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Vacation Rentals in Isle of Wight

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Top Cities in Isle of Wight

Top Vacation Rentals in Isle of Wight

Cottage in Freshwater

3.5 star property
9.4 out of 10, Exceptional, (3)
"Convenient and spotlessly clean small cottage is a great base for exploring the IoW. Only slight downside is that the proximity to other guests means sitting outside can be a little bit of an exercise in hearing other people’s conversation! This small point aside, can recommend for a short stay. "
United Kingdom
Clive
$358 nightly
The price is $430
Dec 8 - Dec 9
Total with taxes and fees
5 Yarmouth Cottages

Aparthotel in Cowes

3.0 star property
9.8 out of 10, Exceptional, (25)
"Great place to stay. Facilities are very nice and clean. Zoe is a very helpful and kind host. "
Denmark
Sebastian
$163 nightly
The price is $196
Dec 18 - Dec 19
Total with taxes and fees
Pinnacle Suites

Cottage in Wootton Bridge

10.0 out of 10, Exceptional, (3)
"very comfortable and cozy cottage, well equipped and fabulous view"
United Kingdom
Rosalind M.
$250 nightly
The price is $250
Jan 4 - Jan 5, 2026
Total with taxes and fees
Stunning property and location with fabulous views overlooking Wootton Creek.

Cottage in Ventnor Isle of Wight

9.8 out of 10, Exceptional, (6)
"Nicely presented with everything one could need (although some oven gloves would have been nice). Great shower. Handily placed for the shops and beach."
United Kingdom
Paul L.
$292 nightly
The price is $292
Dec 13 - Dec 14
Total with taxes and fees
The Botanist Rest-Ventnor IOW-2 Bedroom/sea views/beach/walking

Vacation Home in Cowes Isle of Wight

10.0 out of 10, Exceptional, (4)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
United Kingdom
Simon S.
$309 nightly
The price is $309
Dec 5 - Dec 6
Total with taxes and fees
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

Chalet in Sandown

10.0 out of 10, Exceptional, (2)
"Excellent location and very peaceful"
United States
Nathan
$507 nightly
The price is $513
Dec 5 - Dec 6
Total with taxes and fees
Bay View, Isle of Wight

Cottage in Sandown

10.0 out of 10, Exceptional, (1)
"Lovely accommodation, great location and welcoming hosts. Definitely recommend."
United States
Carissa O'Reilly
2 bedroom accommodation in Sandown

Houseboat in Binfield

10.0 out of 10, Exceptional, (1)
"Best stay! Very new experience of staying in a boat. Amazing location for public services as well. "
United Kingdom
srini k.
$259 nightly
The price is $259
Dec 5 - Dec 6
Total with taxes and fees
Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation

Chalet in Sandown

9.8 out of 10, Exceptional, (22)
"Great location, modern and clean house. Fab hot tub"
United States
Jess
$1,017 nightly
The price is $1,033
Dec 13 - Dec 14
Total with taxes and fees
Jollys

Apartment in Ventnor

9.4 out of 10, Exceptional, (9)
$404 nightly
The price is $404
Dec 7 - Dec 8
Total with taxes and fees
Beautiful modern 3 bedroom penthouse, a stone's throw from the beach.

Cottage in Yarmouth

3.0 star property
10.0 out of 10, Exceptional, (1)
$429 nightly
The price is $515
Dec 8 - Dec 9
Total with taxes and fees
Whitfield P10

Cottage in Brading, near Sandown

10.0 out of 10, Exceptional, (1)
"We spent two weeks in this lovely cottage. It was very peaceful and quiet. The welcome pack was very much appreciated, especially the homemade bread. Tim, the owner,, made us so welcome and couldn't do enough for us. The cottage was very comfortable and had everything we needed. We enjoyed sitting outside in the beautiful large garden. on our return from a day out.On the last day our ferry had been cancelled and Tim was there to help us. We wouldn't hesitate to book again."
United States
Val Adams
$378 nightly
The price is $378
Dec 13 - Dec 14
Total with taxes and fees
2 bedroom accommodation in Brading, near Sandown

Cottage in Bembridge

9.4 out of 10, Exceptional, (10)
"We enjoyed the light airy open plan downstairs and very quiet evenings in the garden. Local area very nice with a few shops, bars and beach in walking distance. "
United Kingdom
mark J.
$761 nightly
The price is $761
Dec 5 - Dec 6
Total with taxes and fees
Homely, Elegant 3 bed property in the seaside village of Bembridge

Cottage in Atherfield

10.0 out of 10, Exceptional, (7)
"Position is amazing. Huge skies and wild coast. We couldn't get a couple of the showers to work effectively"
United States
Frances
$1,034 nightly
The price is $1,052
Dec 13 - Dec 14
Total with taxes and fees
Coastguard Cottage

Cottage in Ryde

10.0 out of 10, Exceptional, (26)
"Everything, the cleanliness, the facilities, the location, the thoughtfulness of the essentials provided"
United States
Gavin
$949 nightly
The price is $949
Dec 19 - Dec 20
Total with taxes and fees
The Old Abbey Farmhouse

Chalet in Whiteley Bank

9.8 out of 10, Exceptional, (6)
"It was clean comfortable and well equipped, good location."
United States
Anonymous traveler
$475 nightly
The price is $475
Dec 13 - Dec 14
Total with taxes and fees
The Wing at Fox Hollow

Chalet in Calbourne

9.2 out of 10, Wonderful, (5)
"What a gem! We had a wonderful time - great location, clean and spacious - would definitely recommend!"
United States
Anonymous traveler
$620 nightly
The price is $620
Dec 8 - Dec 9
Total with taxes and fees
Water Mill Vacations, Kingfisher

Chalet in Calbourne

9.6 out of 10, Exceptional, (9)
"We all loved our stay at Calbourne mill, a lovely peaceful week, comfy beds and great location. Peacocks and Red squirrels out of the window most mornings, we would definitely return. "
United Kingdom
JOSEPH H.
$808 nightly
The price is $808
Dec 5 - Dec 6
Total with taxes and fees
Water Mill Vacations, Goldfinch

Apartment in Freshwater

9.0 out of 10, Wonderful, (9)
"Great location, cute cottage, very clean. Bedrooms were a little tight and it took 2 days to get the hot tub on and up to temperature but we did get to enjoy it on our final night."
United Kingdom
Siarah
$811 nightly
The price is $821
Dec 5 - Dec 6
Total with taxes and fees
The Gate

Cottage in Shanklin

9.0 out of 10, Wonderful, (21)
"Very pretty cottage with nicely thought out provisions and decor."
United States
Chris
$902 nightly
The price is $902
Jan 3 - Jan 4, 2026
Total with taxes and fees
1 Apse Castle Cottage
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

Find out more about Isle of Wight

Discover your perfect Isle of Wight vacation rental with Expedia

How many vacation rentals are available in Isle of Wight?


Expedia has plenty of vacation rentals to choose from in and around  Isle of Wight, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Isle of Wight?


The selection of Isle of Wight vacation rentals we have selected for you start as low as $196 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Isle of Wight?


Vacation rentals in Isle of Wight come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Isle of Wight vacation rentals to suit everyone. 


Why should I choose a vacation rental in Isle of Wight?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Isle of Wight vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Isle of Wight?


Find vacation rentals in Isle of Wight by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Isle of Wight.  


What amenities are available in a vacation rental in Isle of Wight?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Isle of Wight vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Isle of Wight?   


Everytime is a great time to head to Isle of Wight! Staying in a Isle of Wight vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Isle of Wight. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Isle of Wight vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Isle of Wight, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Isle of Wight vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.