Cheapside vacation rentals

We found 2,248 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Cheapside that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you expect for your stay, which might include parking and a fireplace. No matter what you're looking for, you're sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.
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Find out more about Cheapside

Find out more about Cheapside

Why visit Cheapside

  1. Vibrant local markets: Explore the lively Cheapside Market and nearby local markets, showcasing the charm of Barbadian culture.
  2. Beautiful beaches: Enjoy relaxation and adventure at nearby stunning beaches, perfect for sunbathing and water activities.
  3. Rich history: Discover historic sites in Bridgetown, adding cultural depth to your vacation experience.
  4. Welcoming atmosphere: Experience the warmth of the Barbadian capital, with friendly locals enhancing your visit.
  5. Diverse accommodations: Choose from a variety of vacation rentals, including apartments and villas, to suit your needs.

Popular types of accommodation in Cheapside

Planning a getaway to Cheapside? It's time to find the perfect place to stay! This vibrant area offers a variety of popular vacation rentals, including apartments, villas, and houses. While exploring, don't miss the lively Mercado Público Cheapside, or relax at nearby gems like Sands Barbados, Sanctuary Barbados, and Crane Barbados. Discover your ideal accommodation and enjoy your stay in this beautiful part of the Caribbean!

  • Apartments: The top choice for visitors in Cheapside, offering modern amenities and convenience for solo travellers or couples.
  • Villas: A luxurious option for those seeking spacious accommodations, perfect for families or groups enjoying a getaway.
  • Houses: Ideal for travellers looking for a home-like atmosphere, providing comfort and privacy.
  • Condos: A popular choice that combines the benefits of apartment living with resort-like amenities.
  • Cottages: Quaint and charming, these provide a peaceful escape for those wanting a cozy retreat.**

Top attractions in Cheapside

Cheapside, located in Bridgetown, St. Michael, Barbados, is perfect for beach and outdoor enthusiasts, offering a vibrant mix of scenic views and cultural experiences. Visitors can explore the lively Cheapside Market and nearby local markets for shopping excursions, as well as enjoy nearby beaches and historic sites. This area caters to those seeking a blend of relaxation and adventure, making it an ideal destination for a memorable vacation.

  1. Kensington Oval: A historic sports stadium, known for its vibrant atmosphere and rich cricket history. It's a cultural hub where you can soak in the excitement of local matches and events.
  2. Carlisle Bay: This picturesque bay offers stunning scenery and outdoor activities. Enjoy swimming, snorkelling, or simply relaxing on the soft sand as you take in the beautiful landscape.
  3. Brownes Beach: A serene stretch of beach perfect for sunbathing and enjoying the warm Caribbean waters. Experience the laid-back beach vibes in this idyllic setting.

Things to do recommended for couples

For a romantic getaway in Cheapside, explore the Atlantis Submarines Adventure for an unforgettable underwater experience. Enjoy luxury at the Barbados Polo Club, or indulge in the lively atmosphere of Oistin's Friday Night Fish Fry, perfect for couples seeking great food and local culture.

Things to do recommended for families

Your family will have a blast at the National Stadium, just 3.2km from Cheapside, soaking in the energetic sports atmosphere. Visit the Harry Bayley Observatory, 4.8km away, for an entertaining and educational experience under the stars, perfect for kids and adults alike.

Things to do recommended for groups

Groups visiting Cheapside can enjoy a vibrant day at Cheapside Market, experience surfing at the nearby Surf in Barbados Surf School, or hit the greens at Rockley Golf Course, all while soaking in the local atmosphere and camaraderie.

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

When you’re planning a trip—whether it’s with a group, your family, or pets, or if you’re seeking extended stays—remember to prioritise your preferences when filtering your options. Here are some helpful booking tips for Vrbo.

  • Traveling to Cheapside with a group: Think about how many bedrooms you'll require, as well as amenities like a complete kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these features and much more on Vrbo.
  • Traveling to Cheapside with young kids: Travelling with young kids can be demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is a wise choice.
  • Taking your pets with you to Cheapside: For many, a family vacation isn’t the same without their furry companion by their side. If this resonates with you, consider exploring Vrbo properties that welcome pets. Many 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 in search of vacation rentals that offer discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Cheapside

Cheapside, nestled in Bridgetown, St. Michael, offers a delightful blend of relaxation and adventure. Explore the vibrant Cheapside markets, where friendly locals showcase the charm of Barbadian culture. With its beautiful beaches and picturesque scenery, this charming village is perfect for families and couples alike. Experience the warmth of the Barbadian capital and immerse yourself in the friendly atmosphere that makes this destination truly special.

  • Hastings: Located approximately 4.8km from Cheapside, Hastings is a vibrant coastal city that boasts stunning beaches and scenic outdoor experiences. Visitors are drawn to its picturesque boardwalk, which offers a leisurely stroll alongside the shore, as well as opportunities for golfing at local courses. The area is perfect for families looking to enjoy the sun and surf, with easy access to family-friendly beaches and beautiful bays. Hastings is an ideal spot for those seeking relaxation and recreation in a charming seaside setting.
  • Rockley: Also situated about 4.8km from Cheapside, Rockley is a lively city renowned for its outdoor and sports activities. The pristine beaches are a major attraction, offering a perfect backdrop for sunbathing and various water sports. Golf enthusiasts can take advantage of the nearby golf courses and private country clubs, providing a challenging yet enjoyable experience. Additionally, the vibrant atmosphere of Rockley makes it a great place for visitors to unwind while exploring its natural beauty and engaging in recreational pursuits.
  • Worthing: Worthing, located roughly 4.8km from Cheapside, is another delightful coastal city that attracts visitors with its stunning beaches and outdoor scenery. The area is popular for its family-friendly beach options, ideal for swimming and sunbathing. Worthing also features excellent golfing opportunities at local courses and country clubs, making it a favourite for sports enthusiasts. With its captivating views and a relaxed atmosphere, Worthing is perfect for those looking to enjoy nature while indulging in leisure activities.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 simple

Are you hoping to save on your next getaway? It’s a good idea to be open to adjusting your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to refine your search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform where you can effortlessly plan new trips, resume your previous arrangements, or manage your travel itinerary. You’ll find your saved or booked properties neatly organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Cheapside getaway

Learn about the unique charm of Cheapside with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. With a vacation 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 city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Cheapside a fun spot to vacation. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Royal Westmoreland Golf Course (7.4 mi / 11.9 km)
  • Barry's Surf Barbados Surf School (4.6 mi / 7.4 km)
  • Sandy Lane Golf Course (4.8 mi / 7.7 km)

Exploring the natural features in Cheapside

Whether you're looking for adventure or just want to spend some time taking in the scenery, Cheapside is a great place to spend some time outside. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Rockley Beach (2.9 mi / 4.7 km)

How to get to and around Cheapside

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

Frequently asked questions

How much does it cost to rent a vacation rental in Cheapside?
A number of things can affect what you’ll pay for a vacation 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 vacation 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 vacation rental in Cheapside?
It’s a good idea to check with the Cheapside vacation rental you’re considering on Vrbo as age restrictions differ. However, it’s generally 16, 18 or 21.
How long can I rent a vacation rental in Cheapside for?
How long you can rent a vacation 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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