Cockburn Town Vacation Homes

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Our top choices for Cockburn Town holiday homes

A living room with a sofa, TV, and dining area.

1. Located on the island of Grand Turk, on Breezy Brae Road with an Atlantic view.

Cockburn Town

Anonymous traveller

HK$2,043 total

includes taxes & fees

28 Oct - 29 Oct

A compact, white laundry room with a built-in washer and dryer, a small window, and a chevron-patterned towel rack.

2. The Ridge Villa: 1 BDR

Cockburn Town

HK$3,876 total

includes taxes & fees

28 Oct - 29 Oct

A swimming pool with a tiled deck, a covered patio area, and outdoor furniture.

3. CorkTree Villa: 1 BDR

Cockburn Town

HK$4,393 total

includes taxes & fees

31 Oct - 1 Nov

A view from a balcony overlooking a white picket fence, a palm tree, and a clear blue sky.

4. Escape to Serenity: Charming One Bedroom Villa with Private Beach Access!

Cockburn Town

HK$3,876 total

includes taxes & fees

28 Oct - 29 Oct

A living room with a flat-screen TV, a glass coffee table, a sofa, and a window with blinds.

5. The Ridge: 2 BDR Villa

Cockburn Town

Derek C.

HK$4,887 total

includes taxes & fees

29 Oct - 30 Oct

A modern kitchen with white cabinets, a microwave, and a dining area with wicker chairs and a wooden table.

6. CorkTree Villa: 2 BDR

Cockburn Town

HK$5,382 total

includes taxes & fees

2 Nov - 3 Nov

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Top Cockburn Town Hotel Reviews

Turks Head Inne

10/10 Excellent

"This was an absolutely beautiful room with a gorgeous view and perfect location!! The restaurant’s food was delicious and a decent price for the island and they had my favorite drink on hand!! It was a bit confusing on how/who to check in with, but once it was figured out, the staff was great and very accommodating!"

Crabtree #3 Best Beach -Walk 2 Restaurant and Town

10/10 Excellent

"Six stays at Crabtree and somehow it just keeps getting better. This place is truly a gem and has become one of our favorite traditions.The beach is literally your backyard, the water is crystal clear and warm, and the staff is always incredibly friendly and welcoming. The host also makes everything so easy, with great communication before, during, and after the stay.There’s a reason we keep coming back year after year. Already looking forward to #7 next year!!!!!!"

Oceanfront Resort-Style Home3br, 2Ba - Private Pool & Island car included

10/10 Excellent

"This is my family's second time staying at Villa Ocean Blue. No detail, big or small, was overlooked. Joe was receptive and quick to respond with any questions prior to our arrival. We were met at the airport by Sharon, the local tourguide and taxi driver. Sharon took us on a quick detour on our way from the airport to the house in order to show us her favorite restaurants, beaches, etc...along Front Street.Anita, the House Manager, met us at the property an showed us all the new upgrades including Starlink ice machine, wine cooler, washer / dryer, inground pool, and tiled patio. Joe provided suggestions for local restaurants and even a local chef, who prepares meals and delivers them on your specified time / date. All the recommendations were outstanding and truly appreciated!While at the house, there are e-scooters to use in order to get around the island, snorkeling gear, beach towels, paddle boards, coolers, etc...as mentioned, alot of attention was spent on all the details. The sunrises along the ridge, sunsets at the beach (house faces due west for the most incredible views, and feeding the donkeys were all beautiful.Looking forward to visiting again next year.Craig S."

Osprey Beach Hotel

10/10 Excellent

"Lovely hotel. fantastic beach side location. Views to die for. Decent range of food options all served with a smile. My wife had an accident away from the hotel and broke her knee. The hotel staff were super. Changed is to a ground floor room in a heartbeat and did all that could be done to help us. We, for sure , expect to return. "

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