When you’re looking for a cozy retreat by the sea this Fall or Winter, Chincoteague Island and Ocean City, MD have a host of vacation rentals that offer comfort, charm, and beautiful surroundings. Whether you’re looking for a quiet, romantic escape or a quick family getaway, these handpicked rentals provide the perfect setting for your next getaway. Here are 5 vacation rentals from each destination complete with all of the comforts of home.
Location, location, location! This popular Chincoteague vacation rental has Repeat Guests coming back year after year, and for good reason! Shackeau East is located in the closest community to the beach (Piney Island) and has some of the best views on the island! Launch your kayaks and catch a sunrise over Assateague from the water, or take in the views with your loved ones from the Screened In Porch that overlooks the Assateague Channel.
This adorable condo truly will make you feel like you’re a million miles away from the real world. Located on Marsh Island, Waterfront Sunsets offers incredible views of the Chincoteague Channel (You’ll have to see the sunset views to believe us) and has a waterfront dock that’s perfect for launching a kayak or tying up a small skiff!
A gorgeous, newly renovated studio suite, Assateague Inn 104 is perfect for a weekend getaway for a couple or small family. Head out to the private pier and take in the area’s natural beauty, or take a short walk to one of the nearby restaurants and attractions. If you’re looking to visit Chincoteague without breaking the bank, you’ll want to start your vacation rental search at the Assateague Inn!
If you’re looking to bring the entire family to Chincoteague (or multiple families,) Marsh Madness is a perfect vacation rental to start your search! Sleeping up to 11 guests, the home has plenty of space for everyone, including your family dog! The home’s new fenced in area is perfect for letting your four legged family members burn off some energy, and the theater room is the perfect space to gather for a family movie night! Oh, and have you seen the views?!
Bliss by the Bay offers the best of coastal living thanks to stunning views and a host of amenities! Bring your boat, kayaks, paddleboards, and other water toys, and prepare to create memories your family will cherish forever. With an Indoor Community Pool, Fitness Center, Basketball Court, and Tennis/Pickleball Courts your family will never get bored! The community also has a restaurant, so you’ll always have an option for when you don’t feel like cooking!
Golden Sands 614 has it all for the couple looking for a quick getaway in Ocean City, MD. A Penthouse Level Indoor Pool, Fitness Center, and Game Room await guests on the 22nd floor, and the condo’s open layout will make you feel right at home. Wake each morning to amazing views and the sound of crashing ocean waves, and know that you’re in a great location close to some OCMD’s best dining and entertainment options!
Located in the tranquil Ocean Pines community, 57 Wood Duck Drive offers access to wonderful amenities including an Indoor Pool, Playground, Library, Restaurants, and Golf! The home’s garage has plenty of entertainment for your family including Air Hockey, kayaks, and fishing poles!
Like Golden Sands 614, Marigot Beach 1105 is perfect for a couple’s getaway. The condo also features a spacious Indoor Pool! Grab your favorite book or morning coffee, and relax while enjoying the ocean view from the private Oceanfront Balcony, or head out for a day full of exploring your favorite beach town!
It’s hard to beat Belmont Towers’ location. Right on the famous OCMD Boardwalk, this 2 bedroom condo puts your right in the heart of the OC action. Begin and end your days on the wonderfully furnished balcony, and spend your days strolling the boardwalk and exploring all that OC has to offer at this peaceful time of year!
Newly renovated throughout, this 5th floor condo has everything you need to create priceless family memories year after year. Take in the sprawling views of the ocean from the extra large living room, or from the kitchen while you’re bringing together your family’s favorite meals. With room for up to 6 guests, there entire family is welcome at this 35th Street staple.
We're so excited to share these beautiful properties with you and your family, and will be adding MORE properties throughout the off season! Be sure to check back for updates, or give our team a call at (757) 336-7070 if you need any help finding the perfect place to call home during your next getaway!