A calm lake with several boats, a sandy shore, and a forested hill in the background.

Holiday Rentals in Whippingham

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Our top choices for Whippingham holiday rentals

1. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (41 reviews)
"A great stay in this unique, cool venue."
United Kingdom
Simon
The price is €154
includes taxes & fees
22 Nov - 23 Nov
Pinnacle Suites

2. Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
Cowes
10.0 out of 10, Exceptional, (28 reviews)
"Great location, lovely cottage and a convenient place to explore Cowes."
United Kingdom
Lisa
The price is €134
includes taxes & fees
8 Nov - 9 Nov
Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

3. Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking

Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking
2.0 star property
Gosport
7.8 out of 10, Good, (6 reviews)
"The room was exactly as described. Communications with staff were clear and prompt. Check-in/Check-out was easy. Double bed was a nice firm mattress. Building was super quiet overnight. Location was very easy to access."
United Kingdom
Audrey
The price is €86
includes taxes & fees
6 Nov - 7 Nov
Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking

4. Isle 2-bed Retreat- Sleeps 4, Garden & Games Room

Isle 2-bed Retreat- Sleeps 4, Garden & Games Room
3.0 star property
Cowes
The price is €240
includes taxes & fees
6 Nov - 7 Nov
Isle 2-bed Retreat- Sleeps 4, Garden & Games Room

5. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,365 reviews)
"Great location and friendly staff!"
United States
Gary
The price is €92
includes taxes & fees
13 Nov - 14 Nov
Second Nature Southampton

6. The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
Cowes Isle of Wight
10.0 out of 10, Exceptional, (4 reviews)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
United Kingdom
Simon S.
The price is €289
includes taxes & fees
6 Nov - 7 Nov
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

7. The South Coast Snug

The South Coast Snug
2.0 star property
Fareham
7.4 out of 10, Good, (6 reviews)
"Fantastic place great location everything close by"
United Kingdom
Nikki
The price is €68
includes taxes & fees
9 Nov - 10 Nov
The South Coast Snug

8. Medina by The Solent

Medina by The Solent
3.0 star property
Cowes
9.0 out of 10, Wonderful, (4 reviews)
"Lovely little gem right in the heart of Cowes. 5 mins walk to the Red Jet ferry. Lots of lovely cafés, bars and restaurants within 5 mins. A great find."
United Kingdom
Paul
The price is €379
includes taxes & fees
8 Nov - 9 Nov
Medina by The Solent

9. Studio 33-Free Private Parking

Studio 33-Free Private Parking
2.0 star property
Southsea
10.0 out of 10, Exceptional, (1 review)
"Spotlessly clean, friendly, helpful staff, priced right"
United Kingdom
John
The price is €71
includes taxes & fees
6 Nov - 7 Nov
Studio 33-Free Private Parking

10. ANG Apartments

ANG Apartments
2.0 star property
Southsea
9.0 out of 10, Wonderful, (6 reviews)
"Nice place to stay, lovely beach view and close to amenities"
United Kingdom
Claire
The price is €76
includes taxes & fees
9 Nov - 10 Nov
ANG Apartments

11. Orchard Road

Orchard Road
2.0 star property
Southsea
The price is €54
includes taxes & fees
6 Nov - 7 Nov
Orchard Road

12. Francis Avenue

Francis Avenue
2.0 star property
Southsea
The price is €65
includes taxes & fees
6 Nov - 7 Nov
Francis Avenue

13. Cleveland Road

Cleveland Road
2.0 star property
Southsea
The price is €107
includes taxes & fees
6 Nov - 7 Nov
Cleveland Road

14. Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10

Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10
Cowes
9.8 out of 10, Exceptional, (66 reviews)
"Really great central place to stay with sea views and amenities all in walking distance."
United States
Patrick H.
The price is €520
includes taxes & fees
6 Nov - 7 Nov
Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10

15. Experience the epitome of English elegance at English Countryside Estate.

Experience the epitome of English elegance at English Countryside Estate.
Lymington
The price is €22,349
includes taxes & fees
6 Nov - 7 Nov
Experience the epitome of English elegance at English Countryside Estate.

16. Hamilton House

Hamilton House
Southsea
The price is €122
includes taxes & fees
8 Nov - 9 Nov
Hamilton House

17. Hayling Hideaway, private self contained cosy annex near to beach

Hayling Hideaway, private self contained cosy annex near to beach
Hayling Island
9.6 out of 10, Exceptional, (5 reviews)
"Very clean, great location, well-set up, ideal for two people exploring the sea front and wandering along the beaches. Recommended."
United Kingdom
Tim
The price is €119
includes taxes & fees
7 Nov - 8 Nov
Hayling Hideaway, private self contained cosy annex near to beach

18. Hamilton's Studio

Hamilton's Studio
3.0 star property
Ryde
The price is €353
includes taxes & fees
10 Nov - 11 Nov
Hamilton's Studio

19. York Street

York Street
Cowes
10.0 out of 10, Exceptional, (8 reviews)
"It was absolutely perfect ! The house was so well looked after ."
United States
Anonymous traveller
The price is €1,205
includes taxes & fees
6 Nov - 7 Nov
York Street

20. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.2 out of 10, Very good, (14 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is €110
includes taxes & fees
8 Nov - 9 Nov
Settle Southampton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Whippingham Hotel Reviews

Find out more about Whippingham

Everything you need to know about Whippingham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Whippingham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Whippingham holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Whippingham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Whippingham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Whippingham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Whippingham holiday rentals we have selected for you start as low as €72 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Whippingham rentals

At Expedia, we put the best Whippingham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Whippingham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Whippingham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Whippingham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Whippingham?

Yes, there are holiday rentals close to the most popular sights in Whippingham, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Whippingham has to offer?

Unique waterside home in stunning location.: This holiday home rental outside of Whippingham is located on the waterfront, and has a balcony, a garden and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Whippingham?

Choose from 3 Expedia holiday rentals in Whippingham for a memorable holiday.

What can I see and do in Whippingham?

While exploring the area, visit family-friendly sights like Isle of Wight Zoo, or get outside and enjoy nature at Isle of Wight Area of Outstanding Natural Beauty. You’ll find favourite places to visit such as Southampton Cruise Terminal and New Forest National Park in the wider area.

What are holiday rentals like in Whippingham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Whippingham. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.