Vacation rentals in Olean

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Top-rated vacation rentals in Olean

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Guest favorite

Cottage in California

4.95 out of 5 average rating, 98 reviews

Restored cottage built in 1906 (2 bed/2 bath)

Looking for a nice place to stay close to Jeff City? Spend a few nights in this restored cottage built in 1906! You are sure to be comfortable in this great little hideaway! The cottage has period appropriate furnishings with all the modern amenities! This historic property is located on a quiet street near an elementary school. California is a great location. We are an easy 25 minute drive to downtown Jefferson City and situated halfway between St. Louis and Kansas City right off Highway 50!

Feb 21 – 28

G$25,863 GYD per night

Guest favorite

Home in Bonnots Mill

4.97 out of 5 average rating, 257 reviews

Secluded "Heaven": soaker tub, sauna, sunset view

"Heaven" ( 1,512 sq ft, 7 ac) sits on a bluff overlooking the Osage river. An open home with huge full length windows and a sun room provides abundant natural lighting. Two porches offer views over the river and to the woods. A jacuzzi tub and sauna are situated in the cabin with a view to the sunset. The cabin is at the end of a secluded forest road. A locked garage is available for parking small cars. Drive: 15-20 min to Linn for supplies / 30 min to Jeff City / 5 min to public river access.

Jul 12 – 19

G$30,769 GYD per night

Guest favorite

Cabin in Camdenton

4.94 out of 5 average rating, 235 reviews

Chatham Cabin-Home of the Midwest Sunset!

Cozy cabin offers incredible lake views and lake access including boat dock with swim platform and swim ladder and fish sink and boat slips. Cabin includes a kitchenette with stove and all the kitchen essentials for cooking and staying in. Bath includes a 6 foot claw-foot tub w/shower. Nestled on a quiet lake road “Isle View” will not disappoint. Want to hike? We are close to Ha Ha Tonka State Park. Want to golf? We are one lake road over from Kinderhook golf course or Lake Valley golf course.

Sep 13 – 20

G$24,078 GYD per night

Guest favorite

Cabin in Camdenton

4.92 out of 5 average rating, 142 reviews

Lakeside Cabin #2 at Fisherwaters Resort

Welcome to Fisherwaters Resort; a special place where you'll travel back in time to one of the last original Mom & Pop resorts at the Lake of the Ozarks. Located at the 10 MM of the Niangua Arm, you'll enjoy peace and quiet on wooded land with amazing views of the lake. Cabin 2 is a studio space with room for 4 guests. Space includes a queen bed, galley kitchen, full bath, queen sleeper sofa & covered porch. You can enjoy a great weekend or longer stay in this hand built, one of a kind cabin.

Nov 13 – 20

G$19,162 GYD per night

Guest favorite

Barn in Versailles

5.0 out of 5 average rating, 34 reviews

The Hen House

Our barn, less than 10 minutes from Lake of the Ozarks, has a finished apartment upstairs. King size tempurpedic mattress and pull out couch for more guests. Large bathroom and oversized shower with two shower heads. Big TV in living and bedroom areas. High speed fiber WiFi on site. Big deck has nice views of the 100 acre property. Huge parking area. Active egg laying farm, so farm fresh eggs provided! Less than 20 minutes to the LOOP, Loto Off Road, Jacobs Cave, and many other attractions!

Sep 9 – 16

G$29,763 GYD per night

Guest favorite

Home in Jefferson City

4.99 out of 5 average rating, 136 reviews

Executive estates 2bed/2 bath/ 1 office

Bring the whole family to this great place. A totally remodeled full house. 2 queen bed and 2 bath . Office In separate bedroom as well. Brand new showers, pillows and serta mattresses will give you a great nights sleep. This home is centrally located and is within 10 minutes of anything in Jefferson City. In a great neighborhood. Much more than a hotel! House and guest are protected by outside cameras. THIS IS A SMOKE FREE/PET FREE HOME. MUST BE 24 TO RENT. VERY FAMILY ORIENTED.

Feb 27 – Mar 6

G$21,581 GYD per night

Guest favorite

Cabin in Holts Summit

4.95 out of 5 average rating, 354 reviews

Restful Rustic Comfy Cabin.

Sweet little cabin by a little pond at the edge of the woods. Large sunny windows, real bed, (with room to bed a child or two down on the floor) tea pot, easy chair, camp jug of water, camp toilet, AC, WiFi, hiking trails, near Katy Trail. There's no shower in the Cabin. There is an above ground pool, trampoline, rope swing and we are very child friendly. We strive to maintain a fragrance free facility for the sake of those with sensitivities.

Nov 6 – 13

G$10,769 GYD per night

Guest favorite

Farm stay in California

4.93 out of 5 average rating, 161 reviews

The Shouse

The Shouse is a rustic living quarters built directly under the same roof as our horse stable. Bring your horses along and they can stay here too. The home has recently been fully renovated from an Amish tack shop. It is located in the heart of an Amish community. Spend your evenings relaxing on the front porch and watch the horse and buggies go by. Ask about booking your own buggy ride while you stay to get the most out of your visit!

Nov 16 – 23

G$19,575 GYD per night

Guest favorite

Condo in Camdenton

4.98 out of 5 average rating, 271 reviews

Lakeside Condo w Kayaks & Pools

Relax and catch the lake breeze on the balcony of this quiet condo on the Niangua Arm of the Lake of the Ozarks. Right off highway 54, but tucked away from the hustle and bustle. Just minutes from Ha Ha Tonka State Park, two golf courses and tons of amenities in nearby Camdenton and Osage Beach and lots of lake fun! 2 adult kayaks, 2 pools, a playground, horseshoe pitch, beach volleyball court and a large lawn for family games.

Nov 21 – 28

G$18,300 GYD per night

Guest favorite

Guesthouse in Barnett

4.96 out of 5 average rating, 327 reviews

Hickman cabin

Private cabin on beautiful Lake of the Ozarks. Relax, swim or fish from the dock, enjoy a cocktail and a gorgeous sunset! We now have 2 kayaks available for rent. 25/day per kayak. You can pay if/when you use them. Just please give us a heads up. Life jackets for your use on the dock. Please note we do not rent kayaks if water temp. is below 65F. The cabin is located 6 miles from LOTO 4 x 4 park (not "the Loop").

Oct 7 – 14

G$26,959 GYD per night

Guest favorite

Home in Jefferson City

5.0 out of 5 average rating, 126 reviews

Capital City Cottage

Charming cottage located in quiet neighborhood just minutes from downtown and the Missouri State Capitol building. Two large bedrooms with king beds, along with a queen sleeper sofa in the main level living room. Enjoy your morning coffee out in the cozy sun porch located just off the kitchen. The large deck overlooking the back yard is perfect for an afternoon happy hour or relaxing conversation.

Aug 4 – 11

G$31,215 GYD per night

Guest favorite

Cabin in California

5.0 out of 5 average rating, 18 reviews

Serene and Peaceful 2 Bedroom Cabin in the Woods

Enjoy the beautiful outdoors at our cabin in the woods, while enjoying the modern conveniences indoors! Equipped with HVAC, washer and dryer, bath tub with shower, Wi-Fi, smart TV’s, smooth top stove, above range microwave, full size refrigerator, and BBQ grill. Open floor plan kitchen/living room with gambrel style roof. Can comfortably sleep 7.

Jul 12 – 19

G$27,478 GYD per night