Jackson Holiday Rentals

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Holiday Rentals in Jackson

Relax in the country at Countryside Villas! - Villa A

10.0 out of 10, Exceptional, (25)
"Lovely property with tons of space in a beautiful setting."
The price is AU$291
includes taxes & fees
17 Feb - 18 Feb
Relax in the country at Countryside Villas! - Villa A

Cozy & Comfortable 1 Bedroom Suite

8.0 out of 10, Very good, (5)
"We enjoyed our stay! Bedroom suite was located in nice quiet neighborhood, very clean and just as described online and so cute! "
Cozy & Comfortable 1 Bedroom Suite

Coastal Comfort at The Salty Nest: Pet-Friendly with King Bed & Fast WiFi!

Coastal Comfort at The Salty Nest: Pet-Friendly with King Bed & Fast WiFi!

Charming 2-bedroom house in delightful Jackson with AC, WiFi

10.0 out of 10, Exceptional, (1)
"We had a great stay. Super Clean. Thank you"
Charming 2-bedroom house in delightful Jackson with AC, WiFi

New cabin in the woods with private hot tub

10.0 out of 10, Exceptional, (104)
"Perfect property for a couples getaway. The kitchen had everything we needed. The beds were soft and clean. Very centrally located to get to the different wineries. Loved the hot tub!! I would stay here again."
New cabin in the woods with private hot tub

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

9.8 out of 10, Exceptional, (45)
"It was a great stay! As advertised. Comfortable and homey. "
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.

Notting Hill Cottage

9.6 out of 10, Exceptional, (301)
"Great repeat stay for us at this property. Secluded, quiet location with a number of close outdoor activities and wineries. Communication with owners is easy and helpful. We'll stay here again for sure. "
Notting Hill Cottage

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

10.0 out of 10, Exceptional, (247)
"My wife and I chose Doc’s Lakeside Cabin for a weekend away. We arrived at the Cabin during heavy snowfall, and found the property owners quick to plough, salt and maintain the property so that we could come and go freely. The place far exceeded expectations, and is a truly beautiful, serene and tranquil place that is perfect for relaxation. It was so pretty with all of the snow, and made for perfect hot tub weather. The surrounding area has everything needed for a perfect adult getaway, with...
Cabin in Southern Illinois - Hot Tub - Romantic Getaway -Shawnee National Forest

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

10.0 out of 10, Exceptional, (371)
"Was a wonderful little log cabin, which is just what we wanted. Was quiet, peaceful and just far enough away from everything. Thank you! "
The price is AU$309
includes taxes & fees
20 Feb - 21 Feb
Rest, Relax and Renew. Our log cabin experience awaits your arrival.

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

9.8 out of 10, Exceptional, (217)
"Had the best stay and enjoyed everything! We had everything in the kitchen that we needed and the hot tub was perfect "
* On the Wine Trail * Hot Tub * Wi-Fi *

Brick Estate with pool in Quiet Carbondale Neighborhood

9.4 out of 10, Exceptional, (84)
"We enjoyed our stay here very much. The home is large yet cozy and located in a lovely quiet neighborhood. Perfect for visiting local family and friends!"
Brick Estate with pool in Quiet Carbondale Neighborhood

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

10.0 out of 10, Exceptional, (114)
"This was our second time staying here & I cannot recommend it enough! The cabin is very well kept & clean. We will definitely be back again! "
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery

* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *

10.0 out of 10, Exceptional, (86)
"Centrally located to all the wineries. "
* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *

Quaint, Beautiful Home next to SEMO and Hospital

9.8 out of 10, Exceptional, (31)
"It was a very cute and cozy homey feeling house. We really enjoyed the stay. "
Quaint, Beautiful Home next to SEMO and Hospital

Wine Trail, Cozy Cabin plus hot tub

10.0 out of 10, Exceptional, (85)
"The home was exactly as described. We really enjoyed the hot tub and the bed was comfortable. The property was very clean. Thank you for everything. We will rent the property again. "
Wine Trail, Cozy Cabin plus hot tub

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

10.0 out of 10, Exceptional, (27)
"Cozy place perfect for a getaway weekend "
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!

The Rested Duck Mallard Room

9.0 out of 10, Wonderful, (20)
"Excellent "
The price is AU$228
includes taxes & fees
17 Feb - 18 Feb
The Rested Duck Mallard Room

"Brickyard" Remodeled 1920's Dutch Colonial Revival in Downtown Cape Girardeau

10.0 out of 10, Exceptional, (13)
"Chip was fantastic and went above and beyond to get us acquainted with the property! Fantastic weekend in a beautiful home with family and friends!"
"Brickyard" Remodeled 1920's Dutch Colonial Revival in Downtown Cape Girardeau

Rated#1 Big Sky Cabin! 🍷 On the Wine Trail Hot Tub 🔥 FirePit Pool 🎱 Table

9.8 out of 10, Exceptional, (159)
"We had a great weekend at Big Sky Cabin! It was very clean and a wonderful setup for reconnecting with friends. Very easy communication with the owner. We would stay here again!"
Rated#1 Big Sky Cabin! 🍷 On the Wine Trail Hot Tub 🔥 FirePit Pool 🎱 Table

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

9.8 out of 10, Exceptional, (210)
"Host was very understanding and helpful with the stay and any questions "
Feels like your in a Tree House! On the Wine 🍷Trail! Private Location
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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Other types of properties in Jackson you may be interested in

La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau

2.5 star property
9.0 out of 10, Wonderful, (506)
"Friendly staff and clean. No noise room comfortable."
The price is AU$139
includes taxes & fees
2 Mar - 3 Mar
La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau

Drury Inn & Suites Jackson MO

3.0 star property
9.6 out of 10, Exceptional, (1003)
"Nice place. Very friendly staff. Will stay there again!"
The price is AU$150
includes taxes & fees
20 Feb - 21 Feb
Drury Inn & Suites Jackson MO

Town House Inn

2.5 star property
7.8 out of 10, Good, (378)
"This is a very basic hotel....no frills, as expected with a pretty low cost. It was clean and easy to reach off of I-55. Thus, it met our needs for one night while traveling and passing through the area."
The price is AU$97
includes taxes & fees
17 Feb - 18 Feb
Town House Inn
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.

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?

Notting Hill Cottage: This holiday home rental outside of Jackson offers a patio, a private garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Jackson?

Choose from 3 Expedia holiday rentals in Jackson for a memorable holiday.

What’s there to see and do in Jackson?

Trail of Tears State Park and Mississippi River are a couple of lovely local spots to get outside and enjoy nature. Steele Crest Winery and Litz Park 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.