Book Holiday Homes in Isle of Wight

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Isle of Wight

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
With a stay at this vacation home in Newport, you'll be by the sea, within a 15-minute drive of Yarmouth Isle-of-Wight Ferry Terminal and Dinosaur Expeditions ...
5 Star, Cosy, characterful thatch cottage in a designated area of natural beauty
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
With a stay at this vacation home in Freshwater, you'll be on the beach, within a 10-minute drive of Yarmouth Isle-of-Wight Ferry Terminal and Hurst Castle.
Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing
Charming Holiday Home, Extensive Mature Garden, In Totland Bay, Isle of Wight

Charming Holiday Home, Extensive Mature Garden, In Totland Bay, Isle of Wight

Totland Bay
With a stay at this vacation home in Totland Bay, you'll be by the sea, within a 10-minute drive of Yarmouth Isle-of-Wight Ferry Terminal and Tennyson Down.
Charming Holiday Home, Extensive Mature Garden, In Totland Bay, Isle of Wight
Save an average of 15% on thousands of hotels when you're signed in
2 Bed-Dog Friendly- With Parking-Central Cowes

2 Bed-Dog Friendly- With Parking-Central Cowes

Isle of Wight
With a stay at this vacation home in Cowes, you'll be within a 10-minute walk of RedJet Ferry Terminal and Cowes Harbour.
2 Bed-Dog Friendly- With Parking-Central Cowes
Cosy Coastguard Cottage right next to the sea

Cosy Coastguard Cottage right next to the sea

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 ...
Cosy Coastguard Cottage right next to the sea
One Tennyson Apartment

One Tennyson Apartment

4 out of 5
Down Lane, Newport, England
With a stay at this vacation home in Newport, you'll be within a 15-minute drive of Yarmouth Isle-of-Wight Ferry Terminal and Isle of Wight Area of Outstanding ...
One Tennyson Apartment
Charming rural property with a nautical feel.

Charming rural property with a nautical feel.

Whippingham
With a stay at this vacation home in East Cowes, you'll be within a 15-minute drive of Ryde Pier Head Terminal and Isle of Wight Area of Outstanding Natural ...
Charming rural property with a nautical feel.
5-bed house: pool, tennis court, walk to beach, 10 acres

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

Bouldnor
With a stay at this vacation home in Yarmouth, you'll be by the sea, within a 5-minute drive of Yarmouth Isle-of-Wight Ferry Terminal and Isle of Wight Area ...
5-bed house: pool, tennis court, walk to beach, 10 acres
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
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 ...
MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS
Don't see what you're looking for?
See all available properties in Isle of Wight
View all properties
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
349 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
5 Star, Cosy, characterful thatch cottage in a designated area of natural beauty, Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing, Charming Holiday Home, Extensive Mature Garden, In Totland Bay, Isle of Wight, 2 Bed-Dog Friendly- With Parking-Central Cowes, Cosy Coastguard Cottage right next to the sea, One Tennyson Apartment, Charming rural property with a nautical feel., 5-bed house: pool, tennis court, walk to beach, 10 acres, MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS

Top trending hotels in Isle of Wight

The Broadway Park Hotel

The Broadway Park Hotel

3.5 out of 5
Melville Street, Sandown, England
Fully refundableReserve now, pay when you stay
When you stay at The Broadway Park Hotel in Sandown, you'll be near the beach, within a 10-minute walk of Sandown Beach and Sandown Pier.
The Broadway Park Hotel
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
When you stay at Royal Esplanade Hotel in Ryde, you'll be near the beach, within a 15-minute walk of Ryde Pier Head Terminal and Isle Of Wight Coastal ...
Royal Esplanade Hotel
The Q Hotel

The Q Hotel

3 out of 5
12 Queens Road, Shanklin, England
Fully refundableReserve now, pay when you stay
When you stay at The Q Hotel in Shanklin, you'll be near the beach, within a 10-minute walk of Shanklin Theatre and Shanklin Beach.
The Q Hotel
Save an average of 15% on thousands of hotels when you're signed in
Yelf's Hotel

Yelf's Hotel

3 out of 5
54 Union Street, Ryde, England
Fully refundableReserve now, pay when you stay
With a stay at Yelf's Hotel in Ryde, you'll be within a 15-minute walk of Ryde Pier Head Terminal and Isle Of Wight Coastal Footpath.
Yelf's Hotel
Don't see what you're looking for?
See all available properties in Isle of Wight
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.