Oswego Private Island

In the tranquil Smith's Sound between St. David's Island and Smith's Island, lies the secluded Oswego Island. The 3.2 acre island is the perfect respite to enjoy the simple pleasures of island living. Oswego House is the ideal place to relax and enjoy paradise with all the comforts of home. Uniquely designed by the award-winning architect Jacob Hocking of CTX, the home is combined of old and new features, and is a pleasing marriage of traditional Bermudian architecture with contemporary modern design. Designed to let the outdoors in, the brand new three-bedroom dwelling boasts natural water views, more than ample porch space and an open-plan. The fluid design together with retractable folding doors allow for the gentle island breeze to flow endlessly throughout the whole house. At least a week's stay is recommended to totally relax, unwind and thoroughly enjoy Oswego Island.


From the central and open staircase to the open-plan living, kitchen and dining area, to the cosy bedrooms with en suite bathrooms, Oswego House is a well designed and fluid home. The upper floor features beautiful views and consists primarily of the living, kitchen and dining space, while the lower floor is home to the generously-sized 3 bedrooms, 3 baths, a games room and ample storage/closet space.


  • A/C
  • TV and DVD/CD player w/surround system
  • iPod dock
  • Wi-Fi access
  • Washer/dryer
  • Iron/ironing board
  • Fireplace (cedar firewood provided)
  • Fully equipped kitchen
  • Outdoor furniture
  • Barbeque gas grill
  • Ping pong table & games
  • Computer/internet work station
  • Linens, towels & beach gear
  • Deep Water North Dock that can accommodate boats up to 100ft in length and provides 150 amp shore power and running water
  • Sheltered/protected Deep Water South Dock w/floating dock
  • Boat shed/dock storage
  • 17ft tender for transport on and off the island
  • Housekeeping once a week


  • From $1,350.00. per night or from $9,000.00 per week
  • Includes: Housekeeping services once a week / use of 17ft tender / Airport/hotel pick up and drop off