Isle of Wight Vacation Rentals

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Vacation Rentals in Isle of Wight

History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve
10.0 out of 10, Exceptional, (121)
"We had an amazing time at this property! Cliff is very responsive and a great host. The kids loved being able to “stay in the past” but have modern day amenities (I.e. A/C, and running water!). Staying here created an immersive experience added on when not in Colonial Williamsburg. We would definitely return. "
History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve
Beautiful 4bedroom vacation pool home, where relaxation & indulgence intertwine.
10.0 out of 10, Exceptional, (22)
"House was very welcoming. Very clean all throughout. Grill could be replaced. Pool was great, wish we had better weather to be able to use it more. Definitely would recommend to others! "
Beautiful 4bedroom vacation pool home, where relaxation & indulgence intertwine.
Cheerful 2 bedroom 2 full bathroom townhouse
10.0 out of 10, Exceptional, (5)
"Nice place"
Cheerful 2 bedroom 2 full bathroom townhouse
Hilton Village Home
9.6 out of 10, Exceptional, (28)
"Well stocked kitchen quiet street in adorable neighborhood comfortable beds What more could you ask for?"
The price is CA $209
CA $396 total
includes taxes & fees
Sep 29 - Sep 30
Hilton Village Home
Beachfront House on James River. Near Historic Jamestowne and Williamsburg
10.0 out of 10, Exceptional, (188)
"This cottage is a gem! The hosts are accessible, quick to reply to any questions. Having beach chairs, kayaks and the paddle board on the beach was very convenient. Searching for the perfect sea shell was fun. We loved taking the ferry over to Jamestown/Williamsburg, it is very easy to navigate. It is hard to leave this little slice of paradise. Thank you to our wonderful hosts! "
Beachfront House on James River. Near Historic Jamestowne and Williamsburg
Welcome to Carrollton
9.8 out of 10, Exceptional, (9)
"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, (123)
"We did alot of sight seeing. Ate at Anna's twice. Great foid."
James River Waterfront with spectacular views across the river from Williamsburg
Historic Gem in the Heart of Hilton Village on the James River
9.6 out of 10, Exceptional, (33)
"Excellent "
The price is CA $236
CA $432 total
includes taxes & fees
Oct 3 - Oct 4
Historic Gem in the Heart of Hilton Village on the James River
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
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!
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 CA $263
CA $614 total
includes taxes & fees
Sep 30 - Oct 1
Wooded Wonderland
The Cracker Jack House: A Military Salute & Arcade!
9.4 out of 10, Exceptional, (6)
"We had a wonderful time staying here. Its perfect for a family vacation with people of different ages and interests. The game room was a huge plus and my kids had a lot of fun with the juke box as well. The beds were comfortable and clean and the property was easy to get to albeit somewhat rural and remote. We would stay again!"
The Cracker Jack House: A Military Salute & Arcade!
Next to CNU! | New Listing with Beautiful Finishes
9.0 out of 10, Wonderful, (6)
"We spent Labor Day weekend in Newport Newsshowing the kids and grands where their grandpa grew up. The house is comfortable for an active family. It is located near the beautiful CNU campus and museum area."
The price is CA $256
CA $674 total
includes taxes & fees
Sep 29 - Sep 30
Next to CNU! | New Listing with Beautiful Finishes
Guesthouse in ideal location with private entrance
10.0 out of 10, Exceptional, (3)
"Everything went well, the responses were quick accurate and helpful. It’s a cozy little place and very clean and instructions on how to fold down bed and check in were very clear and simple. Very close to a grocery store and in a quiet neighborhood. The drive to the beach is a bit far but it’s definitely better than staying in a hotel. Would definitely stay again!"
The price is CA $132
CA $305 total
includes taxes & fees
Sep 29 - Sep 30
Guesthouse in ideal location with private entrance
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 CA $128
CA $376 total
includes taxes & fees
Sep 29 - Sep 30
318) Perfect for families!
Charming Newport News Cottage < 1 Mi to Ocean!
8.6 out of 10, Excellent, (8)
"NOT THE PRETTIEST NEIGHBORHOOD, but the property inside and out was clean and taken care of. my favorite thing: the neighboor behind the property lightly blasting his music for his neighbors to enjoy, but he was playing live grateful dead recordings!!! sitting out on the back porch at night was so relaxing"
Charming Newport News Cottage < 1 Mi to Ocean!
Home away from home
10.0 out of 10, Exceptional, (2)
"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
Harmony Hideaway-Home in Hampton
Harmony Hideaway-Home in Hampton
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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 Inn Newport News - Hampton I-64
2.5 star property
8.4 out of 10, Very good, (1002)
"The only thing i did not like was the bed. It was way to firm and i did not sleep well on it. Everything else was good. Really liked all of the staff. "
The price is CA $96
CA $112 total
includes taxes & fees
Oct 16 - Oct 17
Comfort Inn Newport News - Hampton I-64
Comfort Suites Airport
2.5 star property
8.6 out of 10, Excellent, (1000)
"Very close to the airport and key areas I needed to go to on my business"
The price is CA $102
CA $119 total
includes taxes & fees
Oct 10 - Oct 11
Comfort Suites Airport
Sleep Inn & Suites Chesapeake - Portsmouth
2.5 star property
6.6 out of 10, (387)
"it was great just for a one night stay after bar hopping"
The price is CA $72
CA $89 total
includes taxes & fees
Oct 10 - Oct 11
Sleep Inn & Suites Chesapeake - Portsmouth
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 vacation rental in Isle of Wight?

Yes, you can find vacation rentals near popular points of interest in Isle of Wight, or you can go with a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Isle of Wight?

Hilton Village Home: Visitors like this Isle of Wight vacation home rental. It offers a fireplace, a selection of games, and air-conditioning 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 a family-friendly sight such as Mariner's Museum. Planters Peanut Center and Huntington Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Isle of Wight?

Vacation rentals are private accommodations you can book for a couple days or more in Isle of Wight. Vacation rentals offer extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family getaway.