Discover
Oswego
Island
Bermuda
Oswego Island vacation home is set in a 3.2-acre private sanctuary in Bermuda, and designed by an award-winning architect. This exquisite retreat blends Bermuda's timeless charm with modern comforts, featuring an open-concept living space that offers breathtaking ocean views.
Bermudian Style
& Comfort
The beautifully designed Bermudian-style house is perfect for family vacations, romantic getaways, weddings, or corporate events. Accommodating 6-8 guests, it features three bedrooms and three bathrooms. Enjoy quality time in the spacious games room or prepare meals in the large open kitchen, complete with modern appliances and folding glass doors that open to a covered outdoor porch—ideal for al fresco dining.
Where You’ll Sleep
Bedroom One
Sleeps 2 People
King sized bed
Ensuite Bathroom
Bedroom Two
Sleeps 2 People
Queen sized bed
Bedroom Three
Sleeps 4 People
One Queen sized bed
Two Twin Beds
The house also features a pull out couch that can be used to accommodate bigger groups. View House Floor Plans for more details.
Relax & Indulge with Luxury Amenities
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Two docks for boats and swimming.
Deep water dock for boats up to 100ft. 150 amp shore power, running water and dock storage/shed are available.
18 ft. power boat included in rental. (Operation and navigation lesson provided. Restrictions apply).
6-person hot tub.
Kayaks and paddleboards.
Fire pit (wood provided).
Walking trails.
Boat shuttle or charter service available.
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Bring your own provisions or request a stocked kitchen, catering or personal chef.
Open green space for events.
Gas BBQ for outdoor grilling.
Concierge services: Event + wedding planning, spa services, childcare.
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Large wood burning fireplace (wood provided).
TV, DVD and surround system.
Books and games collection.
Ping pong table.
High-speed Wi-Fi.
Fully equipped kitchen.
Air Conditioning.
Washer, dryer and ironing board.
Hair dryer.
Towels, beach gear and bed linens.
Pet-friendly.
Long-term stays allowed.
Housekeeping is included at the end of your stay, or as needed for an additional fee.
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We offer a range of personalized services, including:
Personal chef
Personal training
Spa services
Yoga sessions
Errand running
Boat charter & tours
Childcare
Wedding/event planning
To ensure a smooth experience, please contact us via email at least 72 hours before your arrival to request any services.
Activities
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Charters + Island Tours
Join Captain Geoffrey on the Honey Badger Express for an unforgettable adventure in Bermuda's beautiful turquoise waters. Customize your boat trip with options like eco-experiences, visits to the historic UNESCO World Heritage site of St. George, or a scenic sunset tour, all featuring food and beverage service. Learn more.
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Experience Bermuda
This 21-square-mile island offers stunning sights, iconic pink-sand beaches, and a variety of outdoor adventures and sports, including seven world-class golf courses, tennis, pickleball, hiking, biking and so much more! Discover Bermuda's top attractions for a complete experience.
Getting Here
Getting to the island is easy and convenient. The most enjoyable way to travel to Oswego Island is an approximately 40-minute boat ride that brings you from the airport directly to the island. Taxi service and boat shuttle over to the island is also available. Whatever your preference is, our Guest Services team is here to help coordinate your travel and make any custom arrangements.
Inquire Now