Port Haywood Vacation Rentals from CA $175: Short-Term Rentals for 2025

Q: What are some of the best vacation rentals that Port Haywood has to offer?

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach : This vacation home rental near Port Haywood is located near the beach and has a balcony, a private yard, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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Vacation Rentals in Port Haywood

"Amazing"

"Beautiful, clean, quiet, safe, friendly! will come back! "

"We would definitely stay here again!"

"Clean awesome place to stay…handy to all amenities "

"We had a great trip. House has an awesome location right by the public beach. House is set up for kids and very comfortable for a few families. Convenient parking for cars and golf carts with a private driveway and two empty garage bays. "

"Prime location, great stay!"

"Dated and not modern, clean but not a getaway or vacation rental, stove and oven dirty, only a few dishwater items available. "

"Wanted a private place on the water, pictures don’t show a new home built directly behind this house. The fire pit and hot tub are basically in the front yard of the new house. If privacy aren’t an issue and great views are all the matters then this place is perfect."

"We thoroughly enjoyed our weekend. The house was lovely and clean, and the lawn and dock were perfect for getting some sun and watching the ospreys tend their nest. Aaron greeted us and made us feel welcome and responded to the one or two questions we had during our stay. "

"Clean, neat and extremely close to the sea"

"We loved our short stay here. The cottage was very nice and located in a great spot. You could see the water from the screened in front porch. The cottage had everything we needed and was very comfortable and clean!The owners were awesome at communicating and everything was a breeze.We love Cape Charles and will definitely stay here when we come back!"

CA $698 total

includes taxes & fees

Sep 1 - Sep 2

"This is a lovely quiet property on the water. It was the best supplied property I’ve ever stayed in with food in the cupboard and fridge and bath room toiletries, even an extra toothbrush. (Good thing because I forgot mine.) There’s plenty of room to spread out and even a pool table. Highly recommended for your next trip to this wonderful little corner of the world. "

"Wonderful location, host communicated well"

CA $627 total

includes taxes & fees

Sep 1 - Sep 2

"We come here at least once a year, so clean, beautifully curated, and excellent location. "

"Gwynns Island is such a quaint getaway . Everyone is friendly and helpful. Peaceful and quiet, where you come together with nature. The cottage was perfect, well equipped and very inviting. We brought our fur babies and they loved it. It was very relaxing and enjoyable. "

"Loud music from Hook and Harvey was just too damn loud after 10 pm. "

"What a wonderful place to enjoy a peaceful, beautiful Mother's Day weekend with my lovely bride. We took long walks, enjoyed the local scene and just spent lots of time enjoying the porches. The cottage supports all of this perfectly. We couldn't ask for more and can't wait until our next opportunity to stay at the Key Cottage!"

"It was perfect size for our large group and host was very nice. They allowed dogs which was a lifesaver! Cute home and area. We would love to come back. "

"Property manager canceled my stay with no notice. I had already driven a great distance to be there. Took several days for them to issue the refund despite the fact that they canceled the reservation same day. Actually they told me I had to cancel the reservation on my end. I assume this was so they would still get the money from the reservation, but I called to cancel it and explain the situation. Long story short don’t book here."

CA $382 total

includes taxes & fees

Sep 1 - Sep 2

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Everything you need to know about Port Haywood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Port Haywood vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Port Haywood vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Port Haywood vacation rentals we have selected for you start as low as CA $175 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 vacation 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 vacation.

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.

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Frequently asked questions

Are there vacation rentals in Port Haywood?

Yes, we have vacation rentals near the most popular local attractions in Port Haywood, or you can select a more secluded option if you'd like a relaxing place to stay.

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

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach: This vacation home rental near Port Haywood is located near the beach and has a balcony, a private yard, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Port Haywood?

Choose from 4 Expedia vacation rentals in Port Haywood for a memorable vacation.

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 Bethel Beach Natural Area Preserve. In the larger area, you’ll find Gwynn's Island Musuem and Cuba Island.

What are vacation rentals like in Port Haywood?

Vacation rentals are privately owned properties you can book for a short or long stay in Port Haywood. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.

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Port Haywood Vacation Rentals

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Vacation Rentals in Port Haywood

Private, 7-acre waterfront retreat on Winter Harbor Haven

King’s Creek Resort by Spinnaker

Cottage on a Private Island in the York River

Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

Beachfront - unbeatable location - steps to beach & shops - sunsets from porch!

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

Perfect Cozy Vacation Rental on the Eastern Shore

Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!

Sisters 3 by the Sea, 400 Feet To The Beach

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

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

Bay Dream Believer Cottage on Beautiful East River Waterfront

Buskey's Cozy Haven Williamsburg.5 Minutes from Busch Gardens and Water Country

Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access

Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

Summer at the Rivah in Irvington! Come see for yourself!

New Home On Rural Eastern Shore Farm

Heart of City - Pool - Parking - Self check-in

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