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Olean Vacation Rentals

Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Olean vacation rentals

Interior

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

Business or Pleasure - a perfect and cozy get-away!
Jefferson City
9.4 out of 10, Exceptional, (35 reviews)
"This was a nice, quaint place to stay. Very close to all the sites. Some road noise out front but very peaceful on back stairwell porch area. Felt like staying at grandma’s house. "
United States
Terena R.
$157 nightly
The price is $167
Jul 9 - Jul 10
Total with taxes and fees
Business or Pleasure - a perfect and cozy get-away!
Interior

2BD, 1BA Home. 5-10 Minutes to ANYWHERE in JCMO!

2BD, 1BA Home. 5-10 Minutes to ANYWHERE in JCMO!
Jefferson City
10.0 out of 10, Exceptional, (45 reviews)
"yes nice stay"
United States
Archie H.
2BD, 1BA Home. 5-10 Minutes to ANYWHERE in JCMO!
Property grounds

Great Cabin on Osage River in Tuscumbia, MO

Great Cabin on Osage River in Tuscumbia, MO
Tuscumbia
9.8 out of 10, Exceptional, (58 reviews)
"It is a very comfortable place to stay! "
United States
Amanda
$181 nightly
The price is $192
Jul 6 - Jul 7
Total with taxes and fees
Great Cabin on Osage River in Tuscumbia, MO
Fridge, microwave, oven, stovetop

Historic Carriage House in Jefferson City Near Capitol & Old Penitentiary

Historic Carriage House in Jefferson City Near Capitol & Old Penitentiary
Jefferson City
10.0 out of 10, Exceptional, (52 reviews)
"This is exactly how a Vrbo should work. Pictures represented the property well. Booking and check-in/checkout was simple. Our stay was excellent. Highly recommend this property."
United States
Bob S.
$270 nightly
The price is $289
Jul 5 - Jul 6
Total with taxes and fees
Historic Carriage House in Jefferson City Near Capitol & Old Penitentiary
Outdoor dining

Adventure West-Lakefront 1BD/1BA/Indoor/Outdoor Pool/Hottub/Grill/Pickleball/Pet Friendly-4PP

Adventure West-Lakefront 1BD/1BA/Indoor/Outdoor Pool/Hottub/Grill/Pickleball/Pet Friendly-4PP
Village of Four Seasons
10.0 out of 10, Exceptional, (1 review)
"Very polite and helpful I will most definitely book them again"
United States
LaToasha B.
$232 nightly
The price is $238
Jul 6 - Jul 7
Total with taxes and fees
Adventure West-Lakefront 1BD/1BA/Indoor/Outdoor Pool/Hottub/Grill/Pickleball/Pet Friendly-4PP
Interior

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

The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace
Jefferson City
10.0 out of 10, Exceptional, (36 reviews)
"Very spacious, has everything a big family needs for a place to stay. Will definitely consider it next time again."
United States
ALVIN
$287 nightly
The price is $307
Jul 7 - Jul 8
Total with taxes and fees
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

Charming cabin with WiFi and AC in delightful Eldon
Eldon
9.6 out of 10, Exceptional, (14 reviews)
"The cabin was nice was clean and wonderful views"
United States
JEREMY
$208 nightly
The price is $219
Jul 7 - Jul 8
Total with taxes and fees
Charming cabin with WiFi and AC in delightful Eldon
Outdoor dining

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

“Clabe” one of the 5 Tiny Cabins on the Osage River
Tuscumbia
10.0 out of 10, Exceptional, (2 reviews)
"It was a great quiet place to get away for a weekend."
United States
Kyle B.
$166 nightly
The price is $177
Jul 2 - Jul 3
Total with taxes and fees
“Clabe” one of the 5 Tiny Cabins on the Osage River
Living area

Historic 4-bedroom pet friendly rental close to downtown.

Historic 4-bedroom pet friendly rental close to downtown.
Jefferson City
10.0 out of 10, Exceptional, (8 reviews)
"We loved staying here! Would definitely book again. "
United States
Hannah E.
$514 nightly
The price is $581
Jul 5 - Jul 6
Total with taxes and fees
Historic 4-bedroom pet friendly rental close to downtown.
Exterior

Experience Historic Elegance in the Heart of Missouri’s Capital City

Experience Historic Elegance in the Heart of Missouri’s Capital City
Jefferson City
8.8 out of 10, Excellent, (25 reviews)
"Great place!"
United States
Megan R.
$279 nightly
The price is $298
Jul 23 - Jul 24
Total with taxes and fees
Experience Historic Elegance in the Heart of Missouri’s Capital City
Property grounds

Cozy 1-bedroom condo in charming Village of Four Seasons with WiFi, fitness room

Cozy 1-bedroom condo in charming Village of Four Seasons with WiFi, fitness room
Village of Four Seasons
9.6 out of 10, Exceptional, (18 reviews)
"The place was nice and the host was helpful. "
United States
Nathan R.
$171 nightly
The price is $183
Jul 16 - Jul 17
Total with taxes and fees
Cozy 1-bedroom condo in charming Village of Four Seasons with WiFi, fitness room
Exterior

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

Lake of the Ozarks North Shore Cabin on the quiet side of lake.
Rocky Mount
10.0 out of 10, Exceptional, (7 reviews)
"Great place. Very clean and everything you could need. Would definitely stay again!"
United States
Josh L.
$145 nightly
The price is $153
Jul 7 - Jul 8
Total with taxes and fees
Lake of the Ozarks North Shore Cabin on the quiet side of lake.
Interior

Cozy Capital House - Downtown JC - Perfect for Families & Work Trips

Cozy Capital House - Downtown JC - Perfect for Families & Work Trips
Jefferson City
8.0 out of 10, Very Good, (5 reviews)
"A very clean economical place to stay. a super attentive host, very friendly, very central, which is also useful. We enjoyed our company trip. Charming large folder with complete information about local restaurants and attractions, information about the lake, everything. I would definitely be in contact if we ever visit the area again. Thanks again for hosting us!"
United States
Kirk M.
$244 nightly
The price is $261
Jul 13 - Jul 14
Total with taxes and fees
Cozy Capital House - Downtown JC - Perfect for Families & Work Trips
Marina

Pinkies Paradise-3BD/2BA/Sleeps 8PP-Lake Ozark

Pinkies Paradise-3BD/2BA/Sleeps 8PP-Lake Ozark
Lake Ozark
10.0 out of 10, Exceptional, (4 reviews)
"Place was unique and had fun theming. "
United States
Meaghan
$267 nightly
The price is $278
Jul 6 - Jul 7
Total with taxes and fees
Pinkies Paradise-3BD/2BA/Sleeps 8PP-Lake Ozark
Terrace/patio

Fairway To Heaven-Four Seasons Condo 2BD/2BA/Deck/Pool/Golf/Firepit-6PP

Fairway To Heaven-Four Seasons Condo 2BD/2BA/Deck/Pool/Golf/Firepit-6PP
Lake Ozark
9.0 out of 10, Wonderful, (11 reviews)
"Great balcony view, great amenities, clean and quiet, perfect for my entire family. Would easily stay again!"
United States
Joseph B.
$278 nightly
The price is $294
Jul 12 - Jul 13
Total with taxes and fees
Fairway To Heaven-Four Seasons Condo 2BD/2BA/Deck/Pool/Golf/Firepit-6PP
Apartment (0 Bedroom) | Interior

Unit 2: Pool, Lake & View! Studio By Bagnell Strip

Unit 2: Pool, Lake & View! Studio By Bagnell Strip
3.0 star property
Lake Ozark
$193 nightly
The price is $211
Jul 2 - Jul 3
Total with taxes and fees
Unit 2: Pool, Lake & View! Studio By Bagnell Strip
Interior

Cozy 1BR Condo - Pool & Wi-Fi

Cozy 1BR Condo - Pool & Wi-Fi
Osage Beach
10.0 out of 10, Exceptional, (10 reviews)
"Great place, host was responsive, easy access to the docks for fishing and swimming. Directions were easy to follow. "
United States
Y DENISE S.
$159 nightly
The price is $170
Jul 19 - Jul 20
Total with taxes and fees
Cozy 1BR Condo - Pool & Wi-Fi
Interior

Restored 2-bedroom cottage in beautiful California, MO

Restored 2-bedroom cottage in beautiful California, MO
California
10.0 out of 10, Exceptional, (1 review)
"The house was warm & cozy, bed super comfortable. Very cute historic home, we enjoyed our stay!"
United States
Shelley F.
$203 nightly
The price is $218
Jul 5 - Jul 6
Total with taxes and fees
Restored 2-bedroom cottage in beautiful California, MO
Exterior

Lakefront - King Bed - Views - 3 Pools - 2BR/2BA

Lakefront - King Bed - Views - 3 Pools - 2BR/2BA
Osage Beach
10.0 out of 10, Exceptional, (39 reviews)
"Clean and comfortable place to stay while working in Osage Beach. "
United States
Johnna S.
$301 nightly
The price is $324
Jul 5 - Jul 6
Total with taxes and fees
Lakefront - King Bed - Views - 3 Pools - 2BR/2BA
Property grounds

Sunbeam Shores 3BD/3BA/Pool/Firepit/Swim Dock-6PP

Sunbeam Shores 3BD/3BA/Pool/Firepit/Swim Dock-6PP
Osage Beach
10.0 out of 10, Exceptional, (3 reviews)
"We just had a quick get away and it was everything it promised to be. Would stay again. "
United States
Adam F.
$308 nightly
The price is $317
Jul 2 - Jul 3
Total with taxes and fees
Sunbeam Shores 3BD/3BA/Pool/Firepit/Swim Dock-6PP
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

Best Western Plus Capital Inn

Best Western Plus Capital Inn

10/10 Excellent
"Well maintained. Quiet. Easy access."
Melinda 1-night trip
Posted 6 hours ago
Best Western Plus Capital Inn

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 $160 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?

Sleeps 26 lakefront w/ private dock & dance floor!: This vacation home rental outside of Olean is located on a lake and has a balcony, an arcade game room, 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.

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 Lick Branch Cove. In the larger area, you’ll find Osage National Golf Course 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.