Holiday Homes in Isle of Wight

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Featured Holiday Homes in Isle of Wight

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
6 Jan - 7 Jan 2025
Wooded Wonderland

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

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

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
30 Dec - 31 Dec
Hilton Village Home

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!

Poolside Paradise 4-bedroom in Hampton w/WiFi, fireplace; 7 mi to Langley AFB

2.0 star property
10.0 out of 10, Exceptional, (1)
"Poolside Paradise was perfect for a Busch Gardens Christmas Town weekend with family. Lamont and Yvette were super quick to respond, the house was clean, the kitchen was well stocked and the coffee bar was a nice addition!"
Poolside Paradise 4-bedroom in Hampton w/WiFi, fireplace; 7 mi to Langley AFB

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

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

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

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

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
29 Dec - 30 Dec
Next to CNU! | New Listing with Beautiful Finishes

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

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

10.0 out of 10, Exceptional, (127)
"Charming historic home on expansive property. Beautiful furnishings felt like we stepped back in time. Convenient location to the ferry that will take you to Jamestown and Colonial Williamsburg. Would definitely stay here again. "
History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve

Newly Remodeled, Hardwood Floors, Fenced Yard

7.4 out of 10, Good, (11)
"They worked with us for our corporate stay and as very accommodating. We will use them again."
Newly Remodeled, Hardwood Floors, Fenced Yard

Home away from home

10.0 out of 10, Exceptional, (4)
"Na"
Home away from home

3D Theater plus Dock on Small Lake

10.0 out of 10, Exceptional, (2)
"Very nice property. Quiet neighborhood with a beautiful lake view."
3D Theater plus Dock on Small Lake

Bright Chesapeake Home Near Shopping & Dining

10.0 out of 10, Exceptional, (3)
"The property was exactly what my family needed while we were in town for the softball world series. Clean and comfortable! My husband spoke to the owners and they were very pleasant. Will stay again should we find ourselves in the area."
Bright Chesapeake Home Near Shopping & Dining

Cheerful 2 bedroom 2 full bathroom townhouse

10.0 out of 10, Exceptional, (6)
"Great location for us to easily navigate between our relatives. Property was great, neighbors were very Respectful and Quiet! We will definitely book this property again when we come back to visit our family. "
Cheerful 2 bedroom 2 full bathroom townhouse
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 property types 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
30 Dec - 31 Dec
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
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.