Entire home

Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets

Family-friendly stay with in-room kitchens in Chincoteague

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A covered outdoor dining area with a table set for four, surrounded by wicker chairs, and overlooking a wooded area.
A two-story house with a porch and a deck, surrounded by trees.
A modern kitchen with wooden cabinets, a central island, a ceiling fan, and large windows.
A spacious room with a dining table, chairs, a sofa, and a large window.
A room with large windows, a fireplace, a television, and a white wicker bench.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms104 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

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

Room options

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About the area

Chincoteague

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 Chincoteague Channel. Maui Jack's Waterpark and Captain Timothy Hill House are also within 3 miles (5 km).

What's nearby

  • Oyster Bay - 6 min walk - 0.6 km
  • Maui Jack's Waterpark - 5 min drive - 4.1 km
  • beach near Downtown Chincoteague - 6 min drive - 5.5 km
  • Chincoteague National Wildlife Refuge - 7 min drive - 5.8 km
  • Assateague Lighthouse - 9 min drive - 7.2 km

Getting around

  • Ocean City, MD (OCE-Ocean City Municipal) - 76 min drive

Restaurants

  • ‪Island Creamery - ‬3 min drive
  • ‪McDonald's - ‬6 min drive
  • ‪Ropewalk - ‬5 min drive
  • ‪Captain Zack's Seafood - ‬3 min drive
  • ‪Asian Express - ‬5 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.

Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets

Nestled in the shade of tall pine trees in the private community of Oyster Bay, "Pearl in the Pines" is a charming coastal retreat equipped to meet any need. This bright and beachy 3-bedroom, 2-bathroom home accommodates up to 6 guests and is pet-friendly, making it an ideal space to vacation with your entire family. The spacious screened porch offers the perfect perch to savor your morning coffee with the sunrise or relax with friends and family while enjoying fresh, locally sourced seafood.

You're on island time at “Pearl in the Pines”. This delightful beach house has an open-concept living area, comfortable furnishings, a spacious screened porch, an outdoor fire pit, and beach-inspired decor that echoes the island's laid-back vibe.

Whether you choose to spend your days lounging on the beach at the Assateague Island National Seashore, exploring Chincoteague National Wildlife Refuge (home to the famous Chincoteague ponies), enjoying the island’s eclectic shops and unique restaurants, hiking, bicycling, kayaking, crabbing, or fishing; this is the ideal home base for your island adventures.

Bedroom 1 includes a full-size bed and a small bathroom with a shower. Bedroom 2 includes a queen-size bed, large closet and a TV. Bedroom 3 includes 2 twin-size beds and a TV. A full bathroom sits across the hall from Bedroom 3. Bed linens and bath towels are included with your stay.

Also included with your stay are 4 adult-size bicycles, 2 kayaks with carts, life jackets, walkable access to the nearby Community Boat Launch, and free EV charging.

"Pearl in the Pines" is located approximately 2.0 miles/5 minutes from the center of downtown Chincoteague and 5.0 miles/15 minutes from the Chincoteague National Wildlife Refuge and the Assateague National Seashore (beach).

Pet fee: $15/night

Check-in is at 4:00 p.m. on the day the booking begins.
Check-out is at 10:00 a.m. on the day the booking ends.

Similar properties

Property amenities

Beach

  • Beach nearby
  • Beach loungers

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster
  • Water dispenser

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Games
  • Smart TV
  • Video library

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • 2 pets total

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 13 steps to reach entrance
  • Handrails in stairways
  • Hardwood flooring in public areas
  • No elevator
  • Well-lit path to entrance
  • Smoking not allowed

Services and conveniences

  • Change of bedsheets (on request)
  • Change of towels on request
  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near the bay
  • Near the marina

Things to do

  • Bicycle parking
  • Bicycle storage
  • Bicycles
  • Kayak
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Hiking nearby
  • Horseback riding nearby
  • Hunting nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks 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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bed sheets changed on request
  • Bicycle parking
  • Bicycle storage
  • Bicycles
  • Electric car charging station
  • Garden
  • Housekeeping (on request)
  • Some LED lighting used
  • Towels (changed on request)
  • Unit size: 1,120 square feet
  • Water dispenser
  • Water-efficient showers
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

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

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Do not make any beds that were used during your stay.
Gather used towels, load the washing machine, and start the "Quick Wash" cycle.
If you brought a pet, remove any hair.
Failure to complete these may result in a negative review from the host.

Rules

Guests listed on the reservation must report any cleanliness concerns within 2 hours of arrival so we can address them promptly.
Commercial photography and filming is only allowed with prior approval.
Quiet hours are from 10:00 PM to 8:00 AM.

Pets

  • Pets are welcome
  • Only dogs and cats are allowed
  • Maximum 2 pets
  • Service animals are exempt from fees
  • Note from host: No birds, unattended pets must be kenneled

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
Long-term renters welcome
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, a first aid kit, and a deadbolt lock
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 private host, not a professional engaged in trade or business. 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. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Frequently asked questions

How close is Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets to the airport?

This vacation home is 57.4 mi (76-min drive) away from the Ocean City, MD (OCE-Ocean City Municipal) airport, the closest popular airport to the property.

Does Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets to the beach?

This vacation home is 6.7 mi (24-min drive) from Bow Beach.

Does Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets?

No, there is no casino at this vacation home.

What time is check-in at Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets?

Check-in begins at 4:00 PM.

Is there free parking at Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets?

Free parking is not available at this vacation home.

Does Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets have a pool?

This vacation home does not have a pool.

Does Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets have a spa?

There are no spa services available at this vacation home.

How close is Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets to downtown Chincoteague?

This vacation home is 1.7 mi away from Chincoteague.

Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets Reviews

Reviews

10

Exceptional

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

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Jenifer A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Pearl in the Pines is in a great location, close to everything, yet still peaceful and relaxing. The hosts are amazing, and the house is immaculate. I would highly recommend this vacation home. We hope to return one day!
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Chris D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great
Stayed 4 nights in Aug 2026
Verified review

10/10 Excellent

Ashley C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was very clean. I loved that we were able to bring out dog with us. There was great communication with the host and I was amazing how the host provided so much information. I would highly recommend this property to stay especially if you have children and pets.
Stayed 2 nights in Aug 2026
Verified review

10/10 Excellent

Kristen R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice property and a great host.
Stayed 3 nights in Jun 2026