Jackson Holiday Rentals

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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 AU$248
includes taxes & fees
18 Nov - 19 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 AU$3,340
includes taxes & fees
18 Nov - 19 Nov
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

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

Cedarburg
10.0 out of 10, Exceptional, (191)
"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 AU$326
includes taxes & fees
23 Nov - 24 Nov
Cedarburg 2 br apartment sleeps 1-6 guests in prime location on Washington Ave

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

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

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

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!

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 AU$510
includes taxes & fees
18 Nov - 19 Nov
Downtown Eastside gem near Fiserv Forum Water St Brady St

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 AU$627
includes taxes & fees
18 Nov - 19 Nov
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

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 AU$470
includes taxes & fees
19 Nov - 20 Nov
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

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 AU$828
includes taxes & fees
18 Nov - 19 Nov
Stunning Upscale Retreat - Steps From Everything

Be Still & Know, Walk to Port and Beach

Port Washington
10.0 out of 10, Exceptional, (33)
"We had a delightful stay. The property is very well maintained and exuded Easter charm. The proprietor was present for check-in and communicated just the right amount by text to make check-in and check-out seamless. The property is within walking distance of shops and restaurants and the port."
United States
Anonymous traveller
The price is AU$415
includes taxes & fees
24 Nov - 25 Nov
Be Still & Know, Walk to Port and Beach

Remodeled Home - Steps from Brady Street!

Downtown Milwaukee
10.0 out of 10, Exceptional, (4)
"The property was clean, well maintained, and very conveniently located. Riverwest Food Coop is just a few min away! Would definitely stay again. "
United States
Becca B.
The price is AU$414
includes taxes & fees
23 Nov - 24 Nov
Remodeled Home - Steps from Brady Street!

Three bedrooms upstairs

Riverwest
9.6 out of 10, Exceptional, (76)
"He was very kind!"
United States
Hope
The price is AU$307
includes taxes & fees
18 Nov - 19 Nov
Three bedrooms upstairs

Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

Hartford
10.0 out of 10, Exceptional, (5)
"Excellent location and very comfortable home. I came to Hartford with two friends to play golf at Erin Hills. Communication was excellent throughout, nice quiet neighborhood with families around. Close to the city center. Would definitely come again "
United States
Jai S.
The price is AU$1,253
includes taxes & fees
10 Dec - 11 Dec
Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

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

The RandomCabin “On Random Lake”

Random Lake
9.8 out of 10, Exceptional, (54)
"Our second time renting this property. Dan is an excellent communicator and very helpful. The house is very clean, and very well stocked. Beautiful little touches throughout the house. The water activities are great if you like that. Canoeing, kayaking, paddle boating. Short walk to a Beach area. Will rent again! You won't go wrong with this place."
United States
Chris W.
The RandomCabin “On Random Lake”

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

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Johnson Woods
9.8 out of 10, Exceptional, (26)
"The house was really nice and had plenty of room. The location was perfect and easy to access many locations."
United States
Marcia W.
The price is AU$462
includes taxes & fees
18 Nov - 19 Nov
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
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$248 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?

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.