houses open to book 2027 & speciAl offers
At HB Holiday Lettings, we specialise in offering the perfect accommodation options in the Isle of Wight. Whether you're planning a romantic retreat, a family getaway, or a group adventure, our curated collection of holiday homes caters to all preferences. Enjoy the comfort of our properties, each thoughtfully equipped to ensure a relaxing stay. Embrace the charm of the Isle of Wight with us, where your ideal holiday home awaits.
Always running are our special discounted FERRY arrangements with Wightlink and Red Funnel.
Woodlands, Bembridge
Bembridge | Sleeps 8+4 | Dog Friendly ⭐⭐⭐⭐⭐ OPEN 2027
🏖️ 10% discount running from 4 September - 1 November
USE CODE WOODLANDS10
💷 28th August - 4th September - reduced from £5000 to £4200 short break available too!
💭 "Spectacular, everything we wanted was right there, excellent entertaining space and comfortable beds, we have totally fallen in love with Woodlands"
1 Harbour Strand, Bembridge
Bembridge | Sleeps 6 | Dog Friendly ⭐⭐⭐⭐
📅 Now available from 22 - 28th August
💷 August short breaks available & DISCOUNTED week £1595 from £1795
💭 'Clean & comfortable, we love the games room & the location is great being so close to the beach'
Blackbird, Bembridge
Bembridge | Sleeps 6/7 | Dog Friendly ⭐⭐⭐⭐⭐
📅 OPEN TO BOOK 2027
💷 From £500 - £1785 /week
💭 'Absolutley lovely property, pefect for our needs and presented beautifully'
The Cottage, St Helens
St Helens | Sleeps 8 | Dog Friendly ⭐⭐⭐⭐⭐
🗓 OPEN TO BOOK 2027
💭 "Beautifully clean, comfy beds & great location with the coffee shop opposite and short walk to the beach, perfect"
📍En suites/downstairs bedrooms
Edith Cottage, St Helens
St Helens | Sleeps 8 | Dog Friendly ⭐⭐⭐⭐⭐
📅 OPEN TO BOOK 2027
💷 £645 - £2800
💭 'Stunning, cosy and beautifully furnished and presented exquisitely for guests
Isabel Cottage, Bembridge
Bembridge | Sleeps 4 | Dog Friendly ⭐⭐⭐
📅 OPEN TO BOOK 2027
💷 From £500 - £1204
💭 'Charming cottage, super happy staying there, safe and secure for children and dogs, so close to the beach and pub.'
Driftwood, Bembridge
NEW : Bembridge | Sleeps 1/2/3 | Dog Friendly ⭐⭐⭐⭐⭐
📅 OPEN TO BOOK 2027
💰 £400 - £950
🏖️ Lane End Beach Hut to hire separately!
Oaks, Seaview
NEW ! Seaview | Sleeps 4 | Dog Friendly ⭐⭐⭐⭐
📅 2 bed comfortable holiday home so close to the beach
💷 From £500 - £1300
💭 Our family could not have wished for more, we will return!
Little Bramley, Seaview
Seaview | Sleeps 6 | Dog Friendly ⭐⭐⭐⭐⭐
📅 OPEN TO BOOK 2027
💷 From £500 - £1890
💭 'The second time we have stayed at this clean and comfortable cottage, plenty of space and great location ”
Barnridge, Seaview
View & Book
Fuchsia Cottage, Bembridge
Bembridge | Sleeps 4/6 | Dog Friendly ⭐⭐⭐⭐⭐
📅 OPEN TO BOO 2027
💰 £500 - £1300 low to high season
🆕 New - so lots of availability !
Madras, Bembridge
Bembridge | Sleeps 4 | Dog Friendly ⭐⭐⭐⭐⭐
📅 OPEN TO BOOK 2027
💰 £500 - £1302 low to high season
💭'Great location in a quiet road, enclosed garden for our dog. The house is as described with all we required for our holiday. Big bonus is the EV charging point' Aug 2025
Long Rock Cottage, Bembridge
Bembridge | Sleeps 10 | Dog Friendly ⭐⭐⭐⭐⭐
📌 Open for Christmas & New Year - May Bank Holiday - July 2027 too!
💭 'We had a ball, amazing house, ample space for 10, peaceful location & so close to the beach'
