Holiday rentals with outdoor seating in Callaway County

4.99 out of 5 average rating, 137 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.

4.94 out of 5 average rating, 95 reviews

Loft in Fulton

Large Unique 2-Bedroom Gamed Themed Loft

The Uptown Loft is an 1800 square foot 2 bedroom game themed loft. Play shuffleboard, pop-a-shot, classic video games or just relax in this one of a kind space. Located in the historic brick district in downtown Fulton, you are only footsteps away from Westminster College, William Woods University, and local shops and restaurants. This is the perfect staycation spot for anyone looking for something fun and different! This special place is close to everything, making it easy to plan your visit.

4.96 out of 5 average rating, 300 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, 114 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, 118 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, 268 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.

4.99 out of 5 average rating, 151 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, 164 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, 358 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!

4.99 out of 5 average rating, 161 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.

4.91 out of 5 average rating, 152 reviews

The Teal House | 4 Bedroom

Centrally located house 5-minutes from the Missouri State Capitol. Spacious home with 4 bedrooms and two full bathrooms. Great outside space in the front patio and back porch. In the winter months there is a nice fireplace to keep cozy in the spacious living room. There is a working washer and dryer available as well. Plenty of space for eating with a table and a breakfast bar table.

5 out of 5 average rating, 25 reviews

Guesthouse in Fulton

Bamboo Bungalow

Reconnect with nature on a working vineyard and 42-acre farm. Enjoy sitting outside on the patio, starting up the grill, taking on the view of the vineyard, or the swimming and fishing lake. We have two friendly dogs and two farm cats. Located just 3 minutes from Fulton, Mo. and 25 minutes from Columbia or Jefferson City Mo., with easy access to I 70 and Hwy. 54

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Holiday House Rentals with Outdoor Seating

4.94 out of 5 average rating, 17 reviews

Jeff City Retreat-Mins. -> Cap.

DavidRating, 5 stars2 weeks ago

We thoroughly enjoyed our stay in this home. Everything was well stocked and super clean. We enjoyed the patriotic theme immensely, especially the handmade quilts on the bed. We were super comfortable staying here after bike riding on the Katy Trail with our kids and felt very "at home." There was a lot to see locally, and we were close to everything.

5 out of 5 average rating, 43 reviews

Osage River Get-away

ThomasRating, 5 stars1 month ago

We have rented this home from Audrey many times and every experience has been nothing short of amazing. Fantastic host with an amazing home. Highly recommend!

4.83 out of 5 average rating, 59 reviews

Riverside Haven

LoriRating, 5 stars3 days ago

Charea was wonderful to book with. Very response even at 3:00am. Home was perfect size for three of us. Clean and cozy. Highly recommend

5 out of 5 average rating, 25 reviews

Home in Kingdom City

Retreat on the Creek

DarrellRating, 5 stars3 days ago

We stayed here as a family getaway and that's exactly what we got! Secluded location with a beautiful private lake and access to an amazing creek to play in! Hailey was super responsive, flexible and very friendly to talk to. If you're looking to relax by the lake, a fire, play in a creek, or just enjoy time together, this is for you!

4.98 out of 5 average rating, 47 reviews

-The Mesa House-Modern, Comfort!- 5 Bed/3 Bath

TamaraRating, 5 stars1 week ago

Tara's Mesa home was a blessing a for ourselves and our adult children to spend the weekend in. Tara is a very thoughtful hostess thinking of the little things ie: nightlight, fans, to charging cords. The reason for our stay was not an happy occasion but knowing we had a welcoming place to come back to a night was a blessing.

4.89 out of 5 average rating, 54 reviews

Charming Retreat in Jeff City

ScottRating, 5 stars3 weeks ago

We had a wonderful stay at Leila’s place! She was a fantastic host—super nice and very responsive throughout our trip. The house itself is a beautiful, older home full of charm and character. It was also in a great location, close to everything we wanted to see in Jefferson City. The home had all the amenities we needed for a comfortable and convenient stay. Highly recommend staying here!

Superhost

Home in Columbia

4.79 out of 5 average rating, 24 reviews

Secluded retreat, deck, nature, fishing ponds

StephenRating, 5 stars1 week ago

John’s secluded place was very clean and quiet. The outdoor seating on the porch overlooking the pond was very relaxing. The bedrooms and bathrooms were spacious and the kitchen had everything we needed. We strongly recommend this place and would not hesitate to stay here again.