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.

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!

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 :)

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.

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.

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!

Charming tiny home - Nova’s House

Reconnect with nature at this tiny home on a working horse facility. Enjoy sitting outside on the patio, starting a fire in the fire pit, or watching deer and turkey wander by. If you are so inclined to interact with horses, we offer both riding and ground lessons for beginners to advanced - Maplewood Farm has been in business for almost 30 years! Located just 5 miles from Fulton, MO and only 20 miles from Columbia, MO and easy access to I70 and Hwy 54