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Olean Vacation 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 vacation 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 AED 441
AED 581 total
includes taxes & fees
18 Aug - 19 Aug
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 AED 441
AED 649 total
includes taxes & fees
13 Sep - 14 Sep
“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 AED 404
AED 561 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 AED 290
AED 820 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 AED 400
AED 1,147 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 AED 1,469
AED 2,593 total
includes taxes & fees
10 Sep - 11 Sep
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.
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 AED 231
AED 646 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 AED 566
AED 1,647 total
includes taxes & fees
13 Sep - 14 Sep
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 AED 551
AED 684 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 AED 459
AED 642 total
includes taxes & fees
17 Aug - 18 Aug
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 AED 362
AED 1,130 total
includes taxes & fees
8 Sep - 9 Sep
Blue Cove - Pools, Hot Tub & More!
Apartment (3 Bedrooms) | 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 AED 441
AED 1,343 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 AED 753
AED 1,751 total
includes taxes & fees
14 Sep - 15 Sep
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 AED 404
AED 788 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 AED 474
AED 1,185 total
includes taxes & fees
10 Sep - 11 Sep
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 AED 313
AED 1,070 total
includes taxes & fees
14 Sep - 15 Sep
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 AED 400
AED 1,229 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 AED 327
AED 1,117 total
includes taxes & fees
14 Sep - 15 Sep
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 AED 364
AED 1,165 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 2 hours ago
Lodge Of Four Seasons Golf Resort, Marina & Spa

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?

Lakefront Fishing Retreat w/ Dock, Hot Tub & Deck 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. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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 Lick Branch Cove. In the larger area, you’ll find Lake Ozark Speedway 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.