Vacation rentals in Wooldridge

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Wooldridge

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Rocheport

4.98 out of 5 average rating, 524 reviews

Bluff House in Rocheport Missouri

The Bluff House faces the Missouri River on 7 acres of beauty, neighboring the Bougeois Winery! The Katy trail & Rocheport are 1 mile away. Our home is two stories. We are upstairs and the Air BNB is downstairs. The Airbnb has a spacious living room, fireplace and dining room. All with views of the river and an open concept kitchen. Your entrance is completely separate and locked for use only by you. You will have a private covered deck, Bench on the bluff, Bikes, Fire pit and a Hammock!

Mar 3 – 10

ﺩ.ﺇ442 per night

Guest favorite

Tiny home in Jamestown

4.94 out of 5 average rating, 115 reviews

Teeny Tiny Getaway in the Missouri countryside

A tiny house on a “micro” level. Comfy and cozy with a spacious view of nature. If you’re looking for a unique space to be alone to meditate or just simply to have a few days by yourself this is the spot for you. In the country side away from the busyness of life this gem offers a peaceful get-away. Equipped with WiFi, AC, ambient back-lit heating, folding table, a smart flat screen TV, filtered hot and cold water, microwave and refrigerator. A beautiful view perfect for stargazing. Welcome :)

Jul 11 – 18

ﺩ.ﺇ198 per night

Superhost

Home in Jamestown

4.8 out of 5 average rating, 163 reviews

Charming 3 Bedroom Cottage in the Countryside

Our house is the perfect getaway for a family, group of friends or a couple. The lake and gardens around the house provide the quiet and peace of a retreat place, away from the busyness and distractions of the city. It's a very pretty drive to Columbia, MO (about 30 minutes), and 20 minutes to Rocheport, a very cute historical town by the Missouri River. A beautiful attraction that is close to our property is the Warm Springs Ranch. The Clydesdale breeding farm. This is a great place to visit

Jan 28 – Feb 4

ﺩ.ﺇ376 per night

Guest favorite

Apartment in Columbia

4.96 out of 5 average rating, 155 reviews

Super Close to Mizzou Condo

Cool ground floor level apartment within walking distance of Faurot Field and Mizzou arena located in the heart of the southside of Columbia. Steps away from Lakota, Murrys, Flyover and Taphouse to grab a local favorite meal. 5 min drive to most hospitals and the University of Missouri. The 2 bed 1 bath apartment includes all new furniture, in unit w/d, Wi-Fi, Roku smart tv and necessities . Main bedroom has a California king size bed. Outside seating and access to pool during pool season.

Aug 3 – 10

ﺩ.ﺇ412 per night

Guest favorite

Home in Columbia

4.79 out of 5 average rating, 127 reviews

Midway Mid-Century-Charming, Quiet 3 Bedroom Home

In this quiet safe neighborhood, you will find a spacious, charming, unique, home. Far enough away from the hustle and bustle but close enough for a quick drive into town. 3 bedrooms. One King, 1 queen bed + 2 twins. Plenty of room for air mattresses as well. Pack-n-play provided. Indoor + outdoor dining and fenced in backyard. Bar nook, book nook, game nook and a spacious living room to watch movies. You will love your stay at this vintage, quirky, comfy, home away from home.

Dec 2 – 9

ﺩ.ﺇ316 per night

Guest favorite

Cottage in Jamestown

4.93 out of 5 average rating, 177 reviews

Quiet Cottage at the Riverside

This quiet cottage is located super close to the Missouri River in a small town of 33 residents about 30 minutes away from Columbia! The river is just a few steps from the cottage! Sit outside and enjoy the sounds of the river flowing by or take in the sights of the beautiful garden on the property. Whether you are traveling across Missouri or are just looking to get away, the cottage is the perfect place to get away from the hustle and bustle of the city or freeway!

Jun 6 – 13

ﺩ.ﺇ380 per night

Guest favorite

Farm stay in Holts Summit

4.92 out of 5 average rating, 200 reviews

The Bunk House

The Bunk House is an 8 by 12 foot shed with 3-4 bunks. There is a twin sized bed across the back, a bunk sized bed on each side and a plank to pull out to accommodate a fourth person in the middle over the walkway. With this adaptation, you have an 8 by 10 foot bed. We have foam mattresses, sheets, blankets and pillows. There is an air-conditioner and a heater. Bucket toilet behind and hose for water and showers. Fire ring available. No pets.

Jun 18 – 25

ﺩ.ﺇ75 per night

Guest favorite

Farm stay in California

4.92 out of 5 average rating, 157 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!

Jun 28 – Jul 5

ﺩ.ﺇ347 per night

Guest favorite

Home in Rocheport

4.97 out of 5 average rating, 203 reviews

Kit Carson’s Cottage at the trail walk to downtown

Near I-70 and the trail! Your cottage is steps from the trail and 3 blocks to downtown dining, shops and galleries. Stay comfortably with 2 bedrooms, queen memory foam sofa sleeper, 1.5 bath, garage, deck, 1920's themed lounge with hidden door and more here in historic Rocheport! TV, Wi-Fi and Bluetooth soundbar and large backyard with garden igloo available for your entertainment. One night stays available upon request.

Oct 28 – Nov 4

ﺩ.ﺇ467 per night

Guest favorite

Guest suite in Columbia

4.91 out of 5 average rating, 141 reviews

Large Private Guest Apt Close to Campus & Downtown

Private guest quarters are set-up in a basement Mother-In Law Suite with private entrance and amenities. Newly refinished two bedroom, one bathroom, fully equipped kitchen and entertaining space fully accommodates up to five adults. One bedroom has a queen size bed and the other has two twin beds. Located close to downtown and within walking distance of the stadium, restaurants, coffee shop, and more.

Aug 10 – 17

ﺩ.ﺇ307 per night

Guest favorite

Tiny home in Columbia

4.91 out of 5 average rating, 590 reviews

Bohemian Tiny House

Our Little House is located in back of the main house with 1 double futon bed on the 1st floor and 2 single beds in the loft, private bathroom and shower. There is one, small flight of stairs to the Tiny House and a safe ladder leading up to the loft. Our Tiny House is located 2 miles from downtown Columbia and 2 1/2 miles to the University. Check-in details are accessible once booking is confirmed.

Oct 2 – 9

ﺩ.ﺇ269 per night

Guest favorite

Home in Boonville

4.95 out of 5 average rating, 420 reviews

Katy Retreat: Private Getaway in Mid Missouri

Just steps from the Katy Trail, Missouri River, Entertainment and Depot District, casino and downtown Boonville! Enjoy the beauty and peace of this historic river town. Visit the world-famous Anheuser-Busch Clydesdales at the Warm Springs Ranch, bike or hike the Katy Trail, visit a local winery or spend a day or two exploring the rich history of the area - it's a getaway that won't break the bank!

Mar 27 – Apr 3

ﺩ.ﺇ468 per night