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Olean Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Olean holiday rentals

Smart TV, fireplace

1. 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, (16 reviews)
"The cabin was nice was clean and wonderful views"
United States
JEREMY
The price is HK$942
HK$1,241 total
includes taxes & fees
8 Sept - 9 Sept
Charming cabin with WiFi and AC in delightful Eldon
Outdoor dining

2. “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.
The price is HK$942
HK$1,386 total
includes taxes & fees
26 Aug - 27 Aug
“Clabe” one of the 5 Tiny Cabins on the Osage River
Exterior

3. 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, (8 reviews)
"Great place. Very clean and everything you could need. Would definitely stay again!"
United States
Josh L.
The price is HK$863
HK$1,199 total
includes taxes & fees
16 Aug - 17 Aug
Lake of the Ozarks North Shore Cabin on the quiet side of lake.
Marina

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

Pinkies Paradise-3BD/2BA/Sleeps 8PP-Lake Ozark
Lake Ozark
10.0 out of 10, Exceptional, (5 reviews)
"Place was unique and had fun theming. "
United States
Meaghan
The price is HK$620
HK$1,752 total
includes taxes & fees
18 Aug - 19 Aug
Pinkies Paradise-3BD/2BA/Sleeps 8PP-Lake Ozark
Exterior

5. 3MM, fully remolded, main channel lakefront with pool

3MM, fully remolded, main channel lakefront with pool
Lake Ozark
10.0 out of 10, Exceptional, (51 reviews)
"Great weekend getaway. "
United States
Lawrence H.
The price is HK$855
HK$2,451 total
includes taxes & fees
17 Aug - 18 Aug
3MM, fully remolded, main channel lakefront with pool
Outdoor dining

6. 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, (3 reviews)
"Awesome place and host"
United States
Katherine R.
The price is HK$496
HK$1,811 total
includes taxes & fees
17 Aug - 18 Aug
Adventure West-Lakefront 1BD/1BA/Indoor/Outdoor Pool/Hottub/Grill/Pickleball/Pet Friendly-4PP
Pool

7. Lake-View Pool + Boat Slip! Ozarks Condo

Lake-View Pool + Boat Slip! Ozarks Condo
Lake Ozark
9.8 out of 10, Exceptional, (33 reviews)
"Place was very clean and had all the essentials we needed"
United States
Don G.
The price is HK$651
HK$2,915 total
includes taxes & fees
24 Aug - 25 Aug
Lake-View Pool + Boat Slip! Ozarks Condo
Property grounds

8. 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
9.4 out of 10, Exceptional, (25 reviews)
"The place was nice and the host was helpful. "
United States
Nathan R.
The price is HK$494
HK$1,379 total
includes taxes & fees
19 Aug - 20 Aug
Cozy 1-bedroom condo in charming Village of Four Seasons with WiFi, fitness room
Outdoor dining

9. Habour Towne Haven

Habour Towne Haven
Lake Ozark
10.0 out of 10, Exceptional, (11 reviews)
"It was perfect for our girls getaway! "
United States
Cindy S.
The price is HK$1,020
HK$3,314 total
includes taxes & fees
17 Aug - 18 Aug
Habour Towne Haven
Property grounds

10. Peaceful 2 bedroom Condo with NO Cleaning Fees on the Lake of the Ozarks

Peaceful 2 bedroom Condo with NO Cleaning Fees on the Lake of the Ozarks
Lake Ozark
10.0 out of 10, Exceptional, (66 reviews)
"Excellent property with an awesome host. Great communication from the begining,very quiet and comfortable accommodations! Will stay again!"
United States
Chris
The price is HK$1,177
HK$1,461 total
includes taxes & fees
20 Aug - 21 Aug
Peaceful 2 bedroom Condo with NO Cleaning Fees on the Lake of the Ozarks
Interior

11. Charming 1-bedroom condo in Lake Ozark. On the lake in prime location-4MM

Charming 1-bedroom condo in Lake Ozark. On the lake in prime location-4MM
Lake Ozark
9.4 out of 10, Exceptional, (13 reviews)
"Nice little cozy place. Clean and bed was very comfortable"
United States
Tammy
The price is HK$883
HK$1,267 total
includes taxes & fees
14 Sept - 15 Sept
Charming 1-bedroom condo in Lake Ozark. On the lake in prime location-4MM
Pool

12. Blue Cove - Pools, Hot Tub & More!

Blue Cove - Pools, Hot Tub & More!
Lake Ozark
10.0 out of 10, Exceptional, (2 reviews)
"Very clean condo with great views of the lake."
United States
Jeremy W.
The price is HK$782
HK$2,400 total
includes taxes & fees
13 Sept - 14 Sept
Blue Cove - Pools, Hot Tub & More!
Interior

13. Lake-view Pool + Boat Slip! Ozarks Condo

Lake-view Pool + Boat Slip! Ozarks Condo
4.0 star property
Lake Ozark
10.0 out of 10, Exceptional, (1 review)
The price is HK$942
HK$2,870 total
includes taxes & fees
24 Aug - 25 Aug
Lake-view Pool + Boat Slip! Ozarks Condo
Outdoor dining

14. Lake of the Ozarks Condo with Main Channel Views - boat slip available

Lake of the Ozarks Condo with Main Channel Views - boat slip available
Rocky Mount
10.0 out of 10, Exceptional, (4 reviews)
"Great condo overlooking the lake! This place was great for a family and had everything you would need for an enjoyable stay!"
United States
Tiffany V.
The price is HK$1,095
HK$3,115 total
includes taxes & fees
17 Aug - 18 Aug
Lake of the Ozarks Condo with Main Channel Views - boat slip available
Property grounds

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

Unit 2: Pool, Lake & View! Studio By Bagnell Strip
Lake Ozark
10.0 out of 10, Exceptional, (2 reviews)
"We had a great experience. The room, the view, owner, all great!"
United States
Carol
The price is HK$863
HK$1,683 total
includes taxes & fees
16 Aug - 17 Aug
Unit 2: Pool, Lake & View! Studio By Bagnell Strip
Terrace/patio

16. 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.
The price is HK$698
HK$1,991 total
includes taxes & fees
20 Aug - 21 Aug
Fairway To Heaven-Four Seasons Condo 2BD/2BA/Deck/Pool/Golf/Firepit-6PP
Pool

17. The Sunrise Suite – Waterfront Screened Balcony w/Pool!

The Sunrise Suite – Waterfront Screened Balcony w/Pool!
Lake Ozark
9.8 out of 10, Exceptional, (10 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 HK$668
HK$2,287 total
includes taxes & fees
14 Sept - 15 Sept
The Sunrise Suite – Waterfront Screened Balcony w/Pool!
Property grounds

18. Cedar Sanctuary #17-2BD/2BA/Pools/Grill/Dock-4PP

Cedar Sanctuary #17-2BD/2BA/Pools/Grill/Dock-4PP
Village of Four Seasons
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great!"
United States
Jeffrey B.
The price is HK$855
HK$2,626 total
includes taxes & fees
16 Aug - 17 Aug
Cedar Sanctuary #17-2BD/2BA/Pools/Grill/Dock-4PP
Exterior

19. Wheelhouse: Lakefront 2BD/3BA/Deck/Pool/Pet Friendly-6PP

Wheelhouse: Lakefront 2BD/3BA/Deck/Pool/Pet Friendly-6PP
Lake Ozark
9.2 out of 10, Wonderful, (11 reviews)
"Cute little cozy place with perfect for 2 couples. Would definitely stay again!!"
United States
Brian H.
The price is HK$698
HK$2,379 total
includes taxes & fees
18 Aug - 19 Aug
Wheelhouse: Lakefront 2BD/3BA/Deck/Pool/Pet Friendly-6PP
Outdoor dining

20. Regatta Bay Getaway-Luxury Lakefront Condo/2BD/2BA/Deck/Pool/Dock-6PP

Regatta Bay Getaway-Luxury Lakefront Condo/2BD/2BA/Deck/Pool/Dock-6PP
Lake Ozark
9.4 out of 10, Exceptional, (18 reviews)
"Beautiful condo, great location on the lake. Would stay again in a heartbeat"
United States
Nick C.
The price is HK$777
HK$2,489 total
includes taxes & fees
17 Aug - 18 Aug
Regatta Bay Getaway-Luxury Lakefront Condo/2BD/2BA/Deck/Pool/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

Lodge Of Four Seasons Golf Resort, Marina & Spa

Lodge Of Four Seasons Golf Resort, Marina & Spa

10/10 Excellent
"Enjoyed how picked up all areas were. Amenities in room were adequate and enough and plenty of towels! The room was bigger than I thought it would be and the view spectacular! The staff was always kind and friendly no matter the ask. All had a positive attitude and were ready with whatever I needed, no matter front desk, pool side, restaurant, or housekeeping! Will be back and share my great experience!"
Keary 1-night trip
Posted 1 hour ago
Lodge Of Four Seasons Golf Resort, Marina & Spa

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
  • Use the map to find apartments and other holiday homes in the Olean neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Olean while they last

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

Frequently asked questions

Are there holiday rentals in Olean?

Yes, there are holiday rentals close to the most popular sights in Olean, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Olean has to offer?

Lakefront Fishing Retreat w/ Dock, Hot Tub & Deck Views: This holiday home rental outside of Olean is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a selection of games and 1 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 Lick Branch Cove. In the wider area, you’ll find Lake Ozark Speedway and Lake of the Ozarks and Bagnell Dam Viewpoint.

What’s a holiday rental in Olean like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Olean. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a family trip or a small group gathering.