Jackson Vacation Rentals

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Nov 28 - Nov 30

Vacation Rentals in Jackson

Fireplace
Kasa Westown Milwaukee

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
$167 nightly
The price is $197
Nov 17 - Nov 18
Total with taxes and fees
Kasa Westown Milwaukee
Terrace/patio
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

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.
$1,932 nightly
The price is $2,183
Nov 17 - Nov 18
Total with taxes and fees
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18
Billiards
ROVE LIVING/KL - Malt House

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
$138 nightly
The price is $163
Nov 17 - Nov 18
Total with taxes and fees
ROVE LIVING/KL - Malt House
Exterior
Cedarburg 2 br apartment sleeps 1-6 guests in prime location on Washington Ave

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
$191 nightly
The price is $211
Nov 17 - Nov 18
Total with taxes and fees
Cedarburg 2 br apartment sleeps 1-6 guests in prime location on Washington Ave
Dining room
ROVE LIVING/KB - Prospect

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

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
Fridge, microwave, oven, stovetop
Wooded Hills/Indoor Pool/Hot Tub/Arcade

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
Exterior
Downtown Eastside gem near Fiserv Forum Water St Brady St

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.
$280 nightly
The price is $330
Nov 17 - Nov 18
Total with taxes and fees
Downtown Eastside gem near Fiserv Forum Water St Brady St
Interior
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

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!
Fridge, microwave, oven, stovetop
Stunning Upscale Retreat - Steps From Everything

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.
$455 nightly
The price is $536
Nov 17 - Nov 18
Total with taxes and fees
Stunning Upscale Retreat - Steps From Everything
Interior
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

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.
$357 nightly
The price is $421
Nov 17 - Nov 18
Total with taxes and fees
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

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.
$268 nightly
The price is $303
Nov 18 - Nov 19
Total with taxes and fees
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Fridge, microwave, oven, stovetop
Renovated Brady St. Classic

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

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.
$345 nightly
The price is $406
Nov 17 - Nov 18
Total with taxes and fees
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Dining
Three bedrooms upstairs

Three bedrooms upstairs

Riverwest
9.6 out of 10, Exceptional, (76)
"He was very kind!"
United States
Hope
$169 nightly
The price is $199
Nov 17 - Nov 18
Total with taxes and fees
Three bedrooms upstairs
Fridge, microwave, oven, stovetop
Remodeled Home - Steps from Brady Street!

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.
$225 nightly
The price is $265
Nov 17 - Nov 18
Total with taxes and fees
Remodeled Home - Steps from Brady Street!
Exterior
Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

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.
$721 nightly
The price is $811
Dec 10 - Dec 11
Total with taxes and fees
Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars
Fridge, microwave, oven, stovetop
Style and Luxury - Unbeatable Location

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.
$447 nightly
The price is $526
Nov 17 - Nov 18
Total with taxes and fees
Style and Luxury - Unbeatable Location
3 bedrooms, free WiFi, bed sheets
Step into this spacious-style home

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 traveler
Step into this spacious-style home
Dining
The RandomCabin “On Random Lake”

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”
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

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

10/10 Excellent
"It’s a lovely hotel staff was wonderful and thing was very bad for us was Brookfield police was harassing us Because was in our car smoking a cigarette FYI yes someone end up in Jail that night as well on our anniversary because the hotel it’s a non smoking place but all over all we love this hotel especially out hot tub suite n the front desk girl was wonderful she needs a raise "
Sakhone 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Find out more about Jackson

Everything you need to know about Jackson vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jackson vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jackson vacation 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 low season months. For more hustle and bustle, you may prefer to visit Jackson in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $163 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jackson rentals

At Expedia, we put the best Jackson vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Jackson?

Yes, we offer vacation rentals near popular points of interest in Jackson, or you can choose 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 vacation home rentals that Jackson has to offer?

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18: This vacation home rental near Jackson offers an indoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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 larger area, you’ll find Washington County Fair Grounds and Cabela's.

What are vacation rentals like in Jackson?

Vacation rentals are private properties you can stay in for a couple days or more in Jackson. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for families.