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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

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

50.596479, -1.192718

"Seas The Day" is a 2 bed holiday Lodge sleeping up to 4 guests in Isle of Wight. Ventnor, a charming Victorian seaside resort, is reached via a series of steep winding roads set in beautiful scenery. This charming town has a mild micro climate, gently sloping sandy and fine shingle beaches and coves, providing the ideal...

Prices from £116 per night

4  |   2  |   No  |   Yes  |   Yes


50.601094, -1.186628

"The Hayloft" is a 2 bed holiday Apartment sleeping up to 4 guests in Isle of Wight. The quaint Victorian seaside resort of Ventnor is located at the southern end of the island and accessed via an array of steep winding roads set amidst beautiful scenery. Sheltered by St. Boniface Down, one of the island's highest points and an...

Prices from £126 per night

4  |   2  |   Yes  |   Yes  |   No


50.588200, -1.283800

"3 Bed Cottage in Ventnor" 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 king-size and 1 single (with a trundle bed that can be made up upon request) - 1 bathroom with bath, separate shower and WC; 1...

Prices from £246 per night

5  |   3  |   Yes  |   Yes  |   Yes


50.588266, -1.236722

"Swifts" is a 3 bed holiday Cottage sleeping up to 6 guests in Isle of Wight. The Victorian seaside resort of Ventnor is situated at the southern end of the Isle of Wight. The town is sheltered by St. Boniface Down, one of the island's highest points, and it also offers sandy and shingle beaches, the Botanical Gardens,...

Prices from £173 per night

6  |   3  |   No  |   Yes  |   Yes


50.594072, -1.280909

"2 Bed Cottage in Ventnor" is a 2 bed holiday Cottage 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 king-size and 1 twin - 1 shower room with WC - Electric double oven and gas hob, fridge/freezer, dishwasher,...

Prices from £394 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.616910, -1.233687

"The Gate House" is a 1 bed holiday Cottage sleeping up to 2 guests in Isle of Wight. This village is two miles from the coast on the Isle of Wight, Wroxall has a gastropub and a shop. It also offers a Donkey Sanctuary and the historic Appuldurcombe House. Ventnor is short drive away and offers a range of amenities, botanical...

Prices from £129 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.616910, -1.233687

"The Coach House" is a 4 bed holiday Cottage sleeping up to 7 guests in Isle of Wight. This village is just two miles from the coast on the Isle of Wight, it has a gastropub as well as a shop. Appuldurcombe House, a baroque building and historical landmark is worth a look. Nearby is Ventnor with a range of amenities, botanical...

Prices from £164 per night

7  |   4  |   Yes  |   Yes  |   Yes


50.594153, -1.281362

"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 – 2 king-size and 1 king-size zip-and-link (can be made up as 2 singles on request, ideal for children) - 2 shower rooms – 1...

Prices from £589 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.586117, -1.236480

"Stardust" is a 1 bed holiday Lodge sleeping up to 4 guests in Isle of Wight. At the southernmost point of the island, the small Victorian beach town of Ventnor is reachable through a number of winding, hilly roads that are surrounded by stunning landscape. This picturesque hamlet, which is protected by St. Boniface...

Prices from £153 per night

4  |   1  |   No  |   Yes  |   No


50.588266, -1.236722

"Moonlight" is a 1 bed holiday Lodge sleeping up to 4 guests in Isle of Wight. At the southernmost point of the island, the small Victorian beach town of Ventnor is reachable through a number of winding, hilly roads that are surrounded by stunning landscape. This picturesque hamlet, which is protected by St. Boniface...

Prices from £153 per night

4  |   1  |   No  |   Yes  |   No


50.594454, -1.315967

"The Coach House" is a 2 bed holiday Cottage sleeping up to 4 guests in Isle of Wight. Chale is a small coastal farming village on the south coast of the Isle of Wight. Chale has a pub/restaurant and easy access to some wonderful walks along the coast or rolling downland. From Chale it is easy to explore the island, from The...

Prices from £310 per night

4  |   2  |   No  |   Yes  |   Yes


50.597400, -1.190890

"2 Bed Apartment in Bonchurch" is a 2 bed holiday Apartment sleeping up to 4 guests in Isle of Wight. Additional information and rules - 2 bedrooms – 1 king-size, 1 king-size zip-and-link (converts to twins on request and features additional bunk beds for 2 children) - 2 bathrooms – 1 en-suite shower room with WC, 1 family...

Prices from £413 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.595605, -1.206611

"3 Bed Cottage in Ventnor" is a 3 bed holiday Cottage sleeping up to 6 guests in Isle of Wight. Additional information and rulesNo dogs allowed - 3 bedrooms – 2 doubles and 1 bunk bedroom - 1 bathroom with bath and WC, 1 bathroom with bath, separate shower and WC - Electric oven and hob, fridge/freezer, microwave, Tassimo...

Prices from £179 per night

6  |   3  |   No  |   Yes  |   Yes


50.597400, -1.190890

"2 Bed Apartment in Bonchurch" 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 king-size, 1 king-size zip-and-link (can be made up as twins on request), plus bunk beds suitable for 2 children - 2...

Prices from £251 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.599714, -1.317473

"Sweet Briars" is a 4 bed holiday Cottage sleeping up to 8 guests in Isle of Wight. Ideal for those seeking a mix of coast and country, Chale is a picturesque farming village, nestled at the foot of St Catherine’s Down on the south coast of the Isle of Wight. The village itself offers an award-winning pub/restaurant with an...

Prices from £384 per night

8  |   4  |   No  |   Yes  |   Yes


50.609900, -1.231140

"6 Bed Cottage in Ventnor" is a 6 bed holiday Cottage sleeping up to 12 guests in Isle of Wight. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 6 bedrooms – 3 king-size, 1 super-king, 1 twin room (standard) and 1 small twin (3ft) - This property can accommodated a maximum of 12...

Prices from £756 per night

12  |   6  |   Yes  |   Yes  |   Yes


50.593590, -1.212570

"The Eversley" is a 1 bed holiday BandB sleeping up to 2 guests in Isle of Wight.

Prices from £149 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.594149, -1.211624

"The Royal Hotel" is a 1 bed holiday Hotel sleeping up to 1 guests in Isle of Wight.

Prices from £135 per night

1  |   1  |   No  |   Yes  |   Yes


50.629374, -1.242839

"Godshill Park Barn" is a 1 bed holiday BandB sleeping up to 2 guests in Isle of Wight.

Prices from £204 per night

2  |   1  |   No  |   Yes  |   Yes


50.596312, -1.208281

"New Waverleys Retreat Stunning Loft Style Ventnor" is a 2 bed holiday Apartment sleeping up to 4 guests in Isle of Wight.

Prices from £198 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.594149, -1.211624

"The Royal Hotel" is a 1 bed holiday Hotel sleeping up to 4 guests in Isle of Wight.

Prices from £611 per night

4  |   1  |   No  |   Yes  |   Yes


50.586922, -1.242753

"Sea-view Apts Ferry Savings" is a 1 bed holiday Apartment sleeping up to 3 guests in Isle of Wight.

Prices from £197 per night

3  |   1  |   No  |   Yes  |   Yes


50.600020, -1.185279

"East Dene Estate" is a 1 bed holiday Hotel sleeping up to 4 guests in Isle of Wight.

Prices from £219 per night

4  |   1  |   No  |   Yes  |   Yes


50.586922, -1.242753

"Sea-view Apts Ferry Savings" is a 2 bed holiday Apartment sleeping up to 4 guests in Isle of Wight.

Prices from £197 per night

4  |   2  |   No  |   Yes  |   Yes