Holiday Homes in Cuba

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Cabins
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Apartments
Apartments

Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Cuba holiday homes

A kitchen with white cabinets, a microwave, a refrigerator, and a wooden dining table.

1. Cozy 2-bedroom house in Cuba, MO.

Cozy 2-bedroom house in Cuba, MO.
Cuba
9.6 out of 10, Exceptional, (9 reviews)
"Nice spot by Route 66"
United States
Ann W.
The price is AU$209
includes taxes & fees
11 Nov - 12 Nov
Cozy 2-bedroom house in Cuba, MO.
A spacious living area with a sofa, blue armchairs, a coffee table, and a rug.

2. 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, (54 reviews)
"The place is very roomy & decor really cute. Everything was very clean. Loni was a big help with the GPS directions being weird."
United States
Ellen
The price is AU$327
includes taxes & fees
13 Nov - 14 Nov
The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James
A spacious living area with a leather sofa, a cowhide rug, and a staircase leading to an upper level.

3. Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat

Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
Bourbon
10.0 out of 10, Exceptional, (4 reviews)
"Very charming lil cabin! It was perfect for a solo trip. I’d love to come back with my husband for a romantic weekend getaway."
United States
Wendy L.
The price is AU$497
includes taxes & fees
11 Nov - 12 Nov
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
A spacious living room with a ceiling fan, a herringbone-patterned floor, and a large window with sheer curtains.

4. 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, (52 reviews)
"We enjoyed a great stay!"
United States
Heather A.
The price is AU$330
includes taxes & fees
11 Nov - 12 Nov
Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •
A living room with a sofa, armchair, coffee table, and a rug.

5. Pet-friendly 2BR with fenced yard

Pet-friendly 2BR with fenced yard
Saint James
9.6 out of 10, Exceptional, (30 reviews)
"Cozy house for the family and pets to stay in. St. James was a fun stay with the small town vibes. Happy with the stay and would stay again."
United States
Richie M.
The price is AU$387
includes taxes & fees
11 Nov - 12 Nov
Pet-friendly 2BR with fenced yard
A modern kitchen with dark cabinetry, a stainless steel sink, a microwave, and a stove.

6. Spacious 3BR near downtown St. James

Spacious 3BR near downtown St. James
Saint James
9.6 out of 10, Exceptional, (35 reviews)
"Lots of space in a convenient location."
United States
Billy A.
The price is AU$401
includes taxes & fees
18 Nov - 19 Nov
Spacious 3BR near downtown St. James
A house with a gravel driveway, a horse in the background, and a barbecue grill on the porch.

7. Crooked Creek Ranch Farmhouse

Crooked Creek Ranch Farmhouse
Steelville
10.0 out of 10, Exceptional, (54 reviews)
"We love this peaceful location and really enjoyed the horses and the creek on property! We explored Cuba Steeleville, St. James and a little bit of Route 66. Great little spot."
United States
Irene L.
The price is AU$414
includes taxes & fees
6 Dec - 7 Dec
Crooked Creek Ranch Farmhouse
A modern kitchen with grey cabinets, a central island, and a dining area with brown chairs.

8. Get Cozy in the Country - The Cottage on Luca Hill

Get Cozy in the Country - The Cottage on Luca Hill
Saint James
9.6 out of 10, Exceptional, (39 reviews)
"Good location , clean home, all the items provided that are needed for a short term stay."
United States
K K.
The price is AU$331
includes taxes & fees
11 Nov - 12 Nov
Get Cozy in the Country - The Cottage on Luca Hill
A spacious living room with a ceiling fan, a chandelier, a dining area with a red tablecloth, and a sofa.

9. Riverbend Getaway-Adventure awaits- minutes to swim, float, fish, hike and relax

Riverbend Getaway-Adventure awaits- minutes to swim, float, fish, hike and relax
Leasburg
8.8 out of 10, Excellent, (5 reviews)
"We had a great stay and have recommended to family/friends. This is a beautiful property and a home with lots of character."
United States
Eli B.
The price is AU$774
includes taxes & fees
11 Nov - 12 Nov
Riverbend Getaway-Adventure awaits- minutes to swim, float, fish, hike and relax
A multi-level room with a staircase, a chandelier, and a bed with pillows.

10. Riverbend Getaway 134-Luxury & Comfort sleep 20+ nearby-swim, float, hike, relax

Riverbend Getaway 134-Luxury & Comfort sleep 20+ nearby-swim, float, hike, relax
Leasburg
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful, spacious, plenty of towels and blankets."
United States
Kayla W.
The price is AU$806
includes taxes & fees
17 Nov - 18 Nov
Riverbend Getaway 134-Luxury & Comfort sleep 20+ nearby-swim, float, hike, relax
A spacious living room with a grey leather sofa, a coffee table, and a large window with blue curtains.

11. Lakeside Retreat next to Conservation Area

Lakeside Retreat next to Conservation Area
Rolla
10.0 out of 10, Exceptional, (11 reviews)
"Peaceful and comfortable!! Would book again "
United States
sharon m.
The price is AU$410
includes taxes & fees
24 Nov - 25 Nov
Lakeside Retreat next to Conservation Area
A hallway with a macrame wall hanging, a kitchen area with a coffee maker, and a refrigerator.

12. Cozy Home on the edge of Rolla!

Cozy Home on the edge of Rolla!
Rolla
9.6 out of 10, Exceptional, (25 reviews)
"Stay was exactly as described, no issues whatsoever. It’s perfectly located for quick access to everything. Would definitely stay again if we make another trip to the area!"
United States
Jesse C.
The price is AU$246
includes taxes & fees
11 Nov - 12 Nov
Cozy Home on the edge of Rolla!
A mobile home with a patio area, outdoor seating, and potted plants.

13. #1 Cabin at Red Oak Valley

#1 Cabin at Red Oak Valley
Canaan Township
10.0 out of 10, Exceptional, (2 reviews)
"Fabulous"
United States
Moira M.
The price is AU$298
includes taxes & fees
11 Nov - 12 Nov
#1 Cabin at Red Oak Valley
A bedroom with a bed, bedside table, bench, and a window with curtains.

14. 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, (51 reviews)
"Great stay!!"
United States
Liz H.
The price is AU$314
includes taxes & fees
23 Nov - 24 Nov
Simply Sweet 3 Bedroom Home - near MS&T & Fort Leonard Wood
A hot tub with a blue light, surrounded by outdoor furniture and red umbrellas, with a pool and trees in the background.

15. Club Boulders by Pinemark® Heated Pool+Hot Tub

Club Boulders by Pinemark® Heated Pool+Hot Tub
Bourbon
10.0 out of 10, Exceptional, (3 reviews)
"Every detail was thought of at this property, had a great little getaway!"
United States
Jen S.
The price is AU$889
includes taxes & fees
24 Nov - 25 Nov
Club Boulders by Pinemark® Heated Pool+Hot Tub
A wooden cabin with a balcony, a wooden deck, and a tree with red leaves.

16. Heart of The Meramec River Cabin with SXS trails and River Access, Pets Welcome

Heart of The Meramec River Cabin with SXS trails and River Access, Pets Welcome
Bourbon
The price is AU$762
includes taxes & fees
17 Nov - 18 Nov
Heart of The Meramec River Cabin with SXS trails and River Access, Pets Welcome
A living room with a grey sofa, a coffee table, and a flat-screen TV. There are two potted plants and a clock on the wall.

17. Cozy 2-Bedroom House in Enchanting Rolla with AC Comfort

Cozy 2-Bedroom House in Enchanting Rolla with AC Comfort
Rolla
10.0 out of 10, Exceptional, (3 reviews)
"Convenient location!"
United States
Tracy D.
The price is AU$336
includes taxes & fees
16 Nov - 17 Nov
Cozy 2-Bedroom House in Enchanting Rolla with AC Comfort
Living area

18. Farm View/Pool/FirePit/PS4/85"TV

Farm View/Pool/FirePit/PS4/85"TV
Rolla
10.0 out of 10, Exceptional, (14 reviews)
"The home far exceeded our expectations. Large, spacious area and a huge pool. Perfect for those visiting the Rolla and Meramec Springs area."
United States
Elvina C.
The price is AU$698
includes taxes & fees
29 Nov - 30 Nov
Farm View/Pool/FirePit/PS4/85"TV
A kitchen with a central island, stainless steel appliances, and a blue-tiled backsplash.

19. 6BR Ozark Retreat on 10 Private Acres - Fire Pits, Game Room & Patio

6BR Ozark Retreat on 10 Private Acres - Fire Pits, Game Room & Patio
Saint James
The price is AU$1,056
includes taxes & fees
16 Nov - 17 Nov
6BR Ozark Retreat on 10 Private Acres - Fire Pits, Game Room & Patio
A four-poster bed with a wooden finish, a dresser with multiple drawers, and a nightstand.

20. Spacious 4BR near Missouri S&T and downtown Rolla

Spacious 4BR near Missouri S&T and downtown Rolla
Rolla
9.6 out of 10, Exceptional, (43 reviews)
"Everything about this property was perfect for our situation. The host was awesome in every way."
United States
Ruth G.
The price is AU$406
includes taxes & fees
15 Nov - 16 Nov
Spacious 4BR near Missouri S&T and downtown Rolla
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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Learn more about Cuba

Murals and classic cars line the historic Route 66 corridor where locals gather at Cuba's famous Wagon Wheel Motel. Take a self-guided tour of the 'Viva Cuba' outdoor art displays, then sample homestyle cooking at Missouri Hick's BBQ when hunger strikes.

See all hotels in Cuba
A brick wall with a white sign that reads "Missouri US 66".

Top reviews in Cuba

An indoor swimming pool with clear water, surrounded by lounge chairs and tables.
Greenlight Inn & Suites

Greenlight Inn & Suites

Greenlight Inn & Suites
St. James

8/10 Good

Great place to stay with no real complaints other than the laundry appliances seemed a bit dirty.
Australia
Dee
Reviewed June 18, 2026
Greenlight Inn & Suites