Vacation rentals in Doolittle

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Top-rated vacation rentals in Doolittle

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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, 105 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, 169 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 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
4.99 out of 5 average rating, 168 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
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, 331 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.

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, 251 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.”

Guest favorite
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.
Guesthouse in Rolla
4.96 out of 5 average rating, 107 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 summer getaway in this cozy cottage surrounded by a lovely natural landscape.

Top guest favorite
Cabin in Leasburg
5 out of 5 average rating, 43 reviews

Luxury Couples Retreat with Hot Tub and Sauna

Welcome to Our Beautiful Couples’ Retreat “The Sunset Cabin” Nestled on 9 acres of private property. While the property features just one other guest cabin nearby, there are no shared amenities, ensuring you have complete privacy during your stay. Our modern yet cozy cabin was designed with one purpose relaxation and togetherness. Whether you’re celebrating a special occasion or simply escaping the noise of everyday life, this private retreat invites you to slow down and truly reconnect.

Top guest favorite
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 out of 5 average rating, 114 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 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, 112 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, 170 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, 118 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 favorite
A modern tiny house is showcased with a black wooden exterior and vibrant green door. A small deck features two green chairs and a table, complemented by a striped outdoor rug. Surrounding greenery and a patio umbrella add a touch of nature to the entrance.
Tiny home in Rolla
4.97 out of 5 average rating, 200 reviews

Tiny Oasis on the Quarry sleeps 4 with comfort!

We live on 10 acres and 4-5 of those are a beautiful spring-fed quarry. Guests can kayak, paddle boat, swim, fish, and simply relax on the beautiful deck. In January 2020 we opened The Golf Simulator at the Quarry. Guests are able to book it by calling us directly. Special rates apply when staying in one of our Tiny Houses. Rent a fishing pole for $10/day. Pickleball court is now available onsite. Paddles & balls can be rented $10/paddle & ball

Popular amenities for Doolittle vacation rentals

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