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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, (14 reviews)
"Great place to stay "
United States
Beth B.
The price is NZ$341
includes taxes & fees
25 Oct - 26 Oct
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
9.0 out of 10, Wonderful, (34 reviews)
"Perfect little spot. So peaceful & homey."
United States
Sean
The price is NZ$269
includes taxes & fees
14 Oct - 15 Oct
Cozy Country Get Away Suite with a view of the Enchanted Mountains

3. 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, (66 reviews)
"Loved the place very spacious."
United States
Philip M.
The price is NZ$415
includes taxes & fees
6 Oct - 7 Oct
Working farmette at converted warehouse in the Allegany Mountains.

4. Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets

Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets
Wellsville
9.8 out of 10, Exceptional, (73 reviews)
"The history was responsive to needs and easy to reach before and during our trip. The house had everything we needed for a weekend stay. We only had to bring our own food and personal toiletries. The view was amazing and exactly as expected from the photos provided. The area was secluded and quiet, which made for a much needed peaceful weekend."
United States
celeste b.
The price is NZ$453
includes taxes & fees
6 Oct - 7 Oct
Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets

5. 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$258
includes taxes & fees
6 Oct - 7 Oct
McMahon Park Wheelhouse -2 of 2

6. Huge 3 Bedroom apartment in Bolivar NY

Huge 3 Bedroom apartment in Bolivar NY
Bolivar
9.0 out of 10, Wonderful, (4 reviews)
"Great place to stay while visiting family in the area. Nice cafe downstairs where Lily made some amazing coffee drinks while we got checked in."
United States
Matt B.
The price is NZ$357
includes taxes & fees
18 Oct - 19 Oct
Huge 3 Bedroom apartment in Bolivar NY

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, (8 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$467
includes taxes & fees
6 Oct - 7 Oct
Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway

8. Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets

Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets
Wellsville
9.8 out of 10, Exceptional, (21 reviews)
"Really enjoyed the isolated cabin on a beautiful property. We had a fantastic stay. "
United States
Anonymous traveller
The price is NZ$457
includes taxes & fees
6 Oct - 7 Oct
Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets

9. Nineteen A - An Idyllic Cabin by Dell Collective- NEW SPACE!

Nineteen A - An Idyllic Cabin by Dell Collective- NEW SPACE!
Portageville
10.0 out of 10, Exceptional, (31 reviews)
"Another awesome stay at the cabin. Amanda is amazing with details and decorating on all her properties."
United States
ScottS
The price is NZ$1,460
includes taxes & fees
18 Oct - 19 Oct
Nineteen A - An Idyllic Cabin by Dell Collective- NEW SPACE!

10. Fish, Swim & Hike! Bliss Cabin w/ Lake Access

Fish, Swim & Hike! Bliss Cabin w/ Lake Access
3.0 star property
Bliss
The price is NZ$515
includes taxes & fees
6 Oct - 7 Oct
Fish, Swim & Hike! Bliss Cabin w/ Lake Access

11. Walk to Slopes & Town Studio

Walk to Slopes & Town Studio
Ellicottville
9.8 out of 10, Exceptional, (43 reviews)
"Great place. Perfect for 2 people, neat and tidy, very comfortable, great location."
United States
John H.
The price is NZ$348
includes taxes & fees
13 Oct - 14 Oct
Walk to Slopes & Town Studio

12. Serenity Cabin:Authentic Rustic Forest Retreat/Mountain View Hiking/Pet friendly

Serenity Cabin:Authentic Rustic Forest Retreat/Mountain View Hiking/Pet friendly
Wellsville
9.6 out of 10, Exceptional, (67 reviews)
"What a great cabin. The view from the deck was amazing, and the cabin was truly secluded. We brought our dog, Kane, who also had an amazing time running up and down the slope of the property. They had everything we needed, and we enjoyed our trip. I came for the stars in the dark sky, and they did not disappoint. We will definitely stay again when we are in the area. "
United States
BARBARA F.
The price is NZ$497
includes taxes & fees
6 Oct - 7 Oct
Serenity Cabin:Authentic Rustic Forest Retreat/Mountain View Hiking/Pet friendly

13. WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville

WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville
Olean
9.6 out of 10, Exceptional, (41 reviews)
"Great location with plenty of stores and restaurant choices nearby. House was warm and cozy. "
United States
John C.
The price is NZ$484
includes taxes & fees
6 Oct - 7 Oct
WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville

14. Rustic Creekside Cabin

Rustic Creekside Cabin
Shinglehouse
9.8 out of 10, Exceptional, (76 reviews)
"It was such a great gateway! We loved every second of it. And especially my dog who could run around. We explored a pond and a trail in the forest! Overall was so peaceful. A recharge much needed. It was a bit cool outside and so cozy in the cabin. There’s everything that you need there. Portable water. There’s a grill you can make food or just heat it on the stove. Hopefully, we’ll be able to come back. Thank you for amazing experience!"
United States
Kateryna P.
The price is NZ$382
includes taxes & fees
6 Oct - 7 Oct
Rustic Creekside Cabin

15. 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$360
includes taxes & fees
3 Nov - 4 Nov
Cozy Studio Near Holiday Valley & Village

16. 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, (84 reviews)
"nice place - peaceful and water was nice and relaxing! "
United States
Lisa D.
The price is NZ$435
includes taxes & fees
6 Oct - 7 Oct
Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views

17. Cozy Studio with Fireplace, King Bed, A/C

Cozy Studio with Fireplace, King Bed, A/C
Ellicottville
10.0 out of 10, Exceptional, (18 reviews)
"Perfect location for a ski weekend, and we loved the wood-burning fireplace!"
United States
Kim V.
The price is NZ$344
includes taxes & fees
6 Oct - 7 Oct
Cozy Studio with Fireplace, King Bed, A/C

18. 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$331
includes taxes & fees
7 Oct - 8 Oct
Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite

19. 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, (34 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
Anonymous traveller
The price is NZ$471
includes taxes & fees
8 Oct - 9 Oct
Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley

20. The Allen House

The Allen House
3.5 star property
Ellicottville
The price is NZ$724
includes taxes & fees
3 Nov - 4 Nov
The Allen House
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.

Explore a world of travel with Expedia

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. McKinney Stables of Empire City Farms and Seneca Oil Springs 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.