Whippingham Vacation Rentals from CA $116: Short-Term Rentals for 2026

Q: 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.

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In two weeks

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Our top choices for Whippingham vacation rentals

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

1. Pinnacle Suites

Cowes

Samuel

CA $236 total

includes taxes & fees

Nov 19 - Nov 20

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

Cowes

Lisa

CA $259 total

includes taxes & fees

Oct 21 - Oct 22

A beach with boats, a pier, and beach huts.

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

Cowes

CA $352 total

includes taxes & fees

Oct 21 - Oct 22

A modern interior with a red sofa, black chairs, and a patterned floor.

4. Second Nature Southampton

Southampton City Centre

Gary

CA $149 total

includes taxes & fees

Nov 8 - Nov 9

A bedroom with two beds, a nightstand with a lamp, and wall art.

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

Gosport

Audrey

CA $122 total

includes taxes & fees

Oct 20 - Oct 21

A dining area with a table set for four, featuring a bottle of wine, glasses, and a bowl of fruit.

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

Cowes Isle of Wight

Simon S.

CA $478 total

includes taxes & fees

Oct 20 - Oct 21

A residential area with houses, a grassy field, and a clear sky.

7. Seaview Holidays - Salterns Village

Seaview

"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...

Elaine

CA $337 total

includes taxes & fees

Oct 25 - Oct 26

A brick building with a black door marked with the number 80.

8. Castle Cottage

Newport

CA $580 total

includes taxes & fees

Oct 24 - Oct 25

A view from a window overlooking a street with a bus, a pedestrian crossing, and a sign indicating a speed limit of 30.

9. ANG Apartments

Southsea

Claire

CA $116 total

includes taxes & fees

Oct 22 - Oct 23

A bedroom with a large window, a bed, a grey armchair, and a white door.

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

Cowes

Patrick H.

CA $758 total

includes taxes & fees

Oct 20 - Oct 21

A compact kitchen with a wooden countertop, a microwave, a toaster, and a clock on the wall.

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

Hayling Island

Ricchard B.

CA $194 total

includes taxes & fees

Oct 23 - Oct 24

A modern living room with a sofa, coffee table, and a painting of boats.

12. York Street

Cowes

Anonymous traveller

CA $1,895 total

includes taxes & fees

Oct 23 - Oct 24

A kitchen with wooden cabinets, a sink, a stove, and a dining area with a table and chairs.

13. Bell Cottage

Cowes

Anonymous traveller

CA $1,279 total

includes taxes & fees

Oct 21 - Oct 22

A stone manor with a prominent tower, surrounded by a well-maintained lawn and a wooden fence.

14. The Old Abbey Farmhouse

Ryde

janet

CA $1,402 total

includes taxes & fees

Nov 5 - Nov 6

A parking area with several cars, including a black SUV and a white car, parked on a paved surface.

15. Spacious First-Floor Super King or Twin Studio Apartment with Free Parking

Southsea

Tracy

CA $123 total

includes taxes & fees

Oct 23 - Oct 24

A compact kitchen with wooden cabinets, a built-in washing machine, a gas stove, and a tiled backsplash.

16. The Harbour Pearl Modern Luxe 2-bed Has Parking

Southampton City Centre

CA $227 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with a bed, a sofa, a small table, and a lamp.

17. Studio 24-Free Private Parking

Southsea

CA $127 total

includes taxes & fees

Oct 21 - Oct 22

A marina with various boats docked, a pier, and a building in the background.

18. Medina by The Solent

Cowes

Paul

CA $604 total

includes taxes & fees

Oct 24 - Oct 25

A beach with boats, a thatched-roof building, and a view of the sea.

19. The Wing at Fox Hollow

Whiteley Bank

Colin Anthony

CA $720 total

includes taxes & fees

Oct 20 - Oct 21

A swimming pool with a curved edge, surrounded by a paved area.

20. Rookley Farm Lodge

Rookley

Sue

CA $2,866 total

includes taxes & fees

Nov 2 - Nov 3

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Top Whippingham Hotel Reviews

voco Southampton by IHG

10/10 Excellent

"Very accomodating. Was very close to the cruise port, just a short walk.Excellent breakfast. We took the national express coach from Healthrow airport and it was also short walk from the the Southampton Coach Station Harbour Parade."

Macdonald Botley Park Hotel & Spa

8/10 Good

"Another great stay at this fine establishment. No suite this time but a nice room all the same. Got a great workout at the hotel gym followed by an invigorating shower. A full night's sleep was followed by a wonderful breakfast spread. The hotel is within distance of several dining options. Look forward to another stay here."

Holiday Inn Express Portsmouth - Gunwharf Quays by IHG

8/10 Good

"Good basic hotel near all the action and very close to one of the train stations (Harbour Port). Noisy during the day because hotel is beside a public square with crowds and live and recorded music. This didn't bother us. Entrance is in a strange place which was hard to find as we walked from the train station. Great shopping next door, lots of restaurants and tourist activities. No gym."

Leonardo Royal Southampton Grand Harbour

10/10 Excellent

"Great place to stay, central and easy to walj to local amenities and the ferry dock. The breakfast service was great with greay staff. Late dinner choices were very limited for if you are vegan.However there are pleanty of local resturants with these choices."

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Whippingham vacation rentals we have selected for you start as low as CA $116 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 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?

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.

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Check prices for these dates

Our top choices for Whippingham vacation rentals

1. Pinnacle Suites

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

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

4. Second Nature Southampton

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

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

7. Seaview Holidays - Salterns Village

8. Castle Cottage

9. ANG Apartments

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

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

12. York Street

13. Bell Cottage

14. The Old Abbey Farmhouse

15. Spacious First-Floor Super King or Twin Studio Apartment with Free Parking

16. The Harbour Pearl Modern Luxe 2-bed Has Parking

17. Studio 24-Free Private Parking

18. Medina by The Solent

19. The Wing at Fox Hollow

20. Rookley Farm Lodge

Find vacation rentals that suit your style

Top Whippingham Hotel Reviews

voco Southampton by IHG

Macdonald Botley Park Hotel & Spa

Second Nature Southampton

Portsmouth Marriott Hotel

Holiday Inn Express Portsmouth - Gunwharf Quays by IHG

Leonardo Royal Southampton Grand Harbour

Meon Valley Hotel, Spa & Golf

New Place

Village Hotel Southampton Eastleigh

Find out more about Whippingham

Frequently asked questions

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