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Jackson Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Jackson vacation rentals

A two-story house with a garage, a covered porch, and a garden with pink flowers.

1. 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, (217 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
$203 nightly
The price is $224
Sep 29 - Sep 30
Total with taxes and fees
Prime location in the heart of it all on Washington Ave
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, (27 reviews)
"We had a wonderful stay! It was the perfect Thanksgiving getaway for our family. "
United States
Mikaela M.
$697 nightly
The price is $735
Oct 4 - Oct 5
Total with taxes and fees
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A wooden deck with a glass railing overlooking a snowy landscape with trees.

3. 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
Oct 4 - Oct 5
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.

4. Remodeled Luxury 3BR - Walk to Cedarburg Downtown

Remodeled Luxury 3BR - Walk to Cedarburg Downtown
Cedarburg
10.0 out of 10, Exceptional, (11 reviews)
"Great property and close walk to downtown"
United States
Kimberly P.
$417 nightly
The price is $420
Oct 6 - Oct 7
Total with taxes and fees
Remodeled Luxury 3BR - Walk to Cedarburg Downtown
A brick building with a covered entrance, a Christmas tree, and a wreath.

5. Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Beach!

Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Beach!
Port Washington
10.0 out of 10, Exceptional, (29 reviews)
"Easy check in and check out!"
United States
Yvonne V.
$211 nightly
The price is $240
Sep 29 - Sep 30
Total with taxes and fees
Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Beach!
May 10, 2024

6. 4 bed house on the shore of Lake Michigan

4 bed house on the shore of Lake Michigan
Belgium
9.4 out of 10, Exceptional, (81 reviews)
"The residence was spacious and well-maintained. The view of the lake from the living area is truly remarkable. The bed was comfortable."
United States
Danielle M.
$263 nightly
The price is $277
Oct 6 - Oct 7
Total with taxes and fees
4 bed house on the shore of Lake Michigan
A room with a wooden floor, a red sofa, a small table with a lamp, and a painting on the wall.

7. 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)
"Nice place for a Hartford golf trip."
United States
sean s.
$392 nightly
The price is $441
Oct 9 - Oct 10
Total with taxes and fees
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

8. 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.
$362 nightly
The price is $398
Oct 1 - Oct 2
Total with taxes and fees
The Quarters | Suite 3
A modern kitchen with white cabinets, a wooden countertop, stainless steel appliances, and bar stools.

9. The Quarters | Suite 5

The Quarters | Suite 5
Grafton
10.0 out of 10, Exceptional, (1 review)
$352 nightly
The price is $385
Oct 11 - Oct 12
Total with taxes and fees
The Quarters | Suite 5
A spacious, multi-level interior with a balcony, a laundry room, and various decorative items.

10. Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, Exceptional, (50 reviews)
"We had a wonderful stay! Loved the decor! Connie and Jim are wonderful hosts."
United States
Sara Z.
$180 nightly
The price is $190
Sep 30 - Oct 1
Total with taxes and fees
Gleason's Chouse
A stone building with a blue door, surrounded by a garden with blue flowers and a tree.

11. Be Still & Know, Luxury Historic Dog-friendly Apartment, Fireplace, Walk to Port

Be Still & Know, Luxury Historic Dog-friendly Apartment, Fireplace, Walk to Port
Port Washington
10.0 out of 10, Exceptional, (48 reviews)
"Everything was wonderful, clean and well presented. My girls and I, and the pup enjoyed our stay very much. "
United States
dj V.
$254 nightly
The price is $289
Sep 30 - Oct 1
Total with taxes and fees
Be Still & Know, Luxury Historic Dog-friendly Apartment, Fireplace, Walk to Port
A living room with a gray armchair, a framed picture on the wall, and a staircase with patterned risers.

12. Walkable Thiensville Retreat Near Hiking!

Walkable Thiensville Retreat Near Hiking!
Thiensville
10.0 out of 10, Exceptional, (24 reviews)
"Best Vrbo we've stayed in!"
United States
John L.
$537 nightly
The price is $567
Oct 24 - Oct 25
Total with taxes and fees
Walkable Thiensville Retreat Near Hiking!
A living room with a gray armchair, a framed picture on the wall, and a staircase with patterned risers.

13. Walkable Thiensville Retreat Near Hiking!

Walkable Thiensville Retreat Near Hiking!
3.0 star property
Thiensville
$560 nightly
The price is $591
Oct 24 - Oct 25
Total with taxes and fees
Walkable Thiensville Retreat Near Hiking!
A modern kitchen with a central island, stainless steel appliances, and a dining area with bar stools.

14. Cottage near Mt. Mary College

Cottage near Mt. Mary College
Milwaukee
10.0 out of 10, Exceptional, (24 reviews)
"We found this to be a charming and well thought out property in a convenient location."
United States
Susan K.
$304 nightly
The price is $358
Sep 30 - Oct 1
Total with taxes and fees
Cottage near Mt. Mary College
A beach with calm waters, a wooden jetty, and dense greenery in the foreground.

15. 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, (53 reviews)
"Our stay at this casita was perfect! Clean, cozy and close to our family. We’ve stayed here before and we will stay here again!"
United States
Myra K.
$290 nightly
The price is $316
Sep 29 - Sep 30
Total with taxes and fees
Charming home w/ fire pit, walk to Lake Michigan
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

16. Quiet House

Quiet House
Milwaukee
7.8 out of 10, Good, (21 reviews)
"The house was clean, the neighborhood was quiet. The house was very close to the Baird center and other places we wanted to visit."
United States
Steven
$178 nightly
The price is $209
Sep 29 - Sep 30
Total with taxes and fees
Quiet House
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

17. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Milwaukee WI
9.6 out of 10, Exceptional, (37 reviews)
"I will definitely stay again"
United States
Anonymous traveler
$73 nightly
The price is $82
Oct 13 - Oct 14
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen
A modern kitchen with stainless steel appliances, a granite countertop, and a large window.

18. New: Tremendous 4-bedroom house on private lot in charming Brookfield

New: Tremendous 4-bedroom house on private lot in charming Brookfield
Brookfield
$362 nightly
The price is $418
Sep 30 - Oct 1
Total with taxes and fees
New: Tremendous 4-bedroom house on private lot in charming Brookfield
A bedroom with a bed, bedside table, lamp, and a painting of a beach scene.

19. Fast WiFi - Underground Parking - King Bed - Near Froedtert

Fast WiFi - Underground Parking - King Bed - Near Froedtert
Wauwatosa
9.8 out of 10, Exceptional, (26 reviews)
"Everything was great! I definitely book again!"
United States
Lucas Y.
$196 nightly
The price is $232
Oct 7 - Oct 8
Total with taxes and fees
Fast WiFi - Underground Parking - King Bed - Near Froedtert
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

20. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"Great stay and great communication throughout. Would stay again, thank you!"
United States
David M.
$219 nightly
The price is $258
Sep 29 - Sep 30
Total with taxes and fees
Remodeled Home - Steps from Brady Street!
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

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

8/10 Good
"Hotel was clean and quiet. My only problem was the restaurant breakfast buffet charge of $20 for Friday and Saturday, but the Sunday breakfast was a reasonable $15. Too bad it couldn’t have been the inexpensive each day."
John 3-night trip
Posted 1 hour ago
Sheraton Milwaukee Brookfield 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 $82 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.