Olean Vacation Rentals

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Check prices for these dates

Tonight
Jan 11 - Jan 12
Tomorrow
Jan 12 - Jan 13
Next weekend
Jan 16 - Jan 18
In two weeks
Jan 23 - Jan 25

Our top choices for Olean vacation rentals

Interior
Business or Pleasure - a perfect and cozy get-away!

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 ￥12,079
￥25,676 total
includes taxes & fees
Jan 13 - Jan 14
Business or Pleasure - a perfect and cozy get-away!
Private kitchen
Historic 4-bedroom pet friendly rental close to downtown.

Vacation Home in Jefferson City

Historic 4-bedroom pet friendly rental close to downtown.
2.0 star property
The price is ￥25,136
￥45,662 total
includes taxes & fees
Jan 12 - Jan 13
Historic 4-bedroom pet friendly rental close to downtown.
Fridge, microwave, oven, stovetop
The Carriage House at Parker's Place

Cottage in Jefferson City

The Carriage House at Parker's Place
10.0 out of 10, Exceptional, (46 reviews)
"Perfect location and very comfortable place. "
United States
Holly B.
The price is ￥29,841
￥43,104 total
includes taxes & fees
Jan 15 - Jan 16
The Carriage House at Parker's Place
Outdoor dining
“Clabe” one of the 5 Tiny Cabins on the Osage River

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 ￥18,947
￥27,880 total
includes taxes & fees
Jan 12 - Jan 13
“Clabe” one of the 5 Tiny Cabins on the Osage River
Living area
A Home Away From Home

Apartment in Jefferson City

A Home Away From Home
2.0 star property
7.6 out of 10, Good, (4 reviews)
"Very spacious, clean, and easily accessible"
United States
Briana
The price is ￥15,789
￥27,947 total
includes taxes & fees
Jan 30 - Jan 31
A Home Away From Home
Property grounds
Cozy 1-bedroom condo in charming Village of Four Seasons with WiFi, fitness room

Condo in Village of Four Seasons

Cozy 1-bedroom condo in charming Village of Four Seasons with WiFi, fitness room
10.0 out of 10, Exceptional, (8 reviews)
"Condo was just as expected and in a great location!"
United States
Ashley R.
The price is ￥9,947
￥26,156 total
includes taxes & fees
Jan 12 - Jan 13
Cozy 1-bedroom condo in charming Village of Four Seasons with WiFi, fitness room
Property grounds
Cozy 1-bedroom condo with WiFi, AC in peaceful Lake Ozark. Prime location on 4MM

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, (12 reviews)
"Very happy with our stay, and the great communication with our host. "
United States
Greg K.
The price is ￥12,647
￥17,480 total
includes taxes & fees
Jan 12 - Jan 13
Cozy 1-bedroom condo with WiFi, AC in peaceful Lake Ozark. Prime location on 4MM
Interior
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace

Vacation Home in Jefferson City

The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace
2.0 star property
10.0 out of 10, Exceptional, (30 reviews)
"Very clean and well appointed. Nice location."
United States
Thomas C.
The price is ￥29,691
￥45,821 total
includes taxes & fees
Jan 19 - Jan 20
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace
Smart TV, fireplace
Charming cabin with WiFi and AC in delightful Eldon

Cabin in Eldon

Charming cabin with WiFi and AC in delightful Eldon
9.2 out of 10, Wonderful, (9 reviews)
"Wonderful cabin. Absolutely recommend!!"
United States
Vivian
The price is ￥18,947
￥25,342 total
includes taxes & fees
Jan 15 - Jan 16
Charming cabin with WiFi and AC in delightful Eldon
Indoor pool
Turtle Cove – Lakefront & 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 ￥11,671
￥44,051 total
includes taxes & fees
Jan 12 - Jan 13
Turtle Cove – Lakefront & Indoor Pool!
Indoor pool
Sunset Spectacular – Waterfront & Indoor Pool!

Condo in Village of Four Seasons

Sunset Spectacular – Waterfront & Indoor Pool!
10.0 out of 10, Exceptional, (5 reviews)
"The unit was spacious. The area was great. The pool was nice as well and stayed open until midnight! "
United States
Josh W.
The price is ￥11,671
￥44,051 total
includes taxes & fees
Jan 12 - Jan 13
Sunset Spectacular – Waterfront & Indoor Pool!
Pool
Lakeside Paradise - Waterfront, Pools, & Pickleball!

Condo in Lake Ozark

Lakeside Paradise - Waterfront, Pools, & Pickleball!
9.6 out of 10, Exceptional, (5 reviews)
"This condo was amazing!!! Had everything we needed, would highly recommend!!"
United States
Kathryn H.
The price is ￥11,671
￥44,051 total
includes taxes & fees
Jan 12 - Jan 13
Lakeside Paradise - Waterfront, Pools, & Pickleball!
Smart TV, fireplace
Waterfront Cozy Cove Retreat - LOTO Escape, Remodeled Comfort, Close to the Fun

Condo in Lake Ozark

Waterfront Cozy Cove Retreat - LOTO Escape, Remodeled Comfort, Close to the Fun
2.5 star property
10.0 out of 10, Exceptional, (3 reviews)
"If you're looking for a great place to call home on your trip - this is the place to do it! Rachel's place was better than described and we were even greeted with snacks and champagne for Mimosas. The place was spotless and very well stocked with about anything you would need for your stay. As for your host "Rachel" she went above and beyond, and you'll have a hard time finding a better one. Communication was absolutely seamless. "
United States
Joseph P.
The price is ￥14,793
￥44,893 total
includes taxes & fees
Jan 13 - Jan 14
Waterfront Cozy Cove Retreat - LOTO Escape, Remodeled Comfort, Close to the Fun
Outdoor dining
Top Floor 2Bd 2Bath Condo at Lighthouse Landing!

Condo in Lake Ozark

Top Floor 2Bd 2Bath Condo at Lighthouse Landing!
2.0 star property
9.4 out of 10, Exceptional, (6 reviews)
"Excellent accommodations and check-in and check-out were a breeze. Very pleased with entire trip. "
United States
Nick A.
The price is ￥11,842
￥52,966 total
includes taxes & fees
Jan 12 - Jan 13
Top Floor 2Bd 2Bath Condo at Lighthouse Landing!
Exterior
SALE! New Treetop, 2 pools, dock, hot tub!

Cabin in Lake Ozark

SALE! New Treetop, 2 pools, dock, hot tub!
2.0 star property
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 ￥24,955
￥73,585 total
includes taxes & fees
Jan 12 - Jan 13
SALE! New Treetop, 2 pools, dock, hot tub!
Exterior
Lake of the Ozarks North Shore Cabin on the quiet side of lake.

Cabin in Rocky Mount

Lake of the Ozarks North Shore Cabin on the quiet side of lake.
10.0 out of 10, Exceptional, (2 reviews)
"Great stay! Would definitely come back!"
United States
Mikeshei K.
The price is ￥17,368
￥23,676 total
includes taxes & fees
Jan 14 - Jan 15
Lake of the Ozarks North Shore Cabin on the quiet side of lake.
Pool
The Sunrise Suite – Waterfront Screened Balcony w/Pool!

Condo in Lake Ozark

The Sunrise Suite – Waterfront Screened Balcony w/Pool!
9.8 out of 10, Exceptional, (8 reviews)
"This condo was absolutely amazing it had everything you could need and more ! It was the perfect getaway for my children and I ! "
United States
Amanda M.
The price is ￥10,964
￥42,826 total
includes taxes & fees
Jan 12 - Jan 13
The Sunrise Suite – Waterfront Screened Balcony w/Pool!
Property grounds
Water facing Condo on Horseshoe bend mins from the Strip avail PWC 12 X 28 Slips

Condo in Village of Four Seasons

Water facing Condo on Horseshoe bend mins from the Strip avail PWC 12 X 28 Slips
9.8 out of 10, Exceptional, (19 reviews)
"Well kept lake house in a great condo community, lots of activities for the family. Close to other restaurants & fun.Thanks for a great stay!"
United States
Matt A.
The price is ￥11,226
￥25,660 total
includes taxes & fees
Jan 16 - Jan 17
Water facing Condo on Horseshoe bend mins from the Strip avail PWC 12 X 28 Slips
Smart TV, fireplace, stereo
Emerald Oasis - Waterfront, Pools, & Smoker!

Condo in Lake Ozark

Emerald Oasis - Waterfront, Pools, & Smoker!
10.0 out of 10, Exceptional, (6 reviews)
"Lovely property, Unit, & Location. Would stay again"
United States
Steven W.
The price is ￥12,379
￥49,306 total
includes taxes & fees
Jan 12 - Jan 13
Emerald Oasis - Waterfront, Pools, & Smoker!
Property grounds
Hideaway at Harbour Towne

Condo in Lake Ozark

Hideaway at Harbour Towne
2.5 star property
10.0 out of 10, Exceptional, (10 reviews)
"It was perfect for our girls getaway! "
United States
Cindy S.
The price is ￥12,631
￥57,710 total
includes taxes & fees
Jan 12 - Jan 13
Hideaway at Harbour Towne
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

DoubleTree by Hilton Hotel Jefferson City

DoubleTree by Hilton Hotel Jefferson City

10/10 Excellent
"Great all around, would recommend."
Duell 1-night trip
Posted 2 days ago
DoubleTree by Hilton 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:

  • View our selection of featured holiday rentals in Olean
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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?

Pet-Friendly Home In The Main Channel w/ Breathtaking Sunsets & Lake Views: This vacation home rental outside of Olean is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

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 Lake Ozark Speedway and Osage National Golf Club.

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.