Vacation rentals in Olmsted

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Top-rated vacation rentals in Olmsted

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Top guest favorite
The cabin's welcoming entrance features a wooden porch supported by sturdy beams. Two rocking chairs sit on the porch, surrounded by greenery and stone accents. A red door and a large window enhance the cabin's rustic charm, while the natural setting invites relaxation.
Cabin in Cobden
4.99 out of 5 average rating, 146 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
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
4.98 out of 5 average rating, 127 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 modern dome structure features large glass panels creating a bright and inviting environment. Surrounded by lush greenery, the architecture harmonizes with nature. A wooden deck with seating is visible in front, offering a space for relaxation and outdoor enjoyment.
Dome in Cobden
5 out of 5 average rating, 121 reviews

The Dome At Blueberry Hill

Escape to The Dome at Blueberry Hill, where comfort meets nature for a truly unforgettable glamping experience. Set on two private acres along the scenic Shawnee Hills Wine Trail and minutes from the charming village of Cobden- you’ll enjoy peaceful seclusion with easy access to local charm. The fully insulated dome offers cozy, climate-controlled comfort year-round. Sip wine under the stars or unwind in style indoors. Make lasting memories at The Dome- your luxury glamping retreat awaits.

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, 168 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 well-organized kitchen features wooden cabinetry and modern appliances, including a refrigerator and microwave. A window allows natural light, complemented by decorative valances. A patterned rug is placed near the sink, enhancing the functional space created by the open layout.
Tiny home in Ozark
4.96 out of 5 average rating, 524 reviews

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.

Top guest favorite
A cozy living space features exposed brick walls complemented by a patterned area rug. Two armchairs provide comfortable seating, one in a checked pattern and the other a textured fabric. A window is adorned with sheer and geometric-patterned curtains, allowing natural light to illuminate the room.
Guesthouse in Cape Girardeau
4.94 out of 5 average rating, 549 reviews

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.

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
4.97 out of 5 average rating, 362 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 spacious living room features soft beige carpeting, a coffee table with decorative elements, and two comfortable armchairs. A large window offers natural light, while a star-shaped decor piece adds visual interest to the neutral-colored walls. A doorway leads to the kitchenette.
Apartment in Paducah
4.97 out of 5 average rating, 115 reviews

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. Screened in porch and fire pit area might be shared during summer months.

Superhost
A cozy sleeping area features a spacious bed covered with crisp white linens and decorative pillows. A sleek, mounted TV is positioned above the bed. A dark brown chair complements the modern decor, and light-colored walls enhance the room's airy feel.
Guest suite in Paducah
4.84 out of 5 average rating, 242 reviews

Cozy guest suite w/ fire pit close to I-24

This cozy guest suite is centrally located and less than a mile from I-24. Enjoy this light and airy space, fenced in back yard, and fire pit during your stay. Filled with thoughtful touches, this suite provides everything you need for a short or extended stay. A TV on a swivel mount, Wifi, coffee & snacks, and driveway parking are provided for guests. KY Oaks Mall -> 2 miles away Downtown -> 4 miles away Midtown -> 2 miles away

Guest favorite
A hand-hewn oak timber cabin is positioned amidst a natural setting, showcasing rustic wooden siding and a welcoming porch. The structure is surrounded by trees and greenery, with steps leading to the entrance, emphasizing a connection to the outdoors.
Cabin in Anna
4.89 out of 5 average rating, 163 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.

Top guest favorite
An industrial-style kitchen features exposed brick walls and a stainless steel backsplash. A central island with two stools offers a casual dining space. Modern appliances, including a large refrigerator and a professional-grade stove, are integrated into the design, complemented by warm wooden flooring.
Condo in Paducah
5 out of 5 average rating, 218 reviews

Luxury 2 BR 2 Bath Downtown Double Condo

This luxury 2 bed 2 bath 1900 square foot double condo is centrally located in downtown Paducah across the street from Maiden Alley, the Carson Center, and the Market House Theater. Built in 1870, “The Parlour” is a historic property that has been renovated with modern touches while preserving yesterday’s charm. Guests can walk to many local attractions and Paducah’s best bars, shops, and restaurants.

Popular amenities for Olmsted vacation rentals

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