Cheapside holiday lettings

We found 2,290 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Cheapside that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the amenities that you expect for your stay, such as Wi-Fi and cable TV. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Cheapside

Showing deals for:7 Nov - 14 Nov
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Find out more about Cheapside

Find out more about Cheapside

Why visit Cheapside

  • Beautiful Beaches: Enjoy sun-soaked days at stunning beaches, perfect for relaxation and water activities.
  • Historic Sports Stadiums: Visit iconic sports venues that showcase the rich sporting history of Barbados.
  • Charming Neighbourhoods: Explore picturesque areas with lush greenery and a welcoming community vibe.
  • Outdoor Adventures: Engage in family-friendly excursions and thrilling outdoor pursuits amidst scenic bays.
  • Varied Accommodation: Choose from a fantastic selection of vacation rentals, ensuring a comfortable stay.

Popular types of accommodation in Cheapside

Cheapside offers a fantastic selection of vacation rentals, perfect for every kind of traveller. Whether you're seeking a cosy flat, a spacious villa, or a charming private home, you'll find plenty of options to suit your needs. Popular choices include Cheapside flats for rent, bedroom flats, and house rentals, ensuring you can enjoy your stay in comfort and style. Explore our range of rooms for rent and discover the ideal base for your London adventure.

  • Apartments: The top choice for holidaymakers in Cheapside, offering modern amenities and a convenient location.
  • Villas: A luxurious option for larger groups, these spacious retreats provide privacy and stunning views.
  • Houses: Ideal for families or friends, these homes offer a homely atmosphere with added comforts.
  • Condos: A popular pick for those seeking a blend of community and convenience, often located near attractions.
  • Cottages: Perfect for those desiring a quaint and charming stay, providing a peaceful escape.**

Top attractions near Cheapside

Cheapside, located in Bridgetown, St. Michael, Barbados, is an ideal destination for beach lovers and outdoor enthusiasts. Visitors can explore a variety of attractions, including beautiful beaches, historic sports stadiums, and scenic bays. Whether you're seeking cultural experiences or simply wish to enjoy the sun and sea, Cheapside offers a delightful mix of activities and sights for every traveller.

  • Kensington Oval: A historic sports stadium renowned for its vibrant atmosphere, Kensington Oval is the heart of cricket in Barbados. It offers a unique blend of sport and culture, making it a must-visit for fans and casual visitors alike.
  • Carlisle Bay: This picturesque bay is a haven for beach lovers, boasting stunning scenery and crystal-clear waters. It's perfect for outdoor activities such as snorkelling and sunbathing, allowing you to soak up the Caribbean sun.
  • Brownes Beach: A tranquil stretch of sandy shoreline, Brownes Beach is ideal for relaxation. With calm waters and beautiful views, it's a perfect spot to unwind and enjoy the beach vibes.

Things to do recommended for couples

In Cheapside, indulge in the Atlantis Submarines Adventure for an exhilarating underwater experience. Then, savour the local flavours at Oistin's Friday Night Fish Fry, perfect for a romantic evening. Finally, enjoy the luxury vibes at the Barbados Polo Club, a unique date idea just a short distance away.

Things to do recommended for families

During your family vacation in Cheapside, explore the National Stadium for an exciting sports experience just 1.2km away, or visit the Harry Bayley Observatory, located 1.9km away, for a fun-filled day of stargazing and entertainment suitable for all ages.

Things to do recommended for groups

Groups visiting Cheapside can immerse themselves in local culture at Cheapside Market, enjoy a delightful tour and tasting at Mount Gay Rum distillery, and unwind with a round of golf at the scenic Rockley Golf Course, all while soaking up the vibrant atmosphere of Barbados.

What do I need to keep in mind when booking a vacation in 'Cheapside

Regardless of whether you are travelling with a group, with family, bringing your pets along, or seeking extended stays, it's important to prioritise your preferences during your search. Here are some helpful Vrbo booking tips for you.

  • Traveling to Cheapside with a group: Think about how many bedrooms you'll require, along with features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can refine your search for all of these options, and plenty more, on Vrbo.
  • Traveling to Cheapside with young kids: Travelling with young children can present its challenges. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about your closeness to attractions that are suitable for families.
  • Taking your pets with you to Cheapside: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Cheapside: If you're seeking holiday rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Cheapside

Cheapside, Bridgetown, offers a delightful escape for those seeking sun-soaked beaches and charming outdoor experiences. With its friendly atmosphere and romantic spots, you can unwind in the lush green surroundings or enjoy family-friendly excursions. Nearby, explore picturesque neighbourhoods that boast private outdoor spaces and a welcoming community. Whether it's a leisurely stroll or a thrilling adventure, Cheapside provides an idyllic backdrop for a memorable holiday in Barbados.

  • Bridgetown: Located a mere 1.2km from Cheapside, Bridgetown is the vibrant capital of Barbados, steeped in history and culture. Visitors flock to the city for its stunning beaches and outdoor experiences, with picturesque scenery at every turn. Here, you can enjoy a round of golf at one of the local golf courses or relax at the family-friendly beach that offers tranquil views of the bay. Don’t miss the opportunity to explore historic sites, such as the UNESCO-listed Garrison Savannah, which adds a touch of history to your beach escapades.
  • Hastings: Situated 1.9km from Cheapside, Hastings is a charming coastal city known for its beautiful beaches and scenic boardwalk. This area is perfect for those seeking outdoor activities, whether it's leisurely walks along the promenade or indulging in water sports. The family-friendly beach is ideal for a day in the sun, while the nearby golf courses cater to enthusiasts looking to tee off. With a lively atmosphere and local eateries, Hastings provides a delightful blend of relaxation and adventure.
  • Rockley: Also located 1.9km from Cheapside, Rockley is a vibrant destination renowned for its outdoor and sports experiences. This lively city boasts beautiful beaches and a welcoming community feel. Golf lovers can take advantage of the nearby country private club and golf courses. Rockley's family-friendly beach is perfect for sunbathing or snorkelling, with a stunning reef to explore. The area offers a variety of dining options and nightlife, making it an excellent spot for both relaxation and socialising.

Best time to go to Cheapside

If you're planning a trip to Cheapside, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs from January to March, while off-peak times, like June and September to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January79.3°F (26.3°C)No Rain (Dry)Mostly SunnyHighSlightly High
February78.8°F (26.0°C)No Rain (Dry)Mostly SunnyHighAverage
March79.2°F (26.2°C)No Rain (Dry)Mostly SunnyHighAverage
April80.1°F (26.7°C)Light RainMostly SunnyAverageAverage
May81.3°F (27.4°C)Light RainMostly CloudyAverageAverage
June81.9°F (27.7°C)Light RainMostly CloudyLowSlightly High
July81.9°F (27.7°C)Light RainMostly CloudyAverageAverage
August82.4°F (28.0°C)Light RainMostly CloudyAverageSlightly Low
September83.1°F (28.4°C)Light RainMostly CloudyLowSlightly Low
October82.8°F (28.2°C)Light RainMostly CloudyLowAverage
November81.7°F (27.6°C)Light RainMostly CloudyAverageSlightly Low
December80.4°F (26.9°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that suits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up from where you last left off, or manage your travel arrangements. You can easily access the properties you've previously saved or booked, now neatly categorized under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Book a holiday rental for your Cheapside getaway

Learn about the unique charm of Cheapside with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Cheapside

Are you hoping to find attractions to see in the area? Venture out of your cosy holiday rental and check out everything that makes Cheapside a one-of-a-kind holiday spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Rockley Golf Course (3.1 mi / 4.9 km)
  • Turtle Beach (4.6 mi / 7.4 km)
  • Oistin's Friday Night Fish Fry (6 mi / 9.7 km)
  • Barbados Golf Club (6.8 mi / 11 km)
  • Royal Westmoreland Golf Course (7.4 mi / 11.9 km)
  • Barry's Surf Barbados Surf School (4.6 mi / 7.4 km)

Exploring the natural features in Cheapside

Whether you're looking for exciting outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Cheapside. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Miami Beach (6.3 mi / 10.1 km)
  • Brownes Beach (0.8 mi / 1.2 km)
  • Carlisle Bay (1.2 mi / 2 km)
  • Pebbles Beach (1.3 mi / 2.1 km)
  • Brighton Beach (1.5 mi / 2.4 km)
  • Paradise Beach (2.2 mi / 3.6 km)

How to get to and around Cheapside

Fly into Bridgetown (BGI-Grantley Adams Intl.), the closest airport, located 9.2 mi (14.8 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday rental in Cheapside?
A number of things can affect what you'll pay for a holiday rental in Cheapside, such as the time of year, property type and length of stay. But, all Vrbo homes have one thing in common — exceptional value. Just enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Cheapside?
The average price for a holiday rental by the beach in Cheapside depends on when you're going and the style and size of property you're looking for. You can easily find prices on Vrbo by entering your destination and preferred travel dates. Then use our filter tool to select the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a pool.
What are the top attractions for families in Cheapside?
There are loads of exciting things to do and see with the family in Cheapside, including:

  • Brownes Beach
  • Brighton Beach
  • Pebbles Beach

How old do you have to be to rent a holiday rental in Cheapside?
It's a good idea to check with the Cheapside holiday rental you're considering on Vrbo as age restrictions differ. However, it's generally 16, 18 or 21.
How long can I rent a holiday rental in Cheapside for?
How long you can rent a holiday rental in Cheapside is down to the property. Just enter your selected dates to see a list of options offering extended stays. With many features such as laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to discover the perfect place to call your home away from home in Cheapside.

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