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

Vacation Homes in Isle of Wight County

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Check prices for these dates

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

Our top choices for Isle of Wight County vacation homes

A beach path leading to the ocean with sparse vegetation.

1. Your own private beach with this charming 3-bedroom beachfront house!

Your own private beach with this charming 3-bedroom beachfront house!
Cottage Line
9.4 out of 10, Exceptional, (62 reviews)
"Beautiful home and property. The private beach access is top tier. Everyone had a great time, including our dog! Would definitely stay here again, when in the area."
United States
Beth C.
Your own private beach with this charming 3-bedroom beachfront house!
A modern kitchen with white cabinets, stainless steel appliances, and a tiled backsplash.

2. Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Portsmouth
8.0 out of 10, Very good, (48 reviews)
"Nice property. Neighborhood was very nice."
United States
John B.
The price is AED 474
AED 1,287 total
includes taxes & fees
11 Nov - 12 Nov
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
A kitchen with a wooden island, bar stools, a ceiling fan, and a refrigerator.

3. Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly

Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly
Bayview
8.6 out of 10, Excellent, (10 reviews)
"Very Clean, beautiful property situated just blocks from the beach. Neighborhood was very friendly. The entire stay in this charming cottage was delightful!"
United States
Todd C.
The price is AED 496
AED 1,375 total
includes taxes & fees
2 Nov - 3 Nov
Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly
A sandy beach path leading to the ocean, surrounded by green grass.

4. Norfolk 3BR + Fenced Yard + Dog Friendly + Near Beach

Norfolk 3BR + Fenced Yard + Dog Friendly + Near Beach
Bayview
9.6 out of 10, Exceptional, (35 reviews)
"Very clean and comfortable "
United States
Crystal H.
Norfolk 3BR + Fenced Yard + Dog Friendly + Near Beach
A modern interior with a staircase, a door with a decorative glass panel, and a hallway with a tiled floor.

5. Bright 3-bedroom beach house with AC in charming Norfolk

Bright 3-bedroom beach house with AC in charming Norfolk
Willoughby Spit
9.6 out of 10, Exceptional, (13 reviews)
"The property is spacious and conveniently located near the beach and restaurants. It is family-friendly and the host is exceptionally communicative. I plan to return in the future."
United States
Sheryll
The price is AED 430
AED 1,314 total
includes taxes & fees
18 Oct - 19 Oct
Bright 3-bedroom beach house with AC in charming Norfolk
A living room with a sofa, two wicker chairs, a small table, a bar area, and a large sliding glass door leading to an outdoor pool area.

6. The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer

The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
Williamsburg
10.0 out of 10, Exceptional, (100 reviews)
"My family had a wonderful stay. Location was perfect, just a short drive to Williamsburg. The pool was a nice treat after a long day of walking. I would definitely recommend this property."
United States
Dawn J.
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
A spacious living room with a white sofa, a teal sectional, and a patterned rug.

7. Pet Friendly Family Getaway + 1 Block from Beach + Game Room + Fenced Yard

Pet Friendly Family Getaway + 1 Block from Beach + Game Room + Fenced Yard
Bayview
10.0 out of 10, Exceptional, (25 reviews)
The price is AED 685
AED 1,926 total
includes taxes & fees
25 Oct - 26 Oct
Pet Friendly Family Getaway + 1 Block from Beach + Game Room + Fenced Yard
A modern kitchen with a central island, bar stools, and a dining table with chairs.

8. Oasis at the Creek

Oasis at the Creek
Chesapeake
9.8 out of 10, Exceptional, (25 reviews)
"Very cute and perfect place to stay away from home. Will definitely return."
United States
Irene R.
Oasis at the Creek
A waterfront view from a wooden deck with a white railing, a dock extending into the water, and a clear blue sky.

9. Big Waterfront House! Fishing Dock, Arcade, Garage Parking, Walk to Beach!

Big Waterfront House! Fishing Dock, Arcade, Garage Parking, Walk to Beach!
Willoughby Spit
9.0 out of 10, Wonderful, (7 reviews)
The price is AED 823
AED 1,693 total
includes taxes & fees
15 Oct - 16 Oct
Big Waterfront House! Fishing Dock, Arcade, Garage Parking, Walk to Beach!
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, an oven, and a dishwasher.

10. 5 Minutes to the Casino!Family sized home 3 bedroom with patio and a game room

5 Minutes to the Casino!Family sized home 3 bedroom with patio and a game room
Portsmouth
9.2 out of 10, Wonderful, (52 reviews)
"Great overall stay perfect for our family. It was on a great location. I highly recommend this place."
United States
Gregory G.
5 Minutes to the Casino!Family sized home 3 bedroom with patio and a game room
A garage with a green sofa, a white table, and a patterned chair.

11. Cozy 1-bedroom barn in marvelous Hampton with AC

Cozy 1-bedroom barn in marvelous Hampton with AC
Hampton
10.0 out of 10, Exceptional, (1 review)
The price is AED 496
AED 1,566 total
includes taxes & fees
14 Nov - 15 Nov
Cozy 1-bedroom barn in marvelous Hampton with AC
Indoor pool

12. Kings Creek

Kings Creek
2.0 star property
Williamsburg
2.0 out of 10, (1 review)
"We never got to stay at the property because Expedia never posted the booking and it is impossible to contact Expedia to resolve any type of issue. I wouldn't recommend that anyone use that site to book a reservation. We were traveling and was 3 hours from home and was turned away from the resort because Expedia had not given the information to the resort. We had to find last minute accommodation and are still trying tl get our money back. "
United States
Michael
Kings Creek
A living room with a beige sofa, a white ottoman, a patterned rug, a wooden chair, and a small table.

13. Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Portsmouth
8.8 out of 10, Excellent, (13 reviews)
"It was perfect! Just what we needed for a quick visit with family and could bring the dog!"
United States
Kimberly
The price is AED 523
AED 883 total
includes taxes & fees
15 Oct - 16 Oct
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
A covered outdoor area with a view of a lake, a door with a sign, and a ceiling fan.

14. The Mermaids Lair 🧜‍♀️

The Mermaids Lair 🧜‍♀️
Portsmouth
9.0 out of 10, Wonderful, (16 reviews)
"Wonderful and peaceful stay. The natural light from all the windows was beautiful. "
United States
Isabelle D.
The Mermaids Lair 🧜‍♀️
A covered deck with Adirondack chairs and a table, wooden siding walls, and a pergola structure.

15. Norfolk Cottage • Near Ocean View + Dog Friendly

Norfolk Cottage • Near Ocean View + Dog Friendly
Norfolk
10.0 out of 10, Exceptional, (42 reviews)
"Great little house. Host answered our questions quickly and our stay was great. "
United States
Samantha A.
Norfolk Cottage • Near Ocean View + Dog Friendly
A porch with wicker chairs, a decorative gnome, and a mailbox.

16. The Williamsburg Haven

The Williamsburg Haven
Williamsburg
10.0 out of 10, Exceptional, (29 reviews)
"great place"
United States
Emily J.
The Williamsburg Haven
A wooden boardwalk leading to a sandy beach with clear blue water and a few boats in the distance.

17. Ocean View 3BR + Fenced Yard + Dog Friendly

Ocean View 3BR + Fenced Yard + Dog Friendly
East Ocean View
9.8 out of 10, Exceptional, (19 reviews)
"The vacation house was wonderful. It was close to the beach and grocery stores. The beach itself was clean and dog friendly. Enjoyed our stay."
United States
Dee P.
Ocean View 3BR + Fenced Yard + Dog Friendly
A modern kitchen with white cabinets, granite countertops, and a dishwasher. There are two windows providing views of the backyard.

18. Charming 3-bedroom house with WiFi, AC in fantastic Gloucester Point

Charming 3-bedroom house with WiFi, AC in fantastic Gloucester Point
Gloucester Point
9.6 out of 10, Exceptional, (14 reviews)
"Great property and look forward to hopefully staying again in the future!"
United States
Todd H.
Charming 3-bedroom house with WiFi, AC in fantastic Gloucester Point
A spacious living room with hardwood floors, a leather sofa, a dining table with chairs, a ceiling fan, and large windows offering a view of the outside.

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

Waterfront Home w/ Deck & Yard in Hampton!
Hampton
9.8 out of 10, Exceptional, (11 reviews)
"The home was well equipped and centrally located with easy access to local beaches and nature preserve for a relaxing trip. "
United States
Karen R.
Waterfront Home w/ Deck & Yard in Hampton!
A spacious living room with a dark wood floor, a gray sectional sofa, a coffee table with a plant, and a ceiling fan.

20. Portsmouth 3BR Near Casino, Comfy, Spacious Yard Stay, Sleeps 6!

Portsmouth 3BR Near Casino, Comfy, Spacious Yard Stay, Sleeps 6!
Portsmouth
9.2 out of 10, Wonderful, (19 reviews)
"Great property exactly as described. Owner was very kind and helpful"
United States
Amber A.
Portsmouth 3BR Near Casino, Comfy, Spacious Yard Stay, Sleeps 6!
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 8 hours ago
Embassy Suites by Hilton Hampton Convention Center

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