Book Holiday Homes in Isle of Wight

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Featured Holiday Homes in Isle of Wight

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 Isle of Wight
Stay at this family-friendly holiday home in Ventnor. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Ventnor Botanic Garden and Steephill ...
Opens in a new windowMANOR 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 Isle of Wight
Stay at this family-friendly holiday home in Ryde. Enjoy private pools, a garden and laundry facilities. Popular attractions Gunwharf Quays and Portsmouth Historic ...
Opens in a new windowMANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK
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 Isle of Wight
Stay at this holiday home in Ventnor. Enjoy a garden, laundry facilities and cable/satellite TV service. Popular attractions Ventnor Downs and Appuldurcombe ...
Opens in a new windowLuxury 5* Gold & ROSE Award self-catering converted barn, idyllic rural setting
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Charming rural property with a nautical feel.

Charming rural property with a nautical feel.

Whippingham England
Stay at this holiday home in East Cowes. Enjoy a garden and laundry facilities. Popular attractions Osborne House and East Cowes Ferry Terminal are located ...
Opens in a new windowCharming rural property with a nautical feel.
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 England
Stay at this holiday home in Cowes. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Thorness bay and Gurnard Beach are located ...
Opens in a new windowLuxury, 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
Stay at this holiday home in East Cowes. Enjoy a garden, laundry facilities and patios. Popular attractions East Cowes Ferry Terminal and Cowes Harbour are located ...
Opens in a new windowSunset Cottage Sleeps 6 with Sea Views
5-bed house: pool, tennis court, walk to beach, 10 acres

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

Bouldnor ENG
Stay at this family-friendly holiday home in Yarmouth. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Yarmouth Beach and Yarmouth Castle are ...
Opens in a new window5-bed house: pool, tennis court, walk to beach, 10 acres
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 ENG
Stay at this beach holiday home in Freshwater. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Fort Victoria Country Park and Colwell Bay ...
Opens in a new windowIdyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing
The Old Radar Station, St Boniface Down, Ventnor

The Old Radar Station, St Boniface Down, Ventnor

Ventnor ENG
Stay at this family-friendly holiday home in Ventnor. Enjoy a rooftop terrace, a garden and patios. Popular attractions Ventnor Downs and Oceanblue Sea Charters ...
Opens in a new windowThe Old Radar Station, St Boniface Down, Ventnor
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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.

Isle of Wight Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Isle of Wight vacation homes are the perfect way for you to wing it.

Holiday houses in Isle of Wight let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Isle of Wight in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Isle of Wight adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Isle of Wight with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Isle of Wight vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Isle of Wight Holiday Homes essential information

Accommodation
241 Holiday Homes
Lowest Price
NZ$207
Highest Price
NZ$448
Popular accommodation
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, Luxury 5* Gold & ROSE Award self-catering converted barn, idyllic rural setting, Charming rural property with a nautical feel., Luxury, spacious, quiet bungalow, with private drive. 5 minute drive from Cowes, Sunset Cottage Sleeps 6 with Sea Views, 5-bed house: pool, tennis court, walk to beach, 10 acres, Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing, The Old Radar Station, St Boniface Down, Ventnor

Top trending hotels in Isle of Wight

Royal Esplanade Hotel

Royal Esplanade Hotel

3.5 out of 5
16 The Esplanade Ryde England
The price is NZ$259 per night from 7 May to 8 May
NZ$259
7 May - 8 May
includes taxes & fees
Stay at this beach hotel in Ryde. Enjoy free breakfast, 2 bars/lounges and parking (surcharge). Our guests praise the breakfast and the helpful staff in their ...
Opens in a new windowRoyal Esplanade Hotel
The Royal Hotel

The Royal Hotel

4 out of 5
Belgrave Road Ventnor England
The price is NZ$384 per night from 10 May to 11 May
NZ$384
10 May - 11 May
includes taxes & fees
Stay at this hotel in Ventnor. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowThe Royal Hotel
Albion Hotel

Albion Hotel

4 out of 5
Gate Lane Freshwater England
The price is NZ$448 per night from 17 May to 18 May
NZ$448
17 May - 18 May
includes taxes & fees
Stay at this beach hotel in Freshwater. Enjoy free Wi-Fi, free parking and a beach locale. Popular attractions Freshwater Bay Beach and Dimbola Lodge are located ...
Opens in a new windowAlbion Hotel
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Ryde Castle Hotel by Greene King Inns

Ryde Castle Hotel by Greene King Inns

3 out of 5
The Esplanade Ryde England
The price is NZ$207 per night from 19 May to 20 May
NZ$207
19 May - 20 May
includes taxes & fees
Stay at this luxury inn in Ryde. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowRyde Castle Hotel by Greene King Inns
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See all available properties in Isle of Wight
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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.

More ways to explore Isle of Wight

Top Picks

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^Subject to availability and chosen travel dates.