Jackson Vacation Rentals

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Vacation Rentals in Jackson

Secluded cabins with fishing pond on the Mississippi River Hills Wine Trail
Exterior
Secluded cabins with fishing pond on the Mississippi River Hills Wine Trail
9.8 out of 10, Exceptional, (16)
"Clean, quiet, and very comfortable, we thoroughly enjoyed the solitude and peaceful location."
Secluded cabins with fishing pond on the Mississippi River Hills Wine Trail
Relax in the country at Countryside Villas! - Villa A
Fridge, microwave, oven, stovetop
Relax in the country at Countryside Villas! - Villa A
10.0 out of 10, Exceptional, (17)
"We had family stay at the villas for our son's graduation weekend. They had nothing but positive reports about their stay. The villas are located right next to the event center where we held the graduation party, so it was perfect!"
The price is CA $178
CA $220 total
includes taxes & fees
Jul 8 - Jul 9
Relax in the country at Countryside Villas! - Villa A
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
Exterior
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
10.0 out of 10, Exceptional, (344)
"The property is very clean,very quiet, and overall a great place to stay! We'll be back!"
The price is CA $160
CA $265 total
includes taxes & fees
Jun 30 - Jul 1
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
New cabin in the woods with private hot tub
Property grounds
New cabin in the woods with private hot tub
10.0 out of 10, Exceptional, (77)
"Cabin was very comfortable for our family, had all amenities we needed. Hot tub was great way to unwind in the evening."
New cabin in the woods with private hot tub
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!
Property grounds
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!
10.0 out of 10, Exceptional, (3)
"The place was great with plenty of space. Communication was easy and check in/check out was super easy."
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!
Rated#1 Big Sky Cabin! 🍷 On the Wine Trail Hot Tub 🔥 FirePit Pool 🎱 Table
Property grounds
Rated#1 Big Sky Cabin! 🍷 On the Wine Trail Hot Tub 🔥 FirePit Pool 🎱 Table
10.0 out of 10, Exceptional, (147)
"We really enjoyed the property & having a fun oasis! The host was very helpful and communicable with my partner & I! Thank you for everything!!"
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! 🔥Hot Tub Private Location
Property grounds
Feels like your in a Tree House!On the Wine 🍷Trail! 🔥Hot Tub Private Location
9.8 out of 10, Exceptional, (196)
"Cute place, love the outdoor views, close to wineries and outdoor activities. Love that so much is close but cabin is quiet!!"
Feels like your in a Tree House!On the Wine 🍷Trail! 🔥Hot Tub Private Location
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
Property grounds
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
10.0 out of 10, Exceptional, (85)
"The cabin was fabulous! It was very clean and cozy!"
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
Minutes from Giant City - SIU - Shawnee Winetrail - Cedar Lake - Shawnee Forest!
Interior
Minutes from Giant City - SIU - Shawnee Winetrail - Cedar Lake - Shawnee Forest!
9.4 out of 10, Exceptional, (20)
"Everything was perfect it was just what i needed and anytime i needed anything steve was ready to help. Very peaceful and quite."
Minutes from Giant City - SIU - Shawnee Winetrail - Cedar Lake - Shawnee Forest!
Minutes to Giant City - SIU - Shawnee Winetrail - Shawnee Forest - Wi-Fi
Exterior
Minutes to Giant City - SIU - Shawnee Winetrail - Shawnee Forest - Wi-Fi
9.6 out of 10, Exceptional, (23)
"We loved this cute, cozy, comfy cabin. Just the right size for a couple - not too big, but not too small either. Very quiet location, wi-fi worked great, comfy bed, water temperature/pressure for the shower was perfect. The entire cabin was very clean. Loved the Americana decor and the small basket of snacks added a nice touch. Looking forward to staying again sometime."
Minutes to Giant City - SIU - Shawnee Winetrail - Shawnee Forest - Wi-Fi
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
Property grounds
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
9.8 out of 10, Exceptional, (127)
"This was a great location for: biking, kayaking and hiking, and wineries. The kitchen very handy for our needs. Lots of space. Hot tub was nice too."
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
Exterior
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
10.0 out of 10, Exceptional, (31)
"I received immediate feedback from the host with all the necessary information. Mr. Young also made it clear he would be available to provide additional assistance if needed. And he was! We were all impressed with the cleanliness of the property and the nice little extra touches like a very well stocked snack basket and excellent coffee. The location is ideal. It is off the beaten track, but with easy access to many choice locations in Southern Illinois. With several cabins close by, it would...
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
Urban Lofts
55-inch Smart TV with digital channels, TV, streaming services
Urban Lofts
3.0 star property
9.0 out of 10, Wonderful, (15)
"Loved the loft, nice decor and very clean. The only negative would be that there was supposed to be a foldout couch and sadly there was not. Two of us slept in a recliner couch, not my best night of sleep. "
The price is CA $200
CA $317 total
includes taxes & fees
Jul 1 - Jul 2
Urban Lofts
Wine Trail, Cozy Cabin plus hot tub
Property grounds
Wine Trail, Cozy Cabin plus hot tub
10.0 out of 10, Exceptional, (72)
"Very clean and comfortable. Close to many wineries. Great sunset view from the hot tub. Quiet setting. Had a nice relaxing weekend. Would book again.❤️"
Wine Trail, Cozy Cabin plus hot tub
Notting Hill Cottage
Exterior
Notting Hill Cottage
9.6 out of 10, Exceptional, (278)
"The place was clean and comfortable and we loved the hot tub. The big fenced backyard was great for our dog! Definitely will come back!"
Notting Hill Cottage
* On the Wine Trail * Hot Tub * Wi-Fi *
TV
* On the Wine Trail * Hot Tub * Wi-Fi *
9.8 out of 10, Exceptional, (204)
"Loved our stay at the Loft! Was so easy to travel the wine trail. The Loft itself was perfect for us. We were looking for a weekend of R & R, this was the perfect spot! Hot tub was a perfect spot to relax before hitting the wine trail and then a perfect spot to relax after a busy day to relax with a nice bottle from the wine trail. We will definitely be back!"
* On the Wine Trail * Hot Tub * Wi-Fi *
On the Shawnee Wine Trail
On the Shawnee Wine Trail
10.0 out of 10, Exceptional, (174)
"Came to see our daughter graduate college, left with some amazing memories. Cabin was beautiful and secluded. Felt like an oasis."
On the Shawnee Wine Trail
Cozy cabins on beautiful Horseshoe Lake
Interior
Cozy cabins on beautiful Horseshoe Lake
9.8 out of 10, Exceptional, (20)
"Come prepared. This is a very remote place saved for nature. The cabin is a duplex and the description is misleading. I reserved the non refundable unit before noticing it was a duplex. Both units are listed with a four-person capacity when it's really only for two each. The porch and parking is also shared. The air conditioner/heater is very loud, so it helps to drown out the sound of the neighbors. I had a whole family staying next to me, and they had a "special" adult child who came in and...
The price is CA $157
CA $184 total
includes taxes & fees
Jul 2 - Jul 3
Cozy cabins on beautiful Horseshoe Lake
AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!
Exterior
AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!
9.8 out of 10, Exceptional, (136)
"Great location right off interstate 57. Very nice rooms"
AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!
Little Blue Cottage on Spanish
Private kitchen
Little Blue Cottage on Spanish
8.8 out of 10, Excellent, (32)
"We stayed here to visit our two children going to SEMO. Everything about the place was perfect for a couple. The place was cute and the location was perfect"
The price is CA $123
CA $151 total
includes taxes & fees
Jul 1 - Jul 2
Little Blue Cottage on Spanish
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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.

Other types of properties in Jackson you may be interested in

La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau
Property amenity
La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau
2.5 star property
9.0 out of 10, Wonderful, (397)
"Very clean property well taken care of. Easy in easy out. Very nice place to stay. Rooms were very large. "
The price is CA $116
CA $126 total
includes taxes & fees
Jun 30 - Jul 1
La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau
Town House Inn
Economy Single Room, 1 Queen Bed, Kitchenette
Town House Inn
2.5 star property
8.0 out of 10, Very good, (309)
"Always great"
The price is CA $72
CA $78 total
includes taxes & fees
Jul 28 - Jul 29
Town House Inn
Comfort Suites Jackson-Cape Girardeau
Lobby
Comfort Suites Jackson-Cape Girardeau
2.5 star property
8.2 out of 10, Very good, (646)
"Enjoyed pool and exercise room,room was comfortable and clean"
The price is CA $134
CA $145 total
includes taxes & fees
Jun 30 - Jul 1
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.

Everything you need to know about Jackson vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jackson vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jackson vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jackson vacation rentals we have selected for you start as low as CA $123 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 vacation 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 vacation.

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 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?

Notting Hill Cottage: This vacation home rental near Jackson offers a patio, a private yard, and a barbecue grill 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 vacation with amenities like a spa tub.

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?

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

Recent reviews of Jackson properties
Expedia verified reviews

Holiday Inn Express Hotel & Suites Cape Girardeau I-55, an IHG Hotel

Holiday Inn Express Hotel & Suites Cape Girardeau I-55, an IHG Hotel

5/5 Excellent
"Breakfast was hot and actually good. The staff friendly and kept things cleaned. Only complaint was our bath tub had a good size stain. Assumed it was one that doesn’t come up if so needs to be replaced. "
A verified traveller stayed at Holiday Inn Express Hotel & Suites Cape Girardeau I-55, an IHG Hotel
Posted 4 hours ago
Holiday Inn Express Hotel & Suites Cape Girardeau I-55, an IHG Hotel