Holiday rentals on the Isle of Wight - Casamundo base64Hash Holiday rentals on the Isle of Wight - Casamundo

Holiday rentals on the Isle of Wight

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This popular county is the largest island in England, and has lots to offer as a holiday destination. The Isle of Wight has a rich history, as the home of the poets Tennyson and Swinburne, and as the place of Osborne House, the royal residence of Queen Victoria.
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Top 15 Recommended holiday lettings on the Isle of Wight

Find your perfect holiday home, apartment or cottage on the Isle of Wight from just £55 per night!

Cottage Milford on Sea
-26%
12 Sept - 19 Sept
Cottage ∙ 2 guests ∙ 1 bedroom
Milford on Sea, Milford-on-Sea, Isle of Wight
This delightful cottage in Milford on Sea offers a perfect getaway for two, featuring a well-equipped kitchen, a lovely garden, and convenient parking, ideal for your nex...
£126£94
per night
£126£94
per night
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Cottage Ventnor
-69%
1 Nov - 8 Nov
45 m² cottage ∙ 4 guests ∙ 2 bedrooms
Ventnor, Isle of Wight, United Kingdom
This delightful cottage in Ventnor offers a stunning seaview and a fully equipped kitchen, perfect for families or friends looking to unwind and enjoy coastal living. Ide...
£248£76
per night
£248£76
per night
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Cottage Bembridge
-67%
17 Jan - 24 Jan
130 m² cottage ∙ 6 guests ∙ 3 bedrooms
Bembridge, Isle of Wight, United Kingdom
This delightful cottage in Bembridge offers a perfect retreat for families or groups of up to six, featuring a kitchen, garden, and pet-friendly amenities, plus a cosy fi...
£334£109
per night
Outstanding(1 rating)
£334£109
per night
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Chalet Wootton Bridge
-63%
3 May - 10 May
Chalet ∙ 8 guests ∙ 4 bedrooms
Wootton Bridge, Isle of Wight, United Kingdom
This delightful chalet in Wootton Bridge accommodates up to 8 guests, featuring a kitchen, hot tub, and beach access, making it perfect for family gatherings and events. ...
£340£127
per night
£340£127
per night
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Apartment Shanklin
-44%
12 Jul - 19 Jul
Apartment ∙ 4 guests ∙ 2 bedrooms
Shanklin, Isle of Wight, United Kingdom
This fantastic apartment in Shanklin offers stunning ocean views and a convenient kitchen, making it perfect for families and events. Accommodating up to 4 guests, it's a...
£219£124
per night
Excellent(52 ratings)
£219£124
per night
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Cottage Freshwater
-49%
3 May - 10 May
Cottage ∙ 4 guests ∙ 2 bedrooms
Freshwater, Isle of Wight, United Kingdom
A delightful cottage in Freshwater, perfect for families and events, featuring a well-equipped kitchen, spacious garden, and convenient parking. Book now for an unforgett...
£100£51
per night
Very good(26 ratings)
£100£51
per night
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House Ventnor
30 May - 6 Jun
House ∙ 7 guests ∙ 4 bedrooms
Ventnor, Isle of Wight, United Kingdom
This delightful house in Ventnor accommodates up to 7 guests and features a garden, kitchen, and parking. Perfect for families, events, and pet lovers, it's an ideal geta...
£153
per night
Outstanding(13 ratings)
£153
per night
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Cottage Milford on Sea
-60%
20 Feb - 27 Feb
90 m² cottage ∙ 2 guests ∙ 1 bedroom
Milford on Sea, Milford-on-Sea, Isle of Wight
This delightful cottage in Milford on Sea offers a family-friendly retreat with a well-equipped kitchen, a lovely garden, and convenient parking for two guests. Book now ...
£171£68
per night
Outstanding(11 ratings)
£171£68
per night
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Cottage Norton
-62%
4 Oct - 11 Oct
105 m² cottage ∙ 4 guests ∙ 2 bedrooms
Norton, Freshwater, Isle of Wight
This delightful cottage in Norton accommodates up to four guests, featuring a well-equipped kitchen, a family-friendly atmosphere, a lovely garden, and convenient parking...
£147£57
per night
Outstanding(1 rating)
£147£57
per night
Check prices
Chalet Wootton Bridge
-66%
25 Apr - 2 May
Chalet ∙ 6 guests ∙ 3 bedrooms
Wootton Bridge, Isle of Wight, United Kingdom
A delightful lodge in Wootton Bridge, perfect for up to 6 guests, featuring a kitchen, hot tub, parking, and beach access, making it ideal for family getaways and events....
£315£108
per night
£315£108
per night
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Cottage Shalfleet
-72%
11 Oct - 18 Oct
90 m² cottage ∙ 2 guests ∙ 1 bedroom
Shalfleet, Isle of Wight, United Kingdom
This delightful cottage in Shalfleet offers a lovely garden, a fully equipped kitchen, and convenient parking, perfect for a romantic getaway for two. Book now for a memo...
£309£86
per night
Outstanding(28 ratings)
£309£86
per night
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Cottage Chale
-73%
1 Nov - 8 Nov
130 m² cottage ∙ 6 guests ∙ 3 bedrooms
Chale, Isle of Wight, United Kingdom
This delightful cottage in Chale accommodates six guests and features a welcoming fireplace, a well-equipped kitchen, a family-friendly garden, and convenient parking. Bo...
£273£73
per night
Outstanding(33 ratings)
£273£73
per night
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Cottage Sandown
-24%
9 May - 16 May
Cottage ∙ 2 guests ∙ 1 bedroom
Sandown, Isle of Wight, United Kingdom
This delightful cottage in Sandown is perfect for a getaway with loved ones, featuring a garden, a well-equipped kitchen, and parking. Ideal for events, it welcomes pets ...
£81£61
per night
Excellent(28 ratings)
£81£61
per night
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Cottage Shanklin
-22%
17 May - 24 May
Cottage ∙ 2 guests ∙ 2 bedrooms
Shanklin, Isle of Wight, United Kingdom
A delightful cottage in Shanklin, perfect for couples seeking a romantic getaway. Enjoy stunning ocean views, a garden, and easy access to the waterside—ideal for memorab...
£126£98
per night
Outstanding(46 ratings)
£126£98
per night
Check prices
Cottage Norton
-58%
8 Nov - 15 Nov
105 m² cottage ∙ 4 guests ∙ 2 bedrooms
Norton, Freshwater, Isle of Wight
This delightful cottage in Norton comfortably accommodates four guests, featuring a fully equipped kitchen, family-friendly amenities, and convenient parking. Book your s...
£132£56
per night
Very good(48 ratings)
£132£56
per night
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Best holiday rental deals on the Isle of Wight

Save up to 68%

Cottage Ventnor
4 Oct - 11 Oct
-68%
£278
£90 per night
6 guests ∙ 3 bedrooms

130 m² Cottage

4.8
Outstanding(7 ratings)
Ventnor, Isle of Wight, United Kingdom
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Cottage Gatcombe
13 Mar - 20 Mar
-63%
£252
£93 per night
6 guests ∙ 3 bedrooms

130 m² Cottage

5.0
Outstanding(8 ratings)
Gatcombe, Isle of Wight, United Kingdom
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Cottage Freshwater
1 Nov - 8 Nov
-59%
£136
£56 per night
3 guests ∙ 1 bedroom

90 m² Cottage

3.6
Good(46 ratings)
Freshwater, Isle of Wight, United Kingdom
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Holiday homes and cottages with a garden

Your haven in nature: Book a holiday rental surrounded by a garden on the Isle of Wight today!

Cottage  Ryde
29 Nov - 6 Dec
£44 per night
2 guests ∙ 1 bedroom

90 m² Cottage

4.9
Outstanding(40 ratings)
Ryde, Isle of Wight, United Kingdom
Garden
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Cottage  Ventnor
9 May - 16 May
£160 per night
8 guests ∙ 5 bedrooms

Cottage

Ventnor, Isle of Wight, United Kingdom
Garden
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Cottage  Newport East
26 Apr - 3 May
£149 per night
8 guests ∙ 4 bedrooms

Cottage

Newport East, Newport, Isle of Wight
Garden
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Holiday homes with a patio or terrace

Sunset serenity: Book your Isle of Wight holiday rental with a private terrace - relaxation awaits!

Cottage  Norton
27 Sept - 4 Oct
-68%
£220
£71 per night
6 guests ∙ 3 bedrooms

130 m² Cottage

Norton, Freshwater, Isle of Wight
Balcony/Patio
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Cottage  Freshwater
1 Nov - 8 Nov
-58%
£205
£86 per night
2 guests ∙ 1 bedroom

45 m² Cottage

Freshwater, Isle of Wight, United Kingdom
Balcony/Patio
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Cottage  Newport East
26 Apr - 3 May
£153 per night
10 guests ∙ 4 bedrooms

Cottage

Newport East, Newport, Isle of Wight
Balcony/Patio
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Isle of Wight holiday homes - self catered rentals in the Isle of Wight

Whilst staying in an Isle of Wight holiday home, you can enjoy the cultural scene, with annual music festivals such as Bestival, and the Isle of Wight International Jazz Festival. Not to forget, the island is home to Blackgang Chine, one of the oldest theme parks in the world. Isle of Wight holiday homes also provide the perfect base for viewing the area’s rich natural heritage. This island is a great place to enjoy hillside and woodland walks, where you can see exceptional wildlife and interesting local geology.

With a great mixture of musical attractions, historical treasures and beautiful natural scenery, the Isle of Wight makes for an excellent holiday location. And there are plenty of Isle of Wight self catered holiday rentals to choose from in a variety of regions such as Ventnor, Cowes, Ryde, Gurnard and Sandown. From rural Isle of Wight holiday cottages to holiday rentals near the sea, you will be spoilt for choice. If you enjoy a stay here, visit the Channel Island of Sark with it's remote but astounding countryside and scenery.

1,830 reviews
We collected 1,830 reviews from travellers who stayed on the Isle of Wight. Holiday homes in this destination received an average rating of 4.6/5.

Frequently asked questions

What are the most popular accommodations on the Isle of Wight?

The most popular accommodation types on the Isle of Wight are cottage and bed and breakfast rental. With 880 accommodations on the Isle of Wight, the perfect holiday home is only one click away.

What does it cost to rent a holiday home on the Isle of Wight?

With Casamundo, you will find holiday rentals on the Isle of Wight starting from as little as £55. On average, properties on the Isle of Wight will have a size of 23 m² (Bed and breakfast rental) and 79 m² (Cottage).

Do you also offer accommodations that are suitable for groups on the Isle of Wight ?

We have a great range of accommodations for groups on the Isle of Wight. On average, the cottage has space for 5 guests.

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