Jackson Holiday Rentals

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Our top choices for Jackson holiday rentals

Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Upper East Side
10.0 out of 10, Exceptional, (5 reviews)
"Great property and a great location. Lulu was an incredible and thoughtful host. "
United States
Lori B.
The price is NZ$508
includes taxes & fees
13 Apr - 14 Apr
Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Eastside gem near Fiserv Forum Water St Brady St
Downtown Milwaukee
9.2 out of 10, Wonderful, (47 reviews)
"Walking distance to several great bars, restaurants, breweries and the summer fest area. We really enjoyed our stay!"
United States
SCOTT T.
The price is NZ$562
includes taxes & fees
12 Apr - 13 Apr
Downtown Eastside gem near Fiserv Forum Water St Brady St

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, (3 reviews)
"It was a great stay. The home is super clean, in a good location and it has everything you need! "
United States
Michele S.
The price is NZ$487
includes taxes & fees
12 Apr - 13 Apr
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (86 reviews)
"Very nice stay in a quaint place. Owner, Ryan, was very nice and hospitable."
United States
Jason D.
The price is NZ$398
includes taxes & fees
12 Apr - 13 Apr
Three bedrooms upstairs

Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach
Shorewood
10.0 out of 10, Exceptional, (4 reviews)
"Great location. 1 block walk to a grocery store, a pharmacy, a great restaurant, AND a great coffee shop. Plenty of space for all."
United States
Nicki U.
The price is NZ$1,496
includes taxes & fees
13 Apr - 14 Apr
Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

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 NZ$953
includes taxes & fees
21 Apr - 22 Apr
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Rare East Side-2 min walk to UWM-Garage-Lake Mich

Rare East Side-2 min walk to UWM-Garage-Lake Mich
Upper East Side
10.0 out of 10, Exceptional, (2 reviews)
"Loved our stay. Nice clean place that was well stocked."
United States
Patty S.
The price is NZ$502
includes taxes & fees
23 Apr - 24 Apr
Rare East Side-2 min walk to UWM-Garage-Lake Mich

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, (26 reviews)
"Tonga is a great host. House was perfect for our group of 10."
United States
Emily
The price is NZ$741
includes taxes & fees
12 Apr - 13 Apr
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Be Still & Know, Walk to Port and Beach

Be Still & Know, Walk to Port and Beach
Port Washington
10.0 out of 10, Exceptional, (41 reviews)
"Great place to stay. Within walking distance to downtown. "
United States
Lori N.
The price is NZ$442
includes taxes & fees
21 Apr - 22 Apr
Be Still & Know, Walk to Port and Beach

Prime location in the heart of it all on Washington Ave

Prime location in the heart of it all on Washington Ave
Cedarburg
10.0 out of 10, Exceptional, (199 reviews)
"The host was very gracious and the property had all the amenities we needed. The property was clean, and the location was fantastic!"
United States
Theresa Z.
The price is NZ$334
includes taxes & fees
15 Apr - 16 Apr
Prime location in the heart of it all on Washington Ave

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, (37 reviews)
"Host communication was excellent. House was clean and perfect for a little weekend getaway!"
United States
Grayson P.
The price is NZ$561
includes taxes & fees
11 Apr - 12 Apr
Charming home w/ fire pit, walk to Lake Michigan

Stunning Upscale Retreat - Steps From Everything

Stunning Upscale Retreat - Steps From Everything
Lower East Side
9.6 out of 10, Exceptional, (32 reviews)
"It was a great place and close to Brady street! Definitely recommend. "
United States
Hugh L.
The price is NZ$905
includes taxes & fees
11 Apr - 12 Apr
Stunning Upscale Retreat - Steps From Everything

The Quarters | Suite 3

The Quarters | Suite 3
Grafton
10.0 out of 10, Exceptional, (2 reviews)
"We came into town to spend time with our cousins. My son lives nearby in Cedarburg and this was a great location. Clean, modern, and comfortable furniture. Good amenities. Great communication with the host. "
United States
Cindy L.
The price is NZ$708
includes taxes & fees
14 Apr - 15 Apr
The Quarters | Suite 3

Luxury Historic Home - Stellar Location

Luxury Historic Home - Stellar Location
Lower East Side
9.6 out of 10, Exceptional, (27 reviews)
"A lovely historic house with three large bedrooms, a very functional kitchen, beautiful dining room and family room areas and a super fun game room. Great for family get togethers!"
United States
Donna M.
The price is NZ$958
includes taxes & fees
16 Apr - 17 Apr
Luxury Historic Home - Stellar Location

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, (5 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
The price is NZ$373
includes taxes & fees
12 Apr - 13 Apr
Charming 2-bedroom house with everything you need in the heart of West Allis

Style and Luxury - Unbeatable Location

Style and Luxury - Unbeatable Location
Lower East Side
9.6 out of 10, Exceptional, (15 reviews)
"Great location!"
United States
Mike G.
The price is NZ$891
includes taxes & fees
11 Apr - 12 Apr
Style and Luxury - Unbeatable Location

Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, Exceptional, (41 reviews)
"Incredibly decorated home. Loved staying here. "
United States
Mike L.
The price is NZ$324
includes taxes & fees
12 Apr - 13 Apr
Gleason's Chouse

Stunning and Completely Remodeled Ranch Home! Walk to Downtown & Marina!

Stunning and Completely Remodeled Ranch Home! Walk to Downtown & Marina!
Port Washington
10.0 out of 10, Exceptional, (24 reviews)
"Great place to stay. Had everything needed for a great family weekend. Definitely will stay there again on another trip to Wisconsin. Holly and Curtis are the best hosts."
United States
michael f.
The price is NZ$1,107
includes taxes & fees
17 Apr - 18 Apr
Stunning and Completely Remodeled Ranch Home! Walk to Downtown & Marina!

Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy

Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy
Upper East Side
9.0 out of 10, Wonderful, (6 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is NZ$619
includes taxes & fees
20 Apr - 21 Apr
Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.6 out of 10, Exceptional, (29 reviews)
"Was a year place to stay. Super cute and cozy inside and close to American family field"
United States
Jeannie
The price is NZ$568
includes taxes & fees
15 Apr - 16 Apr
House in Quaint Neighborhood near Downtown Milwaukee 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

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$235 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?

Wooded Hills/Indoor Pool/Hot Tub/Arcade: This holiday home rental outside of Jackson offers an indoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and 1 hot tub so that you can immerse yourself in your holiday.

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.