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
With a stay at this vacation home in Ventnor, you'll be by the sea, just a 4-minute walk from St Lawrence Parish Church and 9 minutes by foot from English ...
Opens in a new windowMANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS
Perfect Retreat in Luxury & Historical Manor House

Perfect Retreat in Luxury & Historical Manor House

Binstead, Ryde
Located in Ryde, this vacation home is by the sea, a 5-minute drive from Isle of Wight Area of Outstanding Natural Beauty and 5 minutes from Fishbourne Car And ...
Opens in a new windowPerfect Retreat in Luxury & Historical Manor House
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
Located in Ventnor, this vacation home is in a rural location, within a 5-minute drive of Isle of Wight Area of Outstanding Natural Beauty and Isle of Wight ...
Opens in a new windowLuxury 5* Gold & ROSE Award self-catering converted barn, idyllic rural setting
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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
Located in Cowes, this vacation home is within a 10-minute drive of Cowes Harbour and Seaclose Park.
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 England
With a stay at this vacation home in East Cowes, you'll be within a 5-minute drive of Isle of Wight Area of Outstanding Natural Beauty and East Cowes Ferry ...
Opens in a new windowCharming rural property with a nautical feel.
Sunset Cottage Sleeps 6 with Sea Views

Sunset Cottage Sleeps 6 with Sea Views

East Cowes
When you stay at this vacation home in East Cowes, you'll be by the ocean, within a 5-minute drive of East Cowes Ferry Terminal and Isle of Wight Area of Outstanding ...
Opens in a new windowSunset Cottage Sleeps 6 with Sea Views
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
When you stay at this vacation home in Ryde, you'll be on the waterfront, within a 10-minute walk of Ryde Beach and Isle Of Wight Coastal Footpath.
Opens in a new windowMANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK
5-bed house: pool, tennis court, walk to beach, 10 acres

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

Bouldnor ENG
When you stay at this vacation home in Yarmouth, you'll be by the sea, within a 5-minute drive of Isle of Wight Area of Outstanding Natural Beauty and Yarmouth ...
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
Located in Freshwater, this vacation home is by the sea, within a 5-minute drive of Hurst Castle and Fort Victoria Country Park.
Opens in a new windowIdyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing
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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
251 Holiday Homes
Lowest Price
AU$157
Highest Price
AU$345
Popular accommodation
MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS, Perfect Retreat in Luxury & Historical Manor House, Luxury 5* Gold & ROSE Award self-catering converted barn, idyllic rural setting, Luxury, spacious, quiet bungalow, with private drive. 5 minute drive from Cowes, Charming rural property with a nautical feel., Sunset Cottage Sleeps 6 with Sea Views, MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK, 5-bed house: pool, tennis court, walk to beach, 10 acres, Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing

Top trending hotels in Isle of Wight

Royal Esplanade Hotel

Royal Esplanade Hotel

3.5 out of 5
16 The Esplanade Ryde England
Fully refundableReserve now, pay when you stay
The price is AU$210 per night from 14 May to 15 May
AU$210
14 May - 15 May
includes taxes & fees
Located in Ryde, Royal Esplanade Hotel is near the beach, within a 5-minute walk of Ryde Terminal and Isle Of Wight Coastal Footpath.
Opens in a new windowRoyal Esplanade Hotel
The Royal Hotel

The Royal Hotel

4 out of 5
Belgrave Road Ventnor England
The price is AU$345 per night from 17 May to 18 May
AU$345
17 May - 18 May
includes taxes & fees
With a stay at The Royal Hotel in Ventnor, you'll be in the historical district, just a 4-minute walk from Ventnor Beach and 6 minutes by foot from Oceanblue ...
Opens in a new windowThe Royal Hotel
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 AU$168 per night from 21 May to 22 May
AU$168
21 May - 22 May
includes taxes & fees
When you stay at Ryde Castle Hotel by Greene King Inns in Ryde, you'll be on the waterfront, just steps from Isle Of Wight Coastal Footpath and Ryde ...
Opens in a new windowRyde Castle Hotel by Greene King Inns
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The Birdham Hotel & Restaurant

The Birdham Hotel & Restaurant

4 out of 5
1 Steyne Rd Bembridge England
Fully refundableReserve now, pay when you stay
The price is AU$157 per night from 17 May to 18 May
AU$157
17 May - 18 May
includes taxes & fees
Located in Bembridge, The Birdham Hotel & Restaurant is within a 5-minute drive of Bembridge Beach and Isle of Wight Area of Outstanding Natural Beauty.
Opens in a new windowThe Birdham Hotel & Restaurant
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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.

Top Picks

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^Subject to availability and chosen travel dates.