Jackson Vacation Rentals

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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Jackson vacation rentals

TV

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.0 out of 10, Wonderful, (22 reviews)
"Great location near Brady street. Walkable to lots of shops, bars, restaurants."
United States
Andrea M.
The price is ￥7,827
￥42,372 total
includes taxes & fees
Mar 17 - Mar 18
Tucked Away Off Brady - 4 Beds
Dining

King Bed - Near Froedtert - FAST WiFi

King Bed - Near Froedtert - FAST WiFi
Wauwatosa
10.0 out of 10, Exceptional, (17 reviews)
"Clean and nice location. "
United States
Jim D.
The price is ￥10,382
￥39,347 total
includes taxes & fees
Mar 18 - Mar 19
King Bed - Near Froedtert - FAST WiFi
Lobby

Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
10.0 out of 10, Exceptional, (4 reviews)
"Room was spotless and had great amenities. Great location. "
United States
Philip
The price is ￥8,742
￥21,153 total
includes taxes & fees
Mar 15 - Mar 16
Deer District Studio Apt - One Block from Fiserv and Baird
Iron/ironing board, WiFi, bed sheets

Relaxing Stay Near DT | Near Lakefront & Culture

Relaxing Stay Near DT | Near Lakefront & Culture
Lower East Side
10.0 out of 10, Exceptional, (2 reviews)
"The floor was very dirty, no dust pan or broom, coffee was out, and there were no coffee filters. There's supposed to be a cleaning crew, but I have not seen a cleaning crew here for any other room. I'm only here for a week, so I did not want to buy the cleaning supplies that were supposed to be available to me, along with the cleaning crew not showing up. The bed is comfortable. When I arrived, the wifi was not working. After it was fixed though, it works well. "
United States
Gavin R.
The price is ￥8,997
￥24,941 total
includes taxes & fees
Mar 15 - Mar 16
Relaxing Stay Near DT | Near Lakefront & Culture
Dining

Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (8 reviews)
"Very relaxing and peaceful "
United States
Laterrance G.
The price is ￥8,602
￥30,802 total
includes taxes & fees
Mar 30 - Mar 31
Quiet House
Fridge, microwave, oven, stovetop

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.6 out of 10, Exceptional, (13 reviews)
"Great place, easy stay, awesome to have a parking spot, we can't wait to stay again!"
United States
Nicole S.
The price is ￥9,531
￥23,929 total
includes taxes & fees
Mar 15 - Mar 16
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Outdoor dining

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.8 out of 10, Exceptional, (28 reviews)
"Was a year place to stay. Super cute and cozy inside and close to American family field"
United States
Jeannie
The price is ￥25,397
￥53,295 total
includes taxes & fees
Mar 22 - Mar 23
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Interior

Cream City Industrial Loft By Fiserv + Parking

Cream City Industrial Loft By Fiserv + Parking
Westown
8.4 out of 10, Very Good, (8 reviews)
"Everything was great!"
United States
Dennis G.
The price is ￥8,587
￥21,004 total
includes taxes & fees
Mar 16 - Mar 17
Cream City Industrial Loft By Fiserv + Parking
Dining

Spacious Luxury 2BR Apt with Gym, Parking, and Rooftop

Spacious Luxury 2BR Apt with Gym, Parking, and Rooftop
Westown
9.6 out of 10, Exceptional, (7 reviews)
"Great location! Super-cool historic building. Easy booking and check-in process, and responsive host. We will be back!"
United States
Christy M.
Spacious Luxury 2BR Apt with Gym, Parking, and Rooftop
Exterior

Be Still & Know, Walk to Port and Beach

Be Still & Know, Walk to Port and Beach
Port Washington
10.0 out of 10, Exceptional, (40 reviews)
"Great place to stay. Within walking distance to downtown. "
United States
Lori N.
The price is ￥18,976
￥42,207 total
includes taxes & fees
Mar 16 - Mar 17
Be Still & Know, Walk to Port and Beach
Smart TV

Vibrant Milwaukee Townhome near Downtown

Vibrant Milwaukee Townhome near Downtown
Riverwest
8.0 out of 10, Very Good, (2 reviews)
"This is a cool, fun neighborhood! It’s really central to pretty much everything and close to downtown. The property is cozy and is a nice place to hang out. We had a wonderful time! "
United States
Thomas S.
The price is ￥8,762
￥38,503 total
includes taxes & fees
Mar 15 - Mar 16
Vibrant Milwaukee Townhome near Downtown
Dining

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (83 reviews)
"Very nice stay in a quaint place. Owner, Ryan, was very nice and hospitable."
United States
Jason D.
The price is ￥28,033
￥37,385 total
includes taxes & fees
Mar 16 - Mar 17
Three bedrooms upstairs
Beach nearby

Charming home w/ fire pit, walk to Lake Michigan

Charming home w/ fire pit, walk to Lake Michigan
Shorewood
9.8 out of 10, Exceptional, (36 reviews)
"Property was in excellent shape. Great location. Owner was an excellent communicator. Really nice day."
United States
Steve K.
The price is ￥20,709
￥53,257 total
includes taxes & fees
Mar 15 - Mar 16
Charming home w/ fire pit, walk to Lake Michigan
Fridge, microwave, oven, stovetop

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (6 reviews)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is ￥21,404
￥60,452 total
includes taxes & fees
Mar 25 - Mar 26
Remodeled Home - Steps from Brady Street!
Dining

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
Downtown Milwaukee
10.0 out of 10, Exceptional, (2 reviews)
"Was super convenient and clean!"
United States
Jessa H.
The price is ￥9,278
￥20,853 total
includes taxes & fees
Mar 15 - Mar 16
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
1 bedroom, desk, iron/ironing board, free WiFi

Fast WiFi - Underground Parking - King Bed - Near Froedtert

Fast WiFi - Underground Parking - King Bed - Near Froedtert
Wauwatosa
9.8 out of 10, Exceptional, (24 reviews)
"Everything was great! I definitely book again!"
United States
Lucas Y.
The price is ￥10,673
￥40,183 total
includes taxes & fees
Mar 15 - Mar 16
Fast WiFi - Underground Parking - King Bed - Near Froedtert
Exterior detail

Grace Adventure House, walk to Port, Lake Michigan

Grace Adventure House, walk to Port, Lake Michigan
Port Washington
10.0 out of 10, Exceptional, (26 reviews)
"Easy check in and check out!"
United States
Yvonne V.
The price is ￥15,526
￥36,658 total
includes taxes & fees
Mar 22 - Mar 23
Grace Adventure House, walk to Port, Lake Michigan
Interior

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Lower East Side
9.8 out of 10, Exceptional, (25 reviews)
"Tonga was an exceptional host! He helped us out throughout our stay."
United States
Mike S.
The price is ￥22,939
￥70,243 total
includes taxes & fees
Mar 15 - Mar 16
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Smart TV, computer monitors

Charming 2-bedroom house with everything you need in the heart of West Allis

Charming 2-bedroom house with everything you need in the heart of West Allis
West Allis
9.6 out of 10, Exceptional, (4 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
The price is ￥18,001
￥40,969 total
includes taxes & fees
Mar 23 - Mar 24
Charming 2-bedroom house with everything you need in the heart of West Allis
Smart TV, books

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Murray Hill
10.0 out of 10, Exceptional, (15 reviews)
"We had a wonderful stay and appreciate the hospitality! While in town to visit family and our first trip with an infant, the house had everything we needed making it a comfortable and pleasant first trip! The location was fantastic and allowed for us to easily walk to restaurants, the market and enjoy the sights of the lake! "
United States
Christina T.
The price is ￥30,957
￥89,462 total
includes taxes & fees
Mar 15 - Mar 16
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, 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

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

10/10 Excellent
"Good "
Mohamad 1-night trip
Posted 2 hours ago
Hyatt Regency Milwaukee

Find out more about Jackson

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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?

Wooded Hills/Indoor Pool/Hot Tub/Arcade: 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 5 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 hot tub 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.