Cheapside Vacation Rentals

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Our top choices for Cheapside vacation rentals

Manderley Villas

Manderley Villas
3.0 star property
Mangrove
9.4 out of 10, Exceptional, (103 reviews)
"Staff was excellent. Location is great. "
United States
daniel
The price is CA $120
CA $144 total
includes taxes & fees
Apr 26 - Apr 27
Manderley Villas

Apes Hill Barbados Golf Resort

Apes Hill Barbados Golf Resort
5.0 star property
Orange Hill
10.0 out of 10, Exceptional, (3 reviews)
"The service and attention to the guest world class. Golf course is incredible and the guest villa was amazing views and quality! "
Canada
Joseph
The price is CA $1,071
CA $1,573 total
includes taxes & fees
Apr 13 - Apr 14
Apes Hill Barbados Golf Resort

Jem Gems

Jem Gems
2.5 star property
Durants
9.4 out of 10, Exceptional, (24 reviews)
"Th room were spacious and nice "
United States
Laurence
The price is CA $79
CA $95 total
includes taxes & fees
Apr 30 - May 1
Jem Gems

The Terraces at Mangrove

The Terraces at Mangrove
2.0 star property
Mangrove
9.8 out of 10, Exceptional, (9 reviews)
"Clean, comfortable and close ro the airport"
Canada
Alison
The price is CA $107
CA $129 total
includes taxes & fees
Apr 26 - Apr 27
The Terraces at Mangrove

THE Cottage, Saint Davids, Christ Church, Barbados

THE Cottage, Saint Davids, Christ Church, Barbados
3.0 star property
Oistins
9.4 out of 10, Exceptional, (14 reviews)
"Excellent place. "
United States
Carlos
The price is CA $285
CA $342 total
includes taxes & fees
Apr 7 - Apr 8
THE Cottage, Saint Davids, Christ Church, Barbados

Seacruise Villa

Seacruise Villa
3.5 star property
Fryers Well
9.8 out of 10, Exceptional, (7 reviews)
"beautiful property wonderful host!"
United States
Michael
The price is CA $452
CA $497 total
includes taxes & fees
Apr 15 - Apr 16
Seacruise Villa

Charming Cottage with Courtyard Garden, Walk to Beaches and Embassies

Charming Cottage with Courtyard Garden, Walk to Beaches and Embassies
Pine Gardens
The price is CA $167
CA $271 total
includes taxes & fees
Apr 13 - Apr 14
Charming Cottage with Courtyard Garden, Walk to Beaches and Embassies

Sea Symphony Villa

Sea Symphony Villa
3.5 star property
Fryers Well
8.6 out of 10, Excellent, (11 reviews)
"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 CA $575
CA $656 total
includes taxes & fees
Apr 25 - Apr 26
Sea Symphony Villa

Ocean Spray Apartments

Ocean Spray Apartments
3.0 star property
Inch Marlowe
7.4 out of 10, Good, (463 reviews)
"Great stay"
United States
Sidney
The price is CA $73
CA $94 total
includes taxes & fees
Apr 13 - Apr 14
Ocean Spray Apartments

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
9.4 out of 10, Exceptional, (18 reviews)
"The best VRBO IN 15 years of travel!"
United States
John F.
The price is CA $1,102
CA $1,301 total
includes taxes & fees
Apr 17 - Apr 18
Luxury 5 BR villa near Beach- Breathtaking Coastal View, 2 pools, Wifi,A/C,staff

Seabliss Villa

Seabliss Villa
3.0 star property
Fryers Well
8.8 out of 10, Excellent, (8 reviews)
"We really enjoyed the villa and the host and the service. Beautiful villa in a quiet neighbourhood and a nice beach not so far away."
Norway
Anonymous traveller
The price is CA $415
CA $474 total
includes taxes & fees
Apr 20 - Apr 21
Seabliss Villa

Paradise Villas

Paradise Villas
3.0 star property
Bridgetown
8.2 out of 10, Very good, (62 reviews)
"It is a pretty excellent lodging for the price "
United States
Herbert A
The price is CA $146
CA $176 total
includes taxes & fees
Apr 27 - Apr 28
Paradise Villas

Almond Palm Apartment

Almond Palm Apartment
Bridgetown
10.0 out of 10, Exceptional, (22 reviews)
"Great time here and friendly owner"
United States
Evanie
The price is CA $82
CA $109 total
includes taxes & fees
Apr 12 - Apr 13
Almond Palm Apartment

The Palms Resort

The Palms Resort
3.0 star property
Holetown
8.6 out of 10, Excellent, (203 reviews)
"The people were very friendly and the location was fabulous. The pool was well kept the properties very close to the ocean."
United States
Courtney
The price is CA $156
CA $180 total
includes taxes & fees
Apr 22 - Apr 23
The Palms Resort

Malfranza Apartments

Malfranza Apartments
3.0 star property
Bridgetown
9.0 out of 10, Wonderful, (92 reviews)
"The owner was very welcoming, and I was very satisfied with my stay."
United States
Kenneth shu
The price is CA $108
CA $130 total
includes taxes & fees
Apr 15 - Apr 16
Malfranza Apartments

West Coast Private

West Coast Private
Fitts Village
8.0 out of 10, Very good, (1 review)
"I booked West coast private but due to a mix up ended up at the sister property South coast private. I was pleased with the apartment overall. It was comfortable, well stocked and beautifully decorated.There were lots of towels, beach chairs and good kitchen utensils. The property has a side view of beautiful Maxwell beach but it is very close to the street so at night you hear the ocean but also some street noise. I recommend including ice trays and adding a vanity for cosmetics. Linens...
United States
Gail
The price is CA $210
CA $272 total
includes taxes & fees
Apr 7 - Apr 8
West Coast Private

BEYOND IMAGINATION

BEYOND IMAGINATION
St. Thomas
8.0 out of 10, Very good, (1 review)
"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 CA $91
CA $119 total
includes taxes & fees
Apr 7 - Apr 8
BEYOND IMAGINATION

Free loaner car…Paradise get away near beach.

Free loaner car…Paradise get away near beach.
Saint James
8.0 out of 10, Very good, (2 reviews)
"We absolutely loved the setup of this VRBO. The property features three spacious bedrooms with plenty of room to relax and feel comfortable. It’s located in a great area, with everything you might need just a short 5–6 minute drive away. The host was fantastic, easily accessible and close by in case any issues came up, which gave us great peace of mind. He also recommended a nearby fish fry at Oistins Bay (I believe it was Pat’s Place), where the portions were generous and the food was...
United States
Amado
The price is CA $339
CA $587 total
includes taxes & fees
Apr 7 - Apr 8
Free loaner car…Paradise get away near beach.

Blue Topaz

Blue Topaz
Bridgetown
9.0 out of 10, Wonderful, (2 reviews)
"I'm so glad I stayed at Marcia's apartment. It's a very welcoming place with all the amenities, and Marcia helped me throughout my stay. She was very attentive and caring. The apartment is close to malls and restaurants. I will definitely return to Barbados and stay here again. I recommend it 1000000%!"
United States
Kristian H.
The price is CA $153
CA $255 total
includes taxes & fees
Apr 7 - Apr 8
Blue Topaz

Adulo Apartments

Adulo Apartments
2.5 star property
Rockley
8.6 out of 10, Excellent, (264 reviews)
"Perfect for our stay of 6 nights. Friendly and helpful staff, clean and comfortable studio and the pool area was very nice with shade under the trees. We would love to return! "
United Kingdom
Carolyn
The price is CA $137
CA $171 total
includes taxes & fees
Apr 11 - Apr 12
Adulo Apartments
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cheapside. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Rockley Orange Hill - by Zenbreak: This vacation home rental outside of Cheapside offers an outdoor pool, a garden, and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a microwave and an electric kettle can make your vacation run smoothly.

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.