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Jackson Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Jackson vacation rentals

A modern kitchen with a wooden table, bar stools, a built-in washer and dryer, a fireplace, and a TV mounted on the wall.

1. Live in Chic and Comfort: Experience Our Thoughtfully Designed 1 Bed with Loft!

Live in Chic and Comfort: Experience Our Thoughtfully Designed 1 Bed with Loft!
Germantown
9.4 out of 10, Exceptional, (6 reviews)
"Such a sweet, cozy little place with all the amenities of a large space. We loved the area it was super quiet and lots within walking distance. The neighbors were also very nice!"
United States
Debbie M.
$305 nightly
The price is $340
Nov 5 - Nov 6
Total with taxes and fees
Live in Chic and Comfort: Experience Our Thoughtfully Designed 1 Bed with Loft!
A spacious interior with a stone staircase, a large window, and a cozy seating area.

2. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus
9.8 out of 10, Exceptional, (28 reviews)
"The house was fun and amazing! Our family loved the sprawling layout and the hip retro vibe! Excellent value for the price! Wish we could have stayed longer! Would highly recommend!"
United States
Humphries D.
$678 nightly
The price is $715
Nov 5 - Nov 6
Total with taxes and fees
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A two-story house with a garage, a covered porch, and a garden with pink flowers.

3. 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, (224 reviews)
"The property was located right on the main street so it made it very easy for shopping and dining. It was a beautiful layout for the unit with two nice bedrooms, very clean and well organized. The owners were very helpful and gracious."
United States
Pete
$202 nightly
The price is $223
Nov 5 - Nov 6
Total with taxes and fees
Prime location in the heart of it all on Washington Ave
A wooden deck with a glass railing overlooking a snowy landscape with trees.

4. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
$732 nightly
The price is $772
Nov 5 - Nov 6
Total with taxes and fees
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A spacious dining area with a wooden table and modern chairs, a chandelier, and a view of the backyard through large sliding glass doors.

5. Remodeled Luxury 3BR - Walk to Cedarburg Downtown

Remodeled Luxury 3BR - Walk to Cedarburg Downtown
Cedarburg
10.0 out of 10, Exceptional, (15 reviews)
"Great property and close walk to downtown"
United States
Kimberly P.
$414 nightly
The price is $417
Nov 9 - Nov 10
Total with taxes and fees
Remodeled Luxury 3BR - Walk to Cedarburg Downtown
A modern apartment with a kitchen, dining area, and living room.

6. The Quarters | Suite 4

The Quarters | Suite 4
Grafton
9.8 out of 10, Exceptional, (7 reviews)
"Would highly recommend this spot to anyone. It is in a great location. This unit had designated parking which was a plus. The unit was clean, and had everything we needed. If your thinking about staying in Grafton this place is a gem. "
United States
Chelly P.
$359 nightly
The price is $394
Nov 8 - Nov 9
Total with taxes and fees
The Quarters | Suite 4
A modern kitchen with white cabinets, a wooden countertop, stainless steel appliances, and bar stools.

7. The Quarters | Suite 5

The Quarters | Suite 5
Grafton
10.0 out of 10, Exceptional, (1 review)
$353 nightly
The price is $387
Nov 5 - Nov 6
Total with taxes and fees
The Quarters | Suite 5
A room with a wooden floor, a red sofa, a small table with a lamp, and a painting on the wall.

8. King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf

King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
Hartford
10.0 out of 10, Exceptional, (11 reviews)
"Great place."
United States
Shawn T.
$342 nightly
The price is $385
Dec 5 - Dec 6
Total with taxes and fees
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
Stop into the Welcome Center on Grand Ave downtown. Be sure to say hello to Wayne and Amy. They are so helpful in guiding you to all things Port. Tell them Dave and Janice sent you. Or find them at https://www.visitportwashington.com/

9. Grace Adventure House, walk to Port, Lake Michigan

Grace Adventure House, walk to Port, Lake Michigan
Port Washington
10.0 out of 10, Exceptional, (30 reviews)
"This place was amazing. We were so happy with the stay."
United States
Sherrie P.
$206 nightly
The price is $234
Nov 8 - Nov 9
Total with taxes and fees
Grace Adventure House, walk to Port, Lake Michigan
A kitchen with wooden ceiling, white cabinets, a central island, a sink, a microwave, and a refrigerator.

10. Beautiful Lake House in County Park

Beautiful Lake House in County Park
West Bend
9.6 out of 10, Exceptional, (222 reviews)
"Great place! "
United States
Heather P.
$377 nightly
The price is $398
Nov 8 - Nov 9
Total with taxes and fees
Beautiful Lake House in County Park
A stone building with a blue door, surrounded by a garden with blue flowers and a tree.

11. Be Still & Know, Walk to Port and Beach

Be Still & Know, Walk to Port and Beach
Port Washington
10.0 out of 10, Exceptional, (51 reviews)
"Everything was wonderful, clean and well presented. My girls and I, and the pup enjoyed our stay very much. "
United States
dj V.
$235 nightly
The price is $267
Nov 5 - Nov 6
Total with taxes and fees
Be Still & Know, Walk to Port and Beach
A residential area with a red building, a gravel pathway, and various shrubs.

12. Welcome to Grafton Wisconsin

Welcome to Grafton Wisconsin
Grafton
$326 nightly
The price is $367
Nov 6 - Nov 7
Total with taxes and fees
Welcome to Grafton Wisconsin
A spacious living area with a wooden staircase, a round table with a book and certificates, and a cozy seating area with a sofa and chairs.

13. Historic, 4-bedroom house in charming Hartford

Historic, 4-bedroom house in charming Hartford
Hartford
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful place, easy check in and out, host was very commentating"
United States
Katrina S.
$755 nightly
The price is $849
Nov 9 - Nov 10
Total with taxes and fees
Historic, 4-bedroom house in charming Hartford
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

14. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Milwaukee WI
9.0 out of 10, Wonderful, (40 reviews)
"Charged a security deposit and did not refund after checkout. Their customer resolution # indicates an email address to use for refunds however the speaker does not speak clearly so you can get the email address."
United States
Laurie
$76 nightly
The price is $85
Nov 9 - Nov 10
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen
A modern urban street with multi-story buildings, a traffic light, and a crosswalk.

15. Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Eastside gem near Fiserv Forum Water St Brady St
Downtown Milwaukee
8.8 out of 10, Excellent, (67 reviews)
"Very nice condo, clean and spacious. Loved spending time on the balcony watching the busy street. Host was very responsive and nice. Lots of near by shops and fun things. Very secure building, overall nice stay."
United States
Jenna N.
$267 nightly
The price is $315
Nov 8 - Nov 9
Total with taxes and fees
Downtown Eastside gem near Fiserv Forum Water St Brady St
A spacious, multi-level interior with a balcony, a laundry room, and various decorative items.

16. Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, Exceptional, (52 reviews)
"We had a wonderful stay! Loved the decor! Connie and Jim are wonderful hosts."
United States
Sara Z.
$187 nightly
The price is $197
Nov 5 - Nov 6
Total with taxes and fees
Gleason's Chouse
A bedroom with a bed, bedside table, lamp, and a painting on the wall.

17. Near Froedtert MCW with Garage Pkg and King Bed

Near Froedtert MCW with Garage Pkg and King Bed
Wauwatosa
9.8 out of 10, Exceptional, (26 reviews)
"Everything was great! I definitely book again!"
United States
Lucas Y.
$383 nightly
The price is $440
Nov 16 - Nov 17
Total with taxes and fees
Near Froedtert MCW with Garage Pkg and King Bed
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

18. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (13 reviews)
"Nice place, close to Brady Street."
United States
Kevin M.
$228 nightly
The price is $269
Nov 9 - Nov 10
Total with taxes and fees
Remodeled Home - Steps from Brady Street!
A hotel room with a bed, a TV mounted on the wall, a wooden door, and a small table with a plant.

19. Walk to Tosa Village | Cafés & Shops | King Bed

Walk to Tosa Village | Cafés & Shops | King Bed
Wauwatosa
8.6 out of 10, Excellent, (17 reviews)
"Very clean and comfortable in an ideal location"
United States
Margaret M.
$279 nightly
The price is $320
Dec 2 - Dec 3
Total with taxes and fees
Walk to Tosa Village | Cafés & Shops | King Bed
A spacious indoor area with a high ceiling, metal beams, and a central seating area with sofas.

20. Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8

Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
Westown
9.0 out of 10, Wonderful, (7 reviews)
"Great location & would stay again next in town!"
United States
Mary W.
$132 nightly
The price is $153
Nov 12 - Nov 13
Total with taxes and fees
Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
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

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

10/10 Excellent
"Beautiful hotel close to everything if you're going to a show at the pabst theater this is the place. Can't say enough good things about this place we had a great time stay there for the Blue October concert so happens the Brewers won the world series while we were there we had a blast"
KELLY 1-night trip
Posted 8 hours ago
Saint Kate - The Arts Hotel

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 $85 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.

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 Bedroom Upper: This vacation home rental near Jackson is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease 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.