Isle of Wight Holiday Rentals

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Holiday Rentals in Isle of Wight

stayAPT Suites Suffolk-Chesapeake
2.5 star property
9.4 out of 10, Exceptional, (49)
"Nice cozy place to go with your family "
The price is AU$211
includes taxes & fees
30 Oct - 31 Oct
stayAPT Suites Suffolk-Chesapeake
Perfect for families!
6.6 out of 10, (9)
"we enjoy the stay and we’ll book again great location located right behind the Newport police station. There’s also lots of things to do in the location. A big pond for fishing my family enjoyed."
The price is AU$451
includes taxes & fees
14 Oct - 15 Oct
Perfect for families!
Beachfront House on James River. Near Historic Jamestowne and Williamsburg
10.0 out of 10, Exceptional, (200)
"Wonderful cabin on the James River. Great country getaway. "
Beachfront House on James River. Near Historic Jamestowne and Williamsburg
Extra large master suite in Hampton Centrally located
2.0 star property
2.0 out of 10, (1)
"Host never responded!! Was left scrabbling for lodging at the last minute."
Extra large master suite in Hampton Centrally located
James River Waterfront with spectacular views across the river from Williamsburg
10.0 out of 10, Exceptional, (140)
"This is the second year we have stayed here. Superb views over the James river. Quiet location. Very near Scotland Jamestown ferry. Free and one of the US best trips.There were only 3 of us so the house was spacious and we had a bathroom each. All the facilities you need , Good wifi and Tubi TV. Overall excellent"
James River Waterfront with spectacular views across the river from Williamsburg
Ice Ice Baby Downtown Newport News
2.0 star property
10.0 out of 10, Exceptional, (2)
"Loved the place.. clean and quiet!! Perfect for a weekend getaway "
The price is AU$393
includes taxes & fees
14 Oct - 15 Oct
Ice Ice Baby Downtown Newport News
❤️The Safe House❤️Downtown Newport News!
8.8 out of 10, Excellent, (10)
"Quiet and a very cute posh spot. Everything was absolutely beautiful."
❤️The Safe House❤️Downtown Newport News!
History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve
10.0 out of 10, Exceptional, (138)
"My mom, sisters and I thoroughly enjoyed our stay. The clean, welcoming property was so much fun to explore and enjoy. Staying at this historic property added so much charm to our vacation which included Jamestown and Williamsburg. We enjoyed taking the ferry each day and found this property to be in a great location. "
History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve
4 Mi to Hampton Coliseum: Home w/ Yard!
3.0 star property
4 Mi to Hampton Coliseum: Home w/ Yard!
Hampton Condo, Close to Beaches!
3.5 star property
Hampton Condo, Close to Beaches!
The Safe House Downtown Newport News
2.0 star property
6.0 out of 10, (1)
The Safe House Downtown Newport News
Lakefront Newport News Home, 6 Mi to City Center!
3.0 star property
8.0 out of 10, Very good, (1)
Lakefront Newport News Home, 6 Mi to City Center!
A Calm Haven in A Beautiful City
10.0 out of 10, Exceptional, (5)
"We enjoyed our stay. The location is great. House was very clean! Air worked good! Bed slept good. "
A Calm Haven in A Beautiful City
Wooded Wonderland
9.8 out of 10, Exceptional, (11)
"Well stocked and very clean. Beautiful home"
The price is AU$966
includes taxes & fees
19 Oct - 20 Oct
Wooded Wonderland
Charming 3-bedroom house with in Portsmouth with spacious backyard!
2.0 out of 10, (1)
Charming 3-bedroom house with in Portsmouth with spacious backyard!
The Speakeasy Downtown Newport News
2.0 star property
The Speakeasy Downtown Newport News
Uncle Bill's Lodge & Soccer Pool Showdown
9.0 out of 10, Wonderful, (12)
"The home was very comfortable for 5 of us with room to spare. Located in a friendly small town. Many extras included. There are many activities for kids. Our grandchildren had a great time, they would have liked to just stay at the property!. The ferry to Jamestown is very convenient and there is much to see on that side. We also visited the town of Smithfield which is only 20 minutes away. We were looking for a nice slow and relaxing pace and found it. "
Uncle Bill's Lodge & Soccer Pool Showdown
Family fun Grotto waterfall Bethel Oasis
9.8 out of 10, Exceptional, (36)
"Everything was great. "
The price is AU$1,131
includes taxes & fees
3 Nov - 4 Nov
Family fun Grotto waterfall Bethel Oasis
Private beach. Amazing Chesapeake Bay views. Luxury Home near major attractions
10.0 out of 10, Exceptional, (2)
"We absolutely love spending time at the house on the Chesapeake Bay—it feels like a peaceful retreat where the beauty of nature surrounds us every day. The gentle sound of the waves, the breathtaking sunrises and sunsets reflecting off the water, and the cool bay breeze create an atmosphere that is both calming and refreshing. Whether we’re watching boats pass by, enjoying fresh seafood on the deck, or simply sitting with family and friends while taking in the view, every moment felt special....
Private beach. Amazing Chesapeake Bay views. Luxury Home near major attractions
Family friendly 5 bedroom home within Walking distance To CNU
10.0 out of 10, Exceptional, (48)
"We had the most amazing time in this beautiful modern house! The rooms were perfect, the common area and living room are more beautiful than the pictures and the water feature outside is so peaceful! I couldn’t recommend staying here more! "
The price is AU$978
includes taxes & fees
20 Oct - 21 Oct
Family friendly 5 bedroom home within Walking distance To CNU
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

Everything you need to know about Isle of Wight holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Isle of Wight holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Isle of Wight holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Isle of Wight holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Isle of Wight. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Isle of Wight holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Isle of Wight holiday rentals we have selected for you start as low as AU$211 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Isle of Wight rentals

At Expedia, we put the best Isle of Wight holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Isle of Wight rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Isle of Wight holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Isle of Wight. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Isle of Wight?

Yes, there are holiday rentals close to the most popular sights in Isle of Wight, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Isle of Wight has to offer?

James River Waterfront with spectacular views across the river from Williamsburg: This holiday home rental outside of Isle of Wight offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Isle of Wight?

Explore the area and cultural attractions such as Boykin's Tavern, or visit one of the family-friendly sights such as Mariner's Museum. Windsor Castle Park and Lake Prince are a couple of places you'll find in the wider area.

What are holiday rentals like in Isle of Wight?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Isle of Wight. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip.