Vacation rentals in Wooldridge

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Top-rated vacation rentals in Wooldridge

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Guest favourite
An interior view of the Bunk House showcases two twin bed frames adorned with quilts in various colors. Soft pillows are arranged on each bed, while a large window allows natural light to illuminate the space. Air-conditioning unit is visible on the wall.
Farm stay in Holts Summit
4.92 out of 5 average rating, 285 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 provide foam mattresses, sheets, blankets and pillows. There is an air-conditioner and a heater. Bucket toilet behind the bunkhouse. Fire ring available. No pets. The water is from our deep well - tested, certified and delicious!

Guest favourite
An entryway features a round table with a decorative vase and a small plant. Framed artwork adorns the walls, while a blue couch with decorative pillows is positioned in the background. Soft lighting highlights the cozy atmosphere.
Home in Jamestown
4.82 out of 5 average rating, 191 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.

Top guest favourite
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
4.98 out of 5 average rating, 244 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 favourite
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, 559 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!

Guest favourite
The exterior of the tiny house showcases a raised terrace with two chairs, providing a relaxing spot to enjoy the view. A staircase leads to the entrance, with trees offering shade nearby. The house features a simple design with large windows for natural light.
Tiny homes in Jamestown
4.93 out of 5 average rating, 148 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 :)

Top guest favourite
A screened-in porch offers a serene view of the lake, surrounded by greenery. Comfortable seating is arranged around a glass-top table on a vibrant rug. A hammock hangs nearby, inviting relaxation in a tranquil setting.
Guest suite in Columbia
4.99 out of 5 average rating, 401 reviews

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.

Top guest favourite
A welcoming front porch is framed by brick columns and features a neatly maintained walkway. An American flag is displayed, and large potted ferns are placed on either side. The exterior showcases classic architectural details, enhancing the charm of this historic home.
Bungalow in Fayette
4.98 out of 5 average rating, 99 reviews

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.

Guest favourite
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 homes in Columbia
4.89 out of 5 average rating, 814 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 & wildlife preserve then, we are not the right fit for each other. We request you respect our philosophy & cherished space.

Top guest favourite
The exterior of a spacious two-story home is shown, featuring large windows that provide views of the surrounding trees. A covered upper deck is visible, along with a patio area furnished with a dining table. Hammocks are positioned beneath the deck, inviting relaxation.
Guest suite in Clark
4.96 out of 5 average rating, 137 reviews

Woodland Fox Retreat

Why not hide away at Woodland Fox? Fall is the best season to get away at our peaceful 20 acres just 3 miles off hwy 63. Guest suite is ideal for multiple guests with 4 beds & 2 full baths. To offset “no cleaning fee” $10 per guest per night is added for 4th guest and more. In any case, you’ll have the entire lower-level to yourselves —-to enjoy the comforts of home. Sleep deep with comfy covers—oh, so clean—breakfast ingredients are supplied in fridge. NO Cleaning fee!

Top guest favourite
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, 111 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.

Superhost
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, 296 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!

Guest favourite
A serene bedroom features a spacious bed with a decorative headboard and layered bedding. Natural light filters through wooden shutters, illuminating the antique wardrobe and wooden table adorned with a decorative item. A stylish chandelier adds an elegant touch to the warm wooden floors.
Home in Rocheport
4.95 out of 5 average rating, 262 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.

Popular amenities for Wooldridge vacation rentals

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