Cottage holiday rentals in Shanklin

Highcliff Cottage - Clifftop Paradise

Highcliff Cottage at Luccombe is a dream holiday retreat, secluded and tranquil. A 100m high clifftop garden oasis overlooking Sandown Bay and the south of England. Relax on the deck, listen to the bird song and breathe in the fresh air. Situated between Shanklin and Ventnor, the Cottage is designed in the boathouse style with beautiful detailing inside and out, with exclusive use of a large garden and access to a spectacular cliff terrace. The Isle of Wight Coastal Path is at the front gate.

India Cottage, Sea View, Easy Walk to Town & Beach

India Cottage is all ready for spring/summer 2025, the terraces are set-up with a new pergola and awning, solar lights and box of throws for the evenings. With private-off street parking, with EV charger, the cottage is just two minutes’ walk from Ventnor's compact town centre and under ten to the beach and coast path. Tastefully refurbished and fully equipped, the cottage boasts a terraced garden, with stunning views over Ventnor Bay and the Victorian townscape. An ideal base to explore from.

Lobster Cottage - quaint character property

A quaint ‘olde’ cottage, full of character and was part of the oldest licensed public house on the Island. Situated in the heart of Ventnor town, it's convenient for a variety of local shops, amenities, super pubs & eateries, sea front & beach. The property offers sufficient accommodation for 7 people but can accommodate up to 8. It has seating at the front of the garden and an upper level rear garden with a BBQ and sea glimpses. There is parking for 2 cars, free wi-fi and Freeview TV.

Mulberry Cottage, rural get away.

Mulberry Cottage is located in an area of outstanding natural beauty. Tucked discreetly down an unmade country Lane, surrounded by fields and woodland. It has its own private garden with a newly added hot tub perfect for having fun with the family or relaxing after exploring . We are now able to offer FERRY DISCOUNTS ! message for more information If we are fully booked for the dates you require, please take a look at airbnb.com/theoldstables2 for alternative accommodation on site.

A charming little wooden house by the sea

This quirky attractive vintage little cottage is perfect for getting away from it all and relaxing in idyllic surroundings. Just a few metres from the lovely pebbly Gurnard beach, this fully refurbished historical little wooden building is set back from the road and tucked away behind our wild garden. It is accessed from its own car parking space via a little path. At the rear, a small stream goes to the sea and a large oak tree provides shelter to birds and a relaxing swing seat.

Breakers Sound - Thatched Cottage with sea views

Breakers Sound is a detached, listed thatched cottage that sits within an acre of mature gardens with stunning sea views across the English Channel from most areas of the property. The historic village of St Lawrence sits within an area of outstanding natural beauty, with coastal and country walks on the doorstep of the cottage and easy access to many of the island's attractions. The vibrant town of Ventnor, with all its amenities, bars and restaurants, is a 5 minute drive away.

Quiet location. Close to Coast, Downs & Goodwood

Situated in the grounds of our Victorian family home, the newly converted 'Garden Rooms' occupy a separate self-contained building, furnished to a high standard, and perfect for coupes wishing to enjoy walking, cycling & sailing in the South Downs National Park. The annex has its own driveway and self check-in is via a key box. The Garden Rooms are located in the pretty downland village of West Ashling. There are three local pubs & a restaurant, all within walking distance.

Quaint cottage in Ventnor with sea views

Dove cottage is a charming one bedroom seaside cottage located in Ventnor. With stunning sea views, it’s a perfect getaway for couples looking for a relaxing break in one of the most beautiful areas on the Isle of Wight. As well as being near the beach, Dove Cottage is within walking distance to the fabulous restaurants, bars and cafes that Ventnor has to offer. There are many scenic coastal paths nearby leading to places such Bonchurch, Steephill Cove and St Lawrence.

Cozy annexe with off-street parking and sea views

Our Annexe sits within the conservation area of Ryde with uninterrupted views across the Solent. It forms part of a large Regency property but has an independent access and off-street parking. With it's beaches, harbour, bustling town centre and easy mainland links, Ryde has become a popular destination for many people all year round. The Annexe has been recently renovated and is superbly presented with comfortable accommodation for two people.