Title: Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=55637&destination=Chincoteague%2C+Virginia%2C+United+States+of+America&selected=67672067&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) 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)](https://images.trvl-media.com/lodging/68000000/67680000/67672100/67672067/0cf3579d.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property grounds - Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock (Chincoteague)](https://images.trvl-media.com/lodging/68000000/67680000/67672100/67672067/3643b2ad.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock (Chincoteague)](https://images.trvl-media.com/lodging/68000000/67680000/67672100/67672067/67aa313c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Beach - Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock (Chincoteague)](https://images.trvl-media.com/lodging/68000000/67680000/67672100/67672067/4730178f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock (Chincoteague)](https://images.trvl-media.com/lodging/68000000/67680000/67672100/67672067/7eb466eb.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies 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 Exceptional ### Entire home 2 bedrooms1 bathroomSleeps 6 ## Popular amenities - Kitchen - Washing machine - Dryer - Free Wi-Fi - Air-conditioning - Outdoor space ## Add dates for prices Check-in Check-out Travellers ## 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 ![Indoor pool, seasonal outdoor pool, pool loungers](https://images.trvl-media.com/lodging/1000000/50000/40500/40487/3acf3bc5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Refuge Inn Piney Island - Pool - Breakfast included - Parking included - Free Wi-Fi 9.8 Exceptional 1,000 reviews £113 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-08&endDate=2026-04-09&selected=40487&PinnedHotelID=40487&HadPinnedHotel=true®ionId=-1&adults=2) ![Indoor spa tub](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/08963dd6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterside Inn Downtown Chincoteague - Pool - Breakfast included - Parking included - Free Wi-Fi 9.0 Wonderful 1,000 reviews £63 includes taxes & fees 12 Apr - 13 Apr [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-12&endDate=2026-04-13&selected=1615555&PinnedHotelID=1615555&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/102000000/101120000/101115100/101115056/137bc540.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Blufin Bungalows & Marina Down the Marsh - Pool - Kitchen - Pet-friendly - Parking included 9.6 Exceptional 217 reviews £160 includes taxes & fees 4 Apr - 5 Apr [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-04&endDate=2026-04-05&selected=101115056&PinnedHotelID=101115056&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby, sun-loungers](https://images.trvl-media.com/lodging/78000000/77030000/77029300/77029235/9094d930.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! 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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. ### 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](https://www.expedia.co.uk/Chincoteague.dx55637) [View more Holiday homes in Chincoteague](https://www.expedia.co.uk/Chincoteague-Private-Holiday-Homes.d55637-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C37.93883%2C-75.34801&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=2UHBlERd9c6jIk02iwrE_Sy3XTc=) 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.](https://images.trvl-media.com/place/553248635976194259/d37dc043-6237-4036-9c01-c39a8be2fa02.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Oyster Bay 12 min walk \- 0.7 miles - ![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.](https://images.trvl-media.com/place/553248621532662314/06ed3c02-13ff-45dd-b742-0b8b7dd9c877.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Captain Timothy Hill House 3 min drive \- 1.7 miles - ![Chincoteague National Wildlife Refuge](https://images.trvl-media.com/place/6075486/8445f124-632b-4b47-8518-f3362d880da3.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Chincoteague National Wildlife Refuge 5 min drive \- 2.2 miles - Maui Jack's Waterpark 3 min drive \- 1.3 miles - Robert N. Reed Downtown Waterfront Park 3 min drive \- 1.8 miles ### 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? ### How much is parking at Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock? ### What time is check-in at Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock? ### What time is check-out at Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock? ### Where is Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## 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 information](https://www.expedia.co.uk/lp/b/content-guidelines) 10 - Excellent 1 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 8.0 Cleanliness ### 10 Location ## Reviews Verified ### 10/10 Excellent #### stephen S. 21 Sept 2024 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 ##### stephen S. 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