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 24 self catering cottages in Ventnor to show you...
7 nights from £493
Westhill View
48822 bedroom self catering cottage near the beach in Shanklin, Isle of Wight.
With the golden sands of Shanklin beach a short walk away, this lovely holiday home sits in the heart of town, perfect for traditional days by the seaside and within easy reach of ...
7 nights from £493
7 nights from £599
25 Palmerston Road
35383 bedroom self catering cottage near the beach in Shanklin.
Welcome to 25 Palmerston Road, a delightful holiday home perfectly situated in the charming town of Shanklin and just a short stroll away from the golden sandy beach and a good sel...
7 nights from £599
From £110 per night
Farm Cottage
57182 bedroom, dog friendly cottage near Ventnor.
For those looking for a peaceful and calming cottage then look no further than Farm Cottage, it's set in the delightful grounds of the owners' home and has been furnished with care...
From £110 per night
From £72 per night
The Stables
56511 bedroom, dog friendly holiday cottage close to the beach, near Ventnor.
Welcome to The Stables, a romantic getaway for two! Close to the seaside town of Ventnor, with its beautiful beachfront, you can explore this corner of the Island and then retreat ...
From £72 per night
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.
From £85 per night
Sunrise and Stars
5672Dog friendly shepherds hut with a hot tub near Ventnor.
Step into an oasis of peace and tranquility on the Isle of Wight at Sunrise and Stars, a beautifully crafted hideaway with a pool for private use and a hot tub, surrounded by capti...
From £85 per night
7 nights from £1146
The New House
40254 bedroom self catering cottage in Godshill, Isle of Wight
Nestled in the heart of the chocolate-box village of Godshill, this detached house has beautiful secluded gardens to the rear and everything the village can offer within a few minu...
7 nights from £1146
From £149 per night *
Stargazers' Retreat
5125Luxury Yurt for 5 near the beach near Ventnor, Isle of Wight.
Welcome to Stargazers' Retreat, a heavenly glamping yurt nestled in rural splendour on the southerly tip of the Isle of Wight with blissful views of Reeth Bay and beyond. Situated ...
From £149 per night *
From £145 per night
Lazydays Hideaway
53811 bedroom glamping Yurt with sea views near Ventnor, Isle of Wight.
Welcome to Lazydays Hideaway, enjoying far reaching sea views across Reeth Bay and beyond and nestled on a hillside at the southerly point of the Isle of Wight. Whether you wan...
From £145 per night
7 nights from £525
Grace Cottage
42091 bedroom, dog friendly holiday cottage close to the sea near Ventnor, Isle of Wight
This gorgeous barn conversion is set within the grounds of the stunning North Grounds Farm, just outside the village of Chale Green on the southern side of the Island. For the envi...
7 nights from £525
7 nights from £568
The Cattle Byre
45352 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
The Cattle Byre has accommodation for three guests across two bedrooms, a double and a single. It has two private outdoor seating areas, the rear enclosed garden can only be access...
7 nights from £568
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.