Monthly & Winter Rentals
Escape to the serene shores of Chincoteague Island, VA and Ocean City, MD with our exclusive Monthly and Winter Rentals. Whether you're dreaming of peaceful off-season beach strolls or cozy evenings by the sea, our off season rentals are perfect for embracing the coastal lifestyle. Enjoy incredible rates and the opportunity to fully immerse yourself in the charm of our beach towns!
If you can't get enough of the ocean breeze and local culture, our extended stay options ensure you'll have all the time you'll need to savor every moment. Book now and make the most of your seaside retreat!
3189 Ridge Road, Chincoteague Island
2 bedrooms
1 baths
5341 Cedar Drive, Chincoteague Island
3 bedrooms
2 baths
11700 Coastal Highway, Ocean City
3 bedrooms
2 baths
11700 Coastal Highway, Ocean City
2 bedrooms
2 baths
5216 Pine Tree Way, Chincoteague Island
4 bedrooms
3 baths
7470 Memorial Park Drive, Chincoteague Island
3 bedrooms
1 baths
7821 East Side Road, Chincoteague Island
3 bedrooms
2 baths
6751 Megan Drive, Chincoteague
3 bedrooms
2 baths
10900 Coastal Highway, Ocean City
3 bedrooms
3 baths
10900 Coastal Highway, Ocean City
1 bedrooms
1 baths
10900 Coastal Highway, Ocean City
2 bedrooms
2 baths
10900 Coastal Highway, Ocean City
1 bedrooms
1 baths
7282 Pointer Lane, Chincoteague Island
3 bedrooms
2 baths
7168 Wayne Road, Chincoteague
3 bedrooms
1 baths
7180 Wayne Road, Chincoteague Island
3 bedrooms
2 baths
105 56th street, Ocean City
3 bedrooms
2 baths
105 56th Street, Ocean City
3 bedrooms
2 baths
105 56th Street, Ocean City
3 bedrooms
2 baths
6163 Marsh Island Drive, Chincoteague Island
2 bedrooms
1 baths
6201 Ocean Blvd, Chincoteague Island
3 bedrooms
1 baths
6394 Teal Lane, Chincoteague Island
2 bedrooms
2 baths
407 Philadelphia Ave #27, Ocean City
3 bedrooms
2 baths
407 Philadelphia Ave #28, Ocean City
3 bedrooms
2 baths
407 Philadelphia Ave #30, Ocean City
3 bedrooms
2 baths
3416 Willow Street, Chincoteague Island
3 bedrooms
2 baths
11500 Coastal Highway, Ocean City
3 bedrooms
2 baths
11500 Coastal Highway, Ocean City
3 bedrooms
2 baths
11500 Coastal Highway, Ocean City
3 bedrooms
2 baths
7460 Memorial Park Drive, Chincoteague
3 bedrooms
2 baths
3488 Willow Street, Chincoteague Island
2 bedrooms
2 baths
3134 Captains Corridor, Greenbackville
3 bedrooms
2 baths
4411 Eastwinds, Chincoteague Island
2 bedrooms
2 baths
3 35th Street, Ocean City
2 bedrooms
2 baths
3 35th Street, Ocean City
2 bedrooms
2 baths
7482 East Side Road, Chincoteague Island
1 bedrooms
1 baths
6321 Captains Lane, Chincoteague Island
3 bedrooms
2 baths
6321 Captains Lane, Chincoteague Island
3 bedrooms
2 baths
6321 Captains Lane, Chincoteague Island
3 bedrooms
2 baths
6321 Captains Lane, Chincoteague Island
3 bedrooms
2 baths
6321 Captains Lane, Chincoteague Island
3 bedrooms
2 baths
4107 Grand Bay Court, Chincoteague Island
2 bedrooms
2 baths
6157 Marsh Island Drive, Chincoteague Island
2 bedrooms
1 baths
3541 Willow Street, Chincoteague Island
3 bedrooms
2 baths
8165 Marsh Point Lane, Chincoteague Island
3 bedrooms
2 baths
