Jackson Vacation Rentals

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Vacation Rentals in Jackson

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

10.0 out of 10, Exceptional, (3)
"We had 4 of us for a 2 night stay. The property is clean, everything looked fresh and welcoming. The house is located about a mile off of hwy 61, so is close to fuel, restaurants, etc. We enjoyed the quiet surroundings."
Charming 2-bedroom house in delightful Jackson with AC, WiFi

Relax in the country at Countryside Villas! - Villa A

10.0 out of 10, Exceptional, (25)
"Great place to stay, felt like home away from home. "
The price is CA $200
CA $246 total
includes taxes & fees
Apr 9 - Apr 10
Relax in the country at Countryside Villas! - Villa A

Beautiful location in the secluded woods

9.8 out of 10, Exceptional, (24)
"If you’re looking for a comfortable, relaxing place to stay, look no further! This cute home located right next to Shawnee National Forest was the perfect weekend getaway for us and our dogs. The house is back in the woods with over 8 acres to explore. And the stars at night were incredible! Everything was very clean and our host provided bottled water and had all the makings for coffee. Will definitely stay here again next time we visit!"
Beautiful location in the secluded woods

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

10.0 out of 10, Exceptional, (118)
"Had a nice stay in a cute little cabin in the woods. Only downside I would say is the location, it’s literally a cabin in the woods. Not saying that’s a bad thing, at certain times of the year you may need a 4x4 vehicle to get in and out. We had a little Prius and the roads were a little muddy. Otherwise nothing but great things to say, would return in the future.. would highly recommend the giant state park restaurant, get the chicken!!! Also the iron whisk for a nice breakfast spot. "
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery

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

10.0 out of 10, Exceptional, (375)
"Everything was perfect,it was a very comfy and cozy cabin,we really enjoyed our getaway here."
The price is CA $167
CA $295 total
includes taxes & fees
Apr 3 - Apr 4
Rest, Relax and Renew. Our log cabin experience awaits your arrival.

New cabin in the woods with private hot tub

10.0 out of 10, Exceptional, (105)
"The property was very nice and well kept. The only issue is there was no closet or dresser for your clothes. Wouldn’t have been as bad if there were luggage racks. "
New cabin in the woods with private hot tub

Notting Hill Cottage

9.6 out of 10, Exceptional, (304)
"Fantastic little cabin, perfect location for wineries and outdoor activities. If you've never been to the area you are missing out. Everything is exactly as described and our stay was excellent. It was great to find a pet friendly location, the fenced in back yard is an amazing feature for dog owners. We will definitely come back."
Notting Hill Cottage

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

9.8 out of 10, Exceptional, (212)
"We had a great stay at the cabin! We didn't get their until late on a Fri, but Brian let us stay as late we we wanted to checkout on Sunday which was great. The hot tub water had just been changed, so the was only 56 degrees when we got there. However, he gave us a reimbursement for the inconvenience and were able to get in late the following day. The water pressure was only a trickle, and 1 shower never got warm. Otherwise the cabin had mostly everything we needed. Would be good to have a...
Feels like your in a Tree House! On the Wine 🍷Trail! Private Location

On the Shawnee Wine Trail

10.0 out of 10, Exceptional, (204)
"Well constructed, clean, secluded, super cool lil cabin! Hot tub was great, grill worked, fireplace heated the joint up! Absolutely loved it here, will be visiting again!!"
On the Shawnee Wine Trail

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

9.8 out of 10, Exceptional, (221)
"Property manager was very communicative when we had something come up last minute. Excellent customer service! Property was very clean, and well decorated. Several locations for food are very close, at least 1-2 in walking distance with good food. "
* On the Wine Trail * Hot Tub * Wi-Fi *

Luxury Log Cabin near SIU, Giant City, & Wineries

10.0 out of 10, Exceptional, (28)
"This is such a beautiful cabin located in a gorgeous setting. Front and back decks allowed us to enjoy stunning sunrises and sunsets. "
The price is CA $527
CA $651 total
includes taxes & fees
Apr 22 - Apr 23
Luxury Log Cabin near SIU, Giant City, & Wineries

Wine Trail, Cozy Cabin plus hot tub

10.0 out of 10, Exceptional, (87)
"Wonderful! Hope to return sometime in the near future, The yard was so nice for our dogs, Beau and Gracie had so much fun playing ball! Thank you so much for making it pet friendly, we don’t travel without them. All the comforts of home, plus the hot tub!"
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, (30)
"Very cozy, comfortable beds, great hot tub, easy to get to several wineries from here.There were 5 adult women & I don't think you would want anymore people than that since the living room area is pretty small. Hot tub & back deck with the fire pit & couches was great. Bring eye mask if you like to sleep in because rooms do get sunny. Pictures make it look like it is secluded but there are other cabins next door & it is at the front of a golf course. "
The price is CA $574
CA $715 total
includes taxes & fees
Apr 19 - Apr 20
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!

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

10.0 out of 10, Exceptional, (251)
"My wife and I had an amazing time exploring the surrounding area on our weekend getaway. Hiking and wineries and relaxing in the hot tub was exactly what we wanted. There’s so much to explore and we’ve just scratched the surface. We hope to make it back for another adventure soon. "
Cabin in Southern Illinois - Hot Tub - Romantic Getaway -Shawnee National Forest

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

9.6 out of 10, Exceptional, (31)
"Second time at this cabin and stay was great. Steve is excellent to communicate with and provides a comfortable home to enjoy our visit. We will be back again. "
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.

3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

8.8 out of 10, Excellent, (27)
"Amazing property that we simply didn't stay long enough to enjoy in its completeness. Billiards and Putt-Putt on entry, so attractive that we started playing before we even unpacked! I'm very artsy interior, and lots of room and outdoor fire pit, multiple decks, and an in-ground pool. The home is even on the grounds, an event venue. Probably a wonderful combination for them! Would enjoy returning, but for a longer stay will you could enjoy all with the property had to offer! Highly recommend it"
The price is CA $215
CA $334 total
includes taxes & fees
Apr 9 - Apr 10
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

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

10.0 out of 10, Exceptional, (42)
"Nice little cabin conveniently located near Carbondale. Also close to Giant City National Park and lodge as well as many of the wineries in the area. Cabin was very clean and near perfect size for a couple or small family. Just was easy to communicate with and had no problem dealing with him."
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!

Rated#1 Big Sky Cabin! Hot Tub! On the Wine Trail Fire Pit Pool Table

9.8 out of 10, Exceptional, (160)
"This was our second time visiting this property. The seclusion and nature is what sold this property to me. It was nice to spend quality family time relaxing, playing lots of pool, cooking and some hot tub time. We will definitely be back!!!"
Rated#1 Big Sky Cabin! Hot Tub! On the Wine Trail Fire Pit Pool Table

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

10.0 out of 10, Exceptional, (88)
"Girls trip "
* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *

Contemporary Glamping with Native American Appeal

9.8 out of 10, Exceptional, (146)
"The cabin was cozy, nicely appointed, and very close to the hiking trails that we were interested in. The beds were comfy, the linens in bed and bath were high quality. The hot tub was awesome!"
The price is CA $250
CA $444 total
includes taxes & fees
Apr 2 - Apr 3
Contemporary Glamping with Native American Appeal
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

3.0 star property
9.0 out of 10, Wonderful, (518)
"Quiet, clean, cozy, reasonably priced!"
The price is CA $119
CA $128 total
includes taxes & fees
Apr 2 - Apr 3
La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau

Drury Inn & Suites Jackson MO

3.0 star property
9.6 out of 10, Exceptional, (1054)
"Ive stayed here before and the quality only improves!"
The price is CA $130
CA $137 total
includes taxes & fees
Apr 6 - Apr 7
Drury Inn & Suites Jackson MO

Comfort Suites Jackson-Cape Girardeau

2.5 star property
8.2 out of 10, Very good, (692)
"Room looked great when we got there. There was a few things that needed attention. I left them a note."
The price is CA $121
CA $131 total
includes taxes & fees
Apr 2 - Apr 3
Comfort Suites Jackson-Cape Girardeau
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 vacation rentals in Jackson?

Yes, we have vacation rentals near popular points of interest in Jackson, or you can go with a more secluded option if you want a relaxing place to stay. Our travelers 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 vacation rentals in Jackson?

Beautiful location in the secluded woods : This vacation home rental near Jackson offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Jackson?

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

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 Steele Crest Winery are other places to visit while you're in town.

What’s a vacation rental in Jackson like?

Vacation rentals are private properties where you can stay for a long or short time in Jackson. Vacation rentals feature extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a small group gathering.