Holiday houses in Ashland

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Top-rated holiday rentals in Ashland

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Top Guest favourite
A peaceful view of the Missouri River glistens under the sunlight, seen from a private deck. Lush greenery lines the foreground, and gentle hills can be observed across the water, creating a serene natural landscape.
Home in Rocheport
4.98 out of 5 average rating, 559 reviews

Bluff House in Rocheport Missouri

The Bluff House faces the Missouri River on 7 acres of beauty, neighboring the Bougeois Winery! The Katy trail & Rocheport are 1 mile away. Our home is two stories. We are upstairs and the Air BNB is downstairs. The Airbnb has a spacious living room, fireplace and dining room. All with views of the river and an open concept kitchen. Your entrance is completely separate and locked for use only by you. You will have a private covered deck, Bench on the bluff, Bikes, Fire pit and a Hammock!

Top Guest favourite
A screened-in porch offers a serene view of the lake, surrounded by greenery. Comfortable seating is arranged around a glass-top table on a vibrant rug. A hammock hangs nearby, inviting relaxation in a tranquil setting.
Guest suite in Columbia
4.99 out of 5 average rating, 416 reviews

Lakeside Cottage Guest Suite

Huge guest suite with beautiful lake views centrally located close to MU, the MKT trail, and just about everything else Columbia has to offer! Enjoy the outdoors via the dock, fire pit area, screened in porch and hammocks. This private guest suite is the entire lower level and offers a large great room with full kitchen and two large bedrooms. Each bedroom has access to a bathroom and sink and there is a combination shower/jetted tub between. Stylish decor. Come stay and leave refreshed.

Guest favourite
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, 334 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 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, 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 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, 145 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
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, 159 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
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.
Apartment in Columbia
4.93 out of 5 average rating, 197 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, 497 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 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, 247 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
A cabin set among trees is viewed from a grassy pathway. The structure features a wooden deck with white doors and windows, reflecting a blend of natural surroundings and rustic charm. Sunlight filters through the foliage, creating a serene atmosphere.
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!

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, 192 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.

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 holiday rentals

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