Click on any of the photos below for more information about an individual home.
---Adjusted rates apply to all properties for Pony Penning week---
Please call or email to inquire about rentals that are available during the off season.
Chincoteague Island Vacation Rental Sleeps 6, Provides a Military Discount (Active Duty & Retired). There is a 16x20 4-Seasons Room with 26 Windows & Screens to catch that Ocean Breeze in Comfort. 3 Bedrooms, 1 1/2 Bath. Formal Dining Room. Eat-In Kitchen, Laundry Room. Large Living Room with 50 inch flat Screen TV with Built-in Chromecast, DVD Player (Some Family Friendly Videos provided), Full Cable.
Bayberry is an inviting, 2 bedroom, 2 1/2 bath, centrally air conditioned, canal front townhome that sleeps up to 6 people with 1 Queen, 1 Queen sleep sofa, and 2 Twin beds. Enjoy the fresh salt air, beautiful sunsets, and watching wildlife from the first floor deck, or the second floor balcony which has a view of the Chincoteague Channel. If you enjoy being outdoors, you will love crabbing and kayaking the canal from the shared dock. We invite you to come and enjoy a relaxing island vacation at Bayberry.
Beck's Corner is as cute as can be! This charming pet friendly island cottage sleeps up to 5 - 6 people with 1 Queen, 1 Double (hide-a-bed), 1Twin (Rollaway Bed), and is the perfect place for your next getaway. Nestled in the heart of a large yard, with plenty of room for playing outside, picnics, soaking up the sun, parking, and is within a short walking distance of the Veteran's Memorial Park which has tennis and basketball courts, playground, pavilion, fishing dock, boat launching area, and is the perfect spot for viewing of the Pony Swim. Beck's Corner is centrally airconditioned, and offers 1 bedroom, 1 full bathroom and large yard. We invite you to stay at Beck's Corner to relax, unwind, and breathe in the salt air.
BLUE SKIES, SUNSHINE & SANDY BEACH AWAIT! Blue Skies delivers more than a hope for wonderful weather! This 2 bedroom, pet friendly home sleeps up to 8 people with 1 Queen, 2 Twin, Large Sofa, and 1 Twin Foam Mattress, and is centrally air conditioned and heated. We love your furry family members too, and provide a climate-controlled indoor/outdoor kennel, a dog bed and a fenced yard for fresh air. We would like to invite you to make this your island home away from home where blue skies, sunshine and sandy beach await.
Wonderful Memories to be made at the Bradford House! Located just a few steps away from Historic Downtown Chincoteague this home welcomes you with 2 bedrooms, One Full Bath, Sunroom, Spacious Kitchen, Large Living Room, Central A/C, and sleeps up to 6 people, with 2 Queen Beds, and 1 Queen Sleeper sofa. We invite you and your family to make wonderful "School Street Memories" at The Bradford House.
Coco Banana is spacious and bright. You will love the nine foot ceilings and open layout. Relax outside on the beautiful screened-in deck or feel like a pampered chef in the kitchen with granite countertops and island. Enjoy all the conveniences of home while still on Island time. Coco Banana sits on a quiet street, yet is just a short walk to the quaint shops and restaurants of downtown Main Street. It features 2 bedrooms and 2 full baths, central heat and air and sleeps up to 6 people with 2 queen beds and 2 double futons. Have fun using the large outdoor shower where the water never gets cold! Coco Banana's tropical feeling is ap-peeling!
Daisey is an adorable two bedroom, one bath, window air conditioned, Chincoteague Cottage that sleeps up to 4 people with one double bed, and two twin beds. Located along the pony route to the carnival grounds, close to the Curtis Merritt Harbor and Memorial Park, and not far from town, this is sure to be the perfect home for your next island vacation. We invite you to stay and leave feeling "as fresh as a daisy".
Eagle's View is a 4 bedroom, 3 1/2 bath, centrally air conditioned, Waterfront home that sleeps up to 11 people with 2 queen, 1 double, 1 single, and 4 twin beds, and is the perfect location for the nature lovers in your family. Wake up to beautiful sunrises, and spend lazy summer days enjoying the many kinds of birds, the frequent views of the ponies, and of course the gorgeous view of the lighthouse. Enjoy fishing, crabbing or boating from the private lighted dock that is also the perfect place for stargazing. There are plenty of outdoor living areas for family gatherings, curling up with a good book, or enjoying the cool, salt air breezes. Come and enjoy the relaxation, peacefulness and tranquility that can be found at this gorgeous waterfront home. Beautiful sunrises, nature, and relaxation await you at Eagle's View.
Gingoteague, "Beautiful Land Across the Water", is a 4 bedroom, 2 full bath, central air conditioned home nestled in the heart of Chincoteague, within walking distance of Maddox Blvd. and Main Street that sleeps up to 8 people with 2 Queen, 1 Full & 2 Twin Beds. This beautifully decorated, newly remodeled, and comfortably furnished home offers large shaded back yard with fire pit, sunroom, spacious kitchen, and much more. We invite you to explore, and enjoy this beautiful land across the water at Gingoteague.
The Half Shell is a bright and airy family retreat nestled in a quiet neighborhood with a large yard, 3 bedrooms, 1 1/2 baths, outdoor hot/cold shower, central air, and is located just a few minutes away from a town dock with easy access for kayaking, canoeing, and boating. The Half Shell sleeps up to 8 people with 1 Queen, 1 Double, 2 Twin (bunk beds), and a Queen Futon. The Half Shell is a peaceful place for you to call home as you explore the beauties of Chincoteague and Assateague Islands.
Homeport is a comfortable, inviting, 2 bedroom, 1 bathroom, centrally air conditioned home that sleeps up to 6 people with 1 Queen , 2 Twin, & one Queen Sleeper Sofa. This home is located on a quiet street within a short walk to town for shopping, dining, and much more. Enjoy spending time on the back deck, screened porch, or in the nice sized yard. We invite you to come and enjoy a memorable vacation, and to make this your island Homeport.
Island Time is an relaxing and inviting 3 bedroom, 2 full bath, central air conditioned home, that sleeps up to 6 people with 1 Queen, 1 Double, and 2 Twin Beds, and is centrally located for easy walks or bike rides to gift shops, ice cream parlors, restaurants, and the Robert Reed Downtown Park located along Main Street. We invite you to spend your week at this charming Island Retreat, and set your clocks to Island Time.
Located along the waterfront of Main Street, you will find Lorna's Dune. A charming Chincoteague Style home, with 2 bedrooms, 1 1/2 baths, dining room, living room, kitchen, central air conditioning, and an enclosed front porch that is perfect for watching the sun set over the water. This home sleeps 4 people with 1 Queen and 2 Twin beds. We invite you to enjoy your next vacation at this Charming Island Home! lornasdune.com
Marsh Mellow is your soft place to land for your next Chincoteague Island Beach Vacation! This 2 bedroom, 1 bathroom, centrally heated and air conditioned home sleeps up to 4 people with 1 Queen & 1 Double bed. Located only a few minutes from town, and close to the Curtis Merritt Harbor for the water lover and boat enthusiast in your family, we invite you to make this your soft place to land for your next Chincoteague Island Vacation.
Melva's Place a warm and inviting, 2 bedroom, 1 bath, central air conditioned home, located in the heart of Chincoteague, that sleeps up to 6 people with 1 Double, 2 Twin, and I Queen Sleeper Sofa. This retreat offers a large back yard and screen porch, and is the perfect place for picnics, reading, or just relaxing. Just short walk away, you can explore Historic Downtown Chincoteague, The Robert Reed Downtown Park, and the many shops, ice cream parlors, restaurants, and activities that the island has to offer. We invite you and your family to make Melva's Place your Chincoteague Island Retreat.
Morning Song is a 4 bedroom, 3 bathroom, waterfront home that sleeps up to 10 people nestled along the bank of the Assateague Bay. We invite you to let the songs of the morning, views of the sunrise, cool breezes off of the water, and time spent with family and friends while crabbing, fishing, kayaking, boating or just relaxing sweep you away to a peaceful, and enjoyable island vacation that you will remember for years to come.
My Tern is a charming, traditional, island home, that sleeps up to 7 people with 1 King, 2 Double & 1 Twin Bed, and is located in Historic Downtown Chincoteague, and offers easy walking to gift shops, galleries, restaurants, grocery stores, churches, library, the movie theater, Robert Reed Downtown Park, carnival grounds, boating, fishing and much more. We invite you to take your turn for a relaxing island vacation at My Tern.
Our Sanctuary is a water view townhome that offers 2 bedrooms, 21/2 baths, central air conditioning and a nicely equipped kitchen. It sleeps up to six (6) people with 1 Queen, 3 Twin, and 1 Queen Sleeper Sofa. Enjoy views of the sunset and watch the boats as they leave and enter Chincoteague channel from the deck or the second floor balcony. This home has a nice backyard that leads to the shared dock where you can try your luck at crabbing with the cages that are provided. We invite you to come and enjoy some much needed relaxation and make this your Chincoteague Island Sanctuary.
Paradise By The Lighthouse is a duplex located on the eastside of Chincoteague just off the bank of Assateague Channel. Enjoy watching the wild ponies from your balcony and experience the wonderful breezes and breathe taking views of Assateague Island and the historic Lighthouse. You are within a stone's throw of the town boat ramp right across the street and within a couple of blocks of Memorial Park which has a play ground, tennis courts and public pier for fishing & crabbing. It is within walking distance of shops, boat rentals, restaurants, seafood & vegetable stand and much more. There is off street parking at the house for three vehicles.
Peter's House is situated in the Piney Island area. It is within 1/2 mile of Maddox Blvd., the road to Assateague Island and the beach. It is very convenient to and within walking distance of shops, restaurants, miniature golf and much more. Recently built, this 2 bedroom/1 bath home is centrally air conditioned and is fully furnished with everything necessary for comfortable leisure living.
Pier Pressure On Chincoteague Bay is a luxurious townhome nestled along the banks of Chincoteague Bay with views of spectacular sunsets. The Chincoteague channel affords abundant crabbing from the dock and wildlife observation from the multiple decks. The dock/pier provides access to the water & a shared pool at the motel across the street are just a couple of the amenities that this beautiful home offers. This townhome is located right across the street from the carnival grounds, and is within walking distance of Historic Downtown Chincoteague.
Rachel's Retreat is Waterfront Relaxation at its finest, with gorgeous views of sunsets, balcony to enjoy the cool salt breezes, and Master Bedroom and living room overlooking the waterfront. This beautiful, 2 bedroom, 2 bath, with private den, central air conditioned villa is conveniently located within walking distance to town, shops, restaurants, ice cream parlor, bakery, Robert Reed Park, the carnival grounds, and much more, and sleeps up to 6 people with 1 King, 1 Queen, and 1 Queen Sleeper Sofa (in den). We invite you and your family to enjoy a memorable Chincoteague Island Vacation at Rachel's Retreat. If you rent here once, you'll want to come back!
We invite you to spend some "Reel Time" with family & friends at this inviting island home. Located close to Memorial Park, Pony Swim, and Curtis Merritt Harbour this comfortable, 3 bedroom, 3 full bath, central air conditioned home with large yard & back deck is the perfect spot for your next island vacation. Reel Time Retreat sleeps up to 6 people with 1 King, 1 Queen & 2 Twin beds.
Sea Shanty is the perfect location for the Sailor's and Salt Water lover's in your family, located just a few steps away from Memorial Park where you can find a boat launch, dock for fishing, crabbing or bathing in the sun, playground, pavilion with grill and picnic tables, tennis & basketball courts, and have a front row seat for Pony Penning. This home offers 3 bedrooms, 2 1/2 baths, central air conditioning and sleeps up to six (6) people with 2 Queen & 1 full Bed. Decorated with colors of the sea this tranquil and calming home is the perfect location for your Sea Island Vacation! We invite you to stay and explore all that the islands have to offer, enjoy & smell the salt air breezes, and leave whistling a little "Sea Shanty" of your own.
Your Memorable Island Vacation starts where the Sidewalk Ends. Sidewalk's End is an adorable, 2 bedroom, 1 1/2 bath, central air conditioned cottage located in town for summer evenings spent strolling, shopping, playing miniature golf, exploring the many restaurants, and of course the ice cream parlors. We invite you kick off your shoes, relax, and enjoy spending time with family and friends at Sidewalk's End.
Silver Thatch is a wonderful place to enjoy a Peaceful Island Getaway. Enjoy family gatherings on the spacious deck or curl up with a good book in the screened in living area. Silver Thatch is a beautifully decorated 4 bedroom / 2 bathroom home located close to the Assateague Island National Wildlife Refuge in the "Beach Community" of Piney Island. This home is in a great location for easy bicycling or walking to Assateague Island. Silver Thatch is also within walking distance of many restaurants, unique gift shops, miniature golf courses and much more.
Sunset View is a breathtaking 3 bedroom / 2 bathroom Beautiful Island Getaway with open views of the sunset. This Sunset Bay Villa is located near town for easy walking to the unique shops, restaurants, carnival grounds and the beautiful Robert Reed Downtown Park. Enjoy peaceful evenings together watching the sunset on the deck or by the pool. Come and enjoy your Peaceful Island Getaway!
Relax and Unwind at Surf and Turf. Nestled on a quiet street just one block off Main, watch the ponies parade by on their way to the Carnival Grounds only a half mile away! See the Fourth of July Fireworks from the front steps! Come Vacation! Surf and Turf is a comfortable and inviting 3 bedroom, 2 1/2 bath centrally air conditioned home that sleeps up to six (6) people with 1 King, 1 Queen, and 2 Twin beds. We invite you to come and enjoy all that the sea and land offer at this one of a kind Island Retreat.