Holiday houses in Oregon County

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Top-rated holiday rentals in Oregon County

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Guest favourite
A charming two-story house is depicted, featuring a white exterior accented by blue trim and a red balcony. A red car is parked nearby, and the front yard is well-maintained with grass and shrubs. A sidewalk leads up to the house, framed by trees.
Home in Thayer
4.95 out of 5 average rating, 80 reviews

A Step Back in Time.Thayer/Mammoth Spring, in Town

Welcome to A Step Back in Time.. located right in town.. PLUS access to Cherokee Village, AR amenities. We offer self check in so it is convenient for whenever you arrive. Our comfortable home has 3 bedrooms,(queen beds), to accommodate 6 guests. We have a fully stocked kitchen and washer and dryer for guest use so you will have all the amenities of home. Come relax and make yourself at home. Check out our reviews at our other locations in St. Charles, Missouri and Cherokee Village, Arkansas

Guest favourite
A single-level structure is shown from the front, featuring a gray exterior with horizontal siding. A wooden staircase leads to the entrance, surrounded by a gravel area. Trees can be seen in the background against a clear blue sky.
Home in Alton
4.85 out of 5 average rating, 46 reviews

D & D Country Retreat

Come have a relaxing weekend and enjoy the beautiful countryside. As we are located somewhere around 12 to 15 miles out of town. We have a TV and DVD player so bring your favorite movies. There is a Redbox at the Dollar General in town. We offer an outside fire pit with some lighting. We are located close to the 11 point river, and Mark Twain National Forest. So good hunting and fishing is close. NO SMOKING inside. OUTSIDE ONLY! NO PETS allowed you will be charged if I pet hair! Free WiFi

Top Guest favourite
A serene view of a private lake is framed by lush green foliage. A small boat is seen gliding across the water, with the surrounding farmland and a distant house providing a tranquil backdrop under a partly cloudy sky.
Farm stay in Alton
4.95 out of 5 average rating, 139 reviews

Big Pine Farm Studio Apartment

We are offering our studio apartment that is attached to our farming garage to be rented out nightly. Accommodations are 1 queen bed, 1 set of bunk beds, futon, private owned lake, fire pit, great place to take a walk or run, wildlife and livestock. Animals that live on our farm are cows, goats, turkeys, peacocks, guineas, chickens, dogs and many wildlife. Fishing is welcome. We are located 2 miles from town and 10 miles from the 11 point river. No smoking! Non shedding pets allowed.

Guest favourite
A cozy living area is highlighted by a dark wooden side table displaying a plant and a framed artwork. A black television is positioned beside a green potted plant. Light wooden flooring and neutral walls create an inviting ambiance.
Cottage in Piney Township
4.85 out of 5 average rating, 60 reviews

Bright and peaceful 3 bedroom minutes from river

Stay in this comfortable cottage and live like a true local in Alton. We're minutes from the majestic Eleven Point River. Our rental comes with 3 bedrooms, 1 bathroom and a kitchen and living room. We have recently made some improvements related to feedback from past guests, with a new hot water heater, window blinds and a new queen mattress. Take your morning coffee to the wrap around deck and enjoy the more than half acre yard, Wi-Fi, self-check-in -- we've got everything you need!

Guest favourite
Cabin in Oregon County
4.95 out of 5 average rating, 42 reviews

Secluded family friendly near 11 Point w/ Hammocks

Only an 8 mile drive from Eleven Point River and only 9 miles to town! This is the perfect location to relax enjoy the outdoors and see wildlife! Family friendly with a swingset and small zip line for younger children. Disc golf, cornhole, Foosball table, and games to enjoy as well! A barn style home with the second floor set up as a loft style bedroom. If you need recommendations on places to hunt just ask! No hunting on the property. Darkest sky in Missouri for star gazing!

Superhost
Tiny home in Birch Tree
4.75 out of 5 average rating, 36 reviews

Jillikins Cabin

Get away from it all when you stay under the stars. Cabin sits on 20 acres nestled in the pines. Just a short walk to the Mark Twain National Forest. The Eleven Point River is less than 5 miles down the road. A short drive to the Current and Jacks Fork rivers. Alley and Blue Springs are worth the drive as well. If seclusion is what you seek then look no further. 1 full bed provided, queen and twin air mattresses available. No additional charge for children.

Superhost
A charming cabin structure is nestled among the trees, featuring a red roof and light exterior. A gravel pathway leads to the front door, framed by greenery and a small outdoor seating area. Natural light filters through the surrounding foliage.
Cabin in Alton
4.67 out of 5 average rating, 3 reviews

Cabin #3

This is what we call the family cabin because you can fit your family plus cousins or aunts and uncles, etc. This has 2 lofts with 2 twin beds in each, a private room with a queen bed, living space with 2 futon couches that fold into full beds and 2 rocking reclining chairs. There's also a kitchenette equipped with a 2-burner hot plate, convection oven, apartment size fridge, microwave, Keurig, skillet, pots, utensils, plates and bowls. All linens are provided.

Top Guest favourite
A cozy living room features a comfortable sofa and an armchair next to a wooden coffee table. A television is situated across from the seating area. Natural light is provided by two small windows, and a ceiling fan adds to the atmosphere.
Home in Thayer
5 out of 5 average rating, 28 reviews

Homestead Haven

Come share our little slice of paradise in the Missouri Ozarks: gardens, goats, chickens, pigs, and ducks. 15 acres of woods with trails offer a peaceful walk. Without city noise and light pollution, stargazing is amazing. The guest house offers a full kitchen, living room , bedroom with walk-in closet and bath. Wi-Fi, Roku and W/D are included. We are close to national and state parks, several famous rivers for floating and other points of interest.

Top Guest favourite
A quaint cottage with a metal roof is surrounded by trees and open space. The structure is complemented by a nearby silo and a parking area with gravel. Natural light enhances the peaceful outdoor setting, with sparse landscaping and a picnic table visible in the foreground.
Cottage in Couch
4.97 out of 5 average rating, 106 reviews

Garfield Getaway LLC

Newly added 2nd bathroom and laundry attached to the cottage in a Grain Bin! Relax with the whole family in this peaceful country setting located approximately 10 miles from the beautiful Eleven Point River, well known for its canoeing, kayaking and fishing. Enjoy cooking on the grill and s’mores by the firepit. Also enjoy the Mark Twain National Forest with its beautiful hiking trails and natural springs. Party’s not allowed!

Guest favourite
A cabin is presented with a green exterior and a metal roof. A staircase leads to a balcony featuring two outdoor chairs. The surrounding area is lush with trees, providing a natural backdrop. A small outdoor seating area is visible at the base.
Cabin in Alton
4.91 out of 5 average rating, 172 reviews

Kayden’s Cabin

We are a family owned cabin near the Eleven Point River! We are located exactly 11 miles from the intersection of 19 North and 19 South in Alton, Missouri on AA Highway. Our cabin sleeps six people with a queen size bed, one set of bunk beds, full size blow-up mattress, and a loveseat. We are about a mile and a half from Whitten Access. Please No smoking, pets, or partying. **70.00 A Night**NO CLEANING FEE!!

Top Guest favourite
A stone sign labeled 'Arrowhead Ranch Retreat' is prominently displayed in front of a single-story brick farmhouse. The building features multiple windows and a wide roofline, surrounded by a grassy area and shaded by trees.
Home in Thayer
4.97 out of 5 average rating, 29 reviews

Arrowhead Ranch Retreat near Scenic Spring River

Welcome to your farm getaway, nestled on 800 private acres! Discover a nature lover's paradise in the heart of the Missouri National Scenic Riverways. A world away from the stresses of daily life, yet only 13 miles from Thayer. Just 15 miles from the Eleven Point & Spring Rivers. Pack for floating, fishing, hiking, and star-gazing. Leave feeling refreshed and replenished!

Top Guest favourite
A charming exterior of a single-story home is presented, featuring a gabled roof and a welcoming front porch with steps. Large windows allow natural light to flow in, while a grassy yard surrounds the home, contributing to a peaceful atmosphere.
Home in Alton
5 out of 5 average rating, 15 reviews

Rufus’ Roost

Take it easy at this unique and tranquil getaway. Watch the wildlife. Fish, canoe, kayak the Eleven Point River. Falling Springs, Greer Springs, Alley Springs, Grand Gulf Park are just a short drive away. Three Restaurants on the Square in Alton. Enjoy a relaxing couple's get-away or come and bring a friend. You'll be glad you did.

Popular amenities for Oregon County holiday rentals

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  2. United States
  3. Missouri
  4. Oregon County