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

5.0 out of 5 average rating, 385 reviews

A beautiful country cottage, close to the sea

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.

Sep 30 – Oct 7

$167 per night

Guest favorite

Cottage in Whitwell

4.93 out of 5 average rating, 107 reviews

The Bake House (Berryl Farm Cottages)

The Bake House is set in a small 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.

Oct 22 – 29

$96 per night

Guest favorite

Cottage in Isle of Wight

5.0 out of 5 average rating, 178 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.

Jan 29 – Feb 5

$188 per night

Guest favorite

Cottage in Isle of Wight

4.96 out of 5 average rating, 168 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.

Feb 18 – 25

$110 per night

Guest favorite

Cottage in Isle of Wight

4.99 out of 5 average rating, 126 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!

Dec 2 – 9

$169 per night

Guest favorite

Cottage in Isle of Wight

4.91 out of 5 average rating, 112 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

Jan 9 – 16

$89 per night

Guest favorite

Cottage in Isle of Wight

4.96 out of 5 average rating, 211 reviews

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.

Oct 28 – Nov 4

$134 per night

Guest favorite

Cottage in Cowes

4.96 out of 5 average rating, 241 reviews

Wight Cottage in central Cowes

Wight Cottage is in St Mary's Road, a quiet neighbourhood close to the shops, pubs and restaurants of Cowes High Street. You'll appreciate the careful refurbishment of this 175 year old shipwright's cottage. In the summer you can throw open the French windows to a sunny garden. In the winter the underfloor heating will keep you warm. Wight Cottage is just a few minutes walk from Cowes Yacht Haven and Shepards Marina. Perfect for a Cowes sailing event.

Dec 31 – Jan 7

$118 per night

Guest favorite

Cottage in Isle of Wight

5.0 out of 5 average rating, 105 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.

Oct 5 – 12

$231 per night

Guest favorite

Cottage in Isle of Wight

4.97 out of 5 average rating, 106 reviews

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.

Oct 9 – 16

$104 per night

Guest favorite

Cottage in Niton

4.87 out of 5 average rating, 110 reviews

Classic Farmhouse nestled in National Landscape

Locks Farm House is a Grade II listed stone build dating back to 1702. It is a traditional long thatch with the roof also covering the former barn. There are two plain beam reception rooms and two double bedrooms, one with an original panel wall. All the rooms look out onto a walled garden and the Downs surrounding the village. The current owners restored the house lovingly using original materials and remain resident in Niton.

Oct 5 – 12

$138 per night

Guest favorite

Cottage in Isle of Wight

4.99 out of 5 average rating, 104 reviews

Cozy coastguard cottage with sea views

Built in 1882, our lovely cottage is a former coastguard cottage located in a row of 14 made of a number of holiday homes and permanent homes to local families. The inside of the cottage is very well appointed and very cozy. The west facing garden deck provides a good size outdoor area to sit and take in the fantastic views of Cowes harbour, the Solent beyond and the amazing sunsets.

Dec 31 – Jan 7

$154 per night