Rockwood Holiday Rentals

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Holiday Rentals in Rockwood

Rated#1 Big Sky Cabin! 🍷 On the Wine Trail Hot Tub 🔥 FirePit Pool 🎱 Table

9.8 out of 10, Exceptional, (155)
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Rated#1 Big Sky Cabin! 🍷 On the Wine Trail Hot Tub 🔥 FirePit Pool 🎱 Table

Downtown historic main street

9.6 out of 10, Exceptional, (176)
"The area was very eclectic and fun. Very unique area. Needs a little work yet but was informed of that from the get go. "
The price is AU$222
includes taxes & fees
27 Nov - 28 Nov
Downtown historic main street

Notting Hill Cottage

9.6 out of 10, Exceptional, (295)
"Hubby and I wanted a few days away with our senior rescue pup. We were looking to unwind and this place was perfect. This cottage has an amazing back deck, hot tub and large back yard. Kitchen had everything we needed. We picked the perfect time of year to see all the fall foliage. Definitely recommend!"
Notting Hill Cottage

On the Shawnee Wine Trail

10.0 out of 10, Exceptional, (196)
"Perfect little hidden cabin that we loved. We’ve stayed at many cabins on the wine trail before and the seclusion and privacy here turned this cabin into our favorite! "
On the Shawnee Wine Trail

Contemporary & Charismatic 5 Bedroom Home

10.0 out of 10, Exceptional, (25)
"Lovely home with plenty of room for 5 couples! Very clean. Close to town. Fit our needs perfectly."
Contemporary & Charismatic 5 Bedroom Home

Secluded Private Cabin with Pool, hot tub, fireplace & so much more

10.0 out of 10, Exceptional, (121)
"We came in town for a short weekend, as a group of 14. Plenty of room for all of us and lots of activities for all ages. The kitchen is very well stocked with everything you could need. We are already talking about returning to this property, or the neighboring one. Thanks, Emma for your hospitality! "
Secluded Private Cabin with Pool, hot tub, fireplace & so much more

Murphysboro Retreat w/ Deck Near Kinkaid Lake!

10.0 out of 10, Exceptional, (14)
"They had snacks waiting for us 👍"
Murphysboro Retreat w/ Deck Near Kinkaid Lake!

Brick Estate with pool in Quiet Carbondale Neighborhood

9.4 out of 10, Exceptional, (81)
"This house was perfect for three (or four) couples. The kitchen was extremely well stocked and the house was beautifully decorated. Unfortunately the pool was already closed and it rained the whole weekend. But we still had a great time playing games and watching football. The neighborhood is very quiet. I would definitely recommend this property and look forward to visiting again. "
Brick Estate with pool in Quiet Carbondale Neighborhood

Hilltop Retreat 2: Spacious, pond-front home for 12 near wine trail!

9.8 out of 10, Exceptional, (21)
"We absolutely loved the property. It sits right on a pond that my two sons fished on everyday. They caught bass crappie and blue gill. The house was very spacious and clean. I was shocked to not see ANY bugs since it is in a wooded area. Major plus!!! The kitchen had everything we needed. The host very responsive when we needed her. The lakes were about 15 min away, shopping was about 25 min away. There are plenty of wineries and hikes. I do recommend going to giant city and eating at the lodge...
Hilltop Retreat 2: Spacious, pond-front home for 12 near wine trail!

Country Home for the Family

10.0 out of 10, Exceptional, (30)
"We loved having room indoors to gather and outdoors to play."
Country Home for the Family

Ste. Genevieve Co. House w/ HOT TUB!

9.6 out of 10, Exceptional, (5)
"The property could use an update but it was good for what we needed"
Ste. Genevieve Co. House w/ HOT TUB!

Cozy Haven Little Hidden Gem Sleeps 4

10.0 out of 10, Exceptional, (36)
"I will absolutely be returning! "
Cozy Haven Little Hidden Gem Sleeps 4

Southern Charm in the Heart of the Midwest!

10.0 out of 10, Exceptional, (9)
"We are a group of ladies who have been friends for many years and have stayed many places. We loved it!!! "
Southern Charm in the Heart of the Midwest!

Beautiful location in the secluded woods

10.0 out of 10, Exceptional, (16)
"Good location , enjoyed our stay"
The price is AU$288
includes taxes & fees
2 Dec - 3 Dec
Beautiful location in the secluded woods

Murphysboro Retreat w/ Deck Near Kinkaid Lake!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This is a very clean and nice apartment within a very close drive to the Kinkaid boat launch. Easy to locate and can fit a car with a boat in tow no problem. This spot was also much more quiet than the campground or RV spots nearby. They have a great porch and a grill and we didn’t bring something for it which made me sad. "
Murphysboro Retreat w/ Deck Near Kinkaid Lake!

The 1801 House: A beautiful historic home in the Ste Genevieve Historic District

10.0 out of 10, Exceptional, (111)
"This is a very charming and cozy house. It was very clean and the appliances were all new/newer. The home has 1 queen bed, 1 full bed, and 1 king. They also have a blow up bed in the closet. Great selection of k cup coffees and tea bags. A very special surprise of gooey butter cakes from Pats, the local pastry shop."
The 1801 House: A beautiful historic home in the Ste Genevieve Historic District

"Little Brick House on Main (1865)”

10.0 out of 10, Exceptional, (39)
"We were there for our grandson's wedding. This little house exceeded all expectation. Just lovely and with so many extra thoughtful touches, i.e. pumpkins and fall flowers for cozy October. Too many to list. "
The price is AU$269
includes taxes & fees
2 Dec - 3 Dec
"Little Brick House on Main (1865)”

Beautiful Modern Loft In Wine Country!

10.0 out of 10, Exceptional, (242)
"Hands down the best vrbo stay I've ever had. Super clean, amazing views and close to several places to hike. Its a must stay!"
The price is AU$280
includes taxes & fees
2 Dec - 3 Dec
Beautiful Modern Loft In Wine Country!

Missouri Castle w/ Private Lake, Pool & 100 Acres!

10.0 out of 10, Exceptional, (2)
"Our group stayed here after a larger family reunion at Trout Lodge, YMCA. The place was great with something to do for everyone. Having a private, CLEAN pool for the family is amazing. We hiked around and boated around the lake, made s’mores by a campfire, played pool and darts and board games and grilled meals. This house lets you do it all and has the space to visit family and also have alone time. I’d love to come back."
Missouri Castle w/ Private Lake, Pool & 100 Acres!

Great Shawnee Wine Trail Cabin in Relaxing Setting

10.0 out of 10, Exceptional, (49)
"The cabins are located in a very quiet, woodsy area. One fear we had was that it might smell musty. We couldn't have been more wrong. The cabin was so inviting and incredibly clean. No musty smell at all. The pictures online show the property well. But, it is even more beautiful in person. The beds were comfortable, linens and towels were high quality and the kitchen was stocked with everything we needed. There is a nice gas fireplace and a nice fire pit outside. I would definitely recommend...
Great Shawnee Wine Trail Cabin in Relaxing Setting
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.
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Other types of properties in Rockwood you may be interested in

Holiday Inn Express & Suites Perryville, an IHG Hotel

2.5 star property
9.4 out of 10, Exceptional, (422)
"Needs updates. Not as clean as expected to be a Holiday Inn Express. Breakfast was tasty. "
The price is AU$168
includes taxes & fees
28 Nov - 29 Nov
Holiday Inn Express & Suites Perryville, an IHG Hotel

Holiday Inn Express & Suites Murphysboro - Carbondale, an IHG Hotel

2.5 star property
9.4 out of 10, Exceptional, (383)
"Great property, friendly staff, and great breakfast"
The price is AU$174
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express & Suites Murphysboro - Carbondale, an IHG Hotel

Super 8 by Wyndham Perryville

2.0 star property
8.6 out of 10, Excellent, (801)
"Great"
The price is AU$109
includes taxes & fees
8 Dec - 9 Dec
Super 8 by Wyndham Perryville
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Rockwood?

Yes, there are holiday rentals close to the most popular sights in Rockwood, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Rockwood has to offer?

Notting Hill Cottage: This holiday home rental outside of Rockwood 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.

What can I see and do in Rockwood?

Shawnee National Forest and Mississippi River are a couple of lovely local spots to get outside and enjoy nature. Popeye Museum and Chester Skating Rink are a couple of places you'll find in the wider area.

What are holiday rentals like in Rockwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Rockwood. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.