Vacation rentals in Wooldridge

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

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!

Eagle’s Nest, a cozy bungalow in Fayette | CMU

Looking for a relaxing weekend escape? Discover the charm of Fayette, Missouri—home to CMU. Whether you’re here for college events, outdoor adventures, or a peaceful retreat, this cozy craftsman-style bungalow is your perfect home base. Steps away from CMU’s campus and the downtown historic district; private fenced patio—perfect for relaxation. Just steps away from campus and downtown. A short drive to scenic Katy Trail known for hiking and biking, Columbia (Mizzou), and historic towns.

Nature guesthouse by the A frame Studio

Our guesthouse is located on the NW side of Columbia. We can accommodate from 1 night stays to monthly reservations! 1 - 2 guests are recommended for long term and short term stays. 3 guests for short term stays. Welcome! This small open spaced building is comfortable and detailed to be extra clean. Take a look! You will have a thoughtfully furnished, ready to move in, lodging all to your own! Lots of amenities provided and extras too! Our place and property is very private and quiet.

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.

Rocheport Blufftop Bungalow * walk to trail*

Welcome to the bungalow on the hill in historic Rocheport w/ 3 BR, 2.5 baths, oversized porch, game room, garage, electric fireplace all within walking distance to MKT trail & downtown shops, restaurants & galleries or less than a mile to local award- winning winery. All yours to enjoy with antique furnishings, beautiful lighting & a short drive to Columbia. As nearby residents we're excited for you to experience why Rocheport was voted Best Tiny Town in MO by Southern Living mag!

The WhiteHorse Guest House

Come enjoy this lovingly restored 1895 home on the National Register of Historic Places, located in the heart of historic Rocheport, Missouri. The home is filled with American country antiques and hooked rugs. There are two bedrooms with queen beds, a fully stocked kitchen, brick patio and hot tub. The home is blocks away from the Katy Trail, shops and restaurants. Nominated by the magazine, Inside Columbia, as one of the top 5 places to stay in the Columbia area for 2026.

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.

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.

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!

Large Mother-In-Law Apartment Surrounded by Park

We have a delightful mother-in-law apartment that is perfect for families, business travelers, girls' weekends and more. The space includes two large bedrooms (one on the main level and one upstairs), a living room, kitchenette (no oven/stove) and bathroom, and it is fully furnished. We are pet-friendly, but charge an extra $50 to your reservation fee. Please let us know if you plan to bring a pet.

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.