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:13 Nov - 20 Nov

Interior
Interior
Exterior
Private kitchen
Exceptional
(26 reviews)

2 Bedroom Chalet With Private Decking

Sandown

9% off
S$1,242
for 7 nights, 1 chalet
S$177 per night
includes taxes & fees
2 Bedroom Chalet With Private Decking
Exterior
Exterior
Living area
Dining
Exceptional
(5 reviews)

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

Newport

9% off
S$1,468
for 7 nights, 1 cottage
S$210 per night
includes taxes & fees
Cosy converted barn in rural location with views of the surrounding countryside.
43” smart tv and storage. Patio door to courtyard garden.
Caribbean restaurant, 3 mins walk away.
Kitchenette/lounge.
King sized bed. Blanket box has throws and a large bedspead in.
Exceptional
(42 reviews)

Self catering flat, parking, 4 min walk beach, 3 min shops. Car ferry discount.

Sandown

9% off
S$770
for 7 nights, 1 apartment
S$110 per night
includes taxes & fees
Self catering flat, parking, 4 min walk beach, 3 min shops. Car ferry discount.
Living area
Dining
Room
Private kitchen
Exceptional
(11 reviews)

Superb Sea View, all amenities in walking distance, new renovation

Ventnor

37% off
S$1,645
for 7 nights, 1 cabin
S$235 per night
includes taxes & fees
Superb Sea View, all amenities in walking distance, new renovation
The upstairs "Gallery" joining 3 of the bedrooms
Magnificent bed from Paris 1930s
Drawing room
Wonderful gardens to relax in during the warmer months
Exceptional
(49 reviews)

Luxury, award winning Art Deco house for special holidays and family events

Shanklin

9% off
S$17,753
for 7 nights, 1 home
S$2,536 per night
includes taxes & fees
Luxury, award winning Art Deco house for special holidays and family events
Dining
Exterior detail
Living area
Private kitchen
Exceptional
(10 reviews)

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

Ventnor

23% off
S$1,734
for 7 nights, 1 home
S$248 per night
includes taxes & fees
Bermuda House with parking, good sea view and minutes from beach and shops
Property grounds
Day bed
Cosy by night
Living room to deck
Exceptional
(83 reviews)

Luxury, Stylish Home, With Garden, Sea Views and Parking.

Ventnor

8% off
S$2,755
for 7 nights, 1 home
S$394 per night
includes taxes & fees
Luxury, Stylish Home, With Garden, Sea Views and Parking.
Private kitchen
Interior
Living area
Dining
Exceptional
(42 reviews)

Lovely family holiday home in sunny Ventnor

Ventnor

9% off
S$3,537
for 7 nights, 1 home
S$505 per night
includes taxes & fees
Lovely family holiday home in sunny Ventnor
Beach
Private kitchen
Room
Exterior detail
Exceptional
(24 reviews)

Luxury Three Bed Apartment with Balcony and Seaviews

Ventnor

9% off
S$4,897
for 7 nights, 1 apartment
S$700 per night
includes taxes & fees
Luxury Three Bed Apartment with Balcony and Seaviews
Master bedroom
Sandown
Hall
Kitchen area
Exceptional
(35 reviews)

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

Sandown

8% off
S$1,351
for 7 nights, 1 apartment
S$193 per night
includes taxes & fees
Seaways, in Sandown,for a great relaxing holiday, Family friendly, free parking
Private kitchen
Dining
Living area
Exterior detail
Exceptional
(12 reviews)

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

Ventnor

9% off
S$1,172
for 7 nights, 1 apartment
S$167 per night
includes taxes & fees
Luxury ground floor one bedroom apartment yards from the beach and High Street
Children’s area
Shanklins Beach Huts (Small hope Beach)
Private kitchen
Property grounds
Exceptional
(15 reviews)

Jasmine Cottage, 3 Bedroom, family friendly, 10 min Walk to Beach, large Garden.

Shanklin

20% off
S$1,475
for 7 nights, 1 cottage
S$211 per night
includes taxes & fees
Jasmine Cottage, 3 Bedroom, family friendly, 10 min Walk to Beach, large Garden.
Your apartment at the front of the complex
Front terrace leading of dining/kitchen area
Room
Interior
Exceptional
(159 reviews)

Luxury Cowes waterfront apartment with exceptional Marina and Solent Sea Views

Cowes

8% off
S$2,150
for 7 nights, 1 apartment
S$307 per night
includes taxes & fees
Luxury Cowes waterfront apartment with exceptional Marina and Solent Sea Views
Welcome to The Seascape.
Bedroom with ensuite
Bedroom with ensuite
The Private Garden, enjoy 80m of landscape gardens
Exceptional
(15 reviews)

The Seascape, luxury 3 bed apartment with panoramic sea views, garden & hot tub

Shanklin

35% off
S$2,027
for 7 nights, 1 apartment
S$290 per night
includes taxes & fees
The Seascape, luxury 3 bed apartment with panoramic sea views, garden & hot tub
Terrace
Welcome to Dove Court!
Master Bedroom with French Doors
Open Plan Living Space Kitchen, Dining, Lounge
Exceptional
(8 reviews)

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

Shanklin

35% off
S$971
for 7 nights, 1 apartment
S$139 per night
includes taxes & fees
Vectis Holiday Homes, Modern, spacious apartment, great location, EV Charging
Master Bedroom
Terrace
Living space
Kitchen
Exceptional
(5 reviews)

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

Shanklin

35% off
S$1,170
for 7 nights, 1 apartment
S$167 per night
includes taxes & fees
Vectis Holiday Homes, Modern, spacious apartment, great location, EV Charging
Views over Shanklin Town.
Outside Terrace.
Welcome to Dove Court!
Lounge
Exceptional
(9 reviews)

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

Shanklin

35% off
S$1,170
for 7 nights, 1 apartment
S$167 per night
includes taxes & fees
Vectis Holiday Homes, Modern, spacious apartment, great location, EV Charging
Master Bedroom
Welcome to Dove Court!
Kitchen
Entrance Hall.
Exceptional
(10 reviews)

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

Shanklin

35% off
S$1,170
for 7 nights, 1 apartment
S$167 per night
includes taxes & fees
Vectis Holiday Homes, Modern, spacious apartment, great location, EV Charging
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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)
  • Isle of Wight Owl and Falconry Centre (3.9 mi / 6.2 km)
  • Ventnor Park (4.4 mi / 7 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 most popular type of holiday rental accommodation in Chale?
Based on our research, apartments are the most desirable type of holiday property in Chale. But as you know, everyone's idea of an epic stay isn't going to be the same. Vrbo has holiday homes in a variety of shapes and sizes, and we'll help you find the perfect match.
How much does it cost to rent a holiday rental in Chale?
Season, length of stay and property type are among the factors that can influence the price of a holiday home. Simply add your travel dates to find the ultimate escape. From cosy cabins to expansive villas, all Vrbo holiday rentals provide incredible value.
How much does it cost to rent a beach house in Chale?
The average price for a holiday rental by the beach in Chale depends on when you're travelling and the size and style of property you're searching for. You can find prices quickly and easily on Vrbo by entering the dates you'll be travelling. Then use our filters to pick the number of bedrooms and amenities that you need, like WiFi, air conditioning and a hot tub.
Are there pet-friendly holiday rentals in Chale?
With eight holiday rentals that allow pets, your furry little friend can join you on your Chale holiday. Use the filter tool to search our pet-friendly holiday rentals and find a stay that'll set tails wagging on Vrbo.
What are popular rental amenities in Chale?
Some of the most popular rental amenities people look for in Chale include a garden, an ocean view and a barbecue grill. Whether you're going on holiday with family, friends or even pets, Vrbo holiday properties provide the best amenities for fun and relaxation with the people closest to you.
Are there large group holiday rentals in Chale?
Take your pick of two Vrbo holiday properties in Chale that can sleep five or more guests. You'll get all the privacy and room you need to hang out with your loved ones — and no one else.
Are there holiday rentals in Chale that welcome kids?
With eight family-friendly holiday rentals to choose from in Chale, now is a fantastic time to introduce your little ones to the thrills of travel. Just click on our "Properties good for families" filter to look for stays loaded with amenities ideal for families on the move, like kitchens, private pools, hot tubs and entertainment areas.
What are the top attractions for families in Chale?
Keeping the kids occupied during your Chale holiday is child's play with these cool family-friendly attractions:
  • Ventnor Beach
  • Steephill Cove Beach
  • Blackgang Chine
Can I find two-bedroom holiday rentals in Chale?
Select from five two-bedroom holiday rentals in Chale. Put your little ones in the second room or fill it with a couple of your best buddies. There's a comfy spot for whoever's fortunate enough to be joining in on the fun.
Are there holiday rentals with WiFi in Chale?
There are five holiday rentals with WiFi in Chale. If you want to disconnect from daily life on your escape, but still need to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Chale?
You can pick from four Vrbo holiday homes with air conditioning in Chale providing that cooling breeze and extra comfort level. Simply enter your desired travel dates and then use our filter tool to help you locate properties with air conditioning.
How old do you have to be to rent a holiday rental in Chale?
We advise checking with the Chale holiday home you're considering on Vrbo as the age limit differs. However, typically it's 16, 18 or 21.
How long can I rent a holiday rental in Chale for?
The amount of time you can rent a Chale holiday rental for is down to each property. Just tap in your dates of travel to browse available options offering longer term stays. They have all you require to make your extended break more enjoyable such as air conditioning and laundries. Some holiday homes may also offer discounted weekly or monthly prices, so you can stay longer for less money.