Chelston Holiday Rentals

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Holiday Rentals in Chelston

Rosemont Guest Suites

3.5 star property
8.6 out of 10, Excellent, (174)
"-Great views of the water -The owner gave us a ride when we couldn’t get a cab -Nice relaxing place"
The price is NZ$628
includes taxes & fees
26 July - 27 July
Rosemont Guest Suites

Seven Arches

3.0 star property
9.6 out of 10, Exceptional, (43)
"We loved this property! Clean, tranquil, great neighborhood within walking distance of pharmacy, convenience store, and bus stop. Would recommend and stay again!"
Seven Arches

Windsong Guest Apartments

3.0 star property
8.8 out of 10, Excellent, (92)
"Properties great but away from the area I was having meetings. "
Windsong Guest Apartments

Stunning sunsets, turtle watching, longtails wheeling and glow worms ....

9.8 out of 10, Exceptional, (157)
"We had a WONDERFUL stay and can't wait to go back. It is such a beautiful spot and we were so happy to discover that the fishing (and swimming) is excellent right from the rocks on the property. The hosts were wonderful and gave some great fishing tips as well!"
Stunning sunsets, turtle watching, longtails wheeling and glow worms ....

Paradise at Limehouse

9.6 out of 10, Exceptional, (36)
"The room clean and comfortable."
The price is NZ$345
includes taxes & fees
20 July - 21 July
Paradise at Limehouse

Exquisite 1-bedroom Apartment is centrally located in Devonshire Parish.........

9.8 out of 10, Exceptional, (10)
"Highly recommend. The location was central so the commute to any destination wasn't long. Very very clean and neat. A comfortable and enjoyable stay"
Exquisite 1-bedroom Apartment is centrally located in Devonshire Parish.........

Welcome To Paradise 'AAA' - OCEANFRONT Private Romantic Getaway!

10.0 out of 10, Exceptional, (109)
"We loved our stay here. The place was very clean and conveniently located. The host even arranged pick up and drop-off to airport for us which that was super nice and convenient. Jody picked us up hes a great guy aho gave us good recommendations. We really enjoyed our stay. "
Welcome To Paradise 'AAA' - OCEANFRONT Private Romantic Getaway!

Historic 1780’s Beach House with Large Veranda! Nestled on Cambridge Beach!

10.0 out of 10, Exceptional, (37)
"Overall a very nice property. We like to be off the beaten track and it certainly was."
Historic 1780’s Beach House with Large Veranda! Nestled on Cambridge Beach!

10 Days left at LOCATION! LOCATION! between Aug 15- 25 at a special 175 nightly!

10.0 out of 10, Exceptional, (141)
"⭐️💌TOP HOST & LOCATION⭐️💌Perfect 4 Couples Looking for Serenity & a Secure Sanctuary💌⭐️40+YEAR HOST Hospitality & Guidance if Needed💌⭐️PRIVATE ACCESS TO THE BEST SOUTH SHORE~CROSS BAY BEACH⭐️💌Full Amenities on Property w/Transportation Available⭐️💌KINDNESS MATTERS as this is what Host Wendell & his family are all about💓Lynn&Mark, June 2025"
10 Days left at LOCATION! LOCATION! between Aug 15- 25 at a special 175 nightly!

Spacious Beachfront and Private Resort living

9.8 out of 10, Exceptional, (129)
"Lorna was a great host, very responsive with communications and provided transportation tips to/from airport. We basically had a private beach during our stay, easy walk to eat and other beaches, room nice and comfortable for our stay."
Spacious Beachfront and Private Resort living

Clairfont, Jobson's Cove / Warwick Long Bay/ Horseshoe Beach - APARTMENT 4

9.2 out of 10, Wonderful, (9)
"The property is a bit dated. Bed was comfortable. Linens clean. Beach a few minute walk away. Good location for many activities "
Clairfont, Jobson's Cove / Warwick Long Bay/ Horseshoe Beach - APARTMENT 4

[A]MOUR AMOUR AMOUR The Heart of Hospitality

10.0 out of 10, Exceptional, (12)
"I would recommend this AMOUR. Great service! Claudette is the best Host 😊. AMOUR has everything "
[A]MOUR AMOUR AMOUR The Heart of Hospitality

3 bedroom home with pool

10.0 out of 10, Exceptional, (5)
"Charming family home kept extremely clean with fantastic kitchen & utensils. Very comfortable beds, great AC, large rooms with fabulous storage. Lovely host / family."
3 bedroom home with pool

Wild Bird, Paget - Pool, Twizy charger, Kitchenette - Pets Welcome

9.8 out of 10, Exceptional, (59)
"Suzi was an excellent host and provided a lovely respite from our busy day-to-day lives in the gorgeous island paradise of Bermuda. Will be staying here again!"
Wild Bird, Paget - Pool, Twizy charger, Kitchenette - Pets Welcome

Sunset Paradise Oceanview 1Bedroom Lower Holiday Home Near Beaches

9.6 out of 10, Exceptional, (11)
"A pleasant stay, the unit is nice. Shower stall is a bit small, but quite comfortable over all."
Sunset Paradise Oceanview 1Bedroom Lower Holiday Home Near Beaches

Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!

9.8 out of 10, Exceptional, (124)
"Property was great - great access - beautiful view."
Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!

[A]MOUR AMOUR HEART OF HOSPITALITY!

9.8 out of 10, Exceptional, (37)
"The host, Claudette was absolutely wonderful. The location was great and the apartment was wonderful. A short walk got you to the number 7 bus which provided you transportation which connected to everything. Our host provided us a nice surprise one night of the makings for a great Bermuda fish sandwich. We really enjoyed our stay!!"
[A]MOUR AMOUR HEART OF HOSPITALITY!

Sound Winds 5 bedroom waterfront estate w tennis court

9.6 out of 10, Exceptional, (10)
"The property was beautiful! We spent our mornings on the large veranda enjoying the gorgeous view of Harrington Sound. The house is a bit tired, but you can not beat the location and the privacy. The house was large and accommodated our party of 8 easily. Location was central and easy to get to both St. George and Hamilton by bus, with the stop right at the end of the drive. We even were able to walk to John Smith Beach. The information packet included detailed information about the house,...
Sound Winds 5 bedroom waterfront estate w tennis court

"Chan Mar" Tucker's Town Bermuda

10.0 out of 10, Exceptional, (13)
"We just back from our vacation at Chan Mar. It was wonderful, cozy, and a great location. The views and the beaches were beautiful and relaxing. The hosts were very nice and accommodating. We are looking forward to returning in the near future."
"Chan Mar" Tucker's Town Bermuda

Clairfont, Jobson's Cove / Warwick Long Bay/ Horseshoe Beach - APARTMENT 5

9.6 out of 10, Exceptional, (16)
"Nice property! "
Clairfont, Jobson's Cove / Warwick Long Bay/ Horseshoe Beach - APARTMENT 5
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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Frequently asked questions

Can I find a holiday rental in Chelston?

Yes, there are holiday rentals close to the most popular sights in Chelston, 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 Chelston has to offer?

Beach House Chateau West SLEEPS 5- 2 Bed 1Bath Bermy Style : This holiday home rental outside of Chelston is located on the beach, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of books in this rental home to help you unwind.

What’s there to see and do in Chelston?

Explore the area and family-friendly sights such as Bermuda Aquarium Museum and Zoo (BAMZ), or get out into nature at a spot like Elbow Beach. Front Street and Hamilton Ferry Dock are a couple of places you'll find in the wider area.

What’s a holiday rental in Chelston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chelston. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and bustling concierge desks 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 a popular option for small groups.