We found 3,481 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals within easy reach of Chocolate Hole that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a pool. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts – Chocolate Hole
Our Book with Confidence Guarantee gives you 24/7 support
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
Frequently asked questions
What are the best holiday rentals near Chocolate Hole?
The best holiday rentals near Chocolate Hole in St. John are predominantly found directly around the bay and in nearby areas, offering easy access to the water. You will find a great selection of properties, mainly consisting of luxurious villas with stunning ocean views and comfortable condos, great for a relaxing island escape. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. You can easily find the best holiday rentals near Chocolate Hole.
Many top-rated rentals feature amenities so you can have a comfortable stay, such as private pools for refreshing dips, spacious decks or patios for outdoor living, and balconies to enjoy the sea breeze. These homes are ideal for families or groups seeking a tranquil getaway with plenty of space.
Are there any cheap holiday rentals near Chocolate Hole?
There are several affordable holiday rentals near Chocolate Hole, especially if you are flexible with location and travel dates. Budget-friendly stays typically start around AU$475 per night. You might find great deals in September and October during the off-season, making it a good option for guests looking to experience the area without overspending. These rentals often include amenities such as free WiFi, complimentary breakfast, and free self-parking, so you can have a comfortable stay.
To get the best value, consider staying slightly outside the main hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Chocolate Hole.
*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near Chocolate Hole?
There are over 60 pet-friendly holiday rentals available near Chocolate Hole, primarily villas and apartments in St. John. These properties often include amenities such as private decks, easy outdoor access, and comfortable living areas, ensuring a pleasant stay for both guests and their furry companions. Many allow dogs, service animals, and cats, providing a welcoming environment for various types of pets.
When searching for the best pet-friendly holiday rentals near Chocolate Hole, always verify the specific house rules, any size restrictions, and additional pet fees with the property owner. Chocolate Hole itself is a natural area where pets can enjoy the outdoors, with ample space to roam.
What are the top holiday rentals with pools near Chocolate Hole?
There are over 565 holiday rentals near Chocolate Hole that include access to swimming pools, offering a wide variety of options from private backyard pools to shared outdoor pools, and even some with heated or infinity pool features. The majority of these properties are villas and condos, many of which are concentrated in areas surrounding Chocolate Hole in St. John. These homes typically come well-equipped with amenities such as full kitchens, Wi-Fi, and comfortable living spaces, making them ideal for families and groups seeking a relaxing stay.
When selecting your ideal home, consider the benefits of different pool types. Private pools offer seclusion and exclusivity, great for families, while shared pools often provide access to additional facilities like sun loungers. For a luxurious touch, look for properties featuring infinity or rooftop pools. Always check if pools are heated, especially if you are visiting during cooler months, to ensure optimal comfort.
What are the best family holiday rentals near Chocolate Hole?
There are over 500 family-friendly holiday homes available near Chocolate Hole, primarily consisting of villas and condos that offer ample space and comfort for groups. These properties frequently boast multiple bedrooms and bathrooms, full kitchens for meal preparation, and often include outdoor play areas such as patios or gardens where children can enjoy themselves. Many also provide entertainment options like books, games, and even video games or arcade rooms, along with essential amenities like travel cribs and highchairs.
When selecting the ideal holiday rental for your family, look for homes that offer distinct living spaces, allowing both adults and children to relax independently. Prioritise properties with fully equipped kitchens and laundry facilities to simplify your stay. Choosing a home conveniently located near Chocolate Hole means less travel time and more opportunities to explore the beautiful surroundings.
Are there any luxury holiday rentals near Chocolate Hole?
There are several luxury holiday rentals near Chocolate Hole that combine the natural scenery with modern comfort. These properties often feature amenities such as private pools, heated pools, private chefs, and infinity pools. Guests can also find properties with premium bedding, Egyptian cotton sheets, fireplaces, and mountain views.
These homes are ideal for families or larger groups, offering features like air conditioning for a comfortable stay. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
How much is a holiday rental near Chocolate Hole?
Holiday rentals near Chocolate Hole offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around AU$475 per night, providing an affordable option. Mid-range rentals, including private homes, are generally around AU$880 per night, offering more comfort and privacy. Upscale options can cost AU$1340 or more per night, especially for properties with extensive amenities like a private pool or prime waterfront locations.
Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.
*Pricing data are based on past 12 months data.
Where should I stay when visiting Chocolate Hole?
When visiting Chocolate Hole, you have a selection of wonderful areas for your holiday rental. The immediate vicinity of Chocolate Hole itself offers properties with beautiful sea views and direct access to the water, great for those seeking a tranquil coastal experience.
Just a short drive away, Cruz Bay provides a livelier setting with a wider array of dining and shopping options. Properties here offer convenient access to ferries and various island excursions.
For those desiring more seclusion and stunning natural beauty, the properties around Great Cruz Bay offer luxurious homes with breathtaking views and private beach access. These rentals are a short drive from Chocolate Hole, providing easy access to all the island's attractions.
What is the cheapest month to stay near Chocolate Hole?
The cheapest time to find holiday rentals near Chocolate Hole is typically during the late Summer to Autumn (September to October), excluding any major local festivals. September and October frequently offer the best deals on homes and properties. Guests can often find lower rates and increased availability during these months.
Are there any top beachfront holiday rentals near Chocolate Hole
Beachfront holiday rentals near Chocolate Hole offer direct access to the sand, with many properties featuring ocean-view balconies or being just steps from the water. Guests can find properties directly on the shore of Chocolate Hole itself, providing a quieter, more relaxed environment. For those seeking lively dining and shopping, nearby areas offer options within a short drive.
These properties often include amenities such as beach chairs, umbrellas, and oceanfront pools, making for an effortless stay. Accommodation types range from ocean-facing rooms and suites to multi-bedroom villas with private terraces or extra living space, suitable for various guest needs.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
What can I expect from Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.
Stayz 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.
Can I plan a group trip on Stayz?
Stayz'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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.