Port Haywood Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Port Haywood vacation rentals

Riverfront Cottage: Fire Pit & Kayaks

Riverfront Cottage: Fire Pit & Kayaks
3.0 star property
Deltaville
Riverfront Cottage: Fire Pit & Kayaks

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 $293
CA $373 total
includes taxes & fees
May 31 - Jun 1
Restored 1930’s Tiny Home 3 min to Cape Charles

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 $312
CA $397 total
includes taxes & fees
May 31 - Jun 1
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 $292
CA $372 total
includes taxes & fees
May 31 - Jun 1
Experience Tiny Living, in Cape Charles, Va

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 $311
CA $396 total
includes taxes & fees
May 31 - Jun 1
Pet Friendly Tiny Livin 3min from Cape Charles

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.
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 $292
CA $372 total
includes taxes & fees
May 31 - Jun 1
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

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 $421
CA $539 total
includes taxes & fees
Jun 8 - Jun 9
Tiny House Hideaway with King sized Bed

Affordable Cottage!

Affordable Cottage!
Deltaville
10.0 out of 10, Exceptional, (1 review)
"Clean rooms and comfortable beds, very quiet area! "
United States
Jessica T.
The price is CA $194
CA $460 total
includes taxes & fees
May 31 - Jun 1
Affordable Cottage!

Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (22 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 $433
CA $842 total
includes taxes & fees
Jun 1 - Jun 2
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 $245
CA $530 total
includes taxes & fees
Jun 1 - Jun 2
Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!

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 $405
CA $514 total
includes taxes & fees
Jun 7 - Jun 8
Tiny House close to the Beaches of Cape Charles

Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
10.0 out of 10, Exceptional, (4 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
The price is CA $249
CA $652 total
includes taxes & fees
Jun 8 - Jun 9
Smith Beach cottage w/ private sunset

Riverfront Cottage: Fire Pit & Kayaks

Riverfront Cottage: Fire Pit & Kayaks
Deltaville
9.8 out of 10, Exceptional, (48 reviews)
"Very peaceful. Loved the view. The house was set up nicely. Enjoyed our stay"
United States
Donna P.
Riverfront Cottage: Fire Pit & Kayaks

GOOD VIBES IS WHAT YOU'LL FEEL WHEN YOU STEP IN TO OUR FAMILY FRIENDLY LISTING

GOOD VIBES IS WHAT YOU'LL FEEL WHEN YOU STEP IN TO OUR FAMILY FRIENDLY LISTING
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (62 reviews)
"Nice old house. Great for birthday getaway. "
United States
Joseph R.
GOOD VIBES IS WHAT YOU'LL FEEL WHEN YOU STEP IN TO OUR FAMILY FRIENDLY LISTING

Sisters 3 by the Sea, 400 Feet To The Beach

Sisters 3 by the Sea, 400 Feet To The Beach
Historic Downtown Cape Charles
9.4 out of 10, Exceptional, (168 reviews)
"We had a great stay. The location is amazing! The beach is right across the street, and shops and restaurants are within walking distance."
United States
Rene N.
Sisters 3 by the Sea, 400 Feet To The Beach

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, (49 reviews)
"Cozy spot with great views. An easy walk to the Shanty then downtown. We only stayed one night but it was perfect!"
United States
Vicki M.
The price is CA $345
CA $494 total
includes taxes & fees
Jun 3 - Jun 4
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 $325
CA $543 total
includes taxes & fees
May 29 - May 30
The Waverly Tree House

Bayside Getaways Oyster Oasis - Chesapeake Properties

Bayside Getaways Oyster Oasis - Chesapeake Properties
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (6 reviews)
"Clean, nicely decorated, comfortable bed, and excellent location. "
United States
Alice T.
The price is CA $307
CA $602 total
includes taxes & fees
Jun 1 - Jun 2
Bayside Getaways Oyster Oasis - Chesapeake Properties
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE: This vacation home rental near Port Haywood offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

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.