A coastal town with a sandy beach, houses, and a cliff overlooking the sea.

Search Chalets in Freshwater Bay

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Freshwater Bay chalets

A woman in a straw hat and dress standing by a table with drinks and a rose on a balcony overlooking the sea.

1. Westway

Westway
Freshwater
10.0 out of 10, Exceptional, (1 review)
"Wonderful garden to enjoy. Spacious accommodation and minimalist decor. Perfect for access to the beach on foot."
United States
Carol
The price is ￥115,674
￥140,902 total
includes taxes & fees
Nov 3 - Nov 4
Westway
A patio with a barbecue grill, outdoor seating, and a view of the ocean.

2. Westcliffe chalets

Westcliffe chalets
Niton
The price is ￥20,842
￥25,010 total
includes taxes & fees
Nov 2 - Nov 3
Westcliffe chalets
A swimming pool with a stone border, a covered seating area with blue chairs, and a view of the countryside.

3. 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 ￥267,665
￥319,651 total
includes taxes & fees
Nov 1 - Nov 2
Rookley Farm Lodge
A hot tub in a garden with a pergola overhead, surrounded by various plants and a picnic table.

4. 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 ￥142,575
￥167,341 total
includes taxes & fees
Nov 2 - Nov 3
Dassia
A balcony with a view of the sea and parked cars.

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 ￥135,850
￥167,299 total
includes taxes & fees
Nov 7 - Nov 8
Princes Esplanade
A two-story house with a brown tiled roof, stone facade, and a small balcony.

6. 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 ￥67,252
￥80,282 total
includes taxes & fees
Nov 1 - Nov 2
The Wing at Fox Hollow
A stone house with a brick entrance, a covered outdoor seating area, and a stone pathway leading to the entrance.

7. Orchard Cottage

Orchard Cottage
Ventnor
10.0 out of 10, Exceptional, (3 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 ￥336,262
￥380,396 total
includes taxes & fees
Nov 2 - Nov 3
Orchard Cottage
A balcony with a glass railing overlooking a garden and the sea.

8. Littlestairs

Littlestairs
Shanklin
10.0 out of 10, Exceptional, (15 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 ￥236,729
￥282,469 total
includes taxes & fees
Nov 3 - Nov 4
Littlestairs
A row of terraced houses with white and brown brick facades, numbered addresses, and a green door on the right.

9. 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 ￥181,582
￥211,299 total
includes taxes & fees
Oct 31 - Nov 1
York Street
A balcony with a view of a marina, a grassy area, and a wicker chair with a cushion.

10. 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 ￥269,010
￥311,673 total
includes taxes & fees
Oct 31 - Nov 1
Creek View, Isle of Wight
A modern building with a brick facade, a large black door, and a small window with frosted glass.

11. 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 ￥134,505
￥183,683 total
includes taxes & fees
Nov 1 - Nov 2
Jollys
A balcony with wicker furniture and a glass door, overlooking a residential area with houses and trees.

12. 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 ￥197,722
￥233,257 total
includes taxes & fees
Nov 2 - Nov 3
North Quay
A small, single-story building with a dark roof and a gravel driveway leading to a wooden gate.

13. 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 ￥121,054
￥141,566 total
includes taxes & fees
Oct 31 - Nov 1
Cherry Lodge
A brick building with three doors, each with a window above. There are potted plants in front of the doors.

14. 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 ￥72,633
￥89,354 total
includes taxes & fees
Nov 5 - Nov 6
The Hayloft
A two-story house with a sloped roof, a brick foundation, and a gravel driveway.

15. 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 ￥254,214
￥312,211 total
includes taxes & fees
Oct 31 - Nov 1
Laurel Cottage
A balcony with two white cushioned chairs and a small table, a clear view of the sea, and a row of buildings in the background.

16. Seagrass

Seagrass
Sandown
10.0 out of 10, Exceptional, (11 reviews)
"The property is excellent a great Christmas stay. Thank you so much for the lovely decorations and treats. Can’t wait to come back."
United States
Sharon
The price is ￥134,505
￥156,362 total
includes taxes & fees
Nov 1 - Nov 2
Seagrass
A wooden deck with a table set for dining, overlooking the ocean.

17. Sandpipers

Sandpipers
Ventnor
9.6 out of 10, Exceptional, (14 reviews)
"Beautiful place, beautiful surroundings, very hilly but worth every bit of the walking we did! would highly recommend and would love to go back in the future"
United States
Anonymous traveler
The price is ￥188,307
￥222,900 total
includes taxes & fees
Nov 3 - Nov 4
Sandpipers
A rooftop terrace with a table set for dining, overlooking a body of water and a distant shoreline.

18. Penderic, Isle of Wight

Penderic, Isle of Wight
Cowes
The price is ￥126,435
￥152,739 total
includes taxes & fees
Nov 21 - Nov 22
Penderic, Isle of Wight
A two-story house with a white exterior, a small front garden, and a visible garage.

19. Hope Cottage

Hope Cottage
Shanklin
9.8 out of 10, Exceptional, (10 reviews)
"We had a super birthday stay at Hope Cottage, it was the perfect place to relax and unwind after Christmas/a hectic few weeks. The decor is gorgeous bright and airy. It was spacious, really well appointed and you can really tell that a lot of thought went into making it feel cosy and welcoming. It’s a cracking spot too plenty within walking distance to please both kids and adults and a great base for exploring the Isle of Wight. So glad we found it, it’s such a gem that we’re already planning...
United States
Anonymous traveler
The price is ￥121,054
￥144,718 total
includes taxes & fees
Nov 1 - Nov 2
Hope Cottage
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.

20. Ivy Cottage

Ivy Cottage
Brading
10.0 out of 10, Exceptional, (2 reviews)
"Clean and cosy"
United States
Aman
The price is ￥88,773
￥103,955 total
includes taxes & fees
Oct 31 - Nov 1
Ivy Cottage
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 Freshwater Bay Hotel Reviews

Leonardo Hotel Southampton

Leonardo Hotel Southampton

10/10 Excellent
"Friendly and helpful staff. Arrived late but very accommodating. Property is close to the port which was very nice and convenient. Great selection of food items for breakfast buffet—was super full and would be going for more if tummy can just be so elastic!"
Josie 1-night trip
Posted 1 hour ago
Leonardo Hotel Southampton

Find out more about Freshwater Bay

Freshwater Bay Chalets information

Number of reviews
162
Accommodation
213 Chalets
Lowest Price
￥80,282
Highest Price
￥380,396

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