Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
3 bedrooms1 bathroomSleeps 691.5 sq m
Popular amenities
Kitchen
Washing machine
Dryer
Air-conditioning
Outdoor space
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 Single Bed
Bedroom 2
1 Double Bed
Bedroom 3
2 Single Beds
Living Room 1
1 Double Bed
1 bathroom
Bathroom
Towels provided · Bathtub or shower · Toilet
Spaces
Porch or lanai
Kitchen
Garden
About this property
Painted Pony Cottage - Pet Friendly!
Life takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe Painted Pony Cottage, but the word Charming is the first to come to mind. This quintessential Chincoteague Cottage simply oozes it. The perfect blend of Yesteryear and Modern Amenities, there's no better home base for making Chincoteague Island Vacation Memories.
As you pull up to this whimsical Cottage, the White Picket Fence and Sea Glass Blue Door are so welcoming. You can already feel yourself relaxing. Just the thought of sipping Sweet Tea on that Screened Porch - you can hardly wait. Located in the heart of Chincoteague Island on Willow Street, you are tucked away in a quiet location, yet close to everywhere you want to be. Walk to the Carnival Grounds in July to enjoy our famous Firemen's Carnival, and visit the ponies penned up just a short walk from the Cottage.
There is ample parking for 3 Cars just behind the house, off of Willow Street. As you enter Painted Pony Cottage, fond memories of Grandma's house may come back to you - it just feels so comfy and full of love. The spacious Kitchen has Warm Knotty Pine Cabinets and lots of Countertop space. The Chef in the family will be pleased with how well-stocked it is. Dine indoors at the colorful Kitchen Table, or Al Fresco at the Picnic Table in the backyard - a great place to enjoy some of our Fresh Local Crabs!
As you wander to the Living Area, you'll fall madly in love with the Rustic Hardwood Floors throughout the Cottage. Relax after a fun-filled day at the Beach in the AC, and enjoy the Free WiFi and Flat Screen Streaming TV. Colors of Sunshine and Blue Sea are so bright and cheerful - it's just a great room to spend time in. Just off the Living Area lining the front of the Cottage is a fabulous Screened Porch with relaxing Rockers and Gliders - a wonderful place to gather in the evening and share stories of the day's adventures. Watch the kids play safely in the Fenced-in Front Yard, which Fido will appreciate, as well!
Painted Pony Cottage sleeps 6 more than comfortably in 3 Bedrooms, with a Full Sleeper in the Living Area. The Master Bedroom is on the 1st Floor and is also the only access to the Full Bathroom. Adorned in Nautical Navy and White, it is bright and cheerful, and has a comfy Full Bed. The shared Full Bath has a Tub/Shower Combo, and although you access it through the Bedroom, it is quite convenient for all. Fun painted pony decor greets you, keeping this awesome theme going throughout the Cottage. Watch your head as you follow the Winding Wood Stairs upstairs to Bedrooms 2 and 3. There are 2 Twins in Bedroom 2, and another Twin in Bedroom 3. This is an awesome place for the kids, who will feel like they have their own private hideaway.
Painted Pony Cottage - The perfect place to Relax and Reconnect with those who matter most in this life........
Seaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Friendly dogs welcome with $100 Pet Fee. Dogs MUST be current on Flea/Tick Preventative and Immunizations. No Cats.
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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 not indicated whether there is a smoke detector on the property
About the area
Chincoteague
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.
Robert N. Reed Downtown Waterfront Park - 15 min walk - 1.3 km
Chincoteague Channel - 3 min drive - 2.1 km
Maui Jack's Waterpark - 4 min drive - 3.5 km
Chincoteague National Wildlife Refuge - 6 min drive - 3.8 km
Assateague Lighthouse - 8 min drive - 5.5 km
Getting around
Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) - 58 min drive
Restaurants
Island Creamery - 3 min drive
McDonald's - 6 min drive
Steamers - 3 min drive
Famous Pizza & Sub Shoppe - 4 min drive
Teaguers - 4 min drive
Frequently asked questions
Is Painted Pony Cottage - Pet Friendly! pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Painted Pony Cottage - Pet Friendly!?
As of 5 Apr 2026, prices found for a 1-night stay for 2 adults at Painted Pony Cottage - Pet Friendly! on 7 June 2026 start from AU$260, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
What time is check-in at Painted Pony Cottage - Pet Friendly!?
Check-in begins at 4:00 PM.
What time is check-out at Painted Pony Cottage - Pet Friendly!?
Checkout is at 10:00 AM.
Where is Painted Pony Cottage - Pet Friendly! located?
Situated in Chincoteague, this holiday home is 0.7 mi (1.1 km) from Robert N. Reed Downtown Waterfront Park and within 3 miles (5 km) of Chincoteague Channel and Maui Jack's Waterpark. Captain Timothy Hill House and Oyster Bay are also within 3 miles (5 km).
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Well maintained pet-friendly cottage provided an excellent location to explore the town and National Park.
Richard H.
Stayed 4 nights in Apr 2024
Response from VrboOwner on 20 May 2024
Hi, Richard! Thank you so much for taking the time to leave us a review! We are so glad that you enjoyed your stay at The Painted Pony Cottage! Come back and see us soon!
Property was welcoming to poochies, as well! Loved the fenced in yard for extra security when letting our girl out to do her business! Comfortable space and well-equipped!
Amanda M.
Stayed 3 nights in Sep 2025
Response from VrboOwner on 29 Sept 2025
Thanks so much for choosing to stay with Seaside Vacations, Amanda! We're so glad to hear you enjoyed your stay at Painted Pony Cottage, and we hope to have you back soon!
Best, Tim
Loved everything about this place! It was good walking distance to the carnival and a short drive to Maddox. It was clean and tidy with a unique floor plan that you can only get from an old house!
Aaron L.
Stayed 6 nights in Jul 2025
Response from VrboOwner on 21 July 2025
Thanks so much for choosing to stay with Seaside Vacations, Aaron! We're so glad to hear you enjoyed your time at Painted Pony, and would love to have you back anytime!
Best, Tim
This was a wonderful little house for my husband and my dogs. Check in was east. House had everything we needed. It was clean and as described.
Angela S.
Stayed 8 nights in Oct 2025
Response from VrboOwner on 24 Oct 2025
Thanks so much for choosing to stay with Seaside Vacations, Angela! We're so glad to hear you enjoyed your time at Painted Pony Cottage, and hope to have you back soon!
Best, Tim
Our family adored the house. We will be coming back every year. It has a nice big kitchen and cute bedrooms. If you’re tall, duck, as you go through doors because it is a bit of a miniature house. That adds to its charm though. Very well equipped.
Bethany W.
Stayed 4 nights in Aug 2024
Response from VrboOwner on 10 Sept 2024
Thanks so much for choosing to stay with Seaside Vacations, Bethany! We're so glad to hear you enjoyed your stay, and hope to have you back soon!
We had a nice stay. It was just me, my wife and our dog there were no issues. If you are gong with a family note that the only way to the bathroom is through the master bedroom. And the bed in the master is only a full size. Other than that the place was very clean and equipped with all the necessities. Property management was excellent and checking with us making sure that all was well. Close to everything you need.
The W.
Stayed 6 nights in May 2024
Response from VrboOwner on 7 June 2024
Hi! Thank you so much for choosing us during your stay in Chincoteague! We are so glad to hear that you had a good time, and hope that you enjoyed calling the Painted Pony Cottage your home during your stay. Come back and see us again soon :-)
Pet friendly property was great for three adults and our dog. Walking distance to fairgrounds and Main Street. Although it wasn’t a problem for us, there was no dishwasher or ironing board as listed among the amenities. And only coffee machine was drip coffee maker. No kuerig.
Christopher Y.
Stayed 7 nights in Jun 2024
Response from VrboOwner on 5 July 2024
Thanks so much for choosing to stay with Seaside Vacations, Christopher! We're so glad to hear you enjoyed your stay and hope to have you back soon!