Holiday Homes in Isle of Wight

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Isle of Wight Accommodation: Most Popular Cities to Stay

Our top choices for Isle of Wight holiday homes

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 reviews)
"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 reviews)
"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

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 reviews)
"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.

Perfect Retreat in Luxury & Historical Manor House

Perfect Retreat in Luxury & Historical Manor House
Binstead, Ryde
10.0 out of 10, Exceptional, (2 reviews)
"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

The Beach House - sleeps 8 guests in 4 bedrooms

The Beach House - sleeps 8 guests in 4 bedrooms
Bembridge
10.0 out of 10, Exceptional, (12 reviews)
"Everything about our stay was perfect from the check in to the comfort of the house. Superb location and well equipped."
United States
Elizabeth M.
The Beach House - sleeps 8 guests in 4 bedrooms

Charming rural property with a nautical feel.

Charming rural property with a nautical feel.
Whippingham
9.8 out of 10, Exceptional, (10 reviews)
"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.

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 reviews)
"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

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

Cowes retreat - ferry discount available

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

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
9.6 out of 10, Exceptional, (49 reviews)
"Lovely stay, the property was clean and homely with lovely views and access to a picturesque beach. "
United Kingdom
Catriona W.
Idyllic 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
9.8 out of 10, Exceptional, (54 reviews)
"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

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
9.8 out of 10, Exceptional, (6 reviews)
"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

1902 chapel. Family & pet friendly. Parking & garden.

1902 chapel. Family & pet friendly. Parking & garden.
Sandown
9.8 out of 10, Exceptional, (17 reviews)
"Attention to detail, dog treats, prosecco, bread, milk, everything we needed and more.Christmas decorations were beautiful."
United Kingdom
Jan A.
1902 chapel. Family & pet friendly. Parking & garden.

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 reviews)
"Great location with wonderful views. The house and facilities were excellent. Particularly impressed that you were able to lay on a Spitfire doing aerobatics on our arrival. "
United Kingdom
John R.
Luxury Art Deco, Award Winning and truly iconic for up to 16 guests

Two Bedroom/Two Bathroom. Tranquil and Conveniently Situated.

Two Bedroom/Two Bathroom. Tranquil and Conveniently Situated.
Wootton Bridge
9.2 out of 10, Wonderful, (15 reviews)
"Quite satisfactory"
United Kingdom
Chris R.
Two Bedroom/Two Bathroom. Tranquil and Conveniently Situated.

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, (34 reviews)
"Our hosts were very welcoming and provided pretty much everything you could wish, a home from home environment that allows you to be comfortable and enjoy your stay. "
United Kingdom
Phil P.
5 Star, Cosy, characterful thatch cottage in a designated area of natural beauty

Relax in This Charming East Cowes House With Garden and BBQ

Relax in This Charming East Cowes House With Garden and BBQ
2.0 star property
East Cowes
The price is £183
includes taxes & fees
30 Apr - 1 May
Relax in This Charming East Cowes House With Garden and BBQ

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, (57 reviews)
"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

Stone's Throw Away from the English Channel! -Family and Dog Friendly

Stone's Throw Away from the English Channel! -Family and Dog Friendly
Wootton
Stone's Throw Away from the English Channel! -Family and Dog Friendly
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

Find out more about Isle of Wight

Isle of Wight Holiday Homes: Find the Perfect Place


What is the best time to enjoy a holiday home in Isle of Wight?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .


How many holiday homes are available for rent in Isle of Wight?

Choose from 243 beautiful holiday homes in Isle of Wight for your getaway.


How much is a holiday home in Isle of Wight?

You can find perfect holiday homes in Isle of Wight for as low as £183 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.


How can I get the best deal on a holiday home in Isle of Wight?

Find the best deals on Isle of Wight holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.


Why should I book a holiday home in Isle of Wight?

There’s no better way to spend your well-earned holiday than in a private, cosy Isle of Wight holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Isle of Wight.


What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your Isle of Wight holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.


Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Isle of Wight—and book all your travel in one place. Save even more when you bundle your bookings together. Add a Isle of Wight car hire to your holiday property into a holiday package.


What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

Isle of Wight Holiday Homes information

Number of reviews
523
Accommodation
243 Holiday Homes
Lowest Price
£183
Highest Price
£183

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