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Browse Select Olean Vacation Homes

Our top choices for Olean vacation homes

Your Fall Lake of the Ozarks Getaway – Luxury Home with Private Dock

9.8 out of 10, Exceptional, (173)
"Great place, nice location, beautiful house. "
The price is CA $624
CA $1,621 total
includes taxes & fees
Sep 14 - Sep 15
Your Fall Lake of the Ozarks Getaway – Luxury Home with Private Dock

Incredible Views, Spacious Deck, Private Dock, Gas Grill, Games & Cards

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great place to stay! "
Incredible Views, Spacious Deck, Private Dock, Gas Grill, Games & Cards

SUPER CLEAN! private dock & lrg outdoor living w/ bar - big cove w kayak & SUP

10.0 out of 10, Exceptional, (130)
"This property was perfect for our little getaway. It exceeded all of our expectations!"
SUPER CLEAN! private dock & lrg outdoor living w/ bar - big cove w kayak & SUP

Treetop Village13-2Bed/2Bath/Pools/Dock/Pickleball/Fitness Center-6-8PP-Four Seasons Area

7.0 out of 10, Good, (2)
"It is a great property and a great location. The beds were not very comfortable. The tvs were outdated but they had cable. "
The price is CA $158
CA $485 total
includes taxes & fees
Aug 26 - Aug 27
Treetop Village13-2Bed/2Bath/Pools/Dock/Pickleball/Fitness Center-6-8PP-Four Seasons Area

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 CA $188
CA $607 total
includes taxes & fees
Aug 24 - Aug 25
189 Ginger Rd. Private Cove! Hot Tub! Large Dock! Near Strip! Pool near! Views!

Luxury Lake of the Ozarks Home with Dock, Ramp & Stunning Fall Views

9.8 out of 10, Exceptional, (184)
"House was clean and comfortable."
The price is CA $382
CA $1,321 total
includes taxes & fees
Sep 21 - Sep 22
Luxury Lake of the Ozarks Home with Dock, Ramp & Stunning Fall Views

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

Beautiful 7 Bed, 6 Bath, Huge Dock, Boat Launch @ House, Game Room, Kid Friendly

9.8 out of 10, Exceptional, (125)
"We've rented this property before several times. We loved our stay."
Beautiful 7 Bed, 6 Bath, Huge Dock, Boat Launch @ House, Game Room, Kid Friendly

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

Treetop Village60-3Bed/3Bath/Pools/Dock/Pickleball/Lakefront/Lakeview/Fitness Center-6-8PP

9.0 out of 10, Wonderful, (2)
"Overall, great place to relax among the trees and wildlife in a quiet cove off the main channel. Pool was great, clean and swimming with the view of the lake.Coffee make didn't work and the staff handled that right away. Super friendly. Would stay here again!"
The price is CA $174
CA $545 total
includes taxes & fees
Aug 26 - Aug 27
Treetop Village60-3Bed/3Bath/Pools/Dock/Pickleball/Lakefront/Lakeview/Fitness Center-6-8PP

Kayaks~ Hot Tub~Steps from the Lake~Massive House, Game Room-Centrally Located

9.8 out of 10, Exceptional, (72)
"Great place"
Kayaks~ Hot Tub~Steps from the Lake~Massive House, Game Room-Centrally Located

Cozy 2 - bedroom Little Blue House On The Hill in enjoyable Jefferson City

2.0 star property
10.0 out of 10, Exceptional, (12)
"Nice stay and very quiet."
Cozy 2 - bedroom Little Blue House On The Hill in enjoyable Jefferson City

Fishermen, Side by side riders! 3bed 2bath with xtra Parking! Close to lake&loop

10.0 out of 10, Exceptional, (1)
"Great place to stay! Can’t say enough good things about it, had everything we needed. Super clean! The yard was great to sit outside in the evening by a fire host was very responsive to any questions. Beds were comfy. We had a great time. "
Fishermen, Side by side riders! 3bed 2bath with xtra Parking! Close to lake&loop

Voted #1 by USA Today!

9.8 out of 10, Exceptional, (182)
"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!

Luxury Lake of the Ozarks Getaway with Dock, Launch Ramp & Autumn Views

9.8 out of 10, Exceptional, (120)
"The place was awesome for me and my friends. No complaints at all!"
The price is CA $209
CA $1,082 total
includes taxes & fees
Sep 22 - Sep 23
Luxury Lake of the Ozarks Getaway with Dock, Launch Ramp & Autumn Views

Osage Beach Lake House w/ Views! Private dock w/ boat slip in neighborhood cove!

9.6 out of 10, Exceptional, (9)
"My friends and I had the most amazing stay! Being right off the lake makes going to any of the hot spots in town so easy. Beautiful property with a beautiful interior. Couldn’t have asked for a better stay. We will definitely book again as soon we’re back in Osage Beach :)"
Osage Beach Lake House w/ Views! Private dock w/ boat slip in neighborhood cove!

Luxury Lakefront HGTV Home-3Bed/3Bath/Dock/Firepit/Sleeps-14PP

8.0 out of 10, Very good, (3)
"The Chalet is decorated very nicely, bedrooms & baths were very comfortable. Patio & dock were where we spent most of our time. They are a bit dilapidated need to be repaired very soon, but we enjoyed them nevertheless swimming and fishing were both two thumbs up."
The price is CA $302
CA $681 total
includes taxes & fees
Sep 7 - Sep 8
Luxury Lakefront HGTV Home-3Bed/3Bath/Dock/Firepit/Sleeps-14PP

Lakefront property w dock & amazing sunsets

9.4 out of 10, Exceptional, (3)
"Great property and awesome location! Family friendly and will stay again. "
Lakefront property w dock & amazing sunsets

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

10.0 out of 10, Exceptional, (30)
"The place was clean and comfortable. Provided a nice place to stay while we were in town."
The price is CA $174
CA $329 total
includes taxes & fees
Sep 11 - Sep 12
2BD, 1BA Home. 5-10 Minutes to ANYWHERE in JCMO!
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