Top Chalets in Hill Head in 2026

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Our top choices for Hill Head chalets

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

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

Hayling Island

Tim

includes taxes & fees

9 Nov - 10 Nov

A balcony with a view of a marina, a grassy area, and a wicker chair with a cushion.

2. Creek View, Isle of Wight

Wootton Bridge

Benjamin Gully

includes taxes & fees

7 Nov - 8 Nov

A patio with a barbecue grill, outdoor seating, and a view of the ocean.

3. Westcliffe chalets

Niton

includes taxes & fees

9 Nov - 10 Nov

A row of terraced houses with white and brown brick facades, numbered addresses, and a green door on the right.

4. York Street

Cowes

Anonymous traveller

includes taxes & fees

7 Nov - 8 Nov

A balcony with a view of the sea and parked cars.

5. Princes Esplanade

Gurnard

Susan

includes taxes & fees

7 Nov - 8 Nov

A gated residential area with a house featuring a tiled roof and a small attached garage.

6. No 1 Ashey

Ryde

Anonymous traveller

includes taxes & fees

7 Nov - 8 Nov

A rooftop terrace with a table set for dining, overlooking a body of water and a distant shoreline.

7. Penderic, Isle of Wight

Cowes

includes taxes & fees

21 Nov - 22 Nov

A hot tub in a garden with a pergola overhead, surrounded by various plants and a picnic table.

8. Dassia

Porchfield

Emma

includes taxes & fees

7 Nov - 8 Nov

A small, single-story building with a window, a wooden shed, and a paved patio area.

9. George Street House

Ryde

Kay

includes taxes & fees

7 Nov - 8 Nov

A residential house with a sloped roof, a front porch, and a well-maintained garden with pink hydrangeas.

10. Pebble Beach - Isle of Wight

Bembridge

Anonymous traveller

includes taxes & fees

9 Nov - 10 Nov

A balcony with wicker furniture and a glass door, overlooking a residential area with houses and trees.

11. North Quay

St Helens

Dave Matthews

includes taxes & fees

7 Nov - 8 Nov

A two-story house with a brown tiled roof, stone facade, and a small balcony.

12. The Wing at Fox Hollow

Whiteley Bank

Colin Anthony

includes taxes & fees

7 Nov - 8 Nov

A swimming pool with a stone border, a covered seating area with blue chairs, and a view of the countryside.

13. Rookley Farm Lodge

Rookley

Sue

includes taxes & fees

7 Nov - 8 Nov

A two-story house with a sloped roof, a brick foundation, and a gravel driveway.

14. Laurel Cottage

Newchurch

Jean-Paul

includes taxes & fees

8 Nov - 9 Nov

A modern building with a brick facade, a large black door, and a small window with frosted glass.

15. Jollys

Sandown

"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!"

Kelly

includes taxes & fees

7 Nov - 8 Nov

A row of traditional townhouses with distinct architectural styles, including a white building with a black door and a blue building with a blue door.

16. Ivy Cottage

Brading

Aman

includes taxes & fees

7 Nov - 8 Nov

A single-story house with a gabled roof, a chimney, and a garage.

17. Willow-Oak

Seaview

Amanda

includes taxes & fees

19 Nov - 20 Nov

A brick building with three doors, each with a window above. There are potted plants in front of the doors.

18. The Hayloft

Queen Bower

Thomas

includes taxes & fees

7 Nov - 8 Nov

A table set with a wine glass, a plate, and a vase with yellow flowers.

19. Red Cedars

Bembridge

Amelia Clarke

includes taxes & fees

7 Nov - 8 Nov

A small, single-story building with a dark roof and a gravel driveway leading to a wooden gate.

20. Cherry Lodge

Godshill

Gavin

includes taxes & fees

7 Nov - 8 Nov

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Learn more about Hill Head

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

See all hotels in Hill Head

A coastal path with steps leading to beach huts, overlooking the sea.

Top reviews in Hill Head

A restaurant named "HARRIS" with a blue exterior and a signboard.

Harper's Steakhouse with Rooms, Southampton Swanwick Marina

Southampton

10/10 Excellent

Anonymous traveller

Lodge at Solent

Fareham

10/10 Excellent

We have stayed before on a number of occasions as a great budget hotel.So we have used many times for the odd few nights for work, visiting family and friends. It’s very clean comfortable ( although you need to check bed size when booking or if you like a bit of space then possibly go for twin room as “some” of their double beds are standard 4’6 double) and local facilities for shopping and restaurants are excellent. We also used to live and work close by so we know the area well so it’s a great...

John D

A traditional building with multiple chimneys, a central entrance, and a paved courtyard.

Royal Swan Ashley Manor

Southampton

10/10 Excellent

Anonymous traveller

A building with a covered entrance, brick pillars, and flower planters.

Solent Hotel and Spa

Fareham

10/10 Excellent

On arrival we were greater by a friendly member of staff, checked in nice and smoothly. The room was very nice, had coffee machine, smart tv air con etc. We stayed in a Junoir sweet and only got a double bed so had a bad sleep but other than that there wasn't any conolaints. The food in the restutant was delicious! I had the pork belly followed by sticky toffee pudding. And breakfast was nice aswell so I would recommend it and I shall be returning

dale

A modern building with a brick facade and a large arched entrance labeled "VOCO."

voco Fareham - Solent by IHG

Fareham

10/10 Excellent

Susan

A view through a window of a rural landscape with green fields, a dirt path, and a few buildings in the distance.

The Chequers Inn

Ventnor

10/10 Excellent

Genay

A brick building with white-framed windows, a door, and a small porch area with flower boxes and potted plants.

The White Lion

Southampton

10/10 Excellent

Howard

A red brick house with a white window frame, a hanging flower basket, and a small porch area.

The Birdham Hotel & Restaurant

Bembridge

10/10 Excellent

Angela

A Holiday Inn Express building with a modern entrance, large windows, and a sign above the entrance.

Holiday Inn Express Southampton M27 Jct7 by IHG

Southampton

10/10 Excellent

Julie

A Holiday Inn Express building with a glass facade, a covered entrance, and a sign above the doors.

Holiday Inn Express Portsmouth - North by IHG

Portsmouth

10/10 Excellent

Corinne

A traditional Tudor-style building with a well-lit facade, a visible garden area, and a view of the sea in the background.

The Fishbourne - Isle of Wight

Ryde

10/10 Excellent

We stayed 4 nights and everything was spot on. The location was perfect being just round the corner from the ferry, but quiet ( no driving around at the end of a long journey).The pub was very well laid out with plenty of room in the bar, lounge and dining areas. Beautifully presented inside, warm and cosy, with a very friendly relaxed welcome. Breakfast very good, and the evening meals were also good, we ate in every night. The staff seemed very happy and this must be credit to the owner and...

Richard