Olean Vacation Rentals

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Olean vacation rentals

Fridge, microwave, oven, stovetop

Cottage in Jefferson City

The Carriage House at Parker's Place
10.0 out of 10, Exceptional, (46 reviews)
"Excellent stay! Charming house. Great location. Perfect for an extended stay."
United States
Ellen R.
The price is ￥29,820
￥46,035 total
includes taxes & fees
Mar 8 - Mar 9
The Carriage House at Parker's Place
Interior

Apartment in Jefferson City

Business or Pleasure - a perfect and cozy get-away!
9.6 out of 10, Exceptional, (29 reviews)
"Perfect place to stay for my trip"
United States
Joshua B.
The price is ￥12,052
￥26,344 total
includes taxes & fees
Mar 16 - Mar 17
Business or Pleasure - a perfect and cozy get-away!
Smart TV, fireplace

Cabin in Eldon

Charming cabin with WiFi and AC in delightful Eldon
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful cabin. Absolutely recommend!!"
United States
Vivian
The price is ￥18,934
￥24,944 total
includes taxes & fees
Mar 8 - Mar 9
Charming cabin with WiFi and AC in delightful Eldon
Interior

Vacation Home in Jefferson City

The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace
10.0 out of 10, Exceptional, (32 reviews)
"Yes, it was great. The whole place was beautiful."
United States
Mark P.
The price is ￥29,625
￥47,816 total
includes taxes & fees
Mar 10 - Mar 11
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace
Living area

Vacation Home in Jefferson City

Historic 4-bedroom pet friendly rental close to downtown.
10.0 out of 10, Exceptional, (3 reviews)
"If you're looking for great, comforting and warm accommodations of an historic amply spaced home with the modern updates of today's world look no further!!! Plus, they have all the extra home amenities that a hotel could not even begin to provide! My family came to Jefferson City for a loved ones funeral and the sweet, responsive owners even left us a kind note and caring card. We've already recommended their location as a great place to stay to others and would absolutely book for ourselves...
United States
Jennifer
The price is ￥25,080
￥52,725 total
includes taxes & fees
Mar 14 - Mar 15
Historic 4-bedroom pet friendly rental close to downtown.
Exterior

Vacation Home in Lake Ozark

Beach Cabin #3, Private/Shared Beach - Cabin #3
The price is ￥13,233
￥32,610 total
includes taxes & fees
Mar 8 - Mar 9
Beach Cabin #3, Private/Shared Beach - Cabin #3
Outdoor dining

Cabin in Tuscumbia

“Clabe” one of the 5 Tiny Cabins on the Osage River
10.0 out of 10, Exceptional, (2 reviews)
"It was a great quiet place to get away for a weekend."
United States
Kyle B.
The price is ￥18,934
￥27,703 total
includes taxes & fees
Mar 15 - Mar 16
“Clabe” one of the 5 Tiny Cabins on the Osage River
Exterior

Cabin in Rocky Mount

Lake of the Ozarks North Shore Cabin on the quiet side of lake.
10.0 out of 10, Exceptional, (4 reviews)
"Great stay! Would definitely come back!"
United States
Mikeshei K.
The price is ￥17,356
￥24,107 total
includes taxes & fees
Mar 8 - Mar 9
Lake of the Ozarks North Shore Cabin on the quiet side of lake.
Marina

Vacation Home in Lake Ozark

Pinkies Paradise-3BD/2BA/Sleeps 8PP-Lake Ozark
10.0 out of 10, Exceptional, (4 reviews)
"Place was unique and had fun theming. "
United States
Meaghan
The price is ￥12,446
￥35,171 total
includes taxes & fees
Mar 8 - Mar 9
Pinkies Paradise-3BD/2BA/Sleeps 8PP-Lake Ozark
Indoor pool

Condo in Village of Four Seasons

Turtle Cove – Lakefront & Indoor Pool!
9.6 out of 10, Exceptional, (7 reviews)
"We had a wonderful relaxing stay. The condo was perfect."
United States
Kasie W.
The price is ￥11,645
￥43,796 total
includes taxes & fees
Mar 8 - Mar 9
Turtle Cove – Lakefront & Indoor Pool!
Interior

Condo in Lake Ozark

Our Cove Retreat - Perfect for Wave-Free Swimming, Tanning & Prime Location Fun!
9.8 out of 10, Exceptional, (24 reviews)
"Great place!"
United States
Amber M.
The price is ￥17,012
￥45,307 total
includes taxes & fees
Mar 9 - Mar 10
Our Cove Retreat - Perfect for Wave-Free Swimming, Tanning & Prime Location Fun!
Interior

Condo in Osage Beach

Stylish Lakefront, King Bed Suite, Sunset View, Pool, Boat Slip, PrivateTopFloor
10.0 out of 10, Exceptional, (88 reviews)
"Great place to stay with great view. Property managers were great and easy to contact, and quick to respond to us with a question we had. I would stay here again"
United States
Marcus B.
The price is ￥16,330
￥39,325 total
includes taxes & fees
Mar 10 - Mar 11
Stylish Lakefront, King Bed Suite, Sunset View, Pool, Boat Slip, PrivateTopFloor
Exterior

Cabin in Osage Beach

Cozy Cabin on the Lake! Sleeps 2 @ Jacks Shack!
9.8 out of 10, Exceptional, (7 reviews)
"Comfortable and cozy!Right on the water and able to walk to backwater jacks ! "
United States
Jeff G.
The price is ￥12,603
￥44,544 total
includes taxes & fees
Mar 31 - Apr 1
Cozy Cabin on the Lake! Sleeps 2 @ Jacks Shack!
2 bedrooms, free WiFi, bed sheets

Condo in Lake Ozark

Lake Views, Lakefront Pool, Great Location!
9.0 out of 10, Wonderful, (9 reviews)
"Great place for winter getaway."
United States
Robert M.
The price is ￥17,012
￥43,338 total
includes taxes & fees
Mar 9 - Mar 10
Lake Views, Lakefront Pool, Great Location!
Exterior

Cabin in Lake Ozark

SALE! Lakefront | 4 Pools | Dock | Sauna | +Resort
9.2 out of 10, Wonderful, (9 reviews)
"I will definitely stay there again. The home was beautiful. "
United States
Megan L.
The price is ￥27,345
￥76,415 total
includes taxes & fees
Mar 31 - Apr 1
SALE! Lakefront | 4 Pools | Dock | Sauna | +Resort
Outdoor dining

Condo in Lake Ozark

Regatta Bay Getaway-Luxury Lakefront Condo/2BD/2BA/Deck/Pool/Dock-6PP
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful condo, great location on the lake. Would stay again in a heartbeat"
United States
Nick C.
The price is ￥12,465
￥44,218 total
includes taxes & fees
Mar 8 - Mar 9
Regatta Bay Getaway-Luxury Lakefront Condo/2BD/2BA/Deck/Pool/Dock-6PP
Interior

Condo in Osage Beach

Cozy 1BR Condo - Pool & Wi-Fi
10.0 out of 10, Exceptional, (6 reviews)
"It was very clean and friendly for dogs and my kids."
United States
Stacy
The price is ￥8,678
￥21,086 total
includes taxes & fees
Apr 7 - Apr 8
Cozy 1BR Condo - Pool & Wi-Fi
2 bedrooms, desk, iron/ironing board, travel crib

Vacation Home in Village of Four Seasons

Hideaway in the Trees-#30-Lakefront/2BD/3BA/Pools/Grill/Dock/Firepit-4PP
9.8 out of 10, Exceptional, (6 reviews)
"Our stay was wonderful and the views were breathtaking! We will definitely plan another trip to Treetop Village in the future."
United States
Jenelle K.
The price is ￥14,021
￥46,589 total
includes taxes & fees
Apr 3 - Apr 4
Hideaway in the Trees-#30-Lakefront/2BD/3BA/Pools/Grill/Dock/Firepit-4PP
Property grounds

Condo in Lake Ozark

Cozy 1-bedroom condo with WiFi, AC in peaceful Lake Ozark. Prime location on 4MM
10.0 out of 10, Exceptional, (14 reviews)
"Very happy with our stay, and the great communication with our host. "
United States
Greg K.
The price is ￥14,058
￥19,845 total
includes taxes & fees
Mar 8 - Mar 9
Cozy 1-bedroom condo with WiFi, AC in peaceful Lake Ozark. Prime location on 4MM
Property grounds

Condo in Lake Ozark

Newly remodeled updated condo,12x32 Boat slip, wi-Fi Internet cable TV, pwc slip
10.0 out of 10, Exceptional, (80 reviews)
"Great place!"
United States
J.D. L.
The price is ￥18,747
￥50,414 total
includes taxes & fees
Apr 1 - Apr 2
Newly remodeled updated condo,12x32 Boat slip, wi-Fi Internet cable TV, pwc slip
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Olean Hotel Reviews

Capitol Plaza Hotel Jefferson City

Capitol Plaza Hotel Jefferson City

4/10 Poor
"We had three rooms. One reserved through the hotel and 2 through hotels.com. The two through hotels.com were side by side on the 4th floor. Had to move my family out of both. We found one of them was to be out of service altogether. It had water problems and the carpet was wet and dark fluid in the sink. The room next to it also had a sink and shower leak that made the carpet wet. It smelled mildewy and the air was warm and moist even though the air was on. Our third room had an air conditioner that had a loud noise that occurred every time it kicked off. It woke everyone in the room on the hour. The next morning, my in-laws went down for breakfast. They were there when staff brought food out. It was cold. All 7 of us decided we shouldn’t have stayed there. "
Kelly 1-night trip
Posted 1 hour ago
Capitol Plaza Hotel Jefferson City

Find out more about Olean

Search for holiday rentals in Olean on Expedia! You can easily find your home rentals, villas, holiday apartments in Olean using one of the methods below:

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Look no further and take a look at our great range of rental properties in Olean!

Frequently asked questions

Are there vacation rentals in Olean?

Yes, you can find vacation rentals close to top local attractions in Olean, or you can go with a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Olean?

Porto Cima - Amazing 6,500 SF Home - Private Heated Pool, Arcade, Sleeps 30 PLUS: This vacation home rental outside of Olean is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Olean?

While exploring the area, visit family-friendly sights like Willmore Lodge, or get outside and enjoy nature at Scenic Overlook Park. In the larger area, you’ll find Osage National Golf Club and Lake of the Ozarks and Bagnell Dam Viewpoint.

What’s a vacation rental in Olean like?

Vacation rentals are private properties you can stay in for a long or short time in Olean. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family getaway.