Hamilton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28

Vacation Rentals in Hamilton

Seven Arches
Apartment | Dining room

Seven Arches

3.0 star property
9.4 out of 10, Exceptional, (51)
"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."
Seven Arches
Rosemont Guest Suites
Outdoor pool

Rosemont Guest Suites

3.5 star property
8.6 out of 10, Excellent, (181)
"Great little quaint local property, clean, a quiet and walkable to Front street shops and restaurants. "
The price is ￥47,403
￥56,095 total
includes taxes & fees
Oct 4 - Oct 5
Rosemont Guest Suites
Welcome To Paradise 'AAA' - OCEANFRONT Private Romantic Getaway!
Interior

Welcome To Paradise 'AAA' - OCEANFRONT Private Romantic Getaway!

10.0 out of 10, Exceptional, (116)
"My husband and I spent our honeymoon here. We had a beautiful time and it was a nice cozy place to stay for a romantic honeymoon. Very kind people/ host helped us with transportation from and to the airport. "
Welcome To Paradise 'AAA' - OCEANFRONT Private Romantic Getaway!
Your Private Luxury Villa - 3 Bedrooms, House & Cottage, Pool, Walk to Beach!
Beach nearby, beach towels

Your Private Luxury Villa - 3 Bedrooms, House & Cottage, Pool, Walk to Beach!

10.0 out of 10, Exceptional, (2)
"Fantastic property- conveniently located and as advertised! "
Your Private Luxury Villa - 3 Bedrooms, House & Cottage, Pool, Walk to Beach!
Stunning sunsets, turtle watching, longtails wheeling and glow worms ....
Exterior

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

9.8 out of 10, Exceptional, (164)
"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"
Stunning sunsets, turtle watching, longtails wheeling and glow worms ....
Spacious Beachfront and Private Resort living
On the beach, sun loungers, beach towels

Spacious Beachfront and Private Resort living

9.8 out of 10, Exceptional, (135)
"Fantastic stay. Accurate description. Right on bus route and basically a beautiful private beach. Wonderful hosts. We will come again. "
Spacious Beachfront and Private Resort living
Ocean Front Studio, Kayak available - Swimming, bring own snorkle Euipment
Property grounds

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

10.0 out of 10, Exceptional, (91)
"This place is fabulous, just like in the pictures. You get your private balcony to watch the sunsets, and walk right down to the ocean for swimming and snorkeling. The owners are super nice and very helpful. The is room comfy and the bed is nice and firm. We would definitely stay here again. Small word of awareness, it is down a steep road, and can be tricky to navigate. Also it requires some up and down hilly walking to the ocean and room, just keep that in mind. Other than that, it's paradise,...
Ocean Front Studio, Kayak available - Swimming, bring own snorkle Euipment
Tiny Studio in fabulous Smith's Parish at John Smith's Bay Beach
Beach nearby, sun loungers, beach towels

Tiny Studio in fabulous Smith's Parish at John Smith's Bay Beach

Tiny Studio in fabulous Smith's Parish at John Smith's Bay Beach
Exquisite 1-bedroom Apartment is centrally located in Devonshire Parish.........
Interior

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

10.0 out of 10, Exceptional, (14)
"We had the best stay with Austin. His home is lovely and fully equipped with everything you need. Never had a host take such great care of us. He went above and beyond. Would definitely stay with him again Thanks Austin we had a great time. The Luersens."
Exquisite 1-bedroom Apartment is centrally located in Devonshire Parish.........
Windsong Guest Apartments
Property entrance

Windsong Guest Apartments

3.0 star property
8.8 out of 10, Excellent, (93)
"Place was really clean and big, Roslyn was very caring and helpful. Great place to stay!!!!"
Windsong Guest Apartments
Private and Dreamy.....Balcony, Wine, Sunset, Upstairs with its own entrance!
Property grounds

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

9.8 out of 10, Exceptional, (96)
"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! "
Private and Dreamy.....Balcony, Wine, Sunset, Upstairs with its own entrance!
Luxury Villa with Stunning Views of Horseshoe Bay on the Turtle Hill Golf course
Pool

Luxury Villa with Stunning Views of Horseshoe Bay on the Turtle Hill Golf course

10.0 out of 10, Exceptional, (122)
"We really enjoyed our stay. Beautiful location and great home for large family gathering. Jessica was immediately responsive in answering questions and helping us when needed. Kids loved the pool, and the nearby beach."
Luxury Villa with Stunning Views of Horseshoe Bay on the Turtle Hill Golf course
Location! Location! HALF PRICE SALE @ 100 Daily, Sep 25 - Oct 10 & Oct 27- Nov 1
Beach nearby

Location! Location! HALF PRICE SALE @ 100 Daily, Sep 25 - Oct 10 & Oct 27- Nov 1

10.0 out of 10, Exceptional, (146)
"⭐️💌TOP HOST & LOCATION⭐️💌Perfect 4 Couples Looking for Serenity & a Secure Sanctuary💌⭐️40+YEAR HOST Hospitality & Guidance if Needed💌⭐️PRIVATE ACCESS TO THE BEST SOUTH SHORE~CROSS BAY BEACH⭐️💌Full Amenities on Property w/Transportation Available⭐️💌KINDNESS MATTERS as this is what Host Wendell & his family are all about💓Lynn&Mark, June 2025"
Location! Location! HALF PRICE SALE @ 100 Daily, Sep 25 - Oct 10 & Oct 27- Nov 1
The Boathouse: Large Waterfront Cottage on Harrington Sound – Sleeps 4+
Outdoor dining

The Boathouse: Large Waterfront Cottage on Harrington Sound – Sleeps 4+

10.0 out of 10, Exceptional, (11)
"Not only is Bermuda beautiful- staying at the Boathouse wonderful! Great beach, dock- the views- awesome. could not have been closer to bus stops… both ways! Comfortable wonderful week at the Boathouse!"
The Boathouse: Large Waterfront Cottage on Harrington Sound – Sleeps 4+
Historic 1780’s Beach House with Large Veranda! Nestled on Cambridge 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, (41)
"Overall a very nice property. We like to be off the beaten track and it certainly was."
Historic 1780’s Beach House with Large Veranda! Nestled on Cambridge Beach!
Brand New, modern, light, delightful small apartment packed with luxuries
Sun loungers, beach towels

Brand New, modern, light, delightful small apartment packed with luxuries

9.2 out of 10, Wonderful, (25)
"Love it! It was great staying here. Patrick was amazing & attentive. Definitely coming back!"
Brand New, modern, light, delightful small apartment packed with luxuries
Private Beach at the Cliffs of Marley - Studio - Bit of Heaven
Outdoor pool

Private Beach at the Cliffs of Marley - Studio - Bit of Heaven

9.8 out of 10, Exceptional, (46)
"Clean and beautiful! One of the best views in Bermuda! "
Private Beach at the Cliffs of Marley - Studio - Bit of Heaven
Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!
Interior

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

9.8 out of 10, Exceptional, (126)
"the views are breath taking house needs some work but being on the water will beat any property up"
Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!
Sand Dollar 2 Bedrm Beachfront house on private Marley Beach with beach views.
Beach nearby, sun loungers, beach towels

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

9.8 out of 10, Exceptional, (99)
"Sand Dollar was exactly what we needed for our week in Bermuda - amazing beach & accommodations and great access to the bus line too "
Sand Dollar 2 Bedrm Beachfront house on private Marley Beach with beach views.
Ocean Side Studio Cottage - Condé Nast recommended
Exterior

Ocean Side Studio Cottage - Condé Nast recommended

10.0 out of 10, Exceptional, (22)
"Fantastic all around - location, cleanliness, and hosts. "
Ocean Side Studio Cottage - Condé Nast recommended
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.
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Top Hamilton Hotel Reviews

Hamilton Princess - Fairmont Gold Experience

Hamilton Princess - Fairmont Gold Experience

10/10 Excellent
"Amazing place to stay in"
Karim 3-night trip
Posted 2 days ago
Hamilton Princess - Fairmont Gold Experience

Find out more about Hamilton

Find out more about Hamilton

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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?

Your Private Luxury Villa - 3 Bedrooms, House & Cottage, Pool, Walk to Beach! : This vacation home rental near Hamilton is located next to a golf course and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

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 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.