Photo by ROGER ROBERTS

Chale holiday rentals

We found 1,053 holiday rentals — enter your dates for availability
Discover a selection of 13 cottages and other holiday rentals in Chale that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as air conditioning and a pool. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Chale

Showing deals for:25 Dec - 1 Jan

Private kitchen
Interior
Room
Exterior
Exceptional
(28 reviews)

2 Bedroom Chalet With Private Decking

Sandown

9% off
AU$1,349
for 7 nights, 1 chalet
AU$193 per night
includes taxes & fees
2 Bedroom Chalet With Private Decking
Living area
Exterior
Interior
Exterior
Exceptional
(6 reviews)

Cosy converted barn in rural location with views of the surrounding countryside.

Newport

18% off
AU$2,921
for 7 nights, 1 cottage
AU$417 per night
includes taxes & fees
Cosy converted barn in rural location with views of the surrounding countryside.
Interior
Property grounds
Outdoor dining
Private kitchen
Exceptional
(10 reviews)

PRETTY, COSY COTTAGE FOR 2 - 4 NEAR SOUTH COAST, BEAUTIFUL QUIET LOCATION

Ventnor

9% off
AU$2,090
for 7 nights, 1 cottage
AU$299 per night
includes taxes & fees
PRETTY, COSY COTTAGE FOR 2 - 4 NEAR SOUTH COAST, BEAUTIFUL QUIET LOCATION
Dining
Exterior detail
Private kitchen
Room
Exceptional
(12 reviews)

Bermuda House with parking, good sea view and minutes from beach and shops

Ventnor

23% off
AU$3,504
for 7 nights, 1 home
AU$501 per night
includes taxes & fees
Bermuda House with parking, good sea view and minutes from beach and shops
Private kitchen
Interior
Outdoor dining
Dining
Exceptional
(42 reviews)

Lovely family holiday home in sunny Ventnor

Ventnor

9% off
AU$4,098
for 7 nights, 1 home
AU$585 per night
includes taxes & fees
Lovely family holiday home in sunny Ventnor
Private kitchen
Dining
Exterior detail
Living area
Exceptional
(12 reviews)

Luxury ground floor one bedroom apartment yards from the beach and High Street

Ventnor

9% off
AU$2,367
for 7 nights, 1 apartment
AU$338 per night
includes taxes & fees
Luxury ground floor one bedroom apartment yards from the beach and High Street
Hall
Sandown
Kitchen area
Master bedroom
Exceptional
(37 reviews)

Seaways, in Sandown,for a great relaxing holiday, Family friendly, free parking

Sandown

8% off
AU$1,491
for 7 nights, 1 apartment
AU$213 per night
includes taxes & fees
Seaways, in Sandown,for a great relaxing holiday, Family friendly, free parking
Living space
Terrace
Kitchen
Master Bedroom
Exceptional
(5 reviews)

Vectis Holiday Homes, Modern, spacious apartment, great location, EV Charging

Shanklin

35% off
AU$1,786
for 7 nights, 1 apartment
AU$255 per night
includes taxes & fees
Vectis Holiday Homes, Modern, spacious apartment, great location, EV Charging

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

Delight in the waterfront landscape of Chale

The island views and other outdoor surroundings create an inviting atmosphere in Chale. This welcoming city attracts visitors thanks to its sporting events and restaurants. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Chale

Are you hoping to find things to do while you're in town? Venture out of your holiday home and check out everything that makes Chale a one-of-a-kind holiday spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Blackgang Chine (0.7 mi / 1.1 km)
  • Isle of Wight Zoo (8.9 mi / 14.3 km)
  • The Needles Landmark Attraction (12 mi / 19.3 km)
  • Clarence Pier (16 mi / 25.8 km)
  • Butterfly Paragliding (0.4 mi / 0.6 km)
  • Isle of Wight Owl and Falconry Centre (3.9 mi / 6.2 km)

Exploring the natural landscape of Chale

Whether you're an active traveller or just want to appreciate the scenery, Chale is a great place to get outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • New Forest National Park (22.6 mi / 36.3 km)
  • Ventnor Beach (4.7 mi / 7.6 km)
  • Shanklin Chine (6.4 mi / 10.3 km)
  • Shanklin Beach (6.7 mi / 10.7 km)
  • Seaclose Park (7.8 mi / 12.5 km)
  • Sandown Beach (8.4 mi / 13.5 km)

Transport to and around Chale

The nearest airport is in Southampton (SOU), located 24.5 mi (39.4 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Bournemouth (BOH-Bournemouth Intl.), which is 25.8 mi (41.5 km) away.

Frequently asked questions

What is the best area to stay in Chale when booking a holiday rental?
When considering a holiday rental in Chale, a popular area to stay in is near the beautiful coast. This charming village is located on the Isle of Wight and offers a tranquil escape. The properties in this area tend to be a mix of quaint cottages and modern homes, providing a variety of choices to suit different tastes and budgets.Staying near the coastline allows easy access to stunning natural attractions such as the nearby Chale Green, which is great for leisurely walks and enjoying the picturesque scenery. Additionally, the iconic cliffs of the southern coast are just a stone's throw away, offering breathtaking views and opportunities for outdoor adventures.For those looking to explore further afield, the nearby village of Niton is also worth a visit, where you can find delightful local shops and eateries.
When is the best time to visit Chale for a holiday rental?
The most popular time to visit Chale for a holiday rental is during the peak season from June to August. This vibrant period attracts visitors eager to revel in the beauty of the Isle of Wight, where the delightful summer weather complements a variety of outdoor activities, from coastal walks to exploring local attractions. July, in particular, is a highlight, with warm temperatures averaging around 20 to 25 degrees Celsius, great for enjoying the scenic coastline and engaging in water sports.For those seeking a more tranquil experience, consider visiting in May, which is a lovely time to explore Chale before the peak season kicks in. The landscape bursts into life with spring blooms, and you'll enjoy pleasant weather while dodging the summer crowds. This month provides a wonderful opportunity for leisurely hikes along the stunning coastal paths or simply soaking in the serene atmosphere.Regardless of the season, Chale offers a range of delightful experiences.
What are the top attractions in Chale?
In Chale, visitors can enjoy a range of attractions that highlight the area's natural beauty and historical significance. The stunning coastline offers breathtaking views, particularly from the cliffs at the nearby Chale Green, where you can appreciate the dramatic scenery of the Isle of Wight.The village itself has charming architecture and local shops, providing a glimpse into the traditional rural life of the island. Just a short distance away, the renowned St. Catherine's Down offers fantastic walking trails and panoramic vistas, making it a popular spot for hikers and nature enthusiasts.Additionally, the nearby Blackgang Chine, a family-friendly amusement park, features a variety of attractions set within beautiful gardens, making it a great day out for families visiting Chale.
Are all fees included in the Chale holiday homes prices shown on Stayz?
Stayz 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 Chale holiday homes with parking?
Stayz offers a wide selection of holiday homes in Chale 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 Chale holiday homes?
You can find great discounts on holiday homes in Chale on Stayz, 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 Chale holiday home booking on Stayz?
To find Chale holiday rentals with free cancellation, just use Stayz'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, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Chale?
A long-stay holiday home in Chale 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 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.
How early should I book a Chale holiday home?
Book your Chale 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Chale?
Prices for holiday homes in Chale 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. Stayz offers something for every taste and budget, from affordable homes in Chale to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ 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.
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.
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.

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