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

Cuba Vacation Rentals

Q: 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.

Dates

November 2026

December 2026

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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

Cuba

Beth B.

$158 nightly

Nov 25 - Nov 26

Total with taxes and fees

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

Olean

Sean

$105 nightly

Nov 11 - Nov 12

Total with taxes and fees

A cafe interior with a counter, a chalkboard menu, and a coffee machine.

3. Huge 3 Bedroom apartment in Bolivar NY

Bolivar

Matt B.

$167 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern kitchen with dark cabinetry, a white microwave, a stove, and a sink.

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

Allegany

Virginia (Ginger) S.

$202 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Wellsville

"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."

Tom S.

$211 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Olean

John C.

$278 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Wellsville

BARBARA F.

$226 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

Allegany

Joseph M.

$226 nightly

Nov 9 - Nov 10

Total with taxes and fees

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!

Machias

Linda P.

$238 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Ellicottville

Kim V.

$168 nightly

Nov 17 - Nov 18

Total with taxes and fees

11. Wildflower Studio, King Bed, Gas Fireplace

Ellicottville

"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...

Penny C.

$168 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern living room with a spiral staircase, a fireplace, a sofa, and a television.

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

Ellicottville

Shannon S.

$164 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

Ellicottville

Cathleen B.

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

Great Valley

Lisa B.

$202 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Great Valley

Olivia C.

$171 nightly

Nov 17 - Nov 18

Total with taxes and fees

A bedroom with a wooden bed, bedside lamps, a framed picture on the wall, and a television on a stand.

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

Ellicottville

Tina G.

$196 nightly

Nov 9 - Nov 10

Total with taxes and fees

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.

Ellicottville

Robert P.

$199 nightly

Dec 7 - Dec 8

Total with taxes and fees

A rustic log cabin with a porch, a fire pit, and a bench.

18. Rustic Creekside Cabin

Shinglehouse

Curt K.

$181 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Ellicottville

Emma W.

$214 nightly

Nov 9 - Nov 10

Total with taxes and fees

20. SnowPine Condo, King Bed, 2 Full Baths

Ellicottville

Michelle L.

$189 nightly

Nov 17 - Nov 18

Total with taxes and fees

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Find vacation rentals that suit your style

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

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.

Julia

A hotel with a covered entrance, brick facade, and a sign indicating a 3-star rating.

Wingate by Wyndham Ellicottville

Ellicottville

10/10 Excellent

Anonymous traveler

An outdoor patio with a fire pit, seating, and a grill.

Fairfield Inn & Suites by Marriott Olean

Olean

10/10 Excellent

Constance

A hotel room with a bed, a gray sofa, a small table, a desk with a chair, and a wall-mounted artwork.

Microtel Inn & Suites by Wyndham Olean/Allegany

Olean

10/10 Excellent

Cheryl

A two-story house with a front porch, a well-maintained lawn, and a flower bed with various flowers.

The Inn At Houghton Creek

Houghton

10/10 Excellent

Anonymous traveler

A hotel entrance with a covered lobby, large windows, and a symmetrical facade.

Best Western Plus University Inn

Olean

10/10 Excellent

Susan

A large, two-story house with a wrap-around porch, a prominent chimney, and a well-maintained lawn.

Gallets House B&B

Olean

10/10 Excellent

Patti Wirtz

A MicroMart with shelves stocked with snacks and beverages, and two refrigerators.

Microtel Inn & Suites by Wyndham Wellsville

Wellsville

10/10 Excellent

Christian

A white two-story house with a porch, surrounded by a forest with autumn-colored trees.

The Hann Homestead Inn

Andover

10/10 Excellent

Tamis

A buffet with various food items, including omelets and other dishes, served in metal trays.

Holiday Inn Express Bradford by IHG

Bradford

10/10 Excellent

Allison

A restaurant setting with round tables, chairs, and empty wine glasses.

Best Western Plus Bradford Inn

Bradford

10/10 Excellent

Jack

A hotel room with two beds, a desk, a chair, and a lamp.

Quality Inn & Suites Bradford

Bradford

10/10 Excellent

Our family was up in Bradford to take care of some business. Chose this particular hotel because of its location--right downtown. Its close to ramps for US 219, the Zippo/Case museum, the local hospital, movie theater, several restaurants and pharmacies. The local Walmart is only a few miles away and you have to pass more restaurants to get there. Allegheny State park is literally a few miles up a hill. Staff was ALWAYS friendly, from check-in to checkout. The room was clean and comfortable...

Melissa

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.

Cuba Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Cuba vacation rentals

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

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

3. Huge 3 Bedroom apartment in Bolivar NY

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

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

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

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

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

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

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

11. Wildflower Studio, King Bed, Gas Fireplace

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

13. The Devereaux House in Ellicottville NY

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

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

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

17. 2-bedroom apartment in Village of Ellicottville perfect for your getaway.

18. Rustic Creekside Cabin

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

20. SnowPine Condo, King Bed, 2 Full Baths

Find vacation rentals that suit your style

Top Cuba Hotel Reviews

Hampton Inn & Suites Olean

10/10 Excellent

Find out more about Cuba

Everything you need to know about Cuba vacation rentals

Cuba vacation rentals: An excellent choice for every season

How to find incredible deals on Cuba rentals

Frequently Asked Questions

Can I find vacation rentals in Cuba?

What are some of the best vacation rentals in Cuba?

How many vacation rentals are there in Cuba?

What can I see and do in Cuba?

What are vacation rentals like in Cuba?

Explore a world of travel with Expedia