Port Haywood Holiday Rentals

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Our top choices for Port Haywood holiday rentals

The Farm Overlook Treehouse At Blanchard Farm

The Farm Overlook Treehouse At Blanchard Farm
Diggs
10.0 out of 10, Exceptional, (1 review)
The price is AU$176
includes taxes & fees
28 Mar - 29 Mar
The Farm Overlook Treehouse At Blanchard Farm

Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (19 reviews)
"House was great. Comfy beds and soft pillows. Walking distance to beach and main street! We enjoyed our stay."
United States
Melissa S.
The price is AU$501
includes taxes & fees
26 Mar - 27 Mar
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)
"We had a great time at Baydreamin'."
United States
Crystal D.
The price is AU$424
includes taxes & fees
26 Mar - 27 Mar
Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!

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, (2 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 AU$797
includes taxes & fees
20 Apr - 21 Apr
1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.6 out of 10, Exceptional, (29 reviews)
"My family enjoyed the experience of staying near the water. The views were lovely! "
United States
Precious E.
The price is AU$726
includes taxes & fees
5 Apr - 6 Apr
Sojourn Aviators Dream on Back River

Blanchard Farm Camper Stay

Blanchard Farm Camper Stay
Diggs
10.0 out of 10, Exceptional, (4 reviews)
"Our stay at the Blanchard farm camper was great! We were very close to the beach. There was a fire pit available and we roasted smores. Joshua and his wife were great with communication! The camper was well out fitted with plates, towels, etc. Thanks so much!"
United States
Alexandra H.
The price is AU$270
includes taxes & fees
27 Mar - 28 Mar
Blanchard Farm Camper Stay

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, (9 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 AU$567
includes taxes & fees
19 Apr - 20 Apr
Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!

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 AU$405
includes taxes & fees
30 Mar - 31 Mar
Experience Tiny Living, in Cape Charles, Va

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 AU$749
includes taxes & fees
26 Mar - 27 Mar
Bay Creek Meets Historic Cape Charles! pool access!

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 AU$414
includes taxes & fees
30 Mar - 31 Mar
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

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 AU$435
includes taxes & fees
26 Mar - 27 Mar
Whimsical Tiny House, Cape Charles Virginia

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, (1 review)
"All good!"
United States
Victoria B.
The price is AU$613
includes taxes & fees
6 Apr - 7 Apr
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

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, (42 reviews)
"Great Town, Great people, Great food. Enjoyed the scenery and all the shops. "
United States
Matt P.
The price is AU$505
includes taxes & fees
28 Mar - 29 Mar
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

Yurt Campsite @ Blanchard Farm Site 2

Yurt Campsite @ Blanchard Farm Site 2
Diggs
10.0 out of 10, Exceptional, (2 reviews)
"This is a fabulous yurt stay! 3 minute drive to the beach/ bay! Very nice just with a full farm! Great for kids! "
United States
Colleen C.
The price is AU$184
includes taxes & fees
30 Mar - 31 Mar
Yurt Campsite @ Blanchard Farm Site 2

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 AU$406
includes taxes & fees
26 Mar - 27 Mar
Tiny House close to the Beaches of Cape Charles

The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (1 review)
The Waverly Tree House

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 AU$417
includes taxes & fees
26 Mar - 27 Mar
Restored 1930’s Tiny Home 3 min to 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
The price is AU$517
includes taxes & fees
26 Mar - 27 Mar
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

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 AU$510
includes taxes & fees
29 Mar - 30 Mar
Pet Friendly Tiny Livin 3min from Cape Charles

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
9.6 out of 10, Exceptional, (52 reviews)
"It was a good stay. Nice weekend getaway "
United States
Kathy S.
The price is AU$869
includes taxes & fees
26 Mar - 27 Mar
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
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 favourite 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 depend 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 AU$684 per night. Entering your travel dates in the search wizard might find you 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?

Private, 7-acre waterfront retreat on Winter Harbor Haven: This highly rated holiday home rental in Port Haywood is located on the waterfront, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Port Haywood?

Choose from 5 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.