Holiday rentals with outdoor seating in Callaway County

4.99 out of 5 average rating, 140 reviews

A *Spicy* Couples Getaway at DungeonJC!

DungeonJC is the ultimate retreat for adventurous couples who are looking for a truly unforgettable experience. Our 114-year-old brick bungalow has been completely transformed into a stunning, fully outfitted dungeon space that's perfect for indulging your deepest desires. Whether you're a seasoned kinkster or a curious newcomer, our immersive environment is designed to take your breath away. You'll be transported to a world of sensuality and pleasure, where every detail is crafted to inspire.

4.97 out of 5 average rating, 86 reviews

Cabin in Bonnots Mill

Celestial Log Cabin on the Confluence

MOREL SEASON NOW Fantastic Eagle Watching! Enchanting 1940's log cabin overlooks the confluence of the Missouri & Osage rivers in charming Bonnots Mill, MO. Close to Columbia, Hermann & Jeff City. Includes master bedroom, open loft, wood-burning hearths, chef's kitchen, clawfoot tub. Double deck overlooking the confluence is a stargazers dream. Secluded, surrounded by nature, find yourself restored after hiking, antiquing, cooking or drinking wine and taking in the beautiful surroundings

4.96 out of 5 average rating, 305 reviews

Home in Bonnots Mill

Secluded "Heaven": soaker tub, sauna, sunset view

"Heaven" ( 1,512 sq ft, 7 ac) sits on a bluff overlooking the Osage river. An open home with huge full length windows and a sun room provides abundant natural lighting. Two porches offer views over the river and to the woods. A soaker tub and sauna are situated in the cabin with a view to the sunset. The cabin is at the end of a secluded forest road. A locked garage is available for parking small cars. Drive: 15-20 min to Linn for supplies / 30 min to Jeff City / 5 min to public river access.

4.97 out of 5 average rating, 115 reviews

Home in Holts Summit

The Old Rock House!

This adorable quiet country home is located a mile outside of Holts Summit, MO, and provides a tranquil and serene destination stay for all your wedding, graduation, athletic events, and vacation plans, etc. The Missouri State Capitol is located 10 minutes away along with various delicious restaurants such as Arris Pizza, Arris Bistro, Madison's, etc. If you are a MIZZOU fan, it is within an easy drivable 30 minutes. Red Rock Acres, LLC . Event Center is located across the road.

5 out of 5 average rating, 122 reviews

Hillsdale Haven-Charming 2BD,2BA

Unwind at Hillsdale Haven! Newly updated, this sunny home boasts multiple gathering spaces and is fully equipped for that "home away from home" feeling. Relax with your coffee in the sunroom or cozy up in the basement for a movie and games. Located on the west side of town, walking distance to Memorial Park. Easy access to the Capitol, Downtown, the Katy Trail and other attractions. Perfect for families, Katy Trail bikers, legislators, traveling nurses or anyone looking for a getaway.

4.9 out of 5 average rating, 275 reviews

Home in Fulton

Restful get away on 55 acres

We have a wonderful house situated on 55 acres in beautiful Millersburg, Missouri. It is the perfect location to get away from it all, unplug and enjoy nature. We have a newly renovated kitchen and bathroom. Stocked pond for fishing or swimming. If you are looking for someplace to rest and relax, then look no further. We are about 20 minutes from Columbia, Fulton and Jefferson City, so it's a perfect location to get away and still be close enough to the cities when you need something.

4.98 out of 5 average rating, 156 reviews

2BD, 1BA Home. 5-10 Minutes to anywhere in JCMO!

Welcome to The Yellow Brick Home, your cozy retreat in the heart of Jefferson City! Conveniently located near the Missouri River, Missouri Boulevard, downtown Capitol, and with quick access to Highways 63, 54, and 50, our home is the perfect base for exploring JCMO. Whether you're a family, friends, a State employee, a traveling professional, Katy Trail cyclist, or an eventgoer, this spacious getaway hosts up to four guests. Make lasting memories at The Yellow Brick Home!

4.99 out of 5 average rating, 181 reviews

Tiny home in Fulton

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

4.98 out of 5 average rating, 366 reviews

Yurt in Holts Summit

Yurt in the Forest

Step into the serenity of trees and sky. The yurt has been crafted to relax and refresh you with comfort and convenience and the simple joys of peaceful proximity to nature. The round common room has a kitchenette, queen-size bed, table, chairs, and a futon which opens out to a double bed. A shower room completes the setting. And now no additional cleaning fee!. also, the water is from our deep well: tested, certified.... And delicious!

5 out of 5 average rating, 71 reviews

Rivers Edge Retreat

Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River Nestled on the tranquil banks of the Osage River in Jefferson City, Missouri, Rivers Edge Retreat offers an idyllic escape from the hustle and bustle of everyday life. Our cozy and charming retreat boasts breathtaking views, a peaceful atmosphere, and all the comforts of home, making it the perfect destination for relaxation and adventure.

4.99 out of 5 average rating, 168 reviews

Capital City Cottage

Charming cottage located in quiet neighborhood just minutes from downtown and the Missouri State Capitol building. Two large bedrooms with king beds, along with a queen sleeper sofa in the main level living room. Enjoy your morning coffee out in the cozy sun porch located just off the kitchen. The large deck overlooking the back yard is perfect for an afternoon happy hour or relaxing conversation.