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Holiday houses in Shelby County

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Top-rated holiday rentals in Shelby County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A dining area features a checkered blue and white tablecloth covering a round table set with plates and glassware. A vase of white tulips adds a touch of color. Large glass doors allow natural light to enter, providing views of the wooded surroundings.
Farm stay in Philadelphia
5 out of 5 average rating, 12 reviews

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!

Guest favourite
A serene lakeside view captures the lake house reflecting on calm waters at sunset. The structure is framed by trees and the horizon glows with warm hues, while the sky transitions from deep blue to softer colors.
Cottage in Philadelphia
4.94 out of 5 average rating, 607 reviews

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.

Guest favourite
An outdoor view features the cabin's entrance with a white door and a wooden deck. A large dog rests comfortably at the foot of the steps, basking in the sunlight. A cabin sign is positioned beside the door, and trees are visible in the background.
Tiny home in Huntsville
4.89 out of 5 average rating, 527 reviews

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!

Top Guest favourite
The living room features a comfortable blue sectional sofa paired with a wooden coffee table. Natural light filters through a window, casting patterns on the hardwood floor. A small white side table and a television are positioned in the space, creating an inviting setting.
Apartment in Palmyra
4.98 out of 5 average rating, 113 reviews

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.

Guest favourite
A living space featuring hardwood flooring and neutral-colored walls. A red door and large windows provide natural light. Seating is offered by a couch and armchair, while a dining table with black chairs stands nearby. A television unit is positioned against one wall.
Home in Kirksville
4.94 out of 5 average rating, 175 reviews

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.

Guest favourite
A contemporary red barn-style building is featured, with a metal roof and several large windows allowing natural light. Two air conditioning units are positioned outside, along the gravel pathway leading to a white door. Green fields are visible in the background.
Barn in Shelbina
4.93 out of 5 average rating, 29 reviews

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.

Guest favourite
Four distinct bedroom settings are displayed. The first features a canopy bed with decorative bedding, complemented by warm colors. The second includes two twin beds adorned with bright linens. A dining area showcases a large wooden table, while a fourth setting is accented by a queen bed and subtle decor.
Home in Shelbina
4.96 out of 5 average rating, 26 reviews

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.

Top Guest favourite
The living area features light-colored sofas arranged around a round wooden coffee table. A large flat-screen TV is mounted on the wall opposite. Soft lighting from recessed fixtures enhances the neutral-toned walls, creating a clean and inviting space. Decorative elements add subtle texture.
Home in Shelbina
5 out of 5 average rating, 98 reviews

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.

Guest favourite
A living area is furnished with two recliners and a comfortable couch, surrounding a wooden coffee table. A television is placed on an entertainment unit, complemented by wall decorations, including antlers and a clock.
Home in Clarence
4.92 out of 5 average rating, 24 reviews

Cozy little farm house

Cozy little farm house perfect for an in between stay or getaway located at the end of a blacktop road. The house sits amongst a small cattle farm with a nice view over a bottom field with abundant wildlife. This house is set up for the main purpose of lodging our seasonal guests who pursue wildlife and will reflect that within its decorations. There is a smart tv in the living room but there is currently no WiFi available here as we just use our hotspots on our phone.

Top Guest favourite
The modern kitchen features white cabinetry with a marble-topped island accommodating two bar stools. Stainless steel appliances, including a refrigerator and dishwasher, are present. Soft overhead lighting illuminates the space, highlighting the organized layout and ample counter space for meal preparation.
Home in Madison
4.99 out of 5 average rating, 170 reviews

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

Top Guest favourite
A living room area displays a comfortable green couch paired with a striped armchair. A small coffee table sits in front, and a larger dining table is visible in the background. Natural light enters through the nearby window, highlighting the wood-style flooring and soft color palette.
Condo in Monroe City
5 out of 5 average rating, 13 reviews

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!

Top Guest favourite
An open living area features warm wood cabinetry and a compact kitchen equipped with essential appliances. A brown sofa offers seating alongside a wooden coffee table, adorned with decorative items. Natural light enters through a window, complementing the inviting atmosphere.
Guesthouse in Atlanta
5 out of 5 average rating, 23 reviews

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.

Popular amenities for Shelby County holiday rentals

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