
Vacation rentals in Olean
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Top-rated vacation rentals in Olean
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Sunset lake retreat: kayaks & NEW: boat rental!
Entire lake house ready for your next lake retreat with family or friends. Spacious living area including outdoor deck space with a private dock and kayaks for use! Watch the sunset on the dock while grilling out or next to the gas fire pit. Cozy up next to the wood burning fireplace. **NEW LOWE Tritoon BOAT RENTAL option or space to side dock your boat. Close to the strip, grocery stores, and restaurants. Mini golf, go-karts, and a winery are also nearby. Perfect for a weekend or long get away.

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.

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!

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

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.

2BD, 1BA Home. 5-10 Minutes to anywhere in JCMO!
Welcome to The Yellow Brick Home, your cozy retreat in the heart of Jefferson City! Conveniently located near the Missouri River, Missouri Boulevard, downtown Capitol, and with quick access to Highways 63, 54, and 50, our home is the perfect base for exploring JCMO. Whether you're a family, friends, a State employee, a traveling professional, Katy Trail cyclist, or an eventgoer, this spacious getaway hosts up to four guests. Make lasting memories at The Yellow Brick Home!

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.

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!
Popular amenities for Olean vacation rentals
Other great vacation rentals in Olean

Lake of the Ozarks Golf Retreat with boat options.

Paradise-Romantic-Retreat- Main Channel-Near Dam

Moonlight Ridge

Beach Cabin #3

Hen House | Farm Near Lake of the Ozarks + Loop 2

Waterfront Ozark Getaway

Twin Acres

Rivers Edge Retreat
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