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Top Holiday Rentals in Jackson

Beautiful location in the secluded woods

10.0 out of 10, Exceptional, (42)
"Good location , enjoyed our stay"
The price is £136
includes taxes & fees
14 Aug - 15 Aug
Beautiful location in the secluded woods

New cabin in the woods with private hot tub

10.0 out of 10, Exceptional, (122)
"We absolutely love coming here. This was our 2nd stay and getting ready to book it for the fall again. "
New cabin in the woods with private hot tub

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

10.0 out of 10, Exceptional, (390)
"Gorgeous and comfortable property with front porch and back deck. "
The price is £154
includes taxes & fees
11 Aug - 12 Aug
Rest, Relax and Renew. Our log cabin experience awaits your arrival.

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

10.0 out of 10, Exceptional, (47)
"Had a great stay"
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!

Welcome campers, hikers, fishermen, girls' weekend wine getaways!!

2.0 star property
9.8 out of 10, Exceptional, (18)
"Great place to stay. "
Welcome campers, hikers, fishermen, girls' weekend wine getaways!!

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

10.0 out of 10, Exceptional, (138)
"We found this was at a great location to experience the Shawnee Wine Trail. The cabins are new and clean and were well thought out."
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery

Sunset Ridge - Cabin 4

10.0 out of 10, Exceptional, (7)
Sunset Ridge - Cabin 4

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

9.6 out of 10, Exceptional, (218)
"Nice property and Cabin.Property is amazing and very nice Weather had flash flooding when we stayed, but was still nice see creek running like a small river very nice. Would definitely recommend for couples or even with kids."
Feels like your in a Tree House! On the Wine 🍷Trail! Private Location

On the Shawnee Wine Trail

10.0 out of 10, Exceptional, (217)
"Amazing, surprisingly spacious cabin. The hot tub was great and super relaxing. Everything was phenomenal we had a great time there. "
On the Shawnee Wine Trail

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

9.8 out of 10, Exceptional, (57)
"The cabin was comfortable and a great location for our weekend activities. "
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.

Notting Hill Cottage

9.6 out of 10, Exceptional, (322)
"Perfect getaway for peace and quiet. Beautiful hikes and great for dogs. Hot tub was excellent. "
Notting Hill Cottage

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

9.8 out of 10, Exceptional, (154)
"House was clean and comfortable and fun. Would stay again!"
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen

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

10.0 out of 10, Exceptional, (256)
"Had an amazing stay!"
Cabin in Southern Illinois - Hot Tub - Romantic Getaway -Shawnee National Forest

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

9.8 out of 10, Exceptional, (52)
"Best trip ever, his cabin was the icing on the cake! We will be coming back trying hard to book this exact cabin <3 GREA FREAKIN WEEKEND"
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!

Special Offer for Weekly & Monthly Stays in August & September at "Brickyard"

10.0 out of 10, Exceptional, (21)
"Chip was an excellent host, always available to provide tips about restaurants and answer any questions about the property. Property was in great condition and would not hesitate to recommend."
Special Offer for Weekly & Monthly Stays in August & September at "Brickyard"

Little Blue Cottage on Spanish

8.6 out of 10, Excellent, (43)
"Has everything you need. Comfy and in a great location. "
The price is £78
includes taxes & fees
11 Aug - 12 Aug
Little Blue Cottage on Spanish

Loft Apartment Across From Semo University Houch Field House. Walk To Events

10.0 out of 10, Exceptional, (89)
"Great place to stay if you are visiting SEMO or Cape in general. The owner was nice and flexible, making our stay so much better. I travelled with my 16-month-old, and the whole house felt safe and clean. Narrow stairs can be tough for older folks. But didn't concern us much, even with a baby. The kitchen and bathroom have everything you need. Highly recommended. "
The price is £139
includes taxes & fees
14 Aug - 15 Aug
Loft Apartment Across From Semo University Houch Field House. Walk To Events

Lakeview - Cabin 2

10.0 out of 10, Exceptional, (3)
"We wanted to stay in the middle of the Shawnee Hills Wine Trail, and this was a perfect location. Right on a pond and walking distance to one of the wine tasting rooms, perfect for us. Communication with the owner was fast and friendly. We enjoyed our stay. Definitely recommend this cute, cozy cabin!"
Lakeview - Cabin 2

Cozy cabins on beautiful Horseshoe Lake

9.8 out of 10, Exceptional, (33)
"Its a nice place to stay! "
The price is £100
includes taxes & fees
11 Aug - 12 Aug
Cozy cabins on beautiful Horseshoe Lake

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

10.0 out of 10, Exceptional, (97)
"Perfect location, next to trails, wineries. Quiet, cozy, beds were super comfortable, extremley clean, no complaints at all."
* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *
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

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?

Beautiful location in the secluded woods : This holiday home rental outside of Jackson offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable 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.

How many holiday rentals are there in Jackson?

Choose from 4 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.