Jackson Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Jackson

Fridge, microwave, oven, stovetop
Relax in the country at Countryside Villas! - Villa A
10.0 out of 10, Exceptional, (16)
"This was just what we needed for the occasion. Girls trip so 2 bathrooms a must! Met owner, very pleasant! Would definitely stay here again."
The price is $130
$161 total
includes taxes & fees
May 23 - May 24
Relax in the country at Countryside Villas! - Villa A
Property grounds
New cabin in the woods with private hot tub
10.0 out of 10, Exceptional, (72)
"Loved the location deep in the woods. Accommodations were perfectly clean and orderly. Hot tub was large and worked splendidly. Thanks"
New cabin in the woods with private hot tub
Property grounds
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
10.0 out of 10, Exceptional, (81)
"We absolutely adored our precious cabin! Ver clean. Outdoor amenities were awesome! Nice fire pit and clean hot tub!"
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Exterior
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
10.0 out of 10, Exceptional, (336)
"Very please and enjoyed our stay. I highly recommend the place. I will make a suggestion for the cleaner. My wife has a skin sensitivity and we have come accustom to using only soaps that have no smell. The bed linens and bath towels were washed with a scented detergent and for us was a bit too much. Other than that a great experience. Thank you for making a great place to get away."
The price is $117
$195 total
includes taxes & fees
May 29 - May 30
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
Exterior
Exquisite views of Shawnee National Forest seen from a private, covered hot tub.
10.0 out of 10, Exceptional, (17)
"What a perfect location for a weekend getaway! Breathtaking views that were perfect for sitting with a cup of coffee and a good book. Property was clean, beautifully decorated, and had everything we needed for the weekend. Highly recommend!"
Exquisite views of Shawnee National Forest seen from a private, covered hot tub.
Property grounds
Rated#1 Big Sky Cabin! 🍷 On the Wine Trail Hot Tub 🔥 FirePit Pool 🎱 Table
10.0 out of 10, Exceptional, (146)
"Our stay was great! Can't say enough about the cabin or the owner's responsiveness and care. I highly recommend!"
Rated#1 Big Sky Cabin! 🍷 On the Wine Trail Hot Tub 🔥 FirePit Pool 🎱 Table
On the Shawnee Wine Trail
10.0 out of 10, Exceptional, (173)
"The cabin was very clean and well kept. The kitchen was stocked with everything we needed to make meals while staying there. This cabin is located by itself in a wooded area. Very private, relaxing getaway. Highly recommend staying here if in the area."
On the Shawnee Wine Trail
Fridge, microwave, oven, stovetop
Serenity South -- Gardens, River-Views, and Refreshing Space
10.0 out of 10, Exceptional, (114)
"The place was perfect for our stay and was close to the farmers market and downtown shops. Highly recommend for location!"
The price is $150
$245 total
includes taxes & fees
May 23 - May 24
Serenity South -- Gardens, River-Views, and Refreshing Space
Exterior
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
10.0 out of 10, Exceptional, (30)
"It was close to many state parks and very close to Carbondale. Very quiet "
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
Interior
Our 2nd Luxury Cabin shares Native American Charm & Contemporary Comfort
10.0 out of 10, Exceptional, (76)
"We had a great time at the cabin. It’s comfortable, clean and had everything we needed. Thank you!"
Our 2nd Luxury Cabin shares Native American Charm & Contemporary Comfort
Exterior
* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *
10.0 out of 10, Exceptional, (80)
"Very quite and peaceful Exactly what I wanted!"
* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *
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
Exterior
Charming cottage overlooking Lake Acre
10.0 out of 10, Exceptional, (84)
"What a cute property that is nicely furnished and very comfortable. Suzie was a great host and we’d definitely book this place again."
The price is $150
$256 total
includes taxes & fees
May 29 - May 30
Charming cottage overlooking Lake Acre
Exterior
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
10.0 out of 10, Exceptional, (35)
"Had a wonderful stay at Cabin #1. Well supplied and comfortable. Great location. Perfect for our quick weekend in Southern Illinois."
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
Fridge, microwave, oven, stovetop
Luxury Log Cabin near SIU, Giant City, & Wineries
10.0 out of 10, Exceptional, (15)
"We "stayed in" for a low key "relax and refresh retreat" with family, and enjoyed the living room with fireplace and porches. Communication was superb. Location is easy to get to with a rural feel and city amenities within easy reach. The family agreed we would love to return."
Luxury Log Cabin near SIU, Giant City, & Wineries
Aerial view
Loft Apartment Across From Semo University Houch Field House. Walk To Events
10.0 out of 10, Exceptional, (71)
"Love this place so comfortable and great location."
The price is $150
$182 total
includes taxes & fees
May 24 - May 25
Loft Apartment Across From Semo University Houch Field House. Walk To Events
Property grounds
Relaxing Unique Cave Creek Cabin 2 in Shawnee near Alto Pass and Bald Knob Cross
10.0 out of 10, Exceptional, (43)
"Roger and Shirley are the best. They are so accommodating, the property is always superb. Can’t wait to stay here again."
Relaxing Unique Cave Creek Cabin 2 in Shawnee near Alto Pass and Bald Knob Cross
Exterior
Secluded cabins with fishing pond on the Mississippi River Hills Wine Trail
9.8 out of 10, Exceptional, (15)
"Husband I had a great stay at this cabin. Big fish in the ponds. We returned for them to get bigger yet. Cheryl checked on us and was great with communications. Would highly recommend."
Secluded cabins with fishing pond on the Mississippi River Hills Wine Trail
Exterior
Artistic and Creative Vibe with Indoor Swing 2 Blocks to Downtown & near SEMO
9.8 out of 10, Exceptional, (17)
"Town was cute and ecclectic, stay at VRBO gave the same vibes. Very clean and fun. We only stayed for 1 night but would love to come back- stopped by Annie Laurie’s, Indie House, Kenny’s Flippin Burgers, Ebb and Flow brewery and Broadway Bistro/vintage store. We recommend all of them!"
The price is $91
$148 total
includes taxes & fees
May 26 - May 27
Artistic and Creative Vibe with Indoor Swing 2 Blocks to Downtown & near SEMO
Property grounds
Feels like your in a Tree House!On the Wine 🍷Trail! Fire🔥Pit Private Location
9.8 out of 10, Exceptional, (193)
"I loved being away from the hustle and bustle of the city. The home is cozy but the water pressure for showers was almost non existent. It would be nice to have better internet for rainy days. But overall nice stay and beautiful home and outdoor space."
Feels like your in a Tree House!On the Wine 🍷Trail! Fire🔥Pit Private Location
Don't see what you're looking for?
See all available properties in Jackson
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

Lobby
Drury Inn & Suites Jackson MO
3.0 star property
9.6 out of 10, Exceptional, (960)
"Safety is everything to me when traveling with my family and I felt just that, safe."
The price is $108
$114 total
includes taxes & fees
May 27 - May 28
Drury Inn & Suites Jackson MO
Property amenity
La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau
2.5 star property
9.0 out of 10, Wonderful, (374)
"A nice, clean , quiet property. Very good buy"
The price is $84
$91 total
includes taxes & fees
Jun 2 - Jun 3
La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau
Lobby
Comfort Suites Jackson-Cape Girardeau
2.5 star property
8.2 out of 10, Very Good, (640)
"Clean comfortable room"
The price is $97
$105 total
includes taxes & fees
May 23 - May 24
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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Jackson in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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

Hotel 7 Inn Anna

Hotel 7 Inn Anna

5/5 Excellent
"It was nice and I liked the jacuzzi in the room. "
A verified traveler stayed at Hotel 7 Inn Anna
Posted 1 day ago
Hotel 7 Inn Anna