Doolittle Holiday Rentals

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Our top choices for Doolittle holiday rentals

All Towne Suites

All Towne Suites
2.0 star property
St. Robert
9.2 out of 10, Wonderful, (317)
"Parking area is convenient and lighted. Very reasonable cost for a suite."
United States
David
The price is AU$126
includes taxes & fees
14 Dec - 15 Dec
All Towne Suites

Cabin at CM Cattleco

Cabin at CM Cattleco
Newburg
9.8 out of 10, Exceptional, (20)
"Great location for our fishing trip. We’ll be back!"
United States
Joe r.
The price is AU$391
includes taxes & fees
18 Dec - 19 Dec
Cabin at CM Cattleco

The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants

The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants
Saint James
9.8 out of 10, Exceptional, (26)
"Perfect for a weekend getaway. "
United States
Todd
The price is AU$258
includes taxes & fees
17 Dec - 18 Dec
The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants

Pleasant Mornings

Pleasant Mornings
Waynesville
9.8 out of 10, Exceptional, (8)
"The house was beautifully decorated and the host was very accommodating! The perfect home for a family to come and relax, we had the best experience! "
United States
Trisha E.
The price is AU$442
includes taxes & fees
1 Jan - 2 Jan 2026
Pleasant Mornings

The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James

The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James
Saint James
10.0 out of 10, Exceptional, (23)
"Beautiful stay! I love it here! "
United States
kayley h.
The price is AU$229
includes taxes & fees
14 Dec - 15 Dec
The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James

Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.

Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.
Saint James
10.0 out of 10, Exceptional, (51)
"Cute place and clean and close to the things we wanting to do "
United States
Tonya L.
The price is AU$219
includes taxes & fees
14 Dec - 15 Dec
Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.

Full 3-bedroom house with entertainment room. 5 minutes to FLW front gate.

Full 3-bedroom house with entertainment room. 5 minutes to FLW front gate.
Saint Robert
9.4 out of 10, Exceptional, (31)
"The house is nice and in a quiet neighborhood! Was laid out nicely and had everything we needed! The beds were a little on the firm side! Overall it was a nice stay!"
United States
kelli l.
The price is AU$407
includes taxes & fees
15 Dec - 16 Dec
Full 3-bedroom house with entertainment room. 5 minutes to FLW front gate.

Getaway Near Fort Leonard Wood!

Getaway Near Fort Leonard Wood!
Saint Robert
10.0 out of 10, Exceptional, (76)
"This place was beautiful, clean and comfortable. The location was perfect for our plans. We will definitely be going back when or if we are in the area again."
United States
Diana C.
Getaway Near Fort Leonard Wood!

Spacious 4-bedroom house in prime Saint Robert location with modern amenities

Spacious 4-bedroom house in prime Saint Robert location with modern amenities
Saint Robert
10.0 out of 10, Exceptional, (12)
"Beautiful property near Ft Leonard Wood with space to enjoy in nice residential neighborhood. Owner was great - making sure we were pleased with all the amenities. Would definitely stay again! "
United States
Kathy S.
Spacious 4-bedroom house in prime Saint Robert location with modern amenities

Stylish 2Bdrm Bungalow | Walkable + Well Equipped

Stylish 2Bdrm Bungalow | Walkable + Well Equipped
Rolla
9.8 out of 10, Exceptional, (27)
"Great communication and very nice place"
United States
Carla P.
Stylish 2Bdrm Bungalow | Walkable + Well Equipped

Blue Sage Inn-Pet Friendly home in Saint Robert, MO. Close to Fort Leonard Wood.

Blue Sage Inn-Pet Friendly home in Saint Robert, MO. Close to Fort Leonard Wood.
Saint Robert
9.8 out of 10, Exceptional, (29)
"This home was absolutely wonderful and we would definitely come back again when we are in the area."
United States
Marcy T.
The price is AU$454
includes taxes & fees
14 Dec - 15 Dec
Blue Sage Inn-Pet Friendly home in Saint Robert, MO. Close to Fort Leonard Wood.

Hawks Ridge Cabin

Hawks Ridge Cabin
Saint James
9.8 out of 10, Exceptional, (83)
"What a great experience! The cabin was perfect for our weekend getaway and within 10 minutes of Maramec Spring Park (where the rest of our crew was staying). "
United States
Angie S.
Hawks Ridge Cabin

Getaway Cabin next door to Maramec Spring Park & Meramec River Trophy Trout

Getaway Cabin next door to Maramec Spring Park & Meramec River Trophy Trout
St James
9.4 out of 10, Exceptional, (36)
"Great cabin. Very clean. "
United States
Emily H.
Getaway Cabin next door to Maramec Spring Park & Meramec River Trophy Trout

Cozy Modern Farmhouse that Sleeps 8

Cozy Modern Farmhouse that Sleeps 8
Rolla
9.8 out of 10, Exceptional, (47)
"Comfortable & relaxing "
United States
Christine
Cozy Modern Farmhouse that Sleeps 8

Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •

Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •
Saint James
10.0 out of 10, Exceptional, (34)
"This was our second stay at this location! Our family feels right at home here… clean, good location and all the amenities! "
United States
Christie C.
The price is AU$297
includes taxes & fees
27 Dec - 28 Dec
Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •

Quiet Spacious Home in the Woods 10 minutes from FLW visitors center.

Quiet Spacious Home in the Woods 10 minutes from FLW visitors center.
Saint Robert
10.0 out of 10, Exceptional, (4)
"This home was perfect for our family’s stay for Graduation from basic. It was perfect to hang out at with our soldier. Quiet and safe neighborhood. The home was clean and well put together. Would stay again. Thank you!!"
United States
Gusduy G.
Quiet Spacious Home in the Woods 10 minutes from FLW visitors center.

Spacious 5-bedroom house with WiFi, AC in fantastic Saint Robert

Spacious 5-bedroom house with WiFi, AC in fantastic Saint Robert
Saint Robert
8.8 out of 10, Excellent, (3)
"Perfect! The host was extremely accommodating when our dates shifted to a day early. The house was clean and we loved having the bedrooms downstairs. "
United States
Ashleigh P.
Spacious 5-bedroom house with WiFi, AC in fantastic Saint Robert

Cozy Cabin In The Sky, with direct access to public hunting, fishing access.

Cozy Cabin In The Sky, with direct access to public hunting, fishing access.
Dixon
10.0 out of 10, Exceptional, (17)
"Amazing property, the views are gorgeous! "
United States
Mary
Cozy Cabin In The Sky, with direct access to public hunting, fishing access.

Spacious 5-bedroom house with WiFi, AC in charming Saint Robert

Spacious 5-bedroom house with WiFi, AC in charming Saint Robert
Saint Robert
8.4 out of 10, Very good, (5)
"Home was as pictured. Cleaned and taken care of. "
United States
Heather M.
The price is AU$868
includes taxes & fees
31 Dec - 1 Jan 2026
Spacious 5-bedroom house with WiFi, AC in charming Saint Robert

Get Cozy in the Country - The Cottage on Luca Hill

Get Cozy in the Country - The Cottage on Luca Hill
2.0 star property
Saint James
10.0 out of 10, Exceptional, (18)
"Nice clean property wirh a good location for us!"
United States
John P.
The price is AU$285
includes taxes & fees
23 Dec - 24 Dec
Get Cozy in the Country - The Cottage on Luca Hill
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find out more about Doolittle

Everything you need to know about Doolittle holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Doolittle holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Doolittle holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Doolittle holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Doolittle. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Doolittle holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Doolittle holiday rentals we have selected for you start as low as AU$126 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Doolittle rentals

At Expedia, we put the best Doolittle holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Doolittle rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Doolittle holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Doolittle. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Doolittle?

Yes, there are holiday rentals close to the most popular sights in Doolittle, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Doolittle has to offer?

The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants: This holiday home rental outside of Doolittle offers a patio, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What can I see and do in Doolittle?

Explore the area and family-friendly sights such as The Fugitive Beach, or get out into nature at a spot like Mark Twain National Forest. Missouri University of Science and Technology and Uranus Fudge Factory And General Store are a couple of places you'll find in the wider area.

What are holiday rentals like in Doolittle?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Doolittle. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for families.