Entire home

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

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

Exterior
Beach
Property grounds
Property grounds
Interior

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 6

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Chincoteague, VA
  • Place, Oyster Bay
    ‪14 min walk‬
  • Place, Maui Jack's Waterpark
    ‪4 min drive‬
  • Place, Chincoteague National Wildlife Refuge
    ‪5 min drive‬
  • Airport, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)
    ‪71 min drive‬

Room options

About the neighborhood

Chincoteague

Located in Deep Hole within a 5-minute walk of Oyster Bay, this vacation home is within 2 miles (3 km) of Maui Jack's Waterpark. The vacation home includes a kitchen, a fireplace, and a private yard.

What's nearby

  • Oyster Bay - 14 min walk - 0.8 miles
  • Robert N. Reed Downtown Waterfront Park - 3 min drive - 2.2 miles
  • Maui Jack's Waterpark - 4 min drive - 2.0 miles
  • Chincoteague National Wildlife Refuge - 5 min drive - 2.8 miles
  • Assateague Lighthouse - 8 min drive - 3.8 miles

Getting around

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

Restaurants

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

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.
The vacation home is air-conditioned and features a kitchen and space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a fireplace, and a private yard.

Similar properties

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

  • Smoking not allowed

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)

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM
Contactless check-out available

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

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

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
Onsite 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.

Property is also known as

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

Frequently asked questions

What can I see near this vacation home?

This vacation home is situated in Deep Hole, just steps from Oyster Bay. You'll also find Maui Jack's Waterpark and Chincoteague Channel within a short drive.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is Ocean City, MD (OCE-Ocean City Municipal), which is about 28.6 mi away. Another top airport is Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), which is around 29.4 mi away.

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

Reviews

10

Exceptional

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

8.0/10

Cleanliness

Reviews

10/10 Excellent

stephen S.

Liked: Cleanliness

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