Port Haywood Holiday Rentals

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Our top choices for Port Haywood holiday rentals

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 reviews)
"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 NZ$826
includes taxes & fees
20 May - 21 May
Bay Creek Meets Historic Cape Charles! pool access!

Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (21 reviews)
"The duplex was in a great location, very clean, and had everything you could possibly need. "
United States
Sam B.
The price is NZ$722
includes taxes & fees
20 May - 21 May
Salt Box, One Block to the Beach

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, (38 reviews)
"The house was cozy, clean, and welcoming. Would definitely recommend! Rooms were all very spacious. "
United States
Casey J.
The price is NZ$521
includes taxes & fees
18 May - 19 May
Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!

Pet Friendly Tiny Livin 3min from Cape Charles

Pet Friendly Tiny Livin 3min from Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (11 reviews)
"Great stay easy access to Cape Charles and the beach"
United States
andrew c.
The price is NZ$475
includes taxes & fees
17 May - 18 May
Pet Friendly Tiny Livin 3min from Cape Charles

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, (1 review)
"This is an outstanding property in a great location!"
United States
Woodrow A.
The price is NZ$616
includes taxes & fees
14 May - 15 May
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

Whimsical Tiny House, Cape Charles Virginia

Whimsical Tiny House, Cape Charles Virginia
Cape Charles
9.2 out of 10, Wonderful, (14 reviews)
"We love staying in the tiny home, Eric was such a nice host"
United States
Cathy W.
The price is NZ$474
includes taxes & fees
14 May - 15 May
Whimsical Tiny House, Cape Charles Virginia

Experience Tiny Living, in Cape Charles, Va

Experience Tiny Living, in Cape Charles, Va
Cape Charles
10.0 out of 10, Exceptional, (2 reviews)
"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 NZ$444
includes taxes & fees
14 May - 15 May
Experience Tiny Living, in Cape Charles, Va

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, (5 reviews)
"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 NZ$841
includes taxes & fees
18 May - 19 May
1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful place by the ocean with a sunset so amazing it humbles you. Will stay here again. The host was excellent in communicating and helping out when required."
United States
Arun S.
The price is NZ$620
includes taxes & fees
17 May - 18 May
Smith Beach cottage w/ private sunset

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 NZ$448
includes taxes & fees
17 May - 18 May
Restored 1930’s Tiny Home 3 min to Cape Charles

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, (10 reviews)
"We had a wonderful and relaxing stay at this Cape Charles property. The hosts were attentive and welcoming, checking in to make sure we had everything we needed. The bed was comfortable, the kitchen was well-stocked with everything we needed for cooking, and the house itself was so cute and cozy. The location was perfect, within easy walking distance of downtown shops and restaurants. We’d definitely stay here again!"
United States
Regina J.
The price is NZ$588
includes taxes & fees
18 May - 19 May
Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!

Tiny House Hideaway with King sized Bed

Tiny House Hideaway with King sized Bed
Cape Charles
9.6 out of 10, Exceptional, (5 reviews)
"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 NZ$501
includes taxes & fees
14 May - 15 May
Tiny House Hideaway with King sized Bed

Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.6 out of 10, Exceptional, (29 reviews)
"We loved our stay here! The property is gorgeous, the rooms are bright and spacious, and the kitchen had everything we needed for a week long stay. The kids really loved being able to spend time in the back yard looking at the water and watching the jets fly overhead. Would definitely recommend and will rebook whenever we’re back in town! "
United States
Clare G.
The price is NZ$818
includes taxes & fees
31 May - 1 June
Sojourn Aviators Dream on Back River

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 review)
"This was a great stay, we loved everything about it. Highly recommended. We will definitely return."
United States
William
The price is NZ$444
includes taxes & fees
14 May - 15 May
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Affordable Cottage!

Affordable Cottage!
Deltaville
The price is NZ$546
includes taxes & fees
18 May - 19 May
Affordable Cottage!

The Captains Quarters located in Cape Charles, VA offers breathtaking views.

The Captains Quarters located in Cape Charles, VA offers breathtaking views.
Cape Charles
9.8 out of 10, Exceptional, (47 reviews)
"Great Town, Great people, Great food. Enjoyed the scenery and all the shops. "
United States
Matt P.
The price is NZ$586
includes taxes & fees
14 May - 15 May
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (2 reviews)
"Very comfortable and clean spot. Great quiet morning views of the creak. We enjoyed a relaxing stay. It had everything we needed. "
United States
Jeanna C.
The Waverly Tree House

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 reviews)
"Wonderful property! Well equipped, clean and convenient. "
United States
Stephanie R.
The price is NZ$653
includes taxes & fees
17 May - 18 May
Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment

Tiny House close to the Beaches of Cape Charles

Tiny House close to the Beaches of Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"I enjoyed staying here, solid place!"
United States
Charles B.
The price is NZ$444
includes taxes & fees
14 May - 15 May
Tiny House close to the Beaches of Cape Charles

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, (148 reviews)
"Great place to stay. Near the beach and host was great "
United States
Richard R.
The price is NZ$859
includes taxes & fees
20 May - 21 May
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
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 Port Haywood Hotel Reviews

Find out more about Port Haywood

Everything you need to know about Port Haywood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Port Haywood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Port Haywood holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Port Haywood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Port Haywood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Port Haywood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Port Haywood holiday rentals we have selected for you start as low as NZ$586 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Port Haywood rentals

At Expedia, we put the best Port Haywood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Port Haywood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Port Haywood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Port Haywood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Port Haywood?

Yes, there are holiday rentals close to the most popular sights in Port Haywood, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Port Haywood has to offer?

Bay cottage, Beach 100 yards away! RESERVE NOW!!!: This holiday home rental outside of Port Haywood is located near the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Port Haywood?

Choose from 7 Expedia holiday rentals in Port Haywood for a memorable holiday.

What can I see and do in Port Haywood?

Explore the area and family-friendly sights such as Deltaville Maritime Museum, or get out into nature at a spot like Chesapeake Bay. In the wider area, you’ll find Bethel Beach Natural Area Preserve and Bethel Beach.

What are holiday rentals like in Port Haywood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Port Haywood. Holiday rentals offer extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for small groups.