Port Haywood Vacation Rentals

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Our top choices for Port Haywood vacation 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 CA $277
CA $684 total
includes taxes & fees
May 20 - May 21
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 CA $246
CA $596 total
includes taxes & fees
May 20 - May 21
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 CA $173
CA $434 total
includes taxes & fees
May 18 - May 19
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 CA $308
CA $392 total
includes taxes & fees
May 19 - May 20
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 CA $142
CA $515 total
includes taxes & fees
May 14 - May 15
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 CA $308
CA $392 total
includes taxes & fees
May 19 - May 20
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 CA $289
CA $368 total
includes taxes & fees
May 19 - May 20
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 CA $234
CA $699 total
includes taxes & fees
May 18 - May 19
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 CA $216
CA $514 total
includes taxes & fees
May 14 - May 15
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 CA $289
CA $368 total
includes taxes & fees
May 19 - May 20
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 CA $175
CA $493 total
includes taxes & fees
May 18 - May 19
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 CA $327
CA $417 total
includes taxes & fees
May 19 - May 20
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 CA $221
CA $700 total
includes taxes & fees
May 19 - May 20
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 CA $289
CA $368 total
includes taxes & fees
May 19 - May 20
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Affordable Cottage!

Affordable Cottage!
Deltaville
The price is CA $192
CA $457 total
includes taxes & fees
May 18 - May 19
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, (48 reviews)
"Great Town, Great people, Great food. Enjoyed the scenery and all the shops. "
United States
Matt P.
The price is CA $342
CA $487 total
includes taxes & fees
May 18 - May 19
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 price is CA $281
CA $486 total
includes taxes & fees
May 18 - May 19
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 CA $214
CA $543 total
includes taxes & fees
May 17 - May 18
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 CA $289
CA $367 total
includes taxes & fees
May 14 - May 15
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 CA $311
CA $739 total
includes taxes & fees
May 14 - May 15
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Port Haywood. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Bay cottage, Beach 100 yards away! RESERVE NOW!!!: This vacation home rental near Port Haywood is located near the beach and has a balcony, a garden, 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 7 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 Chesapeake Bay. In the larger area, you’ll find Bethel Beach Natural Area Preserve and Bethel Beach.

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.