Jackson Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Jackson

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

Apartment in Jackson

10.0 out of 10, Exceptional, (33)
"Great place to stay, felt like home away from home. "
United States
Brittany
The price is AU$278
includes taxes & fees
8 Dec - 9 Dec
Relax in the country at Countryside Villas! - Villa A
Interior
On the Shawnee Wine Trail

Cabin in Carbondale

10.0 out of 10, Exceptional, (229)
"We've stayed here a couple times now. It's a beautiful, secluded property. We would visit again."
United States
Deborah M.
On the Shawnee Wine Trail
Exterior
Rest, Relax and Renew. Our log cabin experience awaits your arrival.

Cabin in Anna

10.0 out of 10, Exceptional, (403)
"Very clean, courteus staff. Beautiful area and quiet. Very relaxing."
United States
Tommy
The price is AU$305
includes taxes & fees
8 Dec - 9 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

Cabin in Cobden

10.0 out of 10, Exceptional, (150)
"Excellent private and clean cabin to getaway. "
United States
Melissa H.
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
Smart TV, fireplace
Exquisite views of Shawnee National Forest seen from a private, covered hot tub.

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

Cabin in Jonesboro

10.0 out of 10, Exceptional, (268)
"Had an amazing stay!"
United States
Shauna W.
Cabin in Southern Illinois - Hot Tub - Romantic Getaway -Shawnee National Forest
Outdoor spa tub
New cabin in the woods with private hot tub

Cabin in Cobden

10.0 out of 10, Exceptional, (135)
"Very nice cabin. "
United States
Anonymous traveller
New cabin in the woods with private hot tub
Exterior
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.

Cabin in Makanda

9.8 out of 10, Exceptional, (66)
"Nice place!"
United States
Laura
The price is AU$429
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

Cabin in Cape Girardeau

10.0 out of 10, Exceptional, (27)
"The place was awesome very clean the host was very accommodating. Nice a quiet for a relaxing stay highly recommend "
United States
Gary C.
The price is AU$459
includes taxes & fees
8 Dec - 9 Dec
The Twisted Sassafras Treehouse
Outdoor spa tub
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!

Cabin in Makanda

9.8 out of 10, Exceptional, (62)
"Had a great stay"
United States
Angela W.
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!
Outdoor dining
Big Sky Cabin! Hot Tub! On the Wine Trail! Fire Pit! Pool Table! Large Deck!

Cabin in Alto Pass

9.8 out of 10, Exceptional, (175)
"Place was great "
United States
Ernest S.
Big Sky Cabin! Hot Tub! On the Wine Trail! Fire Pit! Pool Table! Large Deck!
Bar (on property)
5 Star Cabin LUXURY AMMENITIES W/POOL HTUB close to WINE TRAIL, HIKING, FISHING

Holiday Home in Murphysboro

10.0 out of 10, Exceptional, (16)
"We are a Bunco group who try to take a trip together every year. This year there were 8 of us. We spent a day enjoying the pool and another day shuttling on the wine trail. The house was a perfect place to hang in the evenings. "
United States
Ann F.
5 Star Cabin LUXURY AMMENITIES W/POOL HTUB close to WINE TRAIL, HIKING, FISHING
Outdoor dining
Beautiful location in the secluded woods

Holiday Home in Pomona

10.0 out of 10, Exceptional, (60)
"It was very nice and clean. We really enjoyed staying there. We would love to rent this place again. "
United States
susan B.
The price is AU$229
includes taxes & fees
8 Dec - 9 Dec
Beautiful location in the secluded woods
TV
* On the Wine Trail * Hot Tub * Wi-Fi *

Holiday Home in Alto Pass

9.8 out of 10, Exceptional, (242)
"Very nice set up. Close to the bourbon bar and Alto Winery, which was very cool. The beds need a upgrade but they were ok, everything else was great. "
United States
Nicholas
* On the Wine Trail * Hot Tub * Wi-Fi *
Terrace/patio
Contemporary Glamping with Native American Appeal

Cabin in Anna

9.8 out of 10, Exceptional, (155)
"Our 2nd time staying here and it was perfect"
United States
machelle p.
The price is AU$432
includes taxes & fees
8 Dec - 9 Dec
Contemporary Glamping with Native American Appeal
Exterior
Minutes to Giant City - SIU - Shawnee Winetrail - Shawnee Forest - Wi-Fi

Cabin in Makanda

9.4 out of 10, Exceptional, (42)
"The place was great for our needs and as advertised. Very near to beautiful hiking and some nice wineries.The bed was not very comfortable, but everything was great. "
United States
Jim C.
Minutes to Giant City - SIU - Shawnee Winetrail - Shawnee Forest - Wi-Fi
Dining
Cozy cabins on beautiful Horseshoe Lake

Cabin in Olive Branch

9.8 out of 10, Exceptional, (35)
"Beautiful place, host was kind and and quick to respond to messages "
United States
Melissa W.
The price is AU$215
includes taxes & fees
8 Dec - 9 Dec
Cozy cabins on beautiful Horseshoe Lake
Exterior
Notting Hill Cottage

Holiday Home in Alto Pass

9.6 out of 10, Exceptional, (327)
"Great location. Quiet and secluded. Loved the fence in back yard and pet friendly!!"
United States
Denise E.
Notting Hill Cottage
Property grounds
Feels like your in a Tree House! On the Wine 🍷Trail! Private Location

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

Cabin in Makanda

9.6 out of 10, Exceptional, (39)
"The cabin was perfect for our 5 nights in the area. There was plenty of room and everything we needed. The pictures online were nice but in real life, it was a real gem. Can't wait to visit again."
United States
Victoria H.
The price is AU$353
includes taxes & fees
13 Dec - 14 Dec
Winetrail Cabin - SIU, Giant City SP, Shawnee Forest, & Cedar Lake minutes away!
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

La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau

La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau

10/10 Excellent
"Was a great stay. Room walls could have been a bit cleaner but nothing to worry about in the end. Will be staying again. Staff was amazing, bathroom was clean, breakfast was good. "
Chayton 3-night trip
Posted 14 hours ago
La Quinta Inn & Suites by Wyndham Jackson/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 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$215 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

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 * Hot Tub * Wi-Fi *: This holiday home rental outside of Jackson is located on a lake, and has a patio, 1 hot tub and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.