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Vacation rentals in Doolittle

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Doolittle

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

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Top guest favorite
A spacious bedroom features a large wooden bed with a decorative headboard. The wall is designed with exposed brick, complementing the wooden nightstands and drawers. Green lamps illuminate the bedside, while a cozy green throw is casually placed on the bed. Soft natural light enters through the curtained window.
Home in Saint James
5 out of 5 average rating, 101 reviews

Like New. 2 Bedroom / 2 Bath home in St. James

The cutest little house in St. James, Mo. is ready for guests now! This 1900’s home was completely brought to life in 2021/2022 and is like Brand New! Our goal when refurbishing this home was to create an atmosphere and feeling of home comfort. The kitchen offers a pot filler over the stove, a complete tea and coffee bar, and a fully stocked kitchen.We added some luxuries found in hotels, such as on-demand continuous hot water and water softener. Bedrooms/baths are separated for more privacy.

Top guest favorite
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 Saint James
5 out of 5 average rating, 112 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 favorite
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, 172 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.

Guest favorite
A bright red tiny house is reflected in the calm water, surrounded by lush greenery. The property includes a private dock, equipped with a water slide and lounge chairs, enhancing the serene lakeside setting.
Tiny home in Rolla
4.95 out of 5 average rating, 578 reviews

Tiny Paradise on the Quarry

Come and enjoy the Tiny Paradise on the Quarry, as seen on HGTV's "Tiny Paradise" in 2017. House Beautiful Magazine's listed it as one of the TOP 50 Tiny Houses in the USA. Featured in People Magazine's HGTV special edition magazine. Missouri Life Magazine listed it as one of the top 9 gems in Missouri. Also featured as one of the four fall get-a-ways in 417 Magazine's. St. Louis Magazine listed it as the coolest Airbnb in their Aug/Sept 2019 issue. You are welcome to have more than two guest

Top guest favorite
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, 171 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 favorite
The charming Victorian home features a welcoming front porch with white railings and steps leading to a large door framed by windows. The yellow siding contrasts with the brown roof, while the surrounding greenery enhances the inviting appearance of the property.
Cottage in Rolla
4.97 out of 5 average rating, 252 reviews

Charming Victorian

The furnishings are Victorian-modern and beautifully accent the high ceilings, tall windows, and lovely wood trim throughout the home. After enjoying the beautiful outdoors, curl up in front of a toasty fire, and watch your 55" Roku Smart TV (be sure to bring your login information for your favorite streaming apps!). The Victorian is not suitable for children. For family-friendly stays, check out our other AirBNB listings: “Breathtaking Blacksmith Bungalow,” and the “Exquisite Log Cabin.”

Superhost
The inviting living area showcases a brown leather sectional sofa facing a wall-mounted television. A decorative table lamp and a cozy rug add warmth. Adjacent, a dining area is visible, featuring a wooden table surrounded by chairs and illuminated by overhead lighting.
Home in Rolla
4.88 out of 5 average rating, 165 reviews

Near MS&T, Hospital, I44 & Ft.Wood, Fugitive Beach

We love this sweet & cozy home. This home is perfect for individuals and teams traveling for work, couples, families visiting soldiers at Fort Leonard Wood, or even to bring the whole family to this home with indoor and outdoor room for gathering & fun! Distance to Local Attractions: MS&T - 1 min Phelps Health - 1 min I-44 - 2 min Downtown Rolla - 3 min Amazon Distribution Center - 14 min STJ Winery - 14 min Fugitive Beach - 14 min Maramec Spring Park - 24 min Fort Leonard Wood - 30 min

Top guest favorite
The Arbor Cabin is seen in the evening light, surrounded by lush trees. Soft lighting from string lights outlines the deck and pathway, creating a cozy atmosphere. A stone pathway leads through landscaped areas dotted with potted plants, enhancing the inviting outdoor space.
Cabin in Richland
5 out of 5 average rating, 100 reviews

ARBOR CABIN Retreat, King Bed, Fire pit, BBQ

Tucked in the woods on a 530-acre farm, is the cozy but luxurious Arbor Cabin, where 1 - 3 persons can relax and unwind by the fire pit under the stars and wake up to peaceful forest views. Prepare meals in a fully furnished kitchen or cook on the outdoor BBQ. Gently swing in the hanging egg chairs and play outdoor games. Perfect for a romantic escape or quiet reset, it's the kind of place you truly unplug and breathe. Just minutes from I-44/Route 66, and 30 minutes from Ft. Leonard Wood.

Guest favorite
Tiny home in Newburg
4.93 out of 5 average rating, 14 reviews

Tiny on the Little Piney – Riverfront Escape

Escape to a secluded and cozy 200 sq.ft. tiny house perched on the banks of the Little Piney. This thoughtfully designed space sleeps up to 6, featuring a queen bed in the loft, bunk beds, and a pull-out couch. Enjoy the river from the large deck, or stroll down to your own private white sand beach or gravel bar, perfect for relaxing or fishing in the crystal-clear, spring-fed waters. Enjoy all the comforts of home, while being fully immersed in the sights and sounds of the Ozarks.

Top guest favorite
A comfortable living area is highlighted by a large leather sofa and armchair, complemented by a wooden coffee table. A television is situated on a rustic stand, and natural light fills the space from the windows, creating a welcoming environment.
Home in Rolla
4.99 out of 5 average rating, 113 reviews

Double B Ranch Guest House

Welcome to the Double B Ranch Guest House. Bordering three sides of Rolla city limits, you’re on the ranch with just a rock throw from town! The calming quietness of country living within steps of our city. Walking distance to Missouri MS&T, 30 minutes from Ft. Leonard Wood. You may enjoy the entire 1600 square foot sparkling clean home that is also handicap accessible. View the meadow from the back deck while watching the wildlife play. A stocked lake is available for fishing!

Top guest favorite
An outdoor seating area features a round, suspended chair with cushions, offering a panoramic view of the Gasconade River valley. Natural sunlight filters through the trees, casting soft shadows across the wooden deck.
Cabin in Dixon
4.99 out of 5 average rating, 173 reviews

Cabin in the Sky

Take it easy at this unique and tranquil getaway overlooking the breathtaking Gasconade river valley. This cabin has many features and was specifically designed to accommodate the view. Large outdoor space with dining table, grill and extra seating. Close proximity to Fort Leonard Wood. Also minutes from public boat ramp and public hunting land. Interior features Wi-Fi-,full kitchen, laundry. Family friendly--kids are welcome. Several family-friendly activities nearby in St. Robert.

Top guest favorite
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, 124 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

Popular amenities for Doolittle vacation rentals