Holiday Rentals in Olean

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Olean

TROPICAL BLISS 1 BEDROOM CONDO OVERLOOKING LAKE NEXT TO BAGNELL DAM STRIP

10.0 out of 10, Exceptional, (127)
"Clean, quiet, away from the hustle and bustle, loved seeing the deer every day! "
TROPICAL BLISS 1 BEDROOM CONDO OVERLOOKING LAKE NEXT TO BAGNELL DAM STRIP

Cozy 1-bedroom condo in Lake Ozark. On the lake at the prime location of the 4MM

10.0 out of 10, Exceptional, (6)
The price is €128
includes taxes & fees
25 Aug - 26 Aug
Cozy 1-bedroom condo in Lake Ozark. On the lake at the prime location of the 4MM

189 Ginger Rd. Private Cove! Hot Tub! Large Dock! Near Strip! Pool near! Views!

9.8 out of 10, Exceptional, (95)
"Great property and host! Will book again"
The price is €383
includes taxes & fees
24 Aug - 25 Aug
189 Ginger Rd. Private Cove! Hot Tub! Large Dock! Near Strip! Pool near! Views!

Lakefront Getaway at Lake of the Ozarks – Your Perfect Summer Escape!

9.8 out of 10, Exceptional, (184)
"House was clean and comfortable."
Lakefront Getaway at Lake of the Ozarks – Your Perfect Summer Escape!

Gentle lot and unbeatable location. No wake, deep water,big slip, and huge dock

Gentle lot and unbeatable location. No wake, deep water,big slip, and huge dock

Ozark Retreat in Gravois Mills, Sleeps 12, Private Dock

10.0 out of 10, Exceptional, (32)
"Great location. House was very clean and perfect for our group. The dock slide, high dive and diving board is great entertainment for the kids."
Ozark Retreat in Gravois Mills, Sleeps 12, Private Dock

Voted #1 by USA Today!

9.8 out of 10, Exceptional, (181)
"Second year in a row and we find everything beautiful "
Voted #1 by USA Today!

Secluded Family Resort Sleeps 25 people! Handicap accessible! Private Beach!

10.0 out of 10, Exceptional, (46)
"The property was perfect for our large family group. There was plenty of room for all of us & had everything we needed! The beach & dock area were great, along with the pool area! We spent a lot of time in both of these places! We would definitely recommend! "
Secluded Family Resort Sleeps 25 people! Handicap accessible! Private Beach!

Welcome to Lakefront Luxury! Relax, unwind, and enjoy the view!

9.8 out of 10, Exceptional, (108)
"Couldn’t say anything better about this property. Absolutely beautiful and everything you could ever want. Close to the strip and you wouldn’t even need to leave the house if you didn’t want to."
Welcome to Lakefront Luxury! Relax, unwind, and enjoy the view!

LOCATION, LOCATION, AND LOCATION!

10.0 out of 10, Exceptional, (120)
"Super nice and beat view! "
The price is €209
includes taxes & fees
25 Aug - 26 Aug
LOCATION, LOCATION, AND LOCATION!

Remodeled Private Waterfront Cottage, Pet Friendly, with dock in Osage Beach!

10.0 out of 10, Exceptional, (258)
"Perfect location Patrick was very nice. Had a great time "
Remodeled Private Waterfront Cottage, Pet Friendly, with dock in Osage Beach!

Heart of Osage Beach w the Best view of the lake down the main channel 4 miles

9.6 out of 10, Exceptional, (51)
"Wonderful place to stay !! it was so perfect & the owner is delightful !!"
The price is €156
includes taxes & fees
14 Sept - 15 Sept
Heart of Osage Beach w the Best view of the lake down the main channel 4 miles

Boat Dock: Waterfront Lake of the Ozarks Home

9.2 out of 10, Wonderful, (13)
"Great location on the lake with close access to bars, restaurants, and golf. Worked great for our group of guys for a golf trip. Good lake access with ability to swim right off the dock. Everything was clean and fairly newly renovated. Easy check-in and out process"
Boat Dock: Waterfront Lake of the Ozarks Home

Lake Ozark Condo w/ Pool & Fishing Docks!

9.0 out of 10, Wonderful, (36)
"Everything was great!"
Lake Ozark Condo w/ Pool & Fishing Docks!

NEW LISTING! Cozy Lakefront Home with fantastic views, close to Bagnell Dam

9.4 out of 10, Exceptional, (62)
"Property worked out perfect for us. 10 minutes from several nice golf courses and restaurants. We liked the off season feel of lake Ozark. I'm not sure I'd like primetime summer.... probably way too busy for us! But if that's what you like...."
NEW LISTING! Cozy Lakefront Home with fantastic views, close to Bagnell Dam

Lakefront Escape – The Perfect Summer Getaway

9.8 out of 10, Exceptional, (173)
"Great place, nice location, beautiful house. "
Lakefront Escape – The Perfect Summer Getaway

Cozy Cabin on the Lake! Sleeps 2 @ Jacks Shack!

10.0 out of 10, Exceptional, (5)
"Small but cozy "
The price is €280
includes taxes & fees
25 Aug - 26 Aug
Cozy Cabin on the Lake! Sleeps 2 @ Jacks Shack!

Private Serene Lakefront Home w/Hot Tub, Amazing View, Private Dock, Boat Rental

9.6 out of 10, Exceptional, (26)
"The house is exactly as pictured and a nice spot at the end of the cove. The host is super responsive and was able to add a day to my stay last minute. My only “complaint” and it not the hosts fault was I had trouble finding it since I got there after dark"
Private Serene Lakefront Home w/Hot Tub, Amazing View, Private Dock, Boat Rental

Private Lake Home at end of cove - Sleeps 16!

9.2 out of 10, Wonderful, (22)
"The property is nestled in a cove just far enough that you can enjoy peace, quiet, and solitude enough to enjoy stargazing from the deck or dock of the property, and still close enough to be twenty minutes away from vineyards and the strip on on Banner Dam Boulevard. "
Private Lake Home at end of cove - Sleeps 16!

Private pool vacation home, spa, game rooms, HOA boat slip.

9.6 out of 10, Exceptional, (33)
"Had a blast spending the weekend with a few friends. The owners are very friendly and made us feel welcomed from first arrival. The house was very clean and they provided us with plenty of towels and bedding. Highly recommend this rental!"
Private pool vacation home, spa, game rooms, HOA boat slip.
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

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?

HUGE DOCK on a Beautiful Lake Property at the Lake of the Ozarks: This holiday home rental outside of Olean is located on a lake, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that 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 Possum Hollow Cove. In the wider area, you’ll find Lake Ozark Speedway and Osage National Golf Club.

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.