Photo by Trina

Holiday Homes in Port Haywood

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Find holiday rentals that suit your style

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 AU$452
includes taxes & fees
18 Nov - 19 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 AU$497
includes taxes & fees
13 Nov - 14 Nov
Radiant Gloucester House w/ Private Porch!

3. 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 AU$510
includes taxes & fees
16 Nov - 17 Nov
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

4. 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 AU$454
includes taxes & fees
17 Nov - 18 Nov
Walk to Dining, Beach & Park~Family Friendly Home!

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

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
The price is AU$479
includes taxes & fees
15 Nov - 16 Nov
The Bungalow, Pool, Dock, Kayaks, & Game Room

6. 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 AU$567
includes taxes & fees
18 Nov - 19 Nov
First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!

7. Beautifully Renovated Cottage

Beautifully Renovated Cottage
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (13 reviews)
"Great renovation with open downstairs design and upstairs rain shower was a big hit. Minutes away from beach and downtown!! Will definitely stay again."
United States
Wayland A.
The price is AU$838
includes taxes & fees
9 Dec - 10 Dec
Beautifully Renovated Cottage

8. 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 AU$582
includes taxes & fees
17 Nov - 18 Nov
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

9. 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 AU$917
includes taxes & fees
15 Nov - 16 Nov
A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!

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

Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!
Cape Charles
The price is AU$744
includes taxes & fees
18 Nov - 19 Nov
Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!

11. 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 AU$730
includes taxes & fees
17 Nov - 18 Nov
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

12. 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 AU$1,476
includes taxes & fees
23 Nov - 24 Nov
8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard

13. Marvelous Farm house style with 3-bedrooms in charming Cape Charles

Marvelous Farm house style with 3-bedrooms in charming Cape Charles
Cape Charles
Marvelous Farm house style with 3-bedrooms in charming Cape Charles

14. 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 AU$537
includes taxes & fees
24 Nov - 25 Nov
Walk 2 Beach & Restaurants~Central Park~ King Bed!

15. 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 AU$700
includes taxes & fees
16 Nov - 17 Nov
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

16. 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 AU$613
includes taxes & fees
3 Dec - 4 Dec
Salt Box, One Block to the Beach

17. 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 AU$828
includes taxes & fees
22 Nov - 23 Nov
Golf cart included! 5 blocks to the beach, and in historic district!

18. 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 AU$633
includes taxes & fees
1 Dec - 2 Dec
Sojourn Aviators Dream on Back River

19. 1896 Historic Mansion with a general store

1896 Historic Mansion with a general store
North Newport News
9.8 out of 10, Exceptional, (13 reviews)
"Nice accommodations and nice host. Very accommodating."
United States
Jim R.
The price is AU$1,204
includes taxes & fees
15 Nov - 16 Nov
1896 Historic Mansion with a general store

20. The One-Eighty - 4 Bedroom Beach House

The One-Eighty - 4 Bedroom Beach House
Bay Ridge
9.8 out of 10, Exceptional, (46 reviews)
"Beautiful home and great location."
United States
Adam S.
The price is AU$1,117
includes taxes & fees
15 Nov - 16 Nov
The One-Eighty - 4 Bedroom Beach House
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