Deep Hole stay.With a stay at this Deep Hole vacation home, you'll be within half a mile (1 km) of Oyster Bay and 2 miles (3 km) of Maui Jack's Waterpark. Chincoteague Channel and Captain Timothy Hill House are also within 2 miles (3 km).
Captain Timothy Hill House - 4 min drive - 1.9 miles
Robert N. Reed Downtown Waterfront Park - 4 min drive - 2.0 miles
Museum of Chincoteague - 5 min drive - 1.9 miles
Getting around
Ocean City, MD (OCE-Ocean City Municipal) - 75 min drive
Restaurants
Island Creamery - 3 min drive
McDonald's - 5 min drive
Ropewalk - 5 min drive
Teaguers - 3 min drive
Steamers - 3 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.
Oyster Bay Oasis - 5 Min to Assateague!
Memories made together last a lifetime…..
Welcome to Oyster Bay Oasis in ever-popular Oyster Bay I on Chincoteague Island - the perfect home base for your family’s next adventure! Only 5 minutes from Assateague National Seashore, where our Wild Ponies roam free, this adorable home has all the quintessential Chincoteague Charm you love, plus the modern Amenities you want and need - and, you can bring the family dog at no additional charge! Combine that with a family friendly price tag, and Kaykaks available for your use, you have the makings of an amazing Beach getaway!
Oyster Bay I is a serene, quiet community tucked in the heart of our Island. With a Boat Ramp just down the street, and tree-lined streets lovely for walking, it’s truly a peaceful destination. As you pull into the driveway, you’ll love Oyster Bay Oasis’ rustic good looks, and the Pine Trees swaying in the breeze. Take a moment and take in that salty, sweet sea breeze - you’re on Island Time now!
This adorable home has the perfect family layout, where you can spend time together without ever feeling crowded. You’ll love relaxing in the Living Area with colors of sea grass and sand dunes, and enjoying Free WiFi and Flat Screen Smart TV. Sink into the comfy furnishings for movie time, or slip out to the fabulous Screened Porch with seating for all!
The Kitchen has all the comforts of home, and is well-stocked with all you need to make mealtime easy breezy. Grab a quick bite at the Breakfast Bar before hitting the Beach, or get breakfast to go at Beach Road Roundup on the way there! Come dinnertime, you can dine in the comfort of Central AC in the Dining Area, or Al-Fresco on the huge Screened Porch which has both a dining area and an area for simply chilling and sharing stories of the day’s adventures.
Oyster Bay Oasis sleeps 6 comfortably in 3 Bedrooms. Bedroom 1 is just off the Living Area, and has a comfy Queen Bed. There is a Full Bath with a Tub/Shower Combo conveniently located on this level, as well. Wandering downstairs, you’ll find a 2nd Living Area, plus 2 Bedrooms and a Half Bath! The 2nd Living Area is a great hang-out for the kids, or a great place to curl up with a good book, and also has a Flat Screen Smart TV. Bedroom 2 has another Queen Bed, while Bedroom 3 has 2 Twin Beds. A Half Bath is shared downstairs, and also has a Stacked Washer and Dryer for your convenience.
Now let’s talk about the Outdoor Living at Oyster Bay Oasis! Ride your bike through the peaceful community, or to the Beach, only minutes away! Launch the Kayaks at the Boat Ramp, or bring your Boat to explore our pristine waters. Whether you enjoy fishing and clamming, or sunbathing and searching for Wild Ponies, the world is your oyster here on Chincoteague Island!One thing is for certain - you’ll never get bored!
No Smoking. Dogs allowed - 2 Max and must be pre-approved. Dogs must be on flea/tick preventative, and current on vaccinations. Damage Waiver does not cover pet damage. Seaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors.
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Wheelchair accessibility
Smoking not allowed
Things to do
Water park
Water sports equipment
Cycling nearby
Fishing nearby
Golfing nearby
Motor boating 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)
General
Garden
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
Pets are welcome
Service animals are exempt from fees
Children and extra beds
Children are welcome.
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
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. Onsite parties or group events are strictly prohibited.
Property is also known as
165287
Frequently asked questions
How close is Oyster Bay Oasis - 5 Min to Assateague! to the airport?
This vacation home is 57.3 mi (75-min drive) away from the Ocean City, MD (OCE-Ocean City Municipal) airport, the closest popular airport to the property.
Does Oyster Bay Oasis - 5 Min to Assateague! have an airport shuttle?
Airport shuttle services are not available at this vacation home.
How close is Oyster Bay Oasis - 5 Min to Assateague! to the beach?
This vacation home is 6.6 mi (24-min drive) from Bow Beach.
Does Oyster Bay Oasis - 5 Min to Assateague! offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at Oyster Bay Oasis - 5 Min to Assateague!?
No, there is no casino at this vacation home.
What time is check-in at Oyster Bay Oasis - 5 Min to Assateague!?
Check-in begins at 4:00 PM.
Is there free parking at Oyster Bay Oasis - 5 Min to Assateague!?
Free parking is not available at this vacation home.
Does Oyster Bay Oasis - 5 Min to Assateague! have a pool?
This vacation home does not have a pool.
Does Oyster Bay Oasis - 5 Min to Assateague! have a spa?
There are no spa services available at this vacation home.
How close is Oyster Bay Oasis - 5 Min to Assateague! to downtown Chincoteague?
This vacation home is 1.7 mi away from Chincoteague.
Oyster Bay Oasis - 5 Min to Assateague! Reviews
Reviews
9.6
Exceptional
All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 7 out of 8 reviews
10 - Excellent
7
Rating 8 - Good. 0 out of 8 reviews
8 - Good
0
Rating 6 - Okay. 1 out of 8 reviews
6 - Okay
1
Rating 4 - Poor. 0 out of 8 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 8 reviews
2 - Terrible
0
9.0/10
Cleanliness
Reviews
10/10 Excellent
jessaca c.
Nov 2, 2025
Liked: Cleanliness
Everything was as pictured. Location quiet and relaxing.
jessaca c.
Stayed 6 nights in Oct 2025
10/10 Excellent
Lisa R.
Oct 22, 2025
Liked: Cleanliness
We enjoyed our stay at Oyster Bay Oasis. The house was clean and the location was great. It is difficult to find rentals that allow you to bring your dogs and that made this house a perfect fit for us.
Lisa R.
Stayed 3 nights in Oct 2025
10/10 Excellent
Mike L.
Sep 2, 2025
Liked: Cleanliness
We really enjoyed our stay in Chincoteague! The home was comfortable and the screened back porch was especially lovely — the perfect place to relax after a day of exploring. Everything was as described and made for a relaxing getaway.The only drawback was that some of the plates and cookware in the kitchen hadn’t been cleaned properly, though this may have been due to the guests before us. Not a big issue, but worth mentioning.Overall, we had a great experience and would definitely consider staying here again!
Mike L.
Stayed 5 nights in Aug 2025
10/10 Excellent
Mark H.
Aug 7, 2025
Liked: Cleanliness
Nice layout. Loved the screened porch. Great location - a short bike ride to everything.
Mark H.
Stayed 7 nights in Jul 2025
10/10 Excellent
susan f.
Jul 20, 2025
Liked: Cleanliness
nice time
susan f.
Stayed 3 nights in Jul 2025
10/10 Excellent
Annie B.
Jul 11, 2025
Liked: Cleanliness
Perfect house for a small group! Loved the proximity to all that the island has to offer.
Annie B.
Stayed 4 nights in Jul 2025
6/10 Okay
Claudia C.
Jun 29, 2025
Great location and older cute home
The home is older and outdated but made for a comfortable and homey short stay for our family trip to the area. The home did have a very strong odor of moth balls which was overwhelming and the kitchen lacked in cooking utensils. The location was very close to everything.
Claudia C.
Stayed 3 nights in Jun 2025
10/10 Excellent
Kristin P.
May 27, 2025
Liked: Cleanliness
Comfortable and clean
Nice place, just like the pictures show.Clean and organized. Extremely responsive host.