Olean Vacation Rentals

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Vacation Rentals in Olean

The Carriage House at Parker's Place

Jefferson City
10.0 out of 10, Exceptional, (44)
"Perfect location and very comfortable place. "
United States
Holly B.
$273 nightly
The price is $273
Nov 18 - Nov 19
Total with taxes and fees
The Carriage House at Parker's Place

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

Jefferson City
9.6 out of 10, Exceptional, (28)
"Perfect place to stay for my trip"
United States
Joshua B.
$157 nightly
The price is $163
Nov 19 - Nov 20
Total with taxes and fees
Business or Pleasure - a perfect and cozy get-away!

Lakefront Condo, 2 Bed, 2 Bath-Sleeps 6, Pool, Hot Tub, Tennis Courts, Swim Dock, WIFI

Lake Ozark
9.8 out of 10, Exceptional, (10)
"Clean, had great coffee, super cute decor and they even brought propane super fast because it was empty. Highly recommend and we will be coming back."
United States
Shelby
$173 nightly
The price is $179
Nov 18 - Nov 19
Total with taxes and fees
Lakefront Condo, 2 Bed, 2 Bath-Sleeps 6, Pool, Hot Tub, Tennis Courts, Swim Dock, WIFI

“Delbert” one of the 5 Tiny Cabins on the Osage River

Tuscumbia
10.0 out of 10, Exceptional, (1)
"What a fantastic find! As a spontaneous planner, I was grateful to find this river front property. The listing mention a shower house which led to overpacking, but pleasantly surprised how well equipped the accommodation with anything I could possibly need and with unique and thoughtful experience the owners created truly made you feel like family impressed not just a stay but an experience money can’t buy so thank you "
United States
Laura K.
$165 nightly
The price is $175
Nov 18 - Nov 19
Total with taxes and fees
“Delbert” one of the 5 Tiny Cabins on the Osage River

The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace

2.0 star property
Jefferson City
10.0 out of 10, Exceptional, (26)
"It was very nice"
United States
Chase O.
$284 nightly
The price is $297
Nov 18 - Nov 19
Total with taxes and fees
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace

Balcony w/ Marina Views: Lake Ozark Hideaway!

3.0 star property
Sunrise Beach
10.0 out of 10, Exceptional, (1)
"Great views and such a cute condo. Loved this place"
United States
Angela
$281 nightly
The price is $297
Nov 28 - Nov 29
Total with taxes and fees
Balcony w/ Marina Views: Lake Ozark Hideaway!

Lakefront cozy cottage!

2.0 star property
Rocky Mount
9.6 out of 10, Exceptional, (10)
"Comfortable stay, great fishing and kids loved swimming off the dock! "
United States
Jessica H.
$349 nightly
The price is $367
Nov 18 - Nov 19
Total with taxes and fees
Lakefront cozy cottage!

Our Cove Retreat - Perfect for Wave-Free Swimming, Tanning & Prime Location Fun!

Lake Ozark
9.8 out of 10, Exceptional, (22)
"Great stay. Great location close by everything you could need or want. "
United States
John
$302 nightly
The price is $316
Nov 18 - Nov 19
Total with taxes and fees
Our Cove Retreat - Perfect for Wave-Free Swimming, Tanning & Prime Location Fun!

Lake Life Location with Serenity

Osage Beach
9.8 out of 10, Exceptional, (16)
"Relaxing and peaceful "
United States
Virginia R.
$206 nightly
The price is $206
Nov 19 - Nov 20
Total with taxes and fees
Lake Life Location with Serenity

Lake Ozark-1BD/1BA-Hippo Pool, Regalia Resort, Gym, Hottub, Pool-Sleeps 2PP

Lake Ozark
8.0 out of 10, Very Good, (1)
"Cute and clean. No A/C, so it was pretty hot. 2 small fans and a ceiling fan isn't enough. The bed was soft....too soft. Kind of sank in. The Hippo pool closed because of a storm. So that sucked."
United States
Megan H.
$157 nightly
The price is $157
Nov 18 - Nov 19
Total with taxes and fees
Lake Ozark-1BD/1BA-Hippo Pool, Regalia Resort, Gym, Hottub, Pool-Sleeps 2PP

Treetop Village12-2Bed/3Bath/Lakefront/Lakeview/Pools/Dock/6-8PP-Four Seasons Area

Village of Four Seasons
8.0 out of 10, Very Good, (1)
"The property was great with all the lush foliage and lake front spot. The pools were so fun! Swimming dock was enjoyed. The cabin was outdated but we knew that when we booked. Suited our needs. We had an issue after checking in, but it was resolved quickly by staff. Thanks for letting us stay! We will be back"
United States
Jade W.
$293 nightly
The price is $299
Nov 18 - Nov 19
Total with taxes and fees
Treetop Village12-2Bed/3Bath/Lakefront/Lakeview/Pools/Dock/6-8PP-Four Seasons Area

Stylish Lakefront, King Bed Suite, Sunset View, Pool, Boat Slip, PrivateTopFloor

Osage Beach
10.0 out of 10, Exceptional, (85)
"Great views! Loved our stay!"
United States
Douglas K.
$243 nightly
The price is $260
Nov 20 - Nov 21
Total with taxes and fees
Stylish Lakefront, King Bed Suite, Sunset View, Pool, Boat Slip, PrivateTopFloor

Lake of the Ozarks North Shore Cabin on the quiet side of lake.

Rocky Mount
10.0 out of 10, Exceptional, (2)
"Great stay! Would definitely come back!"
United States
Mikeshei K.
$142 nightly
The price is $150
Nov 18 - Nov 19
Total with taxes and fees
Lake of the Ozarks North Shore Cabin on the quiet side of lake.

3 Bedroom Osage Beach Condo w/ Pool & Main Channel Views

2.0 star property
Osage Beach
10.0 out of 10, Exceptional, (3)
"Overall a great property! We stayed 3 nights and the condo was equipped with everything we needed! We would stay there again!"
United States
Kristi H.
$378 nightly
The price is $393
Nov 18 - Nov 19
Total with taxes and fees
3 Bedroom Osage Beach Condo w/ Pool & Main Channel Views

4 Bedroom Comfortable Cottage

3.0 star property
Versailles
9.0 out of 10, Wonderful, (2)
"Very clean, nice and comfortable place."
United States
Jenny M.
$514 nightly
The price is $514
Nov 19 - Nov 20
Total with taxes and fees
4 Bedroom Comfortable Cottage

Charming cabin with WiFi and AC in delightful Eldon

Eldon
9.0 out of 10, Wonderful, (7)
"Wonderful cabin. Absolutely recommend!!"
United States
Vivian
$150 nightly
The price is $161
Nov 18 - Nov 19
Total with taxes and fees
Charming cabin with WiFi and AC in delightful Eldon

Breathtaking Views - Two Pools - Enclosed Balcony

Lake Ozark
9.8 out of 10, Exceptional, (18)
"It was a great location for us to be able to be close to family. Staff was very responsive. "
United States
Ellen J.
$420 nightly
The price is $438
Nov 18 - Nov 19
Total with taxes and fees
Breathtaking Views - Two Pools - Enclosed Balcony

Cozy, Yet Spacious Condo, Hot Tub/Indoor Pool, Close to Everything

Lake Ozark
9.4 out of 10, Exceptional, (17)
"Very nice accommodations. Really enjoyed our stay"
United States
Edward G.
$240 nightly
The price is $247
Nov 19 - Nov 20
Total with taxes and fees
Cozy, Yet Spacious Condo, Hot Tub/Indoor Pool, Close to Everything

Wonderful Remote Lake Cabin! Fish from Deck & Dock

Rocky Mount
9.8 out of 10, Exceptional, (11)
"A nice property for a quiet family get away in the Ozarks. Lots to do inside the house and back yard was right on the water!"
United States
Sean H.
$439 nightly
The price is $458
Nov 18 - Nov 19
Total with taxes and fees
Wonderful Remote Lake Cabin! Fish from Deck & Dock
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

Find out more about Olean

Everything you need to know about Olean vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Olean vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Olean vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Olean vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Olean. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Olean in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $327 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Olean rentals

At Expedia, we put the best Olean vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Olean rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Olean vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Olean. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Lake Of The Ozarks ~ Great Family Rental With The Best View On The Lake! : This vacation home rental outside of Olean is located on a lake and has a fireplace, a patio, 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. Make the most of the foosball table in this rental home to help you unwind.

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 Possum Hollow Cove. 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.