Isle of Wight Holiday Rentals

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Holiday Rentals in Isle of Wight

stayAPT Suites Suffolk-Chesapeake

2.5 star property
10.0 out of 10, Exceptional, (3)
"Property is new. The rooms are very spacious. Two very large tv. One tv in bedroom and one in the living area. This was like a large one bedroom apartment. Full kitchen with dishwasher. Price was excellent! This will be my place to stay when i am in town!"
The price is NZ$232
includes taxes & fees
10 Apr - 11 Apr
stayAPT Suites Suffolk-Chesapeake

Uncle Bill's Lodge & Soccer Pool Showdown

8.4 out of 10, Very good, (7)
"The home has an air quality issue. I only waited a few days to review to make sure my deposit would be returned. This place has bad vibes. Upon entering the home we noticed the smell of mold. We slept in the living room on the dingy futons because the bedrooms smelled so bad. We hoped it wasn't as bad as we thought but the next day we had horrible headaches and congestion. If we didn't have a wedding to be at we would have just left. We spent three nights in this place and it was miserable. We...
Uncle Bill's Lodge & Soccer Pool Showdown

Charming 4-bedroom bungalow with AC and WiFi in Hampton, with washer and dryer.

Charming 4-bedroom bungalow with AC and WiFi in Hampton, with washer and dryer.

The Cracker Jack House: A Military Salute & Arcade!

9.4 out of 10, Exceptional, (11)
"We had a great time just spending time with each other"
The Cracker Jack House: A Military Salute & Arcade!

Beachfront House on James River. Near Historic Jamestowne and Williamsburg

10.0 out of 10, Exceptional, (191)
"The house was spotless and the hosts answered any questions we had right away! The kitchen was well stocked and beds were comfortable. Such a beautiful view from this spot! We enjoyed our time here very much."
Beachfront House on James River. Near Historic Jamestowne and Williamsburg

Wooded Wonderland

9.6 out of 10, Exceptional, (9)
"As described in the listing but roomier and well-appointed. Loved the mini golf in the back—our 7 1/2 yo grandson played 3 times during our 2 night stay!"
The price is NZ$843
includes taxes & fees
17 Mar - 18 Mar
Wooded Wonderland

The Great Gatsby: Pink Flamingo Lounge Retreat!

2.0 star property
8.8 out of 10, Excellent, (3)
"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."
The Great Gatsby: Pink Flamingo Lounge Retreat!

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

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

10.0 out of 10, Exceptional, (129)
"Wonderful old-world house in gorgeous woodlands, close to historic sites and riverside walks. We loved it."
History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve

Hilton Village Home

9.6 out of 10, Exceptional, (30)
"Overall, the place needed. All complaints we had were was not well lite on the side of the house where you entered. Stairs to the second floor are tricky to someone who has a disability."
The price is NZ$509
includes taxes & fees
11 Mar - 12 Mar
Hilton Village Home

Family fun Grotto waterfall Bethel Oasis

9.8 out of 10, Exceptional, (28)
"Everything was great except that we couldn't figure the lock to get in. After several attempts we were able to open it. "
Family fun Grotto waterfall Bethel Oasis

James River Waterfront with spectacular views across the river from Williamsburg

10.0 out of 10, Exceptional, (133)
"The house is ideally situated on the James River, with beautiful views and peaceful surroundings. The layout of the house itself is perfect for gathering for meals and games, as well as for individuals to retreat for quiet time. The kitchen is well-stocked, with no gaps in supplies. And the homeowner is incredibly thoughtful and responsive, including dealing perfectly with the ups-and-downs of some weather issues. We are looking forward to many future stays at this property! Thanks Rene!"
James River Waterfront with spectacular views across the river from Williamsburg

Family friendly 5 bedroom home within Walking distance To CNU

10.0 out of 10, Exceptional, (47)
"We celebrated Thanksgiving here with some of our extended family. We loved being all together in the same house for a few nights. The kitchen was WELL stocked. I've stayed in dozens of VRBOs over the years but never for Thanksgiving. We brought our own roaster for the turkey, otherwise the kitchen had everything we needed and more to make a big dinner for 10. The kitchen itself is very spacious as well so it was easy for a few of us to be in there at one time. The play set in the backyard was...
The price is NZ$1,049
includes taxes & fees
11 Mar - 12 Mar
Family friendly 5 bedroom home within Walking distance To CNU

Centrally Located Hampton Home: 6 Mi to Downtown!

9.6 out of 10, Exceptional, (9)
"The home was very nice. The host was very nice and accessible. "
Centrally Located Hampton Home: 6 Mi to Downtown!

Spacious 4-bedroom house with pool in quiet Newport News neighborhood

8.8 out of 10, Excellent, (3)
"The space was awesome. We were 3 couples, 1 of the couples, our 23 yr old kids. Also dog friendly. Split plain and basically 2 master suites. Never felt crowded. Very nice neighborhood. The host was very nice. I suspect the next time we stay it will be even better. Look forward to our next visit. New listing and I think trying to get the hang of things. Thanks for a great place to spend the holiday with family. things. "
Spacious 4-bedroom house with pool in quiet Newport News neighborhood

Luxe Lakefront Portsmouth Home: Fish, Swim & Play!

2.0 star property
9.6 out of 10, Exceptional, (4)
"We were down for a wedding and this place was first class. We have already decided to return this summer. They over delivered on this place. "
Luxe Lakefront Portsmouth Home: Fish, Swim & Play!

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

9.6 out of 10, Exceptional, (33)
"Excellent "
The price is NZ$491
includes taxes & fees
17 Mar - 18 Mar
Historic Gem in the Heart of Hilton Village on the James River

Charming Smithfield House: Walk to Downtown!

10.0 out of 10, Exceptional, (4)
"Visited for son’s wedding. Wonderful location, amazing hosts. Everyone was so kind and welcoming. Home is beautiful and has everything you need. Definitely will be booking again!"
Charming Smithfield House: Walk to Downtown!

Heart of City - Pool - Parking - Self check-in

The price is NZ$416
includes taxes & fees
20 Mar - 21 Mar
Heart of City - Pool - Parking - Self check-in

Charming Hampton Home w/ Fireplace, Deck & Grill!

10.0 out of 10, Exceptional, (8)
"Our stay at this VRBO property was absolutely fantastic! The house was immaculate—by far the cleanest VRBO we’ve ever stayed at. The check-in process was seamless, and the service was outstanding from start to finish. Every detail exceeded our expectations, making for a truly enjoyable stay. We couldn’t have been more pleased and highly recommend this place to anyone looking for a top-tier experience!"
Charming Hampton Home w/ Fireplace, Deck & Grill!
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 Suites Airport

2.5 star property
8.8 out of 10, Excellent, (1016)
"Honestly speaking for what we needed, it was perfect. The hotel definitely seem quiet, but we were only there for a night. Definitely, food options close by and staff was very welcoming. "
The price is NZ$164
includes taxes & fees
16 Mar - 17 Mar
Comfort Suites Airport

Comfort Inn Newport News - Hampton I-64

2.5 star property
8.4 out of 10, Very good, (1009)
"I would stay here again. "
The price is NZ$183
includes taxes & fees
12 Mar - 13 Mar
Comfort Inn Newport News - Hampton I-64

Courtyard by Marriott Newport News Airport

3.0 star property
8.6 out of 10, Excellent, (1001)
"It snowed during our stay and the staff went above and beyond in their service. They cleaned our rooms as requested and when the heater didn’t work properly staff brought us a space heater. Hotel typical bar food and was great"
The price is NZ$188
includes taxes & fees
16 Mar - 17 Mar
Courtyard by Marriott Newport News Airport
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?

Charming 4-bedroom bungalow with AC and WiFi in Hampton, with washer and dryer.: This holiday home rental outside of Isle of Wight has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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. Planters Peanut Center 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.