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Vacation Homes in Isle of Wight

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Top Cities in Isle of Wight

Our top choices for Isle of Wight vacation homes

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
9.4 out of 10, Exceptional, (3)
"Property is in a great location and has all the facilities needed for a large group."
United Kingdom
Helen H.
Bermuda House with parking, good sea view and minutes from beach and shops

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, (73)
"Absolutely stunning property. "
Canada
Rebecca B.
5-bed house: pool, tennis court, walk to beach, 10 acres

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, (53)
"We had an amazing holiday - Sarah and Ashley were great welcoming us when we arrived and then helped with queries during the week. We would certainly recommend a great holiday"
United Kingdom
Vanessa D.
Fantastic, sociable home in the beautiful village of Brighstone, with hot tub.

Luxury 5* Gold & ROSE Award self-catering converted barn, idyllic rural setting

Luxury 5* Gold & ROSE Award self-catering converted barn, idyllic rural setting
Wroxall
10.0 out of 10, Exceptional, (56)
"This property has everything you could possibly want for a peaceful, tranquil holiday"
United Kingdom
Barbara H.
Luxury 5* Gold & ROSE Award self-catering converted barn, idyllic rural setting

Newclose Farm - The Old Barn

Newclose Farm - The Old Barn
4.0 star property
Yarmouth
10.0 out of 10, Exceptional, (1)
Newclose Farm - The Old Barn

Luxury, spacious, quiet bungalow, with private drive. 5 minute drive from Cowes

Luxury, spacious, quiet bungalow, with private drive. 5 minute drive from Cowes
Northwood
Luxury, spacious, quiet bungalow, with private drive. 5 minute drive from Cowes

Sunset Cottage Sleeps 6 with Sea Views

Sunset Cottage Sleeps 6 with Sea Views
East Cowes
9.0 out of 10, Wonderful, (2)
"Easy to find, beautifully decorated, very comfy bed and great shower. Lovely views over the Solent and great enclosed garden for the dogs. Short walk to Waitrose and to chain ferry for Cowes. "
United Kingdom
Katherine G.
Sunset Cottage Sleeps 6 with Sea Views

Charming rural property with a nautical feel.

Charming rural property with a nautical feel.
Whippingham
9.8 out of 10, Exceptional, (10)
"We had a fantastic stay. Really lovely, quirky house. Quiet location yet near everything one could need. We will be back!"
United Kingdom
Charles H.
Charming rural property with a nautical feel.

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, (66)
"Great for large inter generational family holiday. Tennis court and pool brilliant. House not too precious that we worried about the smaller ones"
United Kingdom
sarah m.
MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS

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, (63)
"Everything is as described and pictured. We had a great stay here, great location and easy access, would recommend and stay again"
United Kingdom
Michael S.
MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK

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)
"Cliffhanger is a stunning period home in a fabulous location in Cowes. Easy access to all the shops and restaurants in Cowes. Parking is restricted but at the time of year we visited (Sept) we had no issues. The bedrooms are spacious and very comfortable and the roof terrace has fabulous views. The kitchen is well equipped and there is no shortage of games etc in the lounge area if the weather closes in. Our host was charming and very helpful, going the extra mile for us when we had some last...
United States
Vanessa W.
The price is AED 2,555
AED 2,890 total
includes taxes & fees
4 Jan - 5 January 2026
Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10

Cowes retreat - ferry discount available

Cowes retreat - ferry discount available
Cowes
9.4 out of 10, Exceptional, (12)
"Lots of room and great central location."
Australia
Adam C.
Cowes retreat - ferry discount available

Luxury Art Deco, Award Winning and truly iconic for up to 16 guests

Luxury Art Deco, Award Winning and truly iconic for up to 16 guests
Shanklin
10.0 out of 10, Exceptional, (49)
"A beautiful house full of fabulous art deco. We all felt very relaxed there and able to enjoy the house and all it had to offer. Fabulous location, ideal for all the family to explore the beaches and local towns. We had everything we needed and thoroughly recommend."
United Kingdom
Graham T.
Luxury Art Deco, Award Winning and truly iconic for up to 16 guests

The Old Radar Station, St Boniface Down, Ventnor

The Old Radar Station, St Boniface Down, Ventnor
Ventnor
9.8 out of 10, Exceptional, (54)
"Fantastic family holiday, comfortable accommodation, with lots of history to the building, and with amazing views, especially the sunsets. Great location for walks on the downs. Any questions we had were answered promptly.we all thoroughly enjoyed.thanksPaul"
United Kingdom
Paul P.
The Old Radar Station, St Boniface Down, Ventnor

5 Star, Cosy, characterful thatch cottage in a designated area of natural beauty

5 Star, Cosy, characterful thatch cottage in a designated area of natural beauty
Brighstone
9.8 out of 10, Exceptional, (33)
"Lovely place - so good we came back a few months later!"
United Kingdom
Tim W.
5 Star, Cosy, characterful thatch cottage in a designated area of natural beauty

Converted Luxury Barn With Hot Tub

Converted Luxury Barn With Hot Tub
Yarmouth
10.0 out of 10, Exceptional, (9)
"Absolutely stunning place with incredible facilities! Perfect location and our welcome hamper was gorgeous! Great communication with host! 100% recommend staying here! "
United Kingdom
Cara M.
Converted Luxury Barn With Hot Tub

The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
Cowes Isle of Wight
10.0 out of 10, Exceptional, (4)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
United Kingdom
Simon S.
The price is AED 597
AED 1,138 total
includes taxes & fees
21 Dec - 22 Dec
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

Perfect Retreat in Luxury & Historical Manor House

Perfect Retreat in Luxury & Historical Manor House
Binstead, Ryde
10.0 out of 10, Exceptional, (2)
"The property was excellent and catered well with kids. Only concern is with stairs and very young children who are not as confident, but being attentive is fine. We recommend the local farms and rural shops for fresh produce."
United Kingdom
Gareth
Perfect Retreat in Luxury & Historical Manor House

Beautiful and luxurious Seaside Home

Beautiful and luxurious Seaside Home
Ventnor
9.2 out of 10, Wonderful, (16)
"We loved the space the seven of us had in the seaside home - even had room for my morning yoga. Great location for getting into Ventnor on foot and Bonchurch beach was easily walkable. Only downside was the road leading to Shanklin, but that was also handy for our day trips. "
United Kingdom
Leonard B.
Beautiful and luxurious Seaside Home

Victoria House Bembridge. 6 bedrooms - 4 bathrooms, great garden and location

Victoria House Bembridge. 6 bedrooms - 4 bathrooms, great garden and location
Bembridge
9.8 out of 10, Exceptional, (8)
"Modern, clean, spacious, great for mixed generations - all facilities we needed - trampoline well used and games for evening. Shower tray for products might be helpful. Kids played in garage 😊"
United Kingdom
Susan B.
Victoria House Bembridge. 6 bedrooms - 4 bathrooms, great garden and location
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