Holiday rentals in Doolittle

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Top-rated holiday rentals in Doolittle

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Guest favourite
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, 563 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 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, 165 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 favourite
A charming cabin exterior is framed by trees showing autumn leaves. A welcoming porch features wooden steps, outdoor seating, and decorative lighting. The cabin's natural wood siding and metal roof blend harmoniously with the surrounding landscape.
Cabin in Saint James
4.84 out of 5 average rating, 172 reviews

Hawks Ridge Cabin

Hawk Ridge is a stunning custom 1.5 story with 3 bedrooms and 2.5 baths, handicap accessible situated on 14 private acres. It is minutes from St. James, Meramec Springs State Park with trophy trout fishing, wineries, hiking and golfing. Canoeing, kayaking, rafting, zip-lining and horseback riding are only 10 short miles away. This location has something for every. 41 miles from Ft. Leonard Wood 17 miles from Fugitive Beach 17 miles from Steelville (floating) 3 miles from Maramec Springs Park

Top guest favourite
Guest house in Cuba
4.92 out of 5 average rating, 130 reviews

Fox Ridge: Ozark Hills Nature Retreat

This quiet, charming, private, multi-room is part of a larger lodge home located in the scenic Ozarks outside of historic Cuba, MO. This one bedroom, one bath, one living room walkout basement is perfect for unplugging and connecting to nature, yourself, your partner, or all 3 while enjoying the abundant wildlife. Sit around the fire pit enjoying star gazing while nestled among the Ozark forest. Located 5 miles from Scott's Ford and 4 miles from Riverside public access on the Meramec River.

Top guest favourite
A circular yurt is situated on a green lawn, featuring a wooden wraparound deck and a shaded area with a blue canopy. A stone fire pit is visible next to a picnic table and two adirondack chairs. Lush trees are seen in the background.
Yurt in Salem
4.98 out of 5 average rating, 202 reviews

Entire private Glamping Yurt next to forest

Pet friendly glamping in 1 of 2 private yurts next to the Mark Twain National Forest, is the perfect place to escape! Relax to all the sounds of nature the Mark Twain National Forest has to offer. Take in the stunning 360° views & peaceful surroundings from the 30'X30' wraparound deck! Spend your days hiking, kayaking, & all the things the area has to offer & your evenings around the campfire, watching the sunset & star gazing. If you love camping & modern amenities, you will love this place.

Top guest favourite
The Blacksmith Bungalow features a welcoming covered porch with two rocking chairs and a 'Welcome' sign. The exterior showcases a gray facade with a metal roof and wooden accents, surrounded by a gravel pathway and lush greenery.
Bungalow in Rolla
4.95 out of 5 average rating, 251 reviews

Breathtaking Blacksmith Bungalow

Come visit and go back in time. The child- and pet-friendly Blacksmith is located in The Village between the Whiskey Still and the Smokehouse. Nearby is the Woodshop, Cider Mill, Shingle Mill, Victorian Cottage, and Train Depot. Originally owned by George Carney, the Village was built to house craftsmen selling their wares. We are 36 miles from Fort Leonard Wood and 15 miles from Fugitive Beach! The gorgeous 54 acres provides plenty of space to explore the beauty of the Ozark highlands.

Top guest favourite
A modern cabin exterior is shown, featuring warm outdoor lighting and a combination of wood and metal materials. A spacious deck is accessible via steps, while a covered area with a grill and outdoor movie projector is visible on the side. Lush greenery surrounds the property.
Cabin in Leasburg
4.99 out of 5 average rating, 153 reviews

Luxury Cabin Sleeps 6 w/ Hot Tub and Outdoor Movie

Welcome to our Beautiful Luxury Cabin in the Woods—more than just a place to stay, it's an unforgettable experience. Nestled on 9 private acres, this custom-built, Scandinavian-inspired retreat offers the perfect blend of comfort and adventure. While the property features just one other guest cabin nearby, there are NO SHARED AMENITIES, ensuring you have complete privacy during your stay. The cabin is near Onondaga State Cave Park, Meramec River, Float Trips, Wineries and local dining.

Top guest favourite
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, 108 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 favourite
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, 158 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 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, 133 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!

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
4.94 out of 5 average rating, 149 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, 113 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 holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Phelps County
  5. Doolittle