A waterfall cascading over a rocky cliff, a metal bridge spanning the river, and lush green hills.

Cuba Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Cuba holiday rentals

A living room with a flat-screen TV, a sofa, a coffee table, and a patterned rug.

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, (15 reviews)
"Great place to stay "
United States
Beth B.
The price is HK$902
HK$1,439 total
includes taxes & fees
30 Nov - 1 Dec
2-bedroom guest house in charming Cuba with WiFi
A pathway lined with candles leading to a cabin in a forest.

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 HK$510
HK$1,019 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Country Get Away Suite with a view of the Enchanted Mountains
A modern kitchen with dark cabinetry, a white microwave, a stove, and a sink.

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, (69 reviews)
"Super quiet overnight stay. Comfy mattress. The ping pong table was something fun and different for my husband and me. Loved all the animals!"
United States
Virginia (Ginger) S.
The price is HK$1,357
HK$1,932 total
includes taxes & fees
1 Nov - 2 Nov
Working farmette at converted warehouse in the Allegany Mountains.
A neatly made bed with striped bedding and a tufted headboard.

4. 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 HK$770
HK$1,448 total
includes taxes & fees
2 Nov - 3 Nov
Huge 3 Bedroom apartment in Bolivar NY
A kitchen with wooden cabinets, a stove, a microwave, and a dining area with a table and chairs.

5. 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, (42 reviews)
"Great location with plenty of stores and restaurant choices nearby. House was warm and cozy. "
United States
John C.
The price is HK$1,278
HK$2,535 total
includes taxes & fees
8 Nov - 9 Nov
WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville
A grassy field with a pond, a rainbow, and a forested hill in the background.

6. 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, (76 reviews)
"What a great cabin to stay in. The cabin was clean, spacious and perfect location. I didn’t roam around the grounds much just due to the nature of my stay but what I saw were well kept and maintained. I wish I would have been able to walk the trails but just didn’t have the time. The view from the deck over looking the fields and pond was amazing. With the use of the provided binoculars you could see for miles. I will definitely stay again if I’m ever in the area."
United States
Tom S.
The price is HK$1,177
HK$1,968 total
includes taxes & fees
1 Nov - 2 Nov
Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets
A modern kitchen with dark cabinets, a microwave, a stove, and a refrigerator. There is a dining table with chairs and a sofa with a patterned throw pillow.

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, (11 reviews)
"Had an excellent experience, easy flexible check in, very friendly and helpful host. Clean, brand new home. Close by to Allegany State Park, Olean, plenty to do nearby. Very peaceful and quiet but near the town."
United States
Joseph M.
The price is HK$1,522
HK$1,968 total
includes taxes & fees
1 Nov - 2 Nov
Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
A wooden cabin with a porch, a bench, and a pond reflecting the structure.

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, (22 reviews)
"Really enjoyed the isolated cabin on a beautiful property. We had a fantastic stay. "
United States
Anonymous traveller
The price is HK$988
HK$1,845 total
includes taxes & fees
1 Nov - 2 Nov
Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets
A small wooden cabin with a deck, surrounded by trees and a gravel driveway.

9. 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, (69 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 HK$1,098
HK$2,056 total
includes taxes & fees
3 Nov - 4 Nov
Serenity Cabin:Authentic Rustic Forest Retreat/Mountain View Hiking/Pet friendly
A waterfront property with a deck, chairs, and a potted plant.

10. REST AT THE NEST! Water front home close to ski slopes and Ellicottville!

REST AT THE NEST! Water front home close to ski slopes and Ellicottville!
Machias
10.0 out of 10, Exceptional, (89 reviews)
"Great Stay. Peaceful and Nice View of Lake "
United States
Linda P.
The price is HK$1,373
HK$2,278 total
includes taxes & fees
10 Nov - 11 Nov
REST AT THE NEST! Water front home close to ski slopes and Ellicottville!
A compact kitchen with white cabinets, a stainless steel dishwasher, a microwave, and a wooden floor.

11. Walk to Slopes & Town Studio

Walk to Slopes & Town Studio
Ellicottville
9.8 out of 10, Exceptional, (44 reviews)
"The Condo was wonderful, clean, and and ready at the check in time."
United States
John C.
The price is HK$1,561
HK$1,915 total
includes taxes & fees
10 Nov - 11 Nov
Walk to Slopes & Town Studio
A hot tub on a wooden deck with a view of a hilly landscape.

12. 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 HK$2,655
HK$3,886 total
includes taxes & fees
30 Nov - 1 Dec
The Eagles Nest, Couples Escape - Hot Tub & Views
An outdoor seating area with a fire pit surrounded by stone seating and tables, set against a stone building with a balcony.

13. 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, (86 reviews)
"nice place - peaceful and water was nice and relaxing! "
United States
Lisa D.
The price is HK$1,020
HK$1,915 total
includes taxes & fees
1 Nov - 2 Nov
Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
A staircase with white railings and wooden steps leading to a room with a gray sofa and a potted plant.

14. The Devereaux House in Ellicottville NY

The Devereaux House in Ellicottville NY
Ellicottville
10.0 out of 10, Exceptional, (3 reviews)
"Great place! "
United States
Cathleen B.
The price is HK$2,040
HK$4,158 total
includes taxes & fees
7 Nov - 8 Nov
The Devereaux House in Ellicottville NY
Living area

15. The Allen House

The Allen House
3.5 star property
Ellicottville
The price is HK$2,058
HK$3,188 total
includes taxes & fees
29 Nov - 30 Nov
The Allen House
A living room with a fireplace, a sofa, a coffee table, and a staircase with a geometric wall design.

16. SnowPine Condo, Sleeps 8, Patio, A/C

SnowPine Condo, Sleeps 8, Patio, A/C
Great Valley
9.8 out of 10, Exceptional, (86 reviews)
"Great location and wonderful communication"
United States
Olivia C.
The price is HK$659
HK$1,483 total
includes taxes & fees
9 Nov - 10 Nov
SnowPine Condo, Sleeps 8, Patio, A/C
Interior

17. Cozy Studio Near Holiday Valley & Village

Cozy Studio Near Holiday Valley & Village
Ellicottville
10.0 out of 10, Exceptional, (21 reviews)
"We had a fantastic stay at this condo in Ellicottville! The space was clean, comfortable, and thoughtfully set up for a great trip. We loved the cozy atmosphere and how easy it was to relax after a day out—whether we were exploring town or enjoying the area activities. The location felt convenient, and we appreciated the care taken with the details throughout the condo. Communication was quick and helpful, and check-in was smooth. We would absolutely stay here again and highly recommend it to...
United States
Penny C.
The price is HK$761
HK$1,513 total
includes taxes & fees
3 Nov - 4 Nov
Cozy Studio Near Holiday Valley & Village
Living area

18. SnowPine Condo, King Bed, 2 Full Baths

SnowPine Condo, King Bed, 2 Full Baths
Ellicottville
9.8 out of 10, Exceptional, (25 reviews)
"Great location to the slopes. "
United States
Michelle L.
The price is HK$761
HK$1,708 total
includes taxes & fees
3 Nov - 4 Nov
SnowPine Condo, King Bed, 2 Full Baths
A large, multi-story house with a snow-covered lawn and a white fence.

19. Quiet & Cozy Condo. Fireplace& Free Shuttle to HV. Walk to town & Holiday Valley

Quiet & Cozy Condo. Fireplace& Free Shuttle to HV. Walk to town & Holiday Valley
Ellicottville
9.6 out of 10, Exceptional, (34 reviews)
"Perfect for our stay. Great location and accommodating host "
United States
Johanna G.
The price is HK$834
HK$1,793 total
includes taxes & fees
3 Nov - 4 Nov
Quiet & Cozy Condo. Fireplace& Free Shuttle to HV. Walk to town & Holiday Valley
A cozy room with a wooden ceiling, a chandelier, a dining table with a bench, a fireplace, and a large window with curtains.

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

Cozy Studio with Fireplace, King Bed, A/C
Ellicottville
10.0 out of 10, Exceptional, (19 reviews)
"Perfect location for a ski weekend, and we loved the wood-burning fireplace!"
United States
Kim V.
The price is HK$761
HK$1,513 total
includes taxes & fees
10 Nov - 11 Nov
Cozy Studio with Fireplace, King Bed, A/C
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

Fairfield Inn & Suites by Marriott Olean

Fairfield Inn & Suites by Marriott Olean

10/10 Excellent
"Nice hotel"
Paula 1-night trip
Posted 14 hours ago
Fairfield Inn & Suites by Marriott Olean

Find out more about Cuba

Search for holiday rentals in Cuba on Expedia! You can easily find your home rentals, villas, holiday apartments in Cuba using one of the methods below:

  • View our selection of featured holiday rentals in Cuba
  • Use the map to find apartments and other holiday homes in the Cuba neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cuba while they last

Look no further and take a look at our great range of rental properties in Cuba!

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.