Photo by Terry Hicks

Search Chalets in Whippingham

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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Whippingham chalets

Exterior
Ivy Cottage

Ivy Cottage

Ivy Cottage
Brading
10.0 out of 10, Exceptional, (1)
"Clean and cosy"
United States
Aman
The price is AED 15,726
AED 17,446 total
includes taxes & fees
27 Dec - 28 Dec
Ivy Cottage
Pool
Rookley Farm Lodge

Rookley Farm Lodge

Rookley Farm Lodge
Rookley
9.8 out of 10, Exceptional, (7)
"The space and views"
United States
Jane
The price is AED 7,108
AED 8,335 total
includes taxes & fees
14 Jan - 15 January 2026
Rookley Farm Lodge
Exterior
Laurel Cottage

Laurel Cottage

Laurel Cottage
Newchurch
10.0 out of 10, Exceptional, (10)
"Very spacious, clean, excellent location"
United States
Alun
The price is AED 6,919
AED 8,029 total
includes taxes & fees
27 Dec - 28 Dec
Laurel Cottage
Fridge, microwave, stovetop, coffee/tea maker
Hayling Hideaway, private self contained cosy annex near to beach

Hayling Hideaway, private self contained cosy annex near to beach

Hayling Hideaway, private self contained cosy annex near to beach
Hayling Island
9.4 out of 10, Exceptional, (3)
"All was perfect. "
United Kingdom
Ricchard B.
The price is AED 345
AED 453 total
includes taxes & fees
23 Dec - 24 Dec
Hayling Hideaway, private self contained cosy annex near to beach
Exterior
York Street

York Street

York Street
Cowes
10.0 out of 10, Exceptional, (8)
"It was absolutely perfect ! The house was so well looked after ."
United States
Anonymous traveler
The price is AED 4,246
AED 4,941 total
includes taxes & fees
6 Jan - 7 January 2026
York Street
Exterior
The Hayloft

The Hayloft

The Hayloft
Queen Bower
10.0 out of 10, Exceptional, (3)
"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 1,730
AED 2,026 total
includes taxes & fees
2 Jan - 3 January 2026
The Hayloft
Terrace/patio
North Quay

North Quay

North Quay
St Helens
10.0 out of 10, Exceptional, (1)
"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 25,161
AED 28,046 total
includes taxes & fees
2 Jan - 3 January 2026
North Quay
Exterior
The Bays Newport

The Bays Newport

The Bays Newport
Newport
10.0 out of 10, Exceptional, (1)
"Lovely location. Well equipped kitchen."
United States
Karen
The price is AED 1,321
AED 1,453 total
includes taxes & fees
4 Jan - 5 January 2026
The Bays Newport
Exterior
Cherry Lodge

Cherry Lodge

Cherry Lodge
Godshill
10.0 out of 10, Exceptional, (9)
"A really lovely lodge in such a pretty location. The hosts were friendly and helpful and the local amenities were perfect. We would definitely go back!"
United States
Anonymous traveler
The price is AED 2,831
AED 3,114 total
includes taxes & fees
27 Dec - 28 Dec
Cherry Lodge
Exterior
5 Old School Mews

5 Old School Mews

5 Old School Mews
Shanklin
10.0 out of 10, Exceptional, (1)
"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 31,451
AED 34,940 total
includes taxes & fees
27 Dec - 28 Dec
5 Old School Mews
Terrace/patio
Creek View, Isle of Wight

Creek View, Isle of Wight

Creek View, Isle of Wight
Wootton Bridge
10.0 out of 10, Exceptional, (2)
"A truly amazing stay at a wonderful location. A superb home to base an island adventure! "
United States
Benjamin G.
The price is AED 6,919
AED 7,931 total
includes taxes & fees
27 Dec - 28 Dec
Creek View, Isle of Wight
Exterior
The Wing at Fox Hollow

The Wing at Fox Hollow

The Wing at Fox Hollow
Whiteley Bank
9.8 out of 10, Exceptional, (6)
"It was clean comfortable and well equipped, good location."
United States
Anonymous traveler
The price is AED 1,573
AED 1,730 total
includes taxes & fees
27 Dec - 28 Dec
The Wing at Fox Hollow
Exterior
Water Mill Vacations, Goldfinch

Water Mill Vacations, Goldfinch

Water Mill Vacations, Goldfinch
Calbourne
9.6 out of 10, Exceptional, (9)
"We had a wonderful Christmas stay at the cabins all our family together in 3 cabins beautiful surroundings"
United States
Anonymous traveler
Water Mill Vacations, Goldfinch
Exterior
Cosy, family -friendly chalet, 10 minutes walk from Yaverland Beach

Cosy, family -friendly chalet, 10 minutes walk from Yaverland Beach

Cosy, family -friendly chalet, 10 minutes walk from Yaverland Beach
Sandown
The price is AED 442
AED 521 total
includes taxes & fees
29 Dec - 30 Dec
Cosy, family -friendly chalet, 10 minutes walk from Yaverland Beach
Terrace/patio
Brambles Farm Bungalow

Brambles Farm Bungalow

Brambles Farm Bungalow
Freshwater
8.6 out of 10, Excellent, (4)
"Lovely place clean excellent views helpful people really great trip"
United States
Beavis
The price is AED 15,726
AED 17,446 total
includes taxes & fees
27 Dec - 28 Dec
Brambles Farm Bungalow
Outdoor dining
The Lymington Hub Slps 13 hot tub/chef/spa

The Lymington Hub Slps 13 hot tub/chef/spa

The Lymington Hub Slps 13 hot tub/chef/spa
Lymington
10.0 out of 10, Exceptional, (2)
"My wife and I had a wonderful weekend at Brook House with our family. Brook House was the perfect place to celebrate our Diamond Wedding anniversary. We had a great time. "
United States
KENNETH B.
The price is AED 4,914
AED 6,703 total
includes taxes & fees
1 Jan - 2 January 2026
The Lymington Hub Slps 13 hot tub/chef/spa
Outdoor spa tub
Dassia

Dassia

Dassia
Porchfield
9.6 out of 10, Exceptional, (4)
"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 3,334
AED 3,913 total
includes taxes & fees
2 Jan - 3 January 2026
Dassia
Exterior
Hope Cottage

Hope Cottage

Hope Cottage
Shanklin
9.8 out of 10, Exceptional, (8)
"Very good standard of accommodation, all the facilities you would require. Only issue was parking as the allocated space is just enough for a hatch back car. Very quiet street, but there is a school nearby. Big plus is the carpark the next street along which has 4 electric car chargers."
United States
Andrew
The price is AED 2,862
AED 3,369 total
includes taxes & fees
28 Dec - 29 Dec
Hope Cottage
Exterior detail
Jollys

Jollys

Jollys
Sandown
9.8 out of 10, Exceptional, (22)
"Great location, modern and clean house. Fab hot tub"
United States
Jess
The price is AED 3,145
AED 3,804 total
includes taxes & fees
5 Jan - 6 January 2026
Jollys
Terrace/patio
Princes Esplanade

Princes Esplanade

Princes Esplanade
Gurnard
10.0 out of 10, Exceptional, (3)
"We loved the beautiful location"
United States
Susan
The price is AED 3,177
AED 3,863 total
includes taxes & fees
4 Jan - 5 January 2026
Princes Esplanade
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
"Great apart from the reception in the bar area. Even as hotel guests we were told d we could not have a table standing room only in a five star hotel "
John 1-night trip
Posted 2 days ago
Harbour Hotel Southampton