Holiday rentals in Wooldridge

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.

Santa Fe Hideaway

Santa Fe Hideaway Airbnb Basement apartment conveniently located off of I-70 on the historical Santa Fe Trail in Boonville Missouri. Safe driveway parking with security cameras well-lit for late night arrivals. 500 ft. from the Katy Trail, great for hiking and biking enthusiast. 3 min walk to the Isle of Capri Casino, scenic river views close by. Close to downtown and the Missouri Soccer Park . Private keyless entry, master bedroom, full bath, living area and breakfast nook. High speed Wi-Fi.

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!

Lakeside Cottage Guest Suite

Huge guest suite with beautiful lake views centrally located close to MU, the MKT trail, and just about everything else Columbia has to offer! Enjoy the outdoors via the dock, fire pit area, screened in porch and hammocks. This private guest suite is the entire lower level and offers a large great room with full kitchen and two large bedrooms. Each bedroom has access to a bathroom and sink and there is a combination shower/jetted tub between. Stylish decor. Come stay and leave refreshed.

Big Space Apt, Nice Area. Near Stadium/Broadway

The entire suite is perfect for couples, kids, business professionals coming to town for events/travel/business. It's a big space, new sofa, new hardwood floor/carpets, and a kid area. 2 queen beds. 1000 ft² basement area, long term couple living upstairs. You may hear footsteps during your stay. It is 100% private w/2 doors dividing our space. Lock on your side. Washer & dryer provided. 10 min downtown or to MU stadium. 2 min to mall & 5 min to eateries on Broadway&Stadium. Small backyard.

Ivy Cottage Off Broadway

Hidden gem in ❤️ of Columbia. Designed and built specifically as a STR. Minutes from Highway 70, downtown, and MU. Charming, completely separate apartment above the main residence with private outdoor courtyard. Open floor plan includes master bedroom, separate from living space. Sofa bed in living room. Beautifully appointed and furnished. Includes new Tempur-pedic mattress, bar, coffee station, functional kitchen, keypad entrance. Parking in driveway for ONE car, quiet, and cozy.

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!

Beautiful Grain Bin Cabin, 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.

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!