Cheapside Holiday Rentals

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

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 HK$669
HK$803 total
includes taxes & fees
23 Dec - 24 Dec
Manderley Villas
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 HK$420
HK$509 total
includes taxes & fees
20 Dec - 21 Dec
Jem Gems
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 HK$652
HK$783 total
includes taxes & fees
21 Dec - 22 Dec
BL Villas Dover Beach
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, (4)
"Fast and easy check-in, big and spacious, the area is family friendly, and 9 min away from the airport and other amenities."
United States
George Ormand
The price is HK$672
HK$810 total
includes taxes & fees
23 Dec - 24 Dec
The Terraces at Mangrove
Living area
Blue Topaz

Apartment in Downtown Bridgetown

Blue Topaz
2.0 star property
The price is HK$685
HK$1,229 total
includes taxes & fees
20 Dec - 21 Dec
Blue Topaz
Exterior
Almond Palm Apartment

Apartment in Bridgetown

Almond Palm Apartment
10.0 out of 10, Exceptional, (18)
"Clean easy to find host friendly amenities helpful ."
United States
Loweno
The price is HK$506
HK$661 total
includes taxes & fees
10 Jan - 11 Jan 2026
Almond Palm 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)
"Fabulous view of the wild atlantic ocean. Property a bit tired but view made up for it. Friendly staff and cleaned regularly. Kitchen equipment a bit limited but we made do. Thoroughly enjoyed it snd would return."
United Kingdom
Karen
Ocean Spray Apartments
Smart TV, DVD player
Cozy 1-bedroom apartment in delightful St. George with WiFi

Apartment in Bridgetown

Cozy 1-bedroom apartment in delightful St. George with WiFi
2.0 star property
10.0 out of 10, Exceptional, (2)
"Nice host and very responsive and the house was clean."
Canada
Wedad
The price is HK$583
HK$1,011 total
includes taxes & fees
30 Dec - 31 Dec
Cozy 1-bedroom apartment in delightful St. George with WiFi
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 HK$1,390
HK$1,736 total
includes taxes & fees
20 Dec - 21 Dec
All Seasons Resort - Europa
Lobby lounge
Adulo Apartments

Apartment in Rockley

Adulo Apartments
2.5 star property
8.6 out of 10, Excellent, (254)
"Everything was up to par"
United States
Stan
The price is HK$938
HK$1,163 total
includes taxes & fees
24 Dec - 25 Dec
Adulo Apartments
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 HK$1,512
HK$1,823 total
includes taxes & fees
3 Jan - 4 Jan 2026
THE Cottage, Saint Davids, Christ Church, Barbados
Beach
Modern Villa - Upstairs St Philip Barbados, 5 min from Airport, AC, Wifi Parking

Holiday Home in Bridgetown

Modern Villa - Upstairs St Philip Barbados, 5 min from Airport, AC, Wifi Parking
10.0 out of 10, Exceptional, (2)
"Spacious with plenty of modern appliances. Airy open space. Everything is clean. Quite a few steps up to the appartment. A car is recommended, which can be parked in the drive. Our host was always avaliable via the portal for any questions regarding our stay on the island."
United Kingdom
Ashleigh T.
The price is HK$973
HK$1,782 total
includes taxes & fees
22 Dec - 23 Dec
Modern Villa - Upstairs St Philip Barbados, 5 min from Airport, AC, Wifi Parking
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
Terrace/patio
BEYOND IMAGINATION

Apartment in St. Thomas

BEYOND IMAGINATION
8.0 out of 10, Very good, (1)
"Great communication with the host. Nicole ensured that we will get to the property by offering a taxi service which was very convenient as we flew in after midnight. She checked on us during the stay. The house is licated in a very quiet area. Shirt drive/bus ride to the nearest gas station/store. I recommend it for a short stay. "
United States
Neta
The price is HK$506
HK$661 total
includes taxes & fees
20 Dec - 21 Dec
BEYOND IMAGINATION
Outdoor dining
Luxury 5 BR villa near Beach- Breathtaking Coastal View, 2 pools, Wifi,A/C,staff

Villa in Checker Hall

Luxury 5 BR villa near Beach- Breathtaking Coastal View, 2 pools, Wifi,A/C,staff
9.2 out of 10, Wonderful, (17)
"Dorothy’s Villa is a diamond in the rough. A gorgeous Villa with breathtaking views coupled with staff that seeks to meet every request with joy!"
United States
Miguel M.
The price is HK$9,228
HK$10,889 total
includes taxes & fees
9 Jan - 10 Jan 2026
Luxury 5 BR villa near Beach- Breathtaking Coastal View, 2 pools, Wifi,A/C,staff
Property grounds
Imagine Villa- Modern Beachfront Luxury 4 bed with Penthouse

Villa in St. James

Imagine Villa- Modern Beachfront Luxury 4 bed with Penthouse
9.6 out of 10, Exceptional, (19)
"The location was perfect for a family looking to get away and just relax."
Canada
Dan F.
The price is HK$17,504
HK$21,534 total
includes taxes & fees
30 Dec - 31 Dec
Imagine Villa- Modern Beachfront Luxury 4 bed with Penthouse
2 bedrooms, iron/ironing board, free WiFi, bed sheets
The Sea-Themed Villa

Apartment in ST.Martins

The Sea-Themed Villa
8.0 out of 10, Very good, (1)
The price is HK$895
HK$1,514 total
includes taxes & fees
20 Dec - 21 Dec
The Sea-Themed Villa
Fridge, microwave, oven, stovetop
3 Bedroom 2 Bathroom Apartment. Sleeps family of 6.<br>Very comfortable and safe <br>

Apartment in Emerald Park West

3 Bedroom 2 Bathroom Apartment. Sleeps family of 6.<br>Very comfortable and safe <br>
The price is HK$622
HK$895 total
includes taxes & fees
31 Dec - 1 Jan 2026
3 Bedroom 2 Bathroom Apartment. Sleeps family of 6.<br>Very comfortable and safe <br>
In-room safe, free WiFi, bed sheets
Blue Haven Holiday Apartments

Apartment in St. Lawrence Gap

Blue Haven Holiday Apartments
3.0 star property
9.6 out of 10, Exceptional, (268)
"This was a lovely property and room."
United States
Alicia
The price is HK$1,346
HK$1,582 total
includes taxes & fees
6 Jan - 7 Jan 2026
Blue Haven Holiday Apartments
Beach
Camping Barbados - Group Dome Tents Private Camp

Camping in Bridgetown

Camping Barbados - Group Dome Tents Private Camp
1.0 star property
The price is HK$2,645
HK$2,878 total
includes taxes & fees
20 Dec - 21 Dec
Camping Barbados - Group Dome Tents Private Camp
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 1 day 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
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  • 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 are some of the best holiday rentals that Cheapside has to offer?

Cozy Apt centrally located, walking distance to beach, Bakeries & Supermarkets: This holiday home rental outside of Cheapside has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.