Chelston holiday homes

We found 228 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Chelston that are perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, including parking and a garden. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.

  • Peace of mind

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Chelston

  • Picturesque Beaches: Chelston boasts stunning coastal spots perfect for sunbathing and swimming, ideal for a relaxed getaway.
  • Vibrant Urban Parks: Enjoy family-friendly picnics and leisurely strolls in well-kept urban parks.
  • Charming Streets: Wander through dynamic streets that capture the local culture and history.
  • Quaint Architecture: Admire high-ceilinged, romantic buildings that add unique character to the village.
  • Outdoor Adventures: Embrace a blend of coastal walks and urban exploration for an active holiday.

Top attractions near Chelston

Chelston, Paget Parish, Bermuda offers a blend of outdoor adventures and urban explorations. Visitors can enjoy its picturesque beaches, vibrant streets, and welcoming urban parks, perfect for family outings or a cultural day out. Whether you're relishing a coastal stroll or exploring the city's dynamic culture, Chelston provides a refreshing escape with plenty of local charm for every traveller.

  • Marley Beach: A coastal haven with a relaxed beach vibe, perfect for soaking up the sun and enjoying the soothing sounds of the ocean, all within 1.6km from Chelston.
  • Bermuda Society of Arts: An arts centre celebrating culture and creativity, offering local exhibitions and creative workshops, located 1.6km away from Chelston.
  • Perot Post Office: A charming historic building, rich in cultural heritage and local stories, just 1.6km from Chelston.

Things to do recommended for couples

Looking for a romantic getaway in Chelston, Paget Parish? Enjoy a sunset stroll along the stunning South Shore beaches or indulge in a candlelit dinner at a local restaurant. Don't miss a scenic bike ride through lush landscapes, perfect for creating unforgettable memories together.

Things to do recommended for families

Families will enjoy exploring the charming streets of Chelston and the scenic coastal paths, as well as engaging in interactive local activities designed for kids. Discover the authentic Bermudian experience during your stay in Paget Parish.

Things to do recommended for groups

Groups visiting Chelston can enjoy a delightful day at the beautiful Horseshoe Bay Beach, indulge in local cuisine at nearby restaurants, and explore the scenic trails of the Bermuda Railway Trail, perfect for a refreshing group hike with stunning coastal views.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Chelston

Whether you're travelling with a group, as a family, with your pets, or seeking extended stays, be sure to apply the appropriate filters. Here are some helpful Vrbo booking tips for you.

  • Traveling to Chelston with a group: Think about how many bedrooms you'll require, as well as any amenities like a fully equipped kitchen or outdoor space for group activities. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Chelston with young kids: Traveling with little ones can be demanding. It’s important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. It’s also wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Chelston: For many, a family holiday isn’t complete without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring everyone feels at home.
  • Planning for a long term stay visiting Chelston: If you're in search of holiday rentals with special offers for stays of a month or longer, you've come to the right spot. By using the appropriate filters, you can easily discover and save on monthly rentals. Don't forget to consider including options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Chelston

Discover the charm of Chelston, Paget Parish, Bermuda, where you can enjoy the stunning scenery and friendly atmosphere. Explore the beautiful Grape Bay Beach, ideal for sunbathing and swimming, or relax on the large lawns that invite family-friendly picnics. The village features high ceilings in its quaint architecture, adding to the romantic feel, making it a perfect spot for an outdoor getaway. Chelston offers a delightful blend of relaxation and adventure for all visitors.

  • Warwick Parish: Warwick Parish is a vibrant city just 3km from Chelston, offering an enticing blend of beachside charm and outdoor adventure. The scenic bay and family beach provide a perfect backdrop for a range of leisurely pursuits, from playing a round of golf at the local course to simply enjoying the ocean breeze. The area's mix of natural beauty and recreational facilities makes it an appealing destination for travellers seeking both relaxation and active experiences.
  • Paget Parish: Situated in the heart of Paget Parish, Chelston enjoys close proximity to this city, where travellers are drawn to its inviting beaches and stunning outdoor settings. The picturesque bay and family beach offer a scenic retreat, ideal for those looking to unwind or partake in outdoor activities. With golf courses and general recreational spots accessible nearby, Paget Parish provides a balanced mix of nature and leisure opportunities.
  • Hamilton: Only 2km from Chelston, Hamilton promises a refreshing escape with its blend of outdoor and beach experiences. The local attractions, including a beautiful bay and family beach, invite visitors to explore and enjoy leisurely walks along the shore or a round of golf. Hamilton’s close proximity not only provides easy access to its natural scenery but also enhances its appeal as a destination for a relaxed yet engaging holiday experience.

Best time to go to Chelston

If you're planning a trip to Chelston, it's a good idea to check both the weather and property rates. The warmest month is August.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January65.8°F (18.8°C)Light RainMostly Cloudy
February64.9°F (18.3°C)Light RainMostly Cloudy
March64.4°F (18.0°C)Light RainMostly Cloudy
April66.6°F (19.2°C)Light RainMostly Sunny
May70.2°F (21.2°C)Light RainMostly Sunny
June75.4°F (24.1°C)Light RainMostly Sunny
July79.5°F (26.4°C)Light RainMostly Sunny
August81.3°F (27.4°C)Light RainMostly Sunny
September79.9°F (26.6°C)Light RainMostly Sunny
October76.3°F (24.6°C)Light RainMostly Sunny
November71.6°F (22.0°C)Light RainMostly Cloudy
December68.2°F (20.1°C)Light RainMostly Cloudy

Booking with Vrbo is a breeze

Are you keen to save on your upcoming holiday? Consider being flexible with your travel dates, as prices can differ. Moreover, extending your stay can often result in considerable savings. To discover the ideal Vrbo property that suits your budget, simply use our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board gives you a dedicated space to kickstart fresh adventures, keep your plans rolling, or review and organise your bookings. Your saved or booked properties are neatly sorted into Potential, Upcoming, or Current Trips. Discover more about Trip Boards at: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Book a holiday rental for your Chelston getaway

Learn about the unique charm of Chelston with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Chelston

Do you want to discover attractions to visit while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Chelston a one-of-a-kind holiday spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Fairmont Southampton Golf Club (3.3 mi / 5.2 km)
  • Bermuda Aquarium Museum and Zoo (BAMZ) (4 mi / 6.5 km)
  • Bermuda Fun Golf (4.7 mi / 7.6 km)
  • Port Royal Golf Course (5.6 mi / 9 km)
  • Tucker's Point Golf Club (6.2 mi / 10 km)
  • Mid Ocean Golf Club (6.3 mi / 10.1 km)

Exploring the natural landscape of Chelston

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Chelston is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Elbow Beach (0.5 mi / 0.7 km)
  • Marley Beach (1.4 mi / 2.2 km)
  • Bermuda Botanical Gardens (1.4 mi / 2.3 km)
  • Astwood Cove (1.5 mi / 2.4 km)
  • Warwick Long Bay (2.1 mi / 3.3 km)
  • Horseshoe Bay (3 mi / 4.8 km)

Travelling to and around Chelston

Fly into St. George's (BDA-L.F. Wade Intl.), the closest airport, located 7.3 mi (11.7 km) from the city centre.

Frequently asked questions

What is the best area to stay in Chelston when booking a holiday rental?
When considering a holiday rental in Chelston, Bermuda, the area offers a delightful blend of tranquillity and accessibility. One of the more appealing neighbourhoods is near the waterfront, where you're treated to stunning views of the ocean and easy access to serene beaches. The proximity to popular attractions such as the Bermuda Aquarium, Museum and Zoo makes it an ideal spot for families and nature enthusiasts alike.In terms of available properties, Chelston features a variety of options, from charming villas to modern apartments, suiting different tastes and budgets. The sense of community in this area is complemented by local amenities, including quaint cafes and shops, creating an inviting space for visitors.
What are the top attractions in Chelston?
In Chelston, Bermuda, visitors can enjoy a variety of attractions that showcase the island's natural beauty and cultural heritage. The nearby Elbow Beach is renowned for its soft pink sands and crystal-clear waters, providing an idyllic setting for sunbathing and water sports. For those interested in history, the National Museum of Bermuda, located in the nearby Dockyard area, offers fascinating exhibits detailing the island's maritime past.The charming streets of Chelston are lined with pastel-coloured homes and lush gardens, creating a picturesque environment for leisurely strolls. Additionally, the area is close to the stunning Botanical Gardens, where visitors can explore a diverse collection of tropical plants and enjoy tranquil walking paths. Golf enthusiasts may also appreciate the proximity to the esteemed Mid Ocean Club, known for its challenging course and breathtaking ocean views.
Are all fees included in the Chelston holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Chelston holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Chelston with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Chelston holiday homes?
You can find great discounts on holiday homes in Chelston on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Chelston holiday home booking on Bookabach?
To find Chelston holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Chelston?
A long-stay holiday home in Chelston is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Chelston holiday home?
Book your Chelston holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Chelston?
Prices for holiday homes in Chelston vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Chelston to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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