Jackson Holiday Rentals

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Our top choices for Jackson holiday rentals

King Bed - Near Froedtert - FAST WiFi

King Bed - Near Froedtert - FAST WiFi
Wauwatosa
10.0 out of 10, Exceptional, (16)
"Clean and nice location. "
United States
Jim D.
The price is NZ$431
includes taxes & fees
11 Jan - 12 Jan
King Bed - Near Froedtert - FAST WiFi

Comfort Near Historic Pabst Brewery & Fiserv

Comfort Near Historic Pabst Brewery & Fiserv
2.0 star property
Westown
9.4 out of 10, Exceptional, (14)
"Check-in and parking were easy. Kitchen was well stocked and included some spices. Location was perfect to catch some Brewers games. Beds were comfortable. Will stay again!"
United States
Debra D.
The price is NZ$282
includes taxes & fees
11 Jan - 12 Jan
Comfort Near Historic Pabst Brewery & Fiserv

2BR apt w/ laundry + parking

2BR apt w/ laundry + parking
Murray Hill
10.0 out of 10, Exceptional, (12)
"The apartment is clean, spacious and close to the activities we were in town for."
United States
Kelly S.
The price is NZ$264
includes taxes & fees
12 Jan - 13 Jan
2BR apt w/ laundry + parking

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, (2)
"Room was spotless and had great amenities. Great location. "
United States
Philip
The price is NZ$229
includes taxes & fees
11 Jan - 12 Jan
Deer District Studio Apt - One Block from Fiserv and Baird

Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
2.0 star property
Downtown Milwaukee
9.8 out of 10, Exceptional, (39)
"Great property! We would definitely recommend it and stay again. "
United States
Bridget M.
The price is NZ$566
includes taxes & fees
11 Jan - 12 Jan
Eclectic, Stylish, and Cozy Milwaukee Unit!

Charming home w/ fire pit, walk to Lake Michigan

Charming home w/ fire pit, walk to Lake Michigan
Shorewood
10.0 out of 10, Exceptional, (35)
"Property was in excellent shape. Great location. Owner was an excellent communicator. Really nice day."
United States
Steve K.
The price is NZ$566
includes taxes & fees
9 Jan - 10 Jan
Charming home w/ fire pit, walk to Lake Michigan

Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking
Westown
10.0 out of 10, Exceptional, (1)
"Great location to the concert and lots to do around the area. Safe place and area"
United States
Timothy S.
The price is NZ$274
includes taxes & fees
11 Jan - 12 Jan
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath
Brewers Hill
10.0 out of 10, Exceptional, (2)
"The property was lovely and well equipped. The host was responsive and communicative. Great location and easy rideshare to get anywhere. Would absolutely stay again!"
United States
Nuala J.
The price is NZ$449
includes taxes & fees
13 Jan - 14 Jan
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (8)
"Very relaxing and peaceful "
United States
Laterrance G.
The price is NZ$335
includes taxes & fees
11 Jan - 12 Jan
Quiet House

Exclusive Brownstone Residence

Exclusive Brownstone Residence
2.0 star property
Halyard Park
10.0 out of 10, Exceptional, (1)
"We had a nice stay at this property and hope to do it again "
United States
Damien S.
The price is NZ$388
includes taxes & fees
9 Jan - 10 Jan
Exclusive Brownstone Residence

2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6

2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
Downtown Milwaukee
10.0 out of 10, Exceptional, (1)
"Overall had the best stay with me and my 3 kids! The house was even better than the pictures. Cute decor, comfy beds, great kitchen amenities to make your stay feel right at home. The host provided clear, easy house and parking instructions! And a grocery store is a close, 5 minute for easy shopping trips. "
United States
Kristen M.
The price is NZ$526
includes taxes & fees
11 Jan - 12 Jan
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (6)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is NZ$455
includes taxes & fees
14 Jan - 15 Jan
Remodeled Home - Steps from Brady Street!

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, (1)
"We enjoyed our stay at East Side Luxury apartments. Everything was as advertised and it was great staying close to Brady St. We would definitely stay here again."
United States
Greg W.
The price is NZ$237
includes taxes & fees
8 Feb - 9 Feb
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

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)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
The price is NZ$356
includes taxes & fees
13 Jan - 14 Jan
Charming 2-bedroom house with everything you need in the heart of West Allis

2-bedroom king bed, condo with AC-heat in downtown walkable Milwaukee

2-bedroom king bed, condo with AC-heat in downtown walkable Milwaukee
2.0 star property
Downtown Milwaukee
10.0 out of 10, Exceptional, (1)
"Really great home makes you feel really safe ,host was amazing always were quick to respond to questions, 10/10 yall book again "
United States
Halimo M.
The price is NZ$392
includes taxes & fees
13 Jan - 14 Jan
2-bedroom king bed, condo with AC-heat in downtown walkable Milwaukee

Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
Westown
9.4 out of 10, Exceptional, (3)
"Host was amazing and answered all questions. Location is great and walking distance to the night life. "
United States
Jacob D.
The price is NZ$268
includes taxes & fees
11 Jan - 12 Jan
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

Close to MU & Fiserv | Gym, W/D & Parking

Close to MU & Fiserv | Gym, W/D & Parking
Westown
9.8 out of 10, Exceptional, (8)
"Great place in a cool area! Highly recommend. "
United States
Maggie B.
The price is NZ$282
includes taxes & fees
11 Jan - 12 Jan
Close to MU & Fiserv | Gym, W/D & Parking

King Bed - Near Froedtert - Fast WiFi - Underground Parking

King Bed - Near Froedtert - Fast WiFi - Underground Parking
Wauwatosa
9.2 out of 10, Wonderful, (23)
"Great place. Great location for me. If you're visit is around Hwy 100, in West Allis or Wauwatosa this is your place."
United States
Robert D.
The price is NZ$437
includes taxes & fees
10 Jan - 11 Jan
King Bed - Near Froedtert - Fast WiFi - Underground Parking

Brewery District 2-Story 2BR Apt Near Fiserv with Rooftop, Gym, and Parking

Brewery District 2-Story 2BR Apt Near Fiserv with Rooftop, Gym, and Parking
Westown
8.4 out of 10, Very good, (7)
"Our host was great with communication and we enjoyed the stay at this unique property and appreciated the history behind the building and how it has been preserved in a modern industrial style! "
United States
Maria Doxtator
The price is NZ$291
includes taxes & fees
8 Feb - 9 Feb
Brewery District 2-Story 2BR Apt Near Fiserv 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, 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 NZ$455 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?

One-of-a-kind Blue Tree House Retreat • Holy Hill Getaway • Hiking Trails: This holiday home rental outside of Jackson is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 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.