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, (45)
"Nice cozy place to go with your family "
The price is NZ$233
includes taxes & fees
30 Sept - 1 Oct
stayAPT Suites Suffolk-Chesapeake

Perfect for families!

6.6 out of 10, (8)
"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 NZ$547
includes taxes & fees
24 Sept - 25 Sept
Perfect for families!

Beachfront House on James River. Near Historic Jamestowne and Williamsburg

10.0 out of 10, Exceptional, (198)
"Wonderful cabin on the James River. Great country getaway. "
Beachfront House on James River. Near Historic Jamestowne and 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 NZ$465
includes taxes & fees
25 Sept - 26 Sept
Ice Ice Baby Downtown Newport News

Gorgeous model single family home, fully renovated and ready for you.

Gorgeous model single family home, fully renovated and ready for you.

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

The Speakeasy Downtown Newport News

2.0 star property
The price is NZ$498
includes taxes & fees
28 Sept - 29 Sept
The Speakeasy Downtown Newport News

James River Waterfront with spectacular views across the river from Williamsburg

10.0 out of 10, Exceptional, (137)
"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

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

❤️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 price is NZ$367
includes taxes & fees
24 Sept - 25 Sept
❤️The Safe House❤️Downtown Newport News!

4 Mi to Hampton Coliseum: Home w/ Yard!

3.0 star property
4 Mi to Hampton Coliseum: Home w/ Yard!

The Cracker Jack House: A Military Salute & Arcade!

9.4 out of 10, Exceptional, (16)
"Our stay was excellent. We really enjoyed the game room and firepit. The house was very clean and comfortable. We also had lots of fun listening to music on the jukebox. "
The Cracker Jack House: A Military Salute & Arcade!

Hampton Condo, Close to Beaches!

3.5 star property
Hampton Condo, Close to Beaches!

Family fun Grotto waterfall Bethel Oasis

9.8 out of 10, Exceptional, (35)
"This home was perfect for our group that was visiting for a friend’s retirement. There was only six of us, and this property gave us the ability to comfortably stay without feeling cramped in any way. A great alternative to staying in a hotel that wouldn’t have provided community space, patio/grotto, kitchen, laundry, garage, etc. and would have cost each of us about the same, or more, than splitting the cost of this clean and spacious location. None of us were familiar with the area but the...
The price is NZ$1,053
includes taxes & fees
1 Oct - 2 Oct
Family fun Grotto waterfall Bethel Oasis

The Safe House Downtown Newport News

2.0 star property
6.0 out of 10, (1)
The price is NZ$438
includes taxes & fees
24 Sept - 25 Sept
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!

Wooded Wonderland

9.8 out of 10, Exceptional, (11)
"Well stocked and very clean. Beautiful home"
The price is NZ$1,056
includes taxes & fees
28 Sept - 29 Sept
Wooded Wonderland

History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve

10.0 out of 10, Exceptional, (136)
"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

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!

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
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

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 favorite 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 depends 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 NZ$233 per night. Entering your travel dates in the search wizard you might find 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?

Family fun Grotto waterfall Bethel Oasis: This holiday home rental outside of Isle of Wight is located in the city centre, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

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.