Cheapside Holiday Rentals

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Our top choices for Cheapside holiday rentals

Manderley Villas

Manderley Villas
3.0 star property
Mangrove
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

Jem Gems

Jem Gems
2.5 star property
Durants
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

BL Villas Dover Beach

BL Villas Dover Beach
4.0 star property
St. Lawrence Gap
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$626
HK$754 total
includes taxes & fees
20 Dec - 21 Dec
BL Villas Dover Beach

The Terraces at Mangrove

The Terraces at Mangrove
2.0 star property
Mangrove
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

Blue Topaz

Blue Topaz
2.0 star property
Downtown Bridgetown
The price is HK$685
HK$1,229 total
includes taxes & fees
21 Dec - 22 Dec
Blue Topaz

Almond Palm Apartment

Almond Palm Apartment
Bridgetown
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
20 Dec - 21 Dec
Almond Palm Apartment

Ocean Spray Apartments

Ocean Spray Apartments
3.0 star property
Inch Marlowe
7.4 out of 10, Good, (440)
"Clean. Nice people "
United States
susan
Ocean Spray Apartments

Cozy 1-bedroom apartment in delightful St. George with WiFi

Cozy 1-bedroom apartment in delightful St. George with WiFi
2.0 star property
Bridgetown
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

All Seasons Resort - Europa

All Seasons Resort - Europa
3.0 star property
Holetown
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

Adulo Apartments

Adulo Apartments
2.5 star property
Rockley
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

THE Cottage, Saint Davids, Christ Church, Barbados

THE Cottage, Saint Davids, Christ Church, Barbados
3.0 star property
Oistins
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

Modern Villa - Upstairs St Philip Barbados, 5 min from Airport, AC, Wifi Parking

Modern Villa - Upstairs St Philip Barbados, 5 min from Airport, AC, Wifi Parking
Bridgetown
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$972
HK$1,782 total
includes taxes & fees
22 Dec - 23 Dec
Modern Villa - Upstairs St Philip Barbados, 5 min from Airport, AC, Wifi Parking

Malfranza Apartments

Malfranza Apartments
3.0 star property
Bridgetown
9.0 out of 10, Wonderful, (88)
"The owner was very welcoming, and I was very satisfied with my stay."
United States
Kenneth shu
Malfranza Apartments

BEYOND IMAGINATION

BEYOND IMAGINATION
St. Thomas
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

Luxury 5 BR villa near Beach- Breathtaking Coastal View, 2 pools, Wifi,A/C,staff

Luxury 5 BR villa near Beach- Breathtaking Coastal View, 2 pools, Wifi,A/C,staff
Checker Hall
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$9,227
HK$10,825 total
includes taxes & fees
9 Jan - 10 Jan 2026
Luxury 5 BR villa near Beach- Breathtaking Coastal View, 2 pools, Wifi,A/C,staff

Imagine Villa- Modern Beachfront Luxury 4 bed with Penthouse

Imagine Villa- Modern Beachfront Luxury 4 bed with Penthouse
St. James
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

The Sea-Themed Villa

The Sea-Themed Villa
ST.Martins
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

3 Bedroom 2 Bathroom Apartment. Sleeps family of 6.<br>Very comfortable and safe <br>

3 Bedroom 2 Bathroom Apartment. Sleeps family of 6.<br>Very comfortable and safe <br>
Emerald Park West
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>

Blue Haven Holiday Apartments

Blue Haven Holiday Apartments
3.0 star property
St. Lawrence Gap
9.6 out of 10, Exceptional, (267)
"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

Camping Barbados - Group Dome Tents Private Camp

Camping Barbados - Group Dome Tents Private Camp
1.0 star property
Bridgetown
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

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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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.