Ventnor Cottages
Whether you’re planning a romantic short break or a week-long holiday with the whole family, our self-catering holiday cottages in Ventnor are the perfect setting for a coastal adventure on the Isle of Wight. Think dog-friendly cottages with sprawling gardens, sea-view escapes with bubbling hot tubs for couples, and fabulously large holiday homes with oodles of space for friends and family to unwind. Fill your days with flower-scented strolls through the botanical gardens or head down to Ventnor’s beautiful beaches to make the most of the seaside town’s enviable microclimate. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 24 cottages in Ventnor
7 nights from £1035
Sun Lodge
58534 bedroom, dog friendly holiday cottage with sea views in Ventnor.
Step back in time and immerse yourself in the historic charm of Ventnor at this elegant Isle of Wight retreat with mesmerising sea views and generous spaces for a truly relaxing fa...
7 nights from £1035
7 nights from £706
Bentinck
57243 bedroom cottage near the beach in Ventnor.
With everything you could wish for on your doorstep for a blissful Isle of Wight holiday experience with family or friends, Bentinck is a great base to explore all that this Island...
7 nights from £706
7 nights from £567
Oceanix
49001 bedroom self catering apartment with sea views in Ventnor, Isle of Wight.
A beautifully located top floor apartment in the heart of Ventnor, Oceanix provides the perfect seaside getaway for your next Isle of Wight holiday. The property has been though...
7 nights from £567
7 nights from £888
St Albans House
39804 bedroom self catering cottage with sea views near Ventnor, Isle of Wight
This large detached house is situated in an elevated position as you enter the town of Ventnor, with the most breathtaking views from virtually every room. The beautiful tiered...
7 nights from £888
7 nights from £801
Longdown Hall
43863 bedroom self catering cottage with sea views in Ventnor, Isle of Wight
A stunning property in Ventnor on the southern tip of the Island, with the most sensational 180 degree sea views from the sun-drenched patio. Relax with your breakfast in the sunsh...
7 nights from £801
7 nights from £657
2 St Josephs
35302 bedroom self catering apartment with sea views in Ventnor, Isle of Wight.
With sea views from the terrace and fresh, modern decor throughout, 2 St Josephs is a holiday maker's home-from-home. It is the perfect getaway for a small family, a couple or two ...
7 nights from £657
7 nights from £427 *
6 St Josephs
38462 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
6 St Josephs is a top floor apartment with stunning panoramic sea views, which you can admire from the balcony, sitting-room and main bedroom! Ideally positioned between Bonchurch ...
7 nights from £427 *
7 nights from £564
1 St Josephs
41832 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
With one of the best views on the Isle of Wight, 1 St Josephs is a superb ground floor apartment beautifully decorated throughout. The property has a large patio area spanning two ...
7 nights from £564
We are Gold accredited with the Green Tourism Business Scheme.
Green Tourism Business Scheme
As a company, we look across our business and try to make sustainable changes and decisions. From using recycled paper in our printers to putting in measures for using less energy in our offices, we keep an eye on our impact on the environment.
Beyond our offices, we have passed on the same ethics to our holiday cottage owners by setting up our own Green Scheme that they can join. Each property has to tick off a certain number of actions to be included in the scheme, many of which go above and beyond the GTBS requirements.
7 nights from £707 *
Sheldonia
51093 bedroom self catering cottage with sea views in Ventnor, Isle of Wight.
Welcome to Sheldonia, a hidden gem in the delightful seaside town of Ventnor and within touching distance of Steephill Cove - one of the Island's prettiest beaches, featured in The...
7 nights from £707 *
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20% off
28 Jun 2025 - 5 Jul 2025
From £1018.40 £814.72
7 nights from £861
10 Shanklin Manor
35113 bedroom, rural self catering apartment near the beach in Shanklin, Isle of Wight.
This superb two-storey, first floor apartment dating back to 1863 is located on the outskirts of Shanklin. 10 Shanklin Manor has an elegant, monochrome interior and the use of a la...
7 nights from £861
Holidays in Ventnor
A sun-soaked haven on the Isle of Wight’s southern shores, Ventnor is the ultimate coastal destination, whether you dream of balmy beach days or sundowners over the ocean.
Things to do in Ventnor
Lined with vintage beach huts and enjoying a wonderfully sheltered aspect, Ventnor Beach is a sun-warmed paradise beloved by locals and visitors alike. For one of the Island’s most beautiful hidden gems, a short walk around the coast will deliver you to the paradisiacal setting of Steephill Cove, a lovely sand and shingle beach with waters great for swimming. Making the most of the town’s microclimate, Ventnor Botanical Garden is an oasis of floral charms, boasting a heady mix of exotic and native plants throughout the year. It also plays host to the fabulously quirky Ventnor Fringe, a vibrant festival full of live music, performances, and rip-roaring comedy. Of course, with the Isle of Wight Coastal Path on your doorstep, you can easily fill your days with glorious walks along the coast, soaking up the shimmering sea views as you go.
Places to eat in Ventnor
Home to a giddy mix of independent shops and restaurants, it’s wonderfully easy to fill your days with sun-soaked mooching around Ventnor. When hunger calls, visit one of the many welcoming cafés for a light bite or pack a picnic with local delights from one of the fabulous farm shops on the Island. For winsome afternoon teas, The Royal is hard to beat, while the Smoking Lobster boasts a supremely satisfying selection of seafood. When it comes to supping on fresh crab (and we highly recommend you do), Ventnor Haven Fishery on the water’s edge is one of the top places on the Island. Their entire offering depends on what’s landed that day, promising a deliciously fresh selection to enjoy back at your Ventnor cottage.
