Port Haywood Rentals USA Virginia Port Haywood

Private, 7-acre waterfront retreat on Winter Harbor Haven | House in Port Haywood

10.0 (135 Reviews) |   Pet Friendly   4 Bedrooms  2 Bathrooms  8 Guests  Stay&Play
Port Haywood House | Private, 7-acre waterfront retreat on Winter Harbor Haven

4 Bedroom House in Port Haywood

Whatever the season, this home is a tranquil, private vacation retreat! Chessies' Cove sits on Winter Harbor Haven, which features year-round water access to the Bay that's only minutes away by boat, plus excellent crabbing and fishing, smooth and peaceful kayaking and robust bird watching. At the house, you can enjoy wonderful views of the wetlands and Harbor out to the Chesapeake Bay from the 10X50 screened-in deck or inside via the expansive windows.
When you enter Chessies' Cove, you are quickly touched by the sun-drenched feel of the house. The home features heart-of-pine floors throughout the main floor, all reclaimed from a factory in Connecticut. The open kitchen plan makes for a welcoming space for all. Separate eating areas, both inside and on the screened-in porch, provide ample space to enjoy a meal. The living room has comfortable seating for reading, napping or watching TV. There are three bedrooms on the same floor; one has two twin beds, another has a queen bed and personal access to the bathroom shared with the great room, and the master bedroom has a queen bed with its own bathroom and waterfront screened-in deck access. The loft space, with two twin beds, as well as a sofa and chair and ottoman, provides another place to lounge and relax. There is a TV in the loft, as well.
Chessies' Cove is located only minutes from Main Street in the quaint town of Mathews, where shopping and dining are plentiful if you want to venture downtown. The house has a gas grill as well as a charcoal grill, and the kitchen is well appointed, so onsite dining might be your preference at least part of your stay.
LOCAL ATTRACTIONS:
The charming town of Mathews has a variety of restaurants and shops for you to explore, many of which feature works by local artists and crafts people.
If you want to spend time on the beach, Bethel Beach Natural Area Preserve is just a short drive away. Consisting of 83-acres of sandy beach, low dunes and salt marshes on the Chesapeake Bay, Bethel Beach is home to rare plants, nesting birds and the endangered Northeastern Beach Tiger Beetle. Other beaches also are located close by.
NEW POINT COMFORT NATURE PRESERVE is a short 15-minute drive. It provides a unique look at life at the edge of the Chesapeake Bay. The lighthouse is the third oldest still standing on the Bay. Depending on the tide, this site combines tidal shallows, mudflats, beach, exposed pilings, and deep offshore channels, all of which offer their own assortment of numerous water birds, lusty displays of fiddler crabs and yellow Seaside Dragonlets, our only truly saltwater dragonfly. You may experience this beauty on the boardwalk, or launch a kayak or canoe there. Located in Mathews County at the southern end of Route 600, Virginia Historical Marker N-89.
In addition to the restaurants in town, you can find waterfront dining close by. Check out Hole in the Wall, located on Gwynn's Island and just a quick 10 to15-minute drive; or try Merroir Tasting Room, which is just a bit further in Topping.
For the golfers in your group, Piankatank River Golf Course is a 25-30 minute drive away.
Mathews is a great home base for you to explore other waterfront towns including Gwynn's Island, Deltaville Irvington, and Whitestone. In addition, historic Williamsburg and Yorktown, Water Country USA, Busch Gardens, and the Williamsburg Outlet Stores are all a 45 to 60-minute drive.
We are delighted to share our peaceful, private getaway with you, and we hope you enjoy your stay!

Private, 7-acre waterfront retreat on Winter Harbor Haven is located in Port Haywood. Private, 7-acre waterfront retreat on Winter Harbor Haven provides accommodation, featuring Child Friendly, Internet, Laundry, among other amenities. This House features Child Friendly, Internet, Laundry, to make your stay a comfortable one.

Private, 7-acre waterfront retreat on Winter Harbor Haven has 4 Bedrooms , 2 Bathrooms, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Port Haywood has interesting places to visit. If you want to learn more about the House in Port Haywood, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • TV
  • View
  • Ocean View
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out Check-out before 10:00 am contactless check-out available
Child Policy Children are welcome. note from host: please supervise your children at all times.
Pet Policy 3 total pets note from host: please pick-up after your dog(s) and dry them off. pets allowed restrictions apply; for more information contact the property at the number on the booking confirmation service animals are welcome, and are exempt from fees welcoming dogs only
Other Policy Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a smoke detector on the property host has indicated there is no carbon monoxide detector on the property but there are gas appliances; consider bringing a portable detector with you on the trip onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation
 
Port Haywood, 23138, United States

What Our Guests say 500 + Reviews

Jan 13, 2025 01:08:11 AM
Summary: House and surroundings are gorgeous and peaceful.
Kim L. Kim L.
Dec 5, 2024 09:55:42 AM
Summary: 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.
Chip F. Chip F.
Dec 4, 2024 10:19:10 PM
Summary: We have stayed here multiple times and love it. The house is perfect and as described. We always have good luck fishing and crabbing. This is our first choice when looking to visit Matthews.
Tim M. Tim M.
Nov 21, 2024 04:19:01 AM
Summary: We were at Chelsea‘s Cove for four days to celebrate our 38th wedding anniversary. The home and the setting were both lovely. The nearby community of Matthews was welcoming. Our experience at Chelsea‘s Cove exceeded our expectations.
Cheryl A M. Cheryl A M.
Aug 29, 2024 07:52:17 PM
Summary: Family and dog had a wonderful time at this off-the-beaten path waterfront gem. Great water access and beautiful views from the screened porch. Enjoyed crabbing, beach walks at nearby preserve, sunrises, quaint town w cute shops.
Rebecca R. Rebecca R.
Aug 12, 2024 06:56:54 AM
Summary: This is an ideal place for a large family or for two combined small families to have a relaxing vacation and to build memories. There is plenty of room especially outside, and you have to try hard to spot any other houses in the area. The owners give you a great head start from an impressive dock (with lights at night) to kayaks to crab traps to board games to screened in porches with plenty of rocking chairs to restaurant reviews/suggestions and an indoor fireplace to end the day. One small suggestion is to bring your own tackle box if you like to fish.
Francis M. Francis M.
Jul 29, 2024 09:48:40 PM
Summary: We got married earlier in the week and we took our kids on vacation to bond with one another. Before our arrival Bob (owner) notified us that there was an issue with the internet service and that the cable company was working on it. When the cable company didn’t have the repairs completed the next day, Bob drove down to Port Haywood to try to expedite the repairs. He even stayed over night at a local motel to make sure all the repairs were completed and we had Wifi. He went above and beyond to rectify the issue for us. As for the residence it was beautiful, clean, and tranquil. The view into the bay in the mornings when the sun was rising was spectacular. The house was well equipped with whatever one would need to enjoy their stay. We had the opportunity to enjoy the wildlife in the area, watching ospreys fly over the bay and the numerous crabs down by the dock kept the kids occupied. The local restaurants were very good also. Over all we had a great family bonding experience and would not hesitate to stay here again.
Robert B. Robert B.
Jul 23, 2024 03:41:26 AM
Summary: The house is gorgeous and has all the amenities you could need. The dock has amazing view of sunrise and sunset. The water connected to the property is extremely beginner friendly for learning to kayak or canoe. The water is very shallow and it has been unusually hot lately which had an effect on the fishing. Would recommend this location to anyone that wants a fun getaway with lots of potential for water activities
James B. James B.
Jul 19, 2024 05:58:04 PM
Summary: Beautiful place. Hosts thought of everything. We have stayed in many vrbos, but this one by far has everything you could need inside and out. we enjoyed sitting on the screened porch watching the sunrise. The pier catching blue crabs. No luck fishing. Our dog enjoyed chasing hermit crabs and the big yard. Mathews is cute town with adorable shops. People were friendly. Haven beach is small, water warm, dog friendly. New point comfort light house there is a pier you can see light house in distance. We did a fishing charter with Chesapeake chartes mark flanagan. Highly recommend. Caught spades, mackeral, cobia. Filled freezer with fish. We used the fully stocked kitchen quite a bit cooking our fish and blue crabs.food lion was located close by to get anything we needed. We did eat at richardsons cafe - good service, good food, and reasonably priced. Hole in wall was great food, but long wait times. I did find tick on my arm playing catch on the grass by the grills. Just fyi to check your people and dogs. I highly recommend this place if you are looking to relax and unwind. Thank you again for sharing your place.
Deniece W. Deniece W.
Jul 17, 2024 07:18:52 PM
Summary: This property was wonderful for a relaxing vacation. We enjoyed fishing and crabbing off of the private dock. Our dogs had a great time chasing sand crabs and playing in the big yard. The owners were quick to respond to any questions or problems. Would definitely go back!
susan d. susan d.

FAQ's

Is this Port Haywood house pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Port Haywood house have a swimming pool?

No, this Port Haywood house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Port Haywood house?

Best-rates for the Port Haywood house starts from $359 per night with includes Balcony/Terrace, Bedding/Linens, Pet Friendly, TV, View, Sports/Activities, Wellness Facilities, Air Conditioner, Parking, Fireplace/Heating, Entertainment, Barbecue/Outdoor Cooking, Kitchen, Ocean View, Security/Safety, Child Friendly, Internet, Laundry StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Port Haywood house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Port Haywood house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Port Haywood house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Port Haywood house?

Based on the information reported by the owner or manager, the Port Haywood house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Port Haywood house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Port Haywood house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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