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Hailey's Roundhouse - Unique Piney Island Home w/ Water Access!

Chincoteague vacation home in Piney Island area

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Photo gallery for Hailey's Roundhouse - Unique Piney Island Home w/ Water Access!

A modern kitchen with white cabinets, a large island, and pendant lighting.
A wooden deck with a glass door leading to a covered area, surrounded by trees and a clear sky.
A modern kitchen with a large island, white cabinets, pendant lighting, and a view to the outdoors.
A modern interior with a spiral staircase, a wooden bookshelf, and a dining area with chairs.
A beach with people relaxing under umbrellas, some sitting on chairs, and a few standing.

Reviews

9.4 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 91580 sq ft

Popular amenities

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

Explore the area

View in a map
Chincoteague Island, VA
  • Place, Maui Jack's Waterpark
    ‪11 min walk‬
  • Place, Museum of Chincoteague
    ‪11 min walk‬
  • Place, Chincoteague National Wildlife Refuge
    ‪3 min drive‬
  • Airport, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)
    ‪71 min drive‬

Room options

About the neighborhood

Chincoteague

Piney Island stay.Within a 10-minute walk of this Piney Island vacation home, you'll find Chincoteague National Wildlife Refuge and Museum of Chincoteague. Maui Jack's Waterpark and Assateague Lighthouse are also within 2 miles (3 km).
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What's nearby

  • Maui Jack's Waterpark - 11 min walk - 0.6 miles
  • Museum of Chincoteague - 11 min walk - 0.6 miles
  • Chincoteague National Wildlife Refuge - 3 min drive - 1.1 miles
  • Assateague Lighthouse - 5 min drive - 2.0 miles
  • beach near Downtown Chincoteague - 6 min drive - 2.8 miles

Getting around

  • Ocean City, MD (OCE-Ocean City Municipal) - 71 min drive

Restaurants

  • ‪Island Creamery - ‬4 min drive
  • ‪McDonald's - ‬8 min walk
  • ‪Ropewalk - ‬6 min drive
  • ‪Captain Zack's Seafood - ‬4 min drive
  • ‪Asian Express - ‬12 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Hailey's Roundhouse - Unique Piney Island Home w/ Water Access!

Check out Chincoteague's newest Piney Island vacation rental! Hailey's Round House is in a prime location on Chincoteague, in a quiet development road but just a short walk to the bridge to Assateague and the Maddox Boulevard shops and restaurants! You could take a bicycle or short drive to the Assateague beach and access to all of the bicycle trails around Chincoteague and Assateague to enjoy the wild ponies or many of the restaurants on Chincoteague.

Hailey's Round House is a recently renovated, beautiful 3 bedroom home with 2 bathrooms. The luxury porcelain floors throughout will leave you feeling entranced from the moment you walk through the door. Spacious, thoughtful, aesthetically pleasing, and comfortable are just a few words to describe what you will experience at Hailey's Round House. This home offers first floor living, a huge screened porch, quartz countertops, ample deck space, seclusion as well convenience. On the first floor, you will find a full bath with walk in tiled shower, as well as a complete living room, and bedroom featuring a full sized bed. You can reach the second floor by a private exterior entrance, or from the winding spiral staircase located inside. Upstairs you will find a second living room as well as two more bedrooms and another full bathroom with a tub. One bedroom features a full sized bed and the third is perfect for the kids, offering a twin as well as a full. While there are many focal points of this fabulous home, we are certain most of your time will be spent on the expansive deck, enjoying the sounds of nature and the deer who frequently visit the yard or downstairs in the screened porch. Hailey's Round House is located in one of the Island's most desired locations of Piney Island! It is close to the beach and ready to host your vacation stay!

​​​​​​​- Linens and towels are included with your reservation.
- No smoking is permitted on the premises.
- No pets are permitted on the premises.
- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

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  • Washer
  • Dryer
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Property amenities

Beach

  • Beach nearby

Internet

  • Available in the house: Free WiFi

Kitchen

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

Bedrooms

  • 3 bedrooms
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Shower

Entertainment

  • TV

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • Near the bay
  • Near the marina

Things to do

  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Kayaking nearby
  • Surfing/bodyboarding nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
  • Fire extinguisher

General

  • Unit size: 1,580 square feet

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
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

825154

Frequently asked questions

How close is Hailey's Roundhouse - Unique Piney Island Home w/ Water Access! to the airport?

This vacation home is 56.5 mi (71-min drive) away from the Ocean City, MD (OCE-Ocean City Municipal) airport, the closest popular airport to the property.

Does Hailey's Roundhouse - Unique Piney Island Home w/ Water Access! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Hailey's Roundhouse - Unique Piney Island Home w/ Water Access! to the beach?

This vacation home is 5 mi (20-min drive) from Bow Beach.

Does Hailey's Roundhouse - Unique Piney Island Home w/ Water Access! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Hailey's Roundhouse - Unique Piney Island Home w/ Water Access!?

No, there is no casino at this vacation home.

What time is check-in at Hailey's Roundhouse - Unique Piney Island Home w/ Water Access!?

Check-in begins at 4:00 PM.

Is there free parking at Hailey's Roundhouse - Unique Piney Island Home w/ Water Access!?

Free parking is not available at this vacation home.

Does Hailey's Roundhouse - Unique Piney Island Home w/ Water Access! have a pool?

This vacation home does not have a pool.

Does Hailey's Roundhouse - Unique Piney Island Home w/ Water Access! have a spa?

There are no spa services available at this vacation home.

How close is Hailey's Roundhouse - Unique Piney Island Home w/ Water Access! to downtown Chincoteague?

This vacation home is 1.7 mi away from Chincoteague.

Hailey's Roundhouse - Unique Piney Island Home w/ Water Access! Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 5 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 1 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

9.4/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy
Had a great time at Hailey’s roundhouse
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

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

Beautiful place and location.

We enjoyed the quiet neighborhood and location. The house was cute, and we spent a lot of time on the screened-in porch.
Stayed 5 nights in Jul 2024
Verified review

10/10 Excellent

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

Quite beach house close to town

The house was very cute. It was extremely quiet at night which was nice. Very close to beach and restaurants.
Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

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

Great stay!

We very much enjoyed our stay! Location is great, on a quiet block, walking distance from a few bike rental shops, family dollar, restaurants, minigolf etc. Very convenient for biking to the beach (20 min, mostly flat bike lane). The house was as per the pictures, very spacious, comfortable beds and pillows, kitchen well equipped. We'd definitely recommend and hope to come back!
Stayed 3 nights in May 2024
Verified review

6/10 Okay

Liked: Cleanliness, location
Disliked: Listing accuracy

Feedback from the whole family

While the location of the property is great, and the neighborhood is quiet, we thought there should have been some improvements done and more supplies provided. Specifically, the spiral staircase is wobbly, the screened porch door does not stay closed as the latch is not properly installed/old, every light including nightstands in the house is very bright white, and there is an unpleasant odor in the house. In terms of supplies, the listing said "no linens" but it did not say "no towels" when we booked it, so we had no bath or kitchen towels which is usually not the case when we stay at other VRBO properties. They added "no towels" to the listing after I asked them about the towels. We are not staying there again although we did make the most out of it. We just hope this review helps bring changes to the house and the management.
Stayed 4 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy
We liked: spacious interior living spaces, large kitchen area with dishwasher - microwave - adequate appliances (we like to eat most meals 'at home'), separated upstairs and downstairs living and sleeping areas, nice washer and dryer upper level, good a/c coverage throughout whole home, outside stairs to upper level and deck, lower screened porch with outdoor furniture, accessible location between beach and commercial areas, somewhat private and quiet location even though other homes are nearby.Disappointments: refrigerator ice-maker didn't work, screened porch is in poor shape with torn screens, dirty floors, screen doors need replacing, kitchen could use a few more items for food storage (pitchers, eating utensils), another table would be helpful, no curtain or privacy cover for downstairs bathroom window, large windows had hand and finger smudges on them, outdoor grill was very dirty (we would have to clean it to use it), no simple mop for keeping floors clean. Very distracting was the boat parked out front with standing water full of mosquito larvae adding to the amount of biting insects, unmarked tripping hazard next to the driveway with a rebar handle at ground level for concrete sewer top, no outdoor shower (just a hose).In spite of these disappointments, we'd likely return to this convenient location with the spacious interior living areas that have been updated with the clean and finished appearance.
Stayed 7 nights in Jun 2026

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