Vacation rentals in Olean

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Olean

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

0 of 0 items showing

1 of 3 pages

Guest favorite

A serene bedroom features a comfortable king size bed with textured bedding. Large sliding glass doors frame a view of the main channel and two hammocks on the private balcony, allowing natural light to brighten the space.

Condo in Lake Ozark

4.96 out of 5 average rating, 124 reviews

September pool/hammock/fireplace/main channel view

Under new cleanership 9/1! Cleanliness is our top priority. 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 VIEWS OF THE LAKE mid May-mid Sept. Boat+PWC slip May-Sept

Guest favorite

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, 270 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 favorite

A spacious living area features a light-coloured sofa with decorative cushions, accompanied by a coffee table. Large sliding doors lead to a balcony, offering views of the lake. A dining area with a table for four is visible, with additional seating at the counter.

Condo in Osage Beach

4.95 out of 5 average rating, 104 reviews

Cozy Lakefront Condo, Amazing Lake View! 2bd/2bath

This stunning lakefront condo, located at the 17mm in the heart of Osage Beach, offers both convenience and comfort with its tasteful updates and stunning lake views. You will have seasonal access to 1 heated pool that opens May 1, and 2 lakeview pools that open May 15. You can also enjoy the tennis/pickleball/basketball court open year round. Being conveniently located to wineries, restaurants, activities and much more, makes this an enjoyable and relaxing lake retreat for you and your family.

Top 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

4.96 out of 5 average rating, 142 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 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

4.96 out of 5 average rating, 307 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 favorite

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, 252 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.

Guest favorite

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

4.89 out of 5 average rating, 37 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 favorite

The image captures a sleek, modern building situated on a hillside, with large windows reflecting the evening light. The surrounding area includes greenery and a glimpse of the water, with a road and several structures visible in the distance under a colorful sky.

Apartment in Lake Ozark

4.99 out of 5 average rating, 276 reviews

Lake Ozarks! New Vacation Condo on the Strip-C

Welcome to Paradise City Unit C! The ONLY Nightly rentals on the HISTORIC Bagnell Dam Strip! Brand new 3 bed 2 bath vacation rental condos on the strip. Everything is brand new, fresh, clean and stylish. This unit can sleep up to 10. Enjoy the night life, car shows, boat shows, boat races, bike fest and everything else that this area has to offer! There are boat rentals, parasailing and jet ski rentals just steps from this unit. Close to shopping, entertainment, restaurants and more! .

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

5 out of 5 average rating, 113 reviews

Beautiful 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.

Guest favorite

A rustic front porch features wooden paneling illuminated by hanging lights. Two wooden chairs are positioned beside a wreath-adorned door. A broom rests against the wall, while a wooden crate holds antlers, adding character to the welcoming entryway.

Farm stay in California

4.93 out of 5 average rating, 278 reviews

The Shouse

The Shouse is a rustic living quarters built directly under the same roof as our horse stable. Bring your horses along and they can stay here too. The home has recently been fully renovated from an Amish tack shop. It is located in the heart of an Amish community. Spend your evenings relaxing on the front porch and watch the horse and buggies go by. Ask about booking your own buggy ride while you stay to get the most out of your visit!

Top guest favorite

A single-story farmhouse is set within a grassy area, featuring a mix of white siding and stone accents. A covered porch with a bench overlooks the landscape. Clear skies provide natural light to the exterior, highlighting the building's simple and welcoming design.

Home in Tuscumbia

5 out of 5 average rating, 10 reviews

The Farmhouse

This is a cozy little farmhouse in a country setting. Within 30 miles of Lake of the Ozarks, minutes from the Miller County Care and Rehabilitation Center, less than 10 miles from Panther Creek Trailrides, and approximately 3 miles to the Osage River Public Boat access. No pets or smoking allowed.

Guest favorite

Cottage in Hartsburg

4.99 out of 5 average rating, 141 reviews

Serenity House ~ Retreat Near MKT & Vineyards

Indulge in serene luxury at The Serenity House. This custom cottage sleeps 4, featuring a loft bedroom with a king bed and a cozy queen pull-out couch. Relax in the sunroom, do yoga on the patio, and enjoy modern amenities. Close to the MKT trail for bike enthusiasts. Your tranquil retreat awaits.