A coastal town with a prominent pier extending into the water, surrounded by historic buildings and a clear sky.

Isle of Wight Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Isle of Wight vacation homes

A stained glass window with a symmetrical design and a view of a landscape.

1. 1902 chapel. Family friendly. Parking & garden.

1902 chapel. Family friendly. Parking & garden.
Sandown
9.8 out of 10, Exceptional, (20 reviews)
"Our second stay at this converted chapel, very comfortably and tastefully decorated with quirky individual touches. The owner is a joy to deal with. "
United Kingdom
Liam H.
1902 chapel. Family friendly. Parking & garden.
A two-story house with a balcony, surrounded by a well-maintained garden and trees.

2. 5-bed house: pool, tennis court, walk to beach, 10 acres

5-bed house: pool, tennis court, walk to beach, 10 acres
Bouldnor
10.0 out of 10, Exceptional, (86 reviews)
"Gorgeous house, loads for the kids to do, every facility too"
United Kingdom
Ann B.
5-bed house: pool, tennis court, walk to beach, 10 acres
A wooden table with chairs and an umbrella, set against a brick wall and greenery.

3. Parley House , Cowes walk to Harbour Restaurants and Cafes

Parley House , Cowes walk to Harbour Restaurants and Cafes
Cowes
10.0 out of 10, Exceptional, (1 review)
"A nice house that easily accommodated our family of 6 adults and a dog. The property was clean and tidy, and about an 10 minute walk from the town.I would definitely recommend staying, communication was very quick and helpful. Thank you for a nice weekend"
United States
Caroline S.
Parley House , Cowes walk to Harbour Restaurants and Cafes
A modern living room with a fireplace, a dining area with a table set for four, and a kitchen with striped walls.

4. Remarkable 3-bed House in East Cowes

Remarkable 3-bed House in East Cowes
3.5 star property
East Cowes
Remarkable 3-bed House in East Cowes
A room with a bay window overlooking a lush landscape and the sea.

5. MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS

MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS
Ventnor
9.8 out of 10, Exceptional, (71 reviews)
"We had a fantastic break. Hosts were incredible and made my sister's"
United States
Tracy M.
MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS
A pool area with blue lounge chairs, a stone wall, and a staircase leading to an upper level.

6. MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK

MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK
Ryde
9.8 out of 10, Exceptional, (68 reviews)
"The host was really responsive and helpful with clear information about getting to the property. The house was absolutely wonderful. So much space, beautifully furnished and equipped with spacious bedrooms, games room, and lovely, family friendly pool. It is ideally situated near to the beach."
United States
Fay M.
MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK
A residential area with brick houses, a grassy lawn, and a view of the sea.

7. Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing

Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing
Freshwater, isle of wight
9.6 out of 10, Exceptional, (57 reviews)
"Beautiful and peaceful walks. Beaches short distance by car. The bungalow is set in a great position, fields at the front and part of the fort behind. Hosts were great they kept us informed of any changes, e.g early check in and late check out. They always responded promptly. Thank you Marina"
United Kingdom
Farzana
Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing
A stone building with multiple windows and a sloped roof.

8. Bermuda House with parking, good sea view and minutes from beach and shops

Bermuda House with parking, good sea view and minutes from beach and shops
Ventnor
9.8 out of 10, Exceptional, (13 reviews)
"Fantastic location and great value for money. "
United Kingdom
Caroline L.
Bermuda House with parking, good sea view and minutes from beach and shops
A living room with a sofa, ottoman, and armchair, a dining table with chairs, a fireplace, and a bookshelf.

9. Cowes retreat - ferry discount available

Cowes retreat - ferry discount available
Cowes
9.4 out of 10, Exceptional, (16 reviews)
"Lots of room and great central location."
Australia
Adam C.
Cowes retreat - ferry discount available
A room with a large window, a bedside table with a lamp, a chair, and a shelf with items.

10. Luxury, Stylish Home, With Garden, Sea Views and Parking.

Luxury, Stylish Home, With Garden, Sea Views and Parking.
Ventnor
10.0 out of 10, Exceptional, (85 reviews)
"Comfortable, clean and well equipped home with a beautiful sea view. "
United Kingdom
Agata T.
Luxury, Stylish Home, With Garden, Sea Views and Parking.
A modern dining area with a wooden table, black chairs, and a glass partition.

11. Perfect Retreat in Luxury & Historical Manor House

Perfect Retreat in Luxury & Historical Manor House
Binstead, Ryde
10.0 out of 10, Exceptional, (5 reviews)
"Great place and we had a lovely stay. Very well equipped and nice places to walk to nearby."
United States
John K.
Perfect Retreat in Luxury & Historical Manor House
A room with a glass door leading to an outdoor seating area with a table, chairs, and a view of the sea.

12. A large detached house with sea view that sleeps 12 guests in 6 bedrooms

A large detached house with sea view that sleeps 12 guests in 6 bedrooms
Seaview
9.8 out of 10, Exceptional, (7 reviews)
"We had a wonderful family holiday here. It was 16 years since our last stay here and it is just as wonderful. Perfect for family get together, and games and walks along the beech . So many memories - and laughs"
United States
Anonymous traveller
A large detached house with sea view that sleeps 12 guests in 6 bedrooms
A bedroom with a large window, a bed, a grey armchair, and a white door.

13. Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10

Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10
Cowes
9.8 out of 10, Exceptional, (66 reviews)
"Really great central place to stay with sea views and amenities all in walking distance."
United States
Patrick H.
The price is CA $659
CA $753 total
includes taxes & fees
Oct 25 - Oct 26
Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10
A patio area with potted plants and a metal chair.

14. The Pink Door. Elegant 4 Bed Georgian House views of the sea and downs

The Pink Door. Elegant 4 Bed Georgian House views of the sea and downs
Ventnor
9.6 out of 10, Exceptional, (4 reviews)
"Great space for friends and family "
United Kingdom
Rebecca G.
The Pink Door. Elegant 4 Bed Georgian House views of the sea and downs
A spacious loft-style living area with a high ceiling, a mezzanine level, and a cozy seating arrangement.

15. Unique, quirky tin tabernacle perfect for cozy group getaways, near coast & pub

Unique, quirky tin tabernacle perfect for cozy group getaways, near coast & pub
Ventnor
Unique, quirky tin tabernacle perfect for cozy group getaways, near coast & pub
An outdoor dining area with a wooden table, benches, and a tray of croissants.

16. Sleeps 12-14 - Dog Friendly - Parking - Cowes

Sleeps 12-14 - Dog Friendly - Parking - Cowes
Cowes
8.0 out of 10, Very good, (1 review)
"Pet friendly, lots of glasses "
United Kingdom
michaela C.
Sleeps 12-14 - Dog Friendly - Parking - Cowes
A house with a swimming pool at dusk.

17. Fantastic, sociable home in the beautiful village of Brighstone, with hot tub.

Fantastic, sociable home in the beautiful village of Brighstone, with hot tub.
Isle of Wight
10.0 out of 10, Exceptional, (57 reviews)
"Cannot fault anything about this lovely home was absolutely perfect. would definitely go back and recommend to anyone Sarah was an absolutely lovely host making it a smooth check in and very good communication best we've had Deb"
United States
Debbie e.
Fantastic, sociable home in the beautiful village of Brighstone, with hot tub.
Outdoor dining

18. The Brackens in Seaview | Curated Spaces

The Brackens in Seaview | Curated Spaces
Seaview
9.0 out of 10, Wonderful, (8 reviews)
"We were really pleased with the Brackens, 4 adults and 4 x kids ages 9-6. It was much closure to the sea than we realised and the property was lovely throughout. We would stay again and recommend."
United Kingdom
Will R.
The Brackens in Seaview | Curated Spaces
A wooden deck with a table and chairs, overlooking a coastal view.

19. Stunning Coastal Home with Generous Ferry Discount

Stunning Coastal Home with Generous Ferry Discount
Ventnor
9.0 out of 10, Wonderful, (2 reviews)
"Beautifully appointed and decorated with a lovely view. Couldn’t have asked for a better base for our long weekend on the island. Host had thought of everything including what to do if you can’t find a parking spot."
United Kingdom
Emma B.
Stunning Coastal Home with Generous Ferry Discount
A spacious bedroom with a large bed, a round window, and a bench.

20. Luxury, award winning Art Deco house for special holidays and family events

Luxury, award winning Art Deco house for special holidays and family events
Shanklin
10.0 out of 10, Exceptional, (49 reviews)
"Great location with wonderful views. The house and facilities were excellent. Particularly impressed that you were able to lay on a Spitfire doing aerobatics on our arrival. "
United Kingdom
John R.
Luxury, award winning Art Deco house for special holidays and family events
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 Isle of Wight Hotel Reviews

The Birdham Hotel & Restaurant

The Birdham Hotel & Restaurant

10/10 Excellent
"Fabulous room, friendly staff and the best steaks"
Bev 1-night trip
Posted 5 hours ago
The Birdham Hotel & Restaurant

Find out more about Isle of Wight

Isle of Wight Vacation Homes information

Number of reviews
614
Accommodation
282 Vacation Homes
Lowest Price
CA $753
Highest Price
CA $753

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