Title: Cockburn Town Vacation Rentals : Short-Term Rentals for 2026 | Expedia.ca [Cockburn Town Travel Guide](https://expedia.ca/Cockburn-Town.dx11656)[Hotels in Cockburn Town](https://expedia.ca/Cockburn-Town-Hotels.d11656.Travel-Guide-Hotels)[Flights to Cockburn Town](https://expedia.ca/Cheap-Flights-To-Cockburn-Town.d11656.Travel-Guide-Flights)[Things to do in Cockburn Town](https://expedia.ca/Things-To-Do-In-Cockburn-Town.d11656.Travel-Guide-Activities)[Cockburn Town Car Rentals](https://expedia.ca/Car-Rentals-In-Cockburn-Town.d11656.Car-Rental-Guide)[Cockburn Town Vacation Packages](https://expedia.ca/Cockburn-Town.d11656.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/11656/b7c3f73d-1b32-4363-9ae8-ee1a17d247ec.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Matt Russell ![](https://images.trvl-media.com/place/11656/b7c3f73d-1b32-4363-9ae8-ee1a17d247ec.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=11656&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=11656&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=11656&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=11656&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Cockburn+Town%2C+Turks+and+Caicos®ionId=11656&latLong=21.467463%2C-71.138904&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Cockburn+Town%2C+Turks+and+Caicos®ionId=11656&latLong=21.467463%2C-71.138904&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=VILLA) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Cockburn+Town%2C+Turks+and+Caicos®ionId=11656&latLong=21.467463%2C-71.138904&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Cockburn+Town%2C+Turks+and+Caicos®ionId=11656&latLong=21.467463%2C-71.138904&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Cockburn+Town%2C+Turks+and+Caicos®ionId=11656&latLong=21.467463%2C-71.138904&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=COTTAGE) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCockburn-Town-Vacation-Rentals.d11656.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCockburn-Town-Vacation-Rentals.d11656.Travel-Guide-VacationRentals) ## Top Cockburn Town Hotel Reviews ![Grand Turk Inn](https://images.trvl-media.com/lodging/114000000/113250000/113241900/113241872/b82536d0_y.jpg) ### Grand Turk Inn 6/10 Okay "Nice historic converted home with 5 apartments. Well furnished and clean with a nice, but small kitchen. Very well located, close to a few restaurants and a grocery store. While there is a small beach across a somewhat busy street, there is not much of a view from the upstairs apartments. There is also no balcony upstairs. Property is next door to one of the islands few atms and it can get loud with traffic and people. The hotel restaurant is closed and currently under construction. Work starts @ 7:30\. When completed, it should be very nice. There are no beach chairs, umbrellas or coolers to take to the many beautiful beaches on the island. Considering the beaches are a major draw, I think that they should be available to the guests. There was also no ice machine on the property. Daily room cleaning was very good. However, the shower leaked large puddles onto the floor, when we informed the maid she said she was aware of it, yet nothing was fixed. Simple caulk job. Wifi internet varied in strength. The tv has no cable, streaming aps only, so the WiFi was important if you wanted to watch something at night. While I don’t intend on returning to Grand Turk, if I did, I would most likely try another rental option. " [](https://expedia.ca/Cockburn-Town-Hotels-Grand-Turk-Inn.h113241872.Hotel-Information) ![Beachside Studio with Car](https://images.trvl-media.com/lodging/58000000/57390000/57388100/57388009/c87cd83e_y.jpg) ### Beachside Studio with Car 10/10 Excellent "Excellent location close to beach and the amenities of Grand Turk" [](https://expedia.ca/Cockburn-Town-Hotels-Ocean-View-WGolf-Cart-Balcony-Studio-Grand-Turk.h57388009.Hotel-Information) ![Blue Breeze Grand Turk - Classic Bermudean Beach House, Modern interior](https://images.trvl-media.com/lodging/19000000/18980000/18979500/18979466/8d9bf9e1_y.jpg) ### Blue Breeze Grand Turk - Classic Bermudean Beach House, Modern interior 10/10 Excellent "Just a lovely cottage/home that fully met our needs and more! We are "ice" people and the icemaker was a wonderful addition for us. We were comfortable in all aspects of the location, home and furnishings. It was a 2nd visit to the island for us but not in this home. We would return here in a heartbeat. The shower area is clean, spacious, and perfectly appointed. The kitchen has it all - absolutely lacked for nothing. The most luxurious point of interest in this home is the deck! We did not need to run the AC and had the doors in the front and the back wide open with the most heavenly breezes flowing through. We LIVED on that deck! We had a friendly kitty who adopted us the very first day (we are cat people so this added so much charm for us) and were so sad to leave her. Other folks mentioned the dogs nearby but they were actually entertaining with their singing and barking. It is not a deal breaker. To have such close access to the beach was awesome, as well as the beach chairs and bicycles that were available to use. Our only issue was trying to use the remote for the AC, but we ended up not using it happily as the weather was brilliant. We hope to return soon enough next year, same time but for a longer time period. It is THAT lovely of a place!" [](https://expedia.ca/Cockburn-Town-Hotels-Blue-Breeze-Grand-Turk-Classic-Bermudean-Beach-House.h18979466.Hotel-Information) ![Turks Head Inne](https://images.trvl-media.com/lodging/15000000/14850000/14841300/14841222/1e41f686_y.jpg) ### Turks Head Inne 10/10 Excellent "We stayed at Turks Head Inn for one night during our visit to Grand Turk and had a lovely experience. The location is excellent—right in the historic area and just steps from the beach, which made it perfect for a short stay and exploring the island. The property itself has a lot of character and feels very authentic to the island. Our room was clean, comfortable, and nicely maintained. The atmosphere was quiet and relaxing, which we really appreciated. The staff were friendly and welcoming, and the check-in process was smooth. It felt like a small boutique guesthouse rather than a large hotel, which added to the charm. For anyone looking for a cozy place in a convenient location in Grand Turk, Turks Head Inn is a great option. We would happily stay here again for a short island getaway." [](https://expedia.ca/Cockburn-Town-Hotels-Turks-Head-Inne.h14841222.Hotel-Information) ![Osprey Beach Hotel](https://images.trvl-media.com/lodging/10000000/9800000/9793800/9793762/425b267d_y.jpg) ### Osprey Beach Hotel 10/10 Excellent "The hotel was exactly as promised. Beautiful spot right on a white sand beach. Restaurant and small bar looking over the water. Couldn’t have beta better place to stay." [](https://expedia.ca/Cockburn-Town-Hotels-Osprey-Beach-Hotel.h9793762.Hotel-Information) ![Oceanfront Resort-Style Home3br, 2Ba - Private Pool & Island car included](https://images.trvl-media.com/lodging/62000000/61010000/61001700/61001663/77b118ce_y.jpg) ### Oceanfront Resort-Style Home3br, 2Ba - Private Pool & Island car included 10/10 Excellent "We had an amazing experience. Joe goes above and beyond in terms of amenities and information, and the property itself is in great condition and even better than described. I highly recommend this property for families with kids. " [](https://expedia.ca/Cockburn-Town-Hotels-Private-Luxury-Beachfront-Villa-NEW-LISTING-COURTESY-CAR-INCLUDED.h61001663.Hotel-Information) ![Corktree Beach House - Modern, Beachfront 2bd/3ba home with central AC](https://images.trvl-media.com/lodging/20000000/19500000/19499700/19499615/cb289109_y.jpg) ### Corktree Beach House - Modern, Beachfront 2bd/3ba home with central AC 10/10 Excellent "Loved the house, location, everything! Host and caretaker were great!" [](https://expedia.ca/Cockburn-Town-Hotels-Corktree-Beach-House-Modern.h19499615.Hotel-Information) ![Tranquil Caribbean Retreat Awaits: Modern-Stylish 3 BDR Villa in Grand Turk!](https://images.trvl-media.com/lodging/105000000/104950000/104941100/104941028/53fe9d01_y.jpg) ### Tranquil Caribbean Retreat Awaits: Modern-Stylish 3 BDR Villa in Grand Turk! 10/10 Excellent "Love this rental property! Very helpfully and fast response " [](https://expedia.ca/Cockburn-Town-Hotels-Tranquil-Caribbean-Retreat-Awaits-Modern-Stylish-3-BDR-Villa-In-Grand-Turk.h104941028.Hotel-Information) ![Screaming Reels Guest House Grand Turk Amazing bungalow with AC in Cockburn Town](https://images.trvl-media.com/lodging/122000000/121470000/121464400/121464340/4109467d_y.jpg) ### Screaming Reels Guest House Grand Turk Amazing bungalow with AC in Cockburn Town 10/10 Excellent "Host was very responsive and helped me find other connections in town during my stay. Clean and quiet place. Far enough away from the ‘main drag’ for peace and quiet but also close enough to be within just a few minutes of walking distance to the restaurants, local attractions, etc. Would definitely recommend this location if you’re looking for clean and simple amenities. " [](https://expedia.ca/Cockburn-Town-Hotels-Screaming-Reels-Guest-House-Grand-TurkAmazing-Bungalow-With-AC-In-Cockburn-Town.h121464340.Hotel-Information) ## Find out more about Cockburn Town 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 Cockburn Town. 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. 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