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Jackson Vacation Rentals

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Check prices for these dates

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

Our top choices for Jackson vacation rentals

A wooden deck with a glass railing overlooking a snowy landscape with trees.

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

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
The price is AED 1,227
AED 2,835 total
includes taxes & fees
8 Nov - 9 Nov
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A modern kitchen with a wooden table, bar stools, a built-in washer and dryer, a fireplace, and a TV mounted on the wall.

2. 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.
The price is AED 388
AED 1,247 total
includes taxes & fees
9 Nov - 10 Nov
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.

3. 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.
The price is AED 1,006
AED 2,732 total
includes taxes & fees
8 Nov - 9 Nov
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A two-story house with a garage, a covered porch, and a garden with pink flowers.

4. 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
The price is AED 673
AED 801 total
includes taxes & fees
9 Nov - 10 Nov
Prime location in the heart of it all on Washington Ave
A wooden sign for Sandy Knoll County Park with a metal roof, surrounded by rocks and greenery.

5. Family and pet friendly house in beautiful Sandy Knoll County Park!

Family and pet friendly house in beautiful Sandy Knoll County Park!
West Bend
9.6 out of 10, Exceptional, (209 reviews)
"Very nice cabin but not a lot of kitchen utensils"
United States
Donna M.
The price is AED 588
AED 1,302 total
includes taxes & fees
17 Nov - 18 Nov
Family and pet friendly house in beautiful Sandy Knoll County Park!
A spacious dining area with a wooden table and modern chairs, a chandelier, and a view of the backyard through large sliding glass doors.

6. 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.
The price is AED 735
AED 1,533 total
includes taxes & fees
9 Nov - 10 Nov
Remodeled Luxury 3BR - Walk to Cedarburg Downtown
A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

7. The Quarters | Suite 3

The Quarters | Suite 3
Grafton
10.0 out of 10, Exceptional, (3 reviews)
"Great clean property, easy check in, great coffee place downstairs (collectivo). Really enjoyed our stay in downtown Grafton. Would definitely stay here again. Easy access to cedarburg, Grafton, and port Washington."
United States
Steve P.
The price is AED 865
AED 1,469 total
includes taxes & fees
8 Nov - 9 Nov
The Quarters | Suite 3
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.
The price is AED 551
AED 1,413 total
includes taxes & fees
5 Dec - 6 Dec
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
A residential area with a red building, a gravel pathway, and various shrubs.

9. Welcome to Grafton Wisconsin

Welcome to Grafton Wisconsin
Grafton
The price is AED 735
AED 1,347 total
includes taxes & fees
9 Nov - 10 Nov
Welcome to Grafton Wisconsin
A modern kitchen with white cabinets, a wooden countertop, stainless steel appliances, and bar stools.

10. The Quarters | Suite 5

The Quarters | Suite 5
Grafton
10.0 out of 10, Exceptional, (1 review)
The price is AED 825
AED 1,420 total
includes taxes & fees
8 Nov - 9 Nov
The Quarters | Suite 5
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.

11. 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.
The price is AED 2,185
AED 3,120 total
includes taxes & fees
12 Nov - 13 Nov
Historic, 4-bedroom house in charming Hartford
A kitchen with wooden ceiling, white cabinets, a central island, a sink, a microwave, and a refrigerator.

12. 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.
The price is AED 661
AED 1,387 total
includes taxes & fees
17 Nov - 18 Nov
Beautiful Lake House in County Park
A stone building with a blue door, surrounded by a garden with blue flowers and a tree.

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

Be Still & Know, Walk to Port and Beach
Port Washington
10.0 out of 10, Exceptional, (52 reviews)
"Everything was wonderful, clean and well presented. My girls and I, and the pup enjoyed our stay very much. "
United States
dj V.
The price is AED 415
AED 979 total
includes taxes & fees
8 Nov - 9 Nov
Be Still & Know, Walk to Port and Beach
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/

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

Grace Adventure House, walk to Port, Lake Michigan
Port Washington
10.0 out of 10, Exceptional, (32 reviews)
"This place was amazing. We were so happy with the stay."
United States
Sherrie P.
The price is AED 339
AED 860 total
includes taxes & fees
8 Nov - 9 Nov
Grace Adventure House, walk to Port, Lake Michigan
A spacious living area with a dining table, sofas, and a TV mounted on the wall.

15. The Quarters | Suite 2

The Quarters | Suite 2
Grafton
10.0 out of 10, Exceptional, (6 reviews)
"This is a great alternative to a hotel. Great accommodations, clean, fantastic location. Highly recommend! "
United States
Jerry D.
The price is AED 904
AED 1,517 total
includes taxes & fees
8 Nov - 9 Nov
The Quarters | Suite 2
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

16. 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
The price is AED 276
AED 312 total
includes taxes & fees
18 Nov - 19 Nov
1 Queen Bed | Non-Smoking, Kitchen
A living room with a sofa, a dining table with chairs, and a potted plant.

17. Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee

Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
3.0 star property
Milwaukee
2.0 out of 10, (1 review)
"They cancelled my order without a call, message or notice. We drove 6 hours and called ahead a couple hours before arrival only to find out they cancelled our stay. Had to quick find a different place to stay. Don't trust their system."
United States
Jeremy
The price is AED 1,003
AED 1,977 total
includes taxes & fees
9 Nov - 10 Nov
Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
A spacious, multi-level interior with a balcony, a laundry room, and various decorative items.

18. Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, Exceptional, (53 reviews)
"We had a wonderful stay! Loved the decor! Connie and Jim are wonderful hosts."
United States
Sara Z.
The price is AED 522
AED 725 total
includes taxes & fees
9 Nov - 10 Nov
Gleason's Chouse
A spacious kitchen with a brick accent wall, wooden cabinets, and a bar area with stools.

19. Home Port Vacation Escape

Home Port Vacation Escape
Port Washington
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful home...great amenities and super communication from host!"
United States
Linda M.
The price is AED 735
AED 1,801 total
includes taxes & fees
8 Nov - 9 Nov
Home Port Vacation Escape
A modern urban street with multi-story buildings, a traffic light, and a crosswalk.

20. 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.
The price is AED 826
AED 1,156 total
includes taxes & fees
8 Nov - 9 Nov
Downtown Eastside gem near Fiserv Forum Water St Brady St
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

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Cool place to stay. Good vibes."
Charles 4-night trip
Posted less than an hour ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

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.