Cottage vacation rentals in Isle of Wight

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Top-rated cottage rentals in Isle of Wight

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Guest favorite

Cottage in Freshwater

5 out of 5 average rating, 424 reviews

A beautiful country cottage, near to the beach

PREFERENTIAL FERRY RATES AVAILABLE Welcome to The Old Stables a beautiful and stylish barn conversion near Freshwater Bay on the Isle of Wight - Dog Friendly. Originally forming part of the famous Farringford Estate - owned by Lord Tennyson, the world renown poet - it nestles at the foot of the downs and is located up a private lane in an Area of Outstanding Natural Beauty. It is within easy walking distance of Freshwater Bay - the local beach - nearby shops, a superb cafe/bar and friendly pub.

Guest favorite

Cottage in Isle of Wight

5 out of 5 average rating, 188 reviews

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.

Guest favorite

Cottage in Isle of Wight

4.97 out of 5 average rating, 183 reviews

Albert’s Dairy Cottage, Whippingham

Albert’s Dairy Cottage is a beautifully converted one bedroom cottage situated adjacent to open countryside. The contemporary design offers spacious accommodation, is finished to a high specification and offers the perfect environment for couples looking for a relaxing break away. Conveniently situated less than 10 mins from both the Red funnel and Wightlink car ferry terminals, the property is ideally located for exploring the Island, is close to the River Medina and popular waterside pubs.

Guest favorite

Cottage in Isle of Wight

4.99 out of 5 average rating, 142 reviews

Marina View

Beautiful waterfront property, close to amenities with easy access to West Cowes via the floating bridge. Enjoy the benefit of hopping over to the more lively side of Cowes & retreating back across the river to the quieter side within minutes. Perfect for family holidays exploring the Island & evenings spent watching the sunset from the balcony or living area. If you can't see the availability you are looking for, please don't hesitate to send me a message and I will do my best to help!

Guest favorite

Cottage in Isle of Wight

4.85 out of 5 average rating, 137 reviews

Harbour Cottage. cosy, romantic cottage in Cowes

Harbour Cottage - perfect romantic getaway. Close to the centre of vibrant Cowes with local independent shops, cafes, restaurants and marinas. You can leave the car at home! Minutes from Red Jet terminal, floating bridge and Shepards Marina. Generous ferry discounts enquire on booking Harbour Cottage is great for short breaks, or longer stays. Fully fitted kitchen, lounge, conservatory, bathroom and bedroom with king size bed and small sofa fold out ideal for child or small adult only

Guest favorite

Cottage in Ventnor

4.81 out of 5 average rating, 448 reviews

19th Century Fisherman's cottage. Close to beach

This small old quaint fisherman's cottage is close to the sea with sea views from the front bedroom and restricted views from the lounge. Based in the famous Victorian seaside town of Ventnor. Bay Cottage is walking distance to the seafront, restaurants, pubs, shops, bus stops, cafes and wonderful walking routes. Free 24hr parking close by. Car park busy from Easter to Autumn. Fee-paying car parks close by at Dudley Street, Market Street, Town Centre (Central) and along the seafront.

Guest favorite

Cottage in Whitwell

4.94 out of 5 average rating, 152 reviews

Fossil Cottage (Berryl Farm Cottages)

Fossil Cottage is in a row of idyllic stone cottages, in an area of outstanding natural beauty. Surrounded by fields in the hamlet of Berryl, but under a 10 minute walk to the village pub. Complete peace with only the sound of the birds and Cows! 2 miles to stunning national trust coastline and swimming beaches. A perfect base to explore the Island. Dog friendly, adult only. Generous ferry discounts available. If unavailable, please see our other listings for the neighbouring cottages.

Guest favorite

Cottage in Isle of Wight

5 out of 5 average rating, 112 reviews

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.

Guest favorite

Cottage in Isle of Wight

4.98 out of 5 average rating, 130 reviews

Converted barn perfect for families and couples

At the base of Rowridge Valley in the heart of the Isle of Wight countryside. You will find The Piglet, a great place to stay, relax and use as a base to explore the island. A cosy building with a sunny aspect and a private garden to the rear that overlooks the neighbouring countryside. Due to its location most of the island is accessible from here within a short drive. Explore the heritage castles & monuments, the beaches & surf, and family friendly parks throughout the island.

Guest favorite

Cottage in Isle of Wight

4.96 out of 5 average rating, 100 reviews

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

India Cottage is all ready for our late summer, the terraces are set-up with new pergola and awning and box of throws for cooler 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.

Guest favorite

Cottage in Isle of Wight

4.95 out of 5 average rating, 114 reviews

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.

Guest favorite

Cottage in Isle of Wight

5 out of 5 average rating, 129 reviews

Pussy Mouse Rew, Idyllic Rural Cottage in 6 Acres

This cottage has been specifically designed for couples looking for a tranquil break where quality and attention to detail are important factors. Ideal for romantic breaks or special occassions, surrounded by open countryside with an abundance of wildlife right outside your door. The quiet yet accessible location is a few minutes drive from various beaches, Ryde, Seaview and St Helens, perfect for cycling, walking, nature watching and exploring the IOW.