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Happy Hideaway by Seaside Vacations & Sales

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Welcome to Happy Hideaway in ever-popular Piney Island!
Great Updates  including New Flooring!
Newly Renovated Kitchen with all the comforts of home.
Grab a quick bite at the Breakfast Bar before hitting the Beach .
Closest Community to Assateague National Seashore.

Reviews

9.8 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue
  • Balcony or patio
  • Free Wi-Fi

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Bunk Beds

2 bathrooms

Full Bath 1

Towels provided · Bathtub · Toilet

Full Bath 2

Towels provided · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

About this property

Happy Hideaway by Seaside Vacations & Sales

Live your Life by a compass, not a clock…..

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 Charcoal 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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House Rules

Check in after 4:00 PM

Minimum age to rent: 25

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

No pets allowed

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Smoking

Smoking is not permitted

Important information

You need to know

Property # 9661388
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
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Chincoteague

Piney Island, a neighbourhood in Chincoteague, is home to this holiday home. Museum of Chincoteague and Captain Timothy Hill House are cultural highlights, and some of the area's attractions include Maui Jack's Waterpark and Wallops Flight Facility. Discover the area's water adventures with power boating, fishing and swimming nearby, or enjoy the great outdoors with cycling.
Map
Chincoteague Island, VA

What's nearby

  • Maui Jack's Waterpark - 9 min walk - 0.8 km
  • Museum of Chincoteague - 9 min walk - 0.8 km
  • Chincoteague National Wildlife Refuge - 2 min drive - 1.4 km
  • Robert N. Reed Downtown Waterfront Park - 4 min drive - 3.5 km
  • Assateague Lighthouse - 5 min drive - 3.1 km

Getting around

  • Ocean City, MD (OCE-Ocean City Municipal) - 73 min drive

Restaurants

  • ‪McDonald's - ‬8 min walk
  • ‪Steamers - ‬4 min drive
  • ‪Island Creamery - ‬4 min drive
  • ‪Teaguers - ‬20 min walk
  • ‪Ropewalk - ‬6 min drive

Frequently asked questions

Is Happy Hideaway by Seaside Vacations & Sales pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Happy Hideaway by Seaside Vacations & Sales?

Check-in begins at 4:00 PM.

What time is check-out at Happy Hideaway by Seaside Vacations & Sales?

Checkout is at 10:00 AM.

Where is Happy Hideaway by Seaside Vacations & Sales located?

Located in Piney Island, this holiday home is within a 10-minute walk of Museum of Chincoteague and Maui Jack's Waterpark. Chincoteague National Wildlife Refuge and Assateague Lighthouse are also within 2 miles (3 km).

Reviews

9.8

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. 18 out of 21 reviews
Rating 8 - Good. 2 out of 21 reviews
Rating 6 - Okay. 1 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

9.4/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Lisa D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful place!! The porch was fabulous. Spent alot of my time there. Will stay again
Stayed 2 nights in Sep 2025
Response from VrboOwner on 16 Sept 2025
We're so glad to hear you enjoyed your experience staying with Seaside Vacations, Mona Lisa! We hope to have you back soon! Best, Tim
Verified

10/10 Excellent

ruth h.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location loved the screened in porch for late nights relaxing and listening to the rain. Even had quick service when our toilet leaked slightly. Other than that had a great stay!
Stayed 5 nights in Sep 2025
Response from VrboOwner on 22 Sept 2025
We're so glad to hear you enjoyed your experience staying with Seaside, Ruth. So sorry about the toilet, but are glad were able to get that fixed quickly for you. We hope to have you back on Chincoteague soon! Best, Tim
Verified

10/10 Excellent

Steven P.

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

Fun vacation

My wife and i loved the house in the woods!! The house itself was great!! We loved the screened in porch!! We would stay there again!!
Stayed 7 nights in Aug 2023
Response from VrboOwner on 11 Sept 2023
Thanks so much for choosing to stay with us. We're so glad you enjoyed your stay at Happy Hideaway! That screened in porch is SO peaceful! We hope to have you back soon! :)
Verified

8/10 Good

thomas c.

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

Chincoteague in the fall

Location was good for biking and the house was well furnished and maintained.
Stayed 4 nights in Oct 2022
Response from VrboOwner on 3 Nov 2022
Thomas, Thank you for review. We are glad you enjoyed the home and location. We hope you visit us again! Best, Lynn with Seaside Vacations
Verified

10/10 Excellent

Justin B.

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

Wonderful getaway spot

This house is a perfect getaway for a couple, a family with children, or up to 4 adults. Perfect amenities, cute seaside decor, and an unbeatable location. The screened back porch is the key feature for hangouts and games. Large eat in kitchen is convenient and homey. Would absolutely stay again!
Stayed 7 nights in Jun 2022
Response from VrboOwner on 5 July 2022
Thanks so much for choosing to stay with us, Justin! We're so glad you enjoyed Happy Hideaway's location, and were able to make use of that back porch with your loved ones. We'd love to have you back anytime!
Verified

10/10 Excellent

Jamie B.

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

Amazing family vacation

This property was well stocked with tons of kid friendly amenities and everything a family would need for a week long vacation. Our kids never even turned the tv on they had plenty of toys and books and games. We cooked 3 meals a day for 6 of the days and did not need anything but ingredients. Great place to stay!
Stayed 7 nights in Jun 2024
Response from VrboOwner on 2 July 2024
Hey there, Jamie! Thank you so much for leaving us such an incredible review! We hope that you and your family had an amazing time, and that you enjoyed calling Happy Hideaway your home during your stay. Come back and see us again soon :-)
Verified

10/10 Excellent

Kristin A.

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

Great fall weekend

Property was the perfect size for our group. Very clean. Loved the screened in back porch. It was very close to Assateague and local shops. We had a great time!
Stayed 3 nights in Nov 2022
Response from VrboOwner on 15 Nov 2022
Thanks so much for the kind review, Kristin! That screened in porch is one of the reasons Happy Hideaway is so popular. We hope to have you back soon!
Verified

10/10 Excellent

Brigid T.

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

Lovely spot

We really enjoyed this “happy hideaway.” It was as described and the perfect size for our family of 5. The kids toys were a huge plus, the beds were comfortable, and the covered patio was lovely. The hosts let us reschedule when our initial trip was soured by a tropical storm. Check in and out was easy. We would definitely stay again!
Stayed 3 nights in Oct 2023
Response from VrboOwner on 30 Oct 2023
Thanks so much for choosing to stay with us, Brigid! We're so glad your kids enjoyed the toys at the home, and that you were still able to visit! :) Hope to have you all back next year!
Verified

10/10 Excellent

Ashley C.

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

Girlfriend Getaway

A group of five girlfriends stayed at this lovely house together for a 40th birthday celebration! Our first trip together in years since we all had children it was the perfect getaway with an amazing screened in porch for coffee, dinner and games. Super clean facility, well stocked and great communication from the property managers. We will absolutely come back!
Stayed 3 nights in May 2025
Response from VrboOwner on 28 May 2025
We're so glad to hear you enjoyed your time at Happy Hideaway, Ashley! Thanks so much for allowing Seaside Vacations to be a part of your getaway. We hope to have you back soon! Best, Tim
Verified

10/10 Excellent

Alison N.

Liked: Check-in, communication, location, listing accuracy
My little family and I loved our time here! The home is in such a great location and is very well arranged. I loved the huge kitchen that had so much counter space. The screened in porch on the back was so charming and comfortable we spent every evening out there. The location again was so perfect as it was only a 10 minute or so drive to the beautiful beach and within walking distance of shops and the water park. I would only suggest you bring bug spray as the mosquitos were ready to go! 10/10, we will be back!
Stayed 4 nights in Jul 2025
Response from VrboOwner on 6 Aug 2025
Alison, thank you so much for the great review! We'd love to have your family back anytime. Hope to see you all again soon! Best, Tim
Verified

10/10 Excellent

maggie s.

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

Very nice house

We really enjoyed our stay. The house was beautiful and they even had toys available for the kids. The room with the bunk beds did get really cold at night so if you go during the colder months you might want to pack warmer pjs or extra blankets. Overall the house was really nice and the neighborhood was very peaceful.
Stayed 3 nights in Nov 2022
Response from VrboOwner on 28 Nov 2022
We're so glad you enjoyed your visit to Chincoteague and Happy Hideaway! We hope to have you back soon! :)
Verified

10/10 Excellent

Amanda T.

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

Seafood Festival Weekend

My husband and I have been coming to Chincoteague for the seafood festival for the last 10 years. This is the first year with our 2 young kids and we are so happy we found this house. It was clean and fully stocked with everything we needed including plenty of toys and books for the kids. The screened in porch offered relaxing nights playing card games and enjoying the beautiful weather we had. We plan to book this house again next year!
Stayed 3 nights in May 2025
Response from VrboOwner on 9 May 2025
We're so glad your family was able to make it to the Seafood Festival, Amanda! The weather was PERFECT this year! Hope to have you all back for many years to come! Best, Tim
Verified

6/10 Okay

Tina H.

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

Comfort

The property was in the perfect location. Close to everything and on a quiet street. The property was clean and adorable. After a day of exploring, an evening of comfort was highly desired. A gas grill and comfortable furniture would have put this property over the top.
Stayed 3 nights in Sep 2022
Response from VrboOwner on 10 Oct 2022
Thanks so much for choosing to stay with us, Tina! We're so glad you enjoyed your visit, and will mention your comments regarding the possibility of adding a gas grill and new furniture to the owners! We hope to have you back soon!
Verified

10/10 Excellent

Dung O.

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

Perfect location

Visited Chincoteague with my family. The location was perfect - super close to the national wildlife refuge and other small shops. Place was overall clean and nicely furnished - the patio furniture could use a cleaning. The closets and living room cabinets were stocked with children’s books and toys. Remember to bring your own toiletries (shampoo/soap/etc).
Stayed 3 nights in Sep 2024
Response from VrboOwner on 21 Oct 2024
Thanks so much for choosing to stay with us! We're so glad to hear you enjoyed your time at Happy Hideaway, and would love to have you back anytime! Best, Tim
Verified

8/10 Good

Joshua R.

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

Beautiful Property with a Great Location

The property was very beautiful with a great location. Be aware that toiletries are not provided except for a starter supply and linens must be rented. (We brought our own linens, dish towels, paper towels, trash bags, etc., because we didn't know how much the starter supply would contain), but the property itself is very nice!
Stayed 5 nights in Oct 2022
Response from VrboOwner on 18 Oct 2022
Thanks so much for choosing to stay with us, Joshua! So glad to hear you enjoyed your visit to Happy Hideaway! It's really hard to beat that Piney Island location!
Verified

10/10 Excellent

Denise F.

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

Lovely property

The house was lovely and nicely furnished and supplied. The wooded location was very pleasant and we enjoyed spending time on the screened porch. It was a short walk to a bike rental place. One possible problem was that we had some bug bites which seemed to have been gotten in the house, but I think they inspected after we left. Overall an enjoyable stay.
Stayed 3 nights in Sep 2022
Response from VrboOwner on 28 Sept 2022
Denise, Thank you for the review, We are happy you enjoyed the home and that screened in porch! They probably were mosquitoes bites. Yes, we do inspect after each visit. We hope you visit us again. Best, Lynn with Seaside Vacations
Verified

10/10 Excellent

Holly W.

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

Relaxing and clean!

Fully stocked and cute vacation home. Books and toys for the kids and wine glasses for the adults. Games for the whole family. Updated showers have great water pressure and the beds are comfy. Well decorated with books, homey decor, and cute porch lights. Property Managers were very responsive to our communication. Nothing major and they were still on top of it. Quiet neighborhood. Saw some deer and squirrels. And those lovely mosquitoes. Hope to be back!
Stayed 4 nights in May 2022
Response from VrboOwner on 20 July 2022
Holly, Thank you for the review. We love your description and glad you enjoyed your visit. We love being a part of family vacation memories. We hope you come back soon! Best, Lynn with Seaside Vacations
Verified

10/10 Excellent

Ryan M.

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

An excellent get away especially for porch people

Small little cottage with a very nice screened in patio that we used extensively. On our first morning we awoke to find deer grazing in the backyard and watched them while we had our coffee. The screens door itself needed fixing but the house was nicely updated recently. Good location in a "residential" area (mostly other rentals with some locals) that you could walk to the bike rental from. Close to the kids water park and a few food places but a car or bike is definitely recommended for getting around. Paying extra for linens is hassle but not so expensive to not be worth your time. Bring laundry detergent and dishwasher tabs but otherwise the home is well stocked.
Stayed 7 nights in Aug 2022
Response from VrboOwner on 4 Sept 2022
Thanks so much for choosing to stay with us, Ryan! We're so glad you enjoyed your stay, and hope to have you back soon! :)
Verified

10/10 Excellent

Nancy P.

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

Very comfortable for family of 5 and more.

Beautiful home and within walking distance to activities, biking on the main streets and restaurants. Check in process and communication was seamless. We had 5 of us, my mom, myself and three adult kids ages 21, 20 and 16. The bunk beds were perfect for them as it is difficult to find comfortable sleeping arrangements for us with out paying a fortune. House was spotless and smelled fresh and was very impressed with the new decor. Washer and dryer provided. We had breakfast and sat on the screened porch to relax while we thought about what we were going to do that day. Ended up at the beach 2 days in a row, was able to enjoy the beach as the waters were comfortable and blue, setting is absolutely beautiful and my adult kids had fun gathering seashells and relaxing in the sun. We didn't get a chance to go crabbing as planned but hopefully next time soon and will definitely look for this home again or others provided by seaside vacations. Linens provided for extra fee but they are worth it for the price of the stay.
Stayed 4 nights in Jun 2022
Response from VrboOwner on 1 Nov 2022
Thank you so very much for a great review! We are so very happy you enjoyed the home! We hope to be able to host you again in the future. :)
Verified

10/10 Excellent

M G.

Stayed 5 nights in Sep 2025
Verified

10/10 Excellent

Sarah

About the host

Hosted by Seaside Vacations & Sales

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