186+ Vacation Rentals & Holiday Homes in Chelston |
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Chelston Accommodations - Hotels & Rentals

About Chelston Vacation Rentals

Discover More than 186 Incredible Getaway Rentals Available in Chelston. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Chelston.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Chelston, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Chelston. The Average Size of Places to Stay Near Chelston is 1083.13 ft², with Prices Averaging US $609 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Chelston. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Chelston

Type Count
Holiday Apartments 73
Vacation Homes 45
Cottages 11
Villas 1

Use these Quick Filters to Find a Vacation Rental in Chelston

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Chelston with Online Reservations.

Weather in Chelston, BM

View the weather forecast for Chelston before booking your Chelston Vacation Rentals to confirm your best time to go.

December - February
High 73°F       Low 56°F
March - May
High 74°F       Low 56°F
June - August
High 85°F       Low 72°F
September - November
High 83°F       Low 67°F

Activities ChelstonGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World ChelstonGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Horseshoe Bay
King's Wharf in Dockyard
Royal Naval Dockyard
Elbow Beach
Fairmont Southampton Golf Club
Warwick Long Bay
City Hall
Bermuda State House at St. George's
Bermuda Perfumery
Tobacco Bay
Crystal Caves
Fort Hamilton
Clearwater Beach
Mid Ocean Golf Club
Shelly Bay
Bermuda Aquarium Museum and Zoo
Tucker's Point Golf Club
Bermuda Botanical Gardens
St. Catherine's Beach
Port Royal Golf Course

Frequently Asked Questions About Chelston?

What are the top hotels, lake houses & vacation rentals in Chelston?

We provide an array of great vacation destinations in Chelston. If you are looking to stay in or around the Chelston area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Chelston:

How many Hotels & Vacation Rentals have private pools in Chelston?

We have 6 Hotels & Vacation Rentals featuring a private pool in and near Chelston. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Chelston is best for families?

Searching for a family-friendly getaway in Chelston? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Chelston?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 186 in the Chelston area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Chelston.


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