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Our top choices for Jackson holiday rentals

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.
The price is £249
includes taxes & fees
8 Nov - 9 Nov
Live in Chic and Comfort: Experience Our Thoughtfully Designed 1 Bed with Loft!

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.
The price is £556
includes taxes & fees
1 Dec - 2 Dec
Eclectic Hubertus Home w/ Game Room & Fire Pit!

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
The price is £169
includes taxes & fees
8 Nov - 9 Nov
Prime location in the heart of it all on Washington Ave

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

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
The price is £573
includes taxes & fees
9 Nov - 10 Nov
Eclectic Hubertus Home w/ Game Room & Fire Pit!

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.
The price is £296
includes taxes & fees
1 Dec - 2 Dec
Remodeled Luxury 3BR - Walk to Cedarburg Downtown

6. The Quarters | Suite 4

The Quarters | Suite 4
Grafton
9.6 out of 10, Exceptional, (8 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.
The price is £293
includes taxes & fees
8 Nov - 9 Nov
The Quarters | Suite 4

7. The Quarters | Suite 5

The Quarters | Suite 5
Grafton
10.0 out of 10, Exceptional, (1 review)
The price is £285
includes taxes & fees
17 Nov - 18 Nov
The Quarters | Suite 5

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 £280
includes taxes & fees
5 Dec - 6 Dec
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf

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.
The price is £178
includes taxes & fees
8 Nov - 9 Nov
Grace Adventure House, walk to Port, Lake Michigan

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.
The price is £282
includes taxes & fees
8 Nov - 9 Nov
Beautiful Lake House in County Park

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.
The price is £202
includes taxes & fees
9 Nov - 10 Nov
Be Still & Know, Walk to Port and Beach

12. Welcome to Grafton Wisconsin

Welcome to Grafton Wisconsin
Grafton
The price is £271
includes taxes & fees
17 Nov - 18 Nov
Welcome to Grafton Wisconsin

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.
The price is £633
includes taxes & fees
1 Dec - 2 Dec
Historic, 4-bedroom house in charming Hartford

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
The price is £64
includes taxes & fees
10 Nov - 11 Nov
1 Queen Bed | Non-Smoking, Kitchen

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.
The price is £238
includes taxes & fees
8 Nov - 9 Nov
Downtown Eastside gem near Fiserv Forum Water St Brady St

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.
The price is £149
includes taxes & fees
8 Nov - 9 Nov
Gleason's Chouse

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.
The price is £326
includes taxes & fees
16 Nov - 17 Nov
Near Froedtert MCW with Garage Pkg and King Bed

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.
The price is £193
includes taxes & fees
9 Nov - 10 Nov
Remodeled Home - Steps from Brady Street!

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.
The price is £237
includes taxes & fees
2 Dec - 3 Dec
Walk to Tosa Village | Cafés & Shops | King Bed

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.
The price is £112
includes taxes & fees
12 Nov - 13 Nov
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

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, apart-hotels, 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 £64 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?

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.