Holiday houses in Ashland

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Ashland

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

1 of 1 pages1 / 1
Top Guest favourite
A rustic stone house is showcased against a clear blue sky. The entrance features a covered porch with two green chairs and a flag, surrounded by a grassy area. The gabled roof adds character to the structure, enhancing its country charm.
Home in Holts Summit
4.98 out of 5 average rating, 125 reviews

The Old Rock House!

This adorable quiet country home is located a mile outside of Holts Summit, MO, and provides a tranquil and serene destination stay for all your wedding, graduation, athletic events, and vacation plans, etc. The Missouri State Capitol is located 10 minutes away along with various delicious restaurants such as Arris Pizza, Arris Bistro, Madison's, etc. If you are a MIZZOU fan, it is within an easy drivable 30 minutes. Red Rock Acres, LLC . Event Center is located across the road.

Top Guest favourite
The sunroom features ample natural light from large windows, revealing views of the outdoors. Wicker seating, complemented by red accent pillows, surrounds a glass-top coffee table. White curtains frame the windows, enhancing the airy atmosphere of this inviting space.
Home in Jefferson City
5 out of 5 average rating, 162 reviews

Hillsdale Haven-Charming 2BD,2BA

Unwind at Hillsdale Haven! Newly updated, this sunny home boasts multiple gathering spaces and is fully equipped for that "home away from home" feeling. Relax with your coffee in the sunroom or cozy up in the basement for a movie and games. Located on the west side of town, walking distance to Memorial Park. Easy access to the Capitol, Downtown, the Katy Trail and other attractions. Perfect for families, Katy Trail bikers, legislators, traveling nurses or anyone looking for a getaway.

Guest favourite
A modern living area features a wall-mounted television above a sleek electric fireplace. Stacked firewood is neatly displayed in a recessed area. The room flows into a bright kitchen, with a breakfast bar highlighted by high stools. Natural light floods the space from nearby windows.
Home in Columbia
4.95 out of 5 average rating, 108 reviews

Cozy 2 Bedroom close to University

Experience comfort and convenience at our charming home in the heart of Columbia. Enjoy spacious rooms filled with natural light, cozy beds, and a fully equipped kitchen. Centrally located, our home offers a backyard retreat perfect for relaxing evenings with room to run and play. Walk to top-rated restaurants and coffee shops or take a quick drive to downtown and the University. Ideal for visiting families and university guests alike, our space promises a memorable stay here in COMO!

Top Guest favourite
The exterior of the Grain Bin Cabin is showcased beside a tranquil pond, reflecting the cabin's metallic structure. Adirondack chairs surround a firepit on the grass, with picnic tables positioned nearby, creating an inviting outdoor space.
Cabin in Versailles
4.99 out of 5 average rating, 183 reviews

The Highland GrainBin, Highland Cows, Firepit

Welcome to our charming boho-inspired Grain Bin Cabin, the Highland is ideal for 2-3 adults or 2 adults and 2 smaller children. Upstairs, you'll find a comfortable king bed in the loft, while downstairs features a cozy futon in the main living space. The full kitchen is equipped with everything you need. Full Bath with a walk-in shower downstairs. Experience a serene countryside getaway with breathtaking sunsets and peaceful surroundings, just moments away from Versailles.

Guest favourite
A charming Tiny House is nestled among trees, featuring red doors and a porch with railing. A staircase leads up to the entrance. A yellow chair sits on a brick path in the green yard, surrounded by lush foliage and a natural setting.
Tiny home in Columbia
4.89 out of 5 average rating, 865 reviews

Bohemian Tiny House

BOHEMIAN-Socially unconventional, artistic, literature, freedom, social consciousness, healthy environment, recycling, intimacy with nature, supporting diversity and multiculturalism. TINY HOUSE-Small dwelling & footprint, lower costs, energy savings, intentional design. If you are not comfortable with the intimacy of nature, a walnut forest, & wildlife, we may not be the right fit for each other. We love hosting and just request you respect our philosophy & cherished space.

Guest favourite
The log cabin is illuminated by warm lights along the porch, casting a welcoming glow against the twilight sky. Surrounding trees frame the cabin, while soft path lights highlight the entryway. The setting evokes a serene atmosphere, ideal for evening relaxation.
Cabin in Bonnots Mill
4.97 out of 5 average rating, 100 reviews

Celestial Log Cabin on the Confluence

Fantastic Eagle Watching! Enchanting 1940's log cabin overlooks the confluence of the Missouri & Osage rivers in charming Bonnots Mill, MO. Close to Columbia, Hermann & Jeff City. Includes master bedroom, open loft, wood-burning hearths, chef's kitchen, clawfoot tub. Double deck overlooking the confluence is a stargazers dream. Secluded, surrounded by nature, find yourself restored after hiking, antiquing, cooking or drinking wine and taking in the beautiful surroundings

Guest favourite
The cottage features a two-story design with a metal roof and a welcoming front porch. Wooden stairs lead up to the porch, and flowering greenery surrounds the property, enhancing the outdoor space. The garage is visible at the base, providing additional convenience.
Cottage in Jamestown
4.93 out of 5 average rating, 208 reviews

Quiet Cottage at the Riverside

This quiet cottage is located super close to the Missouri River in a small town of 33 residents about 30 minutes away from Columbia! The river is just a few steps from the cottage! Sit outside and enjoy the sounds of the river flowing by or take in the sights of the beautiful garden on the property. Whether you are traveling across Missouri or are just looking to get away, the cottage is the perfect place to get away from the hustle and bustle of the city or freeway!

Top Guest favourite
The exterior of a tiny home with a modern farmhouse design is presented, featuring a red metal roof and brown metal siding. A cozy porch area is furnished with seating, and a colorful quilt square is displayed on the wall, adding a decorative touch.
Tiny home in Fulton
4.99 out of 5 average rating, 270 reviews

Charming tiny home - Nova’s House

Reconnect with nature at this tiny home on a working horse facility. Enjoy sitting outside on the patio, starting a fire in the fire pit, or watching deer and turkey wander by. If you are so inclined to interact with horses, we offer both riding and ground lessons for beginners to advanced - Maplewood Farm has been in business for almost 30 years! Located just 5 miles from Fulton, MO and only 20 miles from Columbia, MO and easy access to I70 and Hwy 54

Guest favourite
The studio suite features two patterned chairs positioned beside a stone-topped coffee table. A large door opens to a private deck surrounded by greenery, while a flat-screen television is mounted on the wall. Soft lighting enhances the cozy atmosphere.
Home in Hartsburg
4.87 out of 5 average rating, 135 reviews

Cozy Studio Retreat in Downtown Hartsburg

This private studio suite will be your welcome weekend getaway or luxurious stopover while traveling down the Katy Trail. This property is located in downtown Hartsburg and only a few blocks from the trail. Enjoy the amenities found in some of the best hotel chains at a price that rivals some of the most basic camp sites. Enjoy a coffee or espresso in your private kitchenette or out on the back deck listening to the sounds of this charming small town.

Top Guest favourite
An open living area features comfortable blue seating arranged around a rustic coffee table. Natural light fills the space through large windows, highlighting wood panel accents and a welcoming entryway. A kitchen counter with bar stools and a decorative tray adds to the inviting atmosphere.
Place to stay in Hartsburg
5 out of 5 average rating, 85 reviews

Moonlight Ridge

Moonlight Ridge is a private retreat from the world. It is the perfect place to get away for relaxation or to hide out to complete a difficult work or school deadline. Sitting on a private 112 acres with magnificent Missouri views this cozy home comfortably sleeps up to two adults. Enjoy your coffee on the sunny front porch or grab your hiking boots to explore the acreage. Reliable WIFI, stocked kitchen and smart tv access with Roku.

Top Guest favourite
A view of the yurt nestled among trees shows vibrant autumn foliage in shades of yellow and orange. A gravel pathway leads to the entrance, flanked by a wooden deck and the nearby utility structure. Sunlight filters through the leaves, creating a serene setting.
Yurt in Holts Summit
4.98 out of 5 average rating, 400 reviews

Yurt in the Forest

Step into the serenity of trees and sky. The yurt has been crafted to relax and refresh you with comfort and convenience and the simple joys of peaceful proximity to nature. The round common room has a kitchenette, queen-size bed, table, chairs, and a futon which opens out to a double bed. A shower room completes the setting. And now no additional cleaning fee!. also, the water is from our deep well: tested, certified.... And delicious!

Top Guest favourite
A cabin set among trees is viewed from a grassy pathway. The structure features a wooden deck with white doors and windows, reflecting a blend of natural surroundings and rustic charm. Sunlight filters through the foliage, creating a serene atmosphere.
Cabin in Ashland
4.94 out of 5 average rating, 109 reviews

Dripping Creek Cabin

Dripping Creek Cabin is a nice getaway between Fowler and Middle Branch creeks. Come walk the creek and dip if the water is up, get in the hot tub, or just walk the hills and valley. It's not far from both Columbia and Jefferson City as well as nature areas outside Hartsburg and Ashland. No ATVs allowed! There are trails north of I-70 in the Finger Lakes area if you’re looking for a place. Inquire about longer stays by message!

Popular amenities for Ashland holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Boone County
  5. Ashland