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 5,682 holiday lettings and homes for your trip!

Best-rated holiday lettings on the Isle of Wight

Discover holiday rentals with top-notch guest ratings

House Gurnard
from £99 per night
2 guests ∙ 1 bedroom

House

5.0
Outstanding(202 ratings)
Gurnard, Isle of Wight, United Kingdom
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House Bouldnor
from £358 per night
12 guests ∙ 5 bedrooms

House

5.0
Outstanding(94 ratings)
Bouldnor, Shalfleet, Isle of Wight
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Cottage Ventnor
from £95 per night
6 guests ∙ 3 bedrooms

Cottage

5.0
Outstanding(40 ratings)
Ventnor, Isle of Wight, United Kingdom
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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 Norton
from £41 per night
Cottage ∙ 2 guests ∙ 1 bedroom

90 m² Cottage

Norton, Freshwater, Isle of Wight
Pet-friendly
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House Norton Green
from £61 per night
7 guests ∙ 3 bedrooms

House

4.7
Excellent(9 ratings)
Norton Green, Freshwater, Isle of Wight
Pet-friendly
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House Chale
from £279 per night
9 guests ∙ 4 bedrooms

House

Chale, Isle of Wight, United Kingdom
Pet-friendly
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See all pet-friendly offers

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 £66 per night
6 guests ∙ 3 bedrooms

Cottage

Rookley, Isle of Wight, United Kingdom
Pool
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Cottage Whippingham
from £88 per night
4 guests ∙ 2 bedrooms

Cottage

Whippingham, Isle of Wight, United Kingdom
Pool
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Cabin Ryde
from £124 per night
6 guests ∙ 3 bedrooms

Cabin

5.0
Outstanding(36 ratings)
Ryde, Isle of Wight, United Kingdom
Pool
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See all offers with pool

Best holiday rental offers on the Isle of Wight

Apartment Shanklin
from £110 per night
6 guests ∙ 3 bedrooms

Apartment

3.8
Good(38 ratings)
Shanklin, Isle of Wight, United Kingdom
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House Brighstone
from £116 per night
8 guests ∙ 3 bedrooms

House

5.0
Outstanding(2 ratings)
Brighstone, Isle of Wight, United Kingdom
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Cottage Sandford
from £55 per night
4 guests ∙ 1 bedroom

Cottage

4.5
Excellent(104 ratings)
Sandford, Godshill, Isle of Wight
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Apartment Saint Helens
from £42 per night
4 guests ∙ 1 bedroom

Apartment

5.0
Outstanding(9 ratings)
Saint Helens, Nettlestone and Seaview, Isle of Wight
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Apartment Shanklin
from £82 per night
Apartment ∙ 2 guests ∙ 1 bedroom

30 m² Apartment

4.9
Outstanding(61 ratings)
Shanklin, Isle of Wight, United Kingdom
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House Milford on Sea
from £61 per night
5 guests ∙ 3 bedrooms

House

Milford on Sea, Milford-on-Sea, Isle of Wight
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Chalet Wootton Bridge
from £37 per night
4 guests ∙ 2 bedrooms

Chalet

4.6
Excellent(22 ratings)
Wootton Bridge, Isle of Wight, United Kingdom
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Chalet Ventnor
from £94 per night
4 guests ∙ 2 bedrooms

Chalet

5.0
Outstanding(32 ratings)
Ventnor, Isle of Wight, United Kingdom
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Apartment Shanklin
from £58 per night
4 guests ∙ 2 bedrooms

Apartment

5.0
Outstanding(2 ratings)
Shanklin, Isle of Wight, United Kingdom
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Chalet Isle of Wight
from £95 per night
3 guests ∙ 1 bedroom

Chalet

5.0
Outstanding(2 ratings)
Isle of Wight, England, United Kingdom
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House Milford on Sea
from £59 per night
5 guests ∙ 3 bedrooms

House

4.0
Very good(2 ratings)
Milford on Sea, Milford-on-Sea, Isle of Wight
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Cottage Norton
from £78 per night
4 guests ∙ 2 bedrooms

Cottage

Norton, Freshwater, Isle of Wight
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Chalet Wootton Bridge
from £46 per night
8 guests ∙ 4 bedrooms

Chalet

5.0
Outstanding(2 ratings)
Wootton Bridge, Isle of Wight, United Kingdom
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Cottage Sandown
from £54 per night
2 guests ∙ 1 bedroom

Cottage

5.0
Outstanding(8 ratings)
Sandown, Isle of Wight, United Kingdom
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Cottage Ventnor
from £80 per night
4 guests ∙ 2 bedrooms

Cottage

Ventnor, Isle of Wight, United Kingdom
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Chalet Ventnor
from £112 per night
6 guests ∙ 3 bedrooms

Chalet

Ventnor, Isle of Wight, United Kingdom
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Cottage Yarmouth
from £141 per night
8 guests ∙ 5 bedrooms

Cottage

5.0
Outstanding(1 rating)
Yarmouth, Isle of Wight, United Kingdom
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Cottage Northwood
from £184 per night
8 guests ∙ 4 bedrooms

Cottage

Northwood, Isle of Wight, United Kingdom
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Cottage Niton
from £83 per night
5 guests ∙ 3 bedrooms

Cottage

Niton, Niton and Whitwell, Isle of Wight
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Cottage Freshwater
from £55 per night
3 guests ∙ 1 bedroom

Cottage

3.6
Good(41 ratings)
Freshwater, Isle of Wight, United Kingdom
View deal
Cottage Godshill
from £52 per night
2 guests ∙ 1 bedroom

Cottage

4.2
Very good(63 ratings)
Godshill, Isle of Wight, United Kingdom
View deal
House Milford on Sea
from £60 per night
5 guests ∙ 3 bedrooms

House

4.6
Excellent(5 ratings)
Milford on Sea, Milford-on-Sea, Isle of Wight
View deal
Cottage Freshwater Bay
from £83 per night
2 guests ∙ 1 bedroom

Cottage

Freshwater Bay, Isle of Wight, United Kingdom
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Cottage Ventnor
from £59 per night
4 guests ∙ 2 bedrooms

Cottage

Ventnor, Isle of Wight, United Kingdom
View deal
Cottage Chale Green
from £135 per night
12 guests ∙ 4 bedrooms

Cottage

Chale Green, Chale, Isle of Wight
View deal
Chalet Wootton Bridge
from £47 per night
6 guests ∙ 3 bedrooms

Chalet

Wootton Bridge, Isle of Wight, United Kingdom
View deal
Cottage Porchfield
from £50 per night
3 guests ∙ 2 bedrooms

Cottage

4.4
Very good(32 ratings)
Porchfield, Calbourne, Isle of Wight
View deal
House Ventnor
from £100 per night
7 guests ∙ 4 bedrooms

House

4.8
Outstanding(13 ratings)
Ventnor, Isle of Wight, United Kingdom
View deal
Apartment Freshwater
from £68 per night
3 guests ∙ 1 bedroom

Apartment

5.0
Outstanding(34 ratings)
Freshwater, Isle of Wight, United Kingdom
View deal
Cottage Norton
from £67 per night
6 guests ∙ 3 bedrooms

Cottage

Norton, Freshwater, Isle of Wight
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 (08/08 – 15/08), at £239 per night. However, it's great if you plan to book an accommodation in february. In this period holiday rentals are comparatively cheap, with average prices of £175.

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 November, make sure to book soon, as 92% of the holiday lettings have already been booked. On the other hand, if you visit in May, you'll have plenty of choice, with 51 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.

849 reviews
Travellers who stayed on the Isle of Wight rated their holiday home 4.4/5 on average, based on 849 reviews.

And we love our apartments

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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 856 rentals
🌙 Minimum price starting at £37
🐾 Pet friendly holiday homes 2,108 rentals
🏡 Rentals available 5,682 rentals

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