Entire home

Private, 7-acre waterfront retreat on Winter Harbor Haven

Private, 7-acre waterfront retreat on Winter Harbor Haven

Photo gallery for Private, 7-acre waterfront retreat on Winter Harbor Haven

Property grounds
Exterior
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Interior
View from property

Overview of Private, 7-acre waterfront retreat on Winter Harbor Haven

Reviews
10

Exceptional

Popular amenities

  • FireplaceFireplaceFireplace
  • Pet-friendlyPet-friendlyPet-friendly
  • KitchenKitchenKitchen
  • Barbecue grillBarbecue grillBarbecue grill
  • Free WiFiFree WiFiFree WiFi
  • WasherWasherWasher

Check out the area

Map
Port Haywood, VA
  • Popular LocationBethel Beach Natural Area Preserve10 min drive
  • Popular LocationGwynn's Island Musuem20 min drive
  • Popular LocationBusch Gardens Williamsburg64 min drive
  • AirportRichmond, VA (RIC-Richmond Intl.)84 min drive

Space details

4 bedrooms, 2 bathrooms, sleeps 8
2300 sq ft
Bedroom 1
    2 single beds
Bedroom 2
    1 queen bed
Bedroom 3
    1 queen bed
Bedroom 4
    2 single beds
Bathroom 1
    Shower
    Bath
Bathroom 2
    Shower
    Bath

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Private, 7-acre waterfront retreat on Winter Harbor Haven

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!

Property manager

Bob & Mary Beth Murphy

Languages

English

Property amenities

Beach

  • Beach towels
  • Beach sunloungers

Internet

  • Free WiFi

Parking and transport

  • On-site parking
  • Car required

Kitchen

  • Fridge
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Cookware/dishes/utensils
  • Paper towels
  • Lobster/crab pot
  • Coffee/tea maker

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bed sheets provided

Bathrooms

  • 2 bathrooms
  • Shared bathroom
  • Bath or shower
  • Soap
  • Shampoo
  • Towels provided
  • Hairdryer
  • Toilet paper

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Smart TV with cable/satellite service
  • DVD player
  • Games
  • Video library
  • Stereo
  • Books

Outdoor areas

  • Balcony
  • Charcoal grills
  • Garden
  • Outdoor furniture
  • Dock

Laundry

  • Washing machine and dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • 2 total pets
  • Welcoming dogs only

Suitability/Accessibility

  • If you have any requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in public areas
  • Handrails in stairwells
  • Hardwood flooring in public areas
  • No lifts
  • Upper floors accessible by stairs only
  • Smoke-free property
  • Note from host: No smoking in the house or on the decks.

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • On the waterfront
  • Near a health or beauty spa
  • Near the bay

Things to do

  • Water sports equipment
  • Kayaking on site
  • Golf on site
  • Kayaking nearby
  • Fishing nearby
  • Marina nearby
  • Golf nearby
  • Wildlife and game walks nearby
  • Power boating nearby
  • Winery tours nearby
  • Birdwatching nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector installed (host has indicated that there is a smoke detector on the property)
  • Fire extinguisher
  • First aid kit
  • Deadbolt lock

General

  • At least 80% of lighting from LEDs
  • Recycling
  • Energy-saving switches
  • Unit size: 2300 sq ft (214 sq m)

Similar properties

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

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets
Restrictions apply; for more information contact the property on the number on the booking confirmation
Note from host: Please pick-up after your dog(s) and dry them off.

Children and extra beds

Children are welcome
Note from host: Please supervise your children at all times.

Important information

You need to know

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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
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

We should mention

This property does not have any lifts
A car is required for transport to and from this property

Property is also known as

Private Waterfront Retreat on Winter Harbor Haven
Private Waterfront Retreat on Winter Harbor Port Haywood

About the area

Port Haywood

Located in Port Haywood, this holiday home is on the waterfront. Deltaville Marina and Bay Creek Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Bethel Beach Natural Area Preserve and Cape Charles Beach. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

What's nearby

  • Bethel Beach Natural Area Preserve - 10 min drive
  • Gwynn's Island Musuem - 20 min drive
  • Yorktown Beach - 51 min drive
  • Busch Gardens Williamsburg - 64 min drive
  • Langley Air Force Base - 71 min drive

Getting around

  • Newport News, VA (PHF-Newport News - Williamsburg Intl.) - 63 min drive

Restaurants

  • Mi Casa Azteca Mexican Restaurant & Cantina - 11 min drive
  • Southwind Pizza - 11 min drive
  • Hardee's - 11 min drive
  • Subway - 12 min drive
  • Richardson's Cafe - 11 min drive

Frequently asked questions

Is Private, 7-acre waterfront retreat on Winter Harbor Haven pet-friendly?

Yes, this property allows dogs (limit 2 total).

What time is check-in at Private, 7-acre waterfront retreat on Winter Harbor Haven?

Check-in begins at 4:00 PM.

What time is check-out at Private, 7-acre waterfront retreat on Winter Harbor Haven?

Checkout is at 10:00 AM.

Where is Private, 7-acre waterfront retreat on Winter Harbor Haven located?

Situated on the waterfront, this holiday home is 4.6 mi (7.5 km) from Bethel Beach Natural Area Preserve and within 25 miles (40 km) of Gwynn's Island Musuem and Riverside Walter Reed Hospital. Deltaville Maritime Museum and Deltaville Marina are also within 32 miles (52 km).

Reviews

10

Exceptional

Rating 10 - Excellent. 105 out of 111 reviews" "
Rating 8 - Good. 6 out of 111 reviews" "
Rating 6 - Okay. 0 out of 111 reviews" "
Rating 4 - Poor. 0 out of 111 reviews" "
Rating 2 - Terrible. 0 out of 111 reviews" "

9.8/10

Cleanliness

Reviews

10/10 Excellent

Joshua D.

Liked: Cleanliness
Great Home - Well Equipped
Beautiful home. Very well equipped.
Stayed 4 nights in Apr 2024

10/10 Excellent

Kelly H.

Liked: Cleanliness
Great Vacation!
The house was extremely clean and well-supplied. The screened-in porch was wonderful for watching birds and sunrises over the water. We had a great time sitting on the private pier and kayaking through the peaceful waters. The house and property couldn’t have been more pleasant! We had a wonderful stay and would highly recommend this rental! Thank you so much!!
Stayed 3 nights in Mar 2024

10/10 Excellent

Amy B.

Liked: Cleanliness
Perfect quiet place!
Wonderful place to stay. Peace and relaxation!!
Stayed 2 nights in Nov 2023

10/10 Excellent

Jenny C.

Liked: Cleanliness
Serene
Love Love Love it!!! Our 6th year staying there!! Absolutely hate to leave and can’t wait to come back!!! Everyone always has the most relaxing and peaceful time! First time taking a baby and it was great! I can’t say enough good things about it!! We will be back next year atleast once maybe twice!!! Thank you so much Bob!!
Stayed 4 nights in Oct 2023

10/10 Excellent

Linda R.

Liked: Cleanliness
Really pretty location
We had a wonderful time at this property. There is plenty of room for a large family. The kitchen was well stocked and we were easily able to cook several meals in the space. In addition, there are a number of restaurants in Mathews we were also able to try out during our stay. The dock area is beautiful. Our only recommendation is to remember to bring or use bug spray as there were many mosquitos, as you might expect, in the area. We greatly enjoyed the large screened deck.
Stayed 3 nights in Oct 2023

10/10 Excellent

Tami C.

Liked: Cleanliness
Tropical Storm
We are already making plans to revisit this property as a tropical storm prevented us from enjoying all it had to offer. Comfortable beds and gorgeous views. Privacy and wildlife galore!
Stayed 3 nights in Sep 2023

10/10 Excellent

Ian S.

Liked: Cleanliness
Great place by the bay
Our idea vacation involves mostly crabbing, kayaking, maybe some fishing, and a day or two of visiting local attractions. This place offered it all. An unexpected highlight was the option to kayak to a nearby bay-beach where watercraft are the only access. It was like our own private beach and so relaxing. We averaged about 15 crabs / day and my tween daughter pulled in a 20" red drum from the pier. A bonus for us is that all of the need gear was already there, so no need to rent kayaks or a canoe. Or crabbing gear. Probably best to bring your own fishing gear since I think there is a lot of personal preference there. Bob was very responsive to questions and issues during the stay.
Stayed 7 nights in Aug 2023

10/10 Excellent

Jacqueline F.

Liked: Cleanliness
Amazing Property
Our family enjoyed a fabulous time staying at this beautiful property that provides a lot of serenity and lots of amenities for our entire family. Thank you Bob and Mary Beth for your hospitality!
Stayed 3 nights in Sep 2023

10/10 Excellent

M and G P.

Liked: Cleanliness
A Chesapeake Tidal Marsh Gem
Chessie's Cove is a Chesapeake Tidal Marsh gem. Our daughter recently graduated with an Environmental Science degree and thoroughly enjoyed exploring the wildlife and was so happy it literally brought her to tears. She also got a kick out of the outdoor (enclosed) shower. Our son and girlfriend enjoyed going to Bethel beach and Haven beach. We all enjoyed kayaking, crabbing, going to the restaurants, shops and farmers market in Mathews. We also enjoyed Corn Hole and croquet on the lawn, playing board games and just relaxing on the screened in porch. We had a wonderful time at Chessie's cove and would recommend the aerial view photo be deleted or updated to reflect the current state of the plant growth between the house and the dock. Thank-you! The Padden Family
Stayed 6 nights in Jul 2023

10/10 Excellent

Meredith G.

Liked: Cleanliness
Lovely home, beautiful setting, relaxing area.
I could live on that screened porch. Took a break from obx til kids are out of college and we’re not stuck in prime season. Such a great house, the area is so quiet and so much nature. The dogs were content to lay on the porch and watch wildlife. The town is cute, good restaurants nearby, two uncrowded beach areas to walk and swim. Only suggestion would be for a clothesline under the house to hang towels, suits, delicates you don’t want in the dryer. A lovely week!
Stayed 7 nights in Aug 2023