Photo by Pierre Terre

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Check prices for these dates

Our top choices for Hill Head chalets

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

Hayling Hideaway, private self contained cosy annex near to beach
Hayling Island
9.6 out of 10, Exceptional, (5 reviews)
"Very clean, great location, well-set up, ideal for two people exploring the sea front and wandering along the beaches. Recommended."
United Kingdom
Tim
The price is £99
includes taxes & fees
9 Nov - 10 Nov
Hayling Hideaway, private self contained cosy annex near to beach

2. Creek View, Isle of Wight

Creek View, Isle of Wight
Wootton Bridge
10.0 out of 10, Exceptional, (4 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 £1,483
includes taxes & fees
7 Nov - 8 Nov
Creek View, Isle of Wight

3. Westcliffe chalets

Westcliffe chalets
Niton
The price is £119
includes taxes & fees
9 Nov - 10 Nov
Westcliffe chalets

4. 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 £1,005
includes taxes & fees
7 Nov - 8 Nov
York Street

5. Princes Esplanade

Princes Esplanade
Gurnard
10.0 out of 10, Exceptional, (4 reviews)
"We loved the beautiful location"
United States
Susan
The price is £796
includes taxes & fees
7 Nov - 8 Nov
Princes Esplanade

6. 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 £1,291
includes taxes & fees
7 Nov - 8 Nov
No 1 Ashey

7. Penderic, Isle of Wight

Penderic, Isle of Wight
Cowes
The price is £692
includes taxes & fees
21 Nov - 22 Nov
Penderic, Isle of Wight

8. 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 £796
includes taxes & fees
7 Nov - 8 Nov
Dassia

9. George Street House

George Street House
Ryde
8.0 out of 10, Very good, (2 reviews)
"Customer service was excellent with no problems, the process was vey efficient. The house was very clean and in a perfect spot for our stay, would highly recommend."
United States
Kay
The price is £849
includes taxes & fees
7 Nov - 8 Nov
George Street House

10. Pebble Beach - Isle of Wight

Pebble Beach - Isle of Wight
Bembridge
10.0 out of 10, Exceptional, (15 reviews)
"We had a lovely stay thank you! Great location and lovely walks."
United States
Anonymous traveller
The price is £623
includes taxes & fees
9 Nov - 10 Nov
Pebble Beach - Isle of Wight

11. North Quay

North Quay
St Helens
10.0 out of 10, Exceptional, (2 reviews)
"The property is amazing thank you, perfect for our holiday, everything we needed. Great facilities and beautiful decor."
United States
Dave Matthews
The price is £1,110
includes taxes & fees
7 Nov - 8 Nov
North Quay

12. 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 £382
includes taxes & fees
7 Nov - 8 Nov
The Wing at Fox Hollow

13. 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 £1,521
includes taxes & fees
7 Nov - 8 Nov
Rookley Farm Lodge

14. Laurel Cottage

Laurel Cottage
Newchurch
10.0 out of 10, Exceptional, (14 reviews)
"Very nice cottage with all the comforts and well placed for visiting the Isle of Wight, near Newport and not far from the coast too."
United States
Jean-Paul
The price is £1,586
includes taxes & fees
9 Nov - 10 Nov
Laurel Cottage

15. Jollys

Jollys
Sandown
9.8 out of 10, Exceptional, (23 reviews)
"We had a fantastic stay at Jolly’s Holiday Home. The location is amazing—just a very short walk to the beach with beautiful views, and close to plenty of shops, restaurants, and other amenities. The house was spotlessly clean, well laid out, and had everything we needed for a comfortable stay. It’s a lovely holiday home in a perfect setting, making it easy to relax and enjoy the area. We would definitely recommend it and would happily stay here again!"
United States
Kelly
The price is £874
includes taxes & fees
7 Nov - 8 Nov
Jollys

16. Ivy Cottage

Ivy Cottage
Brading
10.0 out of 10, Exceptional, (2 reviews)
"Clean and cosy"
United States
Aman
The price is £495
includes taxes & fees
7 Nov - 8 Nov
Ivy Cottage

17. 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 £533
includes taxes & fees
20 Nov - 21 Nov
Willow-Oak

18. The Hayloft

The Hayloft
Queen Bower
10.0 out of 10, Exceptional, (5 reviews)
"Lovely and cosy cottage with loads of room and in an ideal place to explore the island Nothing"
United States
Thomas
The price is £425
includes taxes & fees
7 Nov - 8 Nov
The Hayloft

19. Red Cedars

Red Cedars
Bembridge
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay at Red Cedars, the property was presented so nicely and well thought out, in a beautiful location. The Island Holiday Company were very organised and helpful, we loved our holiday and will book through IHC again. Thank you Google"
United States
Amelia Clarke
The price is £809
includes taxes & fees
7 Nov - 8 Nov
Red Cedars

20. 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 £674
includes taxes & fees
7 Nov - 8 Nov
Cherry Lodge
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.

Learn more about Hill Head

Check out the local area in Hill Head—home to attractions like Meon Shore Beach and Hill Head Beach.

A coastal path with steps leading to beach huts, overlooking the sea.
Photo by Pierre Terre
Open Photo by Pierre Terre

Top reviews in Hill Head

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