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

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

Exterior
Room
Dining
Outdoor dining
Terrace/patio

Reviews

10 out of 10
Exceptional

Highlights

  • Gather by the fire
    One of the few properties with a dedicated outdoor firepit.
  • Discover nearby landmarks
    Walk to Oyster Bay
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Toys
  • Barbecue
  • Electric vehicle charging point
  • Air-conditioning
  • Pet-friendly
  • Washing machine

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

2 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Spaces

Porch or lanai
Kitchen
Separate dining area
Garden
Dining area

About this property

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.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs and cats (limit 2 total)
No birds, unattended pets must be kenneled
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to 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 rubbish
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.
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.

Important information

You need to know

Property # 5250994vb
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
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Chincoteague

Located in Deep Hole, a neighbourhood in Chincoteague, this holiday home is near a water park and near the beach. Captain Timothy Hill House and Assateague Lighthouse are local landmarks, and some of the area's attractions include Maui Jack's Waterpark and Wallops Flight Facility. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hunting and cycling nearby.
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Map
Chincoteague, VA

What's nearby

  • Oyster Bay - 6 min walk - 0.6 km
  • Robert N. Reed Downtown Waterfront Park - 5 min drive - 4.5 km
  • Maui Jack's Waterpark - 5 min drive - 4.1 km
  • Captain Timothy Hill House - 5 min drive - 4.5 km
  • Chincoteague National Wildlife Refuge - 7 min drive - 5.5 km

Getting around

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

Restaurants

  • ‪Island Creamery - ‬3 min drive
  • ‪McDonald's - ‬6 min drive
  • ‪Steamers - ‬3 min drive
  • ‪Teaguers - ‬3 min drive
  • ‪Ropewalk - ‬5 min drive

Frequently asked questions

Is Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets pet-friendly?

Yes, this property allows cats and dogs (limit 2 total).

How much is parking at Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets?

On-site parking is available at the property.

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.

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

Checkout is at 10:00 AM.

Where is Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets located?

This family-friendly Chincoteague holiday home is located near the beach, within 2 mi (3 km) of Oyster Bay and Maui Jack's Waterpark. Chincoteague Channel and Captain Timothy Hill House are also within 3 miles (5 km).

About the host

Hosted by Kevin OConnor

Host profile image
Sarah and I are originally from south-central Pennsylvania, but we've been coming to Chincoteague for over 30 years — it truly feels like a second home. We share a love for the outdoors and have made so many cherished memories on this island over the years, from biking the refuge trails and paddling the back bays to watching the ponies with our little ones. That experience as parents of young kids is part of why we've worked hard to make Pearl in the Pines a great home base for families — we know firsthand what it takes to keep everyone happy on vacation! We know the best spots to catch a sunrise, where the ponies like to graze, which restaurants are worth the wait, and the little local secrets that make a trip truly special. We love being hosts because it gives us a chance to share this place we've treasured for decades with guests who will love it just as much as we do.

Why they chose this property

Oyster Bay is a quiet, tucked-away community where life slows down the moment you arrive. It feels like a step back in time — the streets are peaceful and low-traffic, nature is everywhere you look, and the only sounds you're likely to hear are shorebirds calling and the wind whistling through the tall pines. We don't think twice about letting our four-year-old pedal her bike down the road. Deer wander through the yard, black squirrels dart between the trees, and shorebirds are constant companions — it's the kind of neighborhood where you find yourself stopping just to take it all in. The community boat launch is just a short walk away, giving you easy water access for kayaking, crabbing, or just watching the boats drift by. Despite how serene it feels, you're only about 2 miles from downtown Chincoteague and 5 miles from the beach — so the best of the island is always within easy reach when you're ready for adventure.

What makes this property unique

What sets Pearl in the Pines apart isn't just the kayaks, the bikes, or the EV charger — it's the little things. We go above and beyond to think of everything you might need so you can focus on making memories instead of running errands. Traveling with a baby or toddler? We've got a high chair, bedtime books, and toys ready to go. Bringing your pet? We've got food and water bowls and waste bags covered. Forgot your toothbrush? We keep sealed toothbrushes and toothpaste on hand. We don't just manage this home from a distance — we actually stay here ourselves, using it just like our guests do, specifically to make sure we haven't overlooked a single thing. If something could make your stay more comfortable, chances are we've already thought of it. Our goal is simple: for you to arrive, exhale, and feel completely at home from the very first moment.

Languages:

English
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