Oyster Bay Oasis by Seaside Vacations & Sales

Photo gallery for Oyster Bay Oasis by Seaside Vacations & Sales

A covered outdoor deck with wicker furniture, a ceiling fan, and a view of trees.
A spacious living area with two sofas, a coffee table, and a dining table with chairs. A ceiling fan and pendant lights are visible.
A dining area with a round wooden table, four chairs, and a decorative wall piece.
A living room with a beige sofa, a wooden coffee table, and a patterned rug.
A living room with a sofa, a coffee table, a TV, and a chandelier.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Discover nearby landmarks
    Near Oyster Bay

Popular amenities

  • Waterpark access
  • Barbecue grill
  • Internet access
  • Air-conditioning
  • Pet-friendly
  • Washing machine

Explore the area

View in a map
Chincoteague Island, VA
  • Place, Oyster Bay
    ‪9 min walk‬
  • Place, Chincoteague National Wildlife Refuge
    ‪6 min drive‬
  • Place, Assateague Lighthouse
    ‪8 min drive‬
  • Airport, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)
    ‪68 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

1 bathroom, 1 half bathroom

Full Bath

Half Bath

Spaces

Porch or lanai
Kitchen
Garden

Add dates for prices

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About the area

Chincoteague

Deep Hole, a neighbourhood in Chincoteague, is home to this holiday home. Captain Timothy Hill House and Assateague Lighthouse are local landmarks, and the area's natural beauty can be seen at Chincoteague National Wildlife Refuge and Oyster Bay. Maui Jack's Waterpark and Wallops Flight Facility are also worth visiting. Discover the area's water adventures with power boating, fishing and swimming nearby, or enjoy the great outdoors with cycling.
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Map
Chincoteague Island, VA

What's nearby

  • Oyster Bay - 9 min walk - 0.8 km
  • Maui Jack's Waterpark - 4 min drive - 3.4 km
  • beach near Downtown Chincoteague - 5 min drive - 4.8 km
  • Chincoteague National Wildlife Refuge - 6 min drive - 5.1 km
  • Assateague Lighthouse - 8 min drive - 6.5 km

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
  • ‪Captain Zack's Seafood - ‬2 min drive
  • ‪Asian Express - ‬4 min drive

Frequently asked questions

Is Oyster Bay Oasis by Seaside Vacations & Sales pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Oyster Bay Oasis by Seaside Vacations & Sales?

Check-in begins at 4:00 PM.

What time is check-out at Oyster Bay Oasis by Seaside Vacations & Sales?

Checkout is at 10:00 AM.

Where is Oyster Bay Oasis by Seaside Vacations & Sales located?

Located in Deep Hole, this holiday home is within 2 miles (3 km) of Oyster Bay, Chincoteague Channel and Maui Jack's Waterpark. Captain Timothy Hill House and Robert N. Reed Downtown Waterfront Park are also within 3 miles (5 km).

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 12 out of 16 reviews
Rating 8 - Good. 2 out of 16 reviews
Rating 6 - Okay. 2 out of 16 reviews
Rating 4 - Poor. 0 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

9.2/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

9.4/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property is well cared for and close to local attractions.
Stayed 3 nights in Aug 2026
Response from VrboOwner on 7 Sept, 2026
Thanks so much for taking the time to leave a review! We're so glad to hear you enjoyed your time with us, and would love to have you back anytime!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy
Very nice overall
Stayed 3 nights in Jul 2026
Response from VrboOwner on 10 Aug, 2026
We're so glad to hear you enjoyed your time at Oyster Bay Oasis! We hope to have you back soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location!
Stayed 3 nights in Nov 2025
Response from VrboOwner on 21 Nov, 2025
Thanks so much for choosing to stay with Seaside Vacations, Erin! The Oyster Bay community is one of our guests' favorite areas to stay on the island. Glad to hear you enjoyed, and we hope to have you back soon! Best, Tim
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a really good stay at Oyster Bay Oasis. Reservations and check-in were smooth and the home is as advertised. The neighborhood was very quiet. No issues with maintenance. We would stay here again.
Stayed 6 nights in Mar 2026
Response from VrboOwner on 6 Apr, 2026
Thanks so much for the great review, Larry! We're so glad to hear you enjoyed your time at Oyster Bay Oasis, and hope to have you back soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect house for a small group! Loved the proximity to all that the island has to offer.
Stayed 4 nights in Jul 2025
Response from VrboOwner on 14 Jul, 2025
We're so glad to hear you enjoyed your time at Oyster Bay Oasis, Annie! We'd love to have you back anytime! Best, Tim
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Oct 2025
Response from VrboOwner on 22 Oct, 2025
Thanks so much for taking the time to leave a review, Lisa! We're so glad to hear your family enjoyed its time at Oyster Bay Oasis, and hope to have you back soon! Best, Tim
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was as pictured. Location quiet and relaxing.
Stayed 6 nights in Oct 2025
Response from VrboOwner on 3 Nov, 2025
Thanks so much for choosing to stay with Seaside Vacations, Jessaca! We're so glad to hear you enjoyed your visit to the island, and hope to have you back soon! Best, Tim
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
A nice property with a few exceptions. The bathroom and kitchen sinks need to be replaced. Finishes are chipped and scratched. The landscaping could use some cleaning up/sprucing up! Also, please leave directions to use the tv. Unfortunately we were there during a nor’easter in September so we wanted to watch some tv. With 3 remotes, all with various options, we spent more time trying to get anything we could watch than we actually watched. Overall the house was nice though!
Stayed 3 nights in Sep 2026
Response from VrboOwner on 13 Oct, 2026
Thanks so much for choosing to stay with us, and for the feedback. We'll be sure to pass this along to our Operations team so they can reach out to the owners about the sinks and see if we can get some TV instructions put together!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
nice time
Stayed 3 nights in Jul 2025
Response from VrboOwner on 21 Jul, 2025
Thanks so much for choosing to stay with Seaside Vacations, John! Hope to have you back soon! Best, Tim
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice layout. Loved the screened porch. Great location - a short bike ride to everything.
Stayed 7 nights in Jul 2025
Response from VrboOwner on 10 Aug, 2025
Hi Mark – thank you for your fantastic 10/10 review! We’re delighted you loved the nice layout, screened porch, and great location just a short bike ride to everything. We’d be happy to welcome you back anytime! – Julia
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was awesome in terms of layout, space, beds, etc. Pics are accurate, location is great (Deep Hole). The only things to be aware of:1) We couldn't turn on the outside fan in the screened-in porch. Tried all switches, but none seemed to work. I'm sure they'll figure this out soon though. 2) The closet bedroom on the top floor does not have much space due to the water heater running through it. Not a big deal. We definitely hope to stay again next year!
Stayed 7 nights in Jul 2026
Response from VrboOwner on 3 Aug, 2026
We're so glad to hear you enjoyed your time with us! Thanks so much for allowing Seaside Vacations to be a part of your island getaway. Hope to have you back soon!
Verified review

10/10 Excellent

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

Comfortable and clean

Nice place, just like the pictures show.Clean and organized. Extremely responsive host.
Stayed 3 nights in May 2025
Response from VrboOwner on 28 May, 2025
Kristin, thank you so much for choosing to stay with Seaside Vacations! We're so glad to hear you enjoyed your time at Oyster Bay Oasis. Hope to have you back soon! Best, Tim
Verified review

6/10 Okay

Liked: Check-in, communication, location

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.
Stayed 3 nights in Jun 2025
Response from VrboOwner on 2 Jul, 2025
Thanks so much for choosing to stay with us, Claudia! We'll be sure to have our cleaners locate the moth balls and have them taken out. We hope you enjoyed your time on Chincoteague, and would love to have you back anytime! Best, Tim
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 5 nights in Aug 2025
Response from VrboOwner on 8 Sept, 2025
Thanks so much for the feedback, Mike. We'll be sure to ask our cleaners and inspectors take more time to look at the plates and cookware when they're in the home. We truly apologize for any inconveniences, but are so glad to hear you still enjoyed your stay. Hope to have you back soon! Best, Tim
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the perfect spot for us and our 2 dogs. It worked well for working remotely and was just a short bike ride into the park or to any restaurant. This was also a great location for our reactive dogs, as it was such a quiet street for walking and just a mile from a short, dog friendly trail. The outdoor porch was a great spot to have coffee and listen to the birds; there is a gate at the top of the stairs so our dogs could be out there with us. We launched the kayaks from the nearby boat launch and had a wonderful time kayaking before sunset! We did not have a vehicle to drive the kayaks, so we carried them to the launch (0.5 miles) - I would definitely recommend finding a way to drive them, but it was so nice to have the kayaks!Run by a company, the rental does feel ‘colder’ than an a typical Air B&B and had the bare minimum supplies. The interior is older (couches) & we re-washed some pots/pans prior to their use. Beds were comfy but I would bring my own pillow next time!
Stayed 5 nights in Apr 2026
Response from VrboOwner on 27 Apr, 2026
Thanks so much for choosing to stay with us, and for the feedback. We'll be sure to pass this along to our team as we're always looking for ways to improve. Hope to have you all back soon!
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 3 nights in Aug 2026
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