Pony Swim Crossing by Seaside Vacations & Sales

Top rated by guests
Pony Swim Crossing
Pony Swim Crossing sleeps 5 more than comfortably.
Whip up meals in the Well-Stocked Kitchen with all the comforts of home.
Living area
Mealtime will be a bay breeze!
review stars
9.4Outstanding
(4 Ratings)
"A beautiful location, and the host made the stay very easy and simple"
Andrew W.
Don't miss out! Price and availability may change
9.4 / 10
Outstanding(4 Ratings)

House in Chincoteague Island, VA

5 guests · 2 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Pony Swim Crossing - Chincoteague Island is calling…..

“To sit in silence at the shore, watch the waves and hear the surf, is to appreciate the very breath and heartbeat of the earth.” ~ Unknown

Isn’t it time to break away from the daily grind? The stress, the traffic, and oh, “schedules” - aren’t we all just a little too “scheduled” in life? Grab those who matter most, pack a bag, and head on down to our little slice of heaven.

Pony Swim Crossing sits perched on the Assateague Channel with captivating Views of the Channel and Assateague Island. Tucked away on the ever-popular East Side on Pony Swim Lane, you are literally overlooking where our famous Saltwater Cowboys swim our Wild Ponies over during our Annual Pony Swim. There’s truly no better backdrop to your next Island Adventure.

This adorable Townhome is part of our Flex Stay Program, so no worries if you can’t get away for a full week! Arrive when you want, depart when you want - it’s YOUR Vacation, after all! Beautifully decorated and furnished with a warm Coastal Flair, Pony Swim Crossing is so welcoming, and is perfect for a small family or a few couples to share. As soon as you walk through that door, the wonderful Water Views are center stage - kick off your flip flops and let the fun begin!

You’ll love kicking back in the Living Area after a fun-filled day on the water, and enjoying Free WiFi and Flat Screen TV. Dressed in Coastal Blues and Grays, its palette is pulled from Nature itself. Sink into the comfy Sectional after a fun-filled day at the Beach, or step outside onto the Covered Deck to take in Channel Views that will leave you breathless. Overlooking Assateague Island and Assateague Light, the beauty is hard to describe - you may even see ponies grazing across the Channel in the Marsh.

Mealtime will feel like a bay breeze in the well-stocked Kitchen! Dine in the comfort of Central AC, or on your Waterfront Balcony, Al-Fresco Style. Not one to cook on Vacation? Stroll or take a short ride to many nearby Dining options. The world is your oyster here on Chincoteague Island, after all!

Pony Swim Crossing sleeps 5 with 2 Bedrooms and a Bonus Room just off of Bedroom 2. Upstairs, Bedroom 1 has a comfy Queen Bed, Flat Screen TV, and a Sleeper Chair perfect for a little one. Down the Hall, Bedroom 2 has another Queen Bed and a Flat Screen TV. Lining the back of the house and just off of Bedroom 2, you’ll find a Bonus Room with a Twin Bed. The door that separates the Bonus Room from Bedroom 2 is a glass sliding door, which would also make this a great family suite! A Full Bath with Tub/Shower Combo is shared, and there’s also a convenient Half Bath downstairs.

So, the Views are great, the home just perfect - what awaits you outside this adorable home? A fabulous Pier that extends all the way to the Assateague Channel and a Private Boat Slip that is also a great spot to fish, crab, and launch your kayaks! The Pier to the right belongs to the Chincoteague Fire Department, and is private.

Flex Stay, Bayfront, jaw-dropping Bay Views, AND a Private Pier? What are you waiting for!? Breakaway today - the only trip you regret is the one you don’t take.

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.

Amenities at Pony Swim Crossing by Seaside Vacations & Sales

Non-smoking
No pets allowed
Family friendly

Map of Chincoteague Island, VA


Ratings and reviews

9.4 / 10
Outstanding(4 Ratings)
10 / 10Outstanding·Sep 2025
A beautiful location, and the host made the stay very easy and simple
10 / 10Outstanding·Sep 2025
The townhouse is very comfortable and the host has taken care of all the details. You will have everything you need in this quiet spot. Great views and lots of wildlife. Great place to come and relax; away from the bustle of life.
8 / 10Excellent·Jul 2025
Great

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Pony Swim Crossing by Seaside Vacations & Sales. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Pony Swim Crossing by Seaside Vacations & Sales pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Pony Swim Crossing by Seaside Vacations & Sales?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.