Isle of Wight Holiday Rentals

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan
In four months
30 Jan - 1 Feb

Holiday Rentals in Isle of Wight

stayAPT Suites Suffolk-Chesapeake
Terrace/patio

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 HK$926
HK$1,064 total
includes taxes & fees
30 Oct - 31 Oct
stayAPT Suites Suffolk-Chesapeake
Perfect for families!
TV

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 HK$840
HK$2,321 total
includes taxes & fees
14 Oct - 15 Oct
Perfect for families!
Beachfront House on James River. Near Historic Jamestowne and Williamsburg
Terrace/patio

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
1 bedroom, WiFi, bed sheets

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
Dining

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 bedrooms

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 HK$778
HK$1,978 total
includes taxes & fees
14 Oct - 15 Oct
Ice Ice Baby Downtown Newport News
❤️The Safe House❤️Downtown Newport News!
Private kitchen

❤️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 HK$693
HK$1,797 total
includes taxes & fees
15 Oct - 16 Oct
❤️The Safe House❤️Downtown Newport News!
History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve
Outdoor dining

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!
Interior

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!
Interior

Hampton Condo, Close to Beaches!

3.5 star property
Hampton Condo, Close to Beaches!
The Safe House Downtown Newport News
1 bedroom

The Safe House Downtown Newport News

2.0 star property
6.0 out of 10, (1)
The price is HK$853
HK$2,077 total
includes taxes & fees
15 Oct - 16 Oct
The Safe House Downtown Newport News
Lakefront Newport News Home, 6 Mi to City Center!
Interior

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
Fridge, microwave, oven, stovetop

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
Smart TV, fireplace

Wooded Wonderland

9.8 out of 10, Exceptional, (11)
"Well stocked and very clean. Beautiful home"
The price is HK$2,417
HK$4,825 total
includes taxes & fees
19 Oct - 20 Oct
Wooded Wonderland
Charming 3-bedroom house with in Portsmouth with spacious backyard!
Exterior

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 bedrooms

The Speakeasy Downtown Newport News

2.0 star property
The price is HK$778
HK$1,978 total
includes taxes & fees
14 Oct - 15 Oct
The Speakeasy Downtown Newport News
Uncle Bill's Lodge & Soccer Pool Showdown
Terrace/patio

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
Fridge, microwave, oven, stovetop

Family fun Grotto waterfall Bethel Oasis

9.8 out of 10, Exceptional, (36)
"Everything was great. "
The price is HK$3,884
HK$5,643 total
includes taxes & fees
3 Nov - 4 Nov
Family fun Grotto waterfall Bethel Oasis
Private beach. Amazing Chesapeake Bay views. Luxury Home near major attractions
Fridge, microwave, oven, stovetop

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
Fridge, microwave, oven, stovetop

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 HK$3,487
HK$5,000 total
includes taxes & fees
14 Oct - 15 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

Hilton Garden Inn Hampton Coliseum Central

Hilton Garden Inn Hampton Coliseum Central

10/10 Excellent
"Came for my birthday for the phish from Vermont. Great stay!"
Josh 3-night trip
Posted 2 days ago
Hilton Garden Inn Hampton Coliseum Central

Find out more about Isle of Wight

Search for holiday rentals in Isle of Wight on Expedia! You can easily find your home rentals, villas, holiday apartments in Isle of Wight using one of the methods below:

  • View our selection of featured holiday rentals in Isle of Wight
  • Use the map to find apartments and other holiday homes in the Isle of Wight neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Isle of Wight while they last

Look no further and take a look at our great range of rental properties in Isle of Wight!

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.