
Places to stay near Assateague Island National Seashore
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Top-rated holiday rentals near Assateague Island National Seashore
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"Serendipity"- Houseboat Getaway
A "Tiny house on the water". Your home-base for exploring Delmarva! Serendipity is a vintage 36ft Holiday Mansion, nestled at Baywater Landing Marina in the stunning salt-water marshes of the Chincoteague Bay. From here, you are 35 minutes from Ocean City, MD, and 45 minutes from Chincoteague Island, VA. Serendipity remains docked, but guests have access to kayaks and paddle boards at no additional charge. Baywater Landing is secluded- some even say "boring"- but we think that's the whole point!

Private cottage and gardens/comfortable queen bed.
Private cottage and gardens, comfortable Queen bed, full bath and kitchenette, within walking distance to historic Snow Hill. 30 min. drive to Ocean city and Assateague Island National park. This cottage was once a old school woodworking shop which is now on display at the old iron furnace town museum nearby. This beautiful three hundred year old town sits on the beautiful Pocomoke river with canoe, kayak, and bike rentals. Museums, art galleries, speciality shops, food and entertainment.

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Adorable Beach Cottage Just Steps From Town & Bay
Escape to Wiggle Bay, a darling 1955 2 BR sunny cottage nestled in the heart of "one of the most beautiful, charming small towns in Virginia." Enjoy a bay breeze on the screened front porch--heaven! Perfectly located on a quiet street, just steps from local shops, a coffee house, and the waterfront park, where you can watch the boats, enjoy the sunset and feed the ducks. Just 2.3 mi to Assateague Seashore/Chincoteague Refuge. Ideal for a peaceful and convenient getaway!

Assateague, Golf, Ocean City, all Within Minutes!
Worcester Co. Lic. #859 PLEASE NOTE: number of allowed guests: No more than 8 golfers. (Min age 25) No more than 10 adults. (Min age 25) Related families up to 12 guests. We do NOT rent to high school senior groups. Please note, we own the white house next to our STR. Occasionally you may see us there, however, we are committed to your comfort & privacy. Located 1.5 miles from Assateague Island beaches. 3 courses within .5 miles. Towels and linens for every guest.

Hobbs & Rose | A Peaceful Cottage Escape
Built in 1941 from historic “clinker bricks,” this restored cottage is a dreamy place to slow down and reconnect. Surrounded by enchanted gardens and close to the beach, Hobbs & Rose is filled with charm—gorgeous living spaces, a carved marble soaking tub, and thoughtful details throughout. Enjoy a romantic getaway and unwind in our Sanctuary meditation room, where birdsong and forest friends welcome you. You relax—we’ve created every detail to help you feel restored.

Cozy Barn Loft: Country Views & Central to Beaches
Relax and recharge as you soak in the country views while enjoying this cozy space. A private entrance leads upstairs to the loft, located above our renovated barn. Enjoy your days at the beach, boating, fishing, birding, and more. Return home to be greeted by goats as you pull in the drive. Coffee, tea, and farm fresh eggs will be waiting for your arrival. Centrally located between the beaches of Chincoteague, Va and Ocean City, MD. Beach gear provided as well.

Baywatch North-Waterfront & Roaming Ponies
Lovely space! 2 bedroom/1 bath vacation efficiency, decorated with coastal charm, each with a door to the outside. Make-shift kitchen with microwave, small fridge, stoked Keuring coffee and tea bar, shared patio cooking area, bbq grill, fantastic view, beach items, plenty of parking, very quiet, out of the way of everything, super laid back host living in the other portion of the house. There is no living room. Labradors and cats on premises, ponies too!

Secluded Waterfront - Beach 15mi, Kayaks, Firepit
Casa Blue Heron is a 2,254 ft² (209 m²) custom waterfront home with a private dock, firepit, and water views throughout - nestled on a tidal inlet connected to Chincoteague Bay - and near Assateague, Berlin, Ocean City, Snow Hill, and much more. ★ "A private and tranquil setting where it is impossible not to relax and appreciate nature… Wish I had booked an extra day!" Add us to your wish list by clicking the ❤️ in the upper-right corner.

Key Lime Cottage
Escape to your own bayfront retreat in Chincoteague Island, Virginia. Our Key Lime Cottage at the Key West Cottages resort offers views of the Chincoteague Bay, giving you a front-row seat to the breathtaking sunsets that Chincoteague offers each night. This one-bedroom private cottage includes a master bedroom with two queen beds, a fully equipped kitchen, living and dining space, waterfront deck and access to many amenities!

Cattail's Branch
Enjoy the lovely setting of this romantic spot in nature. Tiny house sits on Widow Hawkins Branch Creek and backs up to Johnson Wildlife Mtg Area. Great for bird watchers and nature lovers. Enjoy sitting by the fire pit or relaxing on spacious deck overlooking creek. Quiet and peaceful. Fully equipped kitchen, Queen bed, bathroom, pull out queen sofa bed with privacy wall to make 2rd bedroom. Close to beaches and town.

Bayfront Modern Retreat • Dock, Kayaks, Views
Wake up to shimmering Chincoteague Bay views in this modern waterfront escape on Virginia’s Eastern Shore. Spend mornings on the water, afternoons by the fire pit, and evenings under glowing sunsets. Kayaks, bikes, pools, golf, pickleball, and trails are moments away, with beaches a short drive. Bring the dog, unplug, and settle in. Your coastal reset starts here.
Popular amenities for holiday rentals near Assateague Island National Seashore
Condo rentals with Wi-Fi

One Bedroom Beachfront Apartment Mid-Town

Bluewater Couples Escape

Ocean block condo

Gorgeous Beachfront! King Bed, Direct Ocean View!

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool

Oceanside Charm, desirable midtown Ocean City, MD

Direct Oceanfront with a View and Amenities Galore

Luxury Oceanfront Escape!
Family-friendly house rentals

Dragonfli Bay House on Chincoteague Island

Charming Waterfront Cottage w/2 King Suites + Dock

Central Haven with Great Fenced Yard

Highbanks House

Chincoteague Island Creekside Cottage

Stella

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

Mins to Beach~Walk to Food and Drinks +Beach Gear!
Apartment rentals with air conditioning

Downtown Main Street Berlin Apartment

Hidden gem on Ocean block

Fresh renovated beach home~12 street

Farm View Suite

Pansy’s Retreat

Relax at the Shorehouse

Oceanside Condo Steps From Beach

Bright and Airy Oceanside Condo
Other great holiday rentals near Assateague Island National Seashore

Maggie’s Cottage on Poplar - Our Happy Place!

The Top of Downtown Snow Hill

Waterfront Barn Loft with Modern Cabin Vibe

Stargazer Yurt- Ranch Glamping, Beaches, Animals!

Island View House

Private Home in Quiet Beach Country setting

A Cabin with History

White Marlin Cottage>HOT TUB<
Destinations to explore
- Family-friendly rentals Assateague Island National Seashore
- Rentals with a kayak Assateague Island National Seashore
- Rentals with beach access Assateague Island National Seashore
- Rentals with a washing machine and dryer Assateague Island National Seashore
- Rentals with a fireplace Assateague Island National Seashore
- Rentals with a fire pit Assateague Island National Seashore
- Rentals with a patio Assateague Island National Seashore
- Rentals with pools Assateague Island National Seashore
- House rentals Assateague Island National Seashore
- Waterfront rentals Assateague Island National Seashore
- Pet-friendly rentals Assateague Island National Seashore
- Rentals with outdoor seating Assateague Island National Seashore
- Chincoteague Island
- Ocean City Beach
- Ocean City Boardwalk
- Rehoboth Beach
- Assateague State Park
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Northside Park
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Ocean City Boardwalk
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Funland
- Dewey Beach Access
- Old Pro Golf
- Trimper Rides of Ocean City
- Salisbury Zoo
- Lewes Public Beach
- Bear Trap Dunes
- Midway Speedway Park
- Gordons Pond State Park Area
- Jolly Roger at the Pier





