Isle of Wight Holiday Rentals

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Holiday Rentals in Isle of Wight

Private Estate on 4 Acres

9.2 out of 10, Wonderful, (28)
"This house was perfect for our extended family vacation. The house is very old but the owners made a lot very nice improvements. You can tell there are more things to do though. Communication was not that great but they were very nice when we did hear from them. Super easy check in"
Private Estate on 4 Acres

stayAPT Suites Suffolk-Chesapeake

2.5 star property
The price is NZ$242
includes taxes & fees
31 Dec - 1 Jan 2025
stayAPT Suites Suffolk-Chesapeake

Uncle Bill's Lodge & Soccer Pool Showdown

9.4 out of 10, Exceptional, (6)
"Perfectly clean and comfortable but no privacy. Pet friendly but neighbor allowed their dog to come to fenced yard at all hours which made my 1 dog bark. Not sure if neighbor was owner. Great fenced yard but as I stated, no privacy. Homes close by even in backyard. Fine for families who want to visit from out of town visiting Busch Gardens/Water Country and CW as backyard is entertaining and home is affordable. Just not what we were looking for. Photos and description made us feel it would be...
Uncle Bill's Lodge & Soccer Pool Showdown

Colonial Smithfield Basement Apartment- close to Williamsburg, VA beach, & more

10.0 out of 10, Exceptional, (4)
"Wonderful vintage apartment in house built in 1700s. Comfortable and cozy with modern updates. Fireplace adds to ambiance. Walked to downtown Smithfield. "
The price is NZ$416
includes taxes & fees
11 Jan - 12 Jan 2025
Colonial Smithfield Basement Apartment- close to Williamsburg, VA beach, & more

Charming Newport News Cottage < 1 Mi to Ocean!

8.6 out of 10, Excellent, (9)
"Was great for what I needed. Little trouble with the lock but host was great."
Charming Newport News Cottage < 1 Mi to Ocean!

Beautiful 4bedroom vacation pool home, where relaxation & indulgence intertwine.

10.0 out of 10, Exceptional, (25)
"The house looked exactly like the pictures we ran into a few problems but not with the host or the house we enjoyed our stay and it was pretty close to our homecoming I would definitely recommend, house was extremely clean "
Beautiful 4bedroom vacation pool home, where relaxation & indulgence intertwine.

Delightful 1 Bedroom RV Near Ft. Eustis

9.0 out of 10, Wonderful, (2)
"We hadn’t stayed in an RV before, so this was a unique experience for us. Very clean & cozy accommodations and located close to many tourist attractions in the surrounding area. Easy parking out front was helpful, and the detailed & friendly communication with the host was also appreciated."
Delightful 1 Bedroom RV Near Ft. Eustis

Hilton Village Home

9.6 out of 10, Exceptional, (29)
"This place was so great to stay at!"
The price is NZ$517
includes taxes & fees
31 Dec - 1 Jan 2025
Hilton Village Home

Luxe Lakefront Portsmouth Home: Fish, Swim & Play!

2.0 star property
9.4 out of 10, Exceptional, (3)
"Well appointed home with beautiful waterfront grounds. Very comfortable get away, convenient to Norfolk and Virginia Beach areas."
Luxe Lakefront Portsmouth Home: Fish, Swim & Play!

Beachfront House on James River. Near Historic Jamestowne and Williamsburg

10.0 out of 10, Exceptional, (189)
"We enjoyed all that Linda and A.C. provided. Above and beyond our expectations "
Beachfront House on James River. Near Historic Jamestowne and Williamsburg

Spacious Chesapeake Home w/ Pool Table!

8.6 out of 10, Excellent, (4)
"Very nice location. Great host very freindly and great communication. House was very clean and had no issues on multiple stays"
Spacious Chesapeake Home w/ Pool Table!

Welcome to Carrollton

9.4 out of 10, Exceptional, (10)
"Awesome time! The house had plenty of room for the whole family and friends. We were looking for something that fit all age groups and where we wouldnt be always right on top of eachother. This place had a fun vibe and plenty for the kids as well as enough space for adults to spread out when needed. The kids loved the outside area as well as the inside. I did not have to hear "im bored" or "can we go do something" because there was plenty of room, and play stuff right there!! Yay! The beds were...
Welcome to Carrollton

Beautiful fully renovated two bedroom condo

6.0 out of 10, (2)
"Overall stay was good! Communication with property owner was good. Easy fast check in. The condo was a little dirty, shower tub in master dirty, stained, and some soap scum buildup. Didn’t provide enough towels or washcloths for number of people or nights. Never found any extra blankets or pillows. The smoke detector was chirping when we arrived had to replace the battery twice during our stay. The condo had a bad smell (thinking it was neighbors up above). Location was great and central to...
The price is NZ$698
includes taxes & fees
28 Dec - 29 Dec
Beautiful fully renovated two bedroom condo

James River Waterfront with spectacular views across the river from Williamsburg

10.0 out of 10, Exceptional, (129)
"We had a great time staying at this property. It is conveniently located to the ferry. It is very peaceful, quiet and has beautiful views. The owner of the property was very helpful with the check in process."
James River Waterfront with spectacular views across the river from Williamsburg

❤️Ice Ice Baby❤️Downtown Newport News!

9.4 out of 10, Exceptional, (15)
"We had a great stay! Communication and responses from the host were excellent! Getting in and out of the suite and building securely was easy and hassle-free. The property and amenities- all “thumbs up!”. Check out Corkscrews and Brews (esp for coffee, breakfast) and the Whiskey distillery. "
❤️Ice Ice Baby❤️Downtown Newport News!

Wooded Wonderland

9.6 out of 10, Exceptional, (8)
"Great property. Pool, hot tub and a very challenging mini putt-putt course. Furniture is in good shape and comfortable. One of the bedrooms has an adjustable bed ( same model as I have at home) so that was a very nice and welcomed surprise. We have ongoing business in the area so looking forward to staying here in the future. "
The price is NZ$854
includes taxes & fees
13 Jan - 14 Jan 2025
Wooded Wonderland

The Cracker Jack House: A Military Salute & Arcade!

9.4 out of 10, Exceptional, (8)
"The house is just as shown in the pictures. I was a little disappointed that there was no Ms Pacman video game, but that didn't ruin our stay. Communication was excellent. I would recommend this house to others. "
The Cracker Jack House: A Military Salute & Arcade!

Next to CNU! | New Listing with Beautiful Finishes

9.0 out of 10, Wonderful, (12)
"Hi! This location was perfect for a friends weekend away visiting some of our kids at CNU. Super close to campus and everything Newport News has to offer. Only issue was the location of the driveway, it was kinda deceiving when you pulled up. Everythingelse was perfect"
The price is NZ$963
includes taxes & fees
2 Jan - 3 Jan 2025
Next to CNU! | New Listing with Beautiful Finishes

Guesthouse in ideal location with private entrance

10.0 out of 10, Exceptional, (4)
"My husband and I truly enjoyed our stay. Marlon was great at providing us with all the details we needed. The place was cute, cozy, clean, and had everything we needed. We will definitely come back again when we visit family next year. "
The price is NZ$432
includes taxes & fees
5 Jan - 6 Jan 2025
Guesthouse in ideal location with private entrance

Historic Gem in the Heart of Hilton Village on the James River

9.6 out of 10, Exceptional, (33)
"Excellent "
The price is NZ$561
includes taxes & fees
30 Dec - 31 Dec
Historic Gem in the Heart of Hilton Village on the James River
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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Other types of properties in Isle of Wight you may be interested in

Comfort Inn Newport News - Hampton I-64

2.5 star property
8.4 out of 10, Very good, (1004)
"Petfect"
The price is NZ$145
includes taxes & fees
12 Jan - 13 Jan 2025
Comfort Inn Newport News - Hampton I-64

Comfort Suites Airport

2.5 star property
8.6 out of 10, Excellent, (1003)
"Everyone who works in this hotel is charming. I would recommend this hotel to all my family and friends. "
The price is NZ$173
includes taxes & fees
12 Jan - 13 Jan 2025
Comfort Suites Airport

Homewood Suites by Hilton Yorktown Newport News

3.0 star property
8.8 out of 10, Excellent, (756)
"Perfect, will not stay anywhere else whenever we are visiting. Thank you to all the staff working the weekend before Christmas, Happy Holidays!! Thanks for making our stay the best yet!!!"
The price is NZ$197
includes taxes & fees
3 Jan - 4 Jan 2025
Homewood Suites by Hilton Yorktown Newport News
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.

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?

Private Estate on 4 Acres: This holiday home rental outside of Isle of Wight is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and 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. Huntington Beach and Christopher Newport University 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.