Painted Pony Cottage by Seaside Vacations & Sales

Chincoteague Island, Virginia
$246 avg/night Minimum Stay 2 Nights
Bed 3

Bed

Bath 1

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

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 sowelcoming. 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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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 985 Sq Ft (92 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Required
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Garden Porch Or Lanai
  • BATHROOMS

    1 Bathroom Bathtub Or Shower Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Fishing Nearby Golf Nearby Power Boating Nearby Swimming Nearby Water Park Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Games TV With Cable/satellite Service
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Angela S.

    Submitted Oct 20, 2025

    Stayed Oct 10, 2025

    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.

  • Amanda M.

    Submitted Sep 28, 2025

    Stayed Sep 25, 2025

    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!

  • Aaron L.

    Submitted Jul 20, 2025

    Stayed Jul 13, 2025

    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!

  • Bethany W.

    Submitted Sep 8, 2024

    Stayed Aug 18, 2024

    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.

  • Christopher Y.

    Submitted Jun 30, 2024

    Stayed Jun 22, 2024

    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.

  • The W.

    Submitted May 22, 2024

    Stayed May 16, 2024

    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.

  • Carla R.

    Submitted May 16, 2024

    Stayed May 12, 2024

    Perfect! Loved the screened porch and fenced yard for the dog.

  • Richard H.

    Submitted May 3, 2024

    Stayed Apr 18, 2024

    Well maintained pet-friendly cottage provided an excellent location to explore the town and National Park.

  • Frank C.

    Submitted Oct 30, 2023

    Stayed Oct 26, 2023

    Nice place. Very comfortable and a good location close to town. We really enjoyed ourselves.

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Total

Includes taxes and fees
$246+
View details