Hamilton Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
15 Nov - 16 Nov
Tomorrow
16 Nov - 17 Nov
Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov

Holiday Rentals in Hamilton

Outdoor pool
Rosemont Guest Suites

Rosemont Guest Suites

3.5 star property
Pembroke Parish
8.6 out of 10, Excellent, (181)
"Great spot, friendly staff"
United States
Gordon
The price is HK$2,479
HK$2,933 total
includes taxes & fees
27 Nov - 28 Nov
Rosemont Guest Suites
Dining room
Seven Arches

Seven Arches

3.0 star property
Warwick Parish
9.4 out of 10, Exceptional, (53)
"We had a fantastic time. The beds were supper comfy, the house was clean, beautiful decorated, landscaping was gorgeous, and the neighbors were all friendly and quiet. Will stay again."
United States
Angela
Seven Arches
Exterior
Stunning sunsets, turtle watching, longtails wheeling and glow worms ....

Stunning sunsets, turtle watching, longtails wheeling and glow worms ....

Somerset Village
9.8 out of 10, Exceptional, (167)
"Once again, we really enjoyed our stay. This has to be the best little cottage in Bermuda. Thank you and see you soon. Jo and Ed"
United States
JOANN L.
Stunning sunsets, turtle watching, longtails wheeling and glow worms ....
Interior
Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!

Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!

Devonshire
9.8 out of 10, Exceptional, (127)
"My family just returned from 4 nights at this property. It had everything we needed to make it a great stay. The property was clean, well air conditioned and the views were amazing. Bring water shoes for trips down to the water. Transportation from the house to various spots on the island is very expensive so prepare for that. Our host was very responsive. Bermudians are some of the nicest people out there. Great stay!"
United States
Mika R.
Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!
Property entrance
Windsong Guest Apartments

Windsong Guest Apartments

3.0 star property
Pembroke Parish
8.8 out of 10, Excellent, (93)
"Lovely accommodation, very friendly hosts. Highly recommended."
Australia
Gary
Windsong Guest Apartments
On the beach, sun-loungers, beach towels
Spacious Beachfront and Private Resort living

Spacious Beachfront and Private Resort living

Southampton
9.8 out of 10, Exceptional, (136)
"Perfect location - lovely stay - great hostess - thank you Lorna x"
United Kingdom
Susan H.
Spacious Beachfront and Private Resort living
Sun-loungers, beach towels
Pool House Studio In A Garden Setting + EV chargers

Pool House Studio In A Garden Setting + EV chargers

Smiths
10.0 out of 10, Exceptional, (125)
"This property was perfect in every way. We loved the location and it is so well kept and peaceful. Chris and Gail are very helpful and we loved chatting. And last but not least we also ejoyed Tilley the yellow lab. We hope to return!"
United States
Elizabeth
Pool House Studio In A Garden Setting + EV chargers
Fridge, microwave, oven, stovetop
Beach House Chateau West SLEEPS 5- 2 Bed 1Bath Bermy Style

Beach House Chateau West SLEEPS 5- 2 Bed 1Bath Bermy Style

Smith's Parish
9.2 out of 10, Wonderful, (40)
"The location was fabulous and Elizabeth was very responsive to all of our questions and needs. Looking forward to returning as soon as possible."
United States
Susan K.
Beach House Chateau West SLEEPS 5- 2 Bed 1Bath Bermy Style
Beach nearby
Pre-Thanksgiving, HALF PRICE SALE of 100 Daily, from November 9th. Just request!

Pre-Thanksgiving, HALF PRICE SALE of 100 Daily, from November 9th. Just request!

5 Cross Bay Road
10.0 out of 10, Exceptional, (150)
"Wendell was an absolutely awesome host! Very friendly and willing to help whenever possible! You can’t beat a better location, just a short walk to the beach and the view is absolutely spectacular! We truly enjoyed our stay in Bermuda! Thank you, Wendell! "
United States
Jim M.
Pre-Thanksgiving, HALF PRICE SALE of 100 Daily, from November 9th. Just request!
Property grounds
Private and Dreamy.....Balcony, Wine, Sunset, Upstairs with its own entrance!

Private and Dreamy.....Balcony, Wine, Sunset, Upstairs with its own entrance!

Sandy's
9.8 out of 10, Exceptional, (98)
"We loved our time at this property! The unit was beautifully setup, amazing view all day long, convenient access to bus, walkable to beach and Breezes restaurant. And to top it off the host is great too and even coordinated our transportation to and from airport. Highly recommend! "
United States
Kimberly
Private and Dreamy.....Balcony, Wine, Sunset, Upstairs with its own entrance!
On the beach, sun-loungers, beach towels
Historic 1780’s Beach House with Large Veranda! Nestled on Cambridge Beach!

Historic 1780’s Beach House with Large Veranda! Nestled on Cambridge Beach!

Somerset village
10.0 out of 10, Exceptional, (41)
"Overall a very nice property. We like to be off the beaten track and it certainly was."
United States
Underpressure S.
Historic 1780’s Beach House with Large Veranda! Nestled on Cambridge Beach!
Interior
Exquisite 1-bedroom Apartment is centrally located in Devonshire Parish.........

Exquisite 1-bedroom Apartment is centrally located in Devonshire Parish.........

Devonshire DV08
10.0 out of 10, Exceptional, (14)
"Highly recommend. The location was central so the commute to any destination wasn't long. Very very clean and neat. A comfortable and enjoyable stay"
United States
Kwamel H.
Exquisite 1-bedroom Apartment is centrally located in Devonshire Parish.........
Beach nearby, sun-loungers, beach towels
Wild Bird, Paget - Pool, Twizy charger, Kitchenette - non smoking property

Wild Bird, Paget - Pool, Twizy charger, Kitchenette - non smoking property

Paget
9.8 out of 10, Exceptional, (64)
"The accommodations were excellent. The attention to detail was great. The host was readily available. "
United States
Amado
Wild Bird, Paget - Pool, Twizy charger, Kitchenette - non smoking property
Property grounds
Stunning Views of Horseshoe Bay Beach. Enjoy the sounds of the lapping waves!

Stunning Views of Horseshoe Bay Beach. Enjoy the sounds of the lapping waves!

Southampton
10.0 out of 10, Exceptional, (74)
"This was by far the best property we have ever stayed at while in Bermuda!"
United States
Theresa B.
Stunning Views of Horseshoe Bay Beach. Enjoy the sounds of the lapping waves!
Beach nearby, sun-loungers, beach towels
Sand Dollar 2 Bedrm Beachfront house on private Marley Beach with beach views.

Sand Dollar 2 Bedrm Beachfront house on private Marley Beach with beach views.

Warwick
9.8 out of 10, Exceptional, (101)
"Such a treat to stay so close to the ocean. Place is well set up for four, seven would be a stretch I think"
Canada
Rhonice M.
Sand Dollar 2 Bedrm Beachfront house on private Marley Beach with beach views.
Property grounds
Ocean Front Studio, Kayak available - Swimming, bring own snorkle Euipment

Ocean Front Studio, Kayak available - Swimming, bring own snorkle Euipment

Sandys
10.0 out of 10, Exceptional, (93)
"Wexler Cottage is a piece of paradise. Thank you Ralph and Julie for sharing it with us."
United States
Carla P.
Ocean Front Studio, Kayak available - Swimming, bring own snorkle Euipment
Outdoor pool
“Oceanfront Paradise Property: access to pool, ocean and Complimentary Kayaks”

“Oceanfront Paradise Property: access to pool, ocean and Complimentary Kayaks”

Hamilton Parish
10.0 out of 10, Exceptional, (25)
"Beautiful place and off the normal tourist path. Wayne was great to deal with! "
United States
Kevin M.
“Oceanfront Paradise Property: access to pool, ocean and Complimentary Kayaks”
Outdoor dining
Quaint studio. Close to public transportation, city, railway trail and beaches!

Quaint studio. Close to public transportation, city, railway trail and beaches!

Warwick
9.8 out of 10, Exceptional, (37)
"This property was perfectly located. My wife and I rented a car and it was easy to get to any where on the island. Anna and Carlos where excellent hosts and the place was very clean and had everything we needed. We look forward to returning to Bermuda and would think of no where else to stay."
United States
Tim W.
Quaint studio. Close to public transportation, city, railway trail and beaches!
Exterior
Coral Suite - close to beaches/kayaks/dock/stunning views/EVcharger

Coral Suite - close to beaches/kayaks/dock/stunning views/EVcharger

Southampton Parish
9.2 out of 10, Wonderful, (7)
"We thoroughly enjoyed our stay at the cottage. Great communication with Allison and Aaron our hosts. The cottage met all our needs. Roomy and well stocked Especially appreciated the comfy bed. My husband and I would definitely stay at the cottage again! May, 2025"
Canada
Judy B.
Coral Suite - close to beaches/kayaks/dock/stunning views/EVcharger
Beach nearby, sun-loungers, beach towels
[A]MOUR AMOUR HEART OF HOSPITALITY!

[A]MOUR AMOUR HEART OF HOSPITALITY!

Hamilton
10.0 out of 10, Exceptional, (41)
"We had a wonderful stay and Miss Claudette was a great host. She provided information, links, recommendations for sights to see and even did some grocery shopping for us! The property was beautiful, clean, and conveniently located. We'll definitely be coming back!"
United States
Johanna O.
[A]MOUR AMOUR HEART OF HOSPITALITY!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hamilton Hotel Reviews

The Reefs Resort & Club

The Reefs Resort & Club

10/10 Excellent
"The hotel is very well maintained and i enjoyed a very quiet retreat by myself for relaxation "
Ramona 4-night trip
Posted 18 hours ago
The Reefs Resort & Club

Find out more about Hamilton

Search for holiday rentals in Hamilton on Expedia! You can easily find your home rentals, villas, holiday apartments in Hamilton using one of the methods below:

  • View our selection of featured holiday rentals in Hamilton
  • Use the map to find apartments and other holiday homes in the Hamilton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hamilton while they last

Look no further and take a look at our great range of rental properties in Hamilton!

Frequently asked questions

Can I find holiday rentals in Hamilton?

Yes, there are holiday rentals close to the most popular sights in Hamilton, or you can select a more secluded option if you're looking for a relaxing stay. Hamilton is known for its seaside and cathedral.

What are some of the best holiday rentals that Hamilton has to offer?

Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!: This holiday home rental outside of Hamilton is located by the ocean, and has a patio, a selection of games and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 The Windjammer Gallery and Bermuda Society of Arts. While here, Front Street and Fort Hamilton are other places worth a visit.

What’s a holiday rental in Hamilton like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Hamilton. Holiday rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family getaway.