
Holiday houses in Ashland
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Top-rated holiday rentals in Ashland
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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!
LocationValueParking
4.85 out of 5 average rating, 149 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.
LocationFamilyParking
4.96 out of 5 average rating, 442 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.
ValueFamilyQuiet
5.0 out of 5 average rating, 169 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.
FamilyLocationCheck-in
4.9 out of 5 average rating, 285 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
FamilyValuePets
4.97 out of 5 average rating, 101 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.
LocationFamilyQuiet
4.96 out of 5 average rating, 354 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".
FamilyValueDecor
4.94 out of 5 average rating, 542 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
FamilyValueHeating
4.99 out of 5 average rating, 308 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.
LocationValueSolo travel
4.88 out of 5 average rating, 141 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!
FamilyValueWalkability
4.94 out of 5 average rating, 113 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.
LocationFamilyGetting around
4.95 out of 5 average rating, 225 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!
FamilyLocationCleanliness
4.83 out of 5 average rating, 257 reviewsPopular amenities for Ashland holiday rentals
Other great holiday rentals in Ashland

Cozy 2 Bedroom close to University
LocationValueLong stay
4.92 out of 5 average rating, 119 reviews
Boho Basement (No cleaning fees!)
FamilyLocationView
4.97 out of 5 average rating, 159 reviews
Private Countryside Shouse
ValueLocationQuiet
4.81 out of 5 average rating, 37 reviews
Moonlight Ridge
ValueFamilyBathroom
5.0 out of 5 average rating, 90 reviews
New Lake Retreat on 40 Acres Near Columbia & Jeff
LocationFamilyView
5.0 out of 5 average rating, 34 reviews
South COMO Stylish Stay 3Bed/1.5Bath w Fenced Yard
LocationValueCleanliness
4.88 out of 5 average rating, 25 reviews
Cozy Grove - 6 mins to MU / 4 stoplights to Faurot
ValueFamilyAccuracy
4.95 out of 5 average rating, 74 reviews
RM totally remodeled specialty
LocationFamilyNearby
4.98 out of 5 average rating, 92 reviewsDestinations to explore
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