Beautiful bayfront home in the quiet community of Richardson's Landing. Kayakers' Paradise. Waterfront Fire Pit.
4 Bedrooms, 3 Baths
Max Occupancy: 8
Weekly Rates: $1935 - $3510
The Ultimate Vacation Rental Home. Stunning views over Little Oyster Bay. Private Pool and Hot Tub in Screened Atrium. Private Pier and Boat Dock. Waterfront Decks and Balconies.
5 Bedrooms, 6 Baths
Max Occupancy: 12
Weekly Rates: $2485 - $6945
Delightful, country home in the peaceful location of Piney Island. Close to the entrance of Assateague, perfect for biking, hiking and beach goers.
4 Bedrooms, 2 Baths
Max Occupancy: 8
Weekly Rates: $945 - $1985
New Luxury Vacation Rental Home. Enjoy Unobstructed Views of Chincoteague Bay. Deep Water Dock, Hot Tub, Firepit and 2 Kayaks.
4 Bedrooms, 3 Baths
Max Occupancy: 9
Weekly Rates: $2645 - $4545
Splendid reatreat on the edge of beautiful Oyster Bay. Thoughtfully designed, provides both private and gathering areas, all with stunning views. Private Boat Dock.
4 Bedrooms, 4 1/2 Baths
Max Occupancy: 8
Weekly Rates: $1975 - $3750
Delight the entire group with this superbly appointed and spacious home. Watch the sun rise; canoe, fish or crab. Private Pier and Boat Dock.
4 Bedrooms, 3 1/2 Baths
Max Occupancy: 12
Weekly Rates: $2615 - $4520
Easy access to Oyster Bay from this cheerful home. Equipped for a fun vacation with Kayaks and Paddle Boards, Game Room and much more...
4+ Bedrooms, 3 Baths
Max Occupancy: 12
Weekly Rates: $2210 - $4500
Beautiful updated home in the Oyster Bay Community. Boat Dock on deep water. Superb views from every deck & screened porch. Community boat launch nearby.
4 Bedrooms, 3 Baths
Max Occupancy: 10
Weekly Rates: $1865 - $3275
Grace Street Refuge - Waterview
Bright and airy open floor plan. Quiet location with sunset views. Firepit, Bikes, Electric Car Charger.
4 Bedrooms, 2 1/2 Baths
Max Occupancy: 10
Weekly Rates: $1385 - $2630
Situated on Oyster Bay, this inviting home has a boat dock and stunning views.
4 Bedrooms, 2 Baths
Max Occupancy: 8
Weekly Rates: $1615 - $2695
Great canal front home in the quiet community of Richardson's Landing. Boat dock & kayaks. Spacious, open floorplan is perfect for everyone.
3 Bedrooms + Loft Bedroom, 2 Baths
Max Occupancy: 10
Weekly Rates: $1950 - $3320
Great canal front home in the quiet community of Oyster Bay. Boat dock & screened porch. Fresh Updates for 2025 - New photos coming soon!
4 Bedrooms, 2 Bath
Max Occupancy: 8
Weekly Rates: $1215 - $2370
Quiet location in Oyster Bay. Large screened porch. Very close to community boat launch.
4 Bedrooms, 2 Baths
Max Occupancy: 8
Weekly Rates: $1100 - $1825
Spacious home on a quiet street. Great vacation home for everyone! Enjoy the rear screened porch which overlooks the backyard area.
4 Bedrooms, 2 Baths
Max Occupancy: 8
Weekly Rates: $1080 - $1580
Canal front home in the quiet community of Richardson's Landing. Dock your boat or go crabbing along the private bulkheaded shoreline. Canalside firepit with seating. Kayaks Provided.
3+ Bedrooms, 3 Baths
Max Occupancy: 8
Weekly Rates: $1225 - $2380
Mermaid Manor - Waterfront - Piney Island
This gorgeous home is located directly on the Assateague Channel and affords breathtaking views. Pier, Deep Water Dock, and Screened Porch.
4 Bedrooms, 3 Baths
Max Occupancy: 10
Weekly Rates: $2635 - $4695
Comfortably appointed home on the edge of the Chincoteague bay. All amenities including large screened porch and shared pier for crabbing or fishing.
4 Bedrooms, 4 1/2 Baths
Max Occupancy: 10
Weekly Rates: $2020 - $3400
Enjoy unparalleled views - Chincoteague Bay & protected nature conservation. Private pier for crabbing & shallow boat docking.
4 Bedrooms, 4 Baths
Max Occupancy: 10
Weekly Rates: $2360 - $4875
Rising Tide - Canal & Water Views
Beautiful, newly built home located on a quiet lane in the Richard's Landing Community. Great views looking down the canal out to Oyster Bay.4 Bedrooms, 1 Sleep Den, 3 1/2 Baths
Max Occupancy: 11
Weekly Rates: $1980 - $3280
Completely renovated Victorian home with great views of Chincoteague Channel and sunsets from balcony. Beautiful Sunsets.
3 Bedrooms,Private Sleep Loft, 2 1/2 Baths
Max Occupancy: 8
Weekly Rates: $1005 - $1565
Beautifully renovated Chincoteague home. In-town location - close walk to restaurants and stores. 10% Military Discount. Pet Friendly (2 Maximum - Extra Fee Required).
4 Bedrooms, 2 1/2 Baths
Max Occupancy: 10-12
Weekly Rates: $1370 - $2450
Scooby Dunes - Bay & Marsh Views
Custom, 3 level floor plan provides views of Oyster Bay or Miflin's Marsh from any room. Enjoy walks, biking, crabbing in this quiet community. Pet Friendly (2 Maximum - Extra Fee Required).
4 Bedrooms, 3 1/2 Baths
Max Occupancy: 9
Weekly Rates: $1620 - $2750
Exceptional bayfront home with outstanding views and sunsets. Semi-Private Pier & Dock. Thoughtfully and tastefully appointed. Pet Friendly (2 Maximum - Extra Fee Required).
4 Bedrooms, 3 Baths
Max Occupancy: 10
Weekly Rates: $1985 - $3730
Situated on the Chincoteague Bay. This fabulous home has views from every room. Private pier for kayaking or crabbing. Off-Season Hot-tub. Pet Friendly (2 Maximum - Extra Fee Required).
4 Bedrooms, 3 Baths
Max Occupancy: 10
Weekly Rates: $2185 - $4175
Custom home with panoramic views of the island's natural splendour. West facing on the Chincoteague Bay. Shared pier/boat dock, Handicap accessible. Pet Friendly (2 Maximum - Extra Fee Required).
4 Bedrooms, 4 Baths
Max Occupancy: 10
Weekly Rates: $1990 - $3735
Excellent location - nestled in the pines and close to the beach. Spacious, open floorplan is perfect for everyone. Large screened porch overlooking a natural setting.
4 Bedrooms, 2 1/2 Baths
Max Occupancy: 8
Weekly Rates: $1475 - $2375
The Treehouse - Waterview - Piney Island
The “Tree House and Casita” have been completely renovated from top to bottom! Fantastic location on Piney Island – you cannot get closer to the beach eneterance! Includes Bikes, Kayaks, Smokeless Fire Pit. Pet Friendly (2 Maximum - Extra Fee Required).
5 Bedrooms, 4 1/2 Baths
Max Occupancy: 15
Weekly Rates: $2200 - $5850
Great Island Getaway. Decks, boat dock and a quiet location in the Oyster Bay Community.
4 Bedrooms, 2 Baths
Max Occupancy: 8
Weekly Rates: $1305 - $1995
Vacationer's Dream Home. Enjoy the panoramic views of Chincoteague Bay and across to Assateague from the widow's walk. Each bedroom has private waterview balcony and bath. Private pier for crabbing or docking small boat.
4 Bedrooms, 5 Baths
Max Occupancy: 10
Weekly Rates: $2655 - $4795
