Search Holiday Rentals in Jackson

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Top 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 £123
includes taxes & fees
2 May - 3 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, (14)
"The cabin and outdoors were absolutely beautiful and I kept repeating all weekend to my fiance how I was beyond impressed with everything. The owner had thought of, and proviy, everything you could need. I actually injured my toe on our second day there and thank God, Cheryl had left a first aid kit. We enjoyed fishing nearly our entire stay and I absolutely loved seeing all of the turtles climbing the banks of the pond. We hated to leave and can't wait to come back!!!"
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
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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 £158
includes taxes & fees
2 May - 3 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, (191)
"Impressed by the privacy, nature immersed deck view of woods and creek.saw several deer while having coffee.very large firepit area.cabin was more then adequately furnished and supplied. Definitely reserve this one again.owner answers your text with a actual call.very nice!"
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, (275)
"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
Fridge, microwave, oven, stovetop
Serenity South -- Gardens, River-Views, and Refreshing Space
10.0 out of 10, Exceptional, (113)
"Everything was perfect. From check in to check out. Great neighborhood and location."
The price is £198
includes taxes & fees
12 May - 13 May
Serenity South -- Gardens, River-Views, and Refreshing Space
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 £148
includes taxes & fees
23 May - 24 May
Loft Apartment Across From Semo University Houch Field House. Walk To Events
Property grounds
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
10.0 out of 10, Exceptional, (79)
"Very Nice "
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
Exterior
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
10.0 out of 10, Exceptional, (29)
"The cabin was very comfortable and well appointed. It was just as listed. The bed was great. We enjoyed our stay."
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
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.
Interior
Our 2nd Luxury Cabin shares Native American Charm & Contemporary Comfort
10.0 out of 10, Exceptional, (75)
"We had a wonderful weekend at the cabin. There is another cabin on the same property not too far away if you’re looking for more space for a bigger group. They have everything you need and are super helpful if we needed anything and stayed in contact with us the whole weekend! We would definitely go back. Wish we could’ve stayed longer! Thank you!"
Our 2nd Luxury Cabin shares Native American Charm & Contemporary Comfort
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
Exterior
4-acre Home with Multiple Decks: Pool Table | Putt-Putt I 4 miles to Downtown
9.2 out of 10, Wonderful, (20)
"This property was perfect for our family and our 4 boys really enjoyed the mini golf, pool table, couch swing and signing the wall. We will definitely be coming back on our travels. Unique decor and beautiful space! "
The price is £175
includes taxes & fees
2 May - 3 May
4-acre Home with Multiple Decks: Pool Table | Putt-Putt I 4 miles to Downtown
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
Great Shawnee Wine Trail Cabin in Relaxing Setting
10.0 out of 10, Exceptional, (39)
"The property is gorgeous! It worked out great for two couples looking to relax for a few days. One bedroom upstairs and one downstairs, with a full bathroom and living space for each couple. Very clean. Comfortable beds. Large decks to sit and have a glass of wine or cup of coffee and listen to the little stream and the breeze blowing through the trees. Can't say enough good things about this place!"
Great Shawnee Wine Trail Cabin in Relaxing Setting
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 *
Private kitchen | Fridge, microwave, oven, stovetop
Walk to Wineries - Quaint Village - Grill - Patio - WiFi - Amazing Shower
10.0 out of 10, Exceptional, (160)
"This was exactly what we needed for our trip!! My partner and I are rock climbers, we visit this area often to climb at the Holy Boulders in Pomona, and we came up at this time to see the eclipse. Usually we camp or stay up in Carbondale, but we are already looking at coming back here for our next trip! Alto Pass is so cute and cozy, and it was so nice to come back here and recharge after long days of climbing and hiking in the woods. Steve is an awesome host, and his spot is fully equipped with...
Walk to Wineries - Quaint Village - Grill - Patio - WiFi - Amazing Shower
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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

Property amenity
La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau
2.5 star property
9.0 out of 10, Wonderful, (370)
"The staff was so helpful. Very clean and quiet rooms. "
The price is £78
includes taxes & fees
16 May - 17 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 £84
includes taxes & fees
12 May - 13 May
Comfort Suites Jackson-Cape Girardeau
Lobby
Drury Inn & Suites Jackson MO
3.0 star property
9.6 out of 10, Exceptional, (952)
"Great facility and good food but hot water for shower wouldn’t stay warm more than about 3 mins then turned cold. But great staff as we have been staying here for 3 yrs this time of year for a golf tournament. "
The price is £80
includes taxes & fees
12 May - 13 May
Drury Inn & Suites Jackson MO
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 holiday rentals

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

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

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 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.

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