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On a Whim, a family retreat!

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Property grounds - On a Whim, a family retreat! (Chincoteague)
A white deck with a table and chairs, a sliding glass door, and a railing. - On a Whim, a family retreat! (Chincoteague)
A living room with a sofa, a coffee table, a TV on a wooden cabinet, and a window with blinds. - On a Whim, a family retreat! (Chincoteague)
A wall with a circular sign reading "ONAWHILE EST 2021" and a dark blue cabinet with various items on top. - On a Whim, a family retreat! (Chincoteague)
A kitchen with white cabinets, a black refrigerator, a stove, and a ceiling fan. - On a Whim, a family retreat! (Chincoteague)
On a Whim, a family retreat! provides laundry facilities and more. Guests can connect to free in-room WiFi.

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

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About this property

On a Whim, a family retreat!

  • Relax with the whole family at this peaceful place to stay. Our house is located close to restaurants, beach entrance, and family friendly activities. You will love our house, located on a quiet private street but just a short walk to explore Chincoteague.

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About the area

Located in Chincoteague, this holiday home is near a water park and near the beach. The area's natural beauty can be seen at Chincoteague National Wildlife Refuge and Chesapeake Forest - Dunn Swamp Complex, while Museum of Chincoteague and Captain Timothy Hill House are cultural highlights. Maui Jack's Waterpark and Wallops Flight Facility are also worth visiting. Discover the area's water adventures with kayaking, power boating and surfing/body boarding nearby, or enjoy the great outdoors with horse riding. Visit our Chincoteague travel guide
View more Holiday homes in Chincoteague
Map
Chincoteague, VA

What's nearby

  • A lake with a dock extending into it, surrounded by houses and greenery.
    Chincoteague Channel
    20 min walk - 1.1 miles
  • A tall lighthouse with alternating red and white stripes, surrounded by dense forest and leafless trees.
    Chincoteague National Wildlife Refuge
    5 min drive - 2.1 miles
  • Maui Jack's Waterpark
    14 min walk - 0.8 miles
  • Museum of Chincoteague
    20 min walk - 1.1 miles
  • Robert N. Reed Downtown Waterfront Park
    2 min drive - 1.1 miles

Getting around

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

Restaurants

  • Island Creamery
    14 min walk
  • McDonald's
    3 min drive
  • Ropewalk
    3 min drive
  • Captain Zack's Seafood
    13 min walk
  • Asian Express
    18 min walk

Frequently asked questions

Is On a Whim, a family retreat! pet-friendly?

No, pets are not allowed at this property.

How much is parking at On a Whim, a family retreat!?

On-site parking is available at the property.

What time is check-in at On a Whim, a family retreat!?

Check-in begins at 4:00 PM.

What time is check-out at On a Whim, a family retreat!?

Checkout is at 10:00 AM.

Where is On a Whim, a family retreat! located?

Situated by the sea, this holiday home is within 1 mile (2 km) of Maui Jack's Waterpark, Chincoteague Channel and Robert N. Reed Downtown Waterfront Park. Museum of Chincoteague and Oyster Bay are also within 2 miles (3 km).

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Reviews

On a Whim, a family retreat! Reviews

9.4

Exceptional

10

Cleanliness

9.4

Location

9.0

Property conditions & facilities
Rating 10 - Excellent. 14 out of 19 reviews
Rating 8 - Good. 4 out of 19 reviews
Rating 6 - Okay. 1 out of 19 reviews
Rating 4 - Poor. 0 out of 19 reviews
Rating 2 - Terrible. 0 out of 19 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay. Everything was in order, clean and well stocked. We enjoyed our stay.
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was great , house clean, comfortable and very well stocked
Stayed 2 nights in Jan 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was clean and had everything we needed. Host was quick to answer questions. Would stay here again when in Chincoteague.
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Loved the stay! Nice, quiet area, kids enjoyed the yard area
Stayed 6 nights in May 2024
Verified review

10/10 Excellent

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

A nice relaxing stay

Everything was so clean and nice. Very comfortable. Easy access to everything. If I went back to Chincoteauge I would stay at the same place.
Stayed 2 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was awesome!!! It is in a quiet neighborhood but right off the main road. We enjoyed the spacious deck, comfortable beds, and the ample parking area. Everything was as shown, very nice. I’m hoping I can stay there again next year!!
Stayed 9 nights in Jul 2026
Verified review

10/10 Excellent

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

Very Nice!

Beautiful place. Perfect for a time to relax and get away.
Stayed 2 nights in Jan 2023
Verified review

10/10 Excellent

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

Short & Sweet

We only stayed 1 night, the house was very clean, cute and located in the right spot. We will definitely be back and for longer next time!
Stayed 1 night in Apr 2023
Verified review

10/10 Excellent

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

Excellent stay

Only issue we had were that the beds were hard for us. May not bother others!
Stayed 5 nights in Jul 2024
Verified review

8/10 Good

Liked: Cleanliness, amenities, property conditions & facilities, communication
I enjoyed the quiet area the property was located in. The view of the horses and a few ponies from the front steps was definitely a plus. The house was one of the cleanest places we have ever stayed. The code for entry was a nice touch for not having to meet a person for access. Our main concern was the road the property was on. It is my understanding that private roads are the responsibility of the home owners to maintain but this one was by far the worst of all the private roads we saw. The land/ home owners definitely need to pitch in to fix it. Almost no gravel remained and the pot holes were deep, wide, and numerous. We were in a 4x4 vehicle and would not recommend this for a small car. As fas the house goes, it was comfortable but would have liked a closet upstairs or at least some kind of clothing rack to hang items on. We are less than 5’6” tall and sometimes hit our heads on the sloped ceilings. Aside from these things the stay was enjoyable and we had a relaxing time away from the norm.
Stayed 3 nights in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We entered into a very clean house. The kitchen had essential equipment for cooking The location was great, having a Dollar General nearby for general needs and nice shops, both in walking distance. We could see ponies through the trees on the deck. There is a pony center very close by. I highly recommend On A Whim.
Stayed 6 nights in Jun 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place! Just a few notes for traveling comfort: Master bedroom has a floor fan, bring a fan for the other rooms. The kids room in particular gets toasty. Bring extra TP and trash bags, you’ll likely need them. If you’re already bringing bedding and towels, I’d throw in a bath rug for upstairs in front of the mirror. FYI:The rental had extra throw blankets which I appreciated. The master (upstairs) bed is one of the most comfortable beds I’ve slept in while traveling.
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

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

Nice accommodations

It was like a home away from home. There were a lot of things the host seemed to consider that people would need on their vacation and not want to worry about or go without. The place was very nice and well cleaned.
Stayed 7 nights in Jul 2022
Verified review

8/10 Good

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

May 2022

We really enjoyed having the washer and dryer in the house, as well as all the other provided materials such as toiletries and hand soaps. The parking area was nice and big enough for 3 cars however, the road is very bumpy and sandy to get to the house. The smart tv was great for watching movies! We really enjoyed the house overall and may come back again this year for this rental.
Stayed 4 nights in May 2022
Verified review

10/10 Excellent

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

Comfortable, Well-Kept Home in a Very Nice Locale

On a Whim is easy to get to and it is a very clean, comfortable place in a charming town. You are not far from impressive natural beauty, great beaches and excellent retaurants. We had no problem with communication with the owner and although our stay was very short, we had a great time.
Stayed 1 night in Apr 2022
Verified review

10/10 Excellent

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

Long weekend

The accommodations were very clean and we had everything we needed for our long weekend. The host was very responsive with our questions and allowed us our one request. It was a great weekend, and we were all able to unwind in comfort while catching up with everyone.
Stayed 2 nights in Feb 2022
Verified review

6/10 Okay

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

Had an emergency there because lost heat before 9pm on Thursday. No way to get in touch with anyone

First few days were great but the loss of heat then the loss of electric for Seniors was horrible 47 degrees meant moving to a motel at 10:45pm. Added expense and no way to get help, spoiled our trip!!!
Stayed 5 nights in Jan 2022
Verified review

10/10 Excellent

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

Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Apr 2025