House vacation rentals in Hamilton

The Boathouse: Bermuda Waterfront, Sleeps 4+

This two-storey, one-bedroom, two-bath cottage invites you to swim off the dock or relax in the sun. It has a large private patio to enjoy a cocktail and watch the stunning sunset. The unit can accommodate six guests (Guests over two at an additional per-person, per-day charge). The Upstairs Bedroom has two queen beds. Downstairs, a full kitchen, a comfy living/dining area, and a bathroom. The kitchen leads to outdoor dining. The living area has a queen pull-out couch where two guests can sleep.

Sea Breeze Mews on the Little Sound

Cozy & compact, this delightful 1 bedroom/2 story waterfront hideaway affords a panoramic view of the Little & Great Sounds. On the water (walk across the lawn and jump in) with a large dock suitable for swimming, snorkeling & spectacular sunsets. "Sea Breeze Mews" is only a 10 minute walk to picturesque Church Bay beach & a short bus ride to all the magnificent South Shore Beaches. Restaurants and award winning Golf courses are only a few minutes away. Public transportation right outside gate.

Oceanfront "Dock of the Bay" Retreat

Escape to the stunning island of Bermuda and experience a truly tranquil getaway at our exquisite oceanfront property nestled in the picturesque Somerset, one of Bermuda's most charming and peaceful villages. Immerse yourself in the beauty of nature and the soothing rhythm of the waves at our Dock of the Bay Retreat – an idyllic haven where relaxation and rejuvenation become a way of life. Relax with the whole family at this hidden gem that promises a serene escape from the bustling world.

Studio Apt w/ pool - quick walk to town

The perfect edge of town apartment for two. For those who prefer to walk, this is the perfect spot with restaurants and shops within close proximity. We are a very short walk to all the shops, restaurants and bars along Front Street in Hamilton. This unit is a self-contained apartment within our house. We have 3 apartment like this within our home. This means with a total of 3 studios, we have accommodation for up to 6 guests. Head to the back patio and enjoy the heated pool year round.

Paradise Found! Spacious Oceanfront Near Hamilton

This spacious lower waterfront apartment has spectacular views from one end of the Island to the other, all within walking distance to the city of Hamilton! Plenty exterior spaces to lounge, BBQ and soak up the sun, and then venture into a private unique natural cave where you can swim, fish and snorkel from the dock as you watch cruise ships entering and leaving the Island. It has off-street parking for mopeds and EV chargers for rental cars. A bus stop is outside the gate.

Beach Walk Cottage

Relax with the whole family at this peaceful place to stay. The Cottage is the main home. It has 24 hours access to the swimming pool with a barbecue and a cozy covered area with 2 chairs and a love seat. There is a dining room table with 8 chairs and other outside lounge chairs to relax on. For longer stays, the laundry facility is accessible in the garage after a 5 day stay. Complimentary beach chairs are offered during your stay at Beach Walk Cottage.

Private Oceanfront Home | 3 BR | Beach + Dock

Sky Lark is a serene and secluded 3-bed, 3-bathroom retreat in Sandys Parish, offering panoramic ocean views from every room. Set on a private 1.4-acre estate, it features a private dock on the South Shore, plus access to a private beach on Ely’s Harbour. With air conditioning, WiFi, and a fully equipped kitchen, Sky Lark combines comfort with oceanfront access. Explore local beaches, marinas, and historic sites, or relax in this peaceful, scenic haven.

Top Shell: Oceanfront luxury with stunning views

Top Shell is a high-end luxury oceanfront home with spectacular views of Bermuda’s North Shore in a contemporary, beautifully decorated space. Guests enjoy premier amenities and elegantly appointed furnishings in an airy beach house setting. Along with its sister property, Cow Polly (https://www.airbnb.com/h/cowpolly) – conveniently located next door and recently featured in Condé Nast Traveler – it's like no other vacation rental on the island.

The Pool House w/ Heated Pool (Nov. 1)

Take a step back in time for a refreshingly sophisticated island holiday at the Ledgelets Cottage Colony. The serene atmosphere instantly lulls you into a soothing, restful state of relaxation. Wake to the chirping birds, and fall asleep to the choral tree frogs. The refurbished cottage interiors and pool terrace have been created with a modern vintage, boho-luxe vibe. To us, nostalgia is a very cool thing. Welcome, Pool House cottage awaits.

Contemporary Oceanfront Apartment with shared pool

A contemporary oceanfront apartment located at the end of a quiet lane on the south shore between Whale Bay and Church Bay. Ideal for those looking to relax, with great ocean views from every room We also have a 3 Bed Contemporary Oceanfront Villa with private horizon pool approximately a mile down the road perfect for larger groups and family gatherings! Can be booked together for groups up to 8! https://www.airbnb.com/rooms/23767162

Chic 3BR w/ Dock + Hot Tub + Lounge Vibes

Welcome to Banana Cottage, your private island hideaway nestled on a lush, private estate in Hamilton Parish. This beautifully designed 3-bedroom, 2-bathroom home offers the perfect blend of comfort and coastal charm, with stunning views of Harrington Sound, a private dock, and a hot tub shaded by swaying palms. Just minutes from Bermuda’s best natural attractions and fine dining.

Ocean front Loft living with unobstructed view

OCEAN LOFT BERMUDA Newly built, bright and spacious loft living in a desirable neighborhood. Our drinking water goes through a 3-stage filtering system. Public transit is just steps away from the property. Ample parking with an EV charger available for guests preferred car rental. Restaurants and Bermuda’s nature railway trails are minutes away from the property.