Olmsted 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 Olmsted

Rustic Cabin - Jetted Tubs - Wi-Fi - Wonderful Views - Grill - Firepit - Porch
10.0 out of 10, Exceptional, (163)
"Nice clean cabin with a nice deck that is close to all the wineries. Easy to get to from the interstate. Also right across the street is an alpaca farm and you can feed them. So cute!"
Rustic Cabin - Jetted Tubs - Wi-Fi - Wonderful Views - Grill - Firepit - Porch
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
10.0 out of 10, Exceptional, (357)
"This property was great for my husband, our son and I. We were looking for a quiet spot to relax after long hikes in Giant City and Garden do the Gods and this fit the bill!"
The price is AU$288
includes taxes & fees
14 Oct - 15 Oct
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
New cabin in the woods with private hot tub
10.0 out of 10, Exceptional, (88)
"Very very nice , very clean had everything it said would be there. Hot tub was awesome, bed was very comfy, setting is beautiful!! Definitely recommend staying there, we will be back ! "
New cabin in the woods with private hot tub
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
10.0 out of 10, Exceptional, (99)
"Very clean and a great location to relax. There is another cabin close by, but the cabins are setup that you don't see it often. We could hear the other cabin playing music outside, but no other major disturbances "
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
Secluded Rental Cabin on Southern Illinois Wine Trail, Private Hot Tub
9.8 out of 10, Exceptional, (342)
"The cabin was very nice and clean. Very relaxing and beautiful sunset "
Secluded Rental Cabin on Southern Illinois Wine Trail, Private Hot Tub
Lifetime memories, WIFI, Hot tub, Fire Pit, Gas Grill, High Chair, Bird Watching
9.8 out of 10, Exceptional, (264)
"This was such a cute and quiet place! There were no disruptions, and the property was well-maintained and clean. Everything was in working order and set up well. The cabin was easy to find and had a nice pond and porch. We saw hummingbirds, frogs, butterflies, and other small animals. It was the perfect little getaway for a girls' weekend. Very comfortable bed and all the amenities you could want. Plenty of space for two people and comfortable. Thank you!"
Lifetime memories, WIFI, Hot tub, Fire Pit, Gas Grill, High Chair, Bird Watching
AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!
9.8 out of 10, Exceptional, (140)
"This was a lovely cabin. Perfect locations. Clean. It was the best place to just getaway and have a relaxing weekend. Thank you so much for this lovely property. "
The price is AU$509
includes taxes & fees
1 Oct - 2 Oct
AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!
Secluded, Log Rental Cabin, Private Hot Tub,on Southern Illinois Wine Trail
9.8 out of 10, Exceptional, (268)
"Came in on a Friday evening - hit a nearby winery for a drink and light dinner. Everything in the cabin was perfect. Very clean and had everything we needed - we cooked breakfast and grilled steaks (did have to bring charcoal but we knew that in advance). The hot tub was amazing - beautiful sunsets and wildlife added the perfect touch! Hosts were very helpful and got back to us immediately when we reached out. Can’t wait to visit again!"
Secluded, Log Rental Cabin, Private Hot Tub,on Southern Illinois Wine Trail
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
9.8 out of 10, Exceptional, (134)
"Stayed two nights... The location was great and exceeded my expectations. We had a lovely time and would happily consider coming back someday."
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
Next door to Wildlife Mgmt Area. Full kitchen, washer/dryer.
9.8 out of 10, Exceptional, (30)
"We stayed 1 night as we were traveling 17 hours and needed to break that long drive up. House was as described. Comfy and relaxing. Very quiet area(which is always a plus). Much better than a tiny little hotel rooom. If we come back this way again, I’ll look for this house again. "
The price is AU$249
includes taxes & fees
2 Oct - 3 Oct
Next door to Wildlife Mgmt Area. Full kitchen, washer/dryer.
* On the Wine Trail * Near Giant City & Shawnee Forest! * Wi-Fi *
9.8 out of 10, Exceptional, (83)
"We had a great stay! The house was very clean, comfy, and well-equipped. The only downside was being so far removed from everything, but then again, we also enjoyed the peace and solitude and found our way around pretty easily. "
* On the Wine Trail * Near Giant City & Shawnee Forest! * Wi-Fi *
Charming cottage overlooking Lake Acre
10.0 out of 10, Exceptional, (89)
"Super peaceful and CLEAN! Great place for my wife and I to relax, would definitely recommend."
The price is AU$375
includes taxes & fees
1 Oct - 2 Oct
Charming cottage overlooking Lake Acre
Our 2nd Luxury Cabin shares Native American Charm & Contemporary Comfort
10.0 out of 10, Exceptional, (83)
"Breathtaking, rejuvenating!! Looking for a place to reset? This cabin is it!! "
The price is AU$509
includes taxes & fees
16 Oct - 17 Oct
Our 2nd Luxury Cabin shares Native American Charm & Contemporary Comfort
Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural
10.0 out of 10, Exceptional, (108)
"If you are looking for peace and quiet in wine country this is definitely the place. We stayed for almost a month and explored the area pretty thoroughly. There is a lot within an hours drive to do in Missouri, Kentucky, and Illinois of course. The host is incredible!!!!"
Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural
Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286
10.0 out of 10, Exceptional, (149)
"Once Again, we had the most Fantastic & peaceful stay @ the Red House. It was IMMACULATE & cozy. We enjoyed a much needed peaceful get away & were able to visit friends in the area. This was our longest stay & we’re very grateful for the washer & dryer so I was able to keep up with laundry. Jayna is the HOSTESS WITH THE MOSTEST!!!! We’ll be back. "
Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286
Winery on Property and located directly on the wine trail
9.8 out of 10, Exceptional, (28)
"Very good communication with host before and during stay. House was super clean and very cute. There were a lot of kitchen appliances, dishes, cooking pots and pans. Quiet and peaceful, even with Meadery on the property. Our only “complaint” is that the furniture in both upstairs and downstairs living areas was not super comfortable for long term sitting. Otherwise, highly recommended 💕"
Winery on Property and located directly on the wine trail
Upscale & Quiet Paducah Retreat on 15 Acres!
9.8 out of 10, Exceptional, (22)
"We loved our stay. It was quiet and away from town but close enough to reach places in 10 or 15 minutes. Very clean. Very enjoyable. Would definitely stay here again. "
Upscale & Quiet Paducah Retreat on 15 Acres!
3 bedroom 2 bathroom home on 14 acres in a peaceful, relaxing setting.
10.0 out of 10, Exceptional, (14)
"We’ve stayed at this home a few times while traveling for work. The space has always been clean and has everything we needed for a short trip. We’d definitely stay again!"
The price is AU$520
includes taxes & fees
2 Oct - 3 Oct
3 bedroom 2 bathroom home on 14 acres in a peaceful, relaxing setting.
Cozy cabins on beautiful Horseshoe Lake
9.8 out of 10, Exceptional, (21)
"Come prepared. This is a very remote place saved for nature. The cabin is a duplex and the description is misleading. I reserved the non refundable unit before noticing it was a duplex. Both units are listed with a four-person capacity when it's really only for two each. The porch and parking is also shared. The air conditioner/heater is very loud, so it helps to drown out the sound of the neighbors. I had a whole family staying next to me, and they had a "special" adult child who came in and...
The price is AU$198
includes taxes & fees
1 Oct - 2 Oct
Cozy cabins on beautiful Horseshoe Lake
Come stay in the historic downtown district of Metropolis, IL. Home of Superman
9.8 out of 10, Exceptional, (55)
"Had a great stay at the jones building. Our host was easy to contact. We stayed in the justice league apartment. Property was clean, updated and modern. Safe and well lit. Across the street from courthouse and statue. The museum was a walk across the street. Beautiful town and the nicest folks. We will be back!!!! "
The price is AU$233
includes taxes & fees
2 Oct - 3 Oct
Come stay in the historic downtown district of Metropolis, IL. Home of Superman
Don't see what you're looking for?
See all available properties in Olmsted
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.
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Olmsted you may be interested in

Harrah's Metropolis Hotel & Casino
3.5 star property
8.4 out of 10, Very good, (1006)
"Friendly "
The price is AU$181
includes taxes & fees
29 Oct - 30 Oct
Harrah's Metropolis Hotel & Casino
Hotel 7 Inn Anna
2.5 star property
6.6 out of 10, (173)
"The bed was so comfortable and clean"
The price is AU$116
includes taxes & fees
1 Oct - 2 Oct
Hotel 7 Inn Anna
New cabin in the woods with private hot tub
10.0 out of 10, Exceptional, (88)
"Very very nice , very clean had everything it said would be there. Hot tub was awesome, bed was very comfy, setting is beautiful!! Definitely recommend staying there, we will be back ! "
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.

Frequently asked questions

Are there holiday rentals in Olmsted?

Yes, there are holiday rentals close to the most popular sights in Olmsted, 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 Olmsted has to offer?

Spacious 3 bedroom, 2 full baths, hot tub, fireplace, full kitchen, outside deck: This holiday home rental outside of Olmsted offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Olmsted?

Explore the area and family-friendly sights such as Henry N Barkhausen Cache River Wetlands Center, or get out into nature at a spot like Vienna City Park. Tunnel Hill State Trail and Shawnee Community College are a couple of places you'll find in the wider area.

What’s a holiday rental in Olmsted like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Olmsted. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips or small group gatherings.