristen M.
The price is AU$427
includes taxes & fees
4 Jan - 5 Jan
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
10.0 out of 10, Exceptional, (2)
"The property was lovely and well equipped. The host was responsive and communicative. Great location and easy rideshare to get anywhere. Would absolutely stay again!"
United States
Nuala J.
The price is AU$368
includes taxes & fees
7 Jan - 8 Jan
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath
10.0 out of 10, Exceptional, (14)
"Great place to stay. My family enjoyed our time there. Exceptionaly clean, great communication from the host, could not ask for more. Would most definitely stay again here next time my travels take me through the area! "
United States
Mitchell D.
3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS
10.0 out of 10, Exceptional, (35)
"It was comfortable and affordable. Nice location walking distance to a lot of venues "
United States
Bill M.
The price is AU$501
includes taxes & fees
2 Jan - 3 Jan
Charming home w/ fire pit, walk to Lake Michigan
10.0 out of 10, Exceptional, (4)
"Came to the Milwaukee area for a family function and Ian’s place was perfect. Convenient to everything you need and underground parking was a nice perk. Would check his place out for any return trips."
United States
Jane H.
The price is AU$370
includes taxes & fees
2 Jan - 3 Jan
King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking
7.8 out of 10, Good, (6)
"It was really nice ,only issue was trying to watch tv, but other than that was good , i would stay there again "
United States
Marty E.
The price is AU$222
includes taxes & fees
4 Jan - 5 Jan
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking
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

Find out more about Jackson

Everything you need to know about Jackson holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jackson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jackson holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Jackson holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jackson. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jackson holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jackson holiday rentals we have selected for you start as low as AU$293 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Jackson rentals

At Expedia, we put the best Jackson holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jackson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jackson holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jackson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

One-of-a-kind Blue Tree House Retreat • Holy Hill Getaway • Hiking Trails: This holiday home rental outside of Jackson is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 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 1889 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.