Holiday rentals in Olean

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Olean

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
Apartment in Lake Ozark
4.96 out of 5 average rating, 140 reviews

Lake views: Couple retreat/Family time/Remote work

Your perfect winter getaway - Truly a guest favorite at the lake! If you're looking for the BEST VIEW of the main channel, you’ve found it! 1 bedroom, 1.5 bath, top floor condo with a loft and HUGE private balcony on the water where you can nestle into a hammock and immerse yourself in views of summer sunsets and stargaze. Located on the desirable Horseshoe Bend—close to restaurants, bars, golf courses, & more! The complex also has a pool with lake views (mid May-mid Sept) Boat+PWC slip May-Sept

Top guest favourite
An interior view of the Bunk House showcases two twin bed frames adorned with quilts in various colors. Soft pillows are arranged on each bed, while a large window allows natural light to illuminate the space. Air-conditioning unit is visible on the wall.
Farm stay in Holts Summit
4.92 out of 5 average rating, 285 reviews

The Bunk House

The Bunk House is an 8 by 12 foot shed with 3-4 bunks. There is a twin sized bed across the back, a bunk sized bed on each side and a plank to pull out to accommodate a fourth person in the middle over the walkway. With this adaptation, you have an 8 by 10 foot bed. We provide foam mattresses, sheets, blankets and pillows. There is an air-conditioner and a heater. Bucket toilet behind the bunkhouse. Fire ring available. No pets. The water is from our deep well - tested, certified and delicious!

Top guest favourite
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, 152 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!

Guest favourite
The exterior of the tiny house showcases a raised terrace with two chairs, providing a relaxing spot to enjoy the view. A staircase leads to the entrance, with trees offering shade nearby. The house features a simple design with large windows for natural light.
Tiny home in Jamestown
4.93 out of 5 average rating, 148 reviews

Teeny Tiny Getaway in the Missouri countryside

A tiny house on a “micro” level. Comfy and cozy with a spacious view of nature. If you’re looking for a unique space to be alone to meditate or just simply to have a few days by yourself this is the spot for you. In the country side away from the busyness of life this gem offers a peaceful get-away. Equipped with WiFi, AC, ambient back-lit heating, folding table, a smart flat screen TV, filtered hot and cold water, microwave and refrigerator. A beautiful view perfect for stargazing. Welcome :)

Superhost
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, 318 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.

Top guest favourite
A screened-in deck features comfortable wicker seating with blue cushions and a hammock, providing a relaxing space to enjoy the panoramic lake view. Light curtains sway gently with the breeze, framing the serene outdoor atmosphere accessible from both living areas.
Apartment in Lake Ozark
4.98 out of 5 average rating, 180 reviews

Lakescape Romantic Retreat w/ Hammock - No steps!

"This is IT!" 3mm Million Dollar Main Channel Panoramic View, Walk-in Level Entry, Two 58" Roku TV's, King Sized Bed, Electric Fireplace, Screened-in Deck, Electric Blackstone Griddle, Salt-water Pool, Deck Furniture, Papasan Lounger, Keurig Coffee, 400mbps WiFi... and a hammock! The perfect retreat for couples, but big enough for a small family... we'd love to host you at Lakescape Romantic Retreat! We believe our condo checks so many boxes that you'll say, just like we did, "This is IT!"

Top guest favourite
A spacious single-story house is presented, featuring a mix of brick and siding. A well-maintained lawn frames the property, and a circular walkway leads to the front door. An American flag is displayed, adding a touch of character to the inviting entrance.
Home in Jefferson City
4.99 out of 5 average rating, 264 reviews

Executive estates 2bed/2 bath/ 1 office

Bring the whole family to this great place. A totally remodeled full house. 2 queen bed and 2 bath . Office space In master bedroom as well. Brand new showers, pillows and serta mattresses will give you a great nights sleep. This home is centrally located and is within 10 minutes of anything in Jefferson City. In a great neighborhood. Much more than a hotel! House and guest are protected by outside cameras. THIS IS A SMOKE FREE/PET FREE HOME. MUST BE 24 TO RENT. VERY FAMILY ORIENTED.

Top guest favourite
A charming cottage nestled among lush greenery features a welcoming front porch with seating. The light exterior contrasts with the surrounding trees, while a pathway leads to the entrance. Accents like hanging plants and a circular window enhance the inviting facade.
Home in Osage Beach
4.99 out of 5 average rating, 136 reviews

Tan-Tar-a Resort Home

LOTO Vacations presents this Perfect Vacation Getaway located in the Margaritaville/Tan-Tar-a Estates in Osage Beach close to MM26. 3 beds/3 bath/Sleeps 8 with a fully equipped kitchen, dining, living room & 4 Seasons room with an interior lake view! Completely Remodeled Inside! 2 pools for renters to use & Margaritaville amenities at with a price. Easy access to Margaritaville Resort, restaurants, etc. Close car ride to Ozark Distillery, Redheads, Shorty Pants, Landshark, Golfing & MORE!

Guest favourite
A cozy kitchen area features light-colored cabinetry adorned with decorative plates and coffee equipment. A round dining table is set with dishes and a vase of sunflowers. The space is complemented by rustic brick flooring and climbing greenery along the walls.
Farm stay in Eldon
4.88 out of 5 average rating, 42 reviews

Four Loves Cottage - Urban Farm

Welcome to Four Loves Cottage, a charming European-style retreat nestled alongside Four Loves Urban Farm, in Eldon, MO. Enjoy the serenity of your private patio, explore our vibrant flower gardens, enjoy fresh produce, and meet our friendly chickens. Conveniently located one block away from downtown Eldon, MO, you’ll be close to scenic hiking trails, local shops, and dining options. Experience the tranquility and charm of a European cottage on our urban farm oasis – book your stay today!

Top guest favourite
An outdoor seating area features a round, suspended chair with cushions, offering a panoramic view of the Gasconade River valley. Natural sunlight filters through the trees, casting soft shadows across the wooden deck.
Cabin in Dixon
4.99 out of 5 average rating, 137 reviews

Cabin in the Sky

Take it easy at this unique and tranquil getaway overlooking the breathtaking Gasconade river valley. This cabin has many features and was specifically designed to accommodate the view. Large outdoor space with dining table, grill and extra seating. Close proximity to Fort Leonard Wood. Also minutes from public boat ramp and public hunting land. Interior features Wi-Fi-,full kitchen, laundry. Family friendly--kids are welcome. Several family-friendly activities nearby in St. Robert.

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, 141 reviews

Cozy Cute Grain Bin Cabin, 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 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, 222 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

Popular amenities for Olean holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Miller County
  5. Olean