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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!"

SAR 1,105 total

includes taxes & fees

30 Nov - 1 Dec

"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."

"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. "

"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"

SAR 4,938 total

includes taxes & fees

3 Dec - 4 Dec

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 "

"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...

"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...

"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. "

SAR 1,922 total

includes taxes & fees

25 Nov - 26 Nov

"Excellent "

SAR 1,204 total

includes taxes & fees

25 Nov - 26 Nov

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"

"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. "

SAR 1,031 total

includes taxes & fees

25 Nov - 26 Nov

"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...

"We enjoyed all that Linda and A.C. provided. Above and beyond our expectations "

"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. "

SAR 1,691 total

includes taxes & fees

25 Nov - 26 Nov

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. "

"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...

SAR 1,083 total

includes taxes & fees

25 Nov - 26 Nov

"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."

"Very nice property. Quiet neighborhood with a beautiful lake view."

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."