
Holiday houses in Shelby County
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Top-rated holiday rentals in Shelby County
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Scenic Farm Retreat: Deck, Campfire & Fresh Food
Unwind at our rustic, countryside vacation rental near historic Hannibal, Missouri! Our family-friendly farm accommodation boasts a large wooded private deck, a cozy fire pit for starry evenings, and scenic woodland trails for family walks. Wake up at our rural retreat with fresh produce served up for a delicious cooked breakfast. Experience the charm of homestead living while staying close to Hannibal's historic sites. Relax, recharge, and create lasting memories at our stunning rustic getaway!

Frogmore Cottage on 5-acre lake, Enjoy Nature!
PLEASE ENTER CORRECT NUMBER OF GUESTS WHEN BOOKING. Enjoy nature on this five-acre lake on 25 well-manicured acres. Fabulous sunsets! For a tiny house it has a spacious lower level with vaulted ceiling and upper bedroom loft. Wifi & smart TV. Nice warm heat and cool AC. Outdoor activity includes hammocks, swimming, boating (canoe, kayaks, john boat). For fishing we have boats, nets & fish-dressing station (bring poles & bait). About 13 miles from Palmyra and Monroe, nearest gas and groceries.

O’s Barn Cabin - Small Town Livin'!
O’s Barn Cabin offers a simple and unique way of relaxing in rustic fashion! Our pet friendly tiny home is 532 sq. ft of open space and country character. The location is out of the city, yet just a couple miles from all of the stores you need. The little cabin is nestled down our shared private and peaceful driveway, with views of cattle grazing in the pasture right off the front porch at the right time of year. Our big screen projector and fire pit are two amenities you'll be sure to enjoy!

Main Street Haven: King Suite
Welcome to our luxurious Main Street Haven, nestled in the heart of a picturesque small town only minutes away from Historic Hannibal (12min) and Quincy IL (18min). This charming ground level unit features a luxurious king size bed that will give you the restful sleep you deserve. The new bathroom is furnished with modern amenities, and the large living room provides ample space to relax and unwind. The full kitchen is perfect for preparing meals, and is equipped with everything you may need.

Silver Maple Guesthouse
This beautifully renovated house has modern conveniences and historic charm. Located on a quiet side street in central Kirksville, it is within walking distance of a grocery store, drugstore, playground, and Truman University. Two bedrooms each have their own private bathroom. Modern kitchen has island seating, and is fully equipped for cooking and entertaining. WIFI, Roku, and washer/dryer available. Smart locks and safe off-street parking plus toys, books, and games for the whole family.

Berti's Nest
You won’t forget the peaceful surroundings of this rustic destination. Located between Shelbina and Shelbyville, Missouri, within one-fourth mile of Shelbina Lakeside Golf Course, Shelbina Lake with fishing, disc golf, walking trail, playgrounds, basketball and tennis courts. Our property offers catch and release fishing also. Shelbina also offers weekend movies at Hawkins Theatre and live productions on occasion. There is a public zero entry pool, in season, at the Aquatic Park.

Ranch Retreat- country stay, close to town
Immerse yourself in the country life at Schwieter Land and Livestock, surrounded by horses, blue skies and clean air. Follow the short gravel road, just outside Shelbina, to the ranch. There's room to spread out in the house, filled with old west charm and modern conveniences. Rest and relax during your stay indoors or step outside- to the deck, patio and yard of the ranch property where you'll be entertained by the animals roaming nearby and maybe catch a glimpse of a real cowboy.

Shelbina Town & Country Retreat
This fully renovated duplex is located in the center of town on a quiet street a couple blocks from downtown. Our tastefully adorned home suits various accommodation needs. The master bedroom is large with a workspace, and both bedrooms have queen beds as well as a hideaway bed in the living room. This open concept gives your group plenty of space for your stay, and allows the option for home-cooked meals. Outside, the side yard offers a place to grill. Your home away from home.

New Relaxing 3 bdm house in Quiet Small Town
The fully furnished newly construted in 2025 house provides a quiet & charming space to unwind & relax after a busy day of work or play. Featuring an open-concept layout providing guests the ability to cook a meal & have conversations with others in the adjoining living room. Located in town are 3 restaurants, Casey's & Dollar General. Amish Community is a short drive of 14 miles Mark Twain Lake 32 miles Moberly 12 miles Centralia 22 miles Columbia 45 miles Hannibal 55

Moe's Place at Mark Twain Lake
Spacious 1,012 square ft upper level condo at Mark Twain Lake is just over a mile from Spalding Swimming Beach and a mile from Spalding Boat Ramp. Jellystone is about ½ mile up the road and The Water Zone waterpark is across the street from the condo entrance. The kitchen/dining area/living room are all open and leads to a private balcony deck for more space or relaxing during dinner. Washer and dryer, 2 full baths, and a loaded kitchen make a perfect, relaxing stay!

Rissa's Rustic Retreat
We are a Guest House/Mother In Law Suite built in 2023. Situated in a quaint rural town, that is family friendly and situated across from the city park. Well known for fishing, whitetail deer and Turkey hunting, and located just a few miles from Atlanta Conservation Area, Hidden Hollow CA, Long Branch Lake, and many amazing outdoor destinations. We are located just a short drive from a variety of coffee shops, grocery stores and antique shops for your pleasure.

Cozy Log Cabin Oasis
Take it easy at this unique and tranquil getaway. This one-story log cabin house invites you into a world where comfort meets rustic charm. Freshly renovated with central heat and air and plush carpeting throughout, every corner of this home whispers warmth and welcome. Boasting brand-new furniture, this property offers a harmonious blend of modern amenities and a classic cabin ambiance.
Popular amenities for Shelby County holiday rentals
Other great holiday rentals in Shelby County

The Lakehouse

Modern Farmhouse on 50 Acres!

Honeybee House

The Cardinal Quonset

Selah cabin - peaceful serenity

Country Oasis

Quiet and Relaxing Lake Retreat with Boat Dock

Gary Shuckie's Hunnewell Lake Inn & Community Ctr