Holiday Rentals in Jackson

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Holiday Rentals in Jackson

Kasa Westown Milwaukee

4.0 star property
Westown
9.0 out of 10, Wonderful, (116)
"It's always nice staying in a room in a building you could see yourself living in. Very nice condo and the room was great. Amazing location in Brewery District near Pabst Brewery. Would stay again!"
Canada
Trevor
Kasa Westown Milwaukee

ROVE LIVING/KL - Malt House

4.0 star property
Westown
8.8 out of 10, Excellent, (10)
"Our stay overall was good! The room was as photographed, but furniture was on the cheaper side. Since we were staying mainly for a place to sleep, we were happy with the mattress quality and the rooms comfortability. Aside from the apartment maybe not being fully vacuumed, the apartment felt clean. The theme of the building is fun and the gym is nice. The rec area’s games/tables are heavily worn but fun nonetheless. The best part of our stay was honestly the easiness of it all. My husband and I...
United States
Olivia
The price is €142
includes taxes & fees
16 Nov - 17 Nov
ROVE LIVING/KL - Malt House

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

New Berlin
8.4 out of 10, Very good, (8)
"We had an excellent family vacation at The Garden of Eden!!"
United States
Cheryl S.
The price is €1,932
includes taxes & fees
17 Nov - 18 Nov
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

ROVE LIVING/KB - Prospect

3.0 star property
Lower East Side
7.6 out of 10, Good, (7)
"The lodging was just what I needed for my short stay. The only problem I experienced (which is a very important to me) was the in ability to control the heating. Its either on or off. When its off, it's going to get super cold and when its on, it will get super hot and uncomfortable. I had to open the window often to cool of. "
United States
Shemekia
ROVE LIVING/KB - Prospect

Stunning Upscale Retreat - Steps From Everything

Lower East Side
9.8 out of 10, Exceptional, (31)
"This was perfect for us! A good amount of space, everything we needed to relax, and a wonderful location. Would definitely visit again. "
United States
Anna I.
The price is €473
includes taxes & fees
24 Nov - 25 Nov
Stunning Upscale Retreat - Steps From Everything

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Sussex
9.8 out of 10, Exceptional, (50)
"House was clean and spacious. Pool and extra amenities were great!"
United States
Demi A.
Wooded Hills/Indoor Pool/Hot Tub/Arcade

Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Milwaukee
9.0 out of 10, Wonderful, (45)
"Walking distance to several great bars, restaurants, breweries and the summer fest area. We really enjoyed our stay!"
United States
SCOTT T.
The price is €291
includes taxes & fees
14 Nov - 15 Nov
Downtown Eastside gem near Fiserv Forum Water St Brady St

Brady St Retreat! 4BR House w Patio & Fenced Yard

Lower East Side
6.0 out of 10, (1)
"Have rented numerous properties in MKE, have not stayed in this area of town before. Pros of rental -*Rental was clean *deck and backyard space a great amenity*dinning table large enough for our crew of 7*bathroom on main floor - large and spacious. *Great plumbing (this matters because no one wants to deal with the issues of the alternative when you have a larger group ).*plenty of towels in bathrooms*makeup remover wipes*comfortable beds/linen *britta pitcher for water Cons:*We had a group of...
United States
NONI K.
Brady St Retreat! 4BR House w Patio & Fenced Yard

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Waukesha
10.0 out of 10, Exceptional, (15)
"An awesome stay and great location!"
United States
Steve L.
The price is €268
includes taxes & fees
18 Nov - 19 Nov
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

NEW! Experience the Serene & Unique Blue Tree House – Hike, Relax & Lake Nearby

Richfield
10.0 out of 10, Exceptional, (18)
"Great spot! Very nice inside and a beautiful setting with hiking trails and lakes nearby. We will be back!"
United States
J. Connor H.
NEW! Experience the Serene & Unique Blue Tree House – Hike, Relax & Lake Nearby

Cedarburg 2 br apartment sleeps 1-6 guests in prime location on Washington Ave

Cedarburg
10.0 out of 10, Exceptional, (190)
"The place was perfectly located. Property was clean and well taken care of. Owners responded to any questions immediately. Kitchen and bathroom were well equipped. Overall a great place to stay in a beautiful town."
United States
Julia
The price is €187
includes taxes & fees
24 Nov - 25 Nov
Cedarburg 2 br apartment sleeps 1-6 guests in prime location on Washington Ave

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

2.0 star property
Lower East Side
9.8 out of 10, Exceptional, (18)
"The townhouse was the perfect fit for me and my family! We absolutely enjoyed the space and all the amenities. Tonga was a great host and was very responsive when I had any questions. I would definitely stay here again!"
United States
Janis H.
The price is €377
includes taxes & fees
18 Nov - 19 Nov
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

River Hills
10.0 out of 10, Exceptional, (3)
"Easy to work with and beautiful home! "
United States
Evan C.
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

Step into this spacious-style home

2.0 star property
Milwaukee
10.0 out of 10, Exceptional, (1)
"The home is so nice and cozy.The host was respectful,kind,friendly,& patient I appreciated her the whole stay would definitely book again."
United States
Anonymous traveller
Step into this spacious-style home

Renovated Brady St. Classic

Downtown Milwaukee
8.8 out of 10, Excellent, (8)
"It is a nicely located property right off Brady St. You can walk to just about whatever restaurant or bar you want. I would recommend bringing your own fan or sound machine, as there is no white noise and people can be loud late at night outside. The bedrooms do not have fans, so air flow would be good to have. Overall, nice place to stay!"
United States
Danielle W.
Renovated Brady St. Classic

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

Lower East Side
9.6 out of 10, Exceptional, (64)
"Clean, nice area, clise to restaurants and downtown"
United States
Nancy D.
The price is €358
includes taxes & fees
17 Nov - 18 Nov
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Three bedrooms upstairs

Riverwest
9.6 out of 10, Exceptional, (76)
"He was very kind!"
United States
Hope
The price is €175
includes taxes & fees
17 Nov - 18 Nov
Three bedrooms upstairs

Style and Luxury - Unbeatable Location

Lower East Side
9.8 out of 10, Exceptional, (12)
"We came to Milwaukee for a wedding with our little one and her grandparents and needed some space! The proximity to the lakefront and downtown was also great. Parking was a little challenging, but overall we loved our stay. "
United States
Kaila S.
The price is €464
includes taxes & fees
14 Nov - 15 Nov
Style and Luxury - Unbeatable Location

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

2.0 star property
Westown
9.8 out of 10, Exceptional, (6)
"Very convenient for the concert. It was quite loud for sleeping. Lots of traffic noise. It was clean and comfortable. "
United States
Karla
The price is €150
includes taxes & fees
16 Nov - 17 Nov
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

3-bedroom lake cottage in the Kettle Moraine State Forest

Campbellsport
9.8 out of 10, Exceptional, (44)
"Great place to stay the owners were extremely accommodating!"
United States
Austin H.
3-bedroom lake cottage in the Kettle Moraine State Forest
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, 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 €142 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?

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18: This holiday home rental outside of Jackson offers an indoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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.