Entire home

Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard

Holiday home in Onancock with kitchen and balcony

Photo gallery for Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard

Exterior
Living area
Outdoor spa tub
View from property
Interior

Reviews

10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 6

Popular amenities

  • Parking available
  • Dryer
  • Pet-friendly
  • Washer
  • Barbecue grill
  • Outdoor space

Explore the area

View in a map
  • Place, Chesapeake Bay
  • Place, North Street Market
  • Place, SouthEast Expeditions

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo

Bathroom 3

Soap · Towels provided · Toilet

Spaces

Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
Dining area

About this property

Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard

Discover this superb 3-bedroom waterfront gem in Onancock. This tranquil house features exquisite sunset views from covered porches on two levels of this 3 story home with lots of outdoor space. Enjoy the privacy of this Chesconessex Creek property while being just 8 minutes from the historic and fun Town of Onancock. Explore Virginia’s Eastern Shore as we are mid way between Chincoteague and Cape Charles. Exercise in the endless pool, or practice your pickleball skills on a mini practice court or in the enclosed garage; 13 foot net, paddles and balls included! The primary and guest (ensuite) bedrooms are on level 1, with the laundry area and access to the pool deck while the 3rd bedroom with twin beds in the “crow’s nest” on level 3. Kitchen, living and dining areas, and the half bath, are located on level 2. Two wraparound porches and a pool deck on the back of the house complete this lovely home with lots of outdoor spaces to enjoy! A mini pickleball court, complete with paddles and balls, is in the garage. Backyard area is fenced for convenience of bringing approved pets. We are available to answer any questions about the home, area or Eastern Shore before or during your stay at the Harbor Master!
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Outdoor space

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House Rules

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Children

Children allowed: ages 0–17
Property is not suited for unsupervised children.
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 2 total)
Dogs must be pre-approved by Host!
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Failure to complete these may result in a negative review from the host.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 indicated that there is no 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

We should mention

This property does not have any lifts

About the area

Onancock

Onancock is home to this holiday home. Red Queen Gallery and North Street Playhouse are cultural highlights, and some of the area's activities can be experienced at Bloxom Winery and Eastern Shore Yacht and Country Club Golf Course. North Street Market and SouthEast Expeditions are also worth visiting.
Map
Onancock, VA

What's nearby

  • Hang Glide Virginia - 13 min drive - 9.2 km
  • North Street Market - 13 min drive - 9.5 km
  • SouthEast Expeditions - 13 min drive - 9.5 km
  • Red Queen Gallery - 13 min drive - 9.5 km
  • Riverside Shore Memorial Hospital - 18 min drive - 12.9 km

Getting around

  • Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) - 78 min drive

Restaurants

  • ‪Royal Farms - ‬14 min drive
  • ‪McDonald's - ‬14 min drive
  • ‪Hardee's - ‬15 min drive
  • ‪Wendy's - ‬14 min drive
  • ‪Kuchi - ‬12 min drive

Frequently asked questions

Is Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard pet-friendly?

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

Where is Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard located?

Situated in Onancock, this holiday home is within 6 miles (10 km) of North Street Market, Red Queen Gallery and North Street Playhouse. Hang Glide Virginia and SouthEast Expeditions are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Robert P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a great stay! Nice location and very quiet. Thoughtful kitchen amenities were appreciated. Definitely worth a return stay!!
Stayed 3 nights in Aug 2025

10/10 Excellent

Kristen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing oasis.

Peaceful, relaxing place with wonderful waterfront views. House is spacious and well-stocked, with a large fenced yard. We enjoyed catching fish and blue crabs right from the dock and kayaking on the river. Highly recommend.
Stayed 10 nights in Jul 2025

10/10 Excellent

Charles S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property. Charming older house but completely modernized. Super pet-friendly with fenced in backyard. Our host was very helpful and very responsive. The front porches face the water and also include spectacular sunsets. The house is surrounded by trees or water. Very private. Two thumbs up.
Stayed 4 nights in Sep 2025

About the host

Hosted by Joslyn Wood

Host profile image
After spending the last 25 years in the mountains of Colorado, we returned to the mid-atlantic area to be close to family and the Chesapeake Bay. We bought a home in the Onancock area and quickly fell in love with the ESVA! We saw the Harbor Master listed for sale in 2024 and decided to take a closer look and the rest is history!

Why they chose this property

Chesconessex Creek offers all sorts of recreational adventures, including boating, fishing, birding and kayaking. Blue heron frequent the waterfront as do osprey and eagles.

What makes this property unique

The Harbor Master was built in 1920 and “lifted” and renovated after 2015. The original floors remain but have been beautifully finished and whimsically stained to reflect the casual, fun and unique lifestyle on the eastern shore. The sunset views are inspiring and different each day of the year.

Premier Host

They consistently provide great experiences for their guests