A coastal town with a prominent pier extending into the water, surrounded by historic buildings and a clear sky.

Isle of Wight Holiday Rentals

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Our top choices for Isle of Wight holiday rentals

A bedroom with a bed, a wooden bench, a staircase, and a wall-mounted light fixture.

1. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (41 reviews)
"A great stay in this unique, cool venue."
United Kingdom
Simon
The price is NZ$306
includes taxes & fees
19 Nov - 20 Nov
Pinnacle Suites
A patio with a barbecue grill, outdoor seating, and a view of the ocean.

2. Westcliffe chalets

Westcliffe chalets
Niton
The price is NZ$284
includes taxes & fees
4 Nov - 5 Nov
Westcliffe chalets
A hammock between trees overlooking a beach with boats and a fence.

3. Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
Cowes
10.0 out of 10, Exceptional, (28 reviews)
"Great location, lovely cottage and a convenient place to explore Cowes."
United Kingdom
Lisa
The price is NZ$278
includes taxes & fees
4 Nov - 5 Nov
Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
A living room with a fireplace, a sofa, a dining table set for two, and a clock on the wall.

4. Luxurious 1-bedroom apartment in wonderful Cowes on the High St near the harbor

Luxurious 1-bedroom apartment in wonderful Cowes on the High St near the harbor
Cowes
10.0 out of 10, Exceptional, (1 review)
"We had a great stay in Alexander Pike’s one bedroom flat in Cowes. The property could not have been situated any better. It was in downtown Cowes on the pedestrian zone. The grocery store and bus stop were directly across the street from the flat. The walk from the ferry was one minute. The apartment was spotless. The appointments were perfect. Everything we could have wanted was provided. We definitely will stay here again when we return to the Isle of Wight."
United States
Steven H.
The price is NZ$477
includes taxes & fees
10 Nov - 11 Nov
Luxurious 1-bedroom apartment in wonderful Cowes on the High St near the harbor
A dining area with a wooden table, chairs, a vase with flowers, and a television on a wooden stand.

5. Isle 2-bed Retreat- Sleeps 4, Garden & Games Room

Isle 2-bed Retreat- Sleeps 4, Garden & Games Room
3.0 star property
Cowes
The price is NZ$472
includes taxes & fees
15 Nov - 16 Nov
Isle 2-bed Retreat- Sleeps 4, Garden & Games Room
A brick building with a black door marked with the number 80.

6. Castle Cottage

Castle Cottage
3.0 star property
Newport
The price is NZ$724
includes taxes & fees
15 Nov - 16 Nov
Castle Cottage
A dining area with a table set for four, featuring a bottle of wine, glasses, and a bowl of fruit.

7. The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
Cowes Isle of Wight
10.0 out of 10, Exceptional, (4 reviews)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
United Kingdom
Simon S.
The price is NZ$554
includes taxes & fees
15 Nov - 16 Nov
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
A balcony with a table and chairs, a wooden fence, and a view of a golf course.

8. Stunning property and location with fabulous views overlooking Wootton Creek.

Stunning property and location with fabulous views overlooking Wootton Creek.
Wootton Bridge
10.0 out of 10, Exceptional, (4 reviews)
"very comfortable and cozy cottage, well equipped and fabulous view"
United Kingdom
Rosalind M.
The price is NZ$446
includes taxes & fees
9 Nov - 10 Nov
Stunning property and location with fabulous views overlooking Wootton Creek.
A kitchen with white cabinets, a dining table set with plates, cups, and a potted plant.

9. 3 bedroom accommodation in Ryde

3 bedroom accommodation in Ryde
Ryde
10.0 out of 10, Exceptional, (2 reviews)
"We'd thoroughly recommend this property, where you have everything you need (and more) for a week or two away from home. Very dog friendly, and just a short walk from a lovely park and onto a long, sandy beach where the dogs had a whale of a time. A good sized and secure back garden, and views over The Solent towards the mainland. We can not fault this property."
United States
David Allaway
The price is NZ$757
includes taxes & fees
11 Nov - 12 Nov
3 bedroom accommodation in Ryde
A balcony with a glass railing overlooking a garden and the sea.

10. Littlestairs

Littlestairs
Shanklin
10.0 out of 10, Exceptional, (15 reviews)
"Fantastic accommodation in the perfect location right on the cliff tops. Accommodation was spotlessly clean. Loved it so much we are going back in a few months. Quite pricey for a weeks stay if only 3 of you, but otherwise it was faultless."
United States
Sue
The price is NZ$3,225
includes taxes & fees
4 Nov - 5 Nov
Littlestairs
A bedroom with a large window, a bed, a grey armchair, and a white door.

11. Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10

Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10
Cowes
9.8 out of 10, Exceptional, (66 reviews)
"Really great central place to stay with sea views and amenities all in walking distance."
United States
Patrick H.
The price is NZ$983
includes taxes & fees
5 Nov - 6 Nov
Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10
A bedroom with a TV, a bed with white linens, a balcony with a view of the sea, and a chair.

12. Seagrass

Seagrass
Sandown
10.0 out of 10, Exceptional, (11 reviews)
"The property is excellent a great Christmas stay. Thank you so much for the lovely decorations and treats. Can’t wait to come back."
United States
Sharon
The price is NZ$1,680
includes taxes & fees
4 Dec - 5 Dec
Seagrass
A balcony with a glass table, chairs, and a view of the sea.

13. Colonels Rest

Colonels Rest
Sandown
9.8 out of 10, Exceptional, (34 reviews)
"Living space and decor.. also clean throughout, and great location"
United States
Nicki
The price is NZ$3,570
includes taxes & fees
4 Nov - 5 Nov
Colonels Rest
A dining table set with white plates, gold chargers, and wine glasses, overlooking a tropical garden with palm trees.

14. No 1 Ashey

No 1 Ashey
Ryde
9.4 out of 10, Exceptional, (18 reviews)
"We stayed here for three nights and loved it! The weather was amazing so we made the most out of the pool. The house is very clean and spacious."
United States
Anonymous traveller
The price is NZ$3,087
includes taxes & fees
4 Dec - 5 Dec
No 1 Ashey
A cozy living room with a sofa, a dining table, and a kitchen in the background.

15. The Wing at Fox Hollow

The Wing at Fox Hollow
Whiteley Bank
10.0 out of 10, Exceptional, (17 reviews)
"Very comfy bed, good variety of cooking utencils. It was perfect. We were very happy"
United States
Colin Anthony
The price is NZ$928
includes taxes & fees
6 Nov - 7 Nov
The Wing at Fox Hollow
A hallway with a door, a mirror, and a staircase.

16. Hamilton's Studio

Hamilton's Studio
3.0 star property
Ryde
The price is NZ$700
includes taxes & fees
16 Nov - 17 Nov
Hamilton's Studio
A covered patio with stone flooring, a wooden chair, and a potted plant.

17. La Cotte

La Cotte
Ryde
9.0 out of 10, Wonderful, (6 reviews)
"Absolutely loved the cottage, hopefully we will be returning"
United States
Samantha
The price is NZ$1,108
includes taxes & fees
11 Nov - 12 Nov
La Cotte
A modern bedroom with a large bed, a chair, a window with blinds, and a painting on the wall.

18. Laurel Cottage

Laurel Cottage
Newchurch
10.0 out of 10, Exceptional, (14 reviews)
"Very nice cottage with all the comforts and well placed for visiting the Isle of Wight, near Newport and not far from the coast too."
United States
Jean-Paul
The price is NZ$3,787
includes taxes & fees
4 Dec - 5 Dec
Laurel Cottage
A neatly made bed with floral pillows, two bedside lamps, and a small round mirror on the wall.

19. Pembroke Villa

Pembroke Villa
Shanklin
10.0 out of 10, Exceptional, (3 reviews)
"Top service and customer care."
United States
Carlos
The price is NZ$1,900
includes taxes & fees
4 Nov - 5 Nov
Pembroke Villa
A kitchen with open doors leading to a conservatory, featuring a view of greenery outside.

20. 4 bedroom accommodation in St Lawrence, near Ventnor

4 bedroom accommodation in St Lawrence, near Ventnor
St Lawrence, near Ventnor
The price is NZ$1,776
includes taxes & fees
11 Nov - 12 Nov
4 bedroom accommodation in St Lawrence, near Ventnor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Isle of Wight Hotel Reviews

The Fig Tree Shanklin

The Fig Tree Shanklin

8/10 Good
"Lucas on reception was very helpful and welcoming on arrival and in the evening"
Lisa 1-night trip
Posted 1 day ago
The Fig Tree Shanklin

Find out more about Isle of Wight

Everything you need to know about Isle of Wight holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Isle of Wight holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Isle of Wight holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Isle of Wight holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Isle of Wight. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Isle of Wight holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Isle of Wight holiday rentals we have selected for you start as low as NZ$306 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Isle of Wight rentals

At Expedia, we put the best Isle of Wight holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Isle of Wight rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Isle of Wight holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Isle of Wight. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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