Holiday Homes in Isle of Wight

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In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec
In four months
16 Jan - 18 Jan

Featured Holiday Homes in Isle of Wight

Our top choices for Isle of Wight holiday homes

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

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

10.0 out of 10, Exceptional, (70)
"A beautiful, charming and well-kept house and grounds near Yarmouth just as "
5-bed house: pool, tennis court, walk to beach, 10 acres
Luxury 5* Gold & ROSE Award self-catering converted barn, idyllic rural setting
Dining

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

10.0 out of 10, Exceptional, (55)
"6 of us (3 couples) stayed at Dairy Barn for the Isle of Wight festival. The house was lovely and exactly as advertised. Well equipped throughout, we were very appreciative of the welcome goodies and Sally's excellent communication before and during our stay. We would definitely stay again and would highly recommend to others."
Luxury 5* Gold & ROSE Award self-catering converted barn, idyllic rural setting
Fantastic, sociable home in the beautiful village of Brighstone, with hot tub.
Exterior

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

10.0 out of 10, Exceptional, (51)
"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."
Fantastic, sociable home in the beautiful village of Brighstone, with hot tub.
Romantic seafront beach house
Interior

Romantic seafront beach house

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. "
Romantic seafront beach house
Wight Stone Luxury Townhouse - Breathtaking Views
Outdoor dining

Wight Stone Luxury Townhouse - Breathtaking Views

9.0 out of 10, Wonderful, (4)
"Its in a good location for exploring the island. Clean and well equipped house. Good host communication. Comfortable beds"
Wight Stone Luxury Townhouse - Breathtaking Views
Charming rural property with a nautical feel.
Exterior

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.
MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS
Sun-loungers

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

9.8 out of 10, Exceptional, (66)
"St Lawrence Manor was the perfect place for our large group of 14 adults and 8 children. The place is massive and the grounds were excellent. We all had enough space to gather as a group, but could have our own space too. The games room with bar was the highlight and we loved the tennis court too. Some of the rooms/bathrooms could do with a refresh, but that didn’t effect our stay at all. The large kitchen and dining area was great and perfect for large meals together. We all had an excellent...
MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS
MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK
Beach nearby, sun-loungers

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

9.8 out of 10, Exceptional, (63)
"Our family of 19 people ranged from 10 years to 101 years ! We all had a wonderful time"
MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK
The Old Radar Station, St Boniface Down, Ventnor
Outdoor dining

The Old Radar Station, St Boniface Down, Ventnor

9.8 out of 10, Exceptional, (54)
"We are a group of university friends coming in from Japan, USA, Germany and Switzerland for a reunion and celebration of 50 year old birthdays. Four bedrooms and four bathrooms allowed for ample privacy and comfort. The silence and remoteness was exactly what we needed to unplug from our personal/work lives. We were also blessed with good weather to enjoy the wonderful views from the property. Ventnor is a quiet spot that also matched what we were looking for, and the house served as a...
The Old Radar Station, St Boniface Down, Ventnor
Luxury Art Deco, Award Winning and truly iconic for up to 16 guests
Fridge, microwave, oven, stovetop

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

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."
Luxury Art Deco, Award Winning and truly iconic for up to 16 guests
Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing
On the beach, sun-loungers

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

9.6 out of 10, Exceptional, (49)
"An enjoyable stay"
Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing
Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10
Terrace/patio

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

9.8 out of 10, Exceptional, (66)
"Really great central place to stay with sea views and amenities all in walking distance."
The price is €569
includes taxes & fees
5 Oct - 6 Oct
Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10
Close To The Beach Ferry Available At Discounted Price
Beach

Close To The Beach Ferry Available At Discounted Price

2.0 out of 10, (1)
"We stayed in this housr from 24-27/8/2024, and while we were looking forward to the experience, we were disappointed by the demeanor of the host. She treated us with a dismissive attitude and made us feel unwelcome. For example, when I asked about the ferry discount, as was advertised, she was curt and condescending. She lied about the ticket prices. This behavior significantly impacted our stay, making it uncomfortable and less enjoyable. More over and after we checked out she verbally insulted...
Close To The Beach Ferry Available At Discounted Price
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
Dining

The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

10.0 out of 10, Exceptional, (3)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
Cowes retreat
Smart TV, books

Cowes retreat

9.4 out of 10, Exceptional, (12)
"Great location which suited us perfectly."
Cowes retreat
Beautiful and luxurious Seaside Home
Pool

Beautiful and luxurious Seaside Home

9.2 out of 10, Wonderful, (16)
"We loved the space the seven of us had in the seaside home - even had room for my morning yoga. Great location for getting into Ventnor on foot and Bonchurch beach was easily walkable. Only downside was the road leading to Shanklin, but that was also handy for our day trips. "
Beautiful and luxurious Seaside Home
Victoria House Bembridge. 6 bedrooms - 4 bathrooms, great garden and location
Fridge, microwave, oven, stovetop

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

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 😊"
Victoria House Bembridge. 6 bedrooms - 4 bathrooms, great garden and location
Bermuda House with parking, good sea view and minutes from beach and shops
Exterior detail

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

9.4 out of 10, Exceptional, (3)
"Property is in a great location and has all the facilities needed for a large group."
Bermuda House with parking, good sea view and minutes from beach and shops
Poachers Hut 1-bed Cottage, Sleeps 2, Pet Friendly
Cottage | Exterior

Poachers Hut 1-bed Cottage, Sleeps 2, Pet Friendly

3.0 star property
Poachers Hut 1-bed Cottage, Sleeps 2, Pet Friendly
Beckford House
5 bedrooms, iron/ironing board, WiFi, bed sheets

Beckford House

Beckford House
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

Yelf's Hotel

Yelf's Hotel

10/10 Excellent
"We did a 3 night break. The staff were very friendly great people. Lovely social sitting areas. Nice bar and coffee area. The bed room very spacious, beds were clean the bathroom was clean but no window and the vent didn’t work so it smelt damp. We kept the door shut and once we had our showers the smell was not so bad. The sitting area was great space furniture parts worn but nothing really to stop us going back. Location very convenient. Nice cafes restaurants local convenience stores. Would I go back there YES!"
Sulun 3-night trip
Posted 2 days ago
Yelf's Hotel

Find out more about Isle of Wight

Find out more about Isle of Wight

Isle of Wight Holiday Homes information

Number of reviews
407
Accommodation
274 Holiday Homes
Lowest Price
€569
Highest Price
€569

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