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

Whippingham Vacation Rentals

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Our top choices for Whippingham vacation rentals

1. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (40 reviews)
"Very friendly host with modern suites"
United Kingdom
Samuel
The price is CA $244
CA $293 total
includes taxes & fees
Sep 21 - Sep 22
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, (25 reviews)
"Awesome place to stay- we absolutely loved it and will be back"
United Kingdom
Edward
The price is CA $266
CA $300 total
includes taxes & fees
Sep 14 - Sep 15
Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

3. 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 CA $280
CA $498 total
includes taxes & fees
Sep 13 - Sep 14
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

4. 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)
"Great location"
United Kingdom
Chloe
The price is CA $251
CA $301 total
includes taxes & fees
Sep 15 - Sep 16
The Boat House - Isle of Wight

5. 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 CA $502
CA $603 total
includes taxes & fees
Sep 12 - Sep 13
Medina by The Solent

6. Seaview Holidays - Salterns Village

Seaview Holidays - Salterns Village
4.0 star property
Seaview
9.0 out of 10, Wonderful, (81 reviews)
"We had a lovely time and felt very welcomed and accommodated "
United Kingdom
Soha
The price is CA $299
CA $359 total
includes taxes & fees
Sep 24 - Sep 25
Seaview Holidays - Salterns Village

7. 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 CA $113
CA $113 total
includes taxes & fees
Sep 29 - Sep 30
Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking

8. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,315 reviews)
"Great place to stay on the way to our cruise…would definitely recommend!!"
Canada
Shelly
The price is CA $157
CA $188 total
includes taxes & fees
Aug 31 - Sep 1
Second Nature Southampton

9. 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 CA $1,084
CA $1,277 total
includes taxes & fees
Sep 4 - Sep 5
Bell Cottage

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 CA $1,626
CA $1,893 total
includes taxes & fees
Sep 8 - Sep 9
York Street

11. 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 CA $148
CA $148 total
includes taxes & fees
Sep 1 - Sep 2
ANG Apartments

12. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.8 out of 10, Excellent, (8 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is CA $71
CA $169 total
includes taxes & fees
Aug 31 - Sep 1
Settle Southampton

13. QE2 Loft Apartments

QE2 Loft Apartments
3.0 star property
Southampton City Centre
6.4 out of 10, (8 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 CA $251
CA $301 total
includes taxes & fees
Sep 1 - Sep 2
QE2 Loft Apartments

14. Studio 31-Free Private Parking

Studio 31-Free Private Parking
2.0 star property
Southsea
The price is CA $168
CA $168 total
includes taxes & fees
Sep 29 - Sep 30
Studio 31-Free Private Parking

15. Hamilton's Studio

Hamilton's Studio
2.0 star property
Ryde
The price is CA $467
CA $561 total
includes taxes & fees
Sep 6 - Sep 7
Hamilton's Studio

16. The Old Abbey Farmhouse

The Old Abbey Farmhouse
Ryde
10.0 out of 10, Exceptional, (28 reviews)
"Everything, the cleanliness, the facilities, the location, the thoughtfulness of the essentials provided"
United States
Gavin
The price is CA $1,265
CA $1,467 total
includes taxes & fees
Sep 17 - Sep 18
The Old Abbey Farmhouse

17. The Wing at Fox Hollow

The Wing at Fox Hollow
Whiteley Bank
10.0 out of 10, Exceptional, (15 reviews)
"Very comfy bed, good variety of cooking utencils. It was perfect. We were very happy"
United States
Colin Anthony
The price is CA $614
CA $732 total
includes taxes & fees
Sep 9 - Sep 10
The Wing at Fox Hollow

18. 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 CA $1,355
CA $1,549 total
includes taxes & fees
Sep 14 - Sep 15
Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10

19. Loft 2bed Appartment with EVCharger

Loft 2bed Appartment with EVCharger
2.0 star property
Southsea
The price is CA $180
CA $180 total
includes taxes & fees
Sep 2 - Sep 3
Loft 2bed Appartment with EVCharger

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

Beautiful 2 bedroom full-furnished semi-detached house with parking
Dibden Purlieu
9.6 out of 10, Exceptional, (13 reviews)
"Accommodation was beautifully clean and well equipped in a great location. "
United Kingdom
Julie P.
The price is CA $268
CA $302 total
includes taxes & fees
Sep 8 - Sep 9
Beautiful 2 bedroom full-furnished semi-detached house with parking
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Whippingham. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS: This vacation home rental near Whippingham is located in a rural location and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 Donkey Sanctuary, 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.