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
1010 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)
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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 UK consumer law, property booking services are not subject to the right of withdrawal.
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. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby. Visit our Chincoteague travel guide
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.
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