Isle of Wight Holiday Rentals

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Top Holiday Rentals Destinations in Isle of Wight

Exterior
Tall Timbers: A Ventnor Haven with Sea Views and Enchanted Gardens
10.0 out of 10, Exceptional, (63)
"Lots of toys and games for children and teens. Spacious layout. Lovely feel to the house. Beautiful gardens. Wonderful location so close to one of the very best beaches on the island, Steephill Cove."
Tall Timbers: A Ventnor Haven with Sea Views and Enchanted Gardens
Beach
Multi-award winning Georgian Farmhouse, village location, short walk to beach
10.0 out of 10, Exceptional, (48)
"Wow. An absolutely fabulous property with everything you need for a comfortable stay. It’s beautifully presented and It really is so well equipped. The only thing I would mention is if you have really small dogs (we have a Border Terrier and a Jack Russell) the garden isn’t sufficiently enclosed that they couldn’t escape, but other than, it is a stunning spot for a really fantastic holiday. The owners are super-helpful and we absolutely wouldn’t hesitate to recommend this property to anyone...
Multi-award winning Georgian Farmhouse, village location, short walk to beach
Exterior
5-bed house: pool, tennis court, walk to beach, 10 acres
10.0 out of 10, Exceptional, (48)
"Lovely house with lots to do, we ended up not even leaving the house some days as the kids just wanted to play tennis or jump in the pool! Very relaxing setting, will hopefully return soon. Thanks"
5-bed house: pool, tennis court, walk to beach, 10 acres
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Beach nearby, beach towels
Lovely self catering flat, 4/5 mins walk to beach, 3 mins walk to local shops.
10.0 out of 10, Exceptional, (16)
"Ally's place has exceeded our expectations in every sense. A true 'home away from home'. The host, Ally, is very welcoming and helpful. The apartment has everything you need; very clean and extremely well presented. Exceptional! We highly recommend Ally's place"
Lovely self catering flat, 4/5 mins walk to beach, 3 mins walk to local shops.
Fridge, microwave, oven, stovetop
Luxury Mews House in Tranquil Courtyard. Central Ryde. 5 Minutes Walk to Beach.
10.0 out of 10, Exceptional, (44)
"We had a pleasant stay even though the weather was bad. The house is comfortable and has everything you might need for a short holiday. The host is very pleasant and is quick to respond. The parking is a huge bonus. Would recommend if you want to stay close to Ferry port."
Luxury Mews House in Tranquil Courtyard. Central Ryde. 5 Minutes Walk to Beach.
Property grounds
Cozy traditional cottage with parking and garden
10.0 out of 10, Exceptional, (7)
"We rented this property while visiting family on the Island. Gorgeous home, had everything you need with the added bonus of a games room which helped keep the kids amused when the weather wasn’t on our side. Surprise welcome gift of wine and biscuits very much appreciated. Wish we had longer there. Many thanks Jane"
Cozy traditional cottage with parking and garden
Exterior
The Old Abbey Farmhouse, The Isle of Wight.
10.0 out of 10, Exceptional, (17)
"Gorgeous on every way possible. Warm, modern decor while taking you back in time. Fabulous welcome basket. I could easily live there forever."
The Old Abbey Farmhouse, The Isle of Wight.
Exterior
Luxurious 8 bedroom Villa in the popular sailing village, Bembridge
10.0 out of 10, Exceptional, (5)
"This property is amazing, such a grand feel with character rooms (which were gigantic) it was the perfect house for our family get together allowing everyone to eat and socialize together!"
Luxurious 8 bedroom Villa in the popular sailing village, Bembridge
Property grounds
Sleeps 6, edge of Old Village, close to shops, park and beach
10.0 out of 10, Exceptional, (68)
"Lovely house with great facilities. Very clean and well furnished. We had a great stay and would definitely recommend. Jill was really helpful."
Sleeps 6, edge of Old Village, close to shops, park and beach
Beach nearby
Cowes retreat
9.8 out of 10, Exceptional, (6)
"Great location which suited us perfectly."
Cowes retreat
Exterior
Beautiful converted 17th century stone stable in the heart of the Isle of Wight
9.8 out of 10, Exceptional, (115)
"Very comfortable, quiet & clean cottage. Easy to access & plenty of parking. It was very comfortable and well equipped. Easy to drive to various places. We had a lovely stay. Thank you."
Beautiful converted 17th century stone stable in the heart of the Isle of Wight
Sun-loungers
MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS
9.8 out of 10, Exceptional, (61)
"Stayed here with 16 members of the family, aged 10 months to over 70. Games room was perfect, very well stocked kitchen , bedrooms were good, in general the property needs a hug, tired in places. The beaches are accessible by only the sure footed, and we’re not suitable to sit on as there was evidence of rock falls.having said that the coastal walks were perfect"
MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS
Apartment, 2 Bedrooms (Lighthouse) | Private kitchen
Summerhill Apartments
4.0 star property
9.8 out of 10, Exceptional, (12)
"Very nice and clean property, apartment had very good facility. On my request I was allowed early check in .Very good communication maintained by Richard . Certainly like to book the apartment in future . "
Summerhill Apartments
Beach nearby, sun-loungers
MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK
9.8 out of 10, Exceptional, (58)
"We had an incredible stay here. We got lucky with the weather but the house was more than big enough for our party of 16. It was clean and tidy with great cooking facilities and the pool was lovely in 30 degrees! The owners were amazing with great communication in the run up to and during the stay and very helpful with check in. I would definitely stay here again and would highly reccomend it."
MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK
Property grounds
Enjoy a holiday in our cosy chalet style static van.
9.8 out of 10, Exceptional, (60)
"Lovely little caravan, perfect for me and my GSD. Two lovely bedrooms at each end beautifully set up. Kitchen had everything you'd need although I had trouble lighting the cooker but that was probably me! My dog loved sitting out on the decking, except when we had the gale winds which sounded as if they were going to lift the roof off!"
Enjoy a holiday in our cosy chalet style static van.
Terrace/patio
Charming rural property with a nautical feel.
9.8 out of 10, Exceptional, (10)
"We enjoyed our stay at this characterful secluded property. The large dining room table was ideal for our family, as was the privacy of the location."
Charming rural property with a nautical feel.
On the beach, sun-loungers
Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing
9.6 out of 10, Exceptional, (37)
"Clean, comfortable, well equipped, no screaming children or barking dogs.. Good views when it was not raining or foggy. Poor lighting in the seating area- had to use torches to read by and bathroom could do with a shaving mirror Unlikely to return as poor approach road bad for car suspension and old bones"
Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing
Outdoor dining
Paddock Cottage on The Garlic Farm sleeps 2 - 4
9.6 out of 10, Exceptional, (113)
"We absolutely loved our stay in Paddock Cottage. Melanie was very welcoming and helpful on our arrival. The cottage was clean, cosy and peaceful. We will definitely be back."
Paddock Cottage on The Garlic Farm sleeps 2 - 4
Beach nearby
Best location in Ventnor, stunning sea views
9.4 out of 10, Exceptional, (54)
"Lovely property, clean, well furnished and equipped. Close to the beach and other amenities but in very hilly surroundings. We had a nice relaxing break."
Best location in Ventnor, stunning sea views
Beach nearby
Parterre Holiday Apartments
4.0 star property
9.4 out of 10, Exceptional, (22)
"We can only comment on our room number 4. The room was very tired and we didn't like the carpets which were old patchy and sticky. Suggest changing them for wooden floors and rugs. The pull down bed was not that comfortable. The flow out of the shower was poor but water was hot.Everything listed in the room was there but would not say this was 4 star. However we enjoyed our stay."
Parterre Holiday Apartments
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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.

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 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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