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

Whippingham Holiday Rentals

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Our top choices for Whippingham holiday rentals

1. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.4 out of 10, Exceptional, (38 reviews)
"Very friendly host with modern suites"
United Kingdom
Samuel
The price is AU$305
includes taxes & fees
18 Aug - 19 Aug
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, (24 reviews)
"Awesome place to stay- we absolutely loved it and will be back"
United Kingdom
Edward
The price is AU$312
includes taxes & fees
18 Aug - 19 Aug
Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

3. The Boat House - Isle of Wight

The Boat House - Isle of Wight
4.0 star property
Seaview
9.0 out of 10, Wonderful, (118 reviews)
"We had a very comfortable stay in a twin room with a huge bathroom (no sea view). The room was clean and had everything we needed including a fan (although I had to clean it before use). The staff were incredibly friendly and helpful. The Boat House is nice and close to the beach and both Ryde and Seaview are walkable. Breakfast was lovely with lots of choice."
United Kingdom
Claire
The price is AU$306
includes taxes & fees
1 Sept - 2 Sept
The Boat House - Isle of Wight

4. 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
8.0 out of 10, Very good, (5 reviews)
"Room is well equipped "
United Kingdom
Chris
The price is AU$118
includes taxes & fees
18 Aug - 19 Aug
Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking

5. 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 AU$519
includes taxes & fees
13 Sept - 14 Sept
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

6. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,301 reviews)
"Great stay and very nice staff!"
Canada
Anne
The price is AU$171
includes taxes & fees
17 Aug - 18 Aug
Second Nature Southampton

7. Medina by The Solent

Medina by The Solent
2.0 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 AU$612
includes taxes & fees
20 Aug - 21 Aug
Medina by The Solent

8. Seaview Holidays - Salterns Village

Seaview Holidays - Salterns Village
4.0 star property
Seaview
9.0 out of 10, Wonderful, (79 reviews)
"We had a lovely time and felt very welcomed and accommodated "
United Kingdom
Soha
The price is AU$540
includes taxes & fees
4 Sept - 5 Sept
Seaview Holidays - Salterns Village

9. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.6 out of 10, Excellent, (7 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is AU$174
includes taxes & fees
31 Aug - 1 Sept
Settle Southampton

10. 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 AU$1,920
includes taxes & fees
2 Sept - 3 Sept
York Street

11. Radstock Road - Room 3a

Radstock Road - Room 3a
Southampton
The price is AU$112
includes taxes & fees
20 Aug - 21 Aug
Radstock Road - Room 3a

12. 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 AU$1,534
includes taxes & fees
14 Sept - 15 Sept
Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10

13. Studio 31-Free Private Parking

Studio 31-Free Private Parking
2.0 star property
Southsea
The price is AU$181
includes taxes & fees
18 Aug - 19 Aug
Studio 31-Free Private Parking

14. Cozy Room in Portsmouth Close to Beach

Cozy Room in Portsmouth Close to Beach
Southsea
The price is AU$126
includes taxes & fees
19 Aug - 20 Aug
Cozy Room in Portsmouth Close to Beach

15. QE2 Loft Apartments

QE2 Loft Apartments
3.0 star property
Southampton City Centre
6.4 out of 10, (7 reviews)
"No Air conditioning! Bar under with loud party all night long. Windows open for air. You book this room only if you want to party. Otherwise you will be kept up all night long. 90 degrees outside and hotter inside do to restaurant ovens directly under room. It was the worst experience. Jet lag turned into nightmare 😫"
United States
BRIAN
The price is AU$316
includes taxes & fees
16 Aug - 17 Aug
QE2 Loft Apartments

16. Bell Cottage

Bell Cottage
Cowes
10.0 out of 10, Exceptional, (8 reviews)
"Anonymous: Accommodation lovely. Owners seem to have thought of everything to make our stay very pleasant. Nicely situated to explore the Island. Enjoyed our stay."
United States
Anonymous traveller
The price is AU$1,296
includes taxes & fees
2 Sept - 3 Sept
Bell Cottage

17. Creek Lodge

Creek Lodge
2.0 star property
Ryde
10.0 out of 10, Exceptional, (1 review)
"The property is very clean and comfy. We enjoyed our stay and would love to come back!"
United Kingdom
Sok Leng
The price is AU$711
includes taxes & fees
28 Aug - 29 Aug
Creek Lodge

18. ANG Apartments

ANG Apartments
2.0 star property
Southsea
9.2 out of 10, Wonderful, (5 reviews)
"Clean and tidy."
United Kingdom
Mike
The price is AU$150
includes taxes & fees
1 Sept - 2 Sept
ANG Apartments

19. Beautiful 2 bedroom full-furnished semi-detached house with parking

Beautiful 2 bedroom full-furnished semi-detached house with parking
Dibden Purlieu
9.4 out of 10, Exceptional, (10 reviews)
"Accommodation was beautifully clean and well equipped in a great location. "
United Kingdom
Julie P.
The price is AU$297
includes taxes & fees
19 Aug - 20 Aug
Beautiful 2 bedroom full-furnished semi-detached house with parking

20. Centrally located double room

Centrally located double room
Freemantle
The price is AU$71
includes taxes & fees
24 Aug - 25 Aug
Centrally located double room
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, 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 favourite 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 depend 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 AU$83 per night. Entering your travel dates in the search wizard might find you 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?

MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS: This holiday home rental outside of Whippingham is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 12 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.