Entire home

Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock

Photo gallery for Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock

Exterior - Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock (Chincoteague)
Property grounds - Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock (Chincoteague)
Beach - Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock (Chincoteague)
Property grounds - Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock (Chincoteague)
Interior - Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock (Chincoteague)
On Chincoteague Island, this traditional home offers a charming retreat. Relax in the enclosed porch, or enjoy time on the large grassy yard leading to a private boat dock on Little Oyster Bay.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 6

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Add dates for prices

About this property

Entire place

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

Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock

Experience classic Chincoteague Island charm with all the modern comforts at this lovingly updated waterfront home. Situated by Little Oyster Bay, the property features a private bulkhead boat dock perfect for crabbing, kayaking, boating, or simply enjoying peaceful waterfront moments.

Inside, the home blends coastal charm with modern updates. A comfortable living room opens to the dining area, and classic kitchen creating a warm and inviting space for meals and gatherings. Two bedrooms, each with a queen bed, share a full hallway bathroom, making the home perfect for couples, small families, or friends traveling together.

Relaxation is easy at this home. The enclosed four-season porch offers a cozy spot to enjoy bay views in any weather, while the outdoor space features shade trees, a porch swing, and a covered grill area. From the yard, a short lane leads directly to the private dock, where you can launch a kayak, fish, or simply take in the serene bay setting. Keep an eye out for neighboring horses grazing nearby, adding a true Chincoteague Island experience.

Outdoor & Waterfront Amenities

Private bulkhead boat dock for kayaking, crabbing, or boating

Enclosed four-season porch with waterfront views

Covered grill area for outdoor dining

Yard with shade trees and porch swing

Short lane to the dock for easy water access

Opportunity to spot Chincoteague’s famous horses

Prime Chincoteague Location

This home offers a quiet waterfront retreat while remaining close to Chincoteague Island’s restaurants, shops, and attractions. A short drive brings you to Assateague Island for beaches, wildlife, and the famous wild ponies.

Why Guests Love This Home

Classic Chincoteague charm with modern updates

Private dock on Little Oyster Bay for boating and crabbing

Relaxing four-season porch with scenic water views

Yard, grill area, and porch swing for outdoor enjoyment

Unique opportunity to see horses from the property

Your Chincoteague Escape

Whether you are kayaking, crabbing, grilling outdoors, or relaxing on the four-season porch, this home offers everything needed for a memorable Chincoteague Island waterfront vacation.

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 2 bedrooms

Bathroom

  • 1 bathroom

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Dock
  • Firepit
  • Porch/lanai
  • Yard

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Things to do

  • Tennis
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Hunting nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks 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 not reported (host has not indicated whether there is a smoke detector on the property)

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
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
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

House Chincoteague
7027
House Private vacation home
House Private vacation home Chincoteague

About the area

Deep Hole, a neighbourhood in Chincoteague, is home to this holiday home. Chincoteague National Wildlife Refuge and Oyster Bay reflect the area's natural beauty and area attractions include Maui Jack's Waterpark and Wallops Flight Facility. Make sure you get close to the area's animals with activities such as game walks and birdwatching. Visit our Chincoteague travel guide
View more Holiday homes in Chincoteague
Map
Chincoteague, VA

What's nearby

  • This is an aerial of an abandoned oyster house along the shores of Chincoteague Bay on George Island Landing, a declined oyster, clam, and crab fishing village in Maryland.
    Oyster Bay
    12 min walk - 1.1 km
  • Chincoteague Island, Virginia: Captain Timothy Hill House, a historic home built c. 1800, and moved to its present location in 1980 when faced with demolition.
    Captain Timothy Hill House
    3 min drive - 2.8 km
  • Chincoteague National Wildlife Refuge
    Chincoteague National Wildlife Refuge
    5 min drive - 3.4 km
  • Maui Jack's Waterpark
    3 min drive - 2.1 km
  • Robert N. Reed Downtown Waterfront Park
    3 min drive - 2.9 km

Getting around

  • Ocean City, MD (OCE-Ocean City Municipal)
    67 min drive

Restaurants

  • Island Creamery
    2 min drive
  • McDonald's
    5 min drive
  • Steamers
    2 min drive
  • Famous Pizza & Sub Shoppe
    4 min drive
  • Teaguers
    20 min walk

Frequently asked questions

Is Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock pet-friendly?

No, pets are not allowed at this property.

How much is parking at Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock?

On-site parking is available at the property.

What time is check-in at Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock?

Check-in begins at 4:00 PM.

What time is check-out at Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock?

Checkout is at 10:00 AM.

Where is Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock located?

Located in Deep Hole, this holiday home is within 2 miles (3 km) of Oyster Bay, Maui Jack's Waterpark and Captain Timothy Hill House. Chincoteague Channel and Robert N. Reed Downtown Waterfront Park are also within 2 miles (3 km).

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Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

8.0

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

stephen S.

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

Had sewer issues but still made most of it

Sewer issues flooded sun room everytime you did laundry but got through it and did not let it ruin a weeks vacation great spot booked again next year same week
Stayed 7 nights in Sep 2024