Holiday Homes in Isle of Wight

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Check prices for these dates

In two weeks
26 Sept - 28 Sept
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov
In three months
5 Dec - 7 Dec

Isle of Wight Accommodation: Most Popular Cities to Stay

Holiday HomesHoliday Homes

Ryde

Ryde

Featured Holiday Homes in Isle of Wight

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, (69)
"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, (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.
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
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
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
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, (49)
"An enjoyable stay"
Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing
Cowes retreat
Smart TV, books

Cowes retreat

9.4 out of 10, Exceptional, (12)
"Great location which suited us perfectly."
Cowes retreat
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 price is £239
includes taxes & fees
2 Oct - 3 Oct
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
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
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
Beckford House
5 bedrooms, iron/ironing board, WiFi, bed sheets

Beckford House

Beckford House
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)
"Really great central place to stay with sea views and amenities all in walking distance."
The price is £558
includes taxes & fees
5 Oct - 6 Oct
Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10
Luxury, Stylish Home, With Garden, Sea Views and Parking.
Interior

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

10.0 out of 10, Exceptional, (80)
"High quality fixtures and equipment throughout."
Luxury, Stylish Home, With Garden, Sea Views and Parking.
Heart of Cowes - 5 Bedroom, 10 Guests, 200m to Town
Outdoor dining

Heart of Cowes - 5 Bedroom, 10 Guests, 200m to Town

Heart of Cowes - 5 Bedroom, 10 Guests, 200m to Town
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

Royal Esplanade Hotel

Royal Esplanade Hotel

10/10 Excellent
"For a day trip via Hovercraft to the IoW it was simply perfect!"
susan 1-night trip
Posted 4 days ago
Royal Esplanade Hotel

Find out more about Isle of Wight

Find out more about Isle of Wight

Isle of Wight Holiday Homes: Find the Perfect Place


What is the best time to enjoy a holiday home in Isle of Wight?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .


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

Choose from 255 beautiful holiday homes in Isle of Wight for your getaway.


How much is a holiday home in Isle of Wight?

You can find perfect holiday homes in Isle of Wight for as low as £239 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.


How can I get the best deal on a holiday home in Isle of Wight?

Find the best deals on Isle of Wight holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.


Why should I book a holiday home in Isle of Wight?

There’s no better way to spend your well-earned holiday than in a private, cosy Isle of Wight holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Isle of Wight.


What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your Isle of Wight holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.


Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Isle of Wight—and book all your travel in one place. Save even more when you bundle your bookings together. Add a Isle of Wight car hire to your holiday property into a holiday package.


What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

Isle of Wight Holiday Homes information

Number of reviews
419
Accommodation
255 Holiday Homes
Lowest Price
£239
Highest Price
£558

Explore a world of travel with Expedia

Explore a world of travel with Expedia