Holiday rentals in Olmsted

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

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.

Friendship Farm

Come to the country and enjoy fresh air and calm surroundings. This one bedroom, with king bed and private screened porch is situated with a breathtaking view of Friendship Farm. You'll be treated to free parking, newly renovated private bathroom, a private outdoor and indoor dining area. Stroll around the peaceful property and enjoy farm life where you'll see happy chickens free ranging. It's a relaxing break from your busy schedule. Close proximity to I-24, shopping and local restaurants.

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.

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!

Dee’s Downstairs Private Apartment

1 bedroom with a Queen size bed and a twin rollaway bed. This space is a private apartment in the basement of my home with separate entrance. Sole access to the living room, 1 bedroom with queen bed, full bathroom, game area with foosball and ping pong tables, and kitchenette. Located on 1 acre, so it’s private, but still in town. 5 miles to downtown and 3 miles to mall area. Please note that since this listing is in my personal family home, I will only host those with positive 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.

The Potel Tiny Home 14x40

Tiny home nestled on the edge of the Shawnee National Forest. A cozy one bedroom with full closet and stacked washer and dryer the bed is a full size. Kitchen with stove, fridge and microwave. It does not have a dishwasher. Living room has a smart TV sign in to your Netflix, Sling, YouTube TV etc. Wi-fi provided. No cable. Full bathroom with shower unit. Some of our guest has said sitting on the porch watching the beautiful sunsets each night was an added bonus for staying with us.

Downtown Guesthouse- Romantic Getaway

The guesthouse seamlessly blends modern amenities with historic charm in a cozy, compact space. The antique claw foot tub/shower combo offers a charming, yet snug, spot for a relaxing soak—true to its historic roots, the bathroom could be best described as a quaint water closet. After a day of exploring unwind in the patio. Play a favorite record, and savor your coffee while daydreaming about new experiences. Despite its small size, it provides all the modern comforts you need.

Modern Dome in Shawnee Forest with Hot Tub

Old Colorado Glamping Dome is nestled deep into the woods surrounded by beautiful tall pines. It is heated and cooled and has all the necessities as a typical house. We also packed as many amenities as we could into this property including an oversized 6-Person hot tub, 500 MBPS fiber internet, outdoor tv, fire pit table, Weber grill, hammock swings, custom bathroom with rainfall shower, full kitchen, coffee bar, king & queen sized beds, bean bag toss, board games and much more!

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.

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!