Holiday lettings on the Isle of Wight - Wimdu base64Hash Holiday lettings on the Isle of Wight - Wimdu

Holiday lettings on the Isle of Wight

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Choose from 5,760 holiday lettings and homes for your trip!

Best-rated holiday lettings on the Isle of Wight

Discover holiday rentals with top-notch guest ratings

Cabin Ryde
from £118 per night
Cabin ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(36 ratings)
Ryde, Isle of Wight, United Kingdom
Vrbo
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House Freshwater
from £57 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(34 ratings)
Freshwater, Isle of Wight, United Kingdom
Vrbo
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House Freshwater
from £85 per night
House ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding(54 ratings)
Freshwater, Isle of Wight, United Kingdom
Vrbo
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Pet-friendly rentals on the Isle of Wight

Explore best dog-friendly accommodation offers and enjoy holidays with your pet

Cottage Freshwater
from £62 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
4.5
Excellent(21 ratings)
Freshwater, Isle of Wight, United Kingdom
Pet-friendly
HomeToGo
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Cottage Freshwater
from £205 per night
Cottage ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding(6 ratings)
Freshwater, Isle of Wight, United Kingdom
Pet-friendly
HomeToGo
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Cottage Bembridge
from £78 per night
Cottage ∙ 4 guests ∙ 3 bedrooms
4.1
Very good(33 ratings)
Bembridge, Isle of Wight, United Kingdom
Pet-friendly
Vrbo
View deal
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Accommodation with Internet on the Isle of Wight

Choose your ideal cottage with Internet and WiFi on the Isle of Wight

Caravan Rookley
from £43 per night
Caravan ∙ 6 guests ∙ 3 bedrooms
Rookley, Isle of Wight, United Kingdom
Internet
HomeToGo
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Cottage Freshwater
from £52 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Freshwater, Isle of Wight, United Kingdom
Internet
HomeToGo
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Apartment Shanklin
from £53 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding(8 ratings)
Shanklin, Isle of Wight, United Kingdom
Internet
Vrbo
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See all offers with internet

Holiday cottages with pool on the Isle of Wight

Discover best holiday homes and cottages with pool on the Isle of Wight

Cottage Rookley
from £41 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Rookley, Isle of Wight, United Kingdom
Pool
HomeToGo
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Cottage Great Thorness
from £69 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Great Thorness, Calbourne, Isle of Wight
Pool
HomeToGo
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Cabin Ryde
from £78 per night
Cabin ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding(44 ratings)
Ryde, Isle of Wight, United Kingdom
Pool
Vrbo
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See all offers with pool

Best holiday rental offers on the Isle of Wight

House Freshwater
from £79 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding(2 ratings)
Freshwater, Isle of Wight, United Kingdom
Vrbo
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Cottage Sandford
from £57 per night
Cottage ∙ 4 guests ∙ 1 bedroom
4.6
Excellent(108 ratings)
Sandford, Godshill, Isle of Wight
Vrbo
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Apartment Ventnor
from £28 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(74 ratings)
Ventnor, Isle of Wight, United Kingdom
Vrbo
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House Bembridge
from £189 per night
House ∙ 8 guests ∙ 4 bedrooms
4.9
Outstanding(67 ratings)
Bembridge, Isle of Wight, United Kingdom
Vrbo
View deal
Cottage Sandown
from £67 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Sandown, Isle of Wight, United Kingdom
HomeToGo
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Cottage Wootton Bridge
from £59 per night
Cottage ∙ 3 guests ∙ 2 bedrooms
Wootton Bridge, Isle of Wight, United Kingdom
HomeToGo
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Apartment Ventnor
from £49 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.6
Excellent(24 ratings)
Ventnor, Isle of Wight, United Kingdom
Vrbo
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Apartment Ventnor
from £103 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.9
Outstanding(85 ratings)
Ventnor, Isle of Wight, United Kingdom
Vrbo
View deal
House Calbourne
from £101 per night
House ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding(23 ratings)
Calbourne, Isle of Wight, United Kingdom
Vrbo
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Apartment Shanklin
from £95 per night
Apartment ∙ 3 guests ∙ 2 bedrooms
5.0
Outstanding(8 ratings)
Shanklin, Isle of Wight, United Kingdom
Vrbo
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Cottage Ventnor
from £92 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(39 ratings)
Ventnor, Isle of Wight, United Kingdom
Vrbo
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Cottage Ventnor
from £111 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding(35 ratings)
Ventnor, Isle of Wight, United Kingdom
Vrbo
View deal
House Bouldnor
from £265 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding(76 ratings)
Bouldnor, Shalfleet, Isle of Wight
Vrbo
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Cottage Shanklin
from £79 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
4.3
Very good(58 ratings)
Shanklin, Isle of Wight, United Kingdom
Vrbo
View deal
Cottage Whitwell
from £77 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Whitwell, Ventnor, Isle of Wight
HomeToGo
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Cottage Newport East
from £123 per night
Cottage ∙ 10 guests ∙ 4 bedrooms
Newport East, Newport, Isle of Wight
HomeToGo
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Cottage Ventnor
from £121 per night
Cottage ∙ 8 guests ∙ 5 bedrooms
Ventnor, Isle of Wight, United Kingdom
HomeToGo
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House Ventnor
from £79 per night
House ∙ 7 guests ∙ 4 bedrooms
4.8
Outstanding(8 ratings)
Ventnor, Isle of Wight, United Kingdom
HomeToGo
View deal
Cottage Freshwater
from £195 per night
Cottage ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding(6 ratings)
Freshwater, Isle of Wight, United Kingdom
Vrbo
View deal
Cottage Freshwater
-10%
£58
from £52 per night
Cottage ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding(4 ratings)
Freshwater, Isle of Wight, United Kingdom
HomeToGo
View deal
Cottage Shanklin
from £55 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Shanklin, Isle of Wight, United Kingdom
HomeToGo
View deal
Chalet Freshwater
from £74 per night
Chalet ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding(5 ratings)
Freshwater, Isle of Wight, United Kingdom
Vrbo
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House Gurnard
from £84 per night
House ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding(166 ratings)
Gurnard, Isle of Wight, United Kingdom
Vrbo
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Lodge Wootton Bridge
from £65 per night
Lodge ∙ 6 guests ∙ 3 bedrooms
Wootton Bridge, Isle of Wight, United Kingdom
HomeToGo
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Cottage Ventnor
from £57 per night
Cottage ∙ 4 guests ∙ 1 bedroom
4.9
Outstanding(37 ratings)
Ventnor, Isle of Wight, United Kingdom
Vrbo
View deal
House Seaview
from £72 per night
House ∙ 4 guests ∙ 2 bedrooms
Seaview, Nettlestone and Seaview, Isle of Wight
Vrbo
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Cottage Calbourne
from £297 per night
Cottage ∙ 11 guests ∙ 5 bedrooms
4.9
Outstanding(37 ratings)
Calbourne, Isle of Wight, United Kingdom
Vrbo
View deal
Cottage Whitwell
from £127 per night
Cottage ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding(25 ratings)
Whitwell, Ventnor, Isle of Wight
Vrbo
View deal
Apartment Sandown
from £52 per night
Apartment ∙ 3 guests ∙ 1 bedroom
5.0
Outstanding(40 ratings)
Sandown, Isle of Wight, United Kingdom
Vrbo
View deal
Cottage Newchurch
from £52 per night
Cottage ∙ 2 guests ∙ 1 bedroom
4.8
Outstanding(130 ratings)
Newchurch, Isle of Wight, United Kingdom
Vrbo
View deal
House Milford on Sea
from £58 per night
House ∙ 5 guests ∙ 3 bedrooms
Milford on Sea, Milford-on-Sea, Isle of Wight
Vrbo
View deal
Holiday park Hillway
from £28 per night
Holiday park ∙ 8 guests ∙ 3 bedrooms
4.1
Very good
Hillway, Isle of Wight, United Kingdom
Agoda
View deal
Holiday park Godshill
from £46 per night
Holiday park ∙ 10 guests ∙ 4 bedrooms
4.7
Excellent
Godshill, Isle of Wight, United Kingdom
Agoda
View deal
Cottage Norton
from £48 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Norton, Freshwater, Isle of Wight
HomeToGo
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Cottage Freshwater
from £63 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
4.5
Excellent(21 ratings)
Freshwater, Isle of Wight, United Kingdom
Vrbo
View deal
Cottage Brighstone
from £49 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
4.3
Very good(8 ratings)
Brighstone, Isle of Wight, United Kingdom
HomeToGo
View deal
Apartment Shanklin
from £72 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.7
Excellent(31 ratings)
Shanklin, Isle of Wight, United Kingdom
HomeToGo
View deal
Apartment Shanklin
from £98 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding(4 ratings)
Shanklin, Isle of Wight, United Kingdom
Vrbo
View deal
Cottage Calbourne
from £81 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding(83 ratings)
Calbourne, Isle of Wight, United Kingdom
Vrbo
View deal
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Price and Availability Index for Isle of Wight

Click on any bar to see price and availability information

Holiday Letting Price Information on the Isle of Wight

The graph above shows the average prices of holiday rentals on the Isle of Wight throughout the year. The average accommodation price reaches its highest point in august (02/08 – 09/08), at £323 per night. However, it's great if you plan to book an accommodation in january. In this period holiday rentals are comparatively cheap, with average prices of £128.

Rental availability information on the Isle of Wight

This graph shows how many holiday lettings are available over the next 12 months. If you want to visit Isle of Wight in September, make sure to book soon, as 82% of the holiday lettings have already been booked. On the other hand, if you visit in October, you'll have plenty of choice, with 71 of the holiday lettings still available.

Cottages and Self-Catering Accommodation on the Isle of Wight

View over the English Channel from a Wimdu bed and breakfast guest house England’s largest island, the beautiful Isle of Wight, is the perfect place for a holiday, and has been a popular tourist destination since Victorian times. Its location in the English Channel means that it has mild weather throughout the year, and it’s really easy to reach from the south coast of England by either ferry or - more excitingly - hovercraft! The Isle of Wight also plays host to a range of events throughout the year, from music festivals like Bestival and the Isle of Wight Festival through to Cowes Week, the longest-running sailing regatta in the world, so book your cottage in plenty of time and enjoy your holiday on this truly magical island!

Fun Facts about the Isle of Wight

  • Every year the Isle of Wight holds its own Garlic Festival! You can even try garlic ice-cream!
  • The Isle of Wight is supposed to be the most haunted island in the world! There are said to be everything from ghost monks, poltergeists and grey ladies to phantom smugglers and soldiers wandering the island!
  • The Isle of Wight is one of the only places left in the UK where you can see red squirrels - most of the native population on the mainland has been ousted by the imported grey squirrel

Where to Stay on the Isle of Wight

The island is scattered with attractive towns and villages, and the island’s small size means that wherever you choose to base your accommodation you can still explore the whole island. The capital, and main shopping centre, is Newport, situated in the middle of the island. However, the chances are you will want to be within walking distance of the sea. We recommend looking at holiday homes in Ryde, on the north east coast. It is a very pretty town with some lovely independent shops and boutiques. If you’re travelling with children, consider renting a cottage in Sandown, which has a real “traditional seaside resort” feel including a pier, and tons to do for all the family. If you are interested in sailing, then make sure you are based in Cowes in the north of the island. Booking through Wimdu means that you can specify exactly what sort of accommodation you are looking for, whether that is a self-catering guest house with a swimming pool for a family holiday, or a cliff-top cottage for a romantic weekend away.

Things to Do and See on the Isle of Wight

The Isle of Wight may be compact, but it has a huge variety of activities to do and sights to see. One of the most famous beaches, and an absolute must-visit is Alum Bay which is famous for the different colours of sand on the beach. You can buy a glass paperweight with stripes of coloured sand, and take it back to your cottage as a souvenir. From Alum Bay you can also see The Needles, the famous offshore rocks off the western coast. You can also walk up to the Needles Old Battery, which was an early sea defence.

If you are on a family holiday, make sure you take the kids to Blackgang Chine. The “Chine” is an old Isle of Wight name for the gorge through which you could walk to the sea, but it collapsed many years ago. It is now a very strange but quite enchanting theme park - in fact it is the oldest theme park in the world! Another fun family trip is to take a ride on the Isle of Wight Steam Railway which recreates an old branch line from the early 20th century.

For a more sedate day out, head to the south coast of the island and have a wander through the Ventnor Botanic Garden - the climate is so warm on that side of the island that palm trees and cactus grow quite happily, as do banana trees! The Botanic Garden is often used in TV dramas as a stand-in for the South of France!

Festivals on the Isle of Wight

Throughout the year the Isle of Wight offers a packed schedule of events! If you are a music fan, then you should seriously think about booking accommodation during the Isle of Wight Music Festival, an institution on the island since 1968! In 1970, when Jimi Hendrix headlined, the festival attracted 700,000 people to the island, despite the population of the island being only 100,000 at the time! Bestival is also worth the journey - although it has only been going since 2004 it has already become a fixture in every serious festival-goer’s calendar!

And of course, no serious sailing enthusiast would miss bringing their boat over to the island for Cowes Week. This is the one of the longest-running sailing regattas in the world, with 40 daily races involving a thousand boats! Whether you sail or not, booking a bed and breakfast during Cowes Week will put you right in the centre of one of the greatest maritime spectacles in the UK!

Getting Around

Unless you have your own boat, you will arrive at the island from Portsmouth or Southampton by either ferry or hovercraft. Once you are on the island, we recommend hiring a bike - often self-catering accommodation will come with a bike or two, so check with your Wimdu host! The Isle of Wight has over 200 miles of cycle paths both on and off road, so perfect for a healthy holiday! If you would prefer to use public transport, there is a good bus service, and also there is a single railway line, which runs between Ryde and Sandown and Shanklin. If you’re not bringing a car and don’t want to cycle then make sure your holiday home is within walking distance of a train station or bus stop! However you decide to travel we know you will love your island holiday and will be coming back time and time again!

Comfortable holiday apartments on the Isle of Wight

Hikers, cyclists and other active holidaymakers enjoy wonderful holidays in comfortable holiday apartments on the Isle of Wight. Due to its natural beauty, the island located off the south coast of Great Britain is considered a true paradise for travelers who like to stay away from big cities. From the mainland, the Isle of Wight is just a few miles away.

The imposing chalk hills, which drop steeply into the sea on the west coast, stretch over the entire island. Various sandy beaches such as Shanklin Beach and Ryde Beach invite you to take long walks and sunbathe. Administratively, the 35 km long and up to 20 km wide Isle of Wight is independent since 1974.

243 reviews
Travellers who stayed on the Isle of Wight rated their holiday home 4.1/5 on average, based on 243 reviews.

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Features of Isle of Wight holiday rentals

💳 Discounts up to 48%
⭐ Popular amenities Pool, Pets allowed and Internet
🏊  Holiday rentals with a pool 787 rentals
🌙 Minimum price starting at £28
🐾 Pet friendly holiday homes 2,074 rentals
🏡 Rentals available 5,760 rentals

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