Jackson Holiday Rentals from €102: Search Short-Term Rentals

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Holiday Rentals in Jackson

"Great place to stay! "

"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"

"Amazing property/location! Surrounding neighborhood and ambiance is very cool. Not a very upscale property/bedding/furniture. However, a fine tradeoff for price and ambience. The parking access during winter is also a nice touch"

includes taxes & fees

24 Jun - 25 Jun

Fridge, microwave, stovetop, coffee/tea maker

"Very clean and cozy!"

includes taxes & fees

18 Jul - 19 Jul

"Short stay for a work visit. Great place in a nice location. Having a garage available was perfect. Dan was great throughout the entire process, very easy to communicate with. Will definitely stay here again when we’re in Milwaukee. "

"Booked the property and couldn’t reach the property manager. Didn’t return my emails and when I called number listed on the account it was the wrong number. Grateful that VRBO customer service managed to find me a hotel for the evening while I looked for another place to stay."

includes taxes & fees

14 Jul - 15 Jul

"Stay was excellent."

"Everything is as advertised. Stay there every time we're in cedarburg."

includes taxes & fees

20 Jul - 21 Jul

"We stayed one night for a concert, it was perfect and will stay again!"

includes taxes & fees

22 Jun - 23 Jun

"This house is definitely a unique treasure. We took our Girl Scout troop here to celebrate. The property definitely has something for everyone. We caught and released some big fish down by the pond, and the girls liked catching frogs. The beautiful landscape made a perfect atmosphere for an outdoor fire. The girls loved the bunk bed, game room, tv room, and of course the pool! The girls kept calling it the jungle oasis with all the beautiful plants. "

"Host never sent us instructions and hung up on me when I did get him. We needed to get hotel rooms. VRBO was helpful with the refund. The host is a piece of work. Would never recommend them. "

"Great location and super clean property. Highly recommend."

includes taxes & fees

25 Jun - 26 Jun

"It was a wonderful house with lots of room for our large family. Coffee shops, restaurants and grocery stories were all remarkably accessible. "

includes taxes & fees

22 Jun - 23 Jun

"We truly enjoyed our stay here! Very clean, accommodating, open and charming home. We can’t wait to return! "

includes taxes & fees

20 Jun - 21 Jun

"With the historic of the building it was a great place to stay. Quite place to stay. "

includes taxes & fees

26 Jun - 27 Jun

"We stayed here for New Year’s and loved it!!"

"My son and his wife and four children, ages 1-8, and I were thrilled to have a clean, spacious location right across the street from one of the fair grounds gate. It was clean, and had everything we needed to relax after a day at the Wisconsin State Fair!"

includes taxes & fees

22 Jun - 23 Jun

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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 €102 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.

Recent reviews of Jackson properties

SpringHill Suites by Marriott Milwaukee West/Wauwatosa

5/5 Excellent

Nice place to stay

"The hotel appears to be fairly new. The staff were very helpful and friendly. The room and accommodations were very clean and comfortable. "

A verified traveller stayed at SpringHill Suites by Marriott Milwaukee West/Wauwatosa

Posted 1 day ago

5/5 Excellent

"I loved this hotel. Super artsy. Beautiful bar. The room was a little more cramped than I envisioned it, after seeing pictures when booking. The staff were super helpful and had great energy. The area is really walkable. Fun place to stay and I will be back. "

A verified traveller stayed at Saint Kate - The Arts Hotel

Posted 2 days ago

5/5 Excellent

Very good stay

"We stayed here for a mini family vacation. Never been to a Sonesta Select before and we had a wonderful experience. Checkin person was very nice (sorry cannot remember her name but she had long brown/black hair). Had us close to the pool which was great as our kids LOVE to swim! Room was nice and clean and no issues at all. Overall a wonderful stay. "

A verified traveller stayed at Sonesta Select Milwaukee Brookfield

Posted 2 days ago

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

5/5 Excellent

"Staff was very understanding and reassuring as we were in town for a big event and had a very late check in. All of our questions were answered, staff seemed very knowledgeable about their services and resources. Overall, the vibe was very much so 20’s era. Loved the overall atmosphere."

A verified traveller stayed at Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Posted 3 days ago

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?

Newly Remodeled Home!! Five minutes from Downtown Milwaukee: This holiday home rental outside of Jackson offers a balcony, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What can I see and do in Jackson?

Enjoy the area's cultural attractions such as Washington County Old 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.

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Holiday Rentals in Jackson

Check prices for these dates

Holiday Rentals in Jackson

Kasa Westown Milwaukee

KB - Prospec

KLVG - Malt House

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

Eclectic, Stylish, and Cozy Milwaukee Unit!

Washington Heights, Private basement room!

3-bedroom cottage just 10 minutes from Kettle Moraine State Forest

Cedarburg apartment in prime location on Washington Ave

Three bedrooms upstairs

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

The Governors Manison

2-bedroom condo in cool Milwaukee with AC, WiFi, fitness room

Stunning Upscale Retreat - Steps From Everything

Classic Victorian with modern amenities in the heart of Downtown Milwaukee

Near Hiking: Lakefront Getaway in Campbellsport!

Charming 2-bedroom Lake House in West Bend

Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee

Cozy 1BD near Historic Pabst Brewery Fiserv

Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

Find out more about Jackson

Recent reviews of Jackson properties

SpringHill Suites by Marriott Milwaukee West/Wauwatosa

Saint Kate - The Arts Hotel

Sonesta Select Milwaukee Brookfield

Renaissance Milwaukee West Hotel

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Four Points by Sheraton Milwaukee North Shore

Hyatt Place Milwaukee/Downtown

Comfort Inn & Suites Jackson - West Bend

AmericInn by Wyndham Glendale/Milwaukee

Frequently asked questions