Holiday houses in Hamilton

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Top-rated holiday rentals in Hamilton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A decorative coral sculpture stands prominently on a marble surface, framed by large windows that overlook an expansive ocean view. Soft blue waters meet the horizon under a bright sky dotted with clouds, creating a serene coastal ambiance.
Cottage in Smith's
4.98 out of 5 average rating, 109 reviews

Cow Polly: Coastal luxury, featured in CN Traveler

Recently featured in Condé Nast Traveler, Cow Polly is a high-end luxury oceanfront cottage, 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 cottage setting. Along with its sister property, Top Shell (https://www.airbnb.com/h/top-shell)-- conveniently located next door -- It's like no other vacation rental on the island. Come and experience Cow Polly for yourself.

Guest favourite
A crystal-clear swimming pool is surrounded by lush greenery, with tall palm trees lining the background. Several lounge chairs are positioned nearby, inviting relaxation, while the vibrant blue water glistens in the sunlight.
Apartment in Pembroke
4.92 out of 5 average rating, 152 reviews

Chequers Garden- Paradise at the edge of Hamilton

Come & stay where tree frogs sing you to sleep & the birds serenade you awake. A 15min walk to the heart of Hamilton; situated in a private garden & pool setting. A ground floor, south facing, open plan unit; separate foyer & sitting area- converts to 3rd person sleep area. The kitchen: full fridge, microwave, toaster oven & kettle. If you have children, we can add a single bed or pack'n'play, high chair, some toys, books & accessories. We look forward to welcoming you to our little paradise.

Top Guest favourite
A vibrant green lawn stretches towards the water, framed by lush trees. A tall palm tree towers above, while the shoreline and ocean are visible in the background under a clear blue sky scattered with fluffy white clouds.
Home in Southampton
4.97 out of 5 average rating, 224 reviews

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.

Guest favourite
A lush yard is visible, featuring a well-maintained lawn and surrounded by tropical palm trees. A small shed is positioned in the background, with a glimpse of a beach and colorful recreational activities visible in the distance.
Apartment in Hamilton
4.94 out of 5 average rating, 114 reviews

Cozy Studio across from beach

This Cozy studio is located directly across from one of Bermudas most family friendly beaches. There is a large field with a walking track and an outdoor basketball court across the street, and bus stops are easily accessible. Eve's pond nature reserve is a two-minute walk away and you can get there along scenic walking trails. A mile away is Flatts Village which is home to restaurants, and the Bermuda Aquarium and Zoo. A mile in the opposite direction are restaurants and a large supermarket.

Top Guest favourite
A bright bedroom features a wooden bed with a decorative quilt. Nightstands with lamps flank either side of the bed, providing soft illumination. A textured artwork is displayed above the headboard on the vibrant green wall, with warm wooden accents enhancing the space.
Home in Hamilton
4.9 out of 5 average rating, 291 reviews

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.

Top Guest favourite
A stately gray building sits atop a stone-walled terrace, surrounded by lush greenery and palm trees. A white railing outlines the terrace, and the entrance is marked by steps leading up from the road, showcasing the welcoming exterior.
Apartment in St.George's
4.98 out of 5 average rating, 125 reviews

Roxbury Studio - in St. George

Enjoy this affordable studio rental unit near the historic Towne of St. George. Lovely views of St. George's Harbor and a peaceful neighborhood with close proximity to restaurants, shops, bus and ferry transportation. Tobacco Bay Beach and St. Catherine's Beach are a short distance away (20 minute walk). Only 10 minute drive from the L.F. Wade Airport. (Twizzy and Rugged Electric) car rental across the street as well as 'Temptations', a very good breakfast and lunch restaurant

Guest favourite
A panoramic view unfolds over Hamilton Harbour, revealing clear blue waters dotted with boats. Lush greenery frames the scene, while the distant hills are adorned with charming white buildings, showcasing the tranquil ambiance of the surrounding landscape.
Loft in Pembroke Parish
4.96 out of 5 average rating, 208 reviews

Harbour views - just outside Hamilton

Great Views over Hamilton Harbour - a bright and funky newly decorated apartment. Walk into town in 5 mins and catch a bus or the ferry or go to one of the many Front Street bars and restaurants. King size loft bed and a pull out (twin) sofa bed. Newly renovated bathroom. Brand new kitchen with stove, sink, refrigerator, microwave and coffee maker. Loads of space outside to just chill out - Hot Tub, hammock - tables and chairs - or just watch Bermuda go by on the water.

Top Guest favourite
A sleeping loft features a spacious bed adorned with decorative pillows. Angled wooden ceilings provide a unique architectural detail. Two nightstands sit on either side of the bed, and soft lighting from a pendant lamp enhances the cozy ambiance.
Tiny home in Spanish Point
5 out of 5 average rating, 102 reviews

Little Loft-Central location-Beaches nearby

A tiny loft cottage just comfortable and cozy enough for one or two people. Includes an outside garden space under the pergola with Adirondack chairs and fire pit, lovely for relaxing. We are situated close to Admiralty House and Deep Bay where you can swim, explore caves and cliff jump. Approximately 7 minute drive to Hamilton. Bus #4 Airbnb guests only allowed on the property, no parties or outside guests. Safety concern with stairs for children below age of twelve.

Guest favourite
A bright blue pool house is set within a lush garden, featuring a private pool surrounded by greenery. A shaded patio area is visible with comfortable seating, while vibrant flowers and climbing plants add color to the space.
Apartment in Paget Parish
4.95 out of 5 average rating, 150 reviews

The Shire

A stand alone pool house in a lovely garden setting with your own private pool. We are located in Paget on a secluded piece of mature property. Sit and relax around the pool and enjoy the Kiskadees and Red birds. A 10 minute walk will bring you to our city center, Hamilton. Rent a motor cycle or Twizzy car and get unlimited access to the Island and the beaches. An 5 minute drive will bring you to Elbow Beach the nearest, stunning, pink sands, public beach.

Top Guest favourite
Guest suite in Hamilton
4.96 out of 5 average rating, 361 reviews

Little Arches Studio close to town

The unit is within my house, is self-contained, and consists of a bedroom and en-suite bathroom. It has its own entrance via french doors onto the patio and garden. It has a fridge, microwave and Keurig coffee machine. It is air-conditioned, has WIFI and cable TV. Hamilton is only a five minute walk with shops and restaurants, bus station and ferry terminal. The central location makes it a convenient place from which to explore Bermuda.

Top Guest favourite
A refreshing pool is framed by lush greenery and vibrant pink flowers. Beyond the pool, a cottage features glass doors and a shaded sitting area. Sun loungers are positioned beside the pool, inviting relaxation amidst the natural surroundings.
Guesthouse in Paget
5 out of 5 average rating, 165 reviews

Bungalow 41

Visiting Bermuda for the first time? Look no further. Bungalow 41 is a private studio pool cottage located in the heart of Paget and within walking distance of the city of Hamilton, Bermuda Botanical Gardens, Bermuda National Trust headquarters, Pomander Gate Tennis Club and Royal Hamilton Amateur Dinghy Club. Easy access to all bus routes and the main ferry terminal for those not wanting to rent a scooter or small electric car.

Guest favourite
The exterior showcases a charming white house featuring an arched window and black framed windows. Lush greenery and vibrant flowering plants are situated at the base, complemented by a clear blue sky above.
Apartment in Paget
4.94 out of 5 average rating, 139 reviews

Happy Talk

Close to all major beaches, Horseshoe Beach, Elbow Beach, John Smith’s Bay. In walking distance to the beautiful Natural Pools and beach at Ariel Sands Steps away from the Botanical Gardens and minutes from the City of Hamilton and great restaurants. This well suited charming large studio suite, is located in a quite neighborhood, surrounded by coconut palm tress, beautiful flowers and much more.

Popular amenities for Hamilton holiday rentals

  1. Airbnb
  2. Bermuda
  3. Pembroke
  4. Hamilton