Holiday Rentals in Jackson

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Our top choices for Jackson holiday rentals

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.
The price is €185
includes taxes & fees
14 May - 15 May
Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!

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.
The price is €223
includes taxes & fees
20 May - 21 May
Tucked Away Off Brady - 4 Beds

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.
The price is €195
includes taxes & fees
18 May - 19 May
Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Lake

MKE East Side Hideaway: Walk to Brady & Lakefront!

MKE East Side Hideaway: Walk to Brady & Lakefront!
Lower East Side
The price is €181
includes taxes & fees
16 May - 17 May
MKE East Side Hideaway: Walk to Brady & Lakefront!

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (90 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
The price is €185
includes taxes & fees
18 May - 19 May
Three bedrooms upstairs

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.
The price is €134
includes taxes & fees
18 May - 19 May
Deer District Studio Apt - One Block from Fiserv and Baird

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
The price is €215
includes taxes & fees
18 May - 19 May
Be Still & Know, Walk to Port and Beach

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
The price is €282
includes taxes & fees
25 May - 26 May
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

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, (9 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is €316
includes taxes & fees
18 May - 19 May
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

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, (30 reviews)
"Great location, slept 6 comfortably."
United States
Carolyn C.
The price is €372
includes taxes & fees
19 May - 20 May
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

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
The price is €296
includes taxes & fees
27 May - 28 May
Eclectic, Stylish, and Cozy Milwaukee Unit!

Quiet House

Quiet House
Milwaukee
8.2 out of 10, Very good, (11 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 _.
The price is €168
includes taxes & fees
1 Jun - 2 Jun
Quiet House

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.
The price is €282
includes taxes & fees
18 May - 19 May
Charming home w/ fire pit, walk to Lake Michigan

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.
The price is €228
includes taxes & fees
18 May - 19 May
Remodeled Home - Steps from Brady Street!

Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
The price is €862
includes taxes & fees
13 Jun - 14 Jun
Workspace + Fireplace + Coffee Bar + Sleeps 12

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.
The price is €147
includes taxes & fees
18 May - 19 May
Best location in Milwaukee! Upper Duplex Unit

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)
The price is €125
includes taxes & fees
14 May - 15 May
Cream City Industrial Loft Near Fiserv with Parking | Suite 3 | Sleeps 8

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.
The price is €166
includes taxes & fees
17 May - 18 May
Gleason's Chouse

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.
The price is €473
includes taxes & fees
14 May - 15 May
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

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.
The price is €150
includes taxes & fees
2 Jun - 3 Jun
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

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 €117 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?

Three bedrooms upstairs : This holiday home rental outside of Jackson offers a balcony, a garden and a BBQ 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 that you can cook with friends or family. Make the most 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 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.