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.
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 38 self catering cottages in Ventnor to show you...
Woodlands
39505 bedroom, dog friendly holiday cottage with sea views in Ventnor.
Woodlands offers a perfect retreat for friends and family to spend quality time together in a stunning Grade II listed Victorian villa in the cosmopolitan town of Ventnor. With amp...
Price per week £813 - £2350
Villa Amanti
39702 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
On the promenade of Ventnor seafront, Villa Amanti is an immaculate south facing, ground floor apartment with uninterrupted sea views from its sunny seating area, accessed through ...
Price per week £825 - £1400
Don’t miss out; reserve your favourite 2019 holiday cottage for just £30
Reserve your 2019 holiday
Our portfolio gets better year after year, with all the old favourites and some stunning new additions, so get in there quick and reserve your preferred dates for only £30.
Pick a place close to the coast for that year-round holiday vibe, or book a holiday townhouse to be close to every convenience. Escape to the country for peace and quiet or take to the moors for walks through wide open spaces, we’ve got plenty of holiday cottages for you to choose from for next year.
Reserve next year's holiday in advance to give you peace of mind and put off paying your deposit till after this summer (5th November). That way you know your preferred dates are yours for the choosing and you can get on with enjoying the rest of this year's holiday (before looking forward to the next!).
Starfish
39522 bedroom self catering apartment near the beach in Ventnor, Isle of Wight
Accessed via a set of stairs, this bright and airy first and second floor apartment offers contemporary accommodation, with large and spacious rooms packed with period features, hi...
Price per week £384 - £760
Seascape
39432 bedroom self catering cottage with sea views in Ventnor, Isle of Wight
Located in the cosmopolitan town of Ventnor in a Victorian town house, Seascape is a modern two bedroom apartment with spectacular sea views along the coastline. It offers contempo...
Price per week £352 - £796
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 gard...
Price per week £715 - £1836
6 St Josephs
38462 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
6 St Joseph’s has stunning panoramic sea views, which you can sit and admire from the balcony, living room and master bedroom! Ideally positioned between Bonchurch and Ventnor this...
Price per week £345 - £842
2 St Josephs
35302 bedroom self catering apartment with sea views in Ventnor.
With sea views from the terrace, and fresh, modern décor throughout, 2 St Josephs is a holiday maker's home-from-home. This spacious ground floor apartment is ideally situated betw...
Price per week £439 - £959
Gilmerton
36052 bedroom, dog friendly holiday apartment with sea views in Ventnor, Isle of Wight.
Gilmerton is a charming and spacious apartment, beautifully decorated, and located on the outskirts of the vibrant town of Ventnor. The house is built into the hill so this first f...
Price per week £392 - £900
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.
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 ...
Price per week £425 - £900
Manor Farm Cottage
41623 bedroom, dog friendly self catering cottage in Ventnor.
This gorgeous stone cottage is nestled in a wonderful countryside location in the central south of the Island, a short distance from the coastal town of Ventnor. Situated at the en...
Price per week £481 - £1200