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.

%{current} / %{total}1 / 1
Top guest favorite
A modern kitchen displays sleek cabinetry in white and black tones. A central island with a contrasting surface is surrounded by ample counter space. Stainless steel appliances are featured, and a flat-screen TV is mounted above a stylish stone backsplash. The floor showcases large tiles with a light finish.
Home in Columbia
4.97 out of 5 average rating, 277 reviews

3 Bedroom 1 Bath Pet Friendly Fenced 5 min to MU

Relax with the whole family at this entire 3 bedroom 1 bath pet friendly house(with pet $75fee). This recent remodel is conveniently located in the heart of the southside of Columbia 1.6 mile from Faurot Field and Mizzou arena. The interior of this modern craftsman style house includes a fully stocked kitchen , coffee bar, fully stocked bathroom , 2 seating areas and 5 total smart TVs . The exterior of the property includes a very well maintained yard with a quaint front and back patio

Top guest favorite
A peaceful view of the Missouri River glistens under the sunlight, seen from a private deck. Lush greenery lines the foreground, and gentle hills can be observed across the water, creating a serene natural landscape.
Home in Rocheport
4.98 out of 5 average rating, 562 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!

Superhost
The exterior of a unique home is presented, featuring a distinctive sloped roof and large front windows. A walkway leads to the main entrance, surrounded by a grassy yard with mature trees. The home is set within a quiet neighborhood, showcasing a fenced area in the background.
Home in Columbia
4.77 out of 5 average rating, 283 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.

Top guest favorite
The exterior of the Grain Bin Cabin is showcased beside a tranquil pond, reflecting the cabin's metallic structure. Adirondack chairs surround a firepit on the grass, with picnic tables positioned nearby, creating an inviting outdoor space.
Cabin in Versailles
4.99 out of 5 average rating, 166 reviews

The Highland GrainBin, Highland Cows, Firepit

Welcome to our charming boho-inspired Grain Bin Cabin, the Highland is ideal for 2-3 adults or 2 adults and 2 smaller children. Upstairs, you'll find a comfortable king bed in the loft, while downstairs features a cozy futon in the main living space. The full kitchen is equipped with everything you need. Full Bath with a walk-in shower downstairs. Experience a serene countryside getaway with breathtaking sunsets and peaceful surroundings, just moments away from Versailles.

Guest favorite
A charming Tiny House is nestled among trees, featuring red doors and a porch with railing. A staircase leads up to the entrance. A yellow chair sits on a brick path in the green yard, surrounded by lush foliage and a natural setting.
Tiny home in Columbia
4.89 out of 5 average rating, 847 reviews

Bohemian Tiny House

BOHEMIAN-Socially unconventional, artistic, literature, freedom, social consciousness, healthy environment, recycling, intimacy with nature, supporting diversity and multiculturalism. TINY HOUSE-Small dwelling & footprint, lower costs, energy savings, intentional design. If you are not comfortable with the intimacy of nature, a walnut forest, & wildlife, we may not be the right fit for each other. We love hosting and just request you respect our philosophy & cherished space.

Top guest favorite
A covered patio area features a colorful hammock and a wooden dining set, surrounded by green grass. The patio is adorned with decorative string lights, offering a cozy atmosphere. The exterior of the building is light-colored, with large glass doors leading indoors.
Apartment in Rocheport
4.99 out of 5 average rating, 128 reviews

The Katy Trail Carriage House

Such a tranquil and serene apartment in the lovely town of Rocheport. Only two blocks away from the Trail as well as Meriwether Cafe! You will not be disappointed with this location and amenities. A lovely bedroom and kitchenette with private bath.. A nice place inside for your bicycles in the attached converted garage / living space. (Separate from bedroom) . Light breakfast options include breakfast bar, oatmeal, nut/fruit packet, coffee, tea, juice.PETS NOT ALLOWED.

Guest favorite
The cottage features a two-story design with a metal roof and a welcoming front porch. Wooden stairs lead up to the porch, and flowering greenery surrounds the property, enhancing the outdoor space. The garage is visible at the base, providing additional convenience.
Cottage in Jamestown
4.93 out of 5 average rating, 206 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!

Guest favorite
A rustic front porch features wooden paneling illuminated by hanging lights. Two wooden chairs are positioned beside a wreath-adorned door. A broom rests against the wall, while a wooden crate holds antlers, adding character to the welcoming entryway.
Farm stay in California
4.9 out of 5 average rating, 315 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!

Top guest favorite
A modern living room features a large smart TV mounted on the wall opposite a white-brick electric fireplace, surrounded by decorative plants. A cozy sectional couch and an accent chair flank a coffee table, with a light-colored area rug anchoring the space.
Home in Columbia
4.95 out of 5 average rating, 198 reviews

The Painter's Garden

Relax with the whole family at this peaceful, spacious, private home in a quiet, leafy neighborhood. Less than 1 mile off I-70 & 4 miles from downtown/campus/MU and Boone hospitals. Pet- and kid-friendly with a sizable, securely fenced backyard and cement patio with fire pit, charcoal grill, outdoor furniture and canvas shade. Cozy, modern interior features 40 original paintings by the owner and an electric fireplace.

Top guest favorite
A cozy bedroom features a spacious bed covered with a striped blanket. A wicker chair is positioned nearby, and a bedside lamp provides soft lighting. Large windows offer views of colorful autumn trees, enhancing the serene atmosphere of the space.
Guesthouse in Rocheport
4.98 out of 5 average rating, 336 reviews

Just off the beaten path

Take it easy at this unique and tranquil getaway. 5 minutes from I-70. Enjoy nature in the woods in our cozy, quiet guesthouse. Close to the University of Missouri for events, medical and business travelers, as well as the Katy Trail for cyclists, wineries, and I-70 for the weary traveler needing a quiet rest and relax. Coffee/tea to wake up enjoying breathtaking views from your private deck.

Top guest favorite
A rustic two-story house, painted in rich maroon, is surrounded by lush greenery and colorful flowers. Large windows allow natural light to illuminate the interior. An inviting front porch features seating, providing a tranquil view of the garden and the peaceful country setting.
Guest suite in Columbia
4.82 out of 5 average rating, 145 reviews

Rustic Getaway

The unit is in a rustic country setting on a dead end gravel road. Although it feels as though you are far away from everything, you are only 7 miles from the University of Missouri. We are very close to the hiking and nature trails, the Missouri River, and the local winery. Our setting is unique and creates the sense that you have truly gotten away from the hustle and bustle of life.

Top guest favorite
A covered porch with string lights creates a cozy gathering spot. The seating arrangement, designed for relaxation, overlooks a natural landscape. The cabin's exterior features wooden elements and is surrounded by trees, enhancing a sense of privacy and connection to nature.
Earthen home in Columbia
4.97 out of 5 average rating, 148 reviews

Creekside Cabin Getaway

Cabin on almost 70 acres with Bass Creek running through it. Direct access to highway 63 and minutes south of Columbia. Perfect setting for a family gathering or a relaxing weekend getaway. Established trails for hiking and biking with rustic benches to stop and enjoy nature. We hope you enjoy Hills and Valleys Retreat as much as we do. (Additional cabin available to rent.)

Popular amenities for Wooldridge vacation rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Cooper County
  5. Wooldridge