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Compare 28 Vacation Homes in Chelston with updated reviews, rates, and availability.

Smugglers Cove - Walk to City of Hamilton
Pool

Smugglers Cove - Walk to City of Hamilton

10.0 out of 10, Exceptional, (33)
"We really liked staying at Snugglers Cove. Rich and Alex are excellent hosts. The place was very clean and cozy. The apartment is walking distance to Hamilton which was very convenient. The neighborhood is very quiet. "
Smugglers Cove - Walk to City of Hamilton
Stunning Views of Horseshoe Bay Beach. Enjoy the sounds of the lapping waves!
You too may find a rainbow from the comfort of the bar sitting area.

Stunning Views of Horseshoe Bay Beach. Enjoy the sounds of the lapping waves!

10.0 out of 10, Exceptional, (70)
"This was by far the best property we have ever stayed at while in Bermuda!"
Stunning Views of Horseshoe Bay Beach. Enjoy the sounds of the lapping waves!
Chateau Getaway 2 Bermy Style SLEEPS 2 1 Bed/Bath
Interior

Chateau Getaway 2 Bermy Style SLEEPS 2 1 Bed/Bath

9.4 out of 10, Exceptional, (6)
"Fantastic holiday, fantastic island, fantastic accommodation, lovely host very very helpful , great people, all in all perfect."
Chateau Getaway 2 Bermy Style SLEEPS 2 1 Bed/Bath
Beach House Chateau West SLEEPS 5- 2 Bed 1Bath Bermy Style
Interior detail

Beach House Chateau West SLEEPS 5- 2 Bed 1Bath Bermy Style

9.4 out of 10, Exceptional, (31)
"We enjoyed our time at this property! As others have noted, a little outdated. I was actually surprised at how much space we had - was not as evident in the photos. We were there with our three kids (ages 3-9) and felt safe in the area. The location was fantastic and the kids loved having the beach so close. They were also particularly fond of the chickens that would sometimes venture over from next door. Elizabeth was super responsive and the offer to arrange for transport to/from the airport...
Beach House Chateau West SLEEPS 5- 2 Bed 1Bath Bermy Style
Wild Bird, Paget - Pool, Twizy charger, Kitchenette - Pets Welcome
Poolside!

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

9.8 out of 10, Exceptional, (55)
"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
Large home at one of the highest in Tuckerstown, newly renovated.
Terrace/patio

Large home at one of the highest in Tuckerstown, newly renovated.

10.0 out of 10, Exceptional, (1)
"Very nice home in a great location in Tucker’s Point - the owner and the local team could not have been more helpful and went out of their way to ensure that we had a relaxing stay. Everything in the home is first class. We were very pleased with the whole experience - thank you!"
Large home at one of the highest in Tuckerstown, newly renovated.
3 bedroom home with pool
Terrace/patio

3 bedroom home with pool

10.0 out of 10, Exceptional, (4)
"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
Two Bedroom with Private Dock near Golf and Beach
Property grounds

Two Bedroom with Private Dock near Golf and Beach

10.0 out of 10, Exceptional, (28)
"Well kept house overlooking sea; apartment on ground floor. Everything was exactly as we hoped for in every way. The apartment was spacious quiet and comfortable and very well equipped. The ownders werexexfe"
Two Bedroom with Private Dock near Golf and Beach
Luxury Villa with Stunning Views of Horseshoe Bay on the Turtle Hill Golf course
Stunning views from the Moongate believed to be good luck for newlyweds!

Luxury Villa with Stunning Views of Horseshoe Bay on the Turtle Hill Golf course

10.0 out of 10, Exceptional, (107)
"Great house with a wonderful view of horseshoe beach. Would definitely stay there again! "
Luxury Villa with Stunning Views of Horseshoe Bay on the Turtle Hill Golf course
Historic Belfield Beach Estate on Long Bay Beach-Close to Everything
House and cottage in foreground, long bay park and beach behind.

Historic Belfield Beach Estate on Long Bay Beach-Close to Everything

9.8 out of 10, Exceptional, (30)
"Loved the house. The guest house. The location. All the beach toys they have. You could hit a golf ball into the ocean from the yard. You walk through a little park that has a big playground for little kids on that beach the most crowded it was were eight people Down to none. Right down the street from a convenience store and the grocery store which is by the bus stop. It is far from the airport, but other than that the location is great not far from the ferry. Only one problem and that’s the...
Historic Belfield Beach Estate on Long Bay Beach-Close to Everything
Amazing Property Close To Beaches/Golf Course/Railway Trails
Exterior

Amazing Property Close To Beaches/Golf Course/Railway Trails

9.8 out of 10, Exceptional, (80)
"My family had a wonderful stay and we would definitely stay there again."
Amazing Property Close To Beaches/Golf Course/Railway Trails
#4 Laurel - Bermuda Getaway Studio
Living room with French doors

#4 Laurel - Bermuda Getaway Studio

8.4 out of 10, Very Good, (7)
"Very nice and spacious. Should remove old dishes and replace shower head. Other than that it’s a lovely space. I would definitely stay there again. "
#4 Laurel - Bermuda Getaway Studio
Rose Villa House
Living room

Rose Villa House

10.0 out of 10, Exceptional, (30)
"Really enjoyed the Rose Villa house. It has everything you need and lots of room for a great price in Bermuda! "
Rose Villa House
Cozy stand alone cottage with Bermuda Character
Exterior

Cozy stand alone cottage with Bermuda Character

9.8 out of 10, Exceptional, (16)
"Stand alone is a very nice 3 bedroom, one bath cottage. It is very roomy with kitchen, living room and dining room. The map showed the cottage was in the town of St. George’s, which was incorrect. It is a half mile hilly walk to town which was a problem for my wife who has mobility issues. The main reason we booked it was its location. I guess I should have researched it more. I didn’t find out where it was located until two days before our trip. So we had to take taxis, which are expensive...
Cozy stand alone cottage with Bermuda Character
Bayshore - Charming 3 Bedroom Home, Great Location with a Pool
Property grounds

Bayshore - Charming 3 Bedroom Home, Great Location with a Pool

9.2 out of 10, Wonderful, (17)
"We chose this house based on its location and the fact that it had a pool. The location is in the middle of the island away from the resorts, so you get a more local experience- shopping at the grocery store, taking the bus, enjoying Bermudian favorites at Island Cuisine. The house is wonderfully quiet, comfortable, and well appointed. (Be sure to read the property info binder for tips on the house and great food and activity recommendations.)We especially loved our morning coffee and an...
Bayshore - Charming 3 Bedroom Home, Great Location with a Pool
Oceanfront "Dock of the Bay" Retreat in Beautiful Bermuda
Property grounds

Oceanfront "Dock of the Bay" Retreat in Beautiful Bermuda

Oceanfront "Dock of the Bay" Retreat in Beautiful Bermuda
Modern Townhouse Located Near To City, Public Transport, Restaurants And Beaches
Kitchen

Modern Townhouse Located Near To City, Public Transport, Restaurants And Beaches

9.6 out of 10, Exceptional, (36)
"Great clean property, felt safe, good location to bus pick ups. About 15 min walk to a beach, but the bus system is easy to get you any of the amazing beaches. Few minute walk to the grocery store was also great, and the kitchen was great to help keep costs down. "
Modern Townhouse Located Near To City, Public Transport, Restaurants And Beaches
Two-bedroom cottage with lovely pool - central, near beaches, great location!
Rainbow's End - pot of gold at The Pool House!

Two-bedroom cottage with lovely pool - central, near beaches, great location!

9.6 out of 10, Exceptional, (14)
"Diana"
Two-bedroom cottage with lovely pool - central, near beaches, great location!
SeaView Bermuda
SeaView..... A Bermudiful Dream Home!

SeaView Bermuda

10.0 out of 10, Exceptional, (1)
"We arrived during a rain storm, so did not realize how amazing the house is. Sue met us and showed us around. The views cannot be beat, we spent most of the time on the back patio enjoying the view. The kitchen is well Equipped for cooking. Jen was so helpful and our needs were addressed immediately. I will definitely be back. Bermuda is one of the most beautiful places I have ever been. If I could give it 20 stars I would!"
SeaView Bermuda
Waterfront Modern/Rustic Chic Retreat with Resort-style Pool and Sauna
Pool

Waterfront Modern/Rustic Chic Retreat with Resort-style Pool and Sauna

10.0 out of 10, Exceptional, (5)
"Turtle Cliff is a wonderful home set on a cliff overlooking Harrington Sound with beautiful views. We enjoyed the access to the sound with daily swims and access to a paddle board and a kayak. The home is lovingly cared for, comfortable with a gourmet kitchen. The owners could not have been more accommodating, gracious and helpful. We highly recommend this home and location for families who want to spend time together. Our children and grandchildren all want to come back."
Waterfront Modern/Rustic Chic Retreat with Resort-style Pool and Sauna
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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Other property types in Chelston

Rosemont Guest Suites
Front of property

Rosemont Guest Suites

3.5 star property
8.6 out of 10, Excellent, (161)
"Owner was absolutely wonderful. Checked us in right away even thought we were a bit early. It was pouring rain and he upgraded our room to try and make up for the poor weather--super thoughtful and kind. A few hundred meters from the hotel is a restaurant called Clarabells. It has wonderful pizza. Would stay here again and definitely recommend to others. "
The price is SAR 984
SAR 1,178 total
includes taxes & fees
23 Jan - 24 January 2025
Rosemont Guest Suites
Stunning sunsets, turtle watching, longtails wheeling and glow worms ....
Aerial with Kayak

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

9.8 out of 10, Exceptional, (143)
"Amazing location in the most peaceful of settings. I stayed here for five nights and enjoyed it the fullest. You are just feet away from the water each morning you open the front door. There is so much to take in and experience. I was able to kayak to nearby islands, grill out on the bbq, frequent local eateries, workout at the nearby gym, and enjoy endless sightseeing. I’ve been to over 15 Caribbean islands and this is easily in my top 3 of best places to stay. Loved every second I was here."
Stunning sunsets, turtle watching, longtails wheeling and glow worms ....
Spacious Beachfront and Private Resort living
Welcome

Spacious Beachfront and Private Resort living

9.8 out of 10, Exceptional, (117)
"The moment you drive down the driveway and see the amazing ocean views from the house you know you’re staying somewhere special! We stayed in Studio By the Sea which was a lovely apartment with very comfortable bed and kitchen that has everything you need to prepare a meal. Our host Lorna makes you feel very welcome and was extremely responsive to our communications. She generously allowed us to park our two seater EV next to the apartment and charge for free. We would happily stay there again...
Spacious Beachfront and Private Resort living
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.