Discover Your Perfect Hamilton Vacation Homes

Best Vacation Homes in Hamilton

House
Map-icon
like-icon10.0
Exceptional
(57 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $464/Night 7 Nights - AU $3,245
star-icons-4
Bed & Breakfast
Map-icon
like-icon9.7
Exceptional
(135 Reviews)
4 Bedrooms 4 Baths 8 Guests 263.71 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $483/Night 7 Nights - AU $3,379
star-icons-3
Apartment
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $256/Night 7 Nights - AU $1,789
Apartment
Map-icon
like-icon10.0
Exceptional
(48 Reviews)
1 Bedroom 1 Bath 2 Guests 300 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $288/Night 7 Nights - AU $2,016
Apartment
Map-icon
like-icon9.5
Exceptional
(15 Reviews)
2 Bedrooms 1 Bath 4 Guests 645.83 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $568/Night 7 Nights - AU $3,975
House
Map-icon
like-icon10.0
Exceptional
(45 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $1,099/Night 7 Nights - AU $7,696
Apartment
Map-icon
like-icon10.0
Exceptional
(38 Reviews)
2 Bedrooms 1 Bath 7 Guests 1100 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $703/Night 7 Nights - AU $4,922
Apartment
Map-icon
like-icon10.0
Exceptional
(25 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $283/Night 7 Nights - AU $1,979

Hamilton Luxury Rentals

Hotel
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8 Baths
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $7,547/Night 7 Nights - AU $52,828
Hotel
Map-icon
2 Baths
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $5,417/Night 7 Nights - AU $37,916
House
Map-icon
3 Bedrooms 3 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $3,274/Night 7 Nights - AU $22,917
Hotel
Map-icon
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $2,708/Night 7 Nights - AU $18,958
House
Map-icon
4 Bedrooms 2 Baths 8 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $2,603/Night 7 Nights - AU $18,221
Hotel
Map-icon
2 Baths
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $2,329/Night 7 Nights - AU $16,302
New
House
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3 Bedrooms 4 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
AU $2,299/Night 7 Nights - AU $16,096
Hotel
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Baths
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $1,887/Night 7 Nights - AU $13,210

Hamilton Pet Friendly Vacation Rentals

Cottage
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests 794 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $650/Night 7 Nights - AU $4,551
star-icons-4
Apartment
Map-icon
like-icon8.9
Fabulous
(22 Reviews)
2 Bedrooms 2 Baths 6 Guests 1302.43 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
AU $294/Night 7 Nights - AU $2,057
star-icons-3
Apartment
Map-icon
like-icon8.6
Fabulous
(192 Reviews)
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
AU $615/Night 7 Nights - AU $4,307
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 440 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $459/Night 7 Nights - AU $3,210
star-icons-4
Apartment
Map-icon
like-icon8.8
Fabulous
(28 Reviews)
2 Bedrooms 1 Bath 6 Guests 3003.13 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
AU $398/Night 7 Nights - AU $2,783
Apartment
Map-icon
like-icon9.8
Exceptional
(123 Reviews)
1 Bedroom 1 Bath 2 Guests 600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
AU $620/Night 7 Nights - AU $4,340
Cottage
Map-icon
like-icon9.8
Exceptional
(108 Reviews)
2 Bedrooms 2 Baths 7 Guests 1600 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $1,050/Night 7 Nights - AU $7,351
Cottage
Map-icon
like-icon9.8
Exceptional
(90 Reviews)
2 Bedrooms 2 Baths 7 Guests 1600 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $1,163/Night 7 Nights - AU $8,139

Hamilton Large Vacation Homes

Cottage
Map-icon
like-icon10.0
Exceptional
(17 Reviews)
4 Bedrooms 4 Baths 11 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $1,937/Night 7 Nights - AU $13,558
star-icons-3
Bed & Breakfast
Map-icon
like-icon9.3
Exceptional
(135 Reviews)
7 Bedrooms 2 Baths 4 Guests 242.19 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $1,207/Night 7 Nights - AU $8,447
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 11 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $2,416/Night 7 Nights - AU $16,915
star-icons-4
Apartment
Map-icon
like-icon9.0
Exceptional
(167 Reviews)
14 Bedrooms 2 Baths 7 Guests 5704.87 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $461/Night 7 Nights - AU $3,230
Villa
Map-icon
like-icon5.0
Average
(1 Review)
3 Bedrooms 4 Baths
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
AU $4,168/Night 7 Nights - AU $29,177
House
Map-icon
3 Bedrooms 6 Baths 12 Guests 2700 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
AU $2,418/Night 7 Nights - AU $16,924
House
Map-icon
2 Bedrooms 2 Baths 16 Guests 5980 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
AU $2,297/Night 7 Nights - AU $16,079
House
Map-icon
4 Bedrooms 8 Baths 16 Guests 2700 ft²
  • Child Friendly
    Child Friendly
AU $3,224/Night 7 Nights - AU $22,568

Why Choose Rent By Owner for your Hamilton Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Hamilton

When should you plan your Vacation Rentals stay?

Timing your visit to this charming destination can enhance your experience, as the region offers different charms and activities depending on the season, so consider planning your stay during the optimal months for weather and events to ensure a memorable getaway.

Peak Season Highlights

spring
Spring (April to June)

During springtime, you can enjoy pleasant weather and lively local events, making it an ideal period to explore this destination’s vibrant atmosphere.

Average Temperature Daytime: around 75°F to 80°F - Nighttime: around 65°F to 70°F
autumn
Fall (September to November)

This period offers warm temperatures and fewer crowds, providing a perfect window for relaxing in your chosen vacation rentals while experiencing the region's natural beauty.

Average Temperature Daytime: around 80°F to 85°F - Nighttime: around 70°F to 75°F

Off-Season Highlights

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Winter (December to February)

In winter, the area experiences cooler temperatures and quieter streets, which can be ideal for visitors seeking a peaceful retreat outside of peak travel times.

Average Temperature Daytime: around 65°F to 70°F - Nighttime: around 60°F to 65°F
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Early Spring & Late Fall (March and December)

During these shoulder months, you’ll find fewer tourists and more affordable rates on vacation rentals, making it a good opportunity to enjoy the tranquility of the region.

Average Temperature Daytime: around 65°F to 75°F - Nighttime: around 55°F to 60°F

Weekly Weather Forecast for Hamilton

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas where you can savor meals al fresco with views of the surrounding scenery.
  • Take advantage of private or shared swimming pools to relax and cool off during warm days.
  • Relax on spacious patios or verandas that offer comfortable seating for enjoying the fresh air.
  • Make use of beautifully maintained gardens or lush landscaping that provide a tranquil outdoor setting.
  • Use outdoor grills or barbecues to host cookouts in the region’s pleasant climate.
  • Benefit from shaded areas, such as pergolas or umbrellas, perfect for lounging outdoors without direct sun exposure.
  • Explore nearby outdoor recreational facilities like tennis courts or walking paths available at some properties.
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Family Activities

  • Bermuda Aquarium, Museum and Zoo: Explore the region’s marine life and wildlife through interactive exhibits that are perfect for family outings.
  • Gibbs Hill Lighthouse: Climb to the top of this historic lighthouse to enjoy panoramic views of the area, engaging children with its rich history and scenic surroundings.
  • Front Street Shopping and Dining: Stroll along the lively waterfront with your family, discovering local shops and enjoying regional cuisine in a vibrant setting.
  • Royal Naval Dockyard: Discover maritime history and family-friendly attractions within this historic naval base, offering hands-on experiences and cultural insights for all ages.
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Adult Activities

  • Explore the Hamilton Harbour: You can enjoy a relaxing day sailing or taking a guided boat tour around the scenic waters that are central to this destination's maritime charm.
  • Visit the Bermuda Underwater Exploration Institute: Discover the region’s rich marine history and engage with interactive exhibits that highlight local oceanic ecosystems.
  • Stroll through Front Street: Experience the vibrant atmosphere, boutique shopping, and fine dining options along this bustling waterfront area in the heart of the city.
  • Attend a cultural event at the Bermuda National Gallery: Immerse yourself in the local art scene by viewing exhibitions that celebrate Bermuda’s artistic heritage and contemporary talent.

Hamilton Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of the region’s renowned culinary scene by visiting local restaurants and markets to enjoy authentic Bermudian flavors.
  • Visit Harborfront Attractions: Make the most of your stay by strolling along the harbor, where you can admire stunning views and discover charming shops and cafes.
  • Plan Outdoor Activities: Engage in water-based adventures or relax on nearby beaches to fully experience the natural beauty that surrounds here.
  • Use Local Transportation: Utilize the area’s convenient transportation options to explore key sites and hidden gems without hassle, maximizing your time and comfort.

Transportation Options

  • Public Buses: An economical way to explore the area, offering frequent routes that connect key points around Hamilton and beyond for easy access to local attractions.
  • Taxis and Rideshare Services: Convenient for direct transportation, allowing you to reach your destination swiftly within the region with reliable service providers.
  • Car Rentals: Ideal for those who prefer flexibility, enabling you to discover Bermuda at your own pace while staying close to your vacation rental here.
  • Cycling and Scooter Rentals: A popular eco-friendly option to navigate the area's scenic streets comfortably and enjoy the fresh air during your stay.

Local Customs Options

  • Greeting Customs: When meeting locals here, expect a warm handshake and a friendly smile as a sign of respect and hospitality in the region.
  • Tea Etiquette: Participating in afternoon tea traditions is common, where a polite sip of tea accompanied by light conversation reflects the area's refined social customs.
  • Celebration Practices: During festivals and public holidays, locals often engage in lively music and dance, showcasing their vibrant cultural heritage in this destination.
  • Respect for Nature: Eco-consciousness is valued, with many residents practicing sustainable behaviors such as recycling and conserving energy in their everyday routines.

Frequently Asked Questions About Hamilton?

2. How many vacation rentals have private pools in Hamilton?

3. Which vacation homes in Hamilton are best for families?

If you are looking for a family-friendly vacation home in Hamilton, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Hamilton:

4. How many Rentbyowner vacation rentals are available in Hamilton?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 208 in the Hamilton area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Hamilton. 

5. What is the cancellation policy for vacation rentals in Hamilton, Bermuda?

Each listing has its own cancellation policy, which you can review on the property details page. Be sure to check the specific terms before booking, and contact the property owner if you have any questions about cancellations.

6. Are there any additional fees or charges I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, security deposits, or service charges may apply and are detailed within each listing. Review these costs carefully before confirming your reservation to ensure a smooth booking process.

7. How do I confirm the availability of a vacation rental in the region?

Availability calendars are typically updated regularly on each listing. If you see the dates you want, proceed with the booking; if not, you can contact the owner directly for assistance or inquire about alternative dates.

8. What amenities are usually included with vacation rentals in this destination?

Most properties offer essential amenities like Wi-Fi, air conditioning, kitchen facilities, and laundry options. Specific features are listed on each property’s page, so review them to find the best fit for your stay.

9. How do I communicate with property owners or managers during my stay?

You can message the owner or manager directly through the booking platform’s messaging system. This allows you to ask questions, request local recommendations, or coordinate check-in details easily and securely.

Hamilton Top Rated Vacation Rentals

Cottage
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $496/Night 7 Nights - AU $3,474
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $1,486/Night 7 Nights - AU $10,400
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 3 Baths 6 Guests 2500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $1,780/Night 7 Nights - AU $12,462
Hotel
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $1,165/Night 7 Nights - AU $8,156
Hotel
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $1,165/Night 7 Nights - AU $8,156
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 3 Guests 456 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $430/Night 7 Nights - AU $3,011
star-icons-3
Hotel
Map-icon
like-icon9.8
Exceptional
(564 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $1,128/Night 7 Nights - AU $7,895
star-icons-4
Hotel
Map-icon
like-icon9.8
Exceptional
(360 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $916/Night 7 Nights - AU $6,410