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Cuba Holiday Rentals

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Our top choices for Cuba holiday rentals

1. 2-bedroom guest house in charming Cuba with WiFi

2-bedroom guest house in charming Cuba with WiFi
Cuba
10.0 out of 10, Exceptional, (13 reviews)
"Cute little place in a nice small town."
United States
Abigail
The price is NZ$322
includes taxes & fees
24 Aug - 25 Aug
2-bedroom guest house in charming Cuba with WiFi

2. Cozy Country Get Away Suite with a view of the Enchanted Mountains

Cozy Country Get Away Suite with a view of the Enchanted Mountains
Olean
8.8 out of 10, Excellent, (30 reviews)
"Was a nice spot you relax while in town for a softball tournament!"
United States
Denise
The price is NZ$223
includes taxes & fees
18 Sept - 19 Sept
Cozy Country Get Away Suite with a view of the Enchanted Mountains

3. Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite

Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite
Wellsville
10.0 out of 10, Exceptional, (1 review)
"Fantastic camp, so very well thought out and charming. Highly recommended!"
United States
Kal W.
The price is NZ$312
includes taxes & fees
22 Aug - 23 Aug
Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite

4. McMahon Park Wheelhouse -2 of 2

McMahon Park Wheelhouse -2 of 2
Angelica
10.0 out of 10, Exceptional, (6 reviews)
"Great place loved everything about it!!looking forward to coming back."
United States
Tahitia b.
The price is NZ$244
includes taxes & fees
23 Aug - 24 Aug
McMahon Park Wheelhouse -2 of 2

5. Working farmette at converted warehouse in the Allegany Mountains.

Working farmette at converted warehouse in the Allegany Mountains.
Allegany
10.0 out of 10, Exceptional, (61 reviews)
"Loved the place very spacious."
United States
Philip M.
The price is NZ$354
includes taxes & fees
4 Sept - 5 Sept
Working farmette at converted warehouse in the Allegany Mountains.

6. SnowPine Condo, Sleeps 8, A/C, Fireplace

SnowPine Condo, Sleeps 8, A/C, Fireplace
Ellicottville
10.0 out of 10, Exceptional, (74 reviews)
"Great appliances, very clean and great spot to hop on the slopes! "
United States
Emma W.
The price is NZ$507
includes taxes & fees
24 Aug - 25 Aug
SnowPine Condo, Sleeps 8, A/C, Fireplace

7. Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway

Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
Allegany
10.0 out of 10, Exceptional, (7 reviews)
"I wish there were more stars to give!The property is exquisite and the house brand new. There is nothing more you’d want or need staying here. The animals and experience being on the farm brought us serenity and peace. Chuck and Angela are the most wonderful hosts who have become friends. We are truly blessed to have stayed at the Barndominium!"
United States
Trish D.
The price is NZ$441
includes taxes & fees
27 Aug - 28 Aug
Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway

8. Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley

Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley
Ellicottville
9.6 out of 10, Exceptional, (33 reviews)
"Wonderful condo! Great location, perfectly described with lots of amenities not listed. Easy check in. Stacey is a great host and we look forward to staying again! Great off season value too. So nice to just relax but also lots to do!"
United States
Thomas
The price is NZ$398
includes taxes & fees
23 Aug - 24 Aug
Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley

9. Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views

Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
Ellicottville
9.8 out of 10, Exceptional, (82 reviews)
"nice place - peaceful and water was nice and relaxing! "
United States
Lisa D.
The price is NZ$380
includes taxes & fees
30 Aug - 31 Aug
Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views

10. Rustic Creekside Cabin

Rustic Creekside Cabin
Shinglehouse
9.8 out of 10, Exceptional, (74 reviews)
"Pet friendly, star gazing at its best. Great communications with owner. Lots of hiking nearby"
United States
Mark F.
The price is NZ$360
includes taxes & fees
22 Aug - 23 Aug
Rustic Creekside Cabin

11. Cozy Studio Near Holiday Valley & Village

Cozy Studio Near Holiday Valley & Village
Ellicottville
10.0 out of 10, Exceptional, (21 reviews)
"outstanding well equipped so cute clean i would totally recommend this Host the location awesome the little town super cute"
United States
Crewzilla K.
The price is NZ$348
includes taxes & fees
25 Aug - 26 Aug
Cozy Studio Near Holiday Valley & Village

12. The Devereaux House in Ellicottville NY

The Devereaux House in Ellicottville NY
Ellicottville
10.0 out of 10, Exceptional, (2 reviews)
"Great place! "
United States
Cathleen B.
The price is NZ$705
includes taxes & fees
13 Sept - 14 Sept
The Devereaux House in Ellicottville NY

13. McMahon Park - Shawmut -1 of 2

McMahon Park - Shawmut -1 of 2
Angelica
10.0 out of 10, Exceptional, (2 reviews)
"Joe, the place was awesome!! Very comfortable ,warm, clean!! It did rain, we enjoyed the wifi !! Enough wood and the bathrooms are coming along!! "
United States
Maria F.
The price is NZ$244
includes taxes & fees
23 Aug - 24 Aug
McMahon Park - Shawmut -1 of 2

14. SnowPine Condo, King Bed, 2 Full Baths

SnowPine Condo, King Bed, 2 Full Baths
Ellicottville
9.8 out of 10, Exceptional, (22 reviews)
"Great location to the slopes. "
United States
Michelle L.
The price is NZ$420
includes taxes & fees
24 Aug - 25 Aug
SnowPine Condo, King Bed, 2 Full Baths

15. Seneca Heights Oasis with Hot Tub

Seneca Heights Oasis with Hot Tub
Olean
9.6 out of 10, Exceptional, (4 reviews)
"Location great, house was nice. Communication with Will was great"
United States
Bruce B.
Seneca Heights Oasis with Hot Tub

16. Walk to Slopes & Town Studio

Walk to Slopes & Town Studio
Ellicottville
9.8 out of 10, Exceptional, (41 reviews)
"Great place. Perfect for 2 people, neat and tidy, very comfortable, great location."
United States
John H.
The price is NZ$265
includes taxes & fees
9 Sept - 10 Sept
Walk to Slopes & Town Studio

17. Holiday Valley Ski-In/Ski-Out Condo

Holiday Valley Ski-In/Ski-Out Condo
Great Valley
10.0 out of 10, Exceptional, (71 reviews)
"We had a great time everybody commented on how nice it was , how clean, great access and quiet location "
United States
john d.
The price is NZ$477
includes taxes & fees
23 Aug - 24 Aug
Holiday Valley Ski-In/Ski-Out Condo

18. 2-bedroom apartment in Village of Ellicottville perfect for your getaway.

2-bedroom apartment in Village of Ellicottville perfect for your getaway.
Ellicottville
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! The property was clean, comfortable, and exactly as described. The location was great, and everything we needed was readily available. The host was friendly, responsive, and made the entire experience easy from start to finish. We would definitely stay here again and highly recommend it to others!"
United States
Erin W.
The price is NZ$467
includes taxes & fees
21 Sept - 22 Sept
2-bedroom apartment in Village of Ellicottville perfect for your getaway.

19. The Eagles Nest, Couples Escape - Hot Tub & Views

The Eagles Nest, Couples Escape - Hot Tub & Views
4.5 star property
Ellicottville
9.2 out of 10, Wonderful, (7 reviews)
"its a very cute place. enjoyed the pool and hot tub. many of the light fixtures do not work. the drain in the bathroom sink was EXTREMELy slow"
United States
Bennette
The price is NZ$769
includes taxes & fees
3 Sept - 4 Sept
The Eagles Nest, Couples Escape - Hot Tub & Views

20. SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!

SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!
Ellicottville
10.0 out of 10, Exceptional, (72 reviews)
"Second time staying, absolutely beautiful place and great support and communication from host!"
United States
Kylie H.
The price is NZ$669
includes taxes & fees
30 Aug - 31 Aug
SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!
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 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.

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Frequently asked questions

Can I find holiday rentals 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. Cuba is known for its lake views and churches. Make sure you have time to check out the architecture and coffee shops during your trip.

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

Fantastic lake house on the south shore of Cuba Lake.: This highly rated holiday home rental in Cuba is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Cuba?

Choose from 11 Expedia holiday rentals in Cuba for a memorable holiday.

What can I see and do in Cuba?

While exploring the area, visit family-friendly sights like Snow Pine Village, or get outside and enjoy nature at Cuba Lake. Genesee Valley Greenway State Park and McKinney Stables of Empire City Farms are other places to visit while you're in town.

What are holiday rentals like in Cuba?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cuba. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family trip.