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Compare 66 Vacation Homes in Isle of Wight with updated reviews, rates, and availability.

Welcome to Historic Hilton Village. Main front door is on right side of home.

"This place was so great to stay at!"

AED 1,072 total

includes taxes & fees

30 Nov - 1 Dec

"Location is great,communication with host is great,very clean and spacious place."

AED 2,314 total

includes taxes & fees

3 Dec - 4 Dec

"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...

Pool, Deck, Pool-house Bar, BBQ and seating

"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 "

"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...

"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. "

AED 1,077 total

includes taxes & fees

1 Dec - 2 Dec

"We are a first time VRBO customer, and were looking for a home near our daughter’s college so the family could visit during a long weekend. The host was very responsive and kept a nice place with plenty of amenities that kept our family busy and happy. The large fenced-in yard was great for our dogs. We will return! "

Portsmouth Vacation Rental | 3BR | 2.5BA | 2,500 Sq Ft | 4 Steps Required

"Nice neighborhood/location, house, and outdoor recreational space. We enjoyed our time here. Convenient for going to Norfolk and/or Va. Beach"

"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"

AED 4,831 total

includes taxes & fees

3 Dec - 4 Dec

"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. "

AED 1,667 total

includes taxes & fees

1 Dec - 2 Dec

Primary living room with cozy pullout queen size couch and flatscreen Roku TV

"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. "

"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. "

AED 2,173 total

includes taxes & fees

27 Nov - 28 Nov

"Outstanding property! A place one can relax and enjoy the beautiful surroundings. Conveniently located to ferry’s. The small town of Surry has friendly people. I highly recommend a visit to this property."

Chesapeake Vacation Rental | 2BR | 1BA | Stairs Required | 1,000 Sq Ft

"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."

Chesapeake Vacation Rental | 4BR | 3BA | Steps Required for Access | 2,400 Sq Ft

"Very nice location. Great host very freindly and great communication. House was very clean and had no issues on multiple stays"

Smithfield Vacation Rental | 3BR | 2BA | 1,895 Sq Ft | Stairs to Enter

"We used this home for some out of town guests to stay while they were visiting."

Hampton Vacation Rental | 5BR | 2BA | 2,400 Sq Ft | Step-Free Access

"This house accommodated our group nicely, even considering a single bathroom for 4 bedrooms. Very clean, comfortable beds and bedding, and several places for groups to gather and relax. A couple of quirks that were not a problem, such as the open-concept bathroom in the master. Hopefully the owner invests in adequate flatware and dishes for a large group. The location was great - 10 minutes or less to CNU and other destinations."

AED 2,284 total

includes taxes & fees

1 Dec - 2 Dec

Hampton Vacation Rental | 3BR | 1BA | 1,784 Sq Ft | Stairs Required

"Some friends and I stayed so that we could attend an event at the Hampton Coliseum. The house was great and very accommodating!"

Lots of comfy couch space to lounge on! Large 65" Smart TV!

"The house was very convenient to our activities in Jamestown, Surry and Smithfield. House was clean and nicely decorated. Lots of room for four adults. Nicely stocked kitchen. Host was very helpful."