Photo by Trina

Holiday Homes in Port Haywood

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Check prices for these dates

Our top choices for Port Haywood holiday homes

1. 1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
Mathews
10.0 out of 10, Exceptional, (43 reviews)
"We had a great time at Baydreamin'."
United States
Crystal D.
The price is NZ$570
includes taxes & fees
16 Nov - 17 Nov
1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

2. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
Gloucester
9.4 out of 10, Exceptional, (35 reviews)
"We loved the 1920’s feeling to the home. The cleanliness and quiet location were exactly what we were looking for. We were just a block from the historical center and took advantage of the shops and eateries. We would definitely stay here afain"
United States
David
The price is NZ$620
includes taxes & fees
10 Nov - 11 Nov
Radiant Gloucester House w/ Private Porch!

3. Located in the Heart of Gloucester Courthouse!

Located in the Heart of Gloucester Courthouse!
Gloucester
10.0 out of 10, Exceptional, (2 reviews)
"The house in Gloucester was a great place for a girls’ getaway. We enjoyed the time there. The house was just what we needed. Well stocked and clean. The communication with the host was timely and informative."
United States
Susan G.
The price is NZ$638
includes taxes & fees
12 Nov - 13 Nov
Located in the Heart of Gloucester Courthouse!

4. Deltaville 2BR Retreat, Walk to Museum, Boat Parking

Deltaville 2BR Retreat, Walk to Museum, Boat Parking
Deltaville
10.0 out of 10, Exceptional, (75 reviews)
"Everything was perfect - loved staying here. "
United States
John L.
Deltaville 2BR Retreat, Walk to Museum, Boat Parking

5. Walk to Dining, Beach & Park~Family Friendly Home!

Walk to Dining, Beach & Park~Family Friendly Home!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (9 reviews)
"The close proximity to the park was perfect for our children and walking our dog"
United States
Jeff
The price is NZ$570
includes taxes & fees
17 Nov - 18 Nov
Walk to Dining, Beach & Park~Family Friendly Home!

6. The Bungalow, Pool, Dock, Kayaks, & Game Room

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
The price is NZ$601
includes taxes & fees
10 Nov - 11 Nov
The Bungalow, Pool, Dock, Kayaks, & Game Room

7. NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (8 reviews)
"Very clean and comfortable close to the beach and downtown. It was the perfect location. We had a lovely time at the beach and strolling through the shops. Great for a 3 day getaway"
United States
Doreen G.
The price is NZ$651
includes taxes & fees
12 Nov - 13 Nov
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

8. First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!

First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!
Tower Hill
The price is NZ$710
includes taxes & fees
18 Nov - 19 Nov
First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!

9. Golf cart included! 5 blocks to the beach, and in historic district!

Golf cart included! 5 blocks to the beach, and in historic district!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (17 reviews)
"The home was perfectly situated in Cape Charles and on a quiet street. The home was well equipped with everything, the kitchen was well stocked with all the cooking pots/pans and anything you needed to cook with. Check out was a breeze! The screened in porch was perfect in the evening. Golf cart is always a nice touch for properties in Cape Charles."
United States
Lori G.
The price is NZ$893
includes taxes & fees
11 Nov - 12 Nov
Golf cart included! 5 blocks to the beach, and in historic district!

10. A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!

A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!
Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (15 reviews)
"Really enjoyed our stay! Great location by the park, lots of space for our family. Fun board games, too :)"
United States
Alexa Q.
The price is NZ$1,097
includes taxes & fees
12 Nov - 13 Nov
A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!

11. New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay and cute cottage and location"
United States
Elsie W.
The price is NZ$717
includes taxes & fees
11 Nov - 12 Nov
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

12. Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (66 reviews)
"Great house perfect for our family very conveniently located!"
United States
Dorothy A.
The price is NZ$910
includes taxes & fees
17 Nov - 18 Nov
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

13. Bay Creek Home~ King Suite & Family Friendly Loft!

Bay Creek Home~ King Suite & Family Friendly Loft!
Cape Charles
9.8 out of 10, Exceptional, (8 reviews)
"So many amenities and a wonderful place to stay! Loved the beach and Downtown Cape Charles! Just a great stay all around! Best Spring Break Ever : )"
United States
Sarah J.
The price is NZ$835
includes taxes & fees
1 Dec - 2 Dec
Bay Creek Home~ King Suite & Family Friendly Loft!

14. 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, (153 reviews)
"Great property and location. Loved easy walk to down town and the beach. Spent lots of time on front porch."
United States
John T.
The price is NZ$868
includes taxes & fees
10 Nov - 11 Nov
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

15. Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!

Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!
Cape Charles
The price is NZ$938
includes taxes & fees
18 Nov - 19 Nov
Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!

16. Walk 2 Beach & Restaurants~Central Park~ King Bed!

Walk 2 Beach & Restaurants~Central Park~ King Bed!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (13 reviews)
"We really enjoyed this spot and look forward to returning! The hosts were very responsive and nearby should something come up. When we arrived there were items for us from the local bakery and the house is was stocked in a thoughtful way which allows you to pack lightly. Park proximity and a short beach walk was perfect. Sets a high bar for a pet friendly stay!"
United States
Alex and Celena M.
The price is NZ$647
includes taxes & fees
6 Dec - 7 Dec
Walk 2 Beach & Restaurants~Central Park~ King Bed!

17. Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden

Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
Locust Hill
10.0 out of 10, Exceptional, (41 reviews)
"The hosts made sure that everything in the house made one feel comfortable and at home. The view is fantastic and the landscaping with the rose garden and pool on a sunny day is inviting and relaxing. We enjoyed our stay "
United States
Mary S.
Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden

18. Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (24 reviews)
"Loved our stay at the Salt Box! Great location and cute house - wish we could have stayed longer. "
United States
Katie I.
The price is NZ$735
includes taxes & fees
29 Nov - 30 Nov
Salt Box, One Block to the Beach

19. 8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard

8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard
North Newport News
10.0 out of 10, Exceptional, (25 reviews)
"This house is stunning! Beautiful home, so clean, convenient to absolutely everything! It deserves way more than 5 stars! "
United States
Amy J.
The price is NZ$1,701
includes taxes & fees
10 Nov - 11 Nov
8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard

20. Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.6 out of 10, Exceptional, (34 reviews)
"Great location. Excellent view. The F22 Raptors were cool to see. Not so loud. Host was great. The place does not have a full size oven, so plan accordingly. Beds were comfy."
United States
Jim G.
The price is NZ$820
includes taxes & fees
12 Nov - 13 Nov
Sojourn Aviators Dream on Back River
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.

Learn more about Port Haywood

Head to sights like Chesapeake Bay as you discover the local area in Port Haywood.

A seashell on a sandy beach.
Photo by Trina
Open Photo by Trina