Hamilton Vacation Rentals

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Vacation Rentals in Hamilton

Outdoor pool
Rosemont Guest Suites
3.5 star property
8.6 out of 10, Excellent, (131)
"This was the 2nd time that we stayed at the Rosemont, and we were NOT disappointed !! Excellent location to downtown Hamilton (easy walk). Excellent service. Very friendly staff. We will be returning."
The price is CA $394
CA $469 total
includes taxes & fees
Jun 8 - Jun 9
Rosemont Guest Suites
Aerial view
Stunning sunsets, turtle watching, longtails wheeling and glow worms ....
9.8 out of 10, Exceptional, (129)
"Book it right now. The yard is unreal, 270 degree water views, your own beach basically, take the kayak out the little islands during low tide.. you can pull up on a deserted beach and walk in the ocean. Great host. Did fire pit every night. Can walk to woodys (so much fun) and the restaurants at Cambridge resort, we also walked to the market, to a local gym, wine store, didn’t even use the bus. I couldn’t complain about any minor thing if there were any, with a view like that.. spectacular"
Stunning sunsets, turtle watching, longtails wheeling and glow worms ....
On the beach
Spacious Beachfront and Private Resort living
9.8 out of 10, Exceptional, (101)
"Lorna and her family are beautiful people. The Gemstones Property is high on a hill overlooking the most beautiful beach (Cross Bay) During our stay we basically had the beach to ourselves. The walk to beach from Gemstones is fairly steep but there are two other routes. It’s not an issue to sway a decision to stay here. We stayed 10 days and our taxi driver Belinda who is a beautiful person stopped in route to gemstone from airport at supermarket so we could buy food, beer and wine etc. We...
Spacious Beachfront and Private Resort living
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Property entrance
Windsong Guest Apartments
3.0 star property
8.8 out of 10, Excellent, (77)
"Great Location. Friendly host and staff"
Windsong Guest Apartments
Apartment | Dining room
Seven Arches
3.0 star property
9.6 out of 10, Exceptional, (25)
"Great accommodations "
Seven Arches
Beach nearby
3 bedroom home with pool
10.0 out of 10, Exceptional, (2)
"Great place to stay! Beautiful house, great beds and comfortable furniture to relax on. The pool off the back door is perfect when you want to skip the beach. The bus stops are a quick walk and after a day or two we were able to figure transportation out. Market across the street came in handy! Leila really went all out for us! She made sure we were comfortable and got in ok. After we asked about transportation from the airport she booked taxi both way! Leila is a great host! We will be back to...
3 bedroom home with pool
Interior
Welcome To Paradise 'AAA' - Private Romantic Getaway!
10.0 out of 10, Exceptional, (91)
"Fantastic location in the village, beautiful view of Mangrove Bay. Very clean with amenities close by. As well, the bus is across the street to take you to Hamilton or Dockyard. Jody is a wonderful host and very attentive. We’ve stayed here 2 years in a row and look forward to returning again. Highly recommend."
Welcome To Paradise 'AAA' - Private Romantic Getaway!
Beach nearby, sun loungers, beach towels
Sunset Paradise Oceanview 1Bedroom Lower Holiday Home Near Beaches
9.8 out of 10, Exceptional, (7)
"We had a fantastic stay. They had all the amenities that we could stay in or all the maps and attraction pamphlets needed to keep busy everyday. Public transportation was near the stores so it was easy to pick up what you need and walk about a block and a half to get back home. We found a restaurant right across the street that made the best fish sandwiches. As someone mentioned the shower is a little small but you can work with it. Over all I recommend this is the place to stay I look forward...
Sunset Paradise Oceanview 1Bedroom Lower Holiday Home Near Beaches
Property grounds
Private and Dreamy.....Balcony, Wine, Sunset, Upstairs with its own entrance!
9.8 out of 10, Exceptional, (70)
"Was wanting to stay in the Somerset area for 3 weeks so this was a perfect location for our needs. Well set up for a longer term stay with great kitchen facilities, balcony, close to buses etc. would highly recommend for anyone - especially a longer term stay."
Private and Dreamy.....Balcony, Wine, Sunset, Upstairs with its own entrance!
Sun loungers, beach towels
Las Brisas apartment with pool and walk to beach + EV chargers
10.0 out of 10, Exceptional, (63)
"Every detail of a bermadiful week. Welcoming tourist guide Namely: Vacation on the beach decoration. All the essentials..coffee, salt and pepper, all the basic in the small but perfect. Shampoo, toilette, #2 spay This place is a bargain, the host perfect"
Las Brisas apartment with pool and walk to beach + EV chargers
Pool
Clairfont, Jobson's Cove / Warwick Long Bay/ Horseshoe Beach - APARTMENT 5
9.8 out of 10, Exceptional, (10)
"Completely satisfied, clean & comfy apt & excellent staff, perfect location! Can't wait to come back!"
Clairfont, Jobson's Cove / Warwick Long Bay/ Horseshoe Beach - APARTMENT 5
Sun loungers, beach towels
Pool House Studio In A Garden Setting + EV chargers
10.0 out of 10, Exceptional, (99)
"Upon arrival we were met by the host, Chris who welcomed us back to the island and answered questions. Pool house is extremely cute and has all necessary things. There is a Lab on the property, Tilly. She is smart and well behaved. Great location! Lovely property and sweet hosts!"
Pool House Studio In A Garden Setting + EV chargers
Beach nearby, sun loungers, beach towels
Two Bedroom with Private Dock near Golf and Beach
10.0 out of 10, Exceptional, (17)
"Rosalyn and Marshall's home is in an excellent location in Southampton. It is close to beaches, the Dockyard, Watson's farm, and golf, all of which we could access either by bus or by taxi driven by a person referred by Rosalyn. We will definitely recommend this property to friends and relatives who are considering a trip to Bermuda."
Two Bedroom with Private Dock near Golf and Beach
On the beach, sun loungers, beach towels
Historic 1780’s Beach House with Large Veranda! Nestled on Cambridge Beach!
10.0 out of 10, Exceptional, (24)
"We had a ball"
Historic 1780’s Beach House with Large Veranda! Nestled on Cambridge Beach!
Pool
Luxury Villa with Stunning Views of Horseshoe Bay on the Fairmont Hotel Grounds
10.0 out of 10, Exceptional, (94)
"Mike and Kim were amazing and gracious hosts. We stayed for a long weekend, Thursday-Sunday, and we had everything we needed. The house was beautiful, clean, accommodating, and in an amazing location with a breathtaking view of the beach. Upon our arrival, Mike met us to give a brief tour before running to his pickleball game. Before leaving, he made sure we had everything we needed - Wi-Fi, taxi numbers, etc. He even had some good jokes. Highly recommend"
Luxury Villa with Stunning Views of Horseshoe Bay on the Fairmont Hotel Grounds
Terrace/patio
Magical private estate:3 bed Sage Cottage,big porch near Cambridge Beaches & fun
9.2 out of 10, Wonderful, (15)
"We loved our stay at Sage Cottage. The house is magical. Fresh flowers awaited us in the kitchen and living room on our arrival - we found everything we needed for the rest of our stay. Thank you Tom and Victoria! Beth"
Magical private estate:3 bed Sage Cottage,big porch near Cambridge Beaches & fun
Interior
Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!
9.8 out of 10, Exceptional, (116)
"John was a wonderful host and very helpful. The house is in a beautiful location right on the water. The bus stop across the street was very convenient. The only complaint is that the house needs some TLC. Some light bulbs were out. There was some rust on appliances, in the bathrooms and on the outdoor furniture."
Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!
Beach
MEMORIAL DAY WEEKEND SALE at Whispering Waves HALF PRICE of 100 Daily, BOOK NOW
9.8 out of 10, Exceptional, (119)
"Wendell greeted us warmly. We arrived a bit early from airport. The grounds were tidy. The actual room was older, needing some updates. There were some leftover personal care item’s left in a bathroom drawer with a chunk of old dried up bread. But bathroom was clean otherwise. Floors were clean which is important. The a/c worked well. We typically spend very little time in our room, we are not real particular. We would possibly stay again for future visits."
MEMORIAL DAY WEEKEND SALE at Whispering Waves HALF PRICE of 100 Daily, BOOK NOW
Pool
Brand New, modern, light, delightful small apartment packed with luxuries
9.0 out of 10, Wonderful, (19)
"The property was very clean, and very accurate to what we were expecting. The owner was very prompt in replying to our many questions, and was very helpful. The island itself is stunning, and we will definitely return!"
Brand New, modern, light, delightful small apartment packed with luxuries
Interior
Ocean Front, 2 bedroom in Historic St. George
10.0 out of 10, Exceptional, (7)
"This was a beautiful place to stay and the view was amazing. Everyone on the Island was so friendly and helpful with things to do and see. We had a wonderful time in Bermuda."
Ocean Front, 2 bedroom in Historic St. George
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See all available properties in Hamilton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hamilton Vacation Rental Travel Info

Number of vacation rentals
61
Popular accommodation
Hamilton guest houses
Known landmarks
Elbow Beach, Turtle Bay Beach and Clearwater Beach
International airport
St. George's (BDA-L.F. Wade Intl.)

Other types of properties in Hamilton you may be interested in

Couples treatment rooms, body treatments, aromatherapy
Grotto Bay Beach Resort
4.0 star property
8.8 out of 10, Excellent, (1007)
"We enjoyed it. Food could be better."
The price is CA $777
CA $904 total
includes taxes & fees
May 23 - May 24
Grotto Bay Beach Resort
Private beach nearby, white sand, free beach shuttle, beach cabanas
Hamilton Princess & Beach Club - a Fairmont Managed Hotel
4.5 star property
9.2 out of 10, Wonderful, (1001)
"Large property with all of the amenities you need. The rooms in the main building are well appointed and the staff is extremely attentive. Front Street is a 10 min walk or 3 min taxi away. "
The price is CA $1,008
CA $1,208 total
includes taxes & fees
May 31 - Jun 1
Hamilton Princess & Beach Club - a Fairmont Managed Hotel
Exterior
The St. Regis Bermuda Resort
5.0 star property
8.6 out of 10, Excellent, (86)
"View was spectacular, staff great. Food and dining limited, many shortages, boring menu, one restaurant. Too far from everything, expensive to get to points. Too far north."
The price is CA $1,158
CA $1,437 total
includes taxes & fees
Jun 2 - Jun 3
The St. Regis Bermuda Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Hamilton. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Hamilton?

Yes, we offer vacation rentals close to top local attractions in Hamilton, or you can select a more remote option if you're looking for relaxation. Hamilton is known for its seaside and cathedral.

What are some of the best vacation rentals in Hamilton?

Rose Villa House: This vacation home rental near Hamilton has laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Hamilton?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Hamilton stay.

What’s there to see and do in Hamilton?

Enjoy the outdoors at Victoria Park and Par-la-Ville Park, or simply take in cultural attractions like Bermuda Society of Arts and The Windjammer Gallery. While here, Front Street and Fort Hamilton are other places worth a visit.

What’s a vacation rental in Hamilton like?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Hamilton. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.

Recent reviews of Hamilton properties
Expedia verified reviews