"3 Sisters" - Willow's Bungalow - In-Town
No expense has been spared for your comfort and enjoyment. Great In-Town location. Can be rented with neighboring "The 3 Sisters" - Ivy and Fern.
2+ Bedrooms, 2 Baths
Max Occupancy: 8
Weekly Rates: $1100 - $2220
Assateague Vista - Waterview & Pool Access
Comfortably Appointed. Great Views of Assateague Lighthouse. Shared deep water dock & swimming pool.
2 Bedrooms, 2.5 Baths
Max Occupancy: 6
Weekly Rates: $795 - $1695
Enjoy a quiet retreat at this traditional cottage.
2 Bedrooms, 1 Bath
Max Occupancy: 4
Weekly Rates: $475 - $800
Bridge Townhouse - Residential
You'll return again & again to this lovingly maintained summer home. Large rear deck and fenced-in private backyard.
2 Bedrooms, 2.5 Baths
Max Occupancy: 6
Weekly Rates: $700 - $1100
Caprecia's Castle - Waterfront
Elegant and Comfortable two story townhome. Fish or crab from the shared Dock. Pet Friendly (2 Maximum - Extra Fee Required).
2 Bedrooms, 1.5 Baths
Max Occupancy: 6
Weekly Rates: $1015 - $1545
Great Main Street location for this quaint Chincoteague style cottage.
2 Bedrooms + sleep loft, 1.5 Baths
Max Occupancy: 6
Weekly Rates: $905 - $1545
Great location - in the woods and close to the beach. Access to community kayak launch. Pet Friendly (1 Maximum - Extra Fee Required).
2 Bedrooms, 2 Baths
Max Occupancy: 6
Weekly Rates: $760 - $1250
Cottage on Cleveland - In-Town
Cottage on Cleveland has been lovingly updated with stylish decor and modern convenience. Just steps away from the downtown. Full linen service provided.
2 Bedrooms, 2 Baths
Max Occupancy: 6
Weekly Rates: $1005 - $1605
Tranquil setting, short walk to downtown. Cozy little getaway with screened porch and firepit.
2 Bedrooms, 1 Bath
Max Occupancy: 4
Weekly Rates: $545 - $965
Well appointed, comfortable townhome with stunning views of Assateague and Lighthouse. Shared pier for kayaking and crabbing. Pet Friendly (1 Maximum - Extra Fee Required).
2 Bedrooms, Private Den, 2.5 Baths
Max Occupancy: 6
Weekly Rates: $1035 - $1745
Enjoy expansive views of Assateague and Lighthouse. Shared pier for kayaking and crabbing. Pet Friendly (1 Maximum - Extra Fee Required).
2 Bedrooms, 2.5 Baths
Max Occupancy: 6
Weekly Rates: $1030 - $1740
Fiddler Bay #10 - The View - Waterfront
Relax while enjoying the breathtaking views of the Assateague Channel, Ponies, Lighthouse, and Sunrises. Shared pier for kayaking and crabbing.
2 Bedrooms, 2.5 Baths
Max Occupancy: 6
Weekly Rates: $1105 - $1785
Fiddler on the Creek - Waterfront
Spectacular views of nearby Assateague Island and the Lighthouse. Newly renovated unit offers a beautiful, bright coastal interior. 2 Kayaks, 1 Canoe. Full linen service included.
2 Bedrooms, 2.5 Baths
Max Occupancy: 6
Weekly Rates: $1115 - $1850
Wetlands setting, great for birding. Shared crabbing pier. Screened Porch.
2 Bedrooms, 2.5 Baths
Max Occupancy: 6
Weekly Rates: $850 - $1610
Island Generations - Boat Dock & Waterfront Access
Traditional Chincoteague Island home has been lovingly updated. Features a private bulkhead boat dock located on Little Oyster Bay for crabbing and kayaking.
2 Bedrooms, 1 Bath
Max Occupancy: 6
Weekly Rates: $850 - $1400
Beautifully renovated Chincoteague home in historic downtown.
2 Bedrooms, 1.5 Baths
Max Occupancy: 4
Weekly Rates: $835 - $1260
Lighthouse Estates #10 - Pool Access
Shared Dock & Swimming Pool overlooking Assateague Lighthouse.
2 Bedrooms, 2.5 Baths
Max Occupancy: 6
Weekly Rates: $745 - $1545
Fabulous channel-front townhome with stunning views and private boat dock at your door.
2 Bedrooms, 2 1/2 Baths
Max Occupancy: 6
Weekly Rates: $1045 - $1795
Little Grit Cottage - Creek Access
Newly renovated traditional Chincoteague cottage. Quiet, natural setting with creek access. Just a short stroll to downtown.
2 Bedrooms, 1 Bath
Max Occupancy: 4
Weekly Rates: $860 - $1205
Millers' Marsh - Wetland & Creek Views
Exceptional decor and natural settings. Shared crabbing pier.
2 Bedrooms, 2.5 Baths
Max Occupancy: 6
Weekly Rates: $855 - $1515
Mischievous Mermaid - Waterfront
Nicely Appointed three story townhome with Views of Chincoteague Island and the Bay. Shared fishing/crabbing dock.
2 Bedrooms, 2 Baths
Max Occupancy: 6 plus 2 children
Weekly Rates: $950 - $1645
2 Bedrooms, 1 1/2 Baths
Max Occupancy: 4
Weekly Rates: $965 - $1440
2 Bedrooms, 1 1/2 Baths
Max Occupancy: 4
Weekly Rates: $1005 - $1355
2 Bedrooms, 2 1/2 Baths
Max Occupancy: 6
Weekly Rates: $1115 - $1825
Bricks and Beams throughout this charmingly renovated/restored Chincoteague Cottage. Located in the heart of downtown.
2 Bedrooms, 2 Baths
Max Occupancy: 4+
Weekly Rates: $870 - $1345
Myrtle on Mumford is a newly constructed replica of a typical 1920's single-story Chincoteague home. A stunning blend of modern amenities and traditional styling provides extraordinary and luxurious comfort for guests.
2 Bedrooms, 1 Bath
Max Occupancy: 4
Weekly Rates: $955 - $1425
Nature's Retreat - Wetland & Creek Views
Shared private crabbing pier and great sunset views from balcony.
2 Bedrooms, 2.5 Baths
Max Occupancy: 6
Weekly Rates: $850 - $1610
Nicely Appointed three story townhome with Views of Chincoteague Island and the Bay. Shared fishing/crabbing dock.
2 Bedrooms, 1.5 Baths
Max Occupancy: 6
Weekly Rates: $990 - $1420
Ocean Grove - Limited Waterview
Stylish Comfort, Screened Porch and views of Assateague Channel. Pet Friendly (2 Maximum - Extra Fee Required).
2 Bedrooms, 1.5 Baths
Max Occupancy: 4
Weekly Rates: $730 - $1140
Pony Swim Ridge - Limited Waterview
Relax & enjoy fabulous views of Assateague Channel and Lighthouse.
2 Bedrooms, 1.5 Baths
Max Occupancy: 4+
Weekly Rates: $730 - $1140
Freshly updated townhouse with access to shared pier on creek perfect for crabbing. Close to activities, stores and restaurants.
2 Bedrooms, 2.5 Baths
Max Occupancy: 6
Weekly Rates: $840 - $1310
Salt Water Sunrise - Pond-Front
Enjoy pond-front living at Salt Water Sunrise. Short walk to Memorial Park.
2 Bedrooms, 2.5 Baths
Max Occupancy: 6
Weekly Rates: $710 - $1665
Charming Chincoteague Waterman's Cottage with modern amenities for your comfort. Private Pier & Stunning Sunsets.
2 Bedrooms, 2 Baths
Max Occupancy: 5
Weekly Rates: $1010 - $1940
Freshly updated townhouse complete with stunning sunrises over the Assateague Channel. Savour the spectacular views of Salt Marshes, Assateague Lighthouse & Famous Wild Ponies.
2 Bedrooms, 2.5 Baths
Max Occupancy: 6
Weekly Rates: $1045 - $1820
Spacious 3 Story Townhome with beautiful views of Sunsets and Chincoteague Island. Shared fishing/crabbing dock.
2 Bedrooms, 1.5 Baths
Max Occupancy: 6
Weekly Rates: $1040 - $1420
Stunning Cape-Style house with views overlooking the marshes and across to the Assateague Channel.
2 Bedrooms, 2 Baths
Max Occupancy: 5
Weekly Rates: $925 - $1550
A quiet, yet central location for this delightfully updated Chincoteague style home.
2 Bedrooms, 1 Baths
Max Occupancy: 4
Weekly Rates: $735 - $1195
Access to a shared pier directly on the creek is perfect for crabbing & kayaking. 2 Kayaks, 2 Bicycles, & Beach Chairs included. Just a short walk to shops, dining, and outdoor activities. Pet Friendly (2 Maximum - Extra Fee Required).
2 Bedrooms, 2 1/2 Baths
Max Occupancy: 6
Weekly Rates: $730 - $1325
Renovated cottage with no sacrifice to original charm. Traditional front porch. Walking distance to downtown. Pet Friendly.
2 Bedrooms, 1 Bath
Max Occupancy: 6
Weekly Rates: $750 - $1150
Breathtaking views of the Assateague Channel and the lighthouse. Spectacular sunrises from the balconies which overlook the beautiful salt marsh and waterways. Shared pier for kayaking and crabbing.
2 Bedrooms, 1 Sleep Den, 2 1/2 Baths
Max Occupancy: 6
Weekly Rates: $1105 - $1785
Tori's Landing - Limited Views, Pier
Tori's Landing is a charming townhome nestled in a tranquil setting. The community offers convenient water access with a pier and a kayak launch, perfect for water enthusiasts.
2 Bedrooms, 2 1/2 Baths
Max Occupancy: 4
Weekly Rates: $815 - $1495
Beautifully furnished with stunning views. Whelk-M-Home is an end unit with access to a shared dock. New 3rd floor full bathroom for 2025! Pet Friendly (2 Maximum - Extra Fee Required).
2 Bedrooms, 2.5 Baths
Max Occupancy: 7
Weekly Rates: $1060 - $1745
Secluded location close to the Wildlife Refuge. Great views of Assateague. Boat Dock.
2+ Bedrooms, 2 Baths
Max Occupancy: 8
Weekly Rates: $1345 - $2400
