Cottage vacation rentals in Shanklin

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Top-rated cottage rentals in Shanklin

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Guest favourite

Cottage in Freshwater

5.0 out of 5 average rating, 386 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.

Nov. 3 – 10

$230 CAD per night

Guest favourite

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.

Nov. 16 – 23

$306 CAD per night

Guest favourite

Cottage in Isle of Wight

4.96 out of 5 average rating, 169 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.

Jan. 2 – 9

$181 CAD per night

Guest favourite

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. 1 – 8

$270 CAD per night

Guest favourite

Cottage in Isle of Wight

4.93 out of 5 average rating, 119 reviews

Fisherman’s Rest - a local Fisherman’s Cottage

Bembridge is a lovely coastal village on the eastern tip of the Isle of Wight. It is surrounded by beaches and a quirky harbour with working fishing boats. Bembridge was voted ‘Village of the Year 2019’ by BBC Countryfile. The village has a real sense of community with a central village hall for events, a butchers, bakers, fishmongers, cafes, restaurants and much more. The Bembridge RNLI Lifeboat station, Heritage Centre and library reinforces the respect the village has for its history.

Mar. 24 – 31

$264 CAD per night

Guest favourite

Cottage in Isle of Wight

4.91 out of 5 average rating, 113 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

Sep. 12 – 19

$153 CAD per night

Guest favourite

Cottage in Ventnor

4.81 out of 5 average rating, 414 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.

Oct. 20 – 27

$148 CAD per night

Guest favourite

Cottage in Whitwell

4.94 out of 5 average rating, 142 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.

Jan. 19 – 26

$187 CAD per night

Guest favourite

Cottage in Shanklin

4.9 out of 5 average rating, 127 reviews

Beautiful Cottage close to Shanklin Old Village

Badgers' Set (sleeps 7 + travel cot) Badgers Set is a traditional stone cottage set in a quiet location at the rear of the cottages, with views of the gardens. Large lounge, with feature fireplace & flatscreen TV. Doors open onto the patio with table/chairs. Kitchen/Diner with dishwasher, washing machine plus WC. Double room, triple room (double + single) and bunk room. Bathroom is brand new and complete with bath and overhead shower, sink and WC. PARKING! High chair & travel cot.

Mar. 29 – Apr. 5

$240 CAD per night

Guest favourite

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.

Sep. 28 – Oct. 5

$218 CAD per night

Guest favourite

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.

Feb. 21 – 28

$361 CAD per night

Guest favourite

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.

Mar. 22 – 29

$170 CAD per night