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Check prices for these dates

Tonight
21 Dec - 22 Dec
Tomorrow
22 Dec - 23 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Cheapside holiday rentals

Property entrance
Manderley Villas

Aparthotel in Mangrove

Manderley Villas
3.0 star property
9.6 out of 10, Exceptional, (93)
"The property was perfect! Maureen was lovely and very accommodating. Staying at Manderley made my quick overnight in Barbados a seamless and stress-free experience. Very clean and spacious unit. "
United States
Sydney
The price is ฿2,701
฿3,241 total
includes taxes & fees
25 Dec - 26 Dec
Manderley Villas
Apartment | 2 bedrooms, iron/ironing board, free WiFi
The Terraces at Mangrove

Apartment in Mangrove

The Terraces at Mangrove
2.0 star property
9.6 out of 10, Exceptional, (5)
"Clean, comfortable and close ro the airport"
Canada
Alison
The price is ฿2,827
฿3,392 total
includes taxes & fees
25 Dec - 26 Dec
The Terraces at Mangrove
Apartment, 1 Bedroom (Garnet) | Iron/ironing board, free WiFi, bed sheets
Jem Gems

Apartment in Durants

Jem Gems
2.5 star property
9.4 out of 10, Exceptional, (21)
"Great host"
United States
Eric
The price is ฿1,900
฿2,280 total
includes taxes & fees
27 Dec - 28 Dec
Jem Gems
Interior
Stay a While Guest Apartment

Apartment in Mangrove

Stay a While Guest Apartment
2.0 star property
9.2 out of 10, Wonderful, (21)
"I will definitely stay here again "
United States
Karen
The price is ฿2,544
฿3,053 total
includes taxes & fees
16 Jan - 17 Jan 2026
Stay a While Guest Apartment
View from property
Ocean Spray Apartments

Aparthotel in Inch Marlowe

Ocean Spray Apartments
3.0 star property
7.4 out of 10, Good, (440)
"Clean. Nice people "
United States
susan
Ocean Spray Apartments
Beach nearby, white sand, beach towels
BL Villas Dover Beach

Apartment in St. Lawrence Gap

BL Villas Dover Beach
4.0 star property
8.6 out of 10, Excellent, (13)
"¡¡ On a 0-10 scale, with 10 being the highest rating, BL Villas Dover Beach is a 9!! Reconciling the cost of taxes on the Expedia application and the hotel/apartments would make BLR Villas Dover Beach a 10--location, cleanliness, and price. When the Longitudinal Ph.D. dissertation writer was homeless (20251216-several days) and thirsty, BLR Villas extended water (free of charge) and allowed the previous renter to use the internet (to attempt to get proper Expedia refunds/reduce homelessness). "
United States
John
The price is ฿3,943
฿4,732 total
includes taxes & fees
9 Jan - 10 Jan 2026
BL Villas Dover Beach
Outdoor pool
THE Cottage, Saint Davids, Christ Church, Barbados

Cottage in Oistins

THE Cottage, Saint Davids, Christ Church, Barbados
3.0 star property
9.6 out of 10, Exceptional, (13)
"Excellent place. "
United States
Carlos
The price is ฿6,424
฿7,709 total
includes taxes & fees
23 Dec - 24 Dec
THE Cottage, Saint Davids, Christ Church, Barbados
Outdoor pool, pool umbrellas, pool loungers
Sea Symphony Villa

Villa in Fryers Well

Sea Symphony Villa
3.5 star property
9.2 out of 10, Wonderful, (9)
"The staff was wonderful, chef made delicious Bajan meals, very accommodating and pleasant stay…will definitely be back- thank you for a relaxing stress free birthday vacation! "
United States
DOMINIQUE
The price is ฿16,947
฿19,340 total
includes taxes & fees
3 Jan - 4 Jan 2026
Sea Symphony Villa
Exterior
Malfranza Apartments

Apartment in Bridgetown

Malfranza Apartments
3.0 star property
9.0 out of 10, Wonderful, (89)
"The owner was very welcoming, and I was very satisfied with my stay."
United States
Kenneth shu
Malfranza Apartments
Outdoor pool, pool loungers
All Seasons Resort - Europa

Aparthotel in Holetown

All Seasons Resort - Europa
3.0 star property
8.6 out of 10, Excellent, (58)
"Very Clean and spacious room..Loved it"
United States
timothy
The price is ฿7,459
฿9,034 total
includes taxes & fees
24 Dec - 25 Dec
All Seasons Resort - Europa
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 Cheapside Hotel Reviews

Hotel Le Roy

Hotel Le Roy

10/10 Excellent
"It was a wonderful trip from beginning to end. My first time here and the hotel staff was friendly and helpful, the room was clean and quiet, garden view was nice. I was close to the beach with chairs and beach towels included. Beachfront bar with service on the beach was a nice touch. Food menu was original and good."
DEBORAH YVONNE 7-night trip
Posted 3 days ago
Hotel Le Roy

Find out more about Cheapside

Search for holiday rentals in Cheapside on Expedia! You can easily find your home rentals, villas, holiday apartments in Cheapside using one of the methods below:

  • View our selection of featured holiday rentals in Cheapside
  • Use the map to find apartments and other holiday homes in the Cheapside neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cheapside while they last

Look no further and take a look at our great range of rental properties in Cheapside!

Frequently asked questions

Can I find holiday rentals in Cheapside?

Yes, there are holiday rentals close to the most popular sights in Cheapside, or you can select a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Cheapside?

Explore the area and family-friendly sights such as Oistin's Friday Night Fish Fry, or get out into nature at a spot like Carlisle Bay. Cheapside Market and Pelican Craft Centre are other places to visit while you're in town.

What’s a holiday rental in Cheapside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cheapside. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for small groups.