Jackson Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday 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 HK$1,172
HK$1,428 total
includes taxes & fees
7 May - 8 May
Relax in the country at Countryside Villas! - Villa A
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
Property grounds
New cabin in the woods with private hot tub
10.0 out of 10, Exceptional, (71)
"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
Save an average of 15% on thousands of hotels when you're signed in
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 HK$914
HK$1,533 total
includes taxes & fees
7 May - 8 May
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
Outdoor dining
Feels like your in a Tree House!On the Wine 🍷Trail! Fire🔥Pit Private Location
9.8 out of 10, Exceptional, (193)
"This is a beautiful piece of property with a very basic cabin. The owner was attentive and checked in on us. Overall our stay was nice and comfortable. The bed was comfortable which is a big plus. We enjoyed our time here. The only complaint I would have is a lack of water pressure. The cabin could use a water pressure tank. That would have made a huge difference. All in all, a pretty nice VRBO property."
Feels like your in a Tree House!On the Wine 🍷Trail! Fire🔥Pit Private Location
Exterior
Notting Hill Cottage
9.6 out of 10, Exceptional, (276)
"We enjoyed the quiet rural location. It was close to great hiking trails, wildlife areas, and wineries. The hot tub was heavenly after a full day of hiking."
Notting Hill Cottage
Property grounds
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
10.0 out of 10, Exceptional, (81)
"The cabin was cute and cozy and exactly what we were looking for. The cabin was in excellent condition and is surrounded by woods and pastures. We enjoyed the hot tub, local wineries and hiking nearby trails. It was a relaxing and peaceful setting and we enjoyed watching deer, raccoons and squirrels from the back porch. When we visit the area again, we will definitely stay in this cabin."
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
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
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
10.0 out of 10, Exceptional, (29)
"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!
Fridge, microwave, oven, stovetop
Serenity South -- Gardens, River-Views, and Refreshing Space
10.0 out of 10, Exceptional, (113)
"Lovely house, well maintained and stocked. Nice bed linens and towels. Lots of thoughtful features like a coffee and tea station upstairs with the bedrooms. The host even left fresh cookies for us in the kitchen. Beautiful gardens with cut flowers. Fantastic location just blocks from shopping, restaurants and bars. Highly recommend."
The price is HK$1,172
HK$1,890 total
includes taxes & fees
12 May - 13 May
Serenity South -- Gardens, River-Views, and Refreshing Space
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.
Exterior
AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!
9.6 out of 10, Exceptional, (134)
"The hosts were great to work with and property was exactly as advertised. Thank you for a great weekend. We were close to all our favorite wineries and able to get to our SIU graduation with ease."
AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!
Exterior
Winetrail Cabin - Giant City SP, SIU, Cedar Lake, & Shawnee Forest minutes away!
9.8 out of 10, Exceptional, (29)
"We had a great time."
Winetrail Cabin - Giant City SP, SIU, Cedar Lake, & Shawnee Forest minutes away!
On the Shawnee Wine Trail
10.0 out of 10, Exceptional, (172)
"We thoroughly enjoyed our weekend in the cabin! It was clean and comfortable with everything you could need. Lots of towels, stocked coffee bar, and tvs in each room. It felt very secluded. We would love to return in the summer as it was too cold to spend much time outside!"
On the Shawnee Wine Trail
Aerial view
Loft Apartment Across From Semo University Houch Field House. Walk To Events
10.0 out of 10, Exceptional, (69)
"Enjoyed this property very much. Great location. Very clean."
The price is HK$1,172
HK$1,430 total
includes taxes & fees
23 May - 24 May
Loft Apartment Across From Semo University Houch Field House. Walk To Events
Exterior
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
9.6 out of 10, Exceptional, (16)
"It was a nice, beautiful area on a golf course and lake. It was convenient to Giant City Park and access to Carbondale's many restaurant options. Parking at our cabin was a little tight with a small area for three cabin renters to share"
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
Exterior
Exquisite views of Shawnee National Forest seen from a private, covered hot tub.
10.0 out of 10, Exceptional, (16)
"Loved the view and the location was perfect!"
Exquisite views of Shawnee National Forest seen from a private, covered hot tub.
Property grounds
Rated#1 Big Sky Cabin! 🍷 Wine Trail Hot Tub 🔥 FirePit Pool 🎱 Table Large Deck
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! 🍷 Wine Trail Hot Tub 🔥 FirePit Pool 🎱 Table Large Deck
Exterior
Charming cottage overlooking Lake Acre
10.0 out of 10, Exceptional, (83)
"The setting is nice no close neighbors very peaceful "
The price is HK$1,172
HK$1,977 total
includes taxes & fees
9 May - 10 May
Charming cottage overlooking Lake Acre
TV
* On the Wine Trail * Hot Tub * Wi-Fi *
9.8 out of 10, Exceptional, (203)
"This lovely little place was perfect for my two college-aged children and me to decompress, hike, soak, eat and laugh. Great experience!"
* On the Wine Trail * Hot Tub * Wi-Fi *
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

Property amenity
La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau
2.5 star property
9.0 out of 10, Wonderful, (370)
"A nice, clean , quiet property. Very good buy"
The price is HK$704
HK$762 total
includes taxes & fees
26 May - 27 May
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, (634)
"It was clean"
The price is HK$727
HK$786 total
includes taxes & fees
7 May - 8 May
Comfort Suites Jackson-Cape Girardeau
Free WiFi, bed sheets
Town House Inn
2.5 star property
8.0 out of 10, Very good, (287)
"Housekeeping guy was great, checked in on us to make sure we didn't need anything. We stayed 2 nights. Everything was clean and great except the beds were pretty hard. Other than that we loved it."
The price is HK$393
HK$426 total
includes taxes & fees
7 May - 8 May
Town House Inn
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.

Search for holiday rentals in Jackson on Expedia! You can easily find your home rentals, villas, holiday apartments in Jackson using one of the methods below:

  • View our selection of featured holiday rentals in Jackson
  • Use the map to find apartments and other holiday homes in the Jackson neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Jackson while they last

Look no further and take a look at our great range of rental properties in Jackson!

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?

Notting Hill Cottage: This holiday home rental outside of Jackson offers a patio, a private garden and a BBQ 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 holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Jackson?

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

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 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.

Recent reviews of Jackson properties
Expedia verified reviews