Vacation rentals in Olmsted

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Top-rated vacation rentals in Olmsted

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A rustic cabin is viewed from the front porch, featuring two rocking chairs positioned to face the surroundings. Soft warm lights illuminate the porch, while greenery is visible in planters. The exterior showcases wooden siding and a welcoming red door, surrounded by a gravel pathway.
Cabin in Cobden
4.99 out of 5 average rating, 174 reviews

Pop’s Country Cabin

Pop’s Country Cabin is a small remote cabin that sits 1/2mile off the road above a 5 acre lake on 77 acres of private land. The view from the front porch is amazing! You can sit, unwind, and watch the wildlife with a distant view of Bald Knob Cross. The cabin sits in the heart of Shawnee National Forrest and the Southern IL wine trail. You can enjoy the fire pit while watching the stars, with no distractions from neighbors, traffic, or lights. You can enjoy catch & release fishing from the bank

Top guest favorite
Bungalow in Karnak
4.99 out of 5 average rating, 145 reviews

Trails End Tunnel Hill Bike Trail Overnight Stay

Located at the end of the 58 mile Tunnel Hill Bike Trail. Fully furnished with full size kitchen, bathroom with shower, bedroom and pool table. No need to pack, all the basic essentials are provided including, but not limited to, bottled water, paper plates, utensils, towels, soap, shampoo, toothpaste, coffee, juice, milk, bread, etc. If it's not there, the Dollar General Store is located 5 blocks away. Full size bed, room for 2 additional people, inflatable mattress available upon request.

Top guest favorite
A wooden deck features a round table surrounded by four metal chairs, set against a backdrop of trees. The quiet outdoor space offers ample room for relaxation, with a parasol positioned at the table, allowing for comfortable shade.
Cabin in Alto Pass
4.99 out of 5 average rating, 316 reviews

Ma's Cabin, Alto Pass, IL. Fine country lodging.

Cute and country remodel done in 2019. Recent new appliances, furnishings, flooring, heat & A/C, washer & dryer. Cabin is secluded and quiet plus 1/2 mile from Alto Pass Lookout Point and right in the middle of many award-winning wineries. 15 miles from Carbondale 4 miles from Giant City 30 miles from Garden of the Gods 6 lakes within 10-mile radius Hundreds of miles of hiking trails in nearby Shawnee National Forest 6 miles from Bald Knob Cross Please, no dogs! No smoking in cabin!

Top guest favorite
A red barn with a peaked roof is set against a lush green landscape, reflecting softly in a calm pond nearby. Tall grasses frame the water’s edge, while trees provide a natural backdrop under a partly cloudy sky.
Cabin in Dongola
5 out of 5 average rating, 103 reviews

Charming Cabin Overlooking 5 Acre Lake

This cozy, newly remodeled, and inviting cabin offers you a relaxing, serene, and tranquil setting. During your stay you will see nature at its finest. Enjoy a drink on the large deck overlooking the picturesque landscape as well as the lake. If you enjoy fishing then this stocked lake is the place for you. Feel free to fish on the bank or the dock. This cabin is part of the original homestead that was established in 1855 by Valentine Kimber. Located close to wine trails and interstate 57.

Top guest favorite
The custom-built treehouse is elevated on stilts, surrounded by greenery. A spacious deck features a railing, offering access to the entrance. Steps lead to the ground below, while large glass doors enhance the connection to nature.
Treehouse in Cape Girardeau
4.99 out of 5 average rating, 199 reviews

Twisted Sassafras Treehouse

A custom-built treehouse located on 10 acres with a water view that you can take in from the hot tub on the deck! It is nestled high in the trees and is the perfect romantic getaway for two! Feel like you are away from it all without being away from it all! This treehouse is located on a county road just minutes from Cape Girardeau. Enjoy catch and release fishing on site, local wineries, shopping in historic downtown Cape Girardeau, local restaurants, gambling, historical sites & more!

Top guest favorite
A modern farmhouse is depicted at sunset, featuring a welcoming entrance with a covered porch. A stone pathway leads to the front door, bordered by a grassy lawn that extends to fields and trees in the background.
Barn in Cape Girardeau
4.95 out of 5 average rating, 257 reviews

Under the Stars - Farmhouse

Enjoy the tranquility of this modern farmhouse charmer! Custom built minutes from downtown Cape. Relax outside around the fire pit, roast marshmallows and watch the sunset. Finish the night with a long soak in the hot tub. Start the morning on the front porch rocking chairs and take in a sunrise. Open concept, fully equipped kitchen, 3 Bd. including King master/full bath, 2 Queens with full guest bath. Near Trail of Tears and walking distance to classic dive bar/burger joint

Guest favorite
A cozy living area features exposed brick walls complemented by large windows allowing natural light. Two blue sofas sit opposite a wooden coffee table, which holds a small plant. A dining table is visible in the background, creating a welcoming space for relaxation or socializing.
Condo in Paducah
4.95 out of 5 average rating, 703 reviews

Cozy studio in The Foxbriar - Downtown

Home of the former Foxbriar Inn, this condo is located inside a beautiful historic building. This space is great for your weekend away or a longer term stay. Exposed brick and high ceilings make it a charming and cozy experience. Enjoy the perks of walking to lots of great restaurants, specialty shopping and boutiques. We are just seconds from a beautiful stroll along the River. Bakery and coffee shop underneath. Enjoy brunch on the weekends or a sweet treat anytime in the week.

Guest favorite
Apartment in Dongola
4.91 out of 5 average rating, 124 reviews

Earnhart Carriage House

Standalone, 2 BR, light, airy, upstairs apartment for 4 guests. Full kitchen, coffee bar, washer/dryer. In our small village, there is a grocery store, bank, post office, Dollar Store, library, gas station, and a park are within walking distance. I-57 is one mile. We live near a railroad crossing. If you are a very light sleeper, they may wake you. Each bedroom has a desk and sitting area and the bedside table lamp bases have outlets to charge your phone or tablet.

Guest favorite
A charming estate is set on a spacious lawn, bordered by trees. A classic car is parked in front of the inviting entrance, which features a stone façade and a gabled roof. The surrounding landscape is lush and well-maintained, creating a serene setting.
Cottage in Paducah
4.86 out of 5 average rating, 281 reviews

Magnolia Manor. Vintage cottage w/ Queen suite.

Welcome to our charming cottage nestled on 5 acres and surrounded by farmland —your perfect, peaceful retreat! Your cottage is to the left of the main home. Please see pictures for details. You may also get to meet Lucky, our friendly dog, who’s sure to make your stay more special. While you are welcome to pet him please do not allow him in the cottage. We are a pet free Airbnb and it’s important to maintain our integrity for those w/ pet allergies. Thank you!

Top guest favorite
The treehouse is elevated on wooden stilts, surrounded by lush greenery. A wooden deck with a railing extends from the entrance, creating a welcoming outdoor space. Large windows brighten the upper level, while a sun art piece adorns the side of the structure.
Treehouse in Makanda
4.96 out of 5 average rating, 427 reviews

Panthers Inn Treehouse

Come nestle amongst the leaves at Panthers Inn Treehouse. This secluded, well equipped, elevated cabin has the perfect combination of natural beauty and artful luxury. Isolated yet conveniently located 2 minutes from Blue Sky and Feather Hill wineries, within 5 minutes of Panthers Den hiking trail and the Shawnee Hills canopy tour and only 10 min from I-57 exit 40. Panthers Inn is the perfect starting and ending point to your Shawnee Hills Wine Country vacation!

Top guest favorite
The exterior of a geodesic dome is showcased on a wooden deck, featuring large windows that offer views of the surroundings. A hot tub is positioned nearby, accompanied by stylish outdoor seating that invites relaxation amid the natural landscape.
Dome in Simpson
4.99 out of 5 average rating, 100 reviews

Glamping Dome · Hot Tub, Fire Pit & Forest Views

One of Illinois' most-favorited Airbnb listings — and once you arrive, you'll understand why. Soak in your private hot tub under a canopy of stars, wake up to panoramic forest views through floor-to-ceiling dome windows, then explore 8 acres of total seclusion. King bed, full kitchen, washer/dryer, fire pit, and charcoal grill all included. Intentionally TV-free — the night sky is the entertainment. Minutes from Shawnee National Forest trails and wine country.

Guest favorite
The exterior of the cabin features a spacious porch with wooden railings and steps leading up to the entrance. Potted plants are positioned on the porch, and a warm wooden facade complements the surrounding natural setting.
Cabin in Anna
4.89 out of 5 average rating, 183 reviews

Contemporary Glamping with Native American Appeal!

Luxury Glamping with a taste of Native America! Stay in a hand-hewn oak timber cabin, on the historical "Trail of Tears" in Union County, Illinois. This lodging offers the rustic appeal of an authentic cabin in the woods, with the all the creature comforts and all year around outdoor hot tub. *If you do not find your desired date available, be sure and check our twin cabin listing at AdamsRock Cabins, Cabin #1.

Popular amenities for Olmsted vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Pulaski County
  5. Olmsted