Condo vacation rentals in Crisfield

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Top-rated condo rentals in Crisfield

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A spacious living area features a navy blue sofa with decorative pillows, paired with a wooden dining table and chairs. The kitchenette, equipped with modern appliances, is visible in the background. Natural light fills the room, highlighting the neutral walls and new flooring.

Condo in Chincoteague

4.64 out of 5 average rating, 45 reviews

Assateague Inn 106 by Seaside Vacations & Sales

Assateague Inn 106 S - Come as Guests, Leave as Family....... Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering throught the Refuge. Once you visit our beautiful Island, it stays with you forever. But life is so busy - it's hard to get away for a whole week every year, isn't it? Or maybe you're one who prefers to take many shorter trips over the course of the year - a Weekend Warrior, if you will? If so, the Assateague Inn was made

A sleek building is situated by the water's edge, reflecting the soft hues of a sunset. Clouds scatter across the sky, casting gentle shadows, while pilings extend from the shore into the tranquil bay. The serene scene invites relaxation and appreciation of the natural beauty.

Condo in Chincoteague

4.68 out of 5 average rating, 324 reviews

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.

A private deck is presented with a glass of amber liquid on a table, accompanied by a decorative lantern. The background features vibrant sunset colors over the bay, with silhouettes of docked boats and lush greenery framing the view.

Condo in Chincoteague

5 out of 5 average rating, 3 reviews

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.

A screened balcony features a table surrounded by comfortable seating with blue and white cushions. Scenic water views of the marina are visible, highlighting the peaceful atmosphere offered by this outdoor space.

Condo in Crisfield

5 out of 5 average rating, 5 reviews

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!

Guest favorite

A modern kitchen features white cabinetry and stainless steel appliances, including a refrigerator and oven. A spacious countertop offers room for food preparation. Natural light enters through the window, illuminating the neutral-toned flooring and decorative elements on the wall.

Condo in Tangier

4.92 out of 5 average rating, 25 reviews

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!

The exterior of the condo is visible, showcasing a spacious building positioned along calm waters. A dock extends into the water, providing access for recreational activities. Nearby, colorful buildings and green spaces can be seen, highlighting the neighborhood's coastal charm.

Condo in Chincoteague

4.74 out of 5 average rating, 136 reviews

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.

A shaded seating area under a wooden structure offers views of the calm Assateague Channel. The open space features a bright aqua table, with grassy banks and a wooden dock visible in the background. Signs indicate no smoking on the premises.

Condo in Chincoteague

4.79 out of 5 average rating, 56 reviews

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!

Condo in Chincoteague

4.67 out of 5 average rating, 55 reviews

Assateague Inn 203 by Seaside Vacations & Sales

Relax and unwind at The Assateague Inn on Chincoteague Island. Assateague Inn 203 is an adorable Studio that sleeps 4 with lovely water views and an Outdoor Pool. UPDATES FOR SUMMER 2025 - NEW PICS COMING SOON.

A bright living area features a comfortable blue sofa and a round dining table with four chairs. Natural light floods in through sliding glass doors that open to a wooden deck, while decorative wall elements with soft patterns enhance the welcoming feel.

Condo in Chincoteague

4.69 out of 5 average rating, 54 reviews

Assateague Inn 110 by Seaside Vacations & Sales

Relax and unwind at The Assateague Inn on Chincoteague Island. Assateague Inn 110 is a Newly Renovated adorable Studio that sleeps 4 with lovely water views and an Outdoor Pool.

A light-filled living area is presented with a cozy sofa and a round dining table surrounded by black chairs. A wall-mounted TV displays a 'LOVE' sign. Sliding glass doors lead to a balcony, providing access to the scenic views outside.

Condo in Chincoteague

4.52 out of 5 average rating, 63 reviews

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.

A bright and open studio space features a kitchenette with wooden cabinetry and essential appliances, including a refrigerator and coffee maker. A dining table sits beside a comfortable seating area, while large sliding glass doors provide views of the surrounding greenery and natural light.

Condo in Chincoteague

4.57 out of 5 average rating, 54 reviews

Assateague Inn 208 by Seaside Vacations & Sales

Relax and unwind at The Assateague Inn on Chincoteague Island. Assateague Inn 208 is an adorable Studio that sleeps 4 with lovely water views and an Outdoor Pool.

A cozy living area is presented with two table lamps and a sofa, arranged alongside a round dining table with four chairs. A ceiling fan hangs above, and a light-colored carpet adds warmth to the space. The kitchen area is partially visible in the background.

Condo in Chincoteague

4.69 out of 5 average rating, 143 reviews

Wharfside Suites Condo

Spacious condo located in the heart of downtown Chincoteague Island, VA. All linens, dishes and amenities are included and you are just minutes from the beach.