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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:
£1400 to £3950
Short breaks from £300 per night

6  |   4  |   3+  |   Yes  |   Yes

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

Preferred arrival day: Friday | 4 Star

50.588863, -1.232185

"Fisherman's Cottage" is a 1 bed holiday Cottage sleeping up to 2 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 £103 per night

2  |   1  |   Yes  |   Yes  |   Yes


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


50.609900, -1.231140

"1 Bed Cottage in Ventnor" 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 - Sleeps 2 - Adults only - 1 bedroom – king-size - 1 bathroom – downstairs shower and WC - Electric cooker, coffee machine, fridge, freezer,...

Prices from £243 per night

2  |   1  |   Yes  |   Yes  |   Yes


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


50.586117, -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


50.584210, -1.248569

"Beech Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Isle of Wight. Nestled moments from the coastal path, Beech Cottage provides the perfect seaside retreat for a small family or friends alike.. Ground Floor: Living room: Freeview TV, DVDs, Woodburner Dining...

Prices from £114 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.652500, -1.277120

"3 Bed Lodge in Ventnor" is a 3 bed holiday Lodge 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 double with ensuite and 2 twins - 1 shower room with shower and WC - 1 en-suite WC - 4-ring burner gas hob...

Prices from £146 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.626200, -1.232800

"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 en-suite bathroom with bath, separate shower and WC and 1 en-suite shower room and WC - Electric...

Prices from £173 per night

4  |   2  |   Yes  |   Yes  |   Yes


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 - 1 bathroom with bath, separate shower and WC; 1 additional WC - Electric oven and hob,...

Prices from £228 per night

5  |   3  |   Yes  |   Yes  |   Yes


50.609900, -1.231140

"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 bunk, 1 zip-and-link twin room (can be made up as a double upon request) - 2 bathrooms – 1 bathroom with...

Prices from £232 per night

6  |   3  |   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 £301 per night

8  |   4  |   No  |   Yes  |   Yes


50.590914, -1.221594

"The Haven, Ventnor" is a 4 bed holiday Cottage sleeping up to 10 guests in Isle of Wight. The Haven is a luxuriously appointed, detached holiday house located in the south of the Isle of Wight within an area known for its Mediterranean-style climate and areas of natural beauty.There is plenty to see and do on the Isle of...

Prices from £504 per night

10  |   4  |   Yes  |   Yes  |   Yes


50.628900, -1.242140

"5 Bed Cottage in Ventnor" is a 5 bed holiday Cottage sleeping up to 10 guests in Isle of Wight. Additional information and rulesNo dogs allowed - 5 bedrooms – 3 king-size zip and link beds (can be made into twins upon request) and 2 doubles - 6 bathrooms – 5 en-suite shower rooms with shower and WC, 1 wet room with...

Prices from £577 per night

10  |   5  |   No  |   Yes  |   Yes


50.604916, -1.317351

"Milston" is a 4 bed holiday Cottage sleeping up to 12 guests in Isle of Wight. At the southernmost tip of the Isle of Wight, Niton is a charming bustling rural village, offering an excellent selection of shops including a convenience store, pharmacy and a Post Office as well as two pubs, both serving good food and ales....

Prices from £327 per night

12  |   4  |   Yes  |   Yes  |   Yes


50.591023, -1.221589

"Tall Timbers" is a 4 bed holiday Cottage sleeping up to 12 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 £238 per night

12  |   4  |   Yes  |   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 £748 per night

12  |   6  |   Yes  |   Yes  |   Yes


50.591082, -1.222875

"Burwyns" is a 6 bed holiday Cottage sleeping up to 16 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 £470 per night

16  |   6  |   Yes  |   Yes  |   Yes


50.594032, -1.198792

"Angels Corner, Ventnor Bay" is a 1 bed holiday Cottage sleeping up to 2 guests in Isle of Wight.

Prices from £159 per night

2  |   1  |   No  |   Yes  |   Yes


50.582234, -1.289106

"'The Great Escape' stunning sea and garden views" is a 1 bed holiday Hotel sleeping up to 2 guests in Isle of Wight.

Prices from £101 per night

2  |   1  |   No  |   Yes  |   No


50.593119, -1.215291

"Clarence House Apartments" is a 1 bed holiday Apartment sleeping up to 2 guests in Isle of Wight.

Prices from £256 per night

2  |   1  |   No  |   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 £345 per night

1  |   1  |   No  |   Yes  |   Yes


50.582143, -1.256640

"Garden Lodge in Lush Grounds Nr Ventnor" is a 2 bed holiday Lodge sleeping up to 4 guests in Isle of Wight.

Prices from £188 per night

4  |   2  |   No  |   Yes  |   Yes


50.597736, -1.199239

"Little Grosvenor" is a 2 bed holiday Apartment sleeping up to 4 guests in Isle of Wight.

Prices from £389 per night

4  |   2  |   No  |   Yes  |   Yes


50.597237, -1.194011

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

Prices from £104 per night

2  |   1  |   No  |   Yes  |   Yes