Holiday rentals in Doolittle

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Top-rated holiday rentals in Doolittle

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A game room is showcased with various entertainment options. A foosball table and a ping-pong table are positioned alongside a basketball hoop. The floor features a speckled design, and the walls are painted in light gray. A small round table is set with chairs in one corner.
Home in Rolla
4.95 out of 5 average rating, 119 reviews

Sweet Southbrook

Your family will be close to everything when you stay at this centrally-located home! You are close to MS&T, Fugitive Beach, Fort Leonard Wood, Scenic Riverways and so much shopping and great food! This home is newly remodeled and will sleep 6-8 comfortably. There is a gas fire pit on the back porch and a game room in the garage area. The neighborhood is peaceful and safe and so close to everything!! There will be a stocked coffee bar waiting for you and a fully stocked kitchen and laundry room!

Top guest favourite
A charming white cottage is set against a backdrop of greenery, featuring dark shutters and a welcoming front porch. A flowering bush with soft pink blooms is situated in the foreground, adding a touch of natural beauty to the scene.
Home in St. James
5.0 out of 5 average rating, 115 reviews

Get Cozy in the Country - The Cottage on Luca Hill

A rural stay just 4 miles from the increasingly popular town of St. James. On the farm, you’ll enjoy gorgeous sunsets by the firepit, view the cattle grazing just feet away, and get cozy inside the newly furnished Cottage. Well known for its award winning wineries and dining, STJ also offers various specialty shops and lets not forget the gorgeous Meramec Springs and surrounding rivers. MO S&T and Fort Leonard Wood are just a short drive along I-44 as well. It would be our pleasure to host you!

Top guest favourite
The exterior of the house features a covered carport with space for two vehicles. Lush green grass surrounds the driveway, complemented by a small evergreen shrub. The well-maintained front yard is lined with trees, enhancing the welcoming appearance of the home.
Home in Newburg
4.98 out of 5 average rating, 174 reviews

Raven House, 3 bedroom, Rolla 5 mi, Ft Wood 22 mi

Raven House hobby and guest house is a comfortable, tidy, home located in Doolittle, Missouri just minutes from Rolla, and an easy 20 minute drive to Ft. Leonard Wood. It is conveniently located right off I-44 interstate highway. It is child and pet friendly and has a fenced outdoor area so great for a family or a quiet place for a single traveler. It is available for short or long stays whether for work or relaxation. Enjoy the comforts of home while away from home at my place, Raven House.

Top guest favourite
A rustic home built of natural wood is framed by blooming pink trees and lush green grass. The structure features a spacious porch with seating, while large windows allow views into the inviting interior.
Farm stay in Steelville
4.98 out of 5 average rating, 173 reviews

Yeary Farms Milt's Place with Private Beach!

An Ozark Oasis in the middle of a working cattle ranch, this custom designed home offers deluxe comfort. With multiple decks, porches and views out every window, this home is the perfect getaway for romantic retreats, family and friends to relax and make memories, artists and writers to host workshops or retreats, or even the single person to just get away from it all. Good dogs welcome, $35 per dog per week, fee collected separately at time of check in. Look for Yeary Farms site for more info.

Top guest favourite
A modern farmhouse is set against a backdrop of lush trees, featuring a metal roof and a welcoming front entrance. A wooden path leads to the door, surrounded by well-maintained greenery and stones, creating an inviting approach to the home.
Home in Newburg
4.94 out of 5 average rating, 342 reviews

The Retreat at Merry Meadows: Cheerful 4-Bed home

Bring the family to The Retreat with lots of room for fun. Located on a quiet country road, surrounded by woods and fields. I am sure you will find this spacious farm house built in 2019, to be the perfect retreat. We are about 10 miles south of rolla. Fugitive Beach is only a 20 minutes drive away. Kabekona Hills Retreat Center is practically next door. Lane Springs is another popular destination. The large living room and kitchen, makes this a perfect location to bring the whole family.

Guest favourite
A cozy seating area is featured with a floral patterned loveseat and a blue checked armchair, complemented by a decorative pillow. Two windows framed with plaid curtains allow natural light to fill the space, while wooden flooring adds warmth to the room.
Guest house in Rolla
4.96 out of 5 average rating, 111 reviews

Charming Hummingbird Cottage

Welcome to Hummingbird Cottage, a picturesque countryside retreat in Rolla, Missouri! Nestled in a beautiful landscape, our English-style cottage offers rustic charm with a cozy aesthetic. Surrounded by wildlife, yet close to attractions like Fugitive Beach and local wineries. The cottage sleeps two. There is a full kitchen, a bathroom with a walk-in shower, and beautiful outdoor pavilion. Experience the perfect fall getaway and cozy up with a cup of coffee around the outside fireplace.

Top guest favourite
A bright bedroom features a large tufted bed with a light-colored duvet, complemented by decorative pillows. Soft natural light fills the space through sheer curtains, illuminating a wooden floor. Two bedside lamps and a television are positioned for convenience, while framed art is displayed on the wall.
Home in Saint Robert
5.0 out of 5 average rating, 122 reviews

Hoover House: Your Fort Wood Sanctuary

Welcome to Hoover House, your perfect getaway just 10 minutes from Fort Leonard wood in St. Robert Missouri! This spacious 3-bedroom, 2-bath home, comfortably accommodates families and groups. Enjoy a fully equipped kitchen, a cozy living area, and a backyard ideal for relaxing after a day of adventures. Each bedroom is thoughtfully furnished for your comfort, ensuring a restful stay. Explore nearby attractions, or unwind in the peace of our neighborhood. Looking forward to hosting you!

Top guest favourite
The bright living area features a light-colored sofa and a patterned accent chair. A wooden table occupies the space, complemented by a rocking chair and a dresser. Natural light enters through large windows, highlighting the simple decor and open layout.
Home in Newburg
4.98 out of 5 average rating, 148 reviews

The Farmhouse @ Merry Meadows near Fugitive Beach

Welcome to The Farmhouse at Merry Meadows! We would be delighted to have you visit our home-away-from home nestled in the Ozark woods. You’ll love how the light comes filtering in over the hills as you prepare your morning beverage in our open, fully-equipped kitchen. At night, sink into one of our cozy beds thoughtfully curated for your rest and enjoyment. Enjoy the sounds of the woods and nearby farms from the private back deck, and all the tranquility our rural home has to offer!

Top guest favourite
The Bronze Gabel Cabin features a two-story structure nestled among trees, showcasing large windows and a spacious upper deck. String lights create a warm ambiance around the porch area, while the surrounding forest adds to the secluded atmosphere, inviting guests to relax outdoors.
Treehouse in Salem
4.95 out of 5 average rating, 178 reviews

*Bronze Gabel Cabin Treehouse

Crafting an Experience - Welcome to The Bronze Gabel Cabin. Tucked away in the Salem/Rolla area this 15 acre woodland is a unique getaway awaiting. Explore nearby Fugitive Beach, Current River & the beautiful Montauk State Park. A cabin highlight is the wrapped upper decking for an memorable outdoor movie night or relax with your locally roasted coffee. At night, sit around the fire pit & listen to the sounds of the Ozarks. The Bronze is one of its kind & a perfect couples retreat.

Top guest favourite
A two-story house is nestled among large, leafy trees on a gently sloping lawn. The house features white siding and large windows, surrounded by lush greenery, and hints of colorful fall decorations are visible on the porch.
Farm stay in Newburg
4.93 out of 5 average rating, 125 reviews

Peaceful Ozark Retreat At Valley Spring's Ranch

Soak in the peaceful quite tranquility of country living in the Ozarks at Valley Springs Ranch Retreat. Conveniently located right off I-44. Surrounded by Mark Twain National Forest and Ozark National Scenic Riverways. Your choices of spending time in nature are endless! Swimming, fishing and kayaking/paddle boating are all part of your stay! You will have full access to the farms spring fed pond, creek and hiking trails. We look forward to your stay! - Susan and Jerry Rosa

Top guest favourite
Home in Rolla
4.96 out of 5 average rating, 25 reviews

Nina's House

Welcome to Nina’s House, a quiet country stay just outside of Rolla. This 3-bedroom home is great for families, small groups, and extended stays. Enjoy a peaceful setting, full kitchen, on-site laundry, and the comfort of home while staying close to town. Nearby: • Missouri University of Science and Technology ~10 minutes • Phelps Health ~10 minutes • Fugitive Beach ~15 minutes • Fort Leonard Wood ~45 minutes • St. Louis Lambert International Airport ~1 hr 45 min

Top guest favourite
The cozy bedroom features a large bed with a checkered blanket and natural wood walls. A fan provides airflow, while a window allows soft light to enter. A dark wooden dresser stands nearby, contributing to the rustic charm of the space.
Cabin in St. James
4.99 out of 5 average rating, 237 reviews

Cedar Cabin-Angler’s Catch

Cedar Cabin w/King Bed, Fully Stocked Kitchen, Washer/Dryer, Walk-In Shower, Ramp Access, 2 Decks, Fire Pit, Grill, Free Parking, and 1.3 miles from Beautiful Maramec Spring Park. A trout fisherman’s catch or a couple’s cozy getaway. Close to several Ozark attractions including Maramec Springs Park, Montauk State Park, Current River, Huzzah River, and more. The cabin also has a love seat twin sofa sleeper and is 5 miles from town. Hope to see you soon 😉

Popular amenities for Doolittle holiday rentals