Photo by Christine Matthews

Whippingham holiday rentals

We found 1,545 holiday rentals — enter your dates for availability
Discover a selection of 5 cottages and other holiday rentals in Whippingham that are perfect for your trip. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as Wi-Fi and a pool. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Whippingham

Showing deals for:1 Jan - 8 Jan

Outdoor dining
Property grounds
Private kitchen
Living area
Exceptional
(10 reviews)

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

Ventnor

9% off
AU$2,273
for 7 nights, 1 cottage
AU$325 per night
includes taxes & fees
PRETTY, COSY COTTAGE FOR 2 - 4 NEAR SOUTH COAST, BEAUTIFUL QUIET LOCATION
Interior
Exterior
Dining
Living area
Exceptional
(6 reviews)

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

Newport

16% off
AU$1,692
for 7 nights, 1 cottage
AU$242 per night
includes taxes & fees
Cosy converted barn in rural location with views of the surrounding countryside.
Dining
Exterior detail
Private kitchen
Living area
Exceptional
(13 reviews)

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

Ventnor

23% off
AU$2,110
for 7 nights, 1 home
AU$301 per night
includes taxes & fees
Bermuda House with parking, good sea view and minutes from beach and shops
Beach
Property grounds
Living area
Outdoor dining
Exceptional
(11 reviews)

Character Victorian townhouse - conservation area

Portsmouth

13% off
AU$2,445
for 7 nights, 1 home
AU$349 per night
includes taxes & fees
Character Victorian townhouse - conservation area
Outdoor dining
Interior
Private kitchen
Living area
Exceptional
(42 reviews)

Lovely family holiday home in sunny Ventnor

Ventnor

9% off
AU$4,004
for 7 nights, 1 home
AU$572 per night
includes taxes & fees
Lovely family holiday home in sunny Ventnor
Room
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$2,377
for 7 nights, 1 apartment
AU$340 per night
includes taxes & fees
Luxury ground floor one bedroom apartment yards from the beach and High Street
Living room to deck
Day bed
Cosy by night
Living room to sunny deck
Exceptional
(85 reviews)

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

Ventnor

9% off
AU$2,986
for 7 nights, 1 home
AU$427 per night
includes taxes & fees
Luxury, Stylish Home, With Garden, Sea Views and Parking.
Private kitchen
Shanklins Beach Huts (Small hope Beach)
Jasmine master bedroom
Children’s area
Exceptional
(15 reviews)

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

Shanklin

13% off
AU$1,793
for 7 nights, 1 cottage
AU$256 per night
includes taxes & fees
Jasmine Cottage, 3 Bedroom, family friendly, 10 min Walk to Beach, large Garden.
Master bedroom
Sandown
Interior
Kitchen area
Exceptional
(37 reviews)

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

Sandown

8% off
AU$1,500
for 7 nights, 1 apartment
AU$214 per night
includes taxes & fees
Seaways, in Sandown,for a great relaxing holiday, Family friendly, free parking
Kitchen
Terrace
Master Bedroom
Living space
Exceptional
(5 reviews)

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

Shanklin

35% off
AU$1,794
for 7 nights, 1 apartment
AU$256 per night
includes taxes & fees
Vectis Holiday Homes, Modern, spacious apartment, great location, EV Charging
Cottage kitchen with pine extending table & Bentwood chairs
Terrace/patio
Private kitchen
Exterior
Exceptional
(87 reviews)

Edge of Old Village, close to shops, park and beach; ferry discounts

Shanklin

5% off
AU$2,766
for 7 nights, 1 cottage
AU$395 per night
includes taxes & fees
Edge of Old Village, close to shops, park and beach; ferry discounts

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Choose a holiday rental for your Whippingham getaway

Learn about the unique charm of Whippingham with a stay in a holiday home rental. This city has something for everyone. Southampton Cruise Terminal and New Forest National Park are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Whippingham

Do you want to find top things to see and do during your stay? Venture out of your holiday home and experience everything that makes Whippingham a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Isle of Wight Zoo (7.9 mi / 12.8 km)
  • Clarence Pier (8.6 mi / 13.9 km)
  • Blackgang Chine (10.1 mi / 16.3 km)
  • The Needles Landmark Attraction (13.3 mi / 21.3 km)
  • SenSpa at Careys Manor Hotel (14.1 mi / 22.7 km)
  • Garlic Farm (4.7 mi / 7.6 km)

Exploring the natural features in Whippingham

Whether you're looking for fun outdoor activities or just want to take in the scenery, Whippingham is a great spot to appreciate mother nature. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • New Forest National Park (17.4 mi / 28 km)
  • Seaclose Park (1.7 mi / 2.8 km)
  • Lepe Beach (4.8 mi / 7.7 km)
  • Isle Of Wight Coastal Footpath (5.5 mi / 8.8 km)
  • Ryde Beach (5.7 mi / 9.2 km)
  • Calshot Beach (5.8 mi / 9.3 km)

Transport to and around Whippingham

The nearest airport is in Southampton (SOU), located 15.4 mi (24.8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Bournemouth (BOH-Bournemouth Intl.), which is 24.3 mi (39.1 km) away.

Frequently asked questions

What is the best area to stay in Whippingham when booking a holiday rental?
When considering a holiday rental in Whippingham, a charming village on the Isle of Wight, the area offers a delightful blend of tranquillity and proximity to various attractions. One of the most appealing aspects of Whippingham is its close-knit community feel, which is complemented by the stunning surroundings.For a pleasant stay, you might want to explore options near the East Cowes area, which is just a short distance away. This neighbourhood not only provides easy access to the picturesque waterfront but also features the renowned Cowes Maritime Museum, great for those interested in the island's rich maritime history. The Isle of Wight is famous for its sailing events, and being near Cowes allows for a front-row seat to some of the best regattas in the country.Another excellent option is to look at properties situated near the historic site of Osborne House, the former royal residence of Queen Victoria. This magnificent house and its beautiful gardens are a must-visit and offer a glimpse into royal life in the 19th century. Staying close to such an iconic landmark adds a unique touch to your holiday experience.In Whippingham and its surrounding areas, you'll find a variety of properties suiting different tastes, ranging from quaint cottages to modern apartments, providing ample choice for visitors.
What are the top attractions in Whippingham?
In Whippingham, visitors can enjoy a mix of historical and natural attractions. The area is well-known for its proximity to the iconic Osborne House, the former royal residence of Queen Victoria, which features stunning gardens and beautiful architecture that reflect the Victorian era. The estate offers guided tours and lovely walking paths around the grounds.Another appealing site is the nearby East Cowes, where you can explore the waterfront and enjoy views of the Solent, along with charming shops and cafes. The area is also close to the picturesque Isle of Wight, renowned for its scenic landscapes and coastal walks, making it a wonderful base for those looking to explore the surrounding natural beauty.
Are all fees included in the Whippingham 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 Whippingham holiday homes with parking?
Stayz offers a wide selection of holiday homes in Whippingham 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 Whippingham holiday homes?
You can find great discounts on holiday homes in Whippingham 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 Whippingham holiday home booking on Stayz?
To find Whippingham 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 Whippingham?
A long-stay holiday home in Whippingham 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 Whippingham holiday home?
Book your Whippingham 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 Whippingham?
Prices for holiday homes in Whippingham 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 Whippingham 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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