Holiday houses in Olean

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!

Family · Value · Cleanliness

Willow Acres

Willow Acres Luxury Barndo on 32.5 is a perfect blend of stylish rustic vibes & wide-open space. Great for a getaways , family time & events. 🛌 What You’ll Love: • Spacious bedrooms • Stocked kitchen • Wraparound patio • Trails & private pond 🌿 Space to Breathe: See deer at dusk, enjoy a picnic by the pond, morning coffee, sunset wine & more! 📍 Close to It All: • 15 minutes from Osage Beach for lake life • 30 minutes from Jefferson City • Minutes from Eldon for groceries, & dining

Value · Family · Comfort

Lakegaze Chalet - Amazing View/Incredible Fun!

Whether it's a romantic get-away, family vacation, girls or guys retreat, Lakegaze Chalet is the perfect A-Frame with an Incredible Lakeview (second tier), Huge Deck, Firepit, Hammocks, 3 Electric Fireplaces, 3 large TV's, Reading Nook, Mini Disc Golf, Putt Putt Golf, Ping Pong, Cornhole & more! Perfect memories at the lake! Just a few minutes from the strip, boat ramp just down the road, options nearby for docking, space for 5 vehicles, boat trailer parking. Peaceful but fun = perfect vacay!

Family · Location · Sleep quality

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! .

Family · Location · Kitchen

Beautiful Lake Ozark Condo with NO cleaning fees

Stunning Lake View Retreat – Your Mile Marker 3 Oasis Escape to the heart of the Lake of the Ozarks. Whether you are looking for a weekend getaway, a family vacation, or a relaxing home base for your lake adventures, this condo offers the perfect blend of comfort, convenience, and breathtaking views. Covered boat slip with electricity available for extra fee. Boat ramp on site. Kayaks and floats available for lazy lake days. Additional unit adjacent to this one. airbnb.com/h/jccondo

Family · Location · Hospitality

Farm House

Enjoy you stay at a 1950 farm house on a working cattle hobby farm. come and relax and watch the cattle grazing in the grass. the set of double beds are up a flight of stairs. We have plenty of parking, We are only a few minutes from the small town of Versailles. and only 13 minutes to the lake of the Ozarks lake access. and 15 minutes to off Road Loop 2 The water here at the farm does have a sulfur smell, so we do provide bottled drinking water for your stay. No TV but do have WIFI.

Family · Location · Amenities

Emerald A Lakefront w/ Hot Tub

Welcome to our Lakefront Oasis at the beautiful Lake Ozark! Experience the epitome of lakeside in our stunning, stylishly decorated house that's perfect for four guests. Nestled on the serene shores of the Lake of the Ozarks, this tranquil retreat promises an unforgettable getaway. Whether you're seeking a romantic escape or a family-friendly vacation, our Lakefront Oasis offers the ideal setting to create lasting memories. Take advantage of our boat slip and bring your boat along!

Location · Value · Barbecue

The Highland Bin at Haywire Acres, Highland Cows

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.

Family · Value · Air conditioning

Lakefront Villa w/Dock Sleeps 12 - August Deals

Escape to your own secluded sleeps up to 12 lakeside retreat, where breathtaking water views, peaceful surroundings create the perfect setting for relaxation. Spend your days lounging on the dock, or enjoying outdoor games with family and friends. Inside, you'll find premium linens, comfortable gathering spaces, and a 77" TV for cozy evenings.Take the rollaway TV to the deck, unwind under the open sky and enjoy unforgettable sunsets from this exceptional waterfront getaway.

Location · Family · Accuracy

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".

Value · Location · Hospitality

Four Loves Cottage - Urban Farm

Welcome to Four Loves Cottage, a charming European-style retreat nestled alongside Four Loves Urban Farm in Eldon, MO. Relax in your private, fenced backyard with a fire pit, swing, and hammock, explore our flower gardens, enjoy fresh produce, and meet our friendly chickens. Just one block from downtown, you’ll be close to hiking trails, local shops, and dining. Experience the charm of a European cottage on our urban farm oasis—book your stay today!

Location · Value · Walkability

Shoreline Sanctuary! Cozy Cabin with Private Dock!

Welcome to Shoreline Sanctuary, a beautifully remodeled lakeside retreat where modern comfort meets cozy cabin charm. Enjoy your morning coffee on the deck, spend the day swimming in the quiet cove, and unwind with family and friends while taking in the lake views. Thoughtfully designed for relaxation, connection, and memory-making, this special place has everything you need for a peaceful Lake of the Ozarks getaway. We'd love to host y'all! 🏡🌊☀️

Location · Family · Accuracy