
Holiday rentals in Olean
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Top-rated holiday rentals in Olean
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Views for Miles, 3 Balconies, Game Rm, Arcade, Bar
Perched above the lake with stunning views from every room and balcony, this unforgettable retreat is built for fun and relaxation. Enjoy a game room with billiards, shuffleboard, arcade games, and a stylish bar. Cook in the fully stocked kitchen or grill under the stars. Gather around the one of a kind fire pit, then unwind with sunset views from three private balconies. Just 13 minutes from Bagnell Dam, beaches, bars, and restaurants for the perfect lake escape with comfort and adventure all!!

Lakeside escape best views/hammocks/saltwater pool
Summer vacation! Truly a guest favorite at the lake-If you're looking for the BEST VIEW of the main channel, then welcome to Tara Condos! 1 bedroom, 1.5 bath, top floor, condo with a loft and HUGE private balcony on the water where you can nestle into hammocks and immerse yourself in views of the stars and summer sunsets. Located on the desirable Horseshoe Bend—close to the fun: the strip, golf courses, & more! Included: Saltwater pool with lake views (mid May-mid Sept) & Boat+PWC slip May-Sept.

Lakefront Haven | Dock & Fenced Yard!
Welcome to your next lakefront getaway! Escape to our charming lake house, a relaxing haven located at the 4MM of The Lake of the Ozarks! Whether you’re looking to unwind on the spacious deck with fenced in yard, utilize the 2 slip dock, fish, enjoy s’mores by the fire pit, or throw bags this retreat is for you. Also, walking distance to a bar with jet ski rentals— this home has it all! The moment you arrive, you’ll find the relaxation you’re looking for! We can’t wait to host you at the lake!

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.

Rocky Creek Hideaway
If you need to get away from everything and need some peace and quiet this is the place for you. This house is nestled back in the woods, It has a dry creek in the back yard and also has a pond. It is in a rough gravel road, the wildlife roam freely around this place. The drive way is around 1/4 mile long. It is only 6 min from Versailles. 17 min to the closest lake Ozark access, and only a few min to the Loop 2 Relax with the whole family at this peaceful place to stay. No Tv, but do have WI-FI

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.

Hot tub, golf cart, kayaks/SUP with lake access!
✨Hot Tub+Golf Cart+Kayaks |Quiet Lake Escape Cairn Cottage is a cozy, vintage, one room stone cottage tucked into nature above the Osage Arm (69MM). Come slow down and enjoy the quiet side of the lake. Hot tub year-round, golf cart to the dock, and kayaks in season. A complimentary breakfast casserole, plus coffee and snacks, make mornings simple and relaxed. Not coming in summer? Check out our amenities slide that shares which amenities are available when. Reconnection is a reservation away!

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! .

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!

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.

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".

Ridge Top Meadows Guest Cabin
Relax in this beautiful private setting! This single-bedroom log cabin is located just minutes from Lake of the Ozarks, Ha-Ha Tonka State Park, Niangua River, and Ball Parks National. Amenities include full kitchen, bathroom with shower, queen bed, loft with twin mattress, dining table, Keurig coffee, TV (no cable) and DVD player, fire pit, picnic table, tent camping area, and hiking trail. No Saturday check in.
Popular amenities for Olean holiday rentals
Other great holiday rentals in Olean

Spacious Capitol Retreat | Family + Business Ready

Lake Cabin & Dock - A True Ozarks Experience!

Romantic Lakeshore Retreat - Close to the Lake!

Cozy Cabin at Water's Edge

Best views in Rocky Mount

*Lakefront/Dock/Jet Skis* - Lucky Point Hideaway

Celestial Log Cabin on the Confluence

Rustic Comfort Cabin!
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