The Apple House

Lovely 4 Bedroom, 4 Bath home. After a walk to town then enjoy the evening in the Hot Tub OR Jacuzzi. Enjoy your Saturday morning at the Farmer’s Local before heading off to the Beach or shopping! Enjoy an evening in? The...

view the listing

Lighthouse Peak

Lighthouse Peak –  Grand Bay Court You’ll enjoy the relaxation of sitting by the pond from your patio in this 2 bedroom, 2.5 bath home in Grand Bay Court. This rental is complete with central air and heat, wi-fi, 3...

view the listing

Eastern Light

Eastern Light is a Pet-Friendly Townhouse located on Old Piney Island off of Eastside Dr. Watch the sunrise or launch your kayak at the onsite community dock. Share meals on the deck with a great view of the lighthouse. Enjoy the...

view the listing

Island Haven

Waterfront/Pier/updated modern kitchen, 3 bedrooms, 2.5 updated baths, photographic fantastic views suitable for 8 Island Haven is an elevated, waterfront, duplex property that overlooks the Assateague Channel/bay and Assateague...

view the listing

Lighthouse #6

Come and enjoy your stay on Chincoteague at this 2 bedroom, 2.5 bathroom townhouse. It accommodates up to 6 guests. At the Lighthouse Estates you can enjoy the swimming pool that has a gazebo area attached for shade. While...

view the listing

Koops Kottage

You’ll love this private home on a quiet street that’s close to town.  Koops Kottage has 3 bedrooms and 1 bath; central air, washer-dryer, wi-fi.  The air conditioned, enclosed porch acts as a Florida Room....

view the listing

Keeper’s Quarters

Your pet can enjoy this 4 bedroom/2 bath private home. With its convenient location to Main Street, this nicely appointed getaway is in walking distance to the Island Theatre, the new Island Market, trolley stops and the shops on...

view the listing

Waterman’s Daughter

Can you get closer to an Assateague View?  This 3 bedroom/3 bath townhouse has fireplace, deck, wi-fi, washer-dryer, dishwasher, central air & heat,  TV with DVD player and is complete with a waterfront...

view the listing

Beebe Bungalow

3 bedroom/1 bath bungalow with lots of amenities including:  Central Air and Heat, washer-dryer, dishwasher, 4 TV’s – DVD Player, wi-fi. Deck with Grill, outdoor shower and fenced in backyard.   No...

view the listing

Pony Ridge

PET FRIENDLY   Private Home with 2 bedrooms and 1.5 baths.  Central Air.  Dishwasher.  Washer-Dryer.  Wi-Fi.  Cable.   Outside shower to rinse you and your pets off from a sandy day. Summer: Weekend: $600  l ...

view the listing

The Ships Wheel

Water view with PRIVATE Dock across the street sets this well kept, nicely appointed private home with 2 bedrooms and 1.5 baths apart. Handicap ramp and Stair Lift chair. Wi-fi. Comfortably accomodates 6. Summer: Weekend:...

view the listing

Sandy Pines

Enjoy the view from the screened in porch at Sandy Pines.  This three bedroom private home boasts 2 full baths, sleeps 6, has central heat and air, washer and dryer and two TV’s.   Rustic wood tie patio with grill and...

view the listing