Cottages on the Isle of Wight
From the short ferry crossing (guests can receive a discount up to 25% with us) that delivers you to the sun-soaked shores to the caught-in-time atmosphere of the seaside towns, setting off for a stay in a gorgeous self-catering holiday cottage on the Isle of Wight is a true adventure. Our collection of wholesome home-from-homes boasts something special for everyone, from fabulous dog-friendly cottages with sea views to magical shepherd’s huts and safari tents in a little pocket of Island paradise. Whether you’re dreaming of a short break in a cosy cottage with a hot tub or a family-friendly escape for a classic summer holiday by the sea, the Isle of Wight is the perfect holiday destination for all. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 120 self catering cottages on the Isle of Wight
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 £648 *
48 Solent View
58283 bedroom self catering cottage with sea views in Seaview.
Just a short wander from the golden sands of Seagrove Bay and the quaint charm of Seaview village, this stylish holiday haven offers modern home comforts in an unbeatable location ...
7 nights from £648 *
7 nights from £1039
Pucks Oak
56984 bedroom, dog friendly holiday cottage with sea views in Seaview.
Within moments of the seafront at Seaview, with off-street parking and a lovely garden, semi-detached Pucks Oak is a great home-from-home to enjoy with friends and family. With the...
7 nights from £1039
7 nights from £372
The Studio
57531 bedroom, dog friendly, cosy cottage near Ryde.
Whether you seek relaxation or adventure on the Isle of Wight, The Studio provides the most welcoming modern-rustic retreat to experience the best of natural beauty and contemporar...
7 nights from £372
The Old Dairy
7 nights from £1022
From £93 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 £93 per night
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
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
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 £1469 *
Pepita
57195 bedroom, dog friendly holiday cottage with sea views in Seaview.
With breathtaking sea views and the beach only a few steps from the front door, two former coastguard cottages and the adjoining boathouse have been transformed into an island gem,...
7 nights from £1469 *
7 nights from £982
The Dairy
56313 bedroom self catering cottage near the beach in Seaview.
Set in the pretty village of Seaview, moments from the seafront, this delightful home-from-home is waiting to welcome you. The village centre is a short stroll away, here you will ...
7 nights from £982
Holidays on the Isle of Wight
Wind down and enjoy the relaxed pace of Island living with a holiday on the Isle of Wight. Golden beaches promise sun-soaked beach days, historic houses offer a fascinating glimpse into the Island’s past, and patchwork interior invites you to pull on your walking boots for long, leisurely walks - there’s even an annual festival!
Beaches on the Isle of Wight
Settle into island life as you discover beaches around every salt-kissed corner of the Isle of Wight Coastal Path, from secret coves only accessible by boat to great sweeps of sand that call for long days lazing under the sun. With turquoise waters and breathtaking cliffs, Freshwater Bay is a popular choice for scenic sun worshipping (our webcam has gorgeous views across the beach), while Ventnor promises a wonderfully traditional day by the sea with ice creams, paddling pools, and your very own microclimate to enjoy.
Things to do on the Isle of Wight
Packed with ancient forts, family-friendly attractions, and over 500 miles of designated footpaths, the Isle of Wight is a veritable playground with countless things to do during your stay. Walking from Freshwater Bay to The Needles is a fantastic way to explore one of the Island’s most iconic landmarks, with local boat trips offering the opportunity to see the stacks from the sea. Osbourne House is another favourite spot to explore, with royal rooms and sweeping grounds that make it easy to see why Queen Victoria relished her time here. The Isle of Wight is also home to some of the country’s biggest festivals, from music festivals and garlic celebrations to the famous sailing races during Cowes Week.
Places to eat on the Isle of Wight
Making the most of the Island’s microclimate, food producers have put the Isle of Wight firmly on the foodie map, with the Garlic Farm and Isle of Wight Tomatoes both providing world-class ingredients for the Island’s restaurants and cafés. In Seaview, you’ll find a wide range of fabulous eateries, from Michelin recommended restaurants to award-winning pubs full of traditional charm, while Yarmouth promises some of the best sea view restaurants and cafés on the Island.
