Vacation rentals in Ashland

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Top-rated vacation rentals in Ashland

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

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Guest favorite
A charming green house is showcased from the front, featuring a spacious wooden deck with wide steps leading up to the entrance. Vibrant orange flowers line the pathway, while manicured grass surrounds the area, contributing to a welcoming outdoor space.
Home in Jamestown
4.86 out of 5 average rating, 147 reviews

Step Back in Time Near The Missouri River!

Be transformed back in time in this home that was built in 1904 filled with historic charm. Relax at this tranquil getaway! It's so quiet you can hear the gentle river rolling by! This home is located just steps away from the banks of the Missouri River, in the small town of Lupus, MO. The property is surrounded by nature and many beautiful flower gardens. Lupus has as much charm as the house. Sit on the porch and watch fireflies in the evening, relax on the deck or grab a seat by the river!

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Guest favorite
A spacious wooden porch is featured, with several Adirondack chairs arranged comfortably. Natural wood elements and autumn leaves create a calm setting. Full-length windows offer glimpses of the surroundings, while the latticework adds texture and visual interest to the porch design.
Home in Bonnots Mill
4.94 out of 5 average rating, 353 reviews

Secluded "Heaven": soaker tub, sauna, sunset view

"Heaven" ( 1,512 sq ft, 7 ac) sits on a bluff overlooking the Osage river. An open home with huge full length windows and a sun room. Two porches offer views over the river and to the woods. A soaker tub and sauna are situated in the cabin with a view to the sunset. The cabin is at the end of a secluded forest road. A locked garage is available for small cars. Drive: 15-20 min to Linn for supplies / 30 min to Jeff City / 5 min to public river access. Regretfully no kids under 12 or pets.

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Top guest favorite
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, 128 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.

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Top guest favorite
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, 196 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.

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Guest favorite
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, 101 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

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Top guest favorite
A living area features polished wooden floors that reflect natural light. A television is mounted on the wall across from a cozy sofa adorned with cushions. A small coffee table is positioned in front of the sofa, complemented by a ladder shelf with potted plants.
Apartment in Columbia
4.96 out of 5 average rating, 346 reviews

Super Close to Mizzou Condo 2 Bed 1 Bath Pets OK

Pool is open! Cool pet friendly ground floor level apartment within walking distance of Faurot Field and Mizzou arena located in the heart of the southside of Columbia. Steps away from Lakota, Murrys, Flyover and Taphouse to grab a local favorite meal. 5 min drive to most hospitals and the University of Missouri. The 2 bed 1 bath apartment includes all new furniture, in unit w/d, Wi-Fi, Roku smart tv and necessities . Main bedroom has a California king size bed.

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Top guest favorite
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, 533 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".

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Top guest favorite
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, 297 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

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Guest favorite
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, 140 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.

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Top guest favorite
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, 112 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!

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Top guest favorite
A cozy bedroom features a spacious bed covered with a striped blanket. A wicker chair is positioned nearby, and a bedside lamp provides soft lighting. Large windows offer views of colorful autumn trees, enhancing the serene atmosphere of the space.
Guesthouse in Rocheport
4.98 out of 5 average rating, 380 reviews

Just off the beaten path

Take it easy at this unique and tranquil getaway. 5 minutes from I-70. Enjoy nature in the woods in our cozy, quiet guesthouse. Close to the University of Missouri for events, medical and business travelers, as well as the Katy Trail for cyclists, wineries, and I-70 for the weary traveler needing a quiet rest and relax. Coffee/tea to wake up enjoying breathtaking views from your private deck.

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Guest favorite
A covered porch with string lights creates a cozy gathering spot. The seating arrangement, designed for relaxation, overlooks a natural landscape. The cabin's exterior features wooden elements and is surrounded by trees, enhancing a sense of privacy and connection to nature.
Earthen home in Columbia
4.96 out of 5 average rating, 160 reviews

Creekside Cabin Getaway

Cabin on almost 70 acres with Bass Creek running through it. Direct access to highway 63 and minutes south of Columbia. Perfect setting for a family gathering or a relaxing weekend getaway. Established trails for hiking and biking with rustic benches to stop and enjoy nature. We hope you enjoy Hills and Valleys Retreat as much as we do. (Additional cabin available to rent.)

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Popular amenities for Ashland vacation rentals