Holiday rentals in Ashland

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Top-rated holiday rentals in Ashland

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Superhost
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
4.85 out of 5 average rating, 149 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!

Top guest favourite
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, 439 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 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, 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.

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
5.0 out of 5 average rating, 170 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 tranquil pond reflects vibrant hues of orange and pink at sunset, framed by silhouetted trees. The expansive landscape stretches beyond the water, showcasing rolling fields and a serene atmosphere.
Home in Fulton
4.9 out of 5 average rating, 285 reviews

Restful get away on 55 acres

We have a wonderful house situated on 55 acres in beautiful Millersburg, Missouri. It is the perfect location to get away from it all, unplug and enjoy nature. We have a newly renovated kitchen and bathroom. Stocked pond for fishing or swimming. If you are looking for someplace to rest and relax, then look no further. We are about 20 minutes from Columbia, Fulton and Jefferson City, so it's a perfect location to get away and still be close enough to the cities when you need something.

Superhost
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
4.92 out of 5 average rating, 116 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!

Guest favourite
A living area features a red leather sofa and a black accent chair, with a coffee table placed in front. A dining area with a small table and chairs is visible. A large TV mounted on the wall displays content, while natural light enters through window treatments.
Flat in Columbia
4.93 out of 5 average rating, 210 reviews

2 Bed 1 Bath Southside Columbia 7 min to Mizzou

Freshly remodeled pet friendly(with $75 pet fee per stay)2 bedroom 1 bath duplex located 7 min from Mizzou campus, major hospitals and 9 min drive downtown. Includes Wi-Fi, desk, in unit washer/dryer. Grocery, convenience stores, restaurants and bar located close by. Apartment has all necessities provided including stocked kitchen. 42 inch smart TVs in bedrooms and 65 inch smart tv in living . Walkout basement is unfinished and and only to be used to access laundry

Top 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, 538 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".

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, 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!

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, 220 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 charming exterior of a mother-in-law apartment is visible, featuring a covered porch with outdoor seating. Lush greenery surrounds the building, and a large tree provides shade. The siding is light-colored, complemented by multiple windows that allow natural light into the interior.
Guest suite in Columbia
4.89 out of 5 average rating, 505 reviews

Large Mother-In-Law Apartment Surrounded by Park

We have a delightful mother-in-law apartment that is perfect for families, business travelers, girls' weekends and more. The space includes two large bedrooms (one on the main level and one upstairs), a living room, kitchenette (no oven/stove) and bathroom, and it is fully furnished. We are pet-friendly, but charge an extra $50 to your reservation fee. Please let us know if you plan to bring a pet.

Guest favourite
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
4.83 out of 5 average rating, 255 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 holiday rentals