Holiday Homes in Isle of Wight

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov
In one month
5 Dec - 7 Dec
In two months
2 Jan - 4 Jan

Featured Holiday Homes in Isle of Wight

Exterior
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)
"We all had a wonderful time in a beautiful house , with beautiful garden grounds and with so much to do , there is no need to leave and no one wanted to go home , superb property we would all love to return .Many thanks for sharing your stunning home "
United Kingdom
Julie D.
5-bed house: pool, tennis court, walk to beach, 10 acres
Interior
Sunset Cottage Sleeps 6 with Sea Views

Sunset Cottage Sleeps 6 with Sea Views

East Cowes
9.0 out of 10, Wonderful, (2)
"Whilst the property is old it has been creatively furnished has tremendous views of the harbour. The bathroom is lovely and the kitchen just what was needed for our short stay. The owner was excellent in her communication with us "
United Kingdom
Jenny H.
Sunset Cottage Sleeps 6 with Sea Views
Outdoor dining
Lovely family holiday home in sunny Ventnor

Lovely family holiday home in sunny Ventnor

Ventnor
9.8 out of 10, Exceptional, (40)
"My husband and I, our two children, and my in-laws had a wonderful stay in Bonchurch. The home and garden were very comfortable and having a drive for parking was great. This was an excellent spot to stay while exploring the Isle of Wight!"
United Kingdom
Joy M.
Lovely family holiday home in sunny Ventnor
Exterior
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
Exterior
Charming rural property with a nautical feel.

Charming rural property with a nautical feel.

Whippingham
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."
United Kingdom
Carol R.
Charming rural property with a nautical feel.
Sun-loungers
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)
"Amazing house, beautiful views. Great for a weekend away with friends, loads to do in the house."
United Kingdom
Samuel E.
MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS
Beach nearby, sun-loungers
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
Smart TV, books
Cowes retreat - ferry discount available

Cowes retreat - ferry discount available

Cowes
9.4 out of 10, Exceptional, (12)
"Very flexible property and great for large families"
United Kingdom
Jon H.
Cowes retreat - ferry discount available
Fridge, microwave, oven, stovetop
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)
"We were a multi-generational family (13 people ranging from 2-70) celebrating a special birthday. The house was perfect for us all with plenty of bedroom and living space and a lovely big dining table. The bathrooms worked well even though not ensuite. Loads of hot water, crockery, glasses etc. We all slept upstairs and didn't need to use the downstairs bedroom. The gardens and outdoor space were fabulous, we just needed better weather. The locaction is excellent, there is a locked gate straight...
United Kingdom
Susan G.
Luxury Art Deco, Award Winning and truly iconic for up to 16 guests
On the beach, sun-loungers
Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing

Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing

Freshwater, isle of wight
9.6 out of 10, Exceptional, (49)
"An enjoyable stay"
United Kingdom
Roger B.
Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing
Outdoor dining
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
Terrace/patio
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)
"Chris was extremely helpful and very communicative. We all had a lovely stay and enjoyed touring the Isle of Wight from this charming base."
United Kingdom
emma g.
The price is €670
includes taxes & fees
10 Nov - 11 Nov
Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10
Exterior
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)
"Had a lovely stay at the Hawthorns. Property is lovely and had everything we could want. Set in a lovely peaceful location with a great shop, newsagent and pub."
United Kingdom
Nicky C.
Fantastic, sociable home in the beautiful village of Brighstone, with hot tub.
Pool
Beautiful and luxurious Seaside Home

Beautiful and luxurious Seaside Home

Ventnor
9.2 out of 10, Wonderful, (16)
"Very attractive property with lots of room and best of all, one bedroom in which the 3 boys under 8 could all share. Well equipped, lots of stuff you don't need, but nice to know it's available. Huge fridge and freezer. Nice dining area in the conservatory which we used all the time. Some minor niggles, and let's face it, there are always some! Curtains/blinds let the light in very early, making it harder to sleep a bit longer. There was a lot of dust not cleaned as well as dog hairs , and the...
United Kingdom
Lyndsey W.
Beautiful and luxurious Seaside Home
Dining
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)
"High quality property. Everything is spotless and to a high standard. Amazing bed sheets and bed. Some great toys for the kids. Highly recommended (and I NEVER leave reviews) "
United Kingdom
julien
The price is €234
includes taxes & fees
9 Nov - 10 Nov
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
Exterior detail
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
Fridge, microwave, oven, stovetop
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
Interior
Luxury, Stylish Home, With Garden, Sea Views and Parking.

Luxury, Stylish Home, With Garden, Sea Views and Parking.

Ventnor
10.0 out of 10, Exceptional, (82)
"What a lovely place.. will be returning."
United Kingdom
Vanessa S.
Luxury, Stylish Home, With Garden, Sea Views and Parking.
5 bedrooms, iron/ironing board, WiFi, bed sheets
Beckford House

Beckford House

Cowes
Beckford House
Smart TV, fireplace, books
The Beach House - sleeps 8 guests in 4 bedrooms

The Beach House - sleeps 8 guests in 4 bedrooms

Bembridge
10.0 out of 10, Exceptional, (10)
"kichen has all the equipment you need for cooking. The bedroom are clean and comfy. The garden is warm and beautiful."
United States
Anonymous traveller
The Beach House - sleeps 8 guests in 4 bedrooms
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Isle of Wight Hotel Reviews

Pinnacle Suites

Pinnacle Suites

10/10 Excellent
"The room was clean, with modern/quirky tech features. The staff were very friendly and accommodating to our needs, providing a place to store our luggage after the check out time. The hotel is in a good location for the Redjet passenger ferry and the high street with bars and restaurants. It is also located a few mins walk from the taxi rank and bus stop that has connections to Newport."
Justine 1-night trip
Posted 4 days ago
Pinnacle Suites

Find out more about Isle of Wight

Isle of Wight Holiday Homes information

Number of reviews
431
Accommodation
254 Holiday Homes
Lowest Price
€234
Highest Price
€670

Explore a world of travel with Expedia