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

Whippingham Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Whippingham holiday rentals

A bedroom with a bed, a wooden bench, a staircase, and a wall-mounted light fixture.

1. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (41 reviews)
"Very friendly host with modern suites"
United Kingdom
Samuel
The price is NZ$288
includes taxes & fees
6 Nov - 7 Nov
Pinnacle Suites
A hammock between trees overlooking a beach with boats and a fence.

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, (27 reviews)
"Great location, lovely cottage and a convenient place to explore Cowes."
United Kingdom
Lisa
The price is NZ$324
includes taxes & fees
11 Oct - 12 Oct
Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
A kitchen with wooden cabinets, a sink, a stove, and a dining area with a table and chairs.

3. 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 NZ$1,602
includes taxes & fees
11 Oct - 12 Oct
Bell Cottage
A modern two-story house with a tiled roof, large windows, and a small front garden with a potted plant.

4. 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 NZ$878
includes taxes & fees
8 Nov - 9 Nov
Creek Lodge
A residential area with houses, a grassy field, and a clear sky.

5. Seaview Holidays - Salterns Village

Seaview Holidays - Salterns Village
4.0 star property
Seaview
9.0 out of 10, Wonderful, (81 reviews)
"Property was very clean and had everything that we needed. It did have two bedrooms which would be OK if you had two adults and two small kids. Not enough room for 4 adults, but it was perfect for my husband and myself. Staff were very friendly and helpful, especially the lady working in reception who was wonderful and very understanding when we accidentally booked the wrong date for checking out. The location was great in Seaview, walking distance to the sea with some lovely eating places...
Canada
Elaine
The price is NZ$348
includes taxes & fees
11 Oct - 12 Oct
Seaview Holidays - Salterns Village
A modern living room with a sofa, coffee table, and a painting of boats.

6. 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 NZ$2,387
includes taxes & fees
13 Oct - 14 Oct
York Street
A dining area with a table set for four, featuring a bottle of wine, glasses, and a bowl of fruit.

7. 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 NZ$580
includes taxes & fees
19 Oct - 20 Oct
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
A stone manor with a prominent tower, surrounded by a well-maintained lawn and a wooden fence.

8. The Old Abbey Farmhouse

The Old Abbey Farmhouse
Ryde
10.0 out of 10, Exceptional, (28 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 NZ$1,773
includes taxes & fees
11 Oct - 12 Oct
The Old Abbey Farmhouse
A bedroom with a large window, a bed, a grey armchair, and a white door.

9. 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 NZ$1,122
includes taxes & fees
1 Nov - 2 Nov
Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10
A bedroom with two beds, a nightstand with a lamp, and wall art.

10. 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 NZ$153
includes taxes & fees
13 Oct - 14 Oct
Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking
A beach with a stone tower, a paved walkway, and a clear sky.

11. No 1 Ashey

No 1 Ashey
Ryde
9.4 out of 10, Exceptional, (18 reviews)
"We stayed here for three nights and loved it! The weather was amazing so we made the most out of the pool. The house is very clean and spacious."
United States
Anonymous traveller
The price is NZ$2,808
includes taxes & fees
10 Nov - 11 Nov
No 1 Ashey
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 NZ$1,591
includes taxes & fees
13 Oct - 14 Oct
Cherry Lodge
A coastal beach with a promenade, cliffs, and a clear sky.

13. Jollys

Jollys
Sandown
9.8 out of 10, Exceptional, (23 reviews)
"Great location, modern and clean house. Fab hot tub"
United States
Jess
The price is NZ$2,060
includes taxes & fees
10 Nov - 11 Nov
Jollys
A marina with various boats docked, a pier, and a building in the background.

14. 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 NZ$755
includes taxes & fees
24 Oct - 25 Oct
Medina by The Solent
A modern interior with a red sofa, black chairs, and a patterned floor.

15. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,354 reviews)
"Great location and friendly staff!"
United States
Gary
The price is NZ$186
includes taxes & fees
8 Nov - 9 Nov
Second Nature Southampton
A coastal view with a pier extending into the sea, surrounded by lush greenery and flowering plants.

16. The Beach Retreat

The Beach Retreat
Sandown
10.0 out of 10, Exceptional, (17 reviews)
"Great accommodation, great location, helpful response to queries We saw a rat run across the garden patio at dusk last night."
United States
Janet
The price is NZ$1,996
includes taxes & fees
11 Oct - 12 Oct
The Beach Retreat
A beach with boats, a thatched-roof building, and a view of the sea.

17. The Wing at Fox Hollow

The Wing at Fox Hollow
Whiteley Bank
10.0 out of 10, Exceptional, (17 reviews)
"Very comfy bed, good variety of cooking utencils. It was perfect. We were very happy"
United States
Colin Anthony
The price is NZ$902
includes taxes & fees
14 Oct - 15 Oct
The Wing at Fox Hollow
A single-story house with a gabled roof, a chimney, and a garage.

18. Willow-Oak

Willow-Oak
Seaview
10.0 out of 10, Exceptional, (13 reviews)
"Lovely stay, thank you for being so obliging (you saved our holiday!!) very well appointed bungalow with a lot of thoughtful inclusions. We slept well and it was a lovely warm house."
United States
Amanda
The price is NZ$1,256
includes taxes & fees
11 Oct - 12 Oct
Willow-Oak
A swimming pool with a curved edge, surrounded by a paved area.

19. Rookley Farm Lodge

Rookley Farm Lodge
Rookley
10.0 out of 10, Exceptional, (11 reviews)
"Loved the location, so peaceful and relaxing and private. Loved hearing the lambs in the field, loved the pool. House has everything you could possibly need."
United States
Sue
The price is NZ$3,591
includes taxes & fees
11 Oct - 12 Oct
Rookley Farm Lodge
A cozy living room with a large window, a painting of a sailboat, and a vase of tulips.

20. Homely, Elegant 3 bed property in the seaside village of Bembridge

Homely, Elegant 3 bed property in the seaside village of Bembridge
Bembridge
9.4 out of 10, Exceptional, (10 reviews)
"Well appointed property, amazing garden and location great. A lovely holiday thank you."
United Kingdom
Lizzie W.
Homely, Elegant 3 bed property in the seaside village of Bembridge
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

Harbour Hotel Southampton

Harbour Hotel Southampton

10/10 Excellent
"Excellent hotel , first class staff , definitely be staying again."
Mike 1-night trip
Posted 8 hours ago
Harbour Hotel Southampton

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 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 NZ$145 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.