Happy Hideaway

Happy Hideaway

$85.00 - $342.00 /Night

Address: 5358 Oak Drive Location: Chincoteague Island Type: House Area: 1063 sq. ft.
3 Bedrooms 2 Baths Sleeps 8 Pets Not Allowed Parking Spaces: 3 Linens Provided
Bedroom 1
1 Queen
Bedroom 2
1 Queen
Bedroom 3
2 Twin
Live your Life by a compass, not a clock…..

**BIG UPDATES for Summer 2022! Both Full Baths Newly Renovated with a Brand New Tub/Shower Combo!

Work, school, traffic, homework, repeat - right?! It’s time for a break - a Beach Break, that is! Get ready to relax, unwind, and simply….be. Be with those who matter most - giggle, frolic on the Beach, and make memories that will forever be treasured. Breathe - you’re on Island Time now. And boy, do we have the perfect place for you - Happy Hideaway on Chincoteague Island!

This adorable home has been a super popular Vacation Home for years, previously known as “Flew the Coop”. Tucked on a quiet street in Piney Island, which happens to be the closest community to Assateague National Seashore, you can ride your bike or even walk to the Beach!

Whether your pleasure is searching for our famous Wild Ponies, shell combing, climbing the Lighthouse, or just chillaxing, this is the place to be. Did you know that Assateague National Seashore is the most visited National Park in our country? Spend a little time here and you will discover why this is.....

Now let us tell you a little about ‘Happy Hideaway’, and we will lead with, you’ll never want to leave this adorable Chincoteague Cottage. As you pull down Oak Drive, Happy Hideaway, adorned in red, boldly welcomes you to Piney Island. Surrounded by whispering Oaks, just imagine sitting on the Porch feeling that sea breeze while listening to the Tree Frogs sing. Upon entering, you will find Happy Hideaway to be every bit as captivating with bold blues, distressed wood, and a fabulous beach decor.

You’ll love kicking back in the Living Area after exploring Assateague, and enjoying Free WiFi and Flat Screen Streaming TV. The Open Layout is perfect for spending time together without ever feeling crowded. Prepare family meals easily in the Well-Stocked Kitchen - grill the Fresh Catch of the Day on the Gas Grill, or just grab a quick bite before hitting the Beach. With Stainless Appliances and a Farmhouse Sink, mealtime will be a bay breeze. Not one to cook on Vacation? You can stroll to several of our most popular dining venues including Famous Pizza, Woody’s Barbecue, and Lily’s Little Mexico - yum! When the time comes to enjoy some Fresh Local Crabs, the huge Screened Porch at Happy Hideaway is the place to be. With plenty of seating for everything from dining Al-Fresco to relaxing and sharing stories of the day’s adventures, you’ll love an evening spent there under the beachy white lights.

Happy Hideaway sleeps 8 more than comfortably in 3 Bedrooms and 2 Full Baths. The Master Bedroom with a Queen Bed is beyond charming with Rustic Barn Doors, cool grays, and crisp whites. The Private Master Bath currently has a Claw Foot Tub, but will have a Brand New Tub/Shower Combo for Summer 2022! On the other side of the house, you’ll find 2 more Bedrooms and another Full Bath. Full Bath 2 currently has a Walk-in Shower, but will also have a Brand New Tub/Shower Combo for Summer 2022! Bedroom 2 has colors of sea glass, a comfy Queen Bed, and another Flat Screen Streaming TV. Right next door, Bedroom 3 is perfect for the kiddos with 2 sets of Twin Bunkbeds (4 Twin Beds), and a fun tropical theme. Speaking of the kiddos, did we mention that Maui Jack’s Waterpark is a short walk away?

Piney Island is the epitome of peaceful bliss - this wonderful community has quiet, tree-lined streets perfect for long walks in the morning. There is even a Natural Kayak Launch just around the bend, so bring your kayaks or rent some for your stay! If you’re looking to forget the real world - just for a little while - Happy Hideaway is the place for you.

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.

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  • Playground
  • Water Parks
  • Museums
  • Festivals
  • Churches
  • Autumn Foliage
  • Assateague National Seashore


  • Streaming TV/Roku Only
  • Television


  • Dryer
  • Washer
  • Laptop Friendly
  • Heating
  • Air Conditioning
  • Private Living Room


  • Free Parking

General Indoor Amenities

  • Wireless Internet

Home Safety

  • Fire Extinguisher
  • Smoke Detector


  • Oven
  • Range
  • Full-Sized Refrigerator
  • Dishwasher
  • Pots & Pans
  • Kitchen
  • Toaster/Toaster Oven
  • Drip Coffee Maker
  • Dishes & Silverware
  • Microwave


  • Wildlife Viewing
  • Crabbing
  • Shopping
  • Scenic Drives
  • Miniature Golf
  • Boating
  • Beach Combing
  • Sight Seeing
  • Walking


  • Garden or Backyard
  • BBQ Area

Outdoor Amenities

  • Outdoor Shower
  • Screened-In Porch

Outdoor Grill

  • Charcoal Grill


  • No Smoking
  • Linens Provided


  • Golf
  • Cycling
  • Equestrian Events
  • Swimming
  • Fishing - Bay
  • Pier Fishing


  • Away From It All
  • Family
  • Sports Activities
  • Romantic
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