Holiday rentals in Olean

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Top-rated holiday rentals in Olean

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

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Top guest favourite
A spacious balcony features a comfortable seating area with cushioned sofas arranged around a coffee table. Lush greenery and rolling hills are visible in the background, creating a serene backdrop for relaxation. The warm glow of sunset enhances the tranquil atmosphere.
Home in Kaiser
5 out of 5 average rating, 38 reviews

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!!

Top guest favourite
Apartment in Lake Ozark
4.96 out of 5 average rating, 165 reviews

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.

Top guest favourite
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.
Apartment in Osage Beach
4.96 out of 5 average rating, 116 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.

Guest favourite
A single-story house nestled among trees features a combination of stone and wood siding. A grassy yard surrounds the home, with a gravel pathway leading to the entrance. Large trees provide shade, enhancing the natural setting.
Home in Versailles
4.92 out of 5 average rating, 26 reviews

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

Guest favourite
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
4.94 out of 5 average rating, 341 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 favourite
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, 319 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 favourite
A serene lake view captures the tranquil water reflecting hues of orange, pink, and blue as the sun sets. The silhouette of a covered dock is visible, blending into the peaceful landscape surrounded by trees and distant hills.
Place to stay in Camdenton
4.93 out of 5 average rating, 101 reviews

Lakefront cozy unit with amazing views.

This cozy one-bedroom charmer, part of a lake front 4-plex built in 1959 will not disappoint and offers a comfortable lake stay. You will have incredible views and steps away from the Picnic area and dock. This is a lower unit-steps and/or our boat ramp are available to get to the unit. It offers a rear parking spot if you are comfortable driving on the boat ramp. We are close to Ha Ha Tonka State Park, Kinderhook and Lake Valley Golf courses, Ball Park Nationals, and the Amphitheater.

Top guest favourite
Home in Jefferson City
5 out of 5 average rating, 154 reviews

Hillsdale Haven-Charming 2BD,2BA

Unwind at Hillsdale Haven! Newly updated, this sunny home boasts multiple gathering spaces and is fully equipped for that "home away from home" feeling. Relax with your coffee in the sunroom or cozy up in the basement for a movie and games. Located on the west side of town, walking distance to Memorial Park. Easy access to the Capitol, Downtown, the Katy Trail and other attractions. Perfect for families, Katy Trail bikers, legislators, traveling nurses or anyone looking for a getaway.

Top guest favourite
An outdoor seating area features a round, suspended chair with cushions, offering a panoramic view of the Gasconade River valley. Natural sunlight filters through the trees, casting soft shadows across the wooden deck.
Cabin in Dixon
4.99 out of 5 average rating, 158 reviews

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.

Top guest favourite
A welcoming porch features a vibrant green door and wooden decking, surrounded by natural greenery. Two comfortable chairs are positioned for relaxation, enhancing the inviting entryway to the house.
Home in Gravois Mills
4.98 out of 5 average rating, 220 reviews

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!

Top guest favourite
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
4.99 out of 5 average rating, 169 reviews

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.

Top guest favourite
The exterior of a tiny home with a modern farmhouse design is presented, featuring a red metal roof and brown metal siding. A cozy porch area is furnished with seating, and a colorful quilt square is displayed on the wall, adding a decorative touch.
Tiny home in Fulton
4.99 out of 5 average rating, 261 reviews

Charming tiny home - Nova’s House

Reconnect with nature at this tiny home on a working horse facility. Enjoy sitting outside on the patio, starting a fire in the fire pit, or watching deer and turkey wander by. If you are so inclined to interact with horses, we offer both riding and ground lessons for beginners to advanced - Maplewood Farm has been in business for almost 30 years! Located just 5 miles from Fulton, MO and only 20 miles from Columbia, MO and easy access to I70 and Hwy 54

Popular amenities for Olean holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Miller County
  5. Olean