Doolittle Vacation Rentals

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Our top choices for Doolittle vacation rentals

Cozy 2BR Home | Sleeps 4 | Pet-Friendly w/ Garage

Cozy 2BR Home | Sleeps 4 | Pet-Friendly w/ Garage
Saint James
9.8 out of 10, Exceptional, (10 reviews)
"Great place to stay. Perfect size for famiky of 4."
United States
Kelli N.
The price is CA $121
CA $287 total
includes taxes & fees
May 4 - May 5
Cozy 2BR Home | Sleeps 4 | Pet-Friendly w/ Garage

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, (28 reviews)
"Loved staying here, well decorated, super clean and having 2 separate bedrooms was really nice!"
United States
Agneta V.
The price is CA $142
CA $270 total
includes taxes & fees
May 4 - May 5
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, (61 reviews)
"Great stay!"
United States
Adria N.
The price is CA $116
CA $233 total
includes taxes & fees
May 4 - May 5
Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.

Stylish 2Bdrm Bungalow | Walkable + Well Equipped

Stylish 2Bdrm Bungalow | Walkable + Well Equipped
Rolla
10.0 out of 10, Exceptional, (31 reviews)
"Cute home, comfy beds!"
United States
Stephanie W.
The price is CA $76
CA $317 total
includes taxes & fees
May 4 - May 5
Stylish 2Bdrm Bungalow | Walkable + Well Equipped

Cozy House On The HILL Military Family Favorite

Cozy House On The HILL Military Family Favorite
Waynesville
10.0 out of 10, Exceptional, (50 reviews)
"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.
The price is CA $143
CA $266 total
includes taxes & fees
May 4 - May 5
Cozy House On The HILL Military Family Favorite

The Green Acres Cottage - Charming 2 Bedroom near S&T and Acorn Trail in Rolla.

The Green Acres Cottage - Charming 2 Bedroom near S&T and Acorn Trail in Rolla.
Rolla
9.6 out of 10, Exceptional, (4 reviews)
"Convinient place to stay while we moved our son into the dorm."
United States
Sarah T.
The price is CA $159
CA $335 total
includes taxes & fees
May 18 - May 19
The Green Acres Cottage - Charming 2 Bedroom near S&T and Acorn Trail in Rolla.

Cozy 2BR Retreat | Fenced Yard | Pet-Friendly

Cozy 2BR Retreat | Fenced Yard | Pet-Friendly
Saint James
10.0 out of 10, Exceptional, (22 reviews)
"We came for a little family get away and this was the perfect space to do so! "
United States
Trisha E.
The price is CA $125
CA $322 total
includes taxes & fees
May 4 - May 5
Cozy 2BR Retreat | Fenced Yard | Pet-Friendly

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

Simply Sweet 3 Bedroom Home - near MS&T & Fort Leonard Wood
Rolla
9.4 out of 10, Exceptional, (40 reviews)
"Loved it, close to all the fun stuff but far enough away from the noise!"
United States
Kylie
The price is CA $116
CA $307 total
includes taxes & fees
May 4 - May 5
Simply Sweet 3 Bedroom Home - near MS&T & Fort Leonard Wood

Cabin at CM Cattleco

Cabin at CM Cattleco
Newburg
9.8 out of 10, Exceptional, (20 reviews)
"Great place, exactly what we wanted and needed. Will definitely stay again. "
United States
Tim G.
The price is CA $163
CA $358 total
includes taxes & fees
May 4 - May 5
Cabin at CM Cattleco

Relax At Rt.66 Military Family Favorite

Relax At Rt.66 Military Family Favorite
Waynesville
10.0 out of 10, Exceptional, (33 reviews)
"Very adorable and homey place and great location if visiting Fort Leonard Wood. We had a great time with our new soldier. "
United States
Marylou W.
The price is CA $142
CA $264 total
includes taxes & fees
May 4 - May 5
Relax At Rt.66 Military Family Favorite

Get Cozy in the Country - The Cottage on Luca Hill

Get Cozy in the Country - The Cottage on Luca Hill
Saint James
10.0 out of 10, Exceptional, (21 reviews)
"Nice clean property wirh a good location for us!"
United States
John P.
The price is CA $156
CA $275 total
includes taxes & fees
May 4 - May 5
Get Cozy in the Country - The Cottage on Luca Hill

The Bookend Loft Above Perched above historic Pine Street in downtown Rolla

The Bookend Loft Above Perched above historic Pine Street in downtown Rolla
Rolla Downtown Historic District
10.0 out of 10, Exceptional, (1 review)
"The place is great! Clean, cute and convenient. I only wish had been able to stay longer. The host is wonderful and very accommodating! "
United States
Lisa
The price is CA $116
CA $301 total
includes taxes & fees
May 10 - May 11
The Bookend Loft Above Perched above historic Pine Street in downtown Rolla

The Bonny Bungalow

The Bonny Bungalow
Waynesville
9.0 out of 10, Wonderful, (6 reviews)
"The host was great and provided everything she could think we needed, including quality shampoo/ conditioner, breakfast options, and makeup remover. We really enjoyed our stay. "
United States
Mason M.
The price is CA $109
CA $265 total
includes taxes & fees
May 4 - May 5
The Bonny Bungalow

Townside White House

Townside White House
Saint James
10.0 out of 10, Exceptional, (11 reviews)
"My wife and I love how well the house was put together It gave us great ideas for our own"
United States
Shane
The price is CA $135
CA $248 total
includes taxes & fees
May 4 - May 5
Townside White House

Spacious 3BR Retreat | Sleeps 6 | Near Downtown

Spacious 3BR Retreat | Sleeps 6 | Near Downtown
Saint James
9.8 out of 10, Exceptional, (29 reviews)
"Clean place, location was great!"
United States
Eileen G.
The price is CA $132
CA $332 total
includes taxes & fees
May 4 - May 5
Spacious 3BR Retreat | Sleeps 6 | Near Downtown

The Clover Cottage - Rolla's St.Pat's Themed house near S&T, Acorn Trail & more!

The Clover Cottage - Rolla's St.Pat's Themed house near S&T, Acorn Trail & more!
Rolla
9.4 out of 10, Exceptional, (14 reviews)
"Everything was GREAT!! Very clean, very comfortable and easily accessible!! Host is amazing!!! Highly Recommend this place!!!"
United States
Joe E.
The price is CA $144
CA $316 total
includes taxes & fees
May 4 - May 5
The Clover Cottage - Rolla's St.Pat's Themed house near S&T, Acorn Trail & more!

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, (36 reviews)
"Location is close to Fort Leonard Wood , house is decorated nicely and they’ve provided lots of little touches to make you feel at home ! "
United States
Nicole E.
The price is CA $197
CA $435 total
includes taxes & fees
May 4 - May 5
Blue Sage Inn-Pet Friendly home in Saint Robert, MO. Close to Fort Leonard Wood.

Cozy Home on the edge of Rolla!

Cozy Home on the edge of Rolla!
Rolla
9.6 out of 10, Exceptional, (15 reviews)
"Nice space, wonderful host. "
United States
Frank J.
The price is CA $103
CA $233 total
includes taxes & fees
May 26 - May 27
Cozy Home on the edge of Rolla!

Emerald & Ivory Cottage

Emerald & Ivory Cottage
Saint Robert
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed stay a night there. Very family friendly! Will stay again in the future! "
United States
Skye C.
The price is CA $265
CA $576 total
includes taxes & fees
May 4 - May 5
Emerald & Ivory Cottage

Lakeside Retreat next to Conservation Area

Lakeside Retreat next to Conservation Area
Rolla
10.0 out of 10, Exceptional, (3 reviews)
"Peaceful and comfortable!! Would book again "
United States
sharon m.
The price is CA $241
CA $431 total
includes taxes & fees
May 4 - May 5
Lakeside Retreat next to Conservation Area
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

Find out more about Doolittle

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Doolittle. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Doolittle?

Yes, we offer vacation rentals close to the most popular local attractions in Doolittle, or you can choose a secluded option if you're looking for a relaxing stay.

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

Relax At Rt.66 Military Family Favorite: Visitors like this Doolittle vacation home rental. It offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 larger area.

What are vacation rentals like in Doolittle?

Vacation rentals are privately owned accommodations you can book for a short or long stay in Doolittle. Vacation rentals offer amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips or small group gatherings.