Cuba holiday rentals

We found 32 holiday rentals — enter your dates for availability
Discover a selection of 11 homes and other holiday rentals in Cuba that are perfect for your trip. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as parking and air conditioning. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Take in the waterfront beauty of Cuba

The area's churches and architecture are just some of the reasons to come on holiday to Cuba. Renowned for its cheese shops, horse riding and island views, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Cuba

Are you searching for things to do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Cuba a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Snow Pine Village (19.4 mi / 31.3 km)
  • Holiday Valley Resort (20.3 mi / 32.6 km)
  • HoliMont (21.2 mi / 34.2 km)
  • Watson's Chocolates (20.6 mi / 33.1 km)
  • Winery of Ellicottville (20.7 mi / 33.3 km)
  • Birch Run Country Club (15.6 mi / 25.2 km)

Exploring the natural landscape of Cuba

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Cuba. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Cuba Lake (2.4 mi / 3.9 km)
  • Rushford Lake (11.9 mi / 19.1 km)
  • Gargoyle Park (14.4 mi / 23.1 km)
  • Rock City Park (17.3 mi / 27.8 km)
  • Crystal Lake (17.4 mi / 28 km)
  • Wellsville Island Park (18.3 mi / 29.4 km)

Transport to and around Cuba

The nearest airport is in Olean, NY (OLE-Cattaraugus County), located 5.3 mi (8.5 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Bradford, PA (BFD-Bradford Regional), which is 34.4 mi (55.4 km) away.

Frequently asked questions

What is the best area to stay in Cuba when booking a holiday rental?
When considering a holiday rental in Cuba, New York, the most appealing area to stay is the vicinity around the charming downtown. This area boasts a delightful small-town atmosphere, making it superb for those looking to immerse themselves in local culture. You'll find a mix of quaint shops, eateries, and friendly locals, creating a welcoming environment.In terms of attractions, the nearby Cuba Lake is a highlight, offering opportunities for fishing, boating, and lakeside picnics. The picturesque scenery makes it an ideal spot for relaxation and outdoor activities. Additionally, the Cuba Museum is a local gem, showcasing the rich history and heritage of the area, which can provide fascinating insights into the region's past.In terms of accommodation options, this area typically features a variety of properties, ranging from cosy cottages to more spacious homes, making it suitable for both couples and larger families.
What is the most popular type of holiday rental accomodation in Cuba?
In Cuba, holiday houses are the most popular type of holiday rental, with around 32 available throughout the area. These properties typically provide ample space, featuring multiple bedrooms, fully equipped kitchens, and outdoor areas for relaxation, making them ideal for families or larger groups. Additionally, there are about 16 cottages and 16 cabins, offering a more rustic charm and often located in serene settings, great for those looking to immerse themselves in nature.
Are there any family house rentals in Cuba?
In Cuba, New York, there are some family-friendly house rentals available, particularly in the scenic areas surrounding the village. These homes often provide ample living space, making them ideal for families looking to enjoy a relaxing getaway. Many properties come equipped with full kitchens, allowing for easy meal preparation, and spacious yards where children can play freely.Visitors can explore nearby attractions like the picturesque Cuba Lake, great for swimming and picnicking, or enjoy outdoor activities such as hiking in the surrounding hills. Additionally, the local community offers charming shops and eateries that showcase the area's heritage.
Are there any remote work holiday rentals in Cuba?
In Cuba, New York, remote work holiday rentals are plentiful, with around 60 options available for those looking to combine work and leisure. The area offers a variety of properties that cater to remote workers, often featuring essential amenities such as high-speed Wi-Fi, comfortable workspaces, and quiet environments conducive to productivity. Many rentals come equipped with fully stocked kitchens, allowing guests to prepare meals at their convenience, while some may include additional comforts like outdoor spaces or cozy living areas for relaxation after a day of work.Cuba is surrounded by beautiful natural scenery, making it an ideal spot for remote work combined with outdoor activities. Nearby attractions such as hiking trails and local parks provide opportunities to unwind and explore the area's charm. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Cuba?
In Cuba, New York, popular holiday rental amenities typically include kitchens, which allow guests to prepare their own meals and enjoy a home-cooked experience. Many properties also offer onsite parking for convenience, making it easy for travellers to explore the surrounding area. A coffee and tea maker is often provided, superb for those who enjoy a warm beverage to start their day. Additionally, many rentals feature decks or patios, providing outdoor spaces to relax and take in the fresh air. For pet owners, it's common to find rentals that permit pets, making it easier for families to travel with their furry companions.
When is the best time to visit Cuba for a holiday rental?
The best time to visit Cuba is during the peak season from July to September, when the weather is warm and inviting, great for outdoor activities and exploring the vibrant local culture. This period typically sees comfortable temperatures ranging from 20 to 30 degrees Celsius, ideal for enjoying Cuba's stunning beaches, lively music scenes, and rich historical sites.July, in particular, draws many visitors, as it offers an array of festivities and events. You'll find an energetic atmosphere with plenty of opportunities to engage with both locals and fellow travellers. Whether you're lounging on the sandy shores or taking part in cultural celebrations, this month provides a fantastic experience for those seeking an adventure.If you're looking for a more budget-friendly option, consider visiting in December. While this month is quieter, it can still offer pleasant weather and a unique chance to experience local holiday traditions without the bustling crowds. The prices for holiday rentals tend to be more favourable, allowing you to enjoy a comfortable stay while still making the most of what Cuba has to offer.Ultimately, the best time for your holiday rental in Cuba depends on your preferences for vibrant social experiences or a more relaxed, serene atmosphere.
What are the top attractions in Cuba?
In Cuba, New York, visitors can enjoy a variety of attractions that showcase the area's natural beauty and local charm. The Cuba Lake area is a prominent draw, offering opportunities for fishing, boating, and picnicking along its scenic shores. This picturesque lake is superb for outdoor enthusiasts and families looking to relax by the water.The nearby Cuba Historical Society features exhibits that highlight the town's rich history and cultural heritage, providing insight into the local community. For those who enjoy outdoor activities, the surrounding Allegany State Park is ideal for hiking, camping, and wildlife observation, boasting beautiful trails and stunning landscapes.Additionally, the quaint downtown area offers charming shops and local eateries, where visitors can experience the warm hospitality of the region.
Are all fees included in the Cuba holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Cuba holiday homes with parking?
Stayz offers a wide selection of holiday homes in Cuba with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Cuba holiday homes?
You can find great discounts on holiday homes in Cuba on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Cuba holiday home booking on Stayz?
To find Cuba holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Cuba?
A long-stay holiday home in Cuba is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Cuba holiday home?
Book your Cuba holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Cuba?
Prices for holiday homes in Cuba vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Cuba to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas