Isle of Wight Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Isle of Wight

stayAPT Suites Suffolk-Chesapeake

2.5 star property
Suffolk
9.4 out of 10, Exceptional, (53)
"Nice cozy place to go with your family "
United States
Kesha
The price is HK$926
HK$1,063 total
includes taxes & fees
30 Nov - 1 Dec
stayAPT Suites Suffolk-Chesapeake

The Cracker Jack House: A Military Salute & Arcade!

Surry
9.2 out of 10, Wonderful, (20)
"Property was well maintained, arcade room is great for children. Host was quick to respond and help with any questions I had."
United States
Anthony O.
The Cracker Jack House: A Military Salute & Arcade!

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

Surry
10.0 out of 10, Exceptional, (140)
"We had a wonderful stay at this beautiful historical home! From the timeless antiques to the peaceful views, every detail made our time here so special. Our children especially loved exploring and discovering little treasures throughout the house and grounds, while we enjoyed the quiet, relaxing atmosphere. It was truly a refreshing and memorable getaway. We are so grateful for the hospitality and highly recommend this charming place to anyone. "
United States
Mikaela P.
History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve

Uncle Bill's Lodge & Soccer Pool Showdown

Surry
9.0 out of 10, Wonderful, (12)
"Host was very effective with communication. "
United States
Kenzie H.
Uncle Bill's Lodge & Soccer Pool Showdown

-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!

Newport News
10.0 out of 10, Exceptional, (1)
"The house was so beautifully decorated and clean. It was in a safe location and I felt right at home there. It smelt amazing as soon as you came in the door."
United States
April T.
The price is HK$1,910
HK$3,171 total
includes taxes & fees
7 Dec - 8 Dec
-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!

Ice Ice Baby Downtown Newport News

2.0 star property
Newport News
10.0 out of 10, Exceptional, (2)
"Loved the place.. clean and quiet!! Perfect for a weekend getaway "
United States
Nicole
The price is HK$637
HK$1,792 total
includes taxes & fees
30 Nov - 1 Dec
Ice Ice Baby Downtown Newport News

4 Mi to Hampton Coliseum: Home w/ Yard!

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

The Safe House Downtown Newport News

2.0 star property
Newport News
6.0 out of 10, (1)
The price is HK$693
HK$1,866 total
includes taxes & fees
30 Nov - 1 Dec
The Safe House Downtown Newport News

The Speakeasy Downtown Newport News

2.0 star property
Newport News
The price is HK$731
HK$1,915 total
includes taxes & fees
30 Nov - 1 Dec
The Speakeasy Downtown Newport News

Perfect for families!

Hudson Terrace
6.6 out of 10, (10)
"Great location for a family trip"
United States
Justin R.
The price is HK$814
HK$2,302 total
includes taxes & fees
1 Dec - 2 Dec
Perfect for families!

5 Minutes to Boo Williams Sportsplex! Family fun Grotto waterfall Bethel Oasis

Hampton
9.8 out of 10, Exceptional, (36)
"Great stay"
United States
Nathan K.
The price is HK$4,107
HK$6,097 total
includes taxes & fees
29 Nov - 30 Nov
5 Minutes to Boo Williams Sportsplex! Family fun Grotto waterfall Bethel Oasis

Spacious 4BR Home w/ Pool Family Friendly

3.0 star property
Central Newport News
Spacious 4BR Home w/ Pool Family Friendly

Beachfront House on James River. Near Historic Jamestowne and Williamsburg

Surry
10.0 out of 10, Exceptional, (200)
"We enjoy our stay very much!!!!!!!"
United States
karen s.
Beachfront House on James River. Near Historic Jamestowne and Williamsburg

The Great Gatsby: Pink Flamingo Lounge Retreat!

2.0 star property
Spring Grove
9.0 out of 10, Wonderful, (10)
"The property was clean and well-maintained, and in a convenient location near Williamsburg, Smithfield and other historic locations. Access to the Jamestowne-Scotland ferry was great."
United States
Steve K.
The Great Gatsby: Pink Flamingo Lounge Retreat!

Peace on the Brewers River.

Carrollton
10.0 out of 10, Exceptional, (50)
"We had a very relaxing stay. The house was beautiful and all of the windows facing the water made it a true escape! The owners were very responsive and wonderful to work with. Will definitely book again! "
United States
Katie S.
Peace on the Brewers River.

A Calm Haven in A Beautiful City

Hampton
10.0 out of 10, Exceptional, (6)
"Excellent stay"
United States
Claudia W.
A Calm Haven in A Beautiful City

3 Mi to Huntington Beach: Hampton Family Home!

3.0 star property
Hampton
3 Mi to Huntington Beach: Hampton Family Home!

❤️The Safe House❤️Downtown Newport News!

Newport News
8.8 out of 10, Excellent, (10)
"Quiet and a very cute posh spot. Everything was absolutely beautiful."
United States
chevon
The price is HK$537
HK$1,607 total
includes taxes & fees
30 Nov - 1 Dec
❤️The Safe House❤️Downtown Newport News!

Breakfast Tiffany s Downtown Newport News

2.0 star property
Newport News
6.0 out of 10, (1)
"The property was nice but full of insects my kids didn’t want to sleep there. "
United States
James
Breakfast Tiffany s Downtown Newport News

Family friendly 5 bedroom home within Walking distance To CNU

Central Newport News
10.0 out of 10, Exceptional, (49)
"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! "
United States
Julie B.
The price is HK$4,005
HK$5,829 total
includes taxes & fees
8 Dec - 9 Dec
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Isle of Wight Hotel Reviews

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?

The Cracker Jack House: A Military Salute & Arcade!: This holiday home rental outside of Isle of Wight is located in a rural location, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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. Bacons Castle and Huntington Beach 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.