Vacation rentals in Olean

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Top-rated vacation rentals in Olean

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

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Superhost
Home in Eldon
4.78 out of 5 average rating, 18 reviews

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

Top guest favorite
The exterior of a historic cottage is visible, featuring a blend of stone and siding with green shutters. A welcoming porch includes a seating area, while the surrounding landscape is adorned with greenery. The structure is situated along a quiet street.
Cottage in California
4.96 out of 5 average rating, 181 reviews

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!

Top guest favorite
An outdoor patio area features a large hot tub surrounded by a wooden privacy fence. Nearby, a dining set with four chairs is positioned beside potted plants. The backdrop includes a lush green landscape under a partly cloudy sky.
Home in Jefferson City
4.97 out of 5 average rating, 150 reviews

Modern Farm, Hot Tub, 3 King Bed

Hidden Gem like no other! This beautifully decorated, private home, sits in a quiet residential area and boasts 3 King Bedrooms, 3 Baths, a large Rec area downstairs, outdoor patio and Large Hot Tub with privacy fence. The kitchen is fully stocked for a feast. Located on the South Side, with easy access off Hwy 179, you have easy access to anywhere in the city. Also conveniently located 35 miles from Columbia, and 40 miles from the Lake of the Ozarks. Close to Katy Trail, Wedding Venues

Guest favorite
Chalet in Lake Ozark
4.92 out of 5 average rating, 64 reviews

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!

Guest favorite
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
4.93 out of 5 average rating, 30 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 12 min to the Loop 2 Relax with the whole family at this peaceful place to stay. No Tv, but do have WI-FI

Guest favorite
A cozy kitchen area features light-colored cabinetry adorned with decorative plates and coffee equipment. A round dining table is set with dishes and a vase of sunflowers. The space is complemented by rustic brick flooring and climbing greenery along the walls.
Farm stay in Eldon
4.92 out of 5 average rating, 60 reviews

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!

Guest favorite
The image showcases several cabins illuminated softly under a full moon. The gravel path between the cabins is visible, leading to each porch area. Surrounding foliage adds to the serene nighttime atmosphere, enhancing the sense of seclusion in the wooded setting.
Cabin in Rocky Mount
5 out of 5 average rating, 37 reviews

Cabin, wilderness and trees!

Our cabins are tucked back off the busy world that allows you some peace and quiet. You wont see a better view of the stars and the sound of wildlife in the woods is amazing. Our cabin layout is specially designed for truck and trailer parking with outlets in the back and front. You can relax on our 6' deck off the front and cook up some steaks on our Weber Kettle grills out front. You will only be a mile away from Coffman public boat ramp and only 15 minutes from the famous LOTO strip.

Top guest favorite
The modern three-story building features multiple balconies adorned with warm lighting. Steps lead to the entrance, and a serene outdoor area with gravel surrounds the structure. Nearby, additional buildings and a road are visible among the lush greenery.
Condo in Lake Ozark
4.99 out of 5 average rating, 358 reviews

Lake of the Ozarks! Vacation Condo on the Strip-B

Welcome to Paradise City Unit B! 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 favorite
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, 242 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 favorite
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, 191 reviews

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.

Top guest favorite
A cozy cabin is nestled beside a tranquil pond, surrounded by lush greenery. Canoes rest gently on the bank, reflecting the trees and cabin in the calm water. The outdoor space features a porch with seating, inviting a peaceful retreat in nature.
Cabin in Holts Summit
4.94 out of 5 average rating, 527 reviews

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".

Top guest favorite
A spacious game room provides a billiard table at the center, surrounded by colorful carpet tiles. A vintage-style bar with seating is visible, along with arcade games and wall decorations that add character. Ambient lighting enhances the inviting atmosphere.
Home in Kaiser
5 out of 5 average rating, 43 reviews

Views for Miles, Balconies, Billiards, Arcade, Bar

Perched above the Osage River and Osage National Golf Course, Sunset Bluff offers breathtaking views from every room and three private balconies. Enjoy billiards, shuffleboard, arcade games, a unique fire pit, a fully stocked kitchen, and an outdoor grill. Just 13 minutes from Bagnell Dam's dining, Backwater Jacks Restaurant/Bar, shopping, nightlife, beaches, boating, and attractions, it's the perfect Lake of the Ozarks getaway for families and groups.

Popular amenities for Olean vacation rentals

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  2. United States
  3. Missouri
  4. Miller County
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