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Self Catering Holiday Cottages in Ventnor

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50.59744949244166, -1.2791494778540644

Relax, unwind and indulge yourself in this character, dog & family friendly Cottage, that sleeps four. Private use of indoor pool with steam room. +40% ferry discounts, from £50 total return in winter, to the beautiful Isle of Wight. On 5 acre gardens including 2 acre walking paddocks with stunning valley views in an area of "dark sky status".  One of only 3 detached holiday lets (additional cottage and ensuite Shepherd's Hut, both sleep two, with Hot Tub) in a rural, relaxed setting. Direct access to AONB South Coast footpaths, award winning pubs, cafés and shops within a mile! 

Weekly guide price:
£655 to £1399
Short breaks from £100 per night

4  |   2  |   3+  |   Yes  |   Yes

Min nights: 3 (off peak) | 5 (peak)

Preferred arrival day: Flexible

India Cottage

Last Minute Offer:Tue, 14th Jul 2026 for 4 nights, £490Save £125"20% off: Was £615 Now £490 for 4 nights + £90 changeover, £15 per dog per stay (max 2 dogs)"
50.596234, -1.205548

This characterful Victorian holiday cottage is in Ventnor, a short walk from the beach and a mere stroll from shops, cafes, restaurants & bars. The cottage sleeps four people in two bedrooms. It has a south facing terraced garden with superb views over the town and bay, also benefiting from two off-street parking spaces one with EV charging. There's always lots to see and do with local attractions, including the Botanic Gardens, Blackgang Chine, the Donkey Sanctuary and Coastal Path It's a fantastic place for couples or families with children over the age of 10.  

Weekly guide price:
£770 to £1155
Short breaks from £110 per night

4  |   2  |   2  |   Enquire  |   Yes

Min nights: 2 (off peak) | 5 (peak)

Preferred arrival day: Flexible

50.597966, -1.193232

Create your own classic British tale in Haviland Cottage, named after Charles Dickens's famous characters inspired by his own holiday in Bonchurch. This picturesque village on the edge of Ventnor and close to the beach, pub and shop, is as appealing today as it was 150 years ago. You and your family will love staying in this luxurious Isle of Wight holiday home, where the owners have combined period features with modern luxuries and keen attention to detail. They have thought of everything to ensure all their guests have a relaxing holiday, from the impressive decor and hot tub in the garden to the decadent Dog Bedroom for four legged family members. All you have to do is turn up with your beach towel and a holiday mindset and start enjoying yourself. The four-bedroom property sleeps six people, offers a high degree of comfort and style and is child and dog friendly. So dog friendly in fact it has just been awarded Silver for Dog Friendly Business of the Year for 2022/23 by the prest Tourist board rating: 4 Star

Weekly guide price:
£999 to £3950
Short breaks from £150 per night

6  |   4  |   3+  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Flexible | 4 Star

50.686071, -1.077966

"3 Bed Cottage in Bembridge" is a 3 bed holiday Cottage sleeping up to 6 guests in Isle of Wight. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 3 bedrooms – 2 doubles and 1 bunk with a 'small double' mattress on the lower bunk - 1 bathroom with shower over bath and WC. 1...

Prices from £426 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.662100, -1.215700

"3 Bed Cottage in Newchurch" is a 3 bed holiday Cottage sleeping up to 5 guests in Isle of Wight. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 3 bedrooms – 2 double, 1 twin - 1 bathroom with bath, separate shower and WC and 1 en-suite bathroom with WC - Electric oven and...

Prices from £402 per night

5  |   3  |   Yes  |   Yes  |   Yes


50.614000, -1.225600

"3 Bed Cottage in Ventnor" is a 3 bed holiday Cottage sleeping up to 6 guests in Isle of Wight. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 3 bedrooms – 1 king-size, 1 double, 1 twin - 1 downstairs bathroom with shower over bath, 1 separate downstairs WC - Electric oven and hob,...

Prices from £270 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.684170, -1.075155

"Bay Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in Isle of Wight. Bembridge sits on the most eastern point of the Isle of Wight, and it is claimed to be the biggest village in England. Bembridge used to be an island in its own right, and until the Victorian era, was a collection of wooden huts and farmhouses,...

Prices from £277 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.644067, -1.359368

"Ladylands Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in Isle of Wight. Shorwell, a picturesque village on the Isle of Wight's south coast, was considered to be one of Queen Victoria's favourite locations to visit. The community has a small pub with superb food and ales, as well as a village shop and post office....

Prices from £284 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.575885, -1.297610

"Landward Cottage (Isle of Wight), Niton, Ventnor" is a 2 bed holiday Cottage sleeping up to 4 guests in Isle of Wight. In association with Trinity House, ww are proud to present St Catherine's Lighthouse in Niton, the Isle of Wight.St Catherine's Lighthouse is situated just outside the hamlet of Niton, approximately 10 minutes' drive from the popular...

Prices from £253 per night

4  |   2  |   No  |   Yes  |   Yes


50.688299, -1.087728

"Fern Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Isle of Wight. Bembridge sits on the most eastern point of the Isle of Wight, and it is claimed to be the biggest village in England. Bembridge used to be an island in its own right, and until the Victorian era, was a collection of wooden huts and farmhouses,...

Prices from £258 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.652091, -1.163608

"1 Bed Cottage in Sandown" is a 1 bed holiday Cottage sleeping up to 2 guests in Isle of Wight. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 1 bedroom – double - 1 bathroom with shower over whirlpool bath and WC - Electric oven and 2 ring hob, fridge with freezer...

Prices from £203 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.696110, -1.305745

"2 Bed Cottage in Newport" is a 2 bed holiday Cottage sleeping up to 3 guests in Isle of Wight. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 2 bedrooms – 1 double, 1 single - 1 bathroom with shower over bath and WC - Electric oven and hob, microwave, fridge/freezer,...

Prices from £421 per night

3  |   2  |   Yes  |   Yes  |   Yes


50.675000, -1.096000

"Whitecliff Bay Holiday Park - Holiday Accommodation 18867" is a 2 bed holiday Cottage sleeping up to 6 guests in Isle of Wight.

Prices from £162 per night

6  |   2  |   Yes  |   Yes  |   Yes


50.633015, -1.174047

"7 Hope Road" is a 3 bed holiday Cottage sleeping up to 6 guests in Isle of Wight. The town of Shanklin on the Isle of Wight is a traditional seaside resort, sitting in a sheltered, sunny bay on the south-east coast of the island. Shanklin and Sandown offer all the right ingredients for a great summer holiday, with long,...

Prices from £800 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.704540, -1.102530

"Prestige Lodge with parking, ensuite & decking" is a 3 bed holiday Lodge sleeping up to 6 guests in Isle of Wight. The best of the best. Our largest range of lodges, with top quality fixtures and fittings, a premium finish, and stylish decor. Features a fully equipped kitchen, heating & double glazing, a bathroom with shower, and beds fully made up on...

Prices from £142 per night

6  |   3  |   No  |   Yes  |   No


50.632800, -1.185850

"Gold Caravan with parking & ensuite" is a 2 bed holiday Caravan sleeping up to 6 guests in Isle of Wight. If you would like something bigger, this caravan is a spacious option with even more room in the living area. Features a fully equipped kitchen, heating & double glazing, a bathroom with shower, and beds fully made up on arrival. Plus, a...

Prices from £199 per night

6  |   2  |   No  |   Yes  |   No


50.704540, -1.102530

"Prestige Lodge, parking, ensuite, decking & SV 6 P" is a 3 bed holiday Lodge sleeping up to 6 guests in Isle of Wight. The best of the best. Our largest range of lodges, with top quality fixtures and fittings, a premium finish, and stylish decor. Features a fully equipped kitchen, heating & double glazing, a bathroom with shower, and beds fully made up on...

Prices from £178 per night

6  |   3  |   No  |   Yes  |   No


50.632800, -1.185850

"Deluxe Lodge with parking, ensuite, deck + hot tub" is a 3 bed holiday Lodge sleeping up to 6 guests in Isle of Wight. Our largest range of lodge. With an expansive open plan living space, it’s perfect for a relaxing holiday. Features a fully equipped kitchen, heating & double glazing, a bathroom with shower, and beds fully made up on arrival. Plus, fresh...

Prices from £313 per night

6  |   3  |   No  |   Yes  |   No


50.704540, -1.102530

"Deluxe Lodge, parking, ensuite, decking & sea view" is a 3 bed holiday Lodge sleeping up to 6 guests in Isle of Wight. Our largest range of lodge. With an expansive open plan living space, it’s perfect for a relaxing holiday. Features a fully equipped kitchen, heating & double glazing, a bathroom with shower, and beds fully made up on arrival. Plus, fresh...

Prices from £145 per night

6  |   3  |   No  |   Yes  |   No


50.734950, -1.360590

"Gold Premium Caravan. With parking, ensuite, deck" is a 2 bed holiday Caravan sleeping up to 6 guests in Isle of Wight. Our best in range caravan. Features a spacious interior with a premium finish for a memorable stay. Features a fully equipped kitchen, heating & double glazing, a bathroom with shower, and beds fully made up on arrival. Plus, a...

Prices from £251 per night

6  |   2  |   No  |   Yes  |   No


50.632800, -1.185850

"Deluxe Lodge with parking & ensuite 6" is a 3 bed holiday Lodge sleeping up to 6 guests in Isle of Wight. Our largest range of lodge. With an expansive open plan living space, it’s perfect for a relaxing holiday. Features a fully equipped kitchen, heating & double glazing, a bathroom with shower, and beds fully made up on arrival. Plus, fresh...

Prices from £268 per night

6  |   3  |   No  |   Yes  |   No


50.688130, -1.419773

"Opal" is a 3 bed holiday Caravan sleeping up to 6 guests in Isle of Wight. Opal is a spacious 12ft wide caravan that provides you with a comfortable stay at this wonderful caravan park. One double bedroom with en suite toilet and two twin rooms that have two single beds in each. The living area is cosy and has ample...

Prices from £135 per night

6  |   3  |   No  |   Yes  |   No


50.588600, -1.285220

"2 Bed Cottage in Niton" is a 2 bed holiday Cottage sleeping up to 4 guests in Isle of Wight. Additional information and rulesNo dogs allowed - 2 bedrooms – 1 king-size, 1 twin with 2 single beds - 1 bathroom with bath, shower and WC downstairs - Electric oven and hob and fridge/freezer - Washing...

Prices from £288 per night

4  |   2  |   No  |   Yes  |   Yes


50.630100, -1.174700

"2 Bed Cottage in Shanklin" is a 2 bed holiday Cottage sleeping up to 4 guests in Isle of Wight. Additional information and rulesNo dogs allowed - 2 Bedrooms – 1 double and 1 twin - 1 bathroom with shower over bath and WC - Electric oven and hob, microwave, fridge, freezer and washing machine - Highchair and travel cot...

Prices from £276 per night

4  |   2  |   No  |   Yes  |   Yes


50.596500, -1.195900

"2 Bed Apartment in Ventnor" is a 2 bed holiday Apartment sleeping up to 4 guests in Isle of Wight. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 2 bedrooms – 1 super-king-size and 1 twin - 2 en suite shower rooms - Range style electric oven and hob, microwave, fridge/freezer,...

Prices from £424 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.704540, -1.102530

"Prestige Lodge, parking, ensuite, decking & SV" is a 3 bed holiday Lodge sleeping up to 7 guests in Isle of Wight. The best of the best. Our largest range of lodges, with top quality fixtures and fittings, a premium finish, and stylish decor. Features a fully equipped kitchen, heating & double glazing, a bathroom with shower, and beds fully made up on...

Prices from £178 per night

7  |   3  |   No  |   Yes  |   No


50.632800, -1.185850

"Bronze 3 Bedroom Caravan, Sleeps 8" is a 3 bed holiday Caravan sleeping up to 8 guests in Isle of Wight. This is the perfect budget-friendly accommodation. Everything you need in a compact living space. Features a fully equipped kitchen, heating & double glazing, a bathroom with shower, and beds fully made up on arrival. Plus, a complimentary...

Prices from £155 per night

8  |   3  |   No  |   Yes  |   No