Vacation rentals in Ashland

Find and book unique accommodations on Airbnb

Top-rated vacation 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, 126 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 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, 189 reviews

The Highland Bin at Haywire Acres, Highland Cows

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
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, 209 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!

Guest favourite
A cozy cabin is nestled beside a tranquil pond, surrounded by lush greenery. Canoes rest gently on the bank, reflecting the trees and cabin in the calm water. The outdoor space features a porch with seating, inviting a peaceful retreat in nature.
Cabin in Holts Summit
4.94 out of 5 average rating, 523 reviews

Restful Rustic Comfy Cabin.

Sweet little cabin by a little pond at the edge of the woods. Large sunny windows, real bed, (with room to bed a child or two down on the floor) tea pot, easy chair, composting toilet, AC, WiFi, hiking trails. There's no shower in the Cabin. Our water is from a deep well, tested, certified ... and delicious! There is an above ground pool, trampoline, and a trail down the hill Very child friendly. We maintain a fragrance-free facility, so no air "fresheners".

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 homes in Fulton
4.99 out of 5 average rating, 280 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
4.88 out of 5 average rating, 137 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.

Superhost
Home in Ashland
4.8 out of 5 average rating, 25 reviews

Private Countryside Shouse

⭐ Guest Favorite Clean, private stay near Columbia Fast communication & easy check-in Secluded modern 2BR shouse minutes from Ashland, MO. Enjoy a clean, private 1,250 sq ft country retreat with full kitchen, open living area, full bath, washer/dryer, and free parking. Peaceful property with no close neighbors—perfect for professionals, weekend getaways, or family visits. Easy drive to Southern Boone and Columbia. Quiet, comfortable, convenient.

Top guest favourite
A cabin with a bright orange exterior is nestled among lush green trees. A wooden deck extends out front, creating an inviting entryway. Surrounding vegetation adds to the natural setting and serenity of the location.
Cabin in Ashland
4.94 out of 5 average rating, 110 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!

Top guest favourite
A modern living room features a large smart TV mounted on the wall opposite a white-brick electric fireplace, surrounded by decorative plants. A cozy sectional couch and an accent chair flank a coffee table, with a light-colored area rug anchoring the space.
Home in Columbia
4.95 out of 5 average rating, 210 reviews

The Painter's Garden

Relax with the whole family at this peaceful, spacious, private home in a quiet, leafy neighborhood. Less than 1 mile off I-70 & 4 miles from downtown/campus/MU and Boone hospitals. Pet- and kid-friendly with a sizable, securely fenced backyard and cement patio with fire pit, charcoal grill, outdoor furniture and canvas shade. Cozy, modern interior features 40 original paintings by the owner and an electric fireplace.

Top guest favourite
A spacious outdoor area is visible, featuring a large red concrete patio surrounded by a secure black fence. The entrance to the building is framed by a staircase leading to an upper deck. Lush green trees are seen in the background against a clear blue sky.
Guest suite in Jefferson City
4.95 out of 5 average rating, 308 reviews

Mo Sports River View!

Kick back and relax in this calm, stylish space. Amazing view of the Missouri River, in Downtown Jefferson City, only one block from the State Capitol! 100 yards from the state famous Paddy Malones Irish PUB. Also right off the Katy Trail for all guests who are traveling across the state. Space is the upstairs of the house, Stairs to access door and space is required!

Superhost
A charming homestead retreat is set within a lush landscape, surrounded by trees and greenery. The exterior features a yellow front door, complemented by a gravel pathway leading to the house. A wooden fence and shrubs provide privacy and a serene atmosphere.
Cabin in Columbia
4.82 out of 5 average rating, 248 reviews

Cozy, Rustic Cottage Pet-Friendly South Columbia

A cozy homestead retreat backs up to 50 acres of woods. Two bedrooms can sleep up to 4. Full kitchen. Laundry in basement. Just 15 minute drive from downtown Columbia, one minute from gas stations and Dollar General- so convenient. Great for game day visitors, families visiting their university students, a retreat space, and more!

Popular amenities for Ashland vacation rentals

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