Vacation Homes in Isle of Wight

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Check prices for these dates

In two weeks
12 Sep - 14 Sep
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Top Cities in Isle of Wight

Vacation HomesVacation Homes

Ryde

Ryde

Vacation Homes in Isle of Wight

Our top choices for Isle of Wight vacation 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, (68)
"A beautiful, charming and well-kept house and grounds near Yarmouth just as "
5-bed house: pool, tennis court, walk to beach, 10 acres
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, (50)
"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.
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
Cosy Coastguard Cottage right next to the sea
Interior

Cosy Coastguard Cottage right next to the sea

10.0 out of 10, Exceptional, (1)
"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. "
Cosy Coastguard Cottage right next to the sea
Wight Stone Luxury Townhouse - Breathtaking Views
Outdoor dining

Wight Stone Luxury Townhouse - Breathtaking Views

10.0 out of 10, Exceptional, (2)
"This was a very special long weekend away with close family Its where my sister and my mum abd dad had their honeymoon 70 year's agoThe accommodation was outstanding absolutely amazing, spotlessly clean, the beds so comfortable. Gabi even organised forchildgates to be installed.Thank you for a wonderful stage "
Wight Stone Luxury Townhouse - Breathtaking Views
One Tennyson Apartment
Cottage | 3 bedrooms, bed sheets

One Tennyson Apartment

4.0 star property
One Tennyson Apartment
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, (62)
"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
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
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, (48)
"We really enjoyed our stay here it was the perfect location for exploring the island whilst being remote enough to switch off and relax. "
Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
Dining

The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

10.0 out of 10, Exceptional, (2)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
The price is AED 694
AED 1,274 total
includes taxes & fees
27 Sep - 28 Sep
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
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
Cowes retreat
Smart TV, books

Cowes retreat

9.4 out of 10, Exceptional, (12)
"Great location which suited us perfectly."
Cowes retreat
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, (65)
"Fully equipped and well looked after. Thank you "
The price is AED 2,811
AED 3,193 total
includes taxes & fees
1 Sep - 2 Sep
Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10
Perfect Retreat in Luxury & Historical Manor House
Fridge, microwave, oven, stovetop

Perfect Retreat in Luxury & Historical Manor House

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."
Perfect Retreat in Luxury & Historical Manor House
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
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