Vacation rentals in Whippingham

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Top-rated vacation rentals in Whippingham

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Guest favourite

Guesthouse in Northwood

4.98 out of 5 average rating, 166 reviews

Modern Purpose Built Detached Private Annex

Modern purpose built private self contained annex next to, but separate from our family home and is situated in Northwood which is 2 miles from the centre of Cowes. It is on the main bus routes. There is private access, parking, tv, wifi, Bathroom, equipped kitchen with oven, microwave, hob and fridge with ice box. It is in an ideal place to explore the Island, and is 2 miles from Vestas and the local hospital. Cowes is a sailing town that has several supermarkets, shops, restaurants and pubs.

Oct. 3 – 10

$82 CAD per night

Guest favourite

Townhouse in Isle of Wight

4.98 out of 5 average rating, 171 reviews

Beautiful Spacious Victorian Town House in Cowes

This beautiful spacious 2 bedroom town house is located on a quiet street a few minutes walk from the town centre. The whole property has been recently decorated giving a fresh light feel & furnished with a lovely seaside theme. Cowes town centre is just a few minutes walk away with its excellent selection independent shops and restaurants. Just beyond the town is the seafront which takes you along the beautiful esplanade passed the Royal Yacht Squadron and on to Gurnard famous for its sunsets

May 6 – 13

$186 CAD per night

Guest favourite

Guesthouse in Isle of Wight

4.97 out of 5 average rating, 126 reviews

Cosy Chalet With Private Hot tub - No Cleaning Fee

Modern purpose built self contained chalet, next to the house but with its own private entrance and private pergola area with canvas sides complete with cosy seating & lighting plus hot tub! Situated in East Cowes. The house was part of the Osborne estate so we are situated right next to Osborne House, also a 2 minute drive or 15 minute walk from East Cowes Red Funnel. We are also on a main bus route to Newport or Ryde. There is private access & your own parking space. It is an ideal location.

Sep. 30 – Oct. 7

$231 CAD per night

Guest favourite

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.

Dec. 4 – 11

$178 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!

Oct. 12 – 19

$269 CAD per night

Guest favourite

Cottage in Isle of Wight

4.91 out of 5 average rating, 110 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

Dec. 3 – 10

$149 CAD per night

Guest favourite

Condo in Isle of Wight

5.0 out of 5 average rating, 107 reviews

Osborne Cottage, Royal Estate, Luxury Apartment

Meadow View, Osborne Cottage is a Stylish Luxury Apartment on the Osborne Estate. This spacious 2 bedroom, 2 bathroom property overlooks the grounds of Osborne House, with a huge garden, sunny balcony and summer house. No expense has been spared to provide a comfortable, relaxing environment in the shadow of Queen Victoria’s Royal Residence. Golf, Sailing, walking and excellent dining options are all on your doorstep, enjoy the splendour of Osborne We also offer discounted ferry travel

Feb. 21 – 28

$301 CAD per night

Guest favourite

Condo in Isle of Wight

4.87 out of 5 average rating, 230 reviews

Harbour View

Beautiful modern Solent view apartment, this is one of the largest apartments on the complex. Comprising of an open planed lounge, kitchen area with views to the harbour of Shephards Wharf, 2 double bedrooms master bed has an en suite shower room and main bathroom to the hallway. We include WI-FI, Television with plenty of DVD'S and games and books for children. You will also receive a welcome pack of tea, coffee, milk and biscuits, hand wash and toilet rolls supplied to bathrooms.

Jan. 21 – 28

$222 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.

Oct. 14 – 21

$223 CAD per night

Guest favourite

Apartment in Isle of Wight

4.97 out of 5 average rating, 101 reviews

Waterside House

The apartment is situated in the heart of West Cowes, moments from the Red Jet, good quality restaurants, bars, yacht clubs and the sea front. The space has recently been built and is bright and modern. The bedroom has a king-size bed with luxurious Egyptian Cotton linens. There is a large walk-in shower and good quality towels. The kitchen is fully equipped and includes a Coffee Machine. The sitting area is complete with nest tables and the wall-mounted TV has Netflix.

Sep. 21 – 28

$125 CAD per night

Guest favourite

Tiny homes in Cowes

4.95 out of 5 average rating, 134 reviews

Seaside style cabin in central Cowes

'The Cabin' sits in the heart of West Cowes, tucked away behind the high street. Very compact (and very cute!), the space is kitted out in classic holiday home style. Two bedrooms and a sofa bed. Shower room. Decked garden with dining table, BBQ and outdoor sofas. Free parking space nearby. Fast broadband (free), digital TV with DVD, washer/dryer, dishwasher, microwave. Welcome breakfast for first day included. Good for families but steep steps to access. Book today!

Jan. 9 – 16

$179 CAD per night

Guest favourite

Cottage in Cowes

4.96 out of 5 average rating, 240 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.

Nov. 18 – 25

$181 CAD per night