Chestertons Barbados | Main Office and Sales
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1st Street Holetown St. JamesOpen:
Monday: 8:30 AM – 5:00 PM
Tuesday: 8:30 AM – 5:00 PM
Wednesday: 8:30 AM – 5:00 PM
Thursday: 8:30 AM – 5:00 PM
Friday: 8:30 AM – 5:00 PM
Saturday: 8:30 AM – 1:00 PM
Sunday: Closed
a year ago
We had an amazing stay at Westmoreland Hills 25 Barbados. It is gated so felt very safe. The Villa is absolutely beautiful, very clean and spacious. 8 of us stayed and we had more than enough space. The interior is luxurious and modern. The garden and the Pool are stunning and the Sea Views is just amazing. The onsite gym was a great plus! I would not hesitate to stay here again in the future. The communication before and during our stay was excellent thanks to Sally Mayers. Thank you.
by Diana Cuffie
2 years ago
Chestertons caters to a wide range of guests’ vacation rental desires, and has a broad portfolio of high grade villa options that have been elegantly designed, robustly fitted out and maintained to luxury standards. Those options provide easy access for holidaymakers seeking to either venture out on one of many water-based excursions/sea cruises, or to enjoy exceptional tennis/golf course facilities, or to lounge by generously-sized swimming pools and sample multiple nearby beach bar and excellent restaurant options.
Sally leads a young, enthusiastic and dedicated team with years of experience in property management. Having grown up on the island and clearly invested in her own competence, she brings charm, diligence and professionalism to the island’s short-term rental market. With the energy of the Duracell/Energizer Bunny, Sally provides a warm-hearted welcome, reliable service and concierge-style support across multiple property options. What was especially impressive was her quiet confidence in resolving a double-booking error by one of her property clients. We only became aware of this AFTER she had remedied the problem by upgrading us to a better alternative.
Throughout the planning stage, all arrangements were completed smoothly, with quick email responses to all of our queries. During our vacation, her focus on cleanliness, comfort and calmness exceeded expectations. Moreover, her friendliness and willingness to assist added to the supremely positive experience. Our family were full of praise for the comfortable, spotless surroundings and made full use of the open-plan villas, the plunge pools and communal amenities ! We felt truly valued throughout our stay. The success of our trip leads us to gladly recommend her service.
Heartfelt and warmest thanks.
Chris & Frances, Scotland
by M CB
2 years ago
Hullabaloo villa - Diary Meadows Barbados- sleeps 6
We've been coming to Barbados for over 30 years and our family have grown up there as a home away from home and Hullabaloo offered just that this year. The property itself is fabulous and like any Bajan home is slightly weathered but it wraps itself around you and the price point is spot on - offering great value for money. Two huge double rooms and one twin room all with new air conditioning units and really comfortable beds. A large lounge/diner/kitchen area and outside dining as an option.
Its an amazing property in the perfect location (for us anyway) being close to our friends, in easy distance of the beach and the family took a walk daily to Holetown which they found the perfect distance. It’s easy accessible, great parking and safe environment in Dairy Meadows which is a lovely residential area. If you know the Sandy Lane estate you can nip across off the main road to Holetown and take a morning walk around the Old Nine. (don't forget your golf etiquette). On Sunday you are only a few metres stroll from the Holders Farmers Market where you can purchase locally grown fruit, veg & condiments, enjoy a bacon roll (cutter if you're Bajan) and purchase anything from locally made soap to paintings.
Hullabaloo is really well equipped in the kitchen with every possible implement available to aid your cooking and plenty of towels on hand for both the pool and bathroom. It has an amazing pool deck with comfy chairs and a very impressive BBQ. The media room, although not used a lot would have been extremely popular if the weather hadn’t been as good as it was. A very impressive TV!
The arrival of Tamisha the housekeeper twice a week is a real treat, she was extremely friendly and helpful and worked like a whirlwind around the property - she’s a real gem! It also has the added benefit of a laundry so you can travel light!
If you book to stay at Hullabaloo you won't be disappointed. We've rented many properties over the years when our family have joined us and this one has stolen our hearts! 🥰
We'll be back!
by Christine Hatchett
2 years ago
Stayed at a villa that has direct beach access, and I cannot say enough good things about the owner and property managers, the 2 minute walk to a grocery store, the busses that run every 5 or 10 minutes in both directions right outside our door, how spacious the place was, how secure and safe I felt with the multiple locks and gates. Upon reading the other reviews, I am in shock and taken aback. I would return to this location in a heartbeat! Highly recommend 👌 Thank you again to Mark, Sally and Brian!
by Meghann Petrilli
2 years ago
Chestertons kindly arranged our stay, one week at the Smugglers Cove 2 and second week at Ascot 3 Villa . They are both superb properties on the island of Barbados, Smugglers Cove a spacious 3 double bedroom apartment, leading directly on to the beach. Ascot 3 Villa, 5 double bedrooms. and a very excellently equipped kitchen and living space with all round terrace leading to a well managed colourful garden and a short walk from the beach.
The most relaxing holiday ever,. Arranged at very short notice by your office for us all. We really appreciate your assistance Sally and Camilla and the attentive housekeepers Kelly and Otteen.
by Karen Hair
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