A brick wall with a white sign that reads "Missouri US 66".

Cuba Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cuba holiday rentals

1. Relax in the Ozark woods at a quiet nature retreat with a private walking trail.

Relax in the Ozark woods at a quiet nature retreat with a private walking trail.
Cuba
10.0 out of 10, Exceptional, (34 reviews)
"Cabin and property are great. Owners keep everything top notch. Bed was not so great."
United States
Joel
The price is NZ$262
includes taxes & fees
24 Aug - 25 Aug
Relax in the Ozark woods at a quiet nature retreat with a private walking trail.

2. Get Back to Nature at Three Pine Cabin

Get Back to Nature at Three Pine Cabin
Cuba
9.8 out of 10, Exceptional, (319 reviews)
"The cabin was perfect peaceful andjust perfect."
United States
Bryan B.
The price is NZ$340
includes taxes & fees
18 Aug - 19 Aug
Get Back to Nature at Three Pine Cabin

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

Cozy 2-bedroom house in Cuba, MO.
Cuba
9.8 out of 10, Exceptional, (6 reviews)
"Absolutely recommend 👌 "
United States
Melisa
The price is NZ$310
includes taxes & fees
9 Sept - 10 Sept
Cozy 2-bedroom house in Cuba, MO.

4. Peaceful and quiet cabin with keypad entry for convenient self check in.

Peaceful and quiet cabin with keypad entry for convenient self check in.
Cuba
10.0 out of 10, Exceptional, (101 reviews)
"Great cabin on a great property. If you’re looking for a comfortable and peaceful getaway, look no further. Hope to be back soon. "
United States
Jen R.
The price is NZ$262
includes taxes & fees
23 Aug - 24 Aug
Peaceful and quiet cabin with keypad entry for convenient self check in.

5. The Paddock House at Dark Horse Farms. 3Bd 2bath Sleeps 12 nestled on 70 acres

The Paddock House at Dark Horse Farms. 3Bd 2bath Sleeps 12 nestled on 70 acres
Owensville
10.0 out of 10, Exceptional, (2 reviews)
"Wished we could stay longer!"
United States
Shane B.
The price is NZ$347
includes taxes & fees
16 Aug - 17 Aug
The Paddock House at Dark Horse Farms. 3Bd 2bath Sleeps 12 nestled on 70 acres

6. 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 NZ$1,216
includes taxes & fees
23 Aug - 24 Aug
6BR Ozark Retreat on 10 Private Acres - Fire Pits, Game Room & Patio

7. RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.

RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
Bourbon
9.8 out of 10, Exceptional, (28 reviews)
"Very cozy and comfortably stay."
United States
Kyle C.
The price is NZ$304
includes taxes & fees
17 Aug - 18 Aug
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.

8. 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 NZ$594
includes taxes & fees
23 Aug - 24 Aug
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat

9. Lucky Clover Cabin-Private Getaway 10 minutes from I-44 and Close to Floating

Lucky Clover Cabin-Private Getaway 10 minutes from I-44 and Close to Floating
Steelville
10.0 out of 10, Exceptional, (10 reviews)
"This was a new cabin with all the amenities needed. We enjoyed our stay."
United States
Michael K.
The price is NZ$308
includes taxes & fees
8 Sept - 9 Sept
Lucky Clover Cabin-Private Getaway 10 minutes from I-44 and Close to Floating

10. 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, (13 reviews)
"Great place to stay. Perfect size for famiky of 4."
United States
Kelli N.
The price is NZ$361
includes taxes & fees
23 Aug - 24 Aug
Cozy 2BR Home | Sleeps 4 | Pet-Friendly w/ Garage

11. Fire Pit, 10 private Acres | Pets Welcome

Fire Pit, 10 private Acres | Pets Welcome
Bourbon
10.0 out of 10, Exceptional, (44 reviews)
"Amazing cabin! Our family had a wonderful time. "
United States
Grace S.
The price is NZ$667
includes taxes & fees
27 Aug - 28 Aug
Fire Pit, 10 private Acres | Pets Welcome

12. Primitive Campsites with water spigot, toilets, and wifi!

Primitive Campsites with water spigot, toilets, and wifi!
Bourbon
The price is NZ$105
includes taxes & fees
16 Aug - 17 Aug
Primitive Campsites with water spigot, toilets, and wifi!

13. Unique and tranquil cabin getaway on Crooked Creek

Unique and tranquil cabin getaway on Crooked Creek
Steelville
10.0 out of 10, Exceptional, (1 review)
"This property was amazing! The creek is literally right outside the front door and it’s much more beautiful than the pictures. The cabin was well stocked and very clean. There are horses right behind the cabin that were an awesome plus. It was great to look out the windows and see the creek or horses. It was quiet and relaxing. The host was great with communication. Our family had a blast. We would 100% stay again!!"
United States
Madeline L.
The price is NZ$409
includes taxes & fees
18 Aug - 19 Aug
Unique and tranquil cabin getaway on Crooked Creek

14. Cozy 2BR Retreat | Fenced Yard | Pet-Friendly

Cozy 2BR Retreat | Fenced Yard | Pet-Friendly
Saint James
9.8 out of 10, Exceptional, (26 reviews)
"Great stay, great accommodations, very clean place to stay. "
United States
Jake B.
The price is NZ$405
includes taxes & fees
18 Aug - 19 Aug
Cozy 2BR Retreat | Fenced Yard | Pet-Friendly

15. 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, (75 reviews)
"Our stay was wonderful and we look forward to staying again!"
United States
Becki S.
The price is NZ$253
includes taxes & fees
24 Aug - 25 Aug
Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.

16. 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, (35 reviews)
"Beautifully appointed and great location for exploring the area!"
United States
Laura P.
The price is NZ$276
includes taxes & fees
14 Sept - 15 Sept
The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James

17. Lake Cabin near the Bourbeuse River

Lake Cabin near the Bourbeuse River
Leslie
10.0 out of 10, Exceptional, (55 reviews)
"It was a perfect restful stay!"
United States
Sheryl R.
The price is NZ$268
includes taxes & fees
19 Aug - 20 Aug
Lake Cabin near the Bourbeuse River

18. Stylish 2Bdrm Bungalow | Walkable + Well Equipped

Stylish 2Bdrm Bungalow | Walkable + Well Equipped
Rolla
10.0 out of 10, Exceptional, (34 reviews)
"Everything we needed to be comfortable was there. Clean and beautifully decorated."
United States
Valerie
The price is NZ$387
includes taxes & fees
16 Aug - 17 Aug
Stylish 2Bdrm Bungalow | Walkable + Well Equipped

19. Spacious 3BR Retreat | Sleeps 6 | Near Downtown

Spacious 3BR Retreat | Sleeps 6 | Near Downtown
Saint James
9.6 out of 10, Exceptional, (33 reviews)
"Clean place, location was great!"
United States
Eileen G.
The price is NZ$423
includes taxes & fees
16 Aug - 17 Aug
Spacious 3BR Retreat | Sleeps 6 | Near Downtown

20. 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, (52 reviews)
"Nice very clean home. It was nice to be in a home after the many nights in hotels. Would definitely stay here again b"
United States
Jeff
The price is NZ$247
includes taxes & fees
14 Sept - 15 Sept
The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cuba Hotel Reviews

Find out more about Cuba

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cuba holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cuba. 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 Cuba. Seeing all the best attractions is bound to make you fall in love with Cuba. Who knows, you may even be tempted to extend your 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 holiday 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 Cuba short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Cuba?

Yes, there are holiday rentals close to the most popular sights in Cuba, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Cuba has a good selection of restaurants. Make sure you have time to check out the festivals and cafés during your trip.

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

The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James : This holiday home rental outside of Cuba offers a garden, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Cuba?

Expedia has 5 holiday rentals for your stay in Cuba.

What’s there to see and do in Cuba?

Meramec River and Durbin Lake are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Fanning Route 66 Outpost and Castanis Lake.

What’s a holiday rental in Cuba like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cuba. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.