Holiday Homes in Isle of Wight

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Featured Holiday Homes in Isle of Wight

Hilton Village Home

9.6 out of 10, Exceptional, (28)
"This place was so great to stay at!"
The price is NZ$504
includes taxes & fees
30 Nov - 1 Dec
Hilton Village Home

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

10.0 out of 10, Exceptional, (124)
"The house is extraordinary and the location was just as beautiful. The Lightwood House while decorated impeccably, has a very home-like feeling to it. It is very private, and for those of us who prefer the rural lifestyle, it is perfect. We had a fabulous time. The house is clean, the appliances worked, check-in was easy and everything else is exactly as advertised. The hosts were very responsive to questions, and were willing to help out in every possible way. Staying at theThe Lightwood House...
History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve

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

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"
The price is NZ$2,255
includes taxes & fees
3 Dec - 4 Dec
Private Estate on 4 Acres

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.

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, (127)
"Our family has stayed at a number of VRBO's in this general price range, and we were fairly pleased with each of them. This one was a step above the others. Everything was exactly as advertised. The house is big and as nice as the pictures indicate. Everything was well-maintained and very clean. The surrounding area is beautiful. There were no surprises. Everything that you would expect to work, worked great. Communication was prompt and very clear. The nearby ferry is very well run and...
James River Waterfront with spectacular views across the river from Williamsburg

Next to CNU! | New Listing with Beautiful Finishes

9.4 out of 10, Exceptional, (9)
"Carl was great with proactive communication. The house was exactly like the pictures. There were special little extras like coffee, toiletries, plenty of TV channels with sports, and household supplies. Very conveniently located near stores and restaurants. Pleasant little neighborhood with great parking. Thank you for making our time together so special. We highly recommend and would absolutely come again. "
The price is NZ$878
includes taxes & fees
25 Nov - 26 Nov
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$550
includes taxes & fees
25 Nov - 26 Nov
Historic Gem in the Heart of Hilton Village on the James River

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!

Experience Chesapeake Your Way and Relax with Golf Entire home

8.8 out of 10, Excellent, (9)
"My family (husband, children 12 & 18) and I stayed at this property in Aug 2024, while visiting family and the amusement parks. We enjoyed the property. Location was safe and comfortable. Perfect distance from Busch Gardens, Water Country USA, and Virginia Beach. Bathrooms could use updating. Beds were overall comfortable. Reasonably priced. "
The price is NZ$471
includes taxes & fees
25 Nov - 26 Nov
Experience Chesapeake Your Way and Relax with Golf Entire home

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

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

Wooded Wonderland

9.6 out of 10, Exceptional, (7)
"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$772
includes taxes & fees
25 Nov - 26 Nov
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!

318) Perfect for families!

3.0 out of 10, (2)
"When we showed up to the property we were very disappointed with the cleaning before we got there… too much to list … but we were greeted with floors that our shoes stuck to there were a lot of issues with the cleaning. The owners sent the housekeeper back and it was a bit better. We found out later on that there was a party of at least 60 people 2 hours before we checked in…. Y’all need to do better! We communicated constantly with the owner and most of their messages were canned and not...
The price is NZ$495
includes taxes & fees
25 Nov - 26 Nov
318) Perfect for families!

Home away from home

10.0 out of 10, Exceptional, (3)
"The home was very clean and in great working order. It seemed like it had been very recently upgraded. Very nice and helpful neighbors like Chris across the street and Warren 2 homes down."
Home away from home

3D Theater plus Dock on Small Lake

10.0 out of 10, Exceptional, (1)
"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

Central Peninsula 4 Bedroom, 3 Bathroom home

Central Peninsula 4 Bedroom, 3 Bathroom home
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

Hilton Village Home

9.6 out of 10, Exceptional, (28)
"This place was so great to stay at!"
The price is NZ$504
includes taxes & fees
30 Nov - 1 Dec
Hilton Village Home

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"
The price is NZ$2,255
includes taxes & fees
3 Dec - 4 Dec
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
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.
Beautiful view of the beach with palm trees

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