Holiday Rentals in Jackson

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Holiday Rentals in Jackson

Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, 45 reviews
"Stay was good but had some plumbing issues. Had to plunge toilet twice, when it really wasn't necessary; sink in bathroom had draining problems too. Other than that, property was good. "
The price is €147
includes taxes & fees
19 Jun - 20 Jun
Kasa Westown Milwaukee
Eclectic, Stylish, and Cozy Milwaukee Unit!
9.0 out of 10, Wonderful, 6 reviews
"Beautiful, Spacious, Plenty of place to relax and hang out."
The price is €523
includes taxes & fees
24 Jun - 25 Jun
Eclectic, Stylish, and Cozy Milwaukee Unit!
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, 30 reviews
"Huge pool and pool room, arcade, pool table, ping pong, what’s not to like…?"
Amazing Five Bedroom Milwaukee Vacation Home!!
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Stunning/River View Brady St Home! Loaded w Extras
9.6 out of 10, Exceptional, 49 reviews
"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 €383
includes taxes & fees
18 Jun - 19 Jun
Stunning/River View Brady St Home! Loaded w Extras
Urban Oasis minutes to Fiserv, Summerfest & more
9.8 out of 10, Exceptional, 9 reviews
"Our group consisted of two couples in their early 50s - we were in town for a Lakefront Brewery tour and some time in the Third Ward. The place was a great location for being near the brewery and a few other places to grab a cocktail. The Uber ride to the Third Ward from the place was less than 10 minutes, which was convenient. The neighborhood was pretty quiet, and we walked to a coffee shop and a small farmers market on Sunday morning. It was a very nice place, parking was not an issue, and...
The price is €226
includes taxes & fees
19 Jun - 20 Jun
Urban Oasis minutes to Fiserv, Summerfest & more
Eclectic Lower Level Duplex | Centrally Located
9.6 out of 10, Exceptional, 14 reviews
"It was a nice cozy stay but when we got there the house was still kinda dirty."
The price is €133
includes taxes & fees
18 Jun - 19 Jun
Eclectic Lower Level Duplex | Centrally Located
Beautifully restored lake house on the shores of Erler Lake.
9.6 out of 10, Exceptional, 188 reviews
"Was in town for funeral. Was great place to gather with family. Right in park so was nice to go for a walk."
Beautifully restored lake house on the shores of Erler Lake.
4 bed house on the shore of Lake Michigan
9.6 out of 10, Exceptional, 33 reviews
"Great location and views. The house met our needs, but could have been cleaner."
The price is €377
includes taxes & fees
11 Jul - 12 Jul
4 bed house on the shore of Lake Michigan
10min to DT + Fire Pit + Home Gym + Shuffleboard
10.0 out of 10, Exceptional, 8 reviews
"This property truly had it all! During our stay we played both indoor and outdoor games, used the fire-pit with the wood provided, and even grilled outside! It was the perfect Vrbo to celebrate a family members graduation. Also, the host was very accommodating during our staycation, allowing us to set-up the graduation decorations prior to the check-in time. We will certainly try to rent this property again in the future! Highly recommend to anyone visiting the Milwaukee area!"
The price is €366
includes taxes & fees
18 Jun - 19 Jun
10min to DT + Fire Pit + Home Gym + Shuffleboard
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
9.8 out of 10, Exceptional, 57 reviews
"We absolutely loved the house; the fireplaces, the little nooks & crannies, the woodwork, the pocket doors. It was fun enough just walking around and experiencing such a great space. The bedrooms were all super spacious and the beds comfortable. Not to mention the kitchen and rec room basement which were super functional. This house was the perfect place to hang with some friends and we made a lot of memories in the house. The neighborhood is also beautiful and you’re just a quick walk from Lake...
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
Booth Upper · Amazing view, Modern Space
10.0 out of 10, Exceptional, 26 reviews
"Awesome area to have a fun time in MKE without need for vehicle"
Booth Upper · Amazing view, Modern Space
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
10.0 out of 10, Exceptional, 4 reviews
"We enjoyed our stay. The location was perfect and comfortable for 6 adults."
The price is €516
includes taxes & fees
17 Jun - 18 Jun
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
Large, Private 3 Br Home | Ideal Location
9.8 out of 10, Exceptional, 16 reviews
"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 €261
includes taxes & fees
25 Jun - 26 Jun
Large, Private 3 Br Home | Ideal Location
15 minutes to anywhere in and around Milwaukee.
10.0 out of 10, Exceptional, 16 reviews
"Centrally located in a quiet neighborhood, this is a great place to stay while visiting Milwaukee. Clean and well-stocked, it provided everything we needed. We were greeted by our host and made to feel very welcome. Communication was great and thorough, including a sheet listing area restaurants and attractions. Would love to stay here again!"
The price is €159
includes taxes & fees
17 Jun - 18 Jun
15 minutes to anywhere in and around Milwaukee.
Nice 3 bedrooms with Free wine , parking and Wi-Fi
5.4 out of 10, 12 reviews
"very clean"
The price is €201
includes taxes & fees
17 Jun - 18 Jun
Nice 3 bedrooms with Free wine , parking and Wi-Fi
The RandomCabin “On Random Lake”
10.0 out of 10, Exceptional, 34 reviews
"Dan was a very good hostess. Really enjoyed my time there. Neighbor Dave was a little overbearing and kind of intrusive...but overall, I enjoyed my stay."
The RandomCabin “On Random Lake”
Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!
10.0 out of 10, Exceptional, 1 review
"The place was as advertised and was clean and great for our group."
The price is €689
includes taxes & fees
17 Jun - 18 Jun
Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!
$89 This Week! - Mins to Froedert / State Fair
9.8 out of 10, Exceptional, 6 reviews
"We have very memorable trip in Milwaukee Chicago Lake around Thanks for give us a opportunity to Book home here 5plus star"
The price is €546
includes taxes & fees
24 Jun - 25 Jun
$89 This Week! - Mins to Froedert / State Fair
Modern, Spacious Home near Cedarburg - Perfect for Families and Girls' Getaways!
10.0 out of 10, Exceptional, 84 reviews
"Clean perfect house"
Modern, Spacious Home near Cedarburg - Perfect for Families and Girls' Getaways!
Sleeps up to 30 people comfortably, there's karaoke pool table and so much more.
8.8 out of 10, Excellent, 8 reviews
"We had a wonderful time during our stay here. Our group had 25 people and everyone had a place to sleep that was not on the floor. Barbara was very responsive and answered all of our questions. Highly recommend staying here!"
The price is €805
includes taxes & fees
17 Jun - 18 Jun
Sleeps up to 30 people comfortably, there's karaoke pool table and so much more.
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See all available properties in Jackson
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 types of properties in Jackson you may be interested in

Saint Kate - The Arts Hotel
4.0 star property
9.8 out of 10, Exceptional, 1,725 reviews
"Best hotel I've stayed at in milwaukee"
The price is €185
includes taxes & fees
17 Jun - 18 Jun
Saint Kate - The Arts Hotel
Hyatt Regency Milwaukee
4.0 star property
8.2 out of 10, Very good, 1,184 reviews
"Clean, calm, friendly"
The price is €102
includes taxes & fees
30 Jun - 1 Jul
Hyatt Regency Milwaukee
Sonesta Milwaukee West Wauwatosa
3.5 star property
7.8 out of 10, Good, 1,008 reviews
"Love it will book again "
The price is €112
includes taxes & fees
2 Jul - 3 Jul
Sonesta Milwaukee West Wauwatosa
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.

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, apart-hotels, 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 favorite 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 depends 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 €109 per night. Entering your travel dates in the search wizard you might find 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?

Booth Upper · Amazing view, Modern Space: This holiday home rental outside of Jackson offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

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.

Recent reviews of Jackson properties
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