Olean Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Olean vacation rentals

Lakefront Osage Beach Condo + Workspace w/ Pool Views

Lakefront Osage Beach Condo + Workspace w/ Pool Views
2.0 star property
Osage Beach
The price is CA $418
CA $731 total
includes taxes & fees
Jun 8 - Jun 9
Lakefront Osage Beach Condo + Workspace w/ Pool Views

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

Unit 2: Pool, Lake & View! Studio By Bagnell Strip
3.0 star property
Lake Ozark
The price is CA $169
CA $288 total
includes taxes & fees
Jun 4 - Jun 5
Unit 2: Pool, Lake & View! Studio By Bagnell Strip

Walk to The Strip! Great Cove Water for Lake Fun

Walk to The Strip! Great Cove Water for Lake Fun
2.0 star property
Lake Ozark
The price is CA $376
CA $597 total
includes taxes & fees
Jun 8 - Jun 9
Walk to The Strip! Great Cove Water for Lake Fun

Unit 6: Poolside & Lakefront! Ozarks Home Base

Unit 6: Poolside & Lakefront! Ozarks Home Base
3.0 star property
Lake Ozark
The price is CA $169
CA $279 total
includes taxes & fees
Jun 4 - Jun 5
Unit 6: Poolside & Lakefront! Ozarks Home Base

Pet-friendly Condo at Mm-19 w/ Boat Slip & Lake Views

Pet-friendly Condo at Mm-19 w/ Boat Slip & Lake Views
2.0 star property
Osage Beach
The price is CA $489
CA $816 total
includes taxes & fees
Jun 8 - Jun 9
Pet-friendly Condo at Mm-19 w/ Boat Slip & Lake Views

Unit 4 On the Strip! Lake Ozark Gem w/ Pool Access

Unit 4 On the Strip! Lake Ozark Gem w/ Pool Access
3.0 star property
Lake Ozark
The price is CA $203
CA $317 total
includes taxes & fees
Jun 7 - Jun 8
Unit 4 On the Strip! Lake Ozark Gem w/ Pool Access

Newly Designed Topsider Condo w/ Beautiful Main Channel Views

Newly Designed Topsider Condo w/ Beautiful Main Channel Views
2.0 star property
Osage Beach
The price is CA $526
CA $825 total
includes taxes & fees
Jun 8 - Jun 9
Newly Designed Topsider Condo w/ Beautiful Main Channel Views

Boat Slip & Water Views: Lake Ozark Condo

Boat Slip & Water Views: Lake Ozark Condo
4.0 star property
Lake Ozark
The price is CA $183
CA $549 total
includes taxes & fees
Jun 30 - Jul 1
Boat Slip & Water Views: Lake Ozark Condo

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

Our Cove Retreat - Perfect for Wave-free Swimming, Tanning & Prime Location Fun!
2.0 star property
Lake Ozark
The price is CA $410
CA $634 total
includes taxes & fees
Jun 9 - Jun 10
Our Cove Retreat - Perfect for Wave-free Swimming, Tanning & Prime Location Fun!

Games, Lake Views, Ease of Access to Unit & Attractions, Family-friendly, Outdoor Comfort

Games, Lake Views, Ease of Access to Unit & Attractions, Family-friendly, Outdoor Comfort
2.0 star property
Lake Ozark
The price is CA $389
CA $630 total
includes taxes & fees
Jun 8 - Jun 9
Games, Lake Views, Ease of Access to Unit & Attractions, Family-friendly, Outdoor Comfort

Unit 3: Main Channel View! Studio By Bagnell Dam

Unit 3: Main Channel View! Studio By Bagnell Dam
3.0 star property
Lake Ozark
The price is CA $169
CA $288 total
includes taxes & fees
Jun 4 - Jun 5
Unit 3: Main Channel View! Studio By Bagnell Dam

Unit 1: Pool Days & Lake Views on Bagnell Strip

Unit 1: Pool Days & Lake Views on Bagnell Strip
3.0 star property
Lake Ozark
The price is CA $169
CA $279 total
includes taxes & fees
Jun 4 - Jun 5
Unit 1: Pool Days & Lake Views on Bagnell Strip

Waterfront Condo w/ Resort Perks in Lake Ozark!

Waterfront Condo w/ Resort Perks in Lake Ozark!
3.0 star property
Lake Ozark
2.0 out of 10, (1 review)
The price is CA $162
CA $663 total
includes taxes & fees
Jun 30 - Jul 1
Waterfront Condo w/ Resort Perks in Lake Ozark!

Prime Spot, Breathtaking Views, Nearby Attractions

Prime Spot, Breathtaking Views, Nearby Attractions
2.0 star property
Lake Ozark
The price is CA $480
CA $729 total
includes taxes & fees
Jun 8 - Jun 9
Prime Spot, Breathtaking Views, Nearby Attractions

Private Dock, Paddle Boards, Views & Hot Spots!

Private Dock, Paddle Boards, Views & Hot Spots!
2.0 star property
Osage Beach
The price is CA $671
CA $913 total
includes taxes & fees
Jun 4 - Jun 5
Private Dock, Paddle Boards, Views & Hot Spots!

Off the Hook at Topsider w/ Pools, Patio, & Boat Slip at 19mm

Off the Hook at Topsider w/ Pools, Patio, & Boat Slip at 19mm
2.0 star property
Osage Beach
The price is CA $742
CA $1,045 total
includes taxes & fees
Jun 8 - Jun 9
Off the Hook at Topsider w/ Pools, Patio, & Boat Slip at 19mm

Brand New Complex, Central Location, Amazing Views

Brand New Complex, Central Location, Amazing Views
2.0 star property
Osage Beach
The price is CA $1,320
CA $1,670 total
includes taxes & fees
Jun 15 - Jun 16
Brand New Complex, Central Location, Amazing Views

Nearby Trails: 1BR Apartment w/ W & D

Nearby Trails: 1BR Apartment w/ W & D
3.0 star property
Lake Ozark
The price is CA $134
CA $352 total
includes taxes & fees
Jun 4 - Jun 5
Nearby Trails: 1BR Apartment w/ W & D

Lakefront Topsider Condo w/ Boat Slip, 2 Pools & Large Deck

Lakefront Topsider Condo w/ Boat Slip, 2 Pools & Large Deck
2.0 star property
Osage Beach
Lakefront Topsider Condo w/ Boat Slip, 2 Pools & Large Deck

Family-fun Lakeside Luxury at Topsider in Osage w/ 2 Pools, Prime Views Pack N' Play & Games

Family-fun Lakeside Luxury at Topsider in Osage w/ 2 Pools, Prime Views Pack N' Play & Games
2.0 star property
Osage Beach
The price is CA $742
CA $1,059 total
includes taxes & fees
Jun 8 - Jun 9
Family-fun Lakeside Luxury at Topsider in Osage w/ 2 Pools, Prime Views Pack N' Play & Games
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Olean Hotel Reviews

Find out more about Olean

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Olean. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Cozy lake in front of the home: This vacation home rental outside of Olean is located on a lake and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.