Vacation rentals in Ashland

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Top-rated vacation rentals in Ashland

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Guest favorite
The exterior of a historic cottage is visible, featuring a blend of stone and siding with green shutters. A welcoming porch includes a seating area, while the surrounding landscape is adorned with greenery. The structure is situated along a quiet street.
Cottage in California
4.95 out of 5 average rating, 165 reviews

Restored cottage built in 1906 (2 bed/2 bath)

Looking for a nice place to stay close to Jeff City? Spend a few nights in this restored cottage built in 1906! You are sure to be comfortable in this great little hideaway! The cottage has period appropriate furnishings with all the modern amenities! This historic property is located on a quiet street near an elementary school. California is a great location. We are an easy 25 minute drive to downtown Jefferson City and situated halfway between St. Louis and Kansas City right off Highway 50!

Top guest favorite
The exterior of the log home is showcased, featuring large floor-to-ceiling windows on the upper level. A wooden deck extends from the front, surrounded by greenery. Two lanterns are mounted on the railing, enhancing the natural setting.
Cabin in Meta
4.84 out of 5 average rating, 148 reviews

Log cabin retreat on 50 acre farm

Our log home is nestled in the middle of a 50 acre farm in the Ozark foothills, where you can hike, watch wildlife and enjoy complete solitude. You’ll love our place because of the view of foothills, forests, prairie, and farm. Amazing star gazing, a brook spring out the back door. Designed to blend in with nature - the 1900 square foot lodge has a floor to ceiling window wall. We're close to canoeing/rivers, Painted Rock Conservation Area. Jefferson City is a 20 mi. drive. Lake Ozarks - 45 mi.

Top guest favorite
The spacious living area features exposed brick walls and a unique textured ceiling. A blue armchair with decorative cushions is positioned beside a wooden coffee table on a vibrant area rug. A large television is mounted on one wall, enhancing the open floor plan.
Loft in Fulton
4.95 out of 5 average rating, 112 reviews

Large Unique 2-Bedroom Gamed Themed Loft

The Uptown Loft is an 1800 square foot 2 bedroom game themed loft. Play shuffleboard, pop-a-shot, classic video games or just relax in this one of a kind space. Located in the historic brick district in downtown Fulton, you are only footsteps away from Westminster College, William Woods University, and local shops and restaurants. This is the perfect staycation spot for anyone looking for something fun and different! This special place is close to everything, making it easy to plan your visit.

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
4.95 out of 5 average rating, 331 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 provides abundant natural lighting. 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 parking small cars. Drive: 15-20 min to Linn for supplies / 30 min to Jeff City / 5 min to public river access.

Guest favorite
An inviting pool area is surrounded by stone landscaping, featuring glowing lights along the edges. Comfortable seating includes lounge chairs and shaded areas for relaxation, with lush greenery visible in the background. The in-ground pool reflects the evening sky, enhancing the tranquil setting.
Home in Columbia
4.96 out of 5 average rating, 406 reviews

Upscale country living at its finest! Pool,HotTub

Nestled onto 10 peaceful acres, w/pond about 15 minutes to downtown Columbia and the University, close to restaurants, and activities, that is if you want to leave the Pool and the quiet of the country. 8 beds, + a few air mattresses, plus 2 pack/plays. You'll love the kitchen, the peace, and the coziness. The in-ground heated pool is 25 x 50 feet. (Closed mid Oct. - mid April) We stock wood for the fire pit, so roast hot dogs, or make S'mores! No parties! No unregistered visitors please.

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
4.97 out of 5 average rating, 119 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 favorite
The front porch features a welcoming entry with a wooden bench and steps leading up to two front doors. Soft lighting illuminates the area, enhancing the earthy tones of the brick and siding. Flower beds with plants are positioned on either side of the steps.
Townhouse in Columbia
4.96 out of 5 average rating, 125 reviews

Grateful on Glenwood!

Gratitude is the Attitude and we are happy that you are our guests! A home away from home, in the heart of beYOUtiful Columbia, MO! Walking distance to downtown, library, grocery, and so much more. Access the Katy trail for a morning walk, close to the University of Missouri, Columbia College and Stephens College. Easy to access from I-70. It's the perfect place to be surrounded by it all, yet feel comfy and cozy for the days that require some rest, relaxation and reflection.

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, 158 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.

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, 496 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 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, 244 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 favorite
The cabin is partially obscured by snow-covered trees, presenting a warm wooden façade contrasting against the winter landscape. The spacious deck is visible, surrounded by a blanket of fresh snow, while the surrounding woods exhibit frosted branches.
Cabin in Ashland
4.93 out of 5 average rating, 101 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!

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, 233 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