Cheapside Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Cheapside

Hilton Grand Vacations Club The Crane Barbados
4.5 star property
8.2 out of 10, Very good, (231)
"We stayed here for our honeymoon and it was a lovely retreat. Our too had a private rooftop pool with on outside grill for entertaining. It was a welcome getaway for quiet solitude to spend our first days together as husband and wife. Would definitely be back and recommend to anyone looking for that extra special private experience. "
The price is CA $219
CA $276 total
includes taxes & fees
Nov 28 - Nov 29
Hilton Grand Vacations Club The Crane Barbados
Blue Haven Holiday Apartments
3.0 star property
9.6 out of 10, Exceptional, (148)
"Perfect location, walking distance to beaches, restaurants, bars… clean, convenient I give it 10/10"
The price is CA $176
CA $208 total
includes taxes & fees
Dec 3 - Dec 4
Blue Haven Holiday Apartments
The Royal Bliss Barbados
3.5 star property
10.0 out of 10, Exceptional, (69)
"I truly enjoyed our stay. We were welcomed immediately upon arrival to the property and checked in with no issues. Our room was exactly as described with accommodations that we requested without any issues. We had exclusive beach access as well as complimentary items such as towels and sunscreen. Andre, the owner, was super helpful with recommendations to local activities and restaurants. I would highly recommend this property and will be returning soon. Thank you so much! "
The Royal Bliss Barbados
All Seasons Resort - Europa
3.0 star property
9.0 out of 10, Wonderful, (21)
"Everything was great! "
The price is CA $145
CA $238 total
includes taxes & fees
Dec 14 - Dec 15
All Seasons Resort - Europa
Ocean Spray Apartments
3.0 star property
7.4 out of 10, Good, (368)
"Great apartment "
The price is CA $135
CA $189 total
includes taxes & fees
Nov 22 - Nov 23
Ocean Spray Apartments
Plum Tree Club
3.0 star property
8.6 out of 10, Excellent, (166)
"I found a new haven in Barbados and it's the Plumtree Club. I thoroughly enjoyed my stay and would absolutely recommend it to others. It was spacious and fitted with everything I needed to enjoy my stay. The grounds were well kept and beautiful. I think I swam everyday because the pool and the surrounding area was quiet, clean and relaxing. It's a great place."
Plum Tree Club
Nautilus Ocean Suites
3.0 star property
8.0 out of 10, Very good, (32)
"Nice, clean and quiet. Lovely beach and less than 10 minutes from the city of Bridgetown. The receptionist Shanice was very pleasant and helpful. Generally pleasant staff. Will definitely stay here again. "
The price is CA $435
CA $547 total
includes taxes & fees
Nov 17 - Nov 18
Nautilus Ocean Suites
The Monteray Hotel
2.5 star property
8.6 out of 10, Excellent, (105)
"Clean, safe and convenient with the beach just minutes away and many transportation options nearby. Everything we were looking for for our stay. I would definitely stay here again! "
The Monteray Hotel
BLR Beach Villas
3.5 star property
7.0 out of 10, Good, (28)
"Nawlin is wonderful, very helpful. We'll come again as long as she's there..."
BLR Beach Villas
6 bedroom relaxation Oceanfront w/ Stunning natural views. 6 bdrms, sleeps 16.
9.6 out of 10, Exceptional, (12)
"Absolutely stunning! Our stay at this villa was nothing short of magical. From the moment we arrived, we were captivated by the beauty of the property. The villa is a perfect blend of elegance and comfort, with spacious rooms that are beautifully decorated and equipped with all the amenities we could possibly need. Every corner of the villa exudes charm, making it an ideal retreat for our group. The outdoor space was just as impressive, featuring breathtaking views and a lovely pool area that...
6 bedroom relaxation Oceanfront w/ Stunning natural views. 6 bdrms, sleeps 16.
411 Mistle Cove - Spacious beachfront apartment with large ocean facing balcony
9.6 out of 10, Exceptional, (14)
"Location was beautiful and convenient. The space had everything we needed to relax and enjoy our vacation. I would stay there again and again! "
411 Mistle Cove - Spacious beachfront apartment with large ocean facing balcony
Melrose Beach Apartments
2.5 star property
7.6 out of 10, Good, (93)
"No bars and no entertainment but there’s bars in walking distance Very quiet area the staff are friendly "
The price is CA $121
CA $150 total
includes taxes & fees
Nov 16 - Nov 17
Melrose Beach Apartments
Beautiful 2-Bedroom Apartment right on the beach in this tranquil little bay
9.6 out of 10, Exceptional, (105)
"Location was fantastic with the beach just steps away! It just needed a few things like a TV would've been nice and screens on the windows or a screen sliding door to the deck so you could let in the nice ocean breeze. The second bathroom could use some updating updating.updatingsomupupdatupdating.overa"
Beautiful 2-Bedroom Apartment right on the beach in this tranquil little bay
Amazing Beachfront Villa With Pool - Emily House (5 bed)
8.0 out of 10, Very good, (2)
Amazing Beachfront Villa With Pool - Emily House (5 bed)
Palm Grove Villas & Hotel
4.5 star property
9.2 out of 10, Wonderful, (15)
"Overall, the property was nice. I would highly recommend tinting the windows seeing as though the locals who live next door can see right into the living space."
Palm Grove Villas & Hotel
Adulo Apartments
2.5 star property
8.6 out of 10, Excellent, (227)
"Good for the price. Would of like a complimentary water when I arrived."
The price is CA $139
CA $178 total
includes taxes & fees
Nov 17 - Nov 18
Adulo Apartments
Malfranza Apartments
3.0 star property
9.0 out of 10, Wonderful, (63)
"place well kept"
The price is CA $97
CA $120 total
includes taxes & fees
Nov 16 - Nov 17
Malfranza Apartments
Lantana Resort by Island Villas
3.5 star property
8.4 out of 10, Very good, (82)
"Amazing, complete privacy! Fun!"
Lantana Resort by Island Villas
Santosha Barbados
3.5 star property
9.2 out of 10, Wonderful, (135)
"It was peaceful"
Santosha Barbados
Ocean Front Stunning views close to everything!
9.6 out of 10, Exceptional, (62)
"Excellent Comms with Tony the owner and Michelle the manager. Situated right at the beginning of The Gap,bars and restaurants on your doorstep convenience store nearby for basics ,Massey supermarket 10 mins walk away along with food trucks at Worthing square which I would recommend. Apt is very big with a master bedroom with a massive bed. Balcony overlooking the ocean and pool., apartment has everything you could possibly need. Would go back in an instant. Thank you. Situated ,convince store "
Ocean Front Stunning views close to everything!
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.
Don't see what you're looking for?
See all available properties in Cheapside
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Cheapside you may be interested in

Radisson Aquatica Resort Barbados
4.0 star property
7.8 out of 10, Good, (1000)
"The staff were all warm and friendly, efficient and helpful. Like the location as it’s convenient to get to Bridgetown and other restaurants and places on the South Coast. All quite a few restaurants are within walking distances. The beach is also quite lovely with crystal clear waters. My experience was positive however, I think it’s time the hotel gets a general upgrade, I would not mind staying there again on my next trip to Barbados. "
The price is CA $294
CA $359 total
includes taxes & fees
Dec 16 - Dec 17
Radisson Aquatica Resort Barbados
Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
5.0 star property
8.2 out of 10, Very good, (253)
"Rooms were clean and spacious and staff were friendly"
The price is CA $852
CA $866 total
includes taxes & fees
Dec 6 - Dec 7
Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Hilton Barbados Resort
4.5 star property
8.4 out of 10, Very good, (1000)
"Perfect "
The price is CA $350
CA $434 total
includes taxes & fees
Dec 15 - Dec 16
Hilton Barbados Resort
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.

Frequently asked questions

Can I find vacation rentals in Cheapside?

Yes, we give you a choice of vacation rentals close to top attractions in Cheapside, or you can go with a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Cheapside has to offer?

Cliffside house with stunning sea view w/ private pool 10 min walk to the beach!: This vacation home rental outside of Cheapside is located by the ocean and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 vacation rental in Cheapside like?

Vacation rentals are privately owned properties you can book for several days or longer in Cheapside. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.