Jackson Holiday Rentals

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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Holiday Rentals in Jackson

Fridge, microwave, oven, stovetop
Relax in the country at Countryside Villas! - Villa A

Relax in the country at Countryside Villas! - Villa A

Jackson
10.0 out of 10, Exceptional, (33)
"Great place to stay, felt like home away from home. "
United States
Brittany
The price is NZ$325
includes taxes & fees
14 Dec - 15 Dec
Relax in the country at Countryside Villas! - Villa A
Smart TV, fireplace
Exquisite views of Shawnee National Forest seen from a private, covered hot tub.

Exquisite views of Shawnee National Forest seen from a private, covered hot tub.

Cobden
9.8 out of 10, Exceptional, (41)
"View from the cabin was indeed exquisite!! A very comfy quiet and private cabin for us and our baby. Well equipped and cozy rooms, kitchen, bathrooms. Fabulous hot tub! 15 minutes to Giant City State Park. We recommend Giant City Nature Trail & Rocky Bluff Trail easy and beautiful. "
United States
Isabel
Exquisite views of Shawnee National Forest seen from a private, covered hot tub.
Outdoor spa tub
New cabin in the woods with private hot tub

New cabin in the woods with private hot tub

Cobden
10.0 out of 10, Exceptional, (132)
"Absolutely loved the location and the cabin was perfect for our sisters weekend. We would definitely come back. We did see a couple brown recluse spiders but other than that it was great!"
United States
Maria O.
New cabin in the woods with private hot tub
Outdoor spa tub
Cabin in Southern Illinois - Hot Tub - Romantic Getaway -Shawnee National Forest

Cabin in Southern Illinois - Hot Tub - Romantic Getaway -Shawnee National Forest

Jonesboro
10.0 out of 10, Exceptional, (264)
"Wonderful cabin, beautiful setting for a relaxing getaway. Highly recommend!"
United States
Steve S.
Cabin in Southern Illinois - Hot Tub - Romantic Getaway -Shawnee National Forest
Interior
On the Shawnee Wine Trail

On the Shawnee Wine Trail

Carbondale
10.0 out of 10, Exceptional, (228)
"This property is a little jewel, in size for 2 to 4 people. It was seclude, quiet, modern, clean and nestled in nature perfect for a stress free week with the cherry on top with the hot tub. Would definitely recommend this lovely cabin several times over."
United States
Melba M.
On the Shawnee Wine Trail
Exterior
Rest, Relax and Renew. Our log cabin experience awaits your arrival.

Rest, Relax and Renew. Our log cabin experience awaits your arrival.

Anna
10.0 out of 10, Exceptional, (403)
"Serene, well appointed cabin, front porch rocker back deck"
United States
Christine
The price is NZ$356
includes taxes & fees
30 Nov - 1 Dec
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
Exterior
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery

Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery

Cobden
10.0 out of 10, Exceptional, (150)
"We have always loved this property and cabin. Our third trip was another successful, relaxing, and peaceful stay. Thank you for always providing an awesome experience. "
United States
Britni H.
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
TV
* On the Wine Trail * Hot Tub * Wi-Fi *

* On the Wine Trail * Hot Tub * Wi-Fi *

Alto Pass
9.8 out of 10, Exceptional, (242)
"Clean with a nice location on the wine trail. "
United States
Robert S.
* On the Wine Trail * Hot Tub * Wi-Fi *
Outdoor dining
Big Sky Cabin! Hot Tub! On the Wine Trail! Fire Pit! Pool Table! Large Deck!

Big Sky Cabin! Hot Tub! On the Wine Trail! Fire Pit! Pool Table! Large Deck!

Alto Pass
9.8 out of 10, Exceptional, (173)
"Place was great "
United States
Ernest S.
Big Sky Cabin! Hot Tub! On the Wine Trail! Fire Pit! Pool Table! Large Deck!
Exterior
Notting Hill Cottage

Notting Hill Cottage

Alto Pass
9.6 out of 10, Exceptional, (327)
"The cottage was absolutely beautiful and very cozy!! Check in was at 4:00 and a breeze to get in. It was clean and the hot tub was a great bonus!! We loved our stay. We toured the Cross of Peace around the corner from us, enjoyed the Alto winery and Orchards. Lots to do in a small town. We rode our bicycles one evening and loved looking at the countryside. Great little getaway for us. Thanks for being great hosts. "
United States
Alicia C.
Notting Hill Cottage
Outdoor spa tub
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen

Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen

Anna
9.8 out of 10, Exceptional, (163)
"Always very clean and comfortable /homey. We love to stay there Kathy does a great job."
United States
tammy b.
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
Exterior
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.

Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.

Makanda
9.8 out of 10, Exceptional, (65)
"The cabin was comfortable and a great location for our weekend activities. "
United States
Cori C.
The price is NZ$664
includes taxes & fees
13 Dec - 14 Dec
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
Terrace/patio
The Twisted Sassafras Treehouse

The Twisted Sassafras Treehouse

Cape Girardeau
10.0 out of 10, Exceptional, (26)
"We were celebrating 28th Anniversary and this property was perfect."
United States
Tim G.
The price is NZ$579
includes taxes & fees
8 Dec - 9 Dec
The Twisted Sassafras Treehouse
Property grounds
Feels like your in a Tree House! On the Wine 🍷Trail! Private Location

Feels like your in a Tree House! On the Wine 🍷Trail! Private Location

alto pass
9.6 out of 10, Exceptional, (219)
"This stay was so peaceful & relaxing! Perfect for a couples getaway or for some family fun. The bonfire area and other outdoor spaces were perfect. Would definitely book again in the future!"
United States
Danielle B.
Feels like your in a Tree House! On the Wine 🍷Trail! Private Location
Outdoor dining
Beautiful location in the secluded woods

Beautiful location in the secluded woods

Pomona
10.0 out of 10, Exceptional, (56)
"Easy access and beautiful location "
United States
Wilmer W.
The price is NZ$317
includes taxes & fees
30 Nov - 1 Dec
Beautiful location in the secluded woods
Exterior
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.

Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.

Makanda
9.6 out of 10, Exceptional, (39)
"We overall enjoyed our stay, very clean and had everything we needed! We did try to get the fireplace going but didnt have any luck with it. We plan to stay again in the future!"
United States
Brad H.
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
Exterior
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!

3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!

Makanda
9.8 out of 10, Exceptional, (59)
"The property was extremely clean and well cared for.would definitely stay again. "
United States
Dan H.
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
Outdoor spa tub
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!

Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!

Makanda
9.8 out of 10, Exceptional, (59)
"Wonderful place to stay while visiting Carbondale."
United States
Gary S.
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!
Exterior
Winetrail Cabin - SIU, Giant City SP, Shawnee Forest, & Cedar Lake minutes away!

Winetrail Cabin - SIU, Giant City SP, Shawnee Forest, & Cedar Lake minutes away!

Makanda
9.6 out of 10, Exceptional, (38)
"Wonderful cabin in So IL, close to everything, yet quiet and cozy. Well appointed kitchen with everything needed! Clean and spacious! Look forward to visiting this one again!"
United States
Beth W.
Winetrail Cabin - SIU, Giant City SP, Shawnee Forest, & Cedar Lake minutes away!
Interior
Minutes from Giant City - SIU - Shawnee Winetrail - Cedar Lake - Shawnee Forest!

Minutes from Giant City - SIU - Shawnee Winetrail - Cedar Lake - Shawnee Forest!

Makanda
9.6 out of 10, Exceptional, (46)
"Great location and clean."
United States
kristina h.
Minutes from Giant City - SIU - Shawnee Winetrail - Cedar Lake - Shawnee Forest!
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

Tru By Hilton Cape Girardeau

Tru By Hilton Cape Girardeau

10/10 Excellent
"The room was spotless and very comfortable. The hot breakfast was veey good and the staff were welcoming and friendly. It was perfect for us."
Cindy 1-night trip
Posted 3 days ago
Tru By Hilton Cape Girardeau

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 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 NZ$317 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. 

Explore a world of travel with Expedia

Frequently asked questions

Are there 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. Our travellers say Jackson has a good selection of restaurants. Make sure you have time to check out the shopping and wineries during your trip.

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

On the Wine Trail - Minutes to Giant City, Shawnee Forest, SIU - Amazing Shower: This holiday home rental outside of Jackson offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of books in this rental home to help you unwind.

How many holiday rentals are there in Jackson?

Choose from 5 Expedia holiday rentals in Jackson for a memorable holiday.

What’s there to see and do in Jackson?

Mississippi River and Lake Boutin are a couple of lovely local spots to get outside and enjoy nature. Trail of Tears State Park and Indian Creek Wild Area are other places to visit while you're in town.

What’s a holiday rental in Jackson like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jackson. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a small group gathering.