Search Isle of Wight County Cottages

Compare and save

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Top Cities in Isle of Wight County

Beautiful B&B in a cute little historic town :)
CottagesCottages

Smithfield

Smithfield
Carrollton featuring farmland and a small town or village
CottagesCottages

Carrollton

Carrollton

Cottages in Isle of Wight County

Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access
Exterior

Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access

9.8 out of 10, Exceptional, (215)
"Lovely cottage, close to downtown Yorktown. Very comfortable stay."
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access
Cottage on a Private Island in the York River
Exterior

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (346)
"We would definitely stay here again!"
Cottage on a Private Island in the York River
Old Time Beach Front Cottage - The Beach is your Backyard! (Pet Friendly) by RedAwning
Beach nearby

Old Time Beach Front Cottage - The Beach is your Backyard! (Pet Friendly) by RedAwning

8.0 out of 10, Very Good, (4)
"The location is great for a family with pets. The check in and out process was simple and the host was responsive. No complaints! "
Old Time Beach Front Cottage - The Beach is your Backyard! (Pet Friendly) by RedAwning
Charming 2-bedroom cottage with AC, fitness room, WiFi in welcoming Williamsburg
Exterior

Charming 2-bedroom cottage with AC, fitness room, WiFi in welcoming Williamsburg

8.0 out of 10, Very Good, (1)
"This listing says cottage but it's an apartment. Be ready to go up stairs to get into it. The kitchen is small but fine. Everything works, but it's not especially well equipped for cooking. The coffee maker does not work. Our checkin was delayed for about 40 minutes when we arrived and we had no where to stay while waiting for our apartment. Wi Fi was very weak in the apartment and TV is like a hotel where there are certain channels available but no way to sign in to your own streaming accounts....
Charming 2-bedroom cottage with AC, fitness room, WiFi in welcoming Williamsburg
Historic Beach Side Getaway - Pet friendly, WiFi by RedAwning
Beach nearby

Historic Beach Side Getaway - Pet friendly, WiFi by RedAwning

8.4 out of 10, Very Good, (5)
"Our stay was nice. The house was clean."
Historic Beach Side Getaway - Pet friendly, WiFi by RedAwning
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
Exterior

Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6

10.0 out of 10, Exceptional, (121)
"My three sisters and I had a wonderful stay! The house was clean, updated, and in a great location. We highly recommend!"
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
Pink Flamingo at the Beach
Property grounds

Pink Flamingo at the Beach

8.6 out of 10, Excellent, (16)
"older place but very nice and close to the beach"
Pink Flamingo at the Beach
Cozy Suite at the Beach
On the beach, sun loungers

Cozy Suite at the Beach

8.4 out of 10, Very Good, (59)
"It was alright "
Cozy Suite at the Beach
Historic Beach Side Getaway - Pet Friendly, Wi-Fi, Just Steps to the Beach

Historic Beach Side Getaway - Pet Friendly, Wi-Fi, Just Steps to the Beach

9.0 out of 10, Wonderful, (99)
"If you’re looking for a place for you to have a safe space with your family, young or old, with all the amenities that you would want from your own home this is it. If you’re a veteran, there’s multitude of bases nearby with commissary’s to get groceries for the week to help the budget. "
Historic Beach Side Getaway - Pet Friendly, Wi-Fi, Just Steps to the Beach
Treetop Rustic Beach Front 2 Bedroom Apartment
Exterior

Treetop Rustic Beach Front 2 Bedroom Apartment

7.6 out of 10, Good, (23)
"Repeat guest.. stayed in another unit previously *loft property.Property is very close to the beach, can walk into the sand from the property. Pet friendly is a plus.. lots of doggos on the beach.Property has the basics.. minimal items in unit, so you need to bring quite a bit of things to make your trip complete. Owners have several units, so amenities are shared. Husband and I used the charcoal grill and set by the firepit in the sand. Not sure id stay in this particular unit again, but id...
Treetop Rustic Beach Front 2 Bedroom Apartment
Sandy Dunes BeachFront Cottage - Beach Front
On the beach

Sandy Dunes BeachFront Cottage - Beach Front

8.0 out of 10, Very Good, (29)
"The outside of the property needs some upkeep but we didn’t mind because it was such a charming place."
Sandy Dunes BeachFront Cottage - Beach Front
Cozy Mother-in-Law Suite
Iron/ironing board, free WiFi, bed sheets

Cozy Mother-in-Law Suite

9.0 out of 10, Wonderful, (88)
"Small unit to the rear of rental property. Could not stay in property for length of planned trip."
Cozy Mother-in-Law Suite
Cozy Bay Cottage private backyard blocks from beach!
Dining

Cozy Bay Cottage private backyard blocks from beach!

9.0 out of 10, Wonderful, (37)
"Clean and up-to-date home. Close to the beach. Convenient and comfortable. Would rent again. "
$370 nightly
The price is $429
Aug 12 - Aug 13
Total includes taxes and fees
Cozy Bay Cottage private backyard blocks from beach!
Manor and Mutts #1 - Beach Front, Pet Friendly, High Speed WiFi, Private
On the beach

Manor and Mutts #1 - Beach Front, Pet Friendly, High Speed WiFi, Private

8.6 out of 10, Excellent, (14)
"Owner contacted us on day of scheduled arrival and told us property was unavailable due to sewage issue. Stuff happens I get it. Odd that they tried to provide us with two lesser properties, one with one less bedroom and the other not on the beach. They refused to lower . "
Manor and Mutts #1 - Beach Front, Pet Friendly, High Speed WiFi, Private
Spinnaker Resorts and Cottages at King's Creek Resorts
Exterior

Spinnaker Resorts and Cottages at King's Creek Resorts

10.0 out of 10, Exceptional, (1)
"Great location, plenty to do, house is clean and in working order, host was easy going and easy to communicate with. "
Spinnaker Resorts and Cottages at King's Creek Resorts
Cozy Bay View - BeachSide, Pet Friendly, Wi-Fi
On the beach

Cozy Bay View - BeachSide, Pet Friendly, Wi-Fi

8.8 out of 10, Excellent, (46)
"Had an overall nice stay. Very clean. Great location was able to take a walk on the beach and that was definitely needed. Was in town due to family emergency and booked quickly. In the pictures there are 3 beds in room but there were only 2 when we got there a full size and twin. So my daughters were mad they had to sleep together but they got over it. Living room was cold and bedroom got hot.We also booked for 5 people but there were only 3 towels and 3 wash cloths. But made the best of it and...
Cozy Bay View - BeachSide, Pet Friendly, Wi-Fi
Manor and Mutts #1 (4-Bedroom Cottage) - Pets Allowed by RedAwning
Terrace/patio

Manor and Mutts #1 (4-Bedroom Cottage) - Pets Allowed by RedAwning

8.0 out of 10, Very Good, (10)
"Great location on water. Dog had a great time."
Manor and Mutts #1 (4-Bedroom Cottage) - Pets Allowed by RedAwning
Cozy Bay View Oceanside 1 Bedroom Cottage by RedAwning
Cottage, 1 Bedroom | Beach | Beach nearby

Cozy Bay View Oceanside 1 Bedroom Cottage by RedAwning

3.0 star property
Cozy Bay View Oceanside 1 Bedroom Cottage by RedAwning
Norfolk Beach Cottage Rental
Fridge, microwave, oven, stovetop

Norfolk Beach Cottage Rental

9.0 out of 10, Wonderful, (271)
"We enjoyed our stay. The house was right across the street from a beautiful beach! The house was clean and check in was easy!"
$357 nightly
The price is $414
Sep 3 - Sep 4
Total includes taxes and fees
Norfolk Beach Cottage Rental
Manor and Mutts #2 (3-Bedroom Cottage) - Pets Allowed by RedAwning
Terrace/patio

Manor and Mutts #2 (3-Bedroom Cottage) - Pets Allowed by RedAwning

9.6 out of 10, Exceptional, (5)
"This is a very spacious house for four and possibly for more a short walk from the beach, through some trees and directly to the water. Despite the highway in view, it was very quiet and was comfortable for our weekend stay. Despite the somewhat spare decor and slightly random kitchen, we had everything we needed. While it is an older house, there were minimal quirks and the location is excellent."
Manor and Mutts #2 (3-Bedroom Cottage) - Pets Allowed by RedAwning
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Isle of Wight County Hotel Reviews

La Quinta Inn by Wyndham Norfolk Virginia Beach

La Quinta Inn by Wyndham Norfolk Virginia Beach

10/10 Excellent
"It was an ok stay. Staff was informative but lacked warmth. "
Amanda 3-night trip
Posted 9 hours ago
La Quinta Inn by Wyndham Norfolk Virginia Beach