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Compare Vacation Homes in Jackson with updated reviews, rates, and availability.

Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
9.8 out of 10, Exceptional, 127 reviews
"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
* On the Wine Trail * Hot Tub * Wi-Fi *
9.8 out of 10, Exceptional, 204 reviews
"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 *
Country, hideaway cabin close to town, 15 minutes from wineries
10.0 out of 10, Exceptional, 4 reviews
"Property was great!"
Country, hideaway cabin close to town, 15 minutes from wineries
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Beautiful location in the secluded woods
9.4 out of 10, Exceptional, 3 reviews
"There wasn't any frying pans :("
The price is $105
$175 total
includes taxes & fees
Jun 23 - Jun 24
Beautiful location in the secluded woods
Serenity South -- Gardens, River-Views, and Refreshing Space
10.0 out of 10, Exceptional, 115 reviews
"Nice comfortable accomodations very clean. The kitchen had everything you needed. Easy area to get around the Saturday Farmers market down the street was nice"
The price is $150
$244 total
includes taxes & fees
Jun 21 - Jun 22
Serenity South -- Gardens, River-Views, and Refreshing Space
Peaceful Custom Carbondale Home w/ Pool, Near SIU!
9.2 out of 10, Wonderful, 54 reviews
"Stayed with a group of friends for a wedding nearby. Property was clean and accurate to the online listing. Wish the weather would have been nice enough to use the pool space! Check in and out were smooth processes and communication with the property manager was super easy. Would recommend."
Peaceful Custom Carbondale Home w/ Pool, Near SIU!
Wine Trail, Cozy Cabin plus hot tub
10.0 out of 10, Exceptional, 72 reviews
"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
Charming 2-Story- C.1847 - River Views - Fast Wifi
9.8 out of 10, Exceptional, 11 reviews
"We had a delightful stay in this charming house. It was roomy and had most everything we needed for a comfortable stay. It was fun to have a view of the Mississippi."
Charming 2-Story- C.1847 - River Views - Fast Wifi
Notting Hill Cottage
9.6 out of 10, Exceptional, 277 reviews
"Excellent location for hiking, exploring the wineries, or just getting away. The hot tub after a long day of hiking in the Shawnee was definitely a plus."
Notting Hill Cottage
Little Blue Cottage on Spanish
8.8 out of 10, Excellent, 32 reviews
"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 $90
$90 total
includes taxes & fees
Jun 24 - Jun 25
Little Blue Cottage on Spanish
Hot Tub Overlooking Sunset Ridge | Sleeps 6
10.0 out of 10, Exceptional, 7 reviews
"We ladies had a great couple of days in wine country. It was so nice for all four of us to have our own bed. The house is roomy and was very clean with all the amenities needed. We would recommend it! Be aware, it is closer to the road than we expected, but there was no traffic noise. Also, there are no shades on the main floor windows. Nice location. Close to the wine trail and Carbondale, even a Dollar General. Great stay!"
The price is $302
$377 total
includes taxes & fees
Jul 1 - Jul 2
Hot Tub Overlooking Sunset Ridge | Sleeps 6
On the Wine Trail - Daily Deer Viewing - Wonderful Views - Wi-fi - Rural
10.0 out of 10, Exceptional, 106 reviews
"Very clean and comfortable"
On the Wine Trail - Daily Deer Viewing - Wonderful Views - Wi-fi - Rural
* New Hot Tub * Best Location on the Wine Trail! *
10.0 out of 10, Exceptional, 5 reviews
"I traveled with 7 other women and we stayed at this wonderful location. The house is split into two separate living quarters (there is no adjoining door). Both units were incredibly cute and comfortable. This is the perfect location for the wine trail. It sits across from a bourbon bar and a couple of the girls walked across both nights we stayed. The Quetil Trailhead is a wonderful walking trail that is situated close to this location. We enjoyed the trail both mornings for our early activity....
* New Hot Tub * Best Location on the Wine Trail! *
Creekside Valley: secluded, spacious home for 8!
9.6 out of 10, Exceptional, 17 reviews
"The property was nice. We had no issues at all. The property manager was very accommodating and communicated with us promptly. Definitely a great place to stay if you like the feeling of being at a clubhouse. The cabin itself was nice. It could use a few updates. The front porch and back deck was a little rough looking, but the inside was nice and clean. The one bedroom is huge. You could fit a few full size air-mattresses on there along with the bed, and the bathroom attached is also huge....
Creekside Valley: secluded, spacious home for 8!
Quaint, Beautiful Home next to SEMO and Hospital
9.8 out of 10, Exceptional, 19 reviews
"Clean, quiet and close to what we needed. Great overall experience"
Quaint, Beautiful Home next to SEMO and Hospital
StarView Vineyards Winery Retreat
10.0 out of 10, Exceptional, 29 reviews
"This was a return trip for friends of 40+ years. Everything was the exact same: bright, clean, and airy. The kitchen has anything you could need to cook a meal (we made two dinners, the second bbq-ing steaks on the grill). The bathrooms are well-stocked and clean. We love this place. So serene. Hope to return in one year, God willing."
StarView Vineyards Winery Retreat
Serene Private Retreat Close to Shawnee National Forest
The price is $190
$449 total
includes taxes & fees
Jun 26 - Jun 27
Serene Private Retreat Close to Shawnee National Forest
Brick Estate with pool in Quiet Carbondale Neighborhood
9.4 out of 10, Exceptional, 73 reviews
"This was our second time staying here. The property is exactly as advertised and the perfect get away for a family that included 3 generations. The house was big enough that everyone had their space if needed and we loved sitting out by the pool. Also the ping pong table was a hit for us."
Brick Estate with pool in Quiet Carbondale Neighborhood
Beautiful Cabin Retreat
8.2 out of 10, Very Good, 39 reviews
"Host had the cabin very clean. New leather couch & recliner. Mattress was extremely comfortable. Washer & Dryer were excellent. Another Rental house near, long-term renters were very quiet. Internet not very good in the Illinois woods. Closed cabin has a musty smell from humidity in the woods. Host had an automatic air freshener going to help with air quality."
The price is $120
$194 total
includes taxes & fees
Jun 20 - Jun 21
Beautiful Cabin Retreat
Southern Charm in the Heart of the Midwest!
10.0 out of 10, Exceptional, 6 reviews
"I cannot say enough how wonderful our stay was at Oak Manor. We stayed here for our daughter’s law school graduation and we had 15 family and friends join us. The house was exceptional. So clean and comfortable. We cooked all of our meals together and grilled out on the terrace. The property grounds are wonderful and we spent many hours on the terrace enjoying the views and comfy patio furniture. I loved having my morning coffee on the front porch swing listening to the birds sing. Betsy the...
Southern Charm in the Heart of the Midwest!
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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 property types in Jackson

Secluded cabins with fishing pond on the Mississippi River Hills Wine Trail
9.8 out of 10, Exceptional, 16 reviews
"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
10.0 out of 10, Exceptional, 17 reviews
"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 $130
$161 total
includes taxes & fees
Jun 20 - Jun 21
Relax in the country at Countryside Villas! - Villa A
New cabin in the woods with private hot tub
10.0 out of 10, Exceptional, 77 reviews
"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
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.

Jackson Vacation Homes information

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