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Find Vacation Homes in Isle of Wight from $314

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Top Cities in Isle of Wight

Our top choices for Isle of Wight vacation homes

MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK

MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK
Ryde
9.8 out of 10, Exceptional, (63)
"Everything is as described and pictured. We had a great stay here, great location and easy access, would recommend and stay again"
United Kingdom
Michael S.
MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK

5-bed house: pool, tennis court, walk to beach, 10 acres

5-bed house: pool, tennis court, walk to beach, 10 acres
Bouldnor
10.0 out of 10, Exceptional, (73)
"Absolutely stunning property. "
Canada
Rebecca B.
5-bed house: pool, tennis court, walk to beach, 10 acres

Luxury, spacious, quiet bungalow, with private drive. 5 minute drive from Cowes

Luxury, spacious, quiet bungalow, with private drive. 5 minute drive from Cowes
Northwood
Luxury, spacious, quiet bungalow, with private drive. 5 minute drive from Cowes

Sunset Cottage Sleeps 6 with Sea Views

Sunset Cottage Sleeps 6 with Sea Views
East Cowes
9.0 out of 10, Wonderful, (2)
"Easy to find, beautifully decorated, very comfy bed and great shower. Lovely views over the Solent and great enclosed garden for the dogs. Short walk to Waitrose and to chain ferry for Cowes. "
United Kingdom
Katherine G.
Sunset Cottage Sleeps 6 with Sea Views

Charming rural property with a nautical feel.

Charming rural property with a nautical feel.
Whippingham
9.8 out of 10, Exceptional, (10)
"We had a fantastic stay. Really lovely, quirky house. Quiet location yet near everything one could need. We will be back!"
United Kingdom
Charles H.
Charming rural property with a nautical feel.

MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS

MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS
Ventnor
9.8 out of 10, Exceptional, (66)
"Great for large inter generational family holiday. Tennis court and pool brilliant. House not too precious that we worried about the smaller ones"
United Kingdom
sarah m.
MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS

Cowes retreat - ferry discount available

Cowes retreat - ferry discount available
Cowes
9.4 out of 10, Exceptional, (12)
"Lots of room and great central location."
Australia
Adam C.
Cowes retreat - ferry discount available

Luxury Art Deco, Award Winning and truly iconic for up to 16 guests

Luxury Art Deco, Award Winning and truly iconic for up to 16 guests
Shanklin
10.0 out of 10, Exceptional, (49)
"A beautiful house full of fabulous art deco. We all felt very relaxed there and able to enjoy the house and all it had to offer. Fabulous location, ideal for all the family to explore the beaches and local towns. We had everything we needed and thoroughly recommend."
United Kingdom
Graham T.
Luxury Art Deco, Award Winning and truly iconic for up to 16 guests

The Old Radar Station, St Boniface Down, Ventnor

The Old Radar Station, St Boniface Down, Ventnor
Ventnor
9.8 out of 10, Exceptional, (54)
"Fantastic family holiday, comfortable accommodation, with lots of history to the building, and with amazing views, especially the sunsets. Great location for walks on the downs. Any questions we had were answered promptly.we all thoroughly enjoyed.thanksPaul"
United Kingdom
Paul P.
The Old Radar Station, St Boniface Down, Ventnor

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)
"Cliffhanger is a stunning period home in a fabulous location in Cowes. Easy access to all the shops and restaurants in Cowes. Parking is restricted but at the time of year we visited (Sept) we had no issues. The bedrooms are spacious and very comfortable and the roof terrace has fabulous views. The kitchen is well equipped and there is no shortage of games etc in the lounge area if the weather closes in. Our host was charming and very helpful, going the extra mile for us when we had some last...
United States
Vanessa W.
$792 nightly
The price is $792
Jan 19 - Jan 20, 2026
Total with taxes and fees
Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10

Perfect Retreat in Luxury & Historical Manor House

Perfect Retreat in Luxury & Historical Manor House
Binstead, Ryde
10.0 out of 10, Exceptional, (2)
"The property was excellent and catered well with kids. Only concern is with stairs and very young children who are not as confident, but being attentive is fine. We recommend the local farms and rural shops for fresh produce."
United Kingdom
Gareth
Perfect Retreat in Luxury & Historical Manor House

Bermuda House with parking, good sea view and minutes from beach and shops

Bermuda House with parking, good sea view and minutes from beach and shops
Ventnor
9.4 out of 10, Exceptional, (3)
"Property is in a great location and has all the facilities needed for a large group."
United Kingdom
Helen H.
Bermuda House with parking, good sea view and minutes from beach and shops

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)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
United Kingdom
Simon S.
$314 nightly
The price is $314
Dec 20 - Dec 21
Total with taxes and fees
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

Fantastic, sociable home in the beautiful village of Brighstone, with hot tub.

Fantastic, sociable home in the beautiful village of Brighstone, with hot tub.
Isle of Wight
10.0 out of 10, Exceptional, (53)
"We had an amazing holiday - Sarah and Ashley were great welcoming us when we arrived and then helped with queries during the week. We would certainly recommend a great holiday"
United Kingdom
Vanessa D.
Fantastic, sociable home in the beautiful village of Brighstone, with hot tub.

Victoria House Bembridge. 6 bedrooms - 4 bathrooms, great garden and location

Victoria House Bembridge. 6 bedrooms - 4 bathrooms, great garden and location
Bembridge
9.8 out of 10, Exceptional, (8)
"Modern, clean, spacious, great for mixed generations - all facilities we needed - trampoline well used and games for evening. Shower tray for products might be helpful. Kids played in garage 😊"
United Kingdom
Susan B.
Victoria House Bembridge. 6 bedrooms - 4 bathrooms, great garden and location

St. Michaels House

St. Michaels House
3.0 star property
Ryde
10.0 out of 10, Exceptional, (1)
"Our host Sally was the best! "
United Kingdom
Edward
$451 nightly
The price is $542
Jan 6 - Jan 7, 2026
Total with taxes and fees
St. Michaels House

CHINE COTTAGE self-catering coastal bungalow in rural West Wight

CHINE COTTAGE self-catering coastal bungalow in rural West Wight
Freshwater
10.0 out of 10, Exceptional, (1)
"Had an excellent stay - would definitely stay again"
United Kingdom
Mark
CHINE COTTAGE self-catering coastal bungalow in rural West Wight

Sleeps 12-14 - Dog Friendly - Parking - Cowes

Sleeps 12-14 - Dog Friendly - Parking - Cowes
Cowes
Sleeps 12-14 - Dog Friendly - Parking - Cowes

Unwind in Nature's Embrace with Sauna and Hot Tub - WOODLANDS

Unwind in Nature's Embrace with Sauna and Hot Tub - WOODLANDS
Luccombe
10.0 out of 10, Exceptional, (1)
"This was a very well presented 3-bed bungalow. Tiles throughout so easy to keep clean. Well appointed with comfortable (nice and firm) beds. The hot tub and sauna were a real treat. Close enough to Shanklin - although we ended exploring all corners of the island in the days and for evening meals. Great walks along the coast path from outside the door."
United Kingdom
Alex Horne
Unwind in Nature's Embrace with Sauna and Hot Tub - WOODLANDS

Luxury 5* Gold & ROSE Award self-catering converted barn, idyllic rural setting

Luxury 5* Gold & ROSE Award self-catering converted barn, idyllic rural setting
Wroxall
10.0 out of 10, Exceptional, (56)
"This property has everything you could possibly want for a peaceful, tranquil holiday"
United Kingdom
Barbara H.
Luxury 5* Gold & ROSE Award self-catering converted barn, idyllic rural setting
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

Booking Tips to Find the Best Isle of Wight Vacation Homes


How much does it cost to rent a vacation home in Isle of Wight?

You can find incredible Isle of Wight vacation homes for all types of budgets: between $314 and $792 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Isle of Wight?

If you are looking for a great deal on your vacation home in Isle of Wight, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Isle of Wight?

There are 243 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Isle of Wight?

Begin by entering your trip dates to see what type of Isle of Wight rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Isle of Wight?

Booking Isle of Wight vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Isle of Wight rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Isle of Wight along with your vacation property, into a Isle of Wight vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Isle of Wight Vacation Homes information

Number of reviews
373
Accommodation
243 Vacation Homes
Lowest Price
$314
Highest Price
$792

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