Chelston Vacation Rentals

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Our top choices for Chelston vacation rentals

Luxe 2 Bedroom Suite in Beachfront Resort

Luxe 2 Bedroom Suite in Beachfront Resort
Sandys Parish
$1,505 nightly
The price is $1,767
Apr 20 - Apr 21
Total with taxes and fees
Luxe 2 Bedroom Suite in Beachfront Resort

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
$390 nightly
The price is $433
Apr 17 - Apr 18
Total with taxes and fees
Rosemont Guest Suites

Shared Pools & Private Beaches! Room w/Garden View

Shared Pools & Private Beaches! Room w/Garden View
Sandys Parish
$648 nightly
The price is $760
Apr 29 - Apr 30
Total with taxes and fees
Shared Pools & Private Beaches! Room w/Garden View

Cozy 2-bedroom apt in enchanting in Pembroke, minutes walk from the city with AC

Cozy 2-bedroom apt in enchanting in Pembroke, minutes walk from the city with AC
Pembroke Parish
$418 nightly
The price is $431
May 4 - May 5
Total with taxes and fees
Cozy 2-bedroom apt in enchanting in Pembroke, minutes walk from the city with AC
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 Chelston Hotel Reviews

Find out more about Chelston

Everything you need to know about Chelston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chelston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chelston vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chelston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $433 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chelston rentals

At Expedia, we put the best Chelston vacation 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 vacation.

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 vacation rental in Chelston?

Yes, we have vacation rentals near popular attractions in Chelston, or you can go with a more remote option if you're looking for relaxation.

What's the top vacation rental that Chelston has to offer?

Entire Private Vacation Villa 3 Bedrooms Pool nr Beach in Bermuda.: Visitors give good reviews to this Chelston vacation home rental, which 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.

How many vacation rentals will I find in Chelston?

Expedia has 3 vacation 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 larger area.

What’s a vacation rental in Chelston like?

A vacation rental is a private property you can book for a few weeks or just a few days in Chelston. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family trip.