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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Whippingham chalets

Exterior

Laurel Cottage

Laurel Cottage
Newchurch
10.0 out of 10, Exceptional, (10 reviews)
"Very spacious, clean, excellent location"
United States
Alun
The price is AED 7,013
AED 8,235 total
includes taxes & fees
30 Jan - 31 Jan
Laurel Cottage
Terrace/patio

North Quay

North Quay
St Helens
10.0 out of 10, Exceptional, (1 review)
"Beautifully furnished and in good decorative order. Loads of space, really well-equipped kitchen, comfy beds. There was a big box of toys for the little ones to play with, as well as baby gates, a travel cot and other useful things for kids. It was the ideal location for our trip. Nothing at all, it was all great!"
United States
Lauren
The price is AED 5,204
AED 6,096 total
includes taxes & fees
25 Jan - 26 Jan
North Quay
Pool

Rookley Farm Lodge

Rookley Farm Lodge
Rookley
9.8 out of 10, Exceptional, (8 reviews)
"Great house in an excellent location in the centre of the island - very easy to get anywhere you might want to go!"
United States
Patrick
The price is AED 7,203
AED 8,519 total
includes taxes & fees
30 Jan - 31 Jan
Rookley Farm Lodge
Terrace/patio

Brambles Farm Bungalow

Brambles Farm Bungalow
Freshwater
8.8 out of 10, Excellent, (5 reviews)
"Lovely place clean excellent views helpful people really great trip"
United States
Beavis
The price is AED 15,961
AED 17,706 total
includes taxes & fees
28 Jan - 29 Jan
Brambles Farm Bungalow
Exterior

The Hayloft

The Hayloft
Queen Bower
10.0 out of 10, Exceptional, (3 reviews)
"The cottage is clean comfortable and well equipped with everything we could need for a relaxing holiday. Location is quiet and peaceful but still not far from local amenities."
United States
Maria
The price is AED 1,745
AED 2,143 total
includes taxes & fees
24 Feb - 25 Feb
The Hayloft
Exterior

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 4,316
AED 5,020 total
includes taxes & fees
25 Jan - 26 Jan
York Street
Exterior

Cherry Lodge

Cherry Lodge
Godshill
10.0 out of 10, Exceptional, (12 reviews)
"The excellent accommodation and almost total peace & quiet I will send a separate email re EV charging."
United States
Derick
The price is AED 2,886
AED 3,175 total
includes taxes & fees
25 Jan - 26 Jan
Cherry Lodge
Exterior

5 Old School Mews

5 Old School Mews
Shanklin
10.0 out of 10, Exceptional, (1 review)
"Lovely spacious House, Comfortable beds. Location great to access coastal path and Shanklin sea front 15mins walk away, with lovely views."
Spain
Mike
The price is AED 31,891
AED 35,427 total
includes taxes & fees
30 Jan - 31 Jan
5 Old School Mews
Exterior

Ivy Cottage

Ivy Cottage
Brading
10.0 out of 10, Exceptional, (1 review)
"Clean and cosy"
United States
Aman
The price is AED 2,117
AED 2,479 total
includes taxes & fees
9 Feb - 10 Feb
Ivy Cottage
Exterior detail

Jollys

Jollys
Sandown
9.8 out of 10, Exceptional, (22 reviews)
"Lovely accomadation, everything there for a stress free holiday. Would highly recommend. Location was a short walk to the beach. I cant think of anything you could do better. All good from booking to going home."
United States
Jackie
The price is AED 3,205
AED 3,873 total
includes taxes & fees
30 Jan - 31 Jan
Jollys
Terrace/patio

Littlestairs

Littlestairs
Shanklin
10.0 out of 10, Exceptional, (14 reviews)
"Fantastic accommodation in the perfect location right on the cliff tops. Accommodation was spotlessly clean. Loved it so much we are going back in a few months. Quite pricey for a weeks stay if only 3 of you, but otherwise it was faultless."
United States
Sue
The price is AED 5,617
AED 6,699 total
includes taxes & fees
20 Feb - 21 Feb
Littlestairs
Terrace/patio

Creek View, Isle of Wight

Creek View, Isle of Wight
Wootton Bridge
10.0 out of 10, Exceptional, (3 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 7,013
AED 8,086 total
includes taxes & fees
17 Feb - 18 Feb
Creek View, Isle of Wight
Outdoor spa tub

Dassia

Dassia
Porchfield
9.6 out of 10, Exceptional, (4 reviews)
"We stayed here over Christmas and it was perfect. Our dog loved the enclosed garden. The kitchen has everything to cook a festive dinner in. We had the log burner on for the day which was great. Would definitely stay again."
United States
Emma
The price is AED 3,395
AED 3,983 total
includes taxes & fees
27 Jan - 28 Jan
Dassia
Exterior

Pembroke Villa

Pembroke Villa
Shanklin
10.0 out of 10, Exceptional, (1 review)
"Top service and customer care."
United States
Carlos
The price is AED 3,364
AED 3,948 total
includes taxes & fees
26 Jan - 27 Jan
Pembroke Villa
Exterior

The Wing at Fox Hollow

The Wing at Fox Hollow
Whiteley Bank
10.0 out of 10, Exceptional, (12 reviews)
"It was clean comfortable and well equipped, good location."
United States
Anonymous traveler
The price is AED 1,603
AED 1,764 total
includes taxes & fees
6 Feb - 7 Feb
The Wing at Fox Hollow
Outdoor dining

New Forest & coastal retreat

New Forest & coastal retreat
New Milton
The price is AED 793
AED 1,002 total
includes taxes & fees
9 Feb - 10 Feb
New Forest & coastal retreat
Outdoor dining

Sandpipers

Sandpipers
Ventnor
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful peaceful location with fantastic sea view. Lovely scenic walk into Ventnor (15 min approx). Nearby donkey sanctuary well worth a visit, as well as the National Trust walk above Ventnor - the views were amazing 360 degrees. Looking forward to a return visit."
United States
Catherine
The price is AED 4,474
AED 5,294 total
includes taxes & fees
26 Jan - 27 Jan
Sandpipers
Exterior

Orchard Cottage

Orchard Cottage
Ventnor
10.0 out of 10, Exceptional, (2 reviews)
"A very pleasant place to stay, within walking distance of the beach and in a central place to get round the island. Neighbour friendly and helpful."
United States
Mccormick
The price is AED 3,205
AED 3,773 total
includes taxes & fees
24 Feb - 25 Feb
Orchard Cottage
Terrace/patio

Princes Esplanade

Princes Esplanade
Gurnard
10.0 out of 10, Exceptional, (4 reviews)
"We loved the beautiful location"
United States
Susan
The price is AED 3,237
AED 3,982 total
includes taxes & fees
25 Jan - 26 Jan
Princes Esplanade
Outdoor dining

Colonels House

Colonels House
Sandown
9.8 out of 10, Exceptional, (31 reviews)
"Living space and decor.. also clean throughout, and great location"
United States
Nicki
The price is AED 10,733
AED 12,327 total
includes taxes & fees
26 Jan - 27 Jan
Colonels House
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

Leonardo Hotel Southampton

Leonardo Hotel Southampton

10/10 Excellent
"The front desk attendant was excellent. After a long flight and commute, she was able to expedite the process of getting us checked in. This was exceptional professionalism. "
Rahman 1-night trip
Posted 21 hours ago
Leonardo Hotel Southampton