Cuba Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Cuba vacation 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.
$158 nightly
The price is $178
Nov 25 - Nov 26
Total with taxes and fees
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
$105 nightly
The price is $118
Nov 11 - Nov 12
Total with taxes and fees
Cozy Country Get Away Suite with a view of the Enchanted Mountains
A cafe interior with a counter, a chalkboard menu, and a coffee machine.

3. 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.
$167 nightly
The price is $188
Nov 11 - Nov 12
Total with taxes and fees
Huge 3 Bedroom apartment in Bolivar NY
A modern kitchen with dark cabinetry, a white microwave, a stove, and a sink.

4. 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.
$202 nightly
The price is $228
Nov 9 - Nov 10
Total with taxes and fees
Working farmette at converted warehouse in the Allegany Mountains.
A grassy field with a pond, a rainbow, and a forested hill in the background.

5. 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, (77 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.
$211 nightly
The price is $237
Nov 9 - Nov 10
Total with taxes and fees
Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets
A kitchen with wooden cabinets, a stove, a microwave, and a dining area with a table and chairs.

6. 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.
$278 nightly
The price is $314
Nov 9 - Nov 10
Total with taxes and fees
WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville
A small wooden cabin with a deck, surrounded by trees and a gravel driveway.

7. Serenity Cabin:Dark Skies/Rustic Forest Retreat/MountainView Hiking/Pet friendly

Serenity Cabin:Dark Skies/Rustic Forest Retreat/MountainView 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.
$226 nightly
The price is $254
Nov 11 - Nov 12
Total with taxes and fees
Serenity Cabin:Dark Skies/Rustic Forest Retreat/MountainView Hiking/Pet friendly
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.

8. 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.
$226 nightly
The price is $255
Nov 9 - Nov 10
Total with taxes and fees
Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
A waterfront property with a deck, chairs, and a potted plant.

9. 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, (90 reviews)
"Great Stay. Peaceful and Nice View of Lake "
United States
Linda P.
$238 nightly
The price is $269
Nov 9 - Nov 10
Total with taxes and fees
REST AT THE NEST! Water front home close to ski slopes and Ellicottville!
A cozy room with a wooden ceiling, a chandelier, a dining table with a bench, a fireplace, and a large window with curtains.

10. 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.
$168 nightly
The price is $188
Nov 17 - Nov 18
Total with taxes and fees
Cozy Studio with Fireplace, King Bed, A/C
Interior

11. Wildflower Studio, King Bed, Gas Fireplace

Wildflower Studio, King Bed, Gas Fireplace
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.
$168 nightly
The price is $188
Nov 11 - Nov 12
Total with taxes and fees
Wildflower Studio, King Bed, Gas Fireplace
A modern living room with a spiral staircase, a fireplace, a sofa, and a television.

12. SnowPine Condo, Sleeps 6, Patio, A/C

SnowPine Condo, Sleeps 6, Patio, A/C
Ellicottville
9.8 out of 10, Exceptional, (80 reviews)
"Loved our stay!"
United States
Shannon S.
$164 nightly
The price is $183
Nov 16 - Nov 17
Total with taxes and fees
SnowPine Condo, Sleeps 6, Patio, A/C
A staircase with white railings and wooden steps leading to a room with a gray sofa and a potted plant.

13. 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 Devereaux House in Ellicottville NY
A living room with a fireplace, a sofa, a coffee table with books and remotes, and a TV mounted on the wall.

14. Ski In/Out Condo with King Bed, Fireplace & Patio

Ski In/Out Condo with King Bed, Fireplace & Patio
Great Valley
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and cozy! Our friends rebooked it for February! Highly recommend staying here!!"
United States
Lisa B.
$202 nightly
The price is $228
Nov 9 - Nov 10
Total with taxes and fees
Ski In/Out Condo with King Bed, Fireplace & Patio
A living room with a fireplace, a sofa, a coffee table, and a staircase with a geometric wall design.

15. 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.
$171 nightly
The price is $192
Nov 17 - Nov 18
Total with taxes and fees
SnowPine Condo, Sleeps 8, Patio, A/C
Living area

16. 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)
"The location was great."
United States
Tina G.
$196 nightly
The price is $222
Nov 9 - Nov 10
Total with taxes and fees
Quiet & Cozy Condo. Fireplace& Free Shuttle to HV. Walk to town & Holiday Valley
A wooden deck with a table and chairs, a blue umbrella, and a house in the background.

17. 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, (4 reviews)
"Awesome place"
United States
Robert P.
$199 nightly
The price is $225
Dec 7 - Dec 8
Total with taxes and fees
2-bedroom apartment in Village of Ellicottville perfect for your getaway.
A rustic log cabin with a porch, a fire pit, and a bench.

18. Rustic Creekside Cabin

Rustic Creekside Cabin
Shinglehouse
9.8 out of 10, Exceptional, (77 reviews)
"The cabin far exceeded our expectations! All situated on an absolutely beautiful property!"
United States
Curt K.
$181 nightly
The price is $200
Nov 9 - Nov 10
Total with taxes and fees
Rustic Creekside Cabin
A living room with a stone fireplace, a flat-screen TV, a red armchair, and a spiral staircase.

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

SnowPine Condo, Sleeps 8, A/C, Fireplace
Ellicottville
10.0 out of 10, Exceptional, (76 reviews)
"Great appliances, very clean and great spot to hop on the slopes! "
United States
Emma W.
$214 nightly
The price is $240
Nov 9 - Nov 10
Total with taxes and fees
SnowPine Condo, Sleeps 8, A/C, Fireplace
Exterior

20. 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.
$189 nightly
The price is $212
Nov 17 - Nov 18
Total with taxes and fees
SnowPine Condo, King Bed, 2 Full Baths
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

A modern breakfast area with a central table, kitchen appliances, and a wall with breakfast-related graphics.
Hampton Inn & Suites Olean

Hampton Inn & Suites Olean

Hampton Inn & Suites Olean
Olean

10/10 Excellent

The front desk lady was extremely nice. She had a whole list of different places if they door dashed, delivered or take out. She was very thorough. Since we live within 50 miles there was an additional hold on my card. She explained why and what will happen. I didn't like it but she made it sound like no biggie and made me still want to stay. She was very helpful, nice and very caring. We really enjoyed our stay.
United States
Julia
Reviewed April 16, 2023
Hampton Inn & Suites Olean

Find out more about Cuba

Everything you need to know about Cuba vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cuba vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cuba vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cuba vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cuba. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cuba in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $118 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cuba rentals

At Expedia, we put the best Cuba vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cuba rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cuba vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cuba. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Cuba?

Yes, we have vacation rentals near popular sights in Cuba, or you can choose a 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 coffeehouses during your trip.

What are some of the best vacation rentals in Cuba?

Fantastic lake house on the south shore of Cuba Lake.: This highly rated vacation home rental in Cuba is located on a lake and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Cuba?

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

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 vacation rentals like in Cuba?

Vacation rentals are private properties you can book for a short or long stay in Cuba. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for families.

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