Holiday rentals in Hamilton

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Popular amenities for Hamilton holiday rentals

Other great holiday rentals in Hamilton

Top guest favourite
Cottage in Smith's
4.98 out of 5 average rating, 98 reviews

Cow Polly: Oceanfront luxury with stunning views

AnthonyRating, 5 stars1 month ago
Our nine-night stay at Cow Polly from April 22- May 01 exceeded our wildest expectations and was perfect in every way. The house is exquisitely appointed and decorated, and absolutely every convenience that we could have wished for was at hand to ensure our comfortable stay. Andrea and Daniel were the perfect hosts, communicative and responsive and we will be sure to return in the future.
Top guest favourite
Flat in Smiths
5 out of 5 average rating, 12 reviews

Aqua Mellow - Luxury Apt II

WuelaRating, 5 stars1 week ago
Overall, we had a wonderful stay at a lovely place equipped with all the amenities! The bed was so comfortable, and the furnishings were first class! The hosts were extremely quick to respond to every question and request we had, making our vacation enjoyable and stress free. Although we would’ve liked to have been able to walk to the beach or restaurants, we had no problems getting around via taxi and Hitch. Highly recommend this property! *****
Superhost
Flat in Pembroke
4.86 out of 5 average rating, 14 reviews

Arruda

MikeRating, 5 stars1 week ago
Ricardo noticed we rented a Twizzy and said that someone stole a power charger for the vehicle. There are few stations on the island to charge the car and it's kind of a hassle, but I did not mind. Then, without asking, Ricardo installed a new power outlet to charge the car at the Airbnb. Very thoughtful.
Guest favourite
Flat in Pembroke Parish
4.85 out of 5 average rating, 94 reviews

Ocean view on North Shore

AnnRating, 5 stars2 weeks ago
I booked this place for me and my 2 girlfriends as a birthday vacation to Stacey Airbnb. Let me start up by saying Stacey is one of the nicest, kindness Airbnb host ever! From the time I made my reservation to the time I checked out. Stacey goes above and beyond from getting us bus ticket to driving us to local grocery store on our first night there. Anytime I would text Stacey she will quickly respond back in a very timely manner. Our communication was great. Stacey, thank you for all you do for us ladies! We appreciate everything from the bottom of our heart, you’re the BEST!
Guest favourite
Cottage in Pembroke
5 out of 5 average rating, 80 reviews

Palmberry Oceanfront Cottage

MelanieRating, 5 stars1 month ago
Breathtaking views! Perfect location for our honeymoon; private but within striking distance to all of the amazing restaurants that Hamilton has to offer. There were several evenings we chose to head back to the cottage early to have a drink while sitting out on the patio looking out over the water. Exactly what we were looking for.
Guest favourite
Flat in Pembroke
5 out of 5 average rating, 11 reviews

Two bedroom apartment minutes from the beach

AllisonRating, 5 stars7 months ago
Very comfortable and clean home, perfect for traveling with a baby. Exactly as described. Alex and Sarah were kind enough to let us borrow beach umbrellas, towels, mat, baby items for sleep, bathing and feeding! We did have to rely on taxis since the area is not very walkable (limited sidewalks), but once we figured out how to arrange them it was very easy.
Guest favourite
Flat in Smiths
4.97 out of 5 average rating, 34 reviews

Cute Studio w Patio & South Shore Views

HannahRating, 5 stars1 month ago
We stayed here in April 2025 and loved Belinda's place. First of all, the location is great: in a nice neighborhood, a few steps to the nearest bus stop, and a grocery store in easy walking distance. And it feels like right in the "middle" of everything, so whichever way you are headed on the island, it's never very far to your destination. The view from the window/yard is truly gorgeous. The place is perfect for 1-2 people (mom and kid in our case; or for a couple). It is small but well organized and equipped, and there's plenty of outdoor seating too. The bed is really comfortable (which should not be taken for granted!). All the instructions and information were very clear and informative, and Belinda was always super quick to get back to us. Definitely would love to come back!
Top guest favourite
Holiday home in Paget
5 out of 5 average rating, 70 reviews

Lovely Waterfront Apartment

MollyRating, 5 stars4 weeks ago
John and Elaine have thought of every detail to make visitors feel welcome and comfortable in this incredible apartment. My son and I spent a fun extended Mother's Day weekend here and enjoyed using the kayak, having breakfast every morning on the spacious deck, and lingering in the evenings listening to the chorus of frogs and watching the lights wink on across the water. It's a quick walk into Hamilton, or even quicker to the bus stop (as others have mentioned in the comments here, there is a short cut through Trust land to the bus stop that makes it even shorter and more pleasant.) If we had realized how much we would take the bus, we would have bought day passes. The public bus system is amazing and the people of Bermuda are exceptionally kind. The snorkel gear John provided was a real bonus-- it was wonderful to see such healthy coral and abundant sea life. We felt so lucky to be able to stay at John and Elaine's, and grateful to be able to get to know Bermuda.

Destinations to explore

  1. Airbnb
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  3. Pembroke Parish
  4. Hamilton