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Whippingham Vacation Rentals

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Our top choices for Whippingham vacation rentals

Island Harbour Houseboat

Island Harbour Houseboat
Binfield
10.0 out of 10, Exceptional, (1)
"A great experience for us staying in a houseboat at Island harbour, a tranquil area of the Isle of Wight, makes for a relaxing stay but in easy reach of the rest of the Island. On one of our days there we had friends over for dinner and due to the sunny positioning of the bi-fold doors, we could open these to the full extent, sit out and enjoy the afternoon sunshine. It makes to accommodate a fantastic entertaining area. We thoroughly enjoyed our stay here and wouldn't hesitate to return...
United States
Anonymous traveler
$768 nightly
The price is $768
Jan 2 - Jan 3, 2026
Total with taxes and fees
Island Harbour Houseboat

40 foot luxury yacht on 5* Ocean Village Marina

40 foot luxury yacht on 5* Ocean Village Marina
Southampton City Centre
10.0 out of 10, Exceptional, (2)
"We decided to try something new instead of hotel so booked the yacht. Great experience. Marina and boat were lovely. Lots of restaurants and easy to walk around and explore. Steve and Miros went over and above to make sure our stay was great and even picked us up from cruise port and drove us to airport hotel the next day. Would highly recommend . "
Canada
Sheila
$283 nightly
The price is $283
Dec 28 - Dec 29
Total with taxes and fees
40 foot luxury yacht on 5* Ocean Village Marina

Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation

Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation
Binfield
10.0 out of 10, Exceptional, (1)
"Best stay! Very new experience of staying in a boat. Amazing location for public services as well. "
United Kingdom
srini k.
$260 nightly
The price is $260
Dec 28 - Dec 29
Total with taxes and fees
Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation

Yacht ‘X’ - 44 foot modern yacht on 5 star Marina

Yacht ‘X’ - 44 foot modern yacht on 5 star Marina
Southampton City Centre
10.0 out of 10, Exceptional, (2)
"Great place to stay, space is so well thought out and the handover is so informative. Local knowledge of area also advised which is really helpful. Would definitely stay again"
United Kingdom
Carol O.
$302 nightly
The price is $302
Dec 30 - Dec 31
Total with taxes and fees
Yacht ‘X’ - 44 foot modern yacht on 5 star Marina

4thedome

4thedome
3.5 star property
New Milton
9.4 out of 10, Exceptional, (12)
"Had a lovely stay in this apartment . It was excellent. Very very clean and comfortable, with everything you could need and a lot of little extras. Just a couple of steps over to the clifftop in Barton on sea. Would definitely stay again."
United Kingdom
Stephen
$138 nightly
The price is $157
Jan 6 - Jan 7, 2026
Total with taxes and fees
4thedome

Adorable 2-bedroom apartment in Southampton

Adorable 2-bedroom apartment in Southampton
Freemantle
10.0 out of 10, Exceptional, (2)
"Apartment was in great condition, no complaints!"
United Kingdom
Bethany M.
$184 nightly
The price is $184
Dec 29 - Dec 30
Total with taxes and fees
Adorable 2-bedroom apartment in Southampton

Hayling Hideaway, private self contained cosy annex near to beach

Hayling Hideaway, private self contained cosy annex near to beach
Hayling Island
9.4 out of 10, Exceptional, (3)
"All was perfect. "
United Kingdom
Ricchard B.
$123 nightly
The price is $124
Dec 28 - Dec 29
Total with taxes and fees
Hayling Hideaway, private self contained cosy annex near to beach

5 Yarmouth Cottages

5 Yarmouth Cottages
3.5 star property
Freshwater
9.4 out of 10, Exceptional, (3)
"Convenient and spotlessly clean small cottage is a great base for exploring the IoW. Only slight downside is that the proximity to other guests means sitting outside can be a little bit of an exercise in hearing other people’s conversation! This small point aside, can recommend for a short stay. "
United Kingdom
Clive
$369 nightly
The price is $443
Jan 2 - Jan 3, 2026
Total with taxes and fees
5 Yarmouth Cottages

Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.8 out of 10, Exceptional, (25)
"Great place to stay. Facilities are very nice and clean. Zoe is a very helpful and kind host. "
Denmark
Sebastian
$175 nightly
The price is $211
Dec 28 - Dec 29
Total with taxes and fees
Pinnacle Suites

Southampton retreat-Hot Tub-Pool-Parking

Southampton retreat-Hot Tub-Pool-Parking
2.0 star property
Shirley
7.0 out of 10, Good, (2)
"Serene location. Nice property. "
United Kingdom
Theertha
$153 nightly
The price is $184
Jan 4 - Jan 5, 2026
Total with taxes and fees
Southampton retreat-Hot Tub-Pool-Parking

ANG Apartments

ANG Apartments
2.0 star property
Southsea
$69 nightly
The price is $83
Jan 4 - Jan 5, 2026
Total with taxes and fees
ANG Apartments

Beautiful modern 3 bedroom penthouse, a stone's throw from the beach.

Beautiful modern 3 bedroom penthouse, a stone's throw from the beach.
Ventnor
9.4 out of 10, Exceptional, (9)
"Our second stay here - such a lovely position! Apartment is clean & very comfortable. Waking up to the sound of the sea is fantastic. Despite being so close to the town & seafront the apartment is quiet & peaceful."
United Kingdom
Susan W.
$413 nightly
The price is $413
Dec 29 - Dec 30
Total with taxes and fees
Beautiful modern 3 bedroom penthouse, a stone's throw from the beach.

The Botanist Rest-Ventnor IOW-2 Bedroom/sea views/beach/walking

The Botanist Rest-Ventnor IOW-2 Bedroom/sea views/beach/walking
Ventnor Isle of Wight
9.8 out of 10, Exceptional, (6)
"Nicely presented with everything one could need (although some oven gloves would have been nice). Great shower. Handily placed for the shops and beach."
United Kingdom
Paul L.
$337 nightly
The price is $337
Dec 28 - Dec 29
Total with taxes and fees
The Botanist Rest-Ventnor IOW-2 Bedroom/sea views/beach/walking

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
$77 nightly
The price is $93
Jan 1 - Jan 2, 2026
Total with taxes and fees
Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking

The Cliff House Hotel

The Cliff House Hotel
4.0 star property
New Milton
9.4 out of 10, Exceptional, (403)
"Great location, food, accomodation and pleasant staff."
United Kingdom
Anthony
$191 nightly
The price is $229
Dec 29 - Dec 30
Total with taxes and fees
The Cliff House Hotel

Iris home in Southsea, Portsmouth. 15 minute walk to the seafront!

Iris home in Southsea, Portsmouth. 15 minute walk to the seafront!
Southsea
9.6 out of 10, Exceptional, (5)
"Excellent stay in a nice area. Property was clean, well appointed and ideal for our stay."
United Kingdom
Robert B.
$207 nightly
The price is $207
Dec 30 - Dec 31
Total with taxes and fees
Iris home in Southsea, Portsmouth. 15 minute walk to the seafront!

Spring Garden Apartments

Spring Garden Apartments
3.5 star property
Gosport
8.8 out of 10, Excellent, (3)
"We loved our stay here! The staff was absolutely wonderful and we thoroughly enjoyed our morning chats over breakfast. The building is very old but has really interesting history. It was clean and well equipped. We would stay here again!"
United States
Katherine
$94 nightly
The price is $94
Jan 9 - Jan 10, 2026
Total with taxes and fees
Spring Garden Apartments

Large top-floor 3-bed with art-deco style, balcony, great social space. Ideal for families & longer stays.

Large top-floor 3-bed with art-deco style, balcony, great social space. Ideal for families & longer stays.
Southsea
10.0 out of 10, Exceptional, (3)
"Lovely apartment only draw back no lift so quite hard to get luggage up 4 flights of stairs ."
United Kingdom
Jane M.
$285 nightly
The price is $285
Jan 5 - Jan 6, 2026
Total with taxes and fees
Large top-floor 3-bed with art-deco style, balcony, great social space. Ideal for families & longer stays.

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)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
United Kingdom
Simon S.
$354 nightly
The price is $354
Dec 28 - Dec 29
Total with taxes and fees
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

The Carthouse

The Carthouse
3.5 star property
Newport
10.0 out of 10, Exceptional, (1)
"What a fantastic place to stay. All amenities available in the cottage. Clean comfortable and bigger than the pictures give it justice. Friendly welcome with milk and cookies. Large garden to rear of property. Great central location."
United Kingdom
Susan
$327 nightly
The price is $392
Jan 2 - Jan 3, 2026
Total with taxes and fees
The Carthouse
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Whippingham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Whippingham vacation 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 low season months. For more hustle and bustle, you may prefer to visit Whippingham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $67 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Whippingham rentals

At Expedia, we put the best Whippingham vacation 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 vacation.

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 vacation rentals in Whippingham?

Yes, there are vacation rentals near top local attractions in Whippingham, or you can go with a more secluded option if you're looking for relaxation.

What's the top vacation rental in Whippingham?

The Cliff House Hotel: This vacation home rental near Whippingham offers a terrace, a garden, and daily housekeeping to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Whippingham?

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

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 favorite places to visit like Southampton Cruise Terminal and New Forest National Park in the larger area.

What are vacation rentals like in Whippingham?

Vacation rentals are private accommodations you can stay in for a couple days or more in Whippingham. Vacation rentals offer extras such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family trip.