Search Vacation Homes in Doolittle

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In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Doolittle vacation homes

Dining
Cozy House On The HILL 10 Min from Ft. Leonard Wood

Cozy House On The HILL 10 Min from Ft. Leonard Wood

Cozy House On The HILL 10 Min from Ft. Leonard Wood
Waynesville
10.0 out of 10, Exceptional, (43)
"Super cute little place to stay while in the area! It’s within walking distance to downtown Waynesville and we enjoyed our time there. We would definitely stay there again if in the area!"
United States
Christy W.
$174 nightly
The price is $192
Dec 14 - Dec 15
Total with taxes and fees
Cozy House On The HILL 10 Min from Ft. Leonard Wood
Fridge, microwave, oven, stovetop
Get Cozy in the Country - The Cottage on Luca Hill

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.
$180 nightly
The price is $187
Dec 14 - Dec 15
Total with taxes and fees
Get Cozy in the Country - The Cottage on Luca Hill
Smart TV
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

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.
$149 nightly
The price is $151
Dec 14 - Dec 15
Total with taxes and fees
The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James
TV, offices
2BR | Pet-Friendly | Fenced Yard | Near Wineries

2BR | Pet-Friendly | Fenced Yard | Near Wineries

2BR | Pet-Friendly | Fenced Yard | Near Wineries
Saint James
10.0 out of 10, Exceptional, (21)
"We came for a little family get away and this was the perfect space to do so! "
United States
Trisha E.
$223 nightly
The price is $235
Jan 1 - Jan 2, 2026
Total with taxes and fees
2BR | Pet-Friendly | Fenced Yard | Near Wineries
Terrace/patio
Relax At Rt.66, 10 Min from Ft. Leonard Wood

Relax At Rt.66, 10 Min from Ft. Leonard Wood

Relax At Rt.66, 10 Min from Ft. Leonard Wood
2.0 star property
Waynesville
10.0 out of 10, Exceptional, (23)
"Very charming, clean and cozy. Would highly recommend!"
United States
Jennifer C.
$178 nightly
The price is $197
Jan 5 - Jan 6, 2026
Total with taxes and fees
Relax At Rt.66, 10 Min from Ft. Leonard Wood
Interior
Fort Leonard Wood. Saint Robert cottage Home.

Fort Leonard Wood. Saint Robert cottage Home.

Fort Leonard Wood. Saint Robert cottage Home.
Saint Robert
9.6 out of 10, Exceptional, (7)
"The house is clean and comfortable. The kitchen is well stocked with the cooking supplies needed. The area is quiet and located near the base and lots of stores. "
United States
Debbie D.
$277 nightly
The price is $294
Dec 18 - Dec 19
Total with taxes and fees
Fort Leonard Wood. Saint Robert cottage Home.
Interior
Townside White House

Townside White House

Townside White House
Saint James
10.0 out of 10, Exceptional, (8)
"This host made my quick stay very easy and comfortable, the house is very nice and well tidy,"
United States
Cheryl K.
$180 nightly
The price is $180
Dec 14 - Dec 15
Total with taxes and fees
Townside White House
Fridge, microwave, oven, stovetop
3BR/2BA • BBQ • Patio • Family-Friendly & Clean

3BR/2BA • BBQ • Patio • Family-Friendly & Clean

3BR/2BA • BBQ • Patio • Family-Friendly & Clean
Saint James
9.8 out of 10, Exceptional, (28)
"Our stay was great, I believe "
United States
Jennifer B.
$228 nightly
The price is $241
Jan 1 - Jan 2, 2026
Total with taxes and fees
3BR/2BA • BBQ • Patio • Family-Friendly & Clean
Interior
Cozy Home on the edge of Rolla!

Cozy Home on the edge of Rolla!

Cozy Home on the edge of Rolla!
Rolla
9.6 out of 10, Exceptional, (14)
"Good property and decent amenities provided by the host ."
United States
Anonymous traveler
$155 nightly
The price is $155
Dec 14 - Dec 15
Total with taxes and fees
Cozy Home on the edge of Rolla!
Fridge, microwave, oven, stovetop
Stylish 2Bdrm Bungalow | Walkable + Well Equipped

Stylish 2Bdrm Bungalow | Walkable + Well Equipped

Stylish 2Bdrm Bungalow | Walkable + Well Equipped
Rolla
9.8 out of 10, Exceptional, (27)
"Comfortable, clean, and convenient. Great place to stay on a visit to Rolla."
United States
Don P.
$213 nightly
The price is $213
Dec 14 - Dec 15
Total with taxes and fees
Stylish 2Bdrm Bungalow | Walkable + Well Equipped
3 bedrooms, desk, travel crib, WiFi
Simply Sweet 3 Bedroom Home - near MS&T & Fort Leonard Wood

Simply Sweet 3 Bedroom Home - near MS&T & Fort Leonard Wood

Simply Sweet 3 Bedroom Home - near MS&T & Fort Leonard Wood
Rolla
9.6 out of 10, Exceptional, (34)
"Super cute little house in a very convenient location."
United States
Cy B.
$209 nightly
The price is $215
Dec 22 - Dec 23
Total with taxes and fees
Simply Sweet 3 Bedroom Home - near MS&T & Fort Leonard Wood
Dining
Concord Cottage

Concord Cottage

Concord Cottage
2.0 star property
Saint James
$172 nightly
The price is $176
Dec 13 - Dec 14
Total with taxes and fees
Concord Cottage
Interior
Spacious 4BR | Sleeps 8 | 5 Min to S&T & Downtown

Spacious 4BR | Sleeps 8 | 5 Min to S&T & Downtown

Spacious 4BR | Sleeps 8 | 5 Min to S&T & Downtown
Rolla
9.8 out of 10, Exceptional, (36)
"Great communication, very thoughtful with amenities and lovely quiet neighborhood!"
United States
Denver F.
$237 nightly
The price is $250
Dec 17 - Dec 18
Total with taxes and fees
Spacious 4BR | Sleeps 8 | 5 Min to S&T & Downtown
Interior
Pleasant Mornings

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.
$264 nightly
The price is $291
Jan 1 - Jan 2, 2026
Total with taxes and fees
Pleasant Mornings
Smart TV
The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants

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
$170 nightly
The price is $170
Dec 17 - Dec 18
Total with taxes and fees
The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants
Iron/ironing board, internet, bed sheets
Bungalow by the Brook

Bungalow by the Brook

Bungalow by the Brook
2.0 star property
Saint Robert
$142 nightly
The price is $157
Dec 15 - Dec 16
Total with taxes and fees
Bungalow by the Brook
Smart TV
Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •

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.
$195 nightly
The price is $195
Dec 21 - Dec 22
Total with taxes and fees
Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •
Living area
Emerald & Ivory Cottage

Emerald & Ivory Cottage

Emerald & Ivory Cottage
Saint Robert
10.0 out of 10, Exceptional, (2)
"We enjoyed stay a night there. Very family friendly! Will stay again in the future! "
United States
Skye C.
$394 nightly
The price is $394
Dec 13 - Dec 14
Total with taxes and fees
Emerald & Ivory Cottage
3 bedrooms, iron/ironing board, WiFi, bed sheets
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.

Blue Sage Inn-Pet Friendly home in Saint Robert, MO. Close to Fort Leonard Wood.
Saint Robert
9.8 out of 10, Exceptional, (28)
"This home was absolutely wonderful and we would definitely come back again when we are in the area."
United States
Marcy T.
$299 nightly
The price is $299
Dec 14 - Dec 15
Total with taxes and fees
Blue Sage Inn-Pet Friendly home in Saint Robert, MO. Close to Fort Leonard Wood.
Smart TV, video games
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.

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.
$268 nightly
The price is $268
Dec 15 - Dec 16
Total with taxes and fees
Full 3-bedroom house with entertainment room. 5 minutes to FLW front gate.
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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Top Doolittle Hotel Reviews

Holiday Inn Express Hotel & Suites St. Robert by IHG

Holiday Inn Express Hotel & Suites St. Robert by IHG

10/10 Excellent
"Clean room, supportive and friendly staffs."
Voutthisack 1-night trip
Posted 21 hours ago
Holiday Inn Express Hotel & Suites St. Robert by IHG

Find out more about Doolittle

Doolittle Vacation Homes information

Number of reviews
408
Accommodation
66 Vacation Homes
Lowest Price
$151
Highest Price
$394

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