Olmsted Holiday Rentals

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Holiday Rentals in Olmsted

Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
10.0 out of 10, Exceptional, (83)
"Adorable modern cabin in a very secluded area on the Wine Trail. We had a great time - the hot tub was so relaxing after a day at the a wineries. Loved watching the cows and the bull at the neighboring property, and we even saw deer on Sunday morning. Will definitely book again!"
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
New cabin in the woods with private hot tub
10.0 out of 10, Exceptional, (75)
"Very clean & very accommodating Will definitely be vacationing here again A+"
New cabin in the woods with private hot tub
Lifetime memories, WIFI, Hot tub, Fire Pit, Gas Grill, High Chair, Bird Watching
9.8 out of 10, Exceptional, (257)
"It was amazing, we enjoyed the view and the hot tub. It was clean and quite.we had a great and relaxing time. thank you."
Lifetime memories, WIFI, Hot tub, Fire Pit, Gas Grill, High Chair, Bird Watching
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Rustic Cabin - Jetted Tubs - Wi-Fi - Wonderful Views - Grill - Firepit - Porch
10.0 out of 10, Exceptional, (157)
"Great visit"
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, (338)
"The cabin was adorable. The grounds around the pond and the cabin were all neatly mowed. Pond gave us extra excitement for our short trip as we fished. Really enjoyed our stay in this great little cabin. It didn’t bother us as we read all the amenities, but there is no stove. Just know this. There is a microwave though. Also the DIRECTV has about every station you can possibly think of to watch.Including Pay stations. This is a 9 out of 10. Super relaxing!"
The price is NZ$317
per night
11 Jun - 12 Jun
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
3 bedroom 2 bathroom home on 14 acres in a peaceful, relaxing setting.
10.0 out of 10, Exceptional, (4)
"A lovely place to stay close to Garden of the Gods National Forest and more. My group stayed for a short trip over Memorial Day Weekend and wish we stayed longer. The place is very spacious, has plenty of bedrooms for small and larger groups, and has great updated amenities inside and in the backyard to enjoy. Highly recommend. If planning to visit Garden of the Gods Wilderness, be aware it's about at 45 minute drive to the primary trailheads. If you plan to cook, the property has all the...
The price is NZ$572
per night
9 Jun - 10 Jun
3 bedroom 2 bathroom home on 14 acres in a peaceful, relaxing setting.
Secluded Rental Cabin on Southern Illinois Wine Trail, Private Hot Tub
9.8 out of 10, Exceptional, (335)
"This is such an amazing clean cabin tucked away in the countryside residing along the southern Illinois wine trail."
Secluded Rental Cabin on Southern Illinois Wine Trail, Private Hot Tub
Next door to Wildlife Mgmt Area. Full kitchen, washer/dryer.
9.8 out of 10, Exceptional, (25)
"Very quiet setting and peaceful atmosphere. Owner was very accommodating and responded quickly to messages. Would definitely come back."
The price is NZ$275
per night
8 Jun - 9 Jun
Next door to Wildlife Mgmt Area. Full kitchen, washer/dryer.
Country, hideaway cabin close to town, 15 minutes from wineries
10.0 out of 10, Exceptional, (4)
"Property was great!"
Country, hideaway cabin close to town, 15 minutes from wineries
Secluded, Log Rental Cabin, Private Hot Tub,on Southern Illinois Wine Trail
9.8 out of 10, Exceptional, (258)
"First I was surprised there was no wifi. But my daughter had wifi from her work that she brought so that worked. Couldn’t find a trash can in the kitchen. Text and called but no response. Then it was so dark in there. Not even a lightbulb in the nightstand lights. Even the bedrooms were dark. Plus there was a light over the bathroom sink. Could find a switch to make it come on. Cushions outside very worn and tattered. Other than that it was great. Nothing we couldn’t work around. Great location."
Secluded, Log Rental Cabin, Private Hot Tub,on Southern Illinois Wine Trail
Cozy cabins on beautiful Horseshoe Lake
9.8 out of 10, Exceptional, (18)
"We were looking for a place to view the 2024 solar eclipse and we found this cabin, which was in the path of totality! We were so excited to be able to view the eclipse from the property, which meant that we didn't have to deal with traffic getting home or to other lodging. Sherry was a great host. The cabin was quiet and clean. and just perfect for a two-night stay. "
The price is NZ$218
per night
10 Jun - 11 Jun
Cozy cabins on beautiful Horseshoe Lake
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
Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286
10.0 out of 10, Exceptional, (140)
"Quaint red home near horse farm is exactly as the description in the post describes the property in an excellent manner. My children enjoyed having separate rooms and we were able to cook a full dinner and breakfast both days. If we ever go back we will surely keep this rental in mind."
Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286
Charming cottage overlooking Lake Acre
10.0 out of 10, Exceptional, (84)
"What a cute property that is nicely furnished and very comfortable. Suzie was a great host and we’d definitely book this place again."
The price is NZ$413
per night
9 Jun - 10 Jun
Charming cottage overlooking Lake Acre
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
9.8 out of 10, Exceptional, (127)
"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
AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!
9.6 out of 10, Exceptional, (135)
"Could not of been a better experience then this. From the original booking to the checkout. A++++ to everything!!! Would stay here again or at any property with this host!!"
AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!
On the Wine Trail - Daily Deer Viewing - Wonderful Views - Wi-fi - Rural
10.0 out of 10, Exceptional, (105)
"Very clean and comfortable"
On the Wine Trail - Daily Deer Viewing - Wonderful Views - Wi-fi - Rural
Spacious 3 bedroom, 2 full baths, hot tub, fireplace, full kitchen, outside deck
10.0 out of 10, Exceptional, (4)
"The property was just what we needed for several families getting together. Thank you!"
Spacious 3 bedroom, 2 full baths, hot tub, fireplace, full kitchen, outside deck
Charming Home just minutes from Interstate and Mall
10.0 out of 10, Exceptional, (10)
"Me and a couple friends were looking for a place to stay in the area so we could do some outdoors recreation. This house was perfect and had everything we needed to be comfortable when we weren't out in the woods."
The price is NZ$302
per night
7 Jul - 8 Jul
Charming Home just minutes from Interstate and Mall
StarView Vineyards | Winery Retreat
10.0 out of 10, Exceptional, (29)
"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
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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 Olmsted you may be interested in

Harrah's Metropolis Hotel & Casino
3.5 star property
8.4 out of 10, Very good, (1005)
"Great property, don’t have high expectations. The service was great!"
The price is NZ$176
per night
12 Jun - 13 Jun
Harrah's Metropolis Hotel & Casino
Baymont by Wyndham Metropolis
2.5 star property
6.4 out of 10, (1007)
"We actually really enjoyed our stay here. Staff was friendly. Room was good and cleaned bed and jetted tub was amazing. I proposed to my boyfriend the last night room looked amazing that night. "
Baymont by Wyndham Metropolis
Hotel 7 Inn Anna
2.5 star property
6.6 out of 10, (145)
"Pool heater was not working, other than that it was a pleasant stay"
The price is NZ$130
per night
9 Jun - 10 Jun
Hotel 7 Inn Anna
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Olmsted holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Olmsted. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Olmsted. Seeing all the best attractions is bound to make you fall in love with Olmsted. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Olmsted short-term rentals, that won’t be hard to do.

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?

3 bedroom 2 bathroom home on 14 acres in a peaceful, relaxing setting. : This holiday home rental outside of Olmsted is located near the beach, and has a patio, 1 hot tub and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

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.

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