• Oswego Island
  • Oswego
  • Self Service
  • $$
  • The Minimum Stay Is 3 Nights. Please Enquire For Rates.

Oswego Island

In the tranquil Smith's Sound between the St. Davids 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 marria ...

In the tranquil Smith's Sound between the St. Davids 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.

Island Overview

The island comprises a newly built 3000 sq. ft house , a boat shed, a southern facing dock with large floating dock and northern facing dock, both are deepwater docks. The 3.2 acre island has mature and lush vegetation year round consisting of many native and endemic species, which not only provide complete privacy but also add to the tranquil island ambiance. There are garden paths that navigate the whole island and the leveled grass terraces provide quiet shaded areas to enjoy privacy and the outdoor natural habitat.

Oswego House

From the central and open staircase to the open plan living, kitchen & dining area, to the cozy bedrooms with ensuite bathrooms, Oswego house is a well designed and fluid home. The home is ideal for relaxed family-style casual dining and island-style outdoor living. 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. The kitchen has clean and modern lines, and is equipped with the all the appliances of a modern kitchen. The oversized island in the kitchen is the focal point and will prove to be a popular gathering spot at mealtime (only if, of course, you choose not to eat al fresco). The open beam ceiling lends itself well to the airy and breezy feel of the island home. The tower is a unique architectural detail that sheds natural light throughout.

By far the most inviting and unique part of Oswego cottage is the folding glass walls simply because they fold back completely allowing for the interior to blend seamlessly with the outdoor porch area. This finishing touch is perfect for outdoor entertaining or to simply let the fresh air flow through the home.


We recommend self provisioning and self catering, but there are other options such as pre-stocking, prepared, readymade meals and catering by personal chef by pre-arrangement in advance of your stay and for an additional fee. Your stay can be customized to suit your needs. Please contact us to enquire more about these additional services.


A boat and one tank of gas will be provided for no additional fee for you to use during your visit; however competency will have to be demonstrated before boat operation is permitted. Also a full release/indemnity (hold harmless) agreement must be signed prior to use. Night time operating is not recommended and life jackets are mandatory. Boat instruction and an orientation of local waters as well as available/nearby docking space will be included for no additional fee.

Other recreational craft may be provided for your complimentary use. For land transportation, buses and taxis are available from nearby locations. Tours by arrangement.

Guests are also encouraged to bring their own boat if they wish. There are two docks that provided sheltered docking areas. The deepwater dock can accommodate boats up to 100 ft in length and also provides 150 amp shore power and fresh running water. If you wish to bring your own boat, please call for more boating information or if you have questions.

Access to a boat that transports up to 40 persons to and from the island can be provided as a shuttle service for events such as parties or weddings (pre- arrangement of this service is recommended).

Other Essentials

Housekeeping at the end of your stay is included. For an additional fee you can have housekeeping service as often as you like but pre-arrangement of this service is requested. Tour guides & tours on water and land can be arranged for an additional fee. Boat driving instruction and recreational equipment instruction is complimentary. A complimentary tour and orientation of Oswego Island, Oswego House and local waters will be provided for your party at the beginning of your stay.


Rates start at $1250 per night or $8000 per week (7 nights). The minimum stay is 3 nights. This rate includes electricity and local telephone calls, gardening, boat service to and from the island for your arrival and departure, orientation and maid service once per week and at the end of your stay. Complimentary boat tour included in your stay. Occupancy of 3 couples and 2 children is recommended. Additional cots can be provided upon request for more guests.


Do your own thing and set your own pace at this island paradise. Oswego Island can be a haven for outdoor activity or just a great place to get away from the hustle and bustle to do absolutely nothing else but relax. If you're the active type there are plenty of things to do. On the island we can provide for snorkeling, sailing, kayaking, punting, paddleboarding, dock fishing and plenty more. Please do let us know what your interests are ahead of time so that we can ensure that the island is properly equipped for your pleasure and recreation. Or if you are not the active type you could simply spend the days just sunbathing on the dock, relaxing in the hammock, sipping wine on the porch enjoying the twilight. Inside the house you will find a games room area featuring a ping pong table, board games and more. There is also a surround sound TV system and a collection of DVDs to choose from, ideal for a rainy day.

For the active types: reef fishing, deep sea /sport fishing, custom boat tours, historic tours and water sports such as scuba diving, wake boarding, waterskiing, tubing is all very possible by pre-arrangement. Let us know what you want in advance and we can help organize your activities.

Children of all ages are welcome and will love Oswego Island. There are plenty of things for children to do. There are many things to keep them busy from exploring the island to any water based or outdoor activity, the kids will have a blast guaranteed! In the boat shed you will find all accessories from water rafts to squirt guns and more. Also we can provide a selection of children's DVDs, toys, books and games free of charge. If you intend to have children with you during your stay please let us know their ages and their needs so we can make sure to equip Oswego House as needed (for example we can provide high chairs, booster seats and pack n' plays).

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