Jackson Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Jackson vacation rentals

Smart TV

Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!

Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!
Wauwatosa
7.4 out of 10, Good, (11 reviews)
"Appreciated pet friendly. "
United States
Jane L.
$163 nightly
The price is $188
May 11 - May 12
Total with taxes and fees
Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!
TV

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.2 out of 10, Wonderful, (23 reviews)
"Great location near Brady street. Walkable to lots of shops, bars, restaurants."
United States
Andrea M.
$227 nightly
The price is $268
May 11 - May 12
Total with taxes and fees
Tucked Away Off Brady - 4 Beds
Exterior detail

Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Lake

Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Lake
Port Washington
10.0 out of 10, Exceptional, (26 reviews)
"Easy check in and check out!"
United States
Yvonne V.
$197 nightly
The price is $224
May 11 - May 12
Total with taxes and fees
Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Lake
Iron/ironing board, WiFi, bed sheets

MKE East Side Hideaway: Walk to Brady & Lakefront!

MKE East Side Hideaway: Walk to Brady & Lakefront!
Lower East Side
$126 nightly
The price is $133
May 11 - May 12
Total with taxes and fees
MKE East Side Hideaway: Walk to Brady & Lakefront!
Dining

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (88 reviews)
"Great place!! So much room and a great location. Host was communicative and check in process was smooth. We would happily stay here again! And if you like to cook, this kitchen is completely stocked with everything you would need"
United States
Carrie
$161 nightly
The price is $190
May 12 - May 13
Total with taxes and fees
Three bedrooms upstairs
Fridge, microwave, oven, stovetop

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, (3 reviews)
"Host was friendly and responded promptly and was very accommodating! "
United States
Drew W.
$132 nightly
The price is $153
May 12 - May 13
Total with taxes and fees
Deer District Studio Apt - One Block from Fiserv and Baird
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, (44 reviews)
"We couldn't have asked for more! Everything was perfect and it was better than any motel room in the city. In fact I don't even want to share this review for fear that it will be occupied the next time I need it! "
United States
Colleen
$224 nightly
The price is $254
May 12 - May 13
Total with taxes and fees
Be Still & Know, Walk to Port and Beach
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, (31 reviews)
"Was a year place to stay. Super cute and cozy inside and close to American family field"
United States
Jeannie
$280 nightly
The price is $330
May 17 - May 18
Total with taxes and fees
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Smart TV, books

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Upper East Side
9.4 out of 10, Exceptional, (8 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
$361 nightly
The price is $369
May 11 - May 12
Total with taxes and fees
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
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, (29 reviews)
"Tonga is a great host. House was perfect for our group of 10."
United States
Emily
$374 nightly
The price is $441
May 11 - May 12
Total with taxes and fees
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Interior

Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
Downtown Milwaukee
9.6 out of 10, Exceptional, (43 reviews)
"There are restaurants and bars within walking distance. It was nice to be able to park our truck inside the garage and not have to worry about street parking."
United States
Kim
$275 nightly
The price is $324
May 12 - May 13
Total with taxes and fees
Eclectic, Stylish, and Cozy Milwaukee Unit!
Dining

Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very Good, (10 reviews)
"10/10 will definitely book again the neighborhood not too bad the neighbors were friendly and he communicated the entire time and took me and my group last minute "
United States
Lifewith _.
$164 nightly
The price is $193
May 25 - May 26
Total with taxes and fees
Quiet House
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, (39 reviews)
"Host communication was excellent. House was clean and perfect for a little weekend getaway!"
United States
Grayson P.
$307 nightly
The price is $334
May 11 - May 12
Total with taxes and fees
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, (8 reviews)
"Enjoyed stay at this nice home "
United States
Eduardo P.
$241 nightly
The price is $284
May 18 - May 19
Total with taxes and fees
Remodeled Home - Steps from Brady Street!
Desk, iron/ironing board, travel crib, free WiFi

Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
$437 nightly
The price is $504
May 12 - May 13
Total with taxes and fees
Workspace + Fireplace + Coffee Bar + Sleeps 12
Interior

Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.6 out of 10, Excellent, (22 reviews)
"This property suited what we needed for our trip to Milwaukee"
United States
Janice B.
$154 nightly
The price is $168
May 11 - May 12
Total with taxes and fees
Best location in Milwaukee! Upper Duplex Unit
Interior

Cream City Industrial Loft Near Fiserv with Parking | Suite 3 | Sleeps 8

Cream City Industrial Loft Near Fiserv with Parking | Suite 3 | Sleeps 8
Westown
10.0 out of 10, Exceptional, (1 review)
$137 nightly
The price is $158
May 31 - Jun 1
Total with taxes and fees
Cream City Industrial Loft Near Fiserv with Parking | Suite 3 | Sleeps 8
Interior

Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, Exceptional, (42 reviews)
"Incredibly decorated home. Loved staying here. "
United States
Mike L.
$183 nightly
The price is $193
May 12 - May 13
Total with taxes and fees
Gleason's Chouse
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)
"Beautiful house, excellent location, attentive host! It was a great stay! "
United States
Cary W.
$476 nightly
The price is $562
May 11 - May 12
Total with taxes and fees
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Fridge, microwave, oven, stovetop

Modern Studio Apt with Rooftop, Gym, and Parking

Modern Studio Apt with Rooftop, Gym, and Parking
Westown
9.4 out of 10, Exceptional, (3 reviews)
"Great location, clean and accurate "
United States
Steve J.
$146 nightly
The price is $169
Jun 1 - Jun 2
Total with taxes and fees
Modern Studio Apt with Rooftop, Gym, and Parking
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

Sonesta Select Milwaukee Brookfield

Sonesta Select Milwaukee Brookfield

10/10 Excellent
"Very welcome and accommodating with time"
Darwin 1-night trip
Posted 3 hours ago
Sonesta Select Milwaukee Brookfield

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 $133 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?

Three bedrooms upstairs : This vacation home rental near Jackson offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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.