Chelston Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chelston holiday rentals

Charming 2-bedroom apartment with WiFi and AC in Devonshire

Charming 2-bedroom apartment with WiFi and AC in Devonshire
Devonshire
9.0 out of 10, Wonderful, (12 reviews)
"Excellent spot, especially great for work travel, nice and quiet location but within walking distance to downtown Host was fantastic, highly recommend!"
Canada
Brandon
The price is AU$572
includes taxes & fees
28 May - 29 May
Charming 2-bedroom apartment with WiFi and AC in Devonshire

Stylish City Apt, Walk Everywhere

Stylish City Apt, Walk Everywhere
Pembroke Parish
10.0 out of 10, Exceptional, (1 review)
"Good location with only a short stroll to hamilton. clean, spacious, easy checkin, easy communication with host. hope to be back soon"
United States
Anonymous traveller
Stylish City Apt, Walk Everywhere

Rosemont Guest Suites

Rosemont Guest Suites
3.5 star property
Pembroke Parish
8.6 out of 10, Excellent, (190 reviews)
"Clean room. Comfortable bed and a good location. Staff are friendly and helpful."
United States
Margaret
The price is AU$598
includes taxes & fees
13 May - 14 May
Rosemont Guest Suites

Shared Pools & Private Beaches! Room w/Garden View

Shared Pools & Private Beaches! Room w/Garden View
Sandys Parish
The price is AU$765
includes taxes & fees
31 May - 1 June
Shared Pools & Private Beaches! Room w/Garden View

West End Gem | Homestead at Moresby House | Sleeps 9+

West End Gem | Homestead at Moresby House | Sleeps 9+
Sandys
10.0 out of 10, Exceptional, (1 review)
"Our expectations at the Moresby home in Homestead were exceeded. From the very first day upon our arrival our family was truly blown away at how beautiful the home was with incredible views from every window and door. The accommodations for a family of 9 were very comfortable and we felt there was plenty of space for all. Movie time on the big screen in the theater was a hit along with ping pong tournaments in the living space. We will definitely plan to return."
United States
VernonH
The price is AU$2,781
includes taxes & fees
14 May - 15 May
West End Gem | Homestead at Moresby House | Sleeps 9+
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chelston Hotel Reviews

Find out more about Chelston

Everything you need to know about Chelston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chelston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chelston holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chelston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chelston. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chelston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chelston holiday rentals we have selected for you start as low as AU$598 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chelston rentals

At Expedia, we put the best Chelston holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chelston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chelston holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chelston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Chelston?

Yes, there are holiday rentals close to the most popular sights in Chelston, or you can select a more secluded option if you're looking for a relaxing stay.

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

Entire Private Vacation Villa 3 Bedrooms Pool nr Beach in Bermuda.: This highly rated holiday home rental in Chelston is located next to a golf course, and has an outdoor pool, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

How many holiday rentals will I find in Chelston?

Expedia has 3 holiday rentals for your stay in Chelston.

What’s there to see and do in Chelston?

Explore the area and family-friendly sights such as Bermuda Aquarium Museum and Zoo (BAMZ), or get out into nature at a spot like Elbow Beach. Front Street and Fort Hamilton are a couple of places you'll find in the wider area.

What’s a holiday rental in Chelston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chelston. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for small groups.