Holiday rentals in Olean

Cozy retreat! Hot Tub, Wood Stove and Sunsets

Welcome to Cairn Cottage, a classic one-room, stone cottage sitting a stones throw from the Osage Arm of The Lake of the Ozarks (69MM). Relax in nature from the hot tub year around. From May to September (and sometimes later) you can enjoy the Kayaks and SUPs at the lake lot. Please note that the cottage and lake lot are a short golf cart ride from each other. A boat slip is available 5/31-9/7 upon request. We always recommend travel insurance but especially encourage it during winter months.

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!

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!

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.

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!"

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.

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.

The LOTO Chateau Condo

Stunning one bedroom with king bed Condo located in Osage Beach. Amazing views! Covered, screened in deck looking out onto the lake. Renovated SPA bathroom with Italian marble. Hardwood floors throughout. Cove location/21 mile marker. Amenities include boat slip for rent, fishing, fireplace and pool! Many fine restaurants, great shopping, and fun things to do by land/water. Enjoy all year round with patio heater and electric fireplace! Available for short/long term lease, as well

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.

Charming Lake Villa with boat slip in quiet cove

Let our treehouse style villa nestled in a quite cove of off MM17 help you relax and enjoy the beauty of Lake of the Ozarks. A short drive to everything Osage Beach has to offer, yet far enough away to allow you that time to connect with family & friends. You'll feel right at home in our newly renovated and well stocked kitchen. We love the open layout that the unique design of the villa provides. Make this your Lake of the Ozarks vacation home for many years to come.

No Stairs! Hot Tub! Indoor Pool! Boat Slip

12 MM Lake Views + Deck + Hot Tub + 2 pools! Indoor and Outdoor Pool with views!! Make yourself at home! This condo boasts extremely comfortable beds! Located in a very popular complex on Horseshoe bend, just minutes from the Bagnell Dam strip and Osage Beach. Guests enjoy access to a lakefront pool, clubhouse with indoor pool and hot tub, playground, tennis court, basketball court and private boat launch. Amazing sunset views from the relaxing deck!

Lakeside Stay for Two by Wet Feet Retreats

This private room and bathroom includes a queen bed, coffee maker, microwave, mini fridge, smart TV, fast Wi-Fi, and a portable fan for comfort. Please note: While the property is lakeside, THERE IS NO LAKE VIEW. Airbnb labels it as such due to its location near the lake. Just 10 minutes from H. Toads, Shady Gators, Lazy Gators, and 15 minutes from Bagnell Dam. Docknockers Bar & Grill is a short walk down the hill!