Condo vacation rentals in Crisfield

An Assateague Adventure

Please give us the opportunity to host you in our modest home drenched in colors inspired by our island sunsets. Located along Eel Creek which feeds into Little Oyster Bay, this 2BR/2BA condo is on the top floor, providing breathtaking marsh views from the condo, and your private side deck to enjoy coffee in the morning or a beverage to close our your evening. Pool & bbq area. Birding paradise. Located on Coach’s Lane at the Assateague Inn- it provides easy pier access for fishing and crabbing.

Le Petit Paradis-Waterfront, pet-friendly Studio

Le Petit Paradis is our cozy 300 sqft, 2nd floor studio apartment on Marsh Island, Chincoteague and we're excited to share it with you! 🏝 Expansive water views 🌅 gorgeous sunsets 🐶 pets welcome (no pet fee) 🛋 modern furnishings that maintain the "stuck in time" charm of the Island 📱 standard amenities (including WiFi and smart TV) 🛌 Linens and toiletries included 🦆 Plentiful wildlife (ducks, turtles, island cats & more) No balcony but there is a shared dock / patio grill.

Another Day in Paradise

ANOTHER DAY IN PARADISE CHINCOTEAGUE - Sunset Bay Villas #103 Owner Operated by: Annie Switzer Unit 103 has hardwood floors, granite counter tops, beautiful decor, and amazing water views! This first floor condo in Sunset Bay is located in a private corner of the community. It is professionally decorated with a relaxing, spa-like feel and an open layout in the main living area. There is a wall mounted gel fuel fireplace and a great private deck with a spectacular bay view.

Sunset Bay Villas 219 waterfront condo

Amazing views- Welcome Bird Watchers, Nature and Beach Lovers! Designer condo with direct views of the Intracoastal Waterway Chincoteague Channel and Wallops Long term rental from October-May with government per diem per person and special offers for long term occupancy. Max. occupancy per Chincoteague town fire code is 8. This includes adults, children (2 and older) and infants (children under two). Government ID issued required to be shown on or before check in date.

Walk to Main St: Condo w/ Pool Access in Crisfield

Community Pool | Marina On-Site | Walk to Ferry Terminal Rest and relaxation await at this 3-bedroom, 2-bath vacation rental condo in Crisfield, Maryland. Enjoy the serenity of the morning with scenic water views of Daugherty Creek while sipping coffee on the private screened balcony. Then, peruse the local shops, hop on the ferry to explore Smith Island, or spend an afternoon lounging at Crisfield’s Wellington Beach. Your next getaway is just a click away!

It's 5 O'clock Somewhere|Stunning Waterfront Condo

Welcome to “It’s 5 o’clock Somewhere” on Marsh Island—your cozy retreat with panoramic views of Chincoteague and Black Narrows Channels. Perfect for 2 guests, this unit features a queen bed, full bath, kitchenette, Smart TV, and private sun porch. Enjoy shared amenities like a dock, grill, picnic table, and laundry. Relax, unwind, and take in the coastal beauty—just minutes from downtown Chincoteague. No pets. No smoking.

The Tarryn Elizabeth Unit A

What better way to enjoy a getaway or family vacation than on a peaceful quiet island where the beach is clean and spacious and some of best fishing and crabbing in the world! Rent a four wheeler and drive on the beach 24/7 or lounge on the porch and soak in the sun, and not to mention the unlimited hi speed Internet with smart TVs in all 3 rooms for all your relaxing needs if you should choose to stay in the home!

Sunset Bay Villa 209 by Seaside Vacations & Sales

Sunset Bay Villa 209 is a stunning 3 Bedroom Waterfront Dream Condo that even allows your Family Dog! Located on the Water`s Edge, enjoy amazing Bay Views and Sunsets that will leave you wanting more. Take a dip in the Pool, relax in the Hot Tub, or catch Crabs on the Dock. Have it all at Sunset Bay Villas!

The Pearl at Marsh Island by Seaside Vacations

The Pearl at Marsh Island is a stunning, newly renovated 1 Bedroom Condo located on Marsh Island, only steps to all of the hustle and bustle of Chincoteague. So close to the water you feel as if you`re on a cruise ship, you`ll not soon forget these captivating views.

Sunrise Sonata by Seaside Vacations & Sales

Sunrise Sonata is a fabulous 1st Floor Waterfront Vacation Rental on Chincoteague Island. This adorable Condo sleeps 4 and is located directly on the Assateague Channel, where the famous Chincoteague Pony Swim happens each year!

Assateague Inn 102 by Seaside Vacations & Sales

Relax and unwind at The Assateague Inn on Chincoteague Island. Assateague Inn 102-S is an adorable Studio that sleeps 4 with lovely water views and an Outdoor Pool.

Assateague Inn 204 by Seaside Vacations & Sales

Relax and unwind at The Assateague Inn on Chincoteague Island. Assateague Inn 204 is an adorable Studio that sleeps 4 with lovely water views and an Outdoor Pool.