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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
10.0 out of 10, Exceptional, (115)
"It was fantastic!! Beautiful property, clean well cared for home rental very well equipped. Felt like home ❤️hosts were also very nice and welcoming, responding to my inquiries very fast. We will definitely come back!"
Private, 7-acre waterfront retreat on Winter Harbor Haven
Cottage on a Private Island in the York River
10.0 out of 10, Exceptional, (304)
"My husband, chihuahua and I stayed at the cottage for 4 days while in Virginia. We loved the view of the water from all the windows that allowed natural light in. We watched all the birds and crabs while sitting on the back porch. The location is great for visiting all the Historic areas. We took a segway tour and Ghost tour in Yorktown. We spent a whole day walking around in Williamsburg. Being a history buff my husband really enjoyed it. I even learned a few things. LOL I would recommend...
Cottage on a Private Island in the York River
Private 5-acre Waterfront Peninsula with Beach
9.4 out of 10, Exceptional, (28)
"I held my daughters 18th birthday party here, and it was incredible! Plenty of room for hanging out and great for overnight guests (lots of rooms and places to sleep). Beautiful house, inside and out! Lots of things to keep people busy and entertained, but just as many for relaxing. Fantastic stay overall with a wonderful host!!! Would absolutely recommend."
The price is CA $812
CA $1,941 total
includes taxes & fees
Jul 11 - Jul 12
Private 5-acre Waterfront Peninsula with Beach
Private Beach - Spacious Dog & Family Friendly Beachfront 4 Bedroom River House
9.6 out of 10, Exceptional, (38)
"Great location. Private beach. Nice quiet neighborhood."
Private Beach - Spacious Dog & Family Friendly Beachfront 4 Bedroom River House
Modern Suite in Historic Building Two Blocks to Beach
9.8 out of 10, Exceptional, (54)
"Perfect location to walk to all of our favorite spots!"
Modern Suite in Historic Building Two Blocks to Beach
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
9.4 out of 10, Exceptional, (107)
"The house is very big and accommodating. The yard and beach access was a major plus. There was a cockroach inside which was slightly off putting but not a huge deal. We requested sheets which they kindly provided. Communication was great and check in/out was seamless."
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Restored 1920's Cottage on 1 Acre w/ Fire Pit
9.4 out of 10, Exceptional, (45)
"My daughter, granddaughter and I stayed for 3 nights. It was wonderful. I wish we could have stayed longer."
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Sisters 3 by the Sea, 400 Feet To The Beach
9.4 out of 10, Exceptional, (135)
"Lovely home that was located in a peaceful area and close to the beach. Rent a golf cart and you can ride around town, shop in the charming shops, and dine in restaurants. We had perfect weather everyday! Owner is very responsive to any questions or issues. Would definitely return!"
The price is CA $398
CA $903 total
includes taxes & fees
Jul 6 - Jul 7
Sisters 3 by the Sea, 400 Feet To The Beach
Mobjack Bay Rental on Private Cove!
10.0 out of 10, Exceptional, (2)
"The home was very comfortable and very peaceful. The amenities were wonderful! Very clean. The owner was responsive and kind. We would come back every time!"
Mobjack Bay Rental on Private Cove!
Oceanfront White Stone Cottage w/ Private Beach!
7.4 out of 10, Good, (63)
"Nice"
Oceanfront White Stone Cottage w/ Private Beach!
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
10.0 out of 10, Exceptional, (66)
"Perfect neighborhood - quiet and secluded yet close to town. The home has everything you need and is super cute - we loved the bee decorations. We’ve never stayed in a rental that was as clean as Bee Haven - super impressed by my neat freak self! We were also able to enjoy evening walks with our dog on Ware Neck Road. Thank you for the hospitality!"
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Super close to beaches, the historic triangle, and bush gardens!
8.2 out of 10, Very good, (14)
"The listing was clean and had everything we needed. Neighborhood was clean and quiet. Host was very responsive and accommodated our stay to our needs. We would recommend this listing to anyone and everyone. There’s a fire pit in the back yard, a deck with a charcoal grill, hot tub was amazing, and we didn’t see any bugs or roaches or creepy crawlers during our entire stay. Hot water and good water pressure!"
Super close to beaches, the historic triangle, and bush gardens!
Radiant Gloucester House w/ Private Porch!
9.8 out of 10, Exceptional, (12)
"Beautifully restored interior. Air conditioning worked great. Quiet street but only steps to Main Street. Especially good for visiting residents at Riverside Sanders which is just a block away."
Radiant Gloucester House w/ Private Porch!
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
9.8 out of 10, Exceptional, (129)
"This place is perfect for two couples. Golf was close by, the town walking distance. Great restaurant downstairs. Place was clean and well maintained. Golf cart was a huge plus to get around. Will definitely be coming back!"
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
Walk to Town Restaurants. 1st floor King Bed & Walk in Shower! Fire Pit🔥!
10.0 out of 10, Exceptional, (22)
"We came to the area for our granddaughter’s graduation and it was only minutes from the high school. It was in close proximity to quite a few good restaurants and downtown Mathews! The host was quick to reply to any questions or comments that we had. If the opportunity presented itself, we would definitely stay here again!"
The price is CA $231
CA $461 total
includes taxes & fees
Jul 14 - Jul 15
Walk to Town Restaurants. 1st floor King Bed & Walk in Shower! Fire Pit🔥!
Room on river with sunset views and private beach!
10.0 out of 10, Exceptional, (19)
"Our rental was amazing. We had everything we needed. The view, comfort, cleanliness, weather and terrific Hosts."
Room on river with sunset views and private beach!
Monthly discount- beautiful house, Gloucester VA
10.0 out of 10, Exceptional, (13)
"We visit the area a lot to see family so I've stayed in quite a few rentals here. This is my first time at this property and I would stay again. Looks just like the listing. I appreciate the simple layout for our needs. 3 bedrooms meant we were comfortable at night. I thought the one king bed was pretty soft and the other firm; both comfy just think that's helpful to some to know. The living area and kitchen/dining space aren't huge but again you should know that from the pictures and it worked...
Monthly discount- beautiful house, Gloucester VA
Relaxing 1 bedroom 2019 Camper beside the Seven River
9.8 out of 10, Exceptional, (10)
"Although the actual camper was not the one advertised, our stay was filled with all the expected amenities Kimberly described. In a previous review someone mentions the rooster, he was quite pleasant, not at all like described in their review. The camper behind ours was closer than I would expect and not in the description, but it was not a total bother, I just adjusted the shades appropriately for privacy. Kimberly & her family were AMAZINGLY FRIENDLY! My 4yo was invited to meet the children,...
The price is CA $115
CA $265 total
includes taxes & fees
Jul 14 - Jul 15
Relaxing 1 bedroom 2019 Camper beside the Seven River
Water front Oasis with pickle-ball court and hot tub
10.0 out of 10, Exceptional, (1)
"Had a great experience staying at the property. It was as clean and well maintained. The host Jessica was a delight to work with."
The price is CA $1,996
CA $3,240 total
includes taxes & fees
Jul 13 - Jul 14
Water front Oasis with pickle-ball court and hot tub
Cute and Cozy Vacation Stay on the Eastern Shore!
8.8 out of 10, Excellent, (52)
"Tv only had one channel and floors were very dirty but I bought mop and cleaned them up not a problem everyone there I spoke to was very nice"
Cute and Cozy Vacation Stay on the Eastern Shore!
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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.

Port Haywood Vacation Rental Travel Info

Other types of properties in Port Haywood you may be interested in

Private, 7-acre waterfront retreat on Winter Harbor Haven
10.0 out of 10, Exceptional, (115)
"It was fantastic!! Beautiful property, clean well cared for home rental very well equipped. Felt like home ❤️hosts were also very nice and welcoming, responding to my inquiries very fast. We will definitely come back!"
Private, 7-acre waterfront retreat on Winter Harbor Haven
Comfort Inn Newport News - Hampton I-64
2.5 star property
8.4 out of 10, Very good, (1005)
"Second stay at this hotel. Very good hotel "
The price is CA $109
CA $127 total
includes taxes & fees
Jul 2 - Jul 3
Comfort Inn Newport News - Hampton I-64
Wyndham Garden Williamsburg Busch Gardens Area
3.0 star property
6.8 out of 10, (1392)
"We like fun."
The price is CA $109
CA $125 total
includes taxes & fees
Jun 23 - Jun 24
Wyndham Garden Williamsburg Busch Gardens Area
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.

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 $115 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. 

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?

Private, 7-acre waterfront retreat on Winter Harbor Haven: This Port Haywood vacation home rental is located on the waterfront and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 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 Yorktown Beach. In the larger area, you’ll find Gwynn's Island Musuem and Deltaville Marina.

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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