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Compare 378 Vacation Homes in Port Haywood with updated reviews, rates, and availability.

Cape Charles Newly Updated Family-friendly Beach House, 1 Block to Private Beach
Exterior

Cape Charles Newly Updated Family-friendly Beach House, 1 Block to Private Beach

10.0 out of 10, Exceptional, (19)
"We had an incredible weekend in Cape Charles at Drop Anchor. We've been renting places in CC for the past 10 years, and this was the cleanest and most well-appointed home we've ever rented. My husband and I invited 4 friends to CC for the weekend bc they had never been, and they fell in love with everything! The golf cart was amazing, and we had the best time. Timely responses and detailed notes and emails from property manager. Thank you so much for having us at Drop Anchor! We’ll definitely...
Cape Charles Newly Updated Family-friendly Beach House, 1 Block to Private Beach
Kings Creek
Indoor pool

Kings Creek

2.0 star property
2.0 out of 10, (1)
"We never got to stay at the property because Expedia never posted the booking and it is impossible to contact Expedia to resolve any type of issue. I wouldn't recommend that anyone use that site to book a reservation. We were traveling and was 3 hours from home and was turned away from the resort because Expedia had not given the information to the resort. We had to find last minute accommodation and are still trying tl get our money back. "
Kings Creek
Lil' Miss Clementine 2-bedroom home in Historic District with Golfcart option
Living area

Lil' Miss Clementine 2-bedroom home in Historic District with Golfcart option

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice place and Cheri was available and communication was spot on. I would definitely book with Cheri again "
Lil' Miss Clementine 2-bedroom home in Historic District with Golfcart option
Relaxing 1 bedroom 2019 Camper beside the Seven River
Property grounds

Relaxing 1 bedroom 2019 Camper beside the Seven River

9.4 out of 10, Exceptional, (18)
" The location was great if you want a quiet place and close to the river. We enjoyed walking down to edge and watching the water. We also enjoyed walking around the neighborhood. The camper was very clean. Kimberly and her husband were very nice and helped with the few little problems that we had. We really enjoyed our stay there."
The price is AED 246
AED 621 total
includes taxes & fees
21 Jan - 22 January 2025
Relaxing 1 bedroom 2019 Camper beside the Seven River
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Exterior

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (88)
"We loved our stay. We were looking for somewhere away from the chaos of holiday in Williamsburg but accessible. It fit perfectly. House was quiet, clean and comfortable. Made for a wonderful weekend. "
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River

9.6 out of 10, Exceptional, (14)
"We picked this location given friends live nearby, but it exceeded expectations. Beautiful view, incredible sunrise, and the kids loved the fireplace. Hadn't realized the kids bunk room doesn't have a door to close, but luckily noise wasn't a problem. "
The price is AED 525
AED 1,491 total
includes taxes & fees
30 Dec - 31 Dec
Sojourn Aviators Dream on Back River
Oyster Shack - true gem in heart of downtown!

Oyster Shack - true gem in heart of downtown!

2.0 star property
Oyster Shack - true gem in heart of downtown!
☆ Beachfront Home w/ Stunning Views, Hot Tub, Luxury Kitchen & Private Beach!
Panoramic views from the massive back deck.

☆ Beachfront Home w/ Stunning Views, Hot Tub, Luxury Kitchen & Private Beach!

10.0 out of 10, Exceptional, (31)
"It’s was most memorable stay we ever had . Right on the beach saw some dolphins in the morning!! All you can hear is ocean and best sunrise and sunset !! Coming back for sure "
☆ Beachfront Home w/ Stunning Views, Hot Tub, Luxury Kitchen & Private Beach!
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
Notice 4 kayaks on side of house for guests use!

MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

10.0 out of 10, Exceptional, (148)
"I knew when I found this listing that I may have uncovered a hidden gem and I was right! We stayed just for a long weekend but everything was cozy and the local towns were so friendly. We definitely enjoyed White Dog Bistro, Southwind Pizza and Richardsons. Even though we ate out most of our time, the house had most of the essentials if you chose to cook there. The hot tub and fire pit were favorites, we stopped at Food Lion just to get Marshmallows to roast. My husband caught lots of fish...
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
Large 4bed 2.5b home w/ fenced in back yard & deck
Living area

Large 4bed 2.5b home w/ fenced in back yard & deck

10.0 out of 10, Exceptional, (2)
"We stayed here for a wedding, there were seven adults and one toddler and one pup. It was great! Loved all the space, fenced in backyard for the pup and nice yard for kiddo games. Would definitely stay here again. "
The price is AED 1,150
AED 2,248 total
includes taxes & fees
19 Jan - 20 January 2025
Large 4bed 2.5b home w/ fenced in back yard & deck
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
Machipongo Vacation Rental | 4BR | 2.5BA | 2,925 Sq Ft | Step-Free Access

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

10.0 out of 10, Exceptional, (4)
"We had a great time and stay at this property!! Would love to stay here again!"
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach
20 Kings Bay Drive - Front View

The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

10.0 out of 10, Exceptional, (12)
"Had a great time at the strand. Property was immaculate and as advertised. The included golf carts are a huge bonus and it’s nice to not have a hidden $650 “host fee” like most other properties on here. Will be back for sure. "
The price is AED 1,175
AED 3,644 total
includes taxes & fees
3 Jan - 4 January 2025
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach
Cozy Country setting with comforts of home
Exterior

Cozy Country setting with comforts of home

8.8 out of 10, Excellent, (15)
"Was very warm and inviting atmosphere. Easy to find and off the main traffic at the same time very convenient. "
Cozy Country setting with comforts of home
Sunset Shores | Chesapeake Properties

Sunset Shores | Chesapeake Properties

10.0 out of 10, Exceptional, (2)
Sunset Shores | Chesapeake Properties
Beautiful and Spacious 4 Bedroom, 4 Bath Estate in Williamsburg, VA
Exterior

Beautiful and Spacious 4 Bedroom, 4 Bath Estate in Williamsburg, VA

2.0 out of 10, (1)
Beautiful and Spacious 4 Bedroom, 4 Bath Estate in Williamsburg, VA
Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock
Property grounds

Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock

10.0 out of 10, Exceptional, (23)
"Great property. Wonderful views. Quiet and peaceful. Hosts were tremendous with their instructions and details regarding our stay."
Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock
Cozy cottage on the Chesapeake Bay
View from house

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (40)
"We have stayed at Glenda’s place multiple times and love it every time. It’s the perfect place to reconnect with my family and enjoy the peace of the Rivah. Everything is clean and comfortable and well stocked. Thank you Glenda!"
Cozy cottage on the Chesapeake Bay
Sisters 3 by the Sea, 400 Feet To The Beach
Serenity

Sisters 3 by the Sea, 400 Feet To The Beach

9.4 out of 10, Exceptional, (153)
"Wonderful home in a great location. Plenty of space. Well stocked home. Owner was great. Will be back again. "
Sisters 3 by the Sea, 400 Feet To The Beach
Minutes to the BEACH! Large yard w/fire pit, bocci, ample parking and fun!
Property grounds

Minutes to the BEACH! Large yard w/fire pit, bocci, ample parking and fun!

10.0 out of 10, Exceptional, (13)
"Clean, welcoming home with huge backyard for kids to play in! Firepit was a big hit. Very easy access to Cape Charles (it's literally right down the road) and right off 13. Great place for a great time... we loved it! all 10 us!"
Minutes to the BEACH! Large yard w/fire pit, bocci, ample parking and fun!
Newly renovated, 4BD 2 BA, 1 full acre, sleeps 9, and is pet friendly.
Cape Charles Vacation Rental | 4BR | 2BA | 1 Full Acre | Plenty of Parking

Newly renovated, 4BD 2 BA, 1 full acre, sleeps 9, and is pet friendly.

10.0 out of 10, Exceptional, (18)
"Even though we were there off-season for a wedding, this VRBO is super close to the beach. Also close is a grocery store. Only possible issue is a super squeaky floor in master bedroom could disturb a light sleeper or a baby. Kitchen is masterfully stocked, great deck, quiet neighborhood, awesome water pressure (although you may prefer bottled water due to the minerals). You'll need to bring your own shampoo as well. It was perfect for our needs and super cute!"
Newly renovated, 4BD 2 BA, 1 full acre, sleeps 9, and is pet friendly.
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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Other property types in Port Haywood

Private, 7-acre waterfront retreat on Winter Harbor Haven
Welcome to Chessies' Cove on Winter Harbor Haven!

Private, 7-acre waterfront retreat on Winter Harbor Haven

10.0 out of 10, Exceptional, (125)
"Relaxing stay on the water w/ friends. Great first floor open floor plan w/ water views, screened porch and plenty of room around the kitchen island that's perfect for small groups."
Private, 7-acre waterfront retreat on Winter Harbor Haven
Private 5-acre Waterfront Peninsula with Beach
Terrace/patio

Private 5-acre Waterfront Peninsula with Beach

9.4 out of 10, Exceptional, (34)
"We had such a wonderful time! The location was absolutely beautiful and so peaceful. The house was very comfortable and clean making it easy to just relax. Note to future renters - the property and it's amenities have been greatly loved. The peddle boat rudder wasn't working, one of the kayaks was cracked and leaking, hot tub never got up to temperature, several nails were popping up out of the deck which had several loose boards and splinters, and the kitchen needed some work as the knobs were...
The price is AED 158
AED 2,737 total
includes taxes & fees
5 Jan - 6 January 2025
Private 5-acre Waterfront Peninsula with Beach
Relaxing 1 bedroom 2019 Camper beside the Seven River
Property grounds

Relaxing 1 bedroom 2019 Camper beside the Seven River

9.4 out of 10, Exceptional, (18)
" The location was great if you want a quiet place and close to the river. We enjoyed walking down to edge and watching the water. We also enjoyed walking around the neighborhood. The camper was very clean. Kimberly and her husband were very nice and helped with the few little problems that we had. We really enjoyed our stay there."
The price is AED 246
AED 621 total
includes taxes & fees
21 Jan - 22 January 2025
Relaxing 1 bedroom 2019 Camper beside the Seven River
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.