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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
The exterior of a charming house is displayed, featuring a red and white color scheme. A covered porch with a swinging bench is visible, along with a flag pole supporting an American flag. Two windows allow natural light to enter the home.
Bungalow in Karnak
4.99 out of 5 average rating, 148 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.

Superhost
An open living space features a cozy seating area with a blue sofa and a brown armchair. Natural light streams through large windows framed in dark trim, highlighting exposed brick walls. A kitchen island with a polished countertop is seen in the foreground, equipped with dishes and snacks.
Hotel room in Metropolis
4.91 out of 5 average rating, 210 reviews

Apartment 2, Superman Suite

After completing a full renovation on the 2nd floor of the Jones Building, we are excited to offer you 4 industrial style suites in Metropolis, IL. Constructed in 1908, the Jones building was a former office complex. The old stairs have seen a lot of traffic leading to everything from a dentist office, insurance agency and a 3rd generation law firm. Just to name a few. This space has been revitalized and allowed to thrive again. “The Jones” is ready to welcome you to the home of Superman!

Top guest favorite
A cozy living area features a light-colored sofa adorned with textured cushions. A warm throw blanket drapes over the arm. A small table holds wine glasses and a candle, while a fireplace adds warmth to the wooden-paneled space, enhancing the inviting ambiance.
Cabin in Pomona
4.96 out of 5 average rating, 237 reviews

Edge of Shawnee Forest • Wine Trail • Fast WiFi

What makes The Loft truly unique is its location. At the start of the S.I. Wine Trail, the cabin is just minutes to Cedar Lake, 15 minutes from nationally award winning BBQ, delicious ice cream, shopping, and fun of all sorts! On a 70 acre organic farm, the cabin is tucked into a breathtaking valley next to the Shawnee National Forest and has a gourmet kitchen and is filled with antiques, games & play space, original eclectic artwork, plus toddler gear so you can travel light! You’ll love it!

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
5 out of 5 average rating, 203 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 living room features wooden accent walls and large windows that frame views of the surrounding woods. Comfortable reclining chairs are positioned with a soft throw blanket draped over one. A small table with a lamp adds warmth, inviting relaxation. Natural light fills the space.
Cabin in Dongola
4.98 out of 5 average rating, 44 reviews

Edgewood Retreat

Perfect country retreat for a small family or two couples! Cabin living room and patio space overlooks the edge of the woods. Two comfortable bedrooms with queen beds. Master bedroom has attached full bath with tub / shower. Guest bedroom has access to second full bath with corner shower just outside bedroom door. Closets in both bedrooms! The living room has a beautiful working gas Mendota Hearth fireplace. Rustic hickory kitchen with built in laundry unit! Relax, enjoy, unwind!

Top guest favorite
A spacious porch is lined with wooden rocking chairs, offering a view of the surrounding greenery. An interior area features a cozy seating arrangement with a patterned rug and rustic decor. Outside, an inviting fire pit area with comfortable chairs is set amidst the natural landscape.
Cabin in Anna
4.9 out of 5 average rating, 165 reviews

Shawnee Hiking!Hot tub!Fire Pit!Wine Trail!

WELCOME TO LUXURY GLAMPING ON THE SHAWNEE WINE TRAIL OF BEAUTIFUL SOUTHERN ILLINOIS. You will be resting in an authentic oak timber cabin, built on the historical "Trail of Tears" in Union County - Anna, Illinois. This lodging offers the rustic appeal, a taste of Native America with the comforts of contemporary amenities including an outdoor hot tub all year long! *If you do not find your desired date available, be sure and check our twin cabin listing at AdamsRock Cabins, Cabin #2.

Top guest favorite
A comfortable living area features a stone fireplace beneath a mounted television. A wooden coffee table is surrounded by a brown leather sofa and a chair. Scenic wall art is displayed above the sofa, while natural light enters through a nearby window.
Cabin in Makanda
4.99 out of 5 average rating, 172 reviews

Hygge Log Cabin: HotTub & Hiking

Hi, hello, welcome! We are excited to have the opportunity to host you for your relaxing trip or jam packed adventure. Our local area has many hiking opportunities to explore, the Southern Illinois Wine Trail surrounds us, and the back roads have country views that are breathtaking. Our cabin will be waiting for your arrival or return, well equipped with a 55" TV above the gas fireplace, a comfortable King size bed, and an amazing back porch with a Weber Grill and huge hot tub.

Guest favorite
A comfortable living area showcases a brown sofa adorned with decorative cushions, positioned near a small wooden coffee table. Soft lighting from a lamp adds warmth, while framed artwork is displayed on the pale walls. A glimpse of the kitchen can be seen in the background.
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.

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, 434 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!

Guest favorite
The cabin, designed in an A-frame style, is framed by lush greenery against a backdrop of a vibrant sunset. The front door, painted in a soft blue, is highlighted by triangular windows, adding to the charm of the structure. A stone walkway leads to the entrance.
Cabin in Makanda
4.95 out of 5 average rating, 177 reviews

Scenic 2BR A-Frame w/ Hot Tub & Views

Stay at Wildflower Cabin, a scenic 2BR A-frame perched atop Sunrise Hill with the best views of the three cabins. This pet-friendly retreat features a wildflower-inspired interior, hot tub, stocked pond, Smart TV, WiFi, workspace & furnished kitchen. Enjoy the patio, firepit & nearby wineries, Giant City & hiking. Perfect for couples or small groups looking for beauty, comfort & nature in Southern Illinois.

Top guest favorite
A single-story cabin is shown surrounded by greenery, featuring beige siding and a sloped roof. A large window provides natural light to the front room, and a white door is positioned centrally. An air conditioning unit is attached to the exterior wall.
Cottage in Cypress
4.98 out of 5 average rating, 59 reviews

Dad's Place

Relax with the whole family at this peaceful place to stay. If peace and quiet at the end of the day are what you are looking for then we have the perfect place for you. We are located on the ridge of George Bluff tucked off the main road but within 30-45 minutes travel time to Paducah, Kentucky, Marion, Metropolis or Carbondale, Illinois.

Popular amenities for Olmsted vacation rentals

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