Ventnor Cottages
Home to the thriving Isle of Wight arts scene and the beautiful botanical gardens, Ventnor offers up a plethora of activities for island visitors. Sheltered by St Boniface Downs, the town has its own microclimate meaning it remains particularly warm throughout the year. Make the most of the climate and take a trip to the botanical gardens, originally a Victorian lung hospital where patients were sent to recover in the clean air of the island.Read more
Ventnor also (supposedly) benefits from having the most daylight hours in the UK, another perk to visiting in the summer. With the extra daylight hours, get stuck in with local artists and musicians at the Ventnor Exchange or book tickets for the Ventnor Fringe festival in August.
Ventor’s sea front, also known as Ventnor Haven, is an amazing spot for fishing. There’s a wonderful fishery on the front where you can find a fresh catch to take home for dinner. Most of the crab served on the island is from Ventnor too so you’ll be sure to find some fresh seafood dishes served in the local restaurants and bistros of this area.
Ventnor is at the south of the isle, just east from St Catherine’s point and Niton. To the east of Ventnor you’ll find the small village of Bonchurch which has a big literary claim to fame. The village has played host to many famous authors, including Charles Dickens and the poet Algernon Charles Swinburne. Further along the east coast, there’s Shanklin and Sandown too.
We have 34 self catering cottages in Ventnor to show you...
7 nights from £366
Seascape
39432 bedroom self catering cottage with sea views in Ventnor, Isle of Wight
Located in the cosmopolitan town of Ventnor in a Victorian townhouse, Seascape is a modern two bedroom apartment with spectacular sea views along the coastline. It offers contempor...
7 nights from £366
7 nights from £683
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 breath-taking views from virtually every room. The beautiful tiered...
7 nights from £683
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £600
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 £600
7 nights from £457
2 St Josephs
35302 bedroom self catering apartment with sea views in Ventnor.
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 £457
7 nights from £360
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 £360
7 nights from £360
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, living-room and master bedroom! Ideally positioned between Bonchurch...
7 nights from £360
7 nights from £700
The Shute
43993 bedroom self catering cottage with sea views near Ventnor, Isle of Wight.
This gorgeous cottage, set in the breathtaking location of St Lawrence, has a large patio and unrivalled sea views. A truly magical place to sit and enjoy the scenery, the seaward ...
7 nights from £700
7 nights from £643
10 Shanklin Manor
35113 bedroom, rural self catering apartment near the beach in Shanklin, Isle of Wight.
Dating back to 1863 and converted in 2011, this superb two-storey first floor apartment is located on the outskirts of Shanklin. 10 Shanklin Manor has an elegant, monochrome interi...
7 nights from £643
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £550
2 Shanklin Manor
43492 bedroom self catering apartment near the beach in Shanklin, Isle of Wight
A large and impressive building, Shanklin Manor is on the outskirts of Shanklin Old Village and within easy reach of all the amenities and the beach, making it a fabulous holiday d...
7 nights from £550
7 nights from £1100
Woodington Cottage
44045 bedroom, dog friendly holiday cottage with sea views near Ventnor, Isle of Wight.
Woodington is a large and very unique house in a spectacular setting on the southern side of the Island. Sitting in its own large grounds with the dramatic Niton cliff to the rear,...
7 nights from £1100