Holiday rentals in Ashland

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Top-rated holiday rentals in Ashland

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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, 344 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.

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, 124 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, 159 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.

Top guest favourite
A cozy living area is shown with a light-colored sofa and an armchair featuring floral upholstery. Natural light enters through large windows draped in soft curtains. A floor lamp provides gentle illumination, complemented by a decorative woven basket and a small side table.
Guest house in Columbia
4.96 out of 5 average rating, 249 reviews

Nature guesthouse by the A frame Studio

Our guesthouse is located on the NW side of Columbia. We can accommodate from 1 night stays to monthly reservations! 1 - 2 guests are recommended for long term and short term stays. 3 guests for short term stays. Welcome! This small open spaced building is comfortable and detailed to be extra clean. Take a look! You will have a thoughtfully furnished, ready to move in, lodging all to your own! Lots of amenities provided and extras too! Our place and property is very private and quiet.

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
4.97 out of 5 average rating, 105 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, 175 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
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

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, 263 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, 133 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
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, 397 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 sheltered hot tub is positioned under a large blue canopy, surrounded by lush green grass and foliage. In the background, a spacious yard is visible, complemented by garden plants and a stacked pile of wood. The scene reflects a serene outdoor setting.
Cabin in Ashland
4.94 out of 5 average rating, 108 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, 205 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.

Popular amenities for Ashland holiday rentals

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