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Whippingham Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Whippingham vacation rentals

A modern bathroom with a freestanding bathtub, a round mirror, and a herringbone-patterned wall.

1. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (42 reviews)
"A great stay in this unique, cool venue."
United Kingdom
Simon
The price is AED 521
AED 625 total
includes taxes & fees
15 Nov - 16 Nov
Pinnacle Suites
A pebbled beach with a calm sea, a clear sky, and a distant shoreline with buildings.

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 AED 520
AED 568 total
includes taxes & fees
15 Nov - 16 Nov
Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
An aerial view of a coastal town with a marina, boats, and surrounding greenery.

3. Stunning property and location with fabulous views overlooking Wootton Creek.

Stunning property and location with fabulous views overlooking Wootton Creek.
Wootton Bridge
10.0 out of 10, Exceptional, (4 reviews)
"very comfortable and cozy cottage, well equipped and fabulous view"
United Kingdom
Rosalind M.
The price is AED 937
AED 937 total
includes taxes & fees
15 Nov - 16 Nov
Stunning property and location with fabulous views overlooking Wootton Creek.
A modern living room with a sofa, coffee table, and a painting of boats.

4. 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 traveler
The price is AED 4,193
AED 4,880 total
includes taxes & fees
15 Nov - 16 Nov
York Street
A modern two-story house with a tiled roof, large windows, and a small front garden with a potted plant.

5. 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 AED 1,653
AED 1,984 total
includes taxes & fees
13 Dec - 14 Dec
Creek Lodge
A row of terraced houses with large windows and a brick facade.

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 AED 655
AED 1,107 total
includes taxes & fees
21 Nov - 22 Nov
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
A calm sea with a cruise ship in the distance and a shoreline with a rocky beach.

7. 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 AED 1,901
AED 2,066 total
includes taxes & fees
15 Nov - 16 Nov
Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10
A stone building with a red door, arched windows, and a wooden fence in front.

8. The Old Abbey Farmhouse

The Old Abbey Farmhouse
Ryde
10.0 out of 10, Exceptional, (29 reviews)
"The farmhouse is very comfortable and has everything that you need. There are many pleasant dog walks close by and there is a stoney beach, which is only 20 minutes walk away, a favourite place for our dog and us, as there is also a very nice pub there, that does excellent food . I would definitely stay here again."
United States
janet
The price is AED 3,106
AED 3,611 total
includes taxes & fees
15 Nov - 16 Nov
The Old Abbey Farmhouse
A modern bedroom with a large window, a bed, a desk, and a view of a harbor.

9. Creek View, Isle of Wight

Creek View, Isle of Wight
Wootton Bridge
10.0 out of 10, Exceptional, (4 reviews)
"A truly amazing stay at a wonderful location. A superb home to base an island adventure! VRBO"
United States
Benjamin Gully
The price is AED 6,212
AED 7,197 total
includes taxes & fees
15 Nov - 16 Nov
Creek View, Isle of Wight
A balcony with a view of the sea, a wooden fence, and a glass railing.

10. Solent Garden

Solent Garden
Cowes
10.0 out of 10, Exceptional, (4 reviews)
"Lovely clean spacious property near the sea with lovely outdoor space. Lots of attention to detail and comfortable property. Thank you Island holiday company for all your help and prompt action. The property smelt a bit damp when we arrived but found a dehumidifier and that really helped. Improved lighting on the inside stair case would help."
United States
Joyce
The price is AED 3,386
AED 3,991 total
includes taxes & fees
24 Nov - 25 Nov
Solent Garden
A garden with a wooden play structure, a white fence, and various shrubs.

11. 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 AED 304
AED 304 total
includes taxes & fees
15 Nov - 16 Nov
Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking
A beach with boats, a thatched-roof building, and a view of the sea.

12. Cherry Lodge

Cherry Lodge
Godshill
10.0 out of 10, Exceptional, (14 reviews)
"Lovely, peaceful location in a modern well equipped lodge - ideal for a relaxing break. Location on the edge of the delightful village of Godshill well placed for our favourite destinations. Simeon was a most accommodating and friendly host eager to hear feedback for continuous improvement."
United States
Gavin
The price is AED 2,796
AED 3,269 total
includes taxes & fees
15 Dec - 16 Dec
Cherry Lodge
A bar area with stools, a counter with various items, and a patterned floor.

13. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,369 reviews)
"Nice staff, clean property. Close to restaurants. Nice park in front of the property. Overall very pleasant stay."
United States
Yahong Susan
The price is AED 311
AED 373 total
includes taxes & fees
16 Nov - 17 Nov
Second Nature Southampton
A coastal beach with a rocky cliff, a walking path, and a clear view of the ocean.

14. Sun Rise

Sun Rise
Sandown
10.0 out of 10, Exceptional, (5 reviews)
"This is our second stay at Sunrise and can not speak highly enough of our experience."
United States
John
The price is AED 3,230
AED 3,966 total
includes taxes & fees
15 Nov - 16 Nov
Sun Rise
A beach with a clear sky, calm sea, and a few people walking.

15. 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 AED 1,359
AED 1,631 total
includes taxes & fees
11 Dec - 12 Dec
Medina by The Solent
A coastal beach with a promenade, cliffs, and a clear sky.

16. The Bay

The Bay
Sandown
9.4 out of 10, Exceptional, (6 reviews)
"Fantastic location and view. Property had everything we needed!"
United States
Anonymous traveler
The price is AED 3,044
AED 3,615 total
includes taxes & fees
11 Dec - 12 Dec
The Bay
A white building with a curved facade, a central arched entrance, and multiple windows with warm lighting.

17. Gallery - a house that sleeps 18 guests in 5 bedrooms

Gallery - a house that sleeps 18 guests in 5 bedrooms
Gosport
9.4 out of 10, Exceptional, (23 reviews)
"Property is spacious and ideal for a large family group.. Nice stroll in to the town and the ferry"
United Kingdom
Tracey S.
The price is AED 4,178
AED 4,178 total
includes taxes & fees
16 Nov - 17 Nov
Gallery - a house that sleeps 18 guests in 5 bedrooms
A kitchen with a washing machine, oven, microwave, and a wooden countertop.

18. 2 bedroom accommodation in Sandown

2 bedroom accommodation in Sandown
Sandown
10.0 out of 10, Exceptional, (1 review)
"Lovely accommodation, great location and welcoming hosts. Definitely recommend."
United States
Carissa O'Reilly
The price is AED 3,383
AED 3,383 total
includes taxes & fees
28 Nov - 29 Nov
2 bedroom accommodation in Sandown
A coastal beach with a promenade, cliffs, and a clear sky.

19. Jollys

Jollys
Sandown
9.8 out of 10, Exceptional, (23 reviews)
"We had a fantastic stay at Jolly’s Holiday Home. The location is amazing—just a very short walk to the beach with beautiful views, and close to plenty of shops, restaurants, and other amenities. The house was spotlessly clean, well laid out, and had everything we needed for a comfortable stay. It’s a lovely holiday home in a perfect setting, making it easy to relax and enjoy the area. We would definitely recommend it and would happily stay here again!"
United States
Kelly
The price is AED 3,106
AED 4,242 total
includes taxes & fees
24 Nov - 25 Nov
Jollys
A patio with a wooden bench, a table, and a blue bucket.

20. Little Lane is a charming, recently refurbished 2 bedroom cottage sleeping 4

Little Lane is a charming, recently refurbished 2 bedroom cottage sleeping 4
Gosport
9.8 out of 10, Exceptional, (6 reviews)
"Enjoyable time in Alverstoke. Great place for a mix of excursions and holiday fun."
Germany
Nadine V.
Little Lane is a charming, recently refurbished 2 bedroom cottage sleeping 4
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

A corner room with two wicker chairs, a small round table, and a view of the street outside.
The Caledon

The Caledon

The Caledon
Cowes

10/10 Excellent

The place was beautiful in a quiet part of town and Mark did an excellent work to welcome us. The breakfast was delicious and meticulously prepared for us, vegetarians and one, GF. Never slept that well after a long train ride and walking. Thank you, Mark!
United States
Yuri
Reviewed January 31, 2025
The Caledon

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?

Unique waterside home in stunning location.: This vacation home near 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 you can cook with friends or family.

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.