Book Holiday Homes in Isle of Wight

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Featured Holiday Homes in Isle of Wight

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

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

Bouldnor
Book a stay at this family-friendly vacation home in Yarmouth. Enjoy free WiFi, private pools, and a garden. Popular attractions Yarmouth Isle-of-Wight Ferry ...
Opens in a new window5-bed house: pool, tennis court, walk to beach, 10 acres
Cosy Coastguard Cottage right next to the sea

Cosy Coastguard Cottage right next to the sea

East Cowes
Stay at this vacation home in East Cowes. Enjoy a garden, laundry facilities, and patios. Popular attractions East Cowes Ferry Terminal and Cowes Harbour are ...
Opens in a new windowCosy Coastguard Cottage right next to the sea
Lovely family holiday home in sunny Ventnor

Lovely family holiday home in sunny Ventnor

Ventnor
Book a stay at this family-friendly vacation home in Ventnor. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ventnor Downs and Monks ...
Opens in a new windowLovely family holiday home in sunny Ventnor
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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 vacation home in Cowes. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Thorness bay and Cowes Harbour are located ...
Opens in a new windowLuxury, spacious, quiet bungalow, with private drive. 5 minute drive from Cowes
Charming rural property with a nautical feel.

Charming rural property with a nautical feel.

Whippingham
Stay at this vacation 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.
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
Book a stay at this family-friendly vacation home in Ventnor. Enjoy private pools, a garden, and laundry facilities. Popular attractions Ventnor Botanic Garden ...
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
Book a stay at this family-friendly vacation home in Ryde. Enjoy private pools, a garden, and laundry facilities. Popular attractions Gunwharf Quays and Portsmouth ...
Opens in a new windowMANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK
Cowes retreat

Cowes retreat

Cowes
Stay at this vacation home in Cowes. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Cowes Harbour and East Cowes Ferry Terminal are located ...
Opens in a new windowCowes retreat
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
Book a stay at this family-friendly vacation home in Shanklin. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Small Hope Beach and Shanklin ...
Opens in a new windowLuxury Art Deco, Award Winning and truly iconic for up to 16 guests
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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
254 Holiday Homes
Lowest Price
NZ$258
Highest Price
NZ$258
Popular accommodation
5-bed house: pool, tennis court, walk to beach, 10 acres, Cosy Coastguard Cottage right next to the sea, Lovely family holiday home in sunny Ventnor, Luxury, spacious, quiet bungalow, with private drive. 5 minute drive from Cowes, Charming rural property with a nautical feel., 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, Cowes retreat, Luxury Art Deco, Award Winning and truly iconic for up to 16 guests

Top trending hotels in Isle of Wight

Royal Esplanade Hotel

Royal Esplanade Hotel

3.5 out of 5
16 The Esplanade, Isle of Wight, Ryde, England
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star beach hotel in Ryde. Enjoy free breakfast, 2 bars/lounges, and parking (surcharge). Our guests praise the breakfast and the helpful staff ...
Opens in a new windowRoyal Esplanade Hotel
The Q Hotel

The Q Hotel

3 out of 5
12 Queens Road, Shanklin, England
Fully refundableReserve now, pay when you stay
Stay at this 3-star spa hotel in Shanklin. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Shanklin Theatre and Shanklin Beach are located ...
Opens in a new windowThe Q Hotel
The Wight

The Wight

4 out of 5
11 Avenue Road, Sandown, England
Stay at this 4-star family-friendly guesthouse in Sandown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Opens in a new windowThe Wight
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Luccombe Manor Country House Hotel

Luccombe Manor Country House Hotel

3 out of 5
11 Popham Road, Shanklin, England
Fully refundableReserve now, pay when you stay
The price is NZ$258 per night from 2 Nov to 3 Nov
NZ$258
2 Nov - 3 Nov
includes taxes & fees
Stay at this 3-star family-friendly hotel in Shanklin. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowLuccombe Manor Country House Hotel
Don't see what you're looking for?
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

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