Photo by Trina

Search Vacation Homes in Port Haywood

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Port Haywood vacation homes

Property grounds
Salt Box, One Block to the Beach

Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (14)
"Very nice. Central to everything. "
United States
Greg D.
The price is AED 275
AED 1,110 total
includes taxes & fees
15 Dec - 16 Dec
Salt Box, One Block to the Beach
Sun loungers, beach towels
Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!

Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!

Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!
Mathews
10.0 out of 10, Exceptional, (35)
"Very clean. Beds comfortable. Host very responsive nice quiet area Check in was easy as well as check out. "
United States
James R.
The price is AED 459
AED 1,143 total
includes taxes & fees
15 Dec - 16 Dec
Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!
Pool
1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access
Cape Charles
10.0 out of 10, Exceptional, (1)
"Chip was very welcoming and had great communication and made sure we had everything we needed. The home was spotless and exceeded our expectations. The location was perfect for us. We really enjoyed the pickleball courts."
United States
Chris W.
The price is AED 357
AED 1,509 total
includes taxes & fees
17 Dec - 18 Dec
1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access
Dining
Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment

Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment

Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (3)
"Wonderful property! Well equipped, clean and convenient. "
United States
Stephanie R.
The price is AED 453
AED 1,286 total
includes taxes & fees
14 Dec - 15 Dec
Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment
Exterior
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
Yorktown
9.4 out of 10, Exceptional, (46)
"Location is ideal"
United States
Christy M
The price is AED 661
AED 855 total
includes taxes & fees
22 Dec - 23 Dec
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
Interior
Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!

Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!

Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (7)
"Cute, well stocked rental. We had a comfortable stay and the house met the needs of our family of 4. We enjoyed the central location and close proximity to the park. The hosts were friendly and responsive. We hope to visit again!"
United States
Beth
The price is AED 400
AED 1,231 total
includes taxes & fees
18 Dec - 19 Dec
Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!
Interior
Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.6 out of 10, Exceptional, (27)
"My family enjoyed the experience of staying near the water. The views were lovely! "
United States
Precious E.
The price is AED 506
AED 1,695 total
includes taxes & fees
12 Jan - 13 January 2026
Sojourn Aviators Dream on Back River
Beach
Experience Tiny Living, in Cape Charles, Va

Experience Tiny Living, in Cape Charles, Va

Experience Tiny Living, in Cape Charles, Va
Cape Charles
10.0 out of 10, Exceptional, (1)
"Exactly what listing said! Was super clean and perfect for our short trip! Easy drive to and from the beach and the town of Cape Charles"
United States
Ella D.
The price is AED 824
AED 1,041 total
includes taxes & fees
14 Dec - 15 Dec
Experience Tiny Living, in Cape Charles, Va
Exterior detail
The Peach St. House - 1 Block to Park and Shops, close to beach!

The Peach St. House - 1 Block to Park and Shops, close to beach!

The Peach St. House - 1 Block to Park and Shops, close to beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (12)
"The house was charming and the hosts were superb. And the location couldn’t be better. "
United States
Elizabeth R.
The price is AED 501
AED 1,803 total
includes taxes & fees
5 Jan - 6 January 2026
The Peach St. House - 1 Block to Park and Shops, close to beach!
Smart TV, fireplace, books, computer monitors
Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!

Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!

Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!
Historic Downtown Cape Charles
The price is AED 350
AED 1,690 total
includes taxes & fees
17 Dec - 18 Dec
Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!
Interior
Bring the whole family to the Summer House. 6 bedroom, 2 bath sleeps 12.

Bring the whole family to the Summer House. 6 bedroom, 2 bath sleeps 12.

Bring the whole family to the Summer House. 6 bedroom, 2 bath sleeps 12.
2.0 star property
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (4)
"House was very clean and well maintained. Kitchen was well stocked - we needed nothing extra. The front porch was used every day, as was the outside shower in the back yard. The proximity to Central Park was a delight."
United States
Martin M.
The price is AED 2,000
AED 4,467 total
includes taxes & fees
15 Dec - 16 Dec
Bring the whole family to the Summer House. 6 bedroom, 2 bath sleeps 12.
Exterior
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach
Cape Charles
10.0 out of 10, Exceptional, (27)
"Our family loved the house, location, and the wonderful town of Cape Charles. We will be coming back next year. "
United States
Todd E.
The price is AED 1,117
AED 3,570 total
includes taxes & fees
22 Dec - 23 Dec
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach
Beach nearby
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (145)
"Had a wonderful time , house was warm and inviting walking distance to both the beach and local shops and restaurants. Hope we ca n come back again@"
United States
Jean w.
The price is AED 643
AED 1,759 total
includes taxes & fees
2 Jan - 3 January 2026
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Beach nearby
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
Cape Charles
10.0 out of 10, Exceptional, (1)
"This was a great stay, we loved everything about it. Highly recommended. We will definitely return."
United States
William
The price is AED 845
AED 1,069 total
includes taxes & fees
23 Dec - 24 Dec
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
Fridge, microwave, oven, stovetop
Anchors Aweigh

Anchors Aweigh

Anchors Aweigh
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (12)
"This house was the perfect location, hosts were great and we loved our stay! Beautiful property inside and out. "
United States
Kathryn T.
The price is AED 826
AED 2,225 total
includes taxes & fees
23 Dec - 24 Dec
Anchors Aweigh
Beach nearby, sun loungers, beach towels
Bay Creek Meets Historic Cape Charles! pool access!

Bay Creek Meets Historic Cape Charles! pool access!

Bay Creek Meets Historic Cape Charles! pool access!
Cape Charles
10.0 out of 10, Exceptional, (31)
"We had a great stay. The house was perfect for a family with young children and well-equipped for our family. "
United States
Sarah M.
The price is AED 975
AED 2,124 total
includes taxes & fees
22 Dec - 23 Dec
Bay Creek Meets Historic Cape Charles! pool access!
Beach nearby
Restored 1930’s Tiny Home 3 min to Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles
Cape Charles
The price is AED 845
AED 1,069 total
includes taxes & fees
14 Dec - 15 Dec
Restored 1930’s Tiny Home 3 min to Cape Charles
Beach nearby
Whimsical Tiny House, Cape Charles Virginia

Whimsical Tiny House, Cape Charles Virginia

Whimsical Tiny House, Cape Charles Virginia
Cape Charles
9.2 out of 10, Wonderful, (14)
"The place was cute and clean, it is NOT in the town of Cape Charles. Surrounding area less than desirable. Perfect if the actual tiny house was within the town as advertised. "
United States
Tanya R.
The price is AED 883
AED 1,095 total
includes taxes & fees
11 Jan - 12 January 2026
Whimsical Tiny House, Cape Charles Virginia
Fridge, microwave, oven, stovetop
Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park

Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park

Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (82)
"Beautiful home and very well equipped with everything you would need to have a wonderful vacation. Perfect location just blocks from the park/play ground, down town and the beach."
United States
Scott D.
The price is AED 1,319
AED 4,663 total
includes taxes & fees
26 Dec - 27 Dec
Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park
1 bedroom, iron/ironing board, WiFi, bed sheets
Tiny House Hideaway with King sized Bed

Tiny House Hideaway with King sized Bed

Tiny House Hideaway with King sized Bed
Cape Charles
9.6 out of 10, Exceptional, (5)
"We absolutely enjoyed our little tiny home! The property was great and the things to do close by were great! We would definitely stay again! "
United States
Leslie
The price is AED 929
AED 1,176 total
includes taxes & fees
23 Dec - 24 Dec
Tiny House Hideaway with King sized 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Port Haywood Hotel Reviews

King’s Creek Resort by Spinnaker

King’s Creek Resort by Spinnaker

10/10 Excellent
"great stay"
Anna 3-night trip
Posted 2 days ago
King’s Creek Resort by Spinnaker