A wooden boardwalk leading through a marshy landscape with a sunset in the background.

Search Isle of Wight County Cottage Rentals from CA $467

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Top Cities in Isle of Wight County

A river curving through a landscape with dry grass fields, a dock with boats, and houses along the riverbank.
CottagesCottages

Smithfield

Smithfield
A rural road with a sign for Carrollton, a brick building, and lush greenery.
CottagesCottages

Carrollton

Carrollton

Our top choices for Isle of Wight County cottages

Terrace/patio

1. Restored 1930s Cottage on 1 Acre w/ Fire Pit

Restored 1930s Cottage on 1 Acre w/ Fire Pit
Hayes
9.6 out of 10, Exceptional, (87 reviews)
"Cute, quiet cottage. The screen porch was beautiful. Had everything I need for my weekend trip. "
United States
Alena S.
The price is CA $184
CA $485 total
includes taxes & fees
Aug 27 - Aug 28
Restored 1930s Cottage on 1 Acre w/ Fire Pit
Exterior

2. Cottage on a Private Island in the York River

Cottage on a Private Island in the York River
Gloucester Point
10.0 out of 10, Exceptional, (381 reviews)
"Most peaceful property I have stayed at. We loved the views, fishing, beach combing, and enjoying family time. Loved this home!"
United States
Alexis P.
Cottage on a Private Island in the York River
Exterior

3. Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access

Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access
Yorktown
10.0 out of 10, Exceptional, (172 reviews)
"The location is great—close to city center and national park. The cottage is beautifully decorated and included lots of helpful accessories."
United States
Lori T.
Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access
On the beach

4. 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
Willoughby Spit
8.8 out of 10, Excellent, (111 reviews)
"The house was clean and easily accessible.Well equipped kitchen.Nice balcony off Master bedroom for morning coffee."
United States
Penny E N.
Historic Beach Side Getaway - Pet Friendly, Wi-Fi, Just Steps to the Beach
Smart TV, DVD player

5. Comfortable & Private 2 Bedrm Cottage w/ King bed.

Comfortable & Private 2 Bedrm Cottage w/ King bed.
Portsmouth
9.6 out of 10, Exceptional, (24 reviews)
"Quite little cottage. Great for a quick stay."
United States
Debbie M.
The price is CA $163
CA $467 total
includes taxes & fees
Aug 25 - Aug 26
Comfortable & Private 2 Bedrm Cottage w/ King bed.
Exterior

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

Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access
Yorktown
9.8 out of 10, Exceptional, (239 reviews)
"The cottage had everything we needed. It was cozy, comfortable and close to the Yorktown waterfront with cute shops and restaurants. We would definitely return!"
United States
Claudia A.
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access
On the beach, sun loungers

7. Cozy Suite at the Beach

Cozy Suite at the Beach
Willoughby Spit
8.4 out of 10, Very good, (67 reviews)
"Great family hang out getaway "
United States
Jeremy D.
Cozy Suite at the Beach
Property grounds

8. Sandy Dunes BeachFront Cottage - Beach Front

Sandy Dunes BeachFront Cottage - Beach Front
Norfolk
8.2 out of 10, Very good, (31 reviews)
"Loved being beach front. Pet friendly was essential."
United States
Camden H.
Sandy Dunes BeachFront Cottage - Beach Front
Exterior

9. Comfortable cottage near Colonial Williamsburg & close to the Historic Triangle

Comfortable cottage near Colonial Williamsburg & close to the Historic Triangle
Williamsburg
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful home in the perfect location. "
United States
Melissa P.
Comfortable cottage near Colonial Williamsburg & close to the Historic Triangle
Exterior

10. GREAT FAMILY FUN! SOMETHING FOR ALL! SUN-SURF! NEAR HISTORICAL WILLIAMSBURG!

GREAT FAMILY FUN! SOMETHING FOR ALL! SUN-SURF! NEAR HISTORICAL WILLIAMSBURG!
Williamsburg
10.0 out of 10, Exceptional, (1 review)
"The unit was great."
United States
Jeff R.
GREAT FAMILY FUN! SOMETHING FOR ALL! SUN-SURF! NEAR HISTORICAL WILLIAMSBURG!
Property grounds

11. Mariners Cove Waterfront - Private Dock, Pet Friendly, Wi-Fi, Off-Street Parking

Mariners Cove Waterfront - Private Dock, Pet Friendly, Wi-Fi, Off-Street Parking
Willoughby Spit
7.0 out of 10, Good, (40 reviews)
"We had an amazing stay at Mariners Cove! The location was beautiful and peaceful — perfect for relaxing and fishing. The trip was truly unforgettable. The house could use a little bit of work in a few areas, but that didn’t stop us from having a great time. My family and I absolutely loved it and would definitely come back again!"
United States
Elise R.
Mariners Cove Waterfront - Private Dock, Pet Friendly, Wi-Fi, Off-Street Parking
Exterior

12. Treetop Rustic Beach Front 2 Bedroom Apartment

Treetop Rustic Beach Front 2 Bedroom Apartment
Cottage Park
7.6 out of 10, Good, (30 reviews)
"No beach view except bathroom."
United States
Beans B.
Treetop Rustic Beach Front 2 Bedroom Apartment
Terrace/patio

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

Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
Williamsburg
10.0 out of 10, Exceptional, (136 reviews)
"Great stay. Centrally located for all local golf courses. Highly recommended. "
United States
Matthew L.
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
Exterior

14. Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room

Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room
Williamsburg
9.8 out of 10, Exceptional, (21 reviews)
"Great location and charm"
United States
Scott M.
Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room
House (3 Bedrooms) | Interior

15. Waterfront Home w/ Deck & Yard in Hampton!

Waterfront Home w/ Deck & Yard in Hampton!
3.0 star property
Hampton
Waterfront Home w/ Deck & Yard in Hampton!
House (4 Bedrooms) | Front of property

16. Lakefront Newport News Home, 6 Mi to City Center!

Lakefront Newport News Home, 6 Mi to City Center!
3.0 star property
Central Newport News
8.0 out of 10, Very good, (1 review)
Lakefront Newport News Home, 6 Mi to City Center!
House (2 Bedrooms) | Interior

17. Walk to Beach! Norfolk Family Home w/ Yard

Walk to Beach! Norfolk Family Home w/ Yard
3.0 star property
Bayview
Walk to Beach! Norfolk Family Home w/ Yard
Exterior

18. Pink Flamingo at the Beach - Pet friendly, Wi-Fi, walk to the beach!

Pink Flamingo at the Beach - Pet friendly, Wi-Fi, walk to the beach!
East Ocean View
8.4 out of 10, Very good, (17 reviews)
"Great stay! Highly recommended!"
United States
Tiana S.
Pink Flamingo at the Beach - Pet friendly, Wi-Fi, walk to the beach!
Exterior

19. Old Time Ocean View Cottage

Old Time Ocean View Cottage
Cottage Park
6.8 out of 10, (3 reviews)
"This was one of the most enjoyable stays. My family and i spent countless hours on the porch even though we couldn't see the ocean we could hear it. Everything was clean and very comfortable We will be returning "
United States
CAROL R.
Old Time Ocean View Cottage
Exterior

20. Manor and Mutts #2 - Beach Front, Pet Friendly, Wi-Fi, Parking, W/D, King Bed

Manor and Mutts #2 - Beach Front, Pet Friendly, Wi-Fi, Parking, W/D, King Bed
Willoughby Spit
8.6 out of 10, Excellent, (39 reviews)
"The cottage was clean and we liked the location."
United States
Diane M.
Manor and Mutts #2 - Beach Front, Pet Friendly, Wi-Fi, Parking, W/D, King Bed
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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Top Isle of Wight County Hotel Reviews

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

10/10 Excellent
"Great family hotel! Huge pool, water play area, put put golf, pingpong, volleyball, kids playground, and complimentary breakfast, and more! No alcohol sales on property so bring your own. I will re-book!!"
Gina 1-night trip
Posted less than an hour ago
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Find out more about Isle of Wight County

Isle of Wight County Cottages information

Number of reviews
1,253
Accommodation
149 Cottages
Lowest Price
CA $467
Highest Price
CA $485

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