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

Search Isle of Wight County Cottage Rentals from CA $513

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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

A covered porch with wooden benches and chairs, large windows, and a view of a grassy area.

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, (95 reviews)
"Our family of 6 (age range 20’s to 80’s) enjoyed all of the rooms and porches. The air conditioners kept the home comfortable and the porches were cozy for those who like it warmer. We liked the convenience of being able to make our own breakfasts and dinners here. Having a grill was a bonus."
United States
Susan C.
The price is CA $188
CA $524 total
includes taxes & fees
Oct 15 - Oct 16
Restored 1930s Cottage on 1 Acre w/ Fire Pit
A two-story house with a sloped roof, a front porch, and a chimney.

2. Rustic Beach Front Apartment - Cozy, Rustic and On the Beach! - 2 BR/1.5 Bath

Rustic Beach Front Apartment - Cozy, Rustic and On the Beach! - 2 BR/1.5 Bath
Cottage Park
8.4 out of 10, Very good, (48 reviews)
"Wonderful accommodations. Thank you for a great stay!"
United States
M. B.
Rustic Beach Front Apartment - Cozy, Rustic and On the Beach! - 2 BR/1.5 Bath
A two-story house with a white porch and a mailbox.

3. Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
9.0 out of 10, Wonderful, (305 reviews)
"Great space, close to a great beach, loved that it’s pet friendly with space for our dog to run around, a good park within walking distance, and host was very communicative. Loved our time here!"
United States
Anonymous traveller
The price is CA $249
CA $603 total
includes taxes & fees
Oct 18 - Oct 19
Norfolk Beach Cottage Rental
A wooden deck leading to a beach area with a view of the ocean.

4. Mermaid's and Mutts Retreat - Beach Front, Pet Friendly, Wi-Fi, Off-Street Park

Mermaid's and Mutts Retreat - Beach Front, Pet Friendly, Wi-Fi, Off-Street Park
Cottage Line
8.8 out of 10, Excellent, (37 reviews)
"This was an amazing stay. The beach was quiet and sitting on the deck was so peaceful. "
United States
Travis S.
Mermaid's and Mutts Retreat - Beach Front, Pet Friendly, Wi-Fi, Off-Street Park
Point of interest - Anvil Campground (Williamsburg)

5. 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, (24 reviews)
"Great location and charm"
United States
Scott M.
Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room
A two-story building with a gabled roof, a front entrance with a staircase, and a parking lot in front.

6. 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, (2 reviews)
"Great spot for a family trip to Williamsburg. Super close to Water Country and Busch Gardens. Beds were very comfortable. I highly recommend."
United States
stacy m.
GREAT FAMILY FUN! SOMETHING FOR ALL! SUN-SURF! NEAR HISTORICAL WILLIAMSBURG!
A two-story house with a prominent brick chimney, a front porch with steps, and a small garden with various plants.

7. 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, (383 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
A house with a brick chimney, white railings, and a white picket fence.

8. 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
10.0 out of 10, Exceptional, (247 reviews)
"We had a wonderful stay! The home was exceptionally clean, in a great location, and had so many thoughtful touches that made us feel welcome and comfortable. Everything was exactly as described, and the hosts clearly take pride in providing a great experience. We would definitely stay here again and will be reserving this home for future trips. Highly recommend!"
United States
Adrienne L.
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access
A yellow house with a white fence, surrounded by well-maintained bushes and a gravel driveway.

9. 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, (176 reviews)
"We absolutely loved our stay at the Yorktown Cottage. Everything was exactly as described. Walking distance to the beach and restaurants and a trolley stop across the street was so convenient. The house was clean, decorated beautifully and nice and organized. We would return here in a heartbeat!"
United States
Katie
The price is CA $407
CA $750 total
includes taxes & fees
Oct 16 - Oct 17
Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access
A two-story house with a covered porch and a wooden deck.

10. 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!
A single-story house with a front porch, a small tree, and a well-maintained lawn.

11. 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
A wooden deck with a table and chairs, surrounded by trees and a body of water.

12. 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!
A two-story house with a sloped roof, a front porch, and a chimney.

13. 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
A covered outdoor area with a concrete floor, white railings, and a view of a beach with dunes and vegetation.

14. 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
A pink brick building with a white door, two windows with decorative frames, and a small porch area.

15. 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
8.0 out of 10, Very good, (18 reviews)
"Great stay! Highly recommended!"
United States
Tiana S.
Pink Flamingo at the Beach - Pet friendly, Wi-Fi, walk to the beach!
A modern building with large windows and a wooden deck overlooking a forested area.

16. ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest

ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
Surry
9.8 out of 10, Exceptional, (252 reviews)
"We loved the location and everything was fantastic. A very relaxing getaway."
United States
Kirby S.
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
A patio with a wooden table and chairs, a red door, and a wooden fence with string lights.

17. Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!

Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!
Portsmouth
9.2 out of 10, Wonderful, (27 reviews)
"Great small home would rent again"
United States
Ronnie B.
The price is CA $166
CA $513 total
includes taxes & fees
Oct 18 - Oct 19
Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!
A house with a porch, a wooden fence, and a sign that reads "Beach".

18. 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
A house with a large lawn, surrounded by tall trees.

19. Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Hayes
8.4 out of 10, Very good, (5 reviews)
"Great property. Waterfront with pier, huge yard, beautiful home with pool table, hot tub and projector set up. 100% would stay here again and recommend as would all of the family we had stay or visit us there. "
United States
Steve F.
The price is CA $348
CA $1,765 total
includes taxes & fees
Oct 20 - Oct 21
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
A small, single-story house with a green exterior and white trim. It features a front door, two windows, and a small porch.

20. Sandy Mutts at the Beach

Sandy Mutts at the Beach
East Ocean View
8.0 out of 10, Very good, (16 reviews)
"Great place to stay. The beach access and the B&B were perfect "
United States
Joseph A.
Sandy Mutts at the Beach
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

Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center

10/10 Excellent
"It a beautiful place but the floor was fillthy."
Dorcas 1-night trip
Posted 7 hours ago
Embassy Suites by Hilton Hampton Convention Center

Find out more about Isle of Wight County

Isle of Wight County Cottages information

Number of reviews
1,703
Accommodation
149 Cottages
Lowest Price
CA $513
Highest Price
CA $1,765

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