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Holiday Rentals in Port Haywood

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Our top choices for Port Haywood holiday rentals

1. 1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
Mathews
10.0 out of 10, Exceptional, (42 reviews)
"The house was cozy, clean, and welcoming. Would definitely recommend! Rooms were all very spacious. "
United States
Casey J.
The price is €310
includes taxes & fees
20 Oct - 21 Oct
1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

2. Campsite #4 At Blanchard Farm

Campsite #4 At Blanchard Farm
Diggs
The price is €42
includes taxes & fees
9 Nov - 10 Nov
Campsite #4 At Blanchard Farm

3. 9BR Waterfront Oasis! Pickleball, Hot tub, Sauna & Theater

9BR Waterfront Oasis! Pickleball, Hot tub, Sauna & Theater
North
8.6 out of 10, Excellent, (14 reviews)
"The house was perfect for my coworkers and I who were in the area for work for a couple days. Jessica was friendly and communicated well. Would recommend for anyone looking for a lot of space to relax in a quiet area."
United States
Jonas M.
The price is €1,316
includes taxes & fees
29 Oct - 30 Oct
9BR Waterfront Oasis! Pickleball, Hot tub, Sauna & Theater

4. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
3.0 star property
Gloucester
The price is €320
includes taxes & fees
16 Oct - 17 Oct
Radiant Gloucester House w/ Private Porch!

5. Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Hayes
8.4 out of 10, Very good, (5 reviews)
"Great property. Waterfront with pier, huge yard, beautiful home with pool table, hot tub and projector set up. 100% would stay here again and recommend as would all of the family we had stay or visit us there. "
United States
Steve F.
The price is €1,137
includes taxes & fees
28 Oct - 29 Oct
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

6. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
Gloucester
9.4 out of 10, Exceptional, (34 reviews)
"This is a very comfortable clean home in a nice quiet neighborhood. It’s very close to some excellent restaurants and places of interest. We especially enjoyed the sunroom."
United States
Joseph B.
The price is €327
includes taxes & fees
11 Nov - 12 Nov
Radiant Gloucester House w/ Private Porch!

7. Campsite #3 At Blanchard Farm

Campsite #3 At Blanchard Farm
Diggs
The price is €42
includes taxes & fees
19 Oct - 20 Oct
Campsite #3 At Blanchard Farm

8. Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access

Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access
Yorktown
10.0 out of 10, Exceptional, (176 reviews)
"We absolutely loved our stay at the Yorktown Cottage. Everything was exactly as described. Walking distance to the beach and restaurants and a trolley stop across the street was so convenient. The house was clean, decorated beautifully and nice and organized. We would return here in a heartbeat!"
United States
Katie
The price is €460
includes taxes & fees
16 Oct - 17 Oct
Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access

9. Restored 1930s Cottage on 1 Acre w/ Fire Pit

Restored 1930s Cottage on 1 Acre w/ Fire Pit
Hayes
9.6 out of 10, Exceptional, (95 reviews)
"Our family of 6 (age range 20’s to 80’s) enjoyed all of the rooms and porches. The air conditioners kept the home comfortable and the porches were cozy for those who like it warmer. We liked the convenience of being able to make our own breakfasts and dinners here. Having a grill was a bonus."
United States
Susan C.
The price is €328
includes taxes & fees
8 Nov - 9 Nov
Restored 1930s Cottage on 1 Acre w/ Fire Pit

10. RivahMojo on Mill Creek-just off RappahannockRiver

RivahMojo on Mill Creek-just off RappahannockRiver
Topping
10.0 out of 10, Exceptional, (26 reviews)
"Property was lovely, host very responsive, couldn’t ask for more!"
United States
Donna B.
The price is €391
includes taxes & fees
28 Oct - 29 Oct
RivahMojo on Mill Creek-just off RappahannockRiver

11. 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
9.8 out of 10, Exceptional, (65 reviews)
"Fantastic house in a great location in a fabulous town!"
United States
Anonymous traveller
The price is €504
includes taxes & fees
27 Oct - 28 Oct
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

12. Nice 3-bedroom house with AC in peaceful Hartfield

Nice 3-bedroom house with AC in peaceful Hartfield
Hartfield
The price is €231
includes taxes & fees
18 Oct - 19 Oct
Nice 3-bedroom house with AC in peaceful Hartfield

13. The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

The Captain's Quarters located in Cape Charles, VA offers breathtaking views.
Cape Charles
9.8 out of 10, Exceptional, (80 reviews)
"What a great location. In the heart of the harbor above the yacht club office. Close to the cute little village of Cape Charles. Quite charming really."
United States
Thomas
The price is €323
includes taxes & fees
19 Oct - 20 Oct
The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

14. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.4 out of 10, Exceptional, (24 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
The price is €399
includes taxes & fees
21 Oct - 22 Oct
Smith Beach cottage w/ private sunset

15. Cape Haven - Condo 1.5 Blocks from Beach

Cape Haven - Condo 1.5 Blocks from Beach
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (51 reviews)
"Was wonderful..so close to everything..property was great ..had everything you need"
United States
Donna L.
The price is €460
includes taxes & fees
21 Oct - 22 Oct
Cape Haven - Condo 1.5 Blocks from Beach

16. Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (23 reviews)
"This lovely home was conveniently located a block from the beach and two blocks from the shops. Anna was a wonderful host and we would definitely come back!"
United States
Sharon L.
The price is €387
includes taxes & fees
25 Oct - 26 Oct
Salt Box, One Block to the Beach

17. Golf cart included! 5 blocks to the beach, and in historic district!

Golf cart included! 5 blocks to the beach, and in historic district!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (17 reviews)
"The home was perfectly situated in Cape Charles and on a quiet street. The home was well equipped with everything, the kitchen was well stocked with all the cooking pots/pans and anything you needed to cook with. Check out was a breeze! The screened in porch was perfect in the evening. Golf cart is always a nice touch for properties in Cape Charles."
United States
Lori G.
The price is €459
includes taxes & fees
21 Oct - 22 Oct
Golf cart included! 5 blocks to the beach, and in historic district!

18. Beautifully Renovated Cottage

Beautifully Renovated Cottage
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (13 reviews)
"Great renovation with open downstairs design and upstairs rain shower was a big hit. Minutes away from beach and downtown!! Will definitely stay again."
United States
Wayland A.
The price is €505
includes taxes & fees
21 Oct - 22 Oct
Beautifully Renovated Cottage

19. Oyster Oasis, Modern Loft in Historic Downtown

Oyster Oasis, Modern Loft in Historic Downtown
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (14 reviews)
"conveniently located, very nice and cozy, loved it"
United States
Will C.
The price is €387
includes taxes & fees
18 Oct - 19 Oct
Oyster Oasis, Modern Loft in Historic Downtown

20. 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, (152 reviews)
"Very nice home close to the beach. There are lots of restaurants and shopping within walking distance as well. We enjoyed coffee on the porch in the mornings and the kids loved all the beach time. "
United States
Lydia D.
The price is €458
includes taxes & fees
1 Nov - 2 Nov
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

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, apart-hotels, 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 favorite 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 depends 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 €323 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 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?

The Crows Nest.
Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
: This holiday home rental outside of Port Haywood is located on the waterfront, and offers a balcony, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals are there in Port Haywood?

Choose from 7 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.