Jackson Holiday Rentals from AU$115: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Jackson has to offer?

Three Bedroom Upper : This holiday home rental outside of Jackson is located near the beach, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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Our top choices for Jackson holiday 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!

Germantown

Debbie M.

includes taxes & fees

25 Oct - 26 Oct

A room with a wooden floor, a red sofa, a small table with a lamp, and a painting on the wall.

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

Hartford

sean s.

includes taxes & fees

31 Oct - 1 Nov

A spacious interior with a stone staircase, a large window, and a cozy seating area.

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

Hubertus

Humphries D.

includes taxes & fees

25 Oct - 26 Oct

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

Cedarburg

Pete

includes taxes & fees

1 Nov - 2 Nov

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

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

Hubertus

includes taxes & fees

25 Oct - 26 Oct

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

Cedarburg

Kimberly P.

includes taxes & fees

26 Oct - 27 Oct

A stone building with two doors, numbered 426 and 427, and a bench outside.

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

Port Washington

Sherrie P.

includes taxes & fees

2 Nov - 3 Nov

A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

8. 1 Queen Bed | Non-Smoking, Kitchen

Milwaukee WI

Anonymous traveller

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

9. The Quarters | Suite 3

Grafton

Steve P.

includes taxes & fees

8 Nov - 9 Nov

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.

10. Historic, 4-bedroom house in charming Hartford

Hartford

Katrina S.

includes taxes & fees

27 Oct - 28 Oct

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

Port Washington

dj V.

includes taxes & fees

2 Nov - 3 Nov

A spacious, multi-level interior with a balcony, a laundry room, and various decorative items.

12. Gleason's Chouse

Campbellsport

Sara Z.

includes taxes & fees

25 Oct - 26 Oct

A modern apartment with a kitchen, dining area, and living room.

13. The Quarters | Suite 4

Grafton

Chelly P.

includes taxes & fees

28 Oct - 29 Oct

A modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

14. Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Westown

Elizabeth

includes taxes & fees

25 Oct - 26 Oct

A spacious kitchen with a brick accent wall, wooden cabinets, and a bar area with stools.

15. Home Port Vacation Escape

Port Washington

Linda M.

includes taxes & fees

2 Nov - 3 Nov

A room with a large window overlooking a city street, a brown leather sofa, and a small wooden table.

16. Deer District Studio Apt - One Block from Fiserv and Baird

Westown

Thomas G.

includes taxes & fees

12 Nov - 13 Nov

A two-story house with a front porch, a chimney, and a garage.

17. 4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING

Hartford

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, two bedside lamps, a nightstand, a mirror, and a window with curtains.

18. 1 King Bed | Non-Smoking, Kitchen

Milwaukee WI

William

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a bed, bedside table, lamp, and a painting of a beach scene.

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

Wauwatosa

Lucas Y.

includes taxes & fees

26 Oct - 27 Oct

A wooden-floored living room with a fireplace, leather chairs, a television, and a dining area.

20. 4 bed house on the shore of Lake Michigan

Belgium

michael g.

includes taxes & fees

28 Oct - 29 Oct

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Top Jackson Hotel Reviews

AmericInn by Wyndham Brookfield

10/10 Excellent

"The room was clean and the staff was courteous. The heating unit was a little noisy but my husband and I slept well. There is room for improvement in the breakfast. The eggs were lukewarm to cold, the juice and coffee was weak and tasteless."

Wildwood Lodge

8/10 Good

"We have stayed here previously (June 2026) and the amenities and staff were terrific again this stay. Our room, however, was difficult to regulate the temperature, it was too warm, despite setting the thermostat at 68 degrees and later 65 degrees, we finally opened the window when we got up in the morning. We appreciated the generous size in room refrigerator, but the refrigerator compressor which was cycling on/off throughout the night, often woke me up."

Ramada by Wyndham Milwaukee

10/10 Excellent

"The location of the parking lot in proximity to the property was spot on. Well worth the $20 dollar fee. The staff here is beyond wonderful! We encounter three different ladies at the front desk and every single one of them were the friendliest, welcoming and helpful staff we've had on our travels. Seriously....the staff MADE our stay!"

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 favourite 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 depend 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 AU$115 per night. Entering your travel dates in the search wizard might find you 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?

Three Bedroom Upper: This holiday home rental outside of Jackson is located near the beach, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family. Make the most 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 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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Check prices for these dates

Our top choices for Jackson holiday rentals

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

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

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

4. Prime location in the heart of it all on Washington Ave

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

6. Remodeled Luxury 3BR - Walk to Cedarburg Downtown

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

8. 1 Queen Bed | Non-Smoking, Kitchen

9. The Quarters | Suite 3

10. Historic, 4-bedroom house in charming Hartford

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

12. Gleason's Chouse

13. The Quarters | Suite 4

14. Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

15. Home Port Vacation Escape

16. Deer District Studio Apt - One Block from Fiserv and Baird

17. 4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING

18. 1 King Bed | Non-Smoking, Kitchen

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

20. 4 bed house on the shore of Lake Michigan

Find holiday rentals that suit your style

Top Jackson Hotel Reviews

AmericInn by Wyndham Brookfield

Hyatt Regency Milwaukee

Sheraton Milwaukee Brookfield Hotel

Sybaris Pool Suites Mequon

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Days Inn & Suites by Wyndham Milwaukee

Wildwood Lodge

Ramada by Wyndham Milwaukee

The Trade, Autograph Collection

Find out more about Jackson

Frequently asked questions

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