Condo vacation rentals in Crisfield

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Top-rated condo rentals in Crisfield

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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
4.67 out of 5 average rating, 295 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.

Guest favorite
A spacious living area features a large gray sectional sofa set on a soft rug. A ceiling fan is visible above, and the open kitchen area showcases light cabinetry and modern appliances. Sunlight filters through tall windows, illuminating the room.
Condo in Cambridge
4.96 out of 5 average rating, 26 reviews

The Drinking Gourd: Stunning Cambridge Penthouse

The Drinking Gourd is a beautiful 2 bedroom, 1 bath penthouse located in the heart of the historic district of downtown Cambridge, MD. It features 15 foot ceilings, exposed brick, and original mahogany millwork throughout. The fantastic downtown pubs, galleries, museums, and boutiques are literally right outside the door, and the stunning Cambridge Marina is a short 4 blocks away. Cambridge has a wonderful food culture as well as local breweries and wine bars all within walking distance.

Condo in Cambridge
4.89 out of 5 average rating, 9 reviews

A Kozy Waterfront Condo

From the balcony of this "Kozy Waterfront Condo", enjoy relaxing sunsets overlooking the "Deep Harbour Marina" and a birds-eye-view of the Choptank River Lighthouse. The condo is in a gated community and close to most of what Cambridge has to offer. Downtown historic Cambridge and the Dorchester County Visitor Center are 1/4 mile away. A favorite of tourists, downtown Cambridge offers a variety of fun activities such as free concerts, festivals, restaurants, and an array of local shops.

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.

Guest favorite
A riverboat glides along the waterway, illuminated by warm lights. Boats are docked along the marina, and twinkling lights line the shore. A vibrant sunset casts hues of purple and orange across the sky, reflecting on the water's surface.
Condo in Cambridge
4.87 out of 5 average rating, 23 reviews

Station House West: Upscale Condo in Cambridge, MD

Welcome to the Station House, a freshly renovated condo nestled in the heart of downtown Cambridge, Maryland, with its fabulous downtown pubs, galleries, and boutiques and close to the Harriet Tubman Center, Blackwater Wildlife Refuge, and Sailwinds Park. Located in the historic Four Corners building, the space offers the perfect blend of charm and modern comfort. The property is thoughtfully furnished and fully stocked to create a unique and comfortable home away from home.

Top guest favorite
A multi-story waterfront condo complex is depicted, featuring a blend of light colors, including blue and yellow. Large windows reflect sunlight, showcasing a spacious design. The building is supported by stilts over the water, with a serene view of the surrounding landscape.
Condo in Chincoteague
4.95 out of 5 average rating, 65 reviews

Waterfront Chincoteague Island

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.

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, 4 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
Condo in Tangier
4.92 out of 5 average rating, 24 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!

Guest favorite
The view showcases a marina with several docks extending into the water, surrounded by a cluster of multi-colored condominium buildings. The scene is bathed in natural light, highlighting the calm water and meticulously organized docks with boat slips.
Condo in Chincoteague
4.97 out of 5 average rating, 38 reviews

Sunset Bay Villa 210-Downtown Waterfront Sunsets

Enjoy stylish comfort & beautiful sunset views from this professionally decorated 2nd floor condo. Located near the heart of downtown Chincoteague, Sunset Bay Villa #210 is walking distance to restaurants & shops and is just a few miles from Assateague Beach & the Chincoteague National Wildlife Refuge on Assateague Island.

The two-story building showcases a green roof and is accompanied by a wooden dock extending into the Assateague Channel. Multiple balconies can be seen, offering outdoor seating. The surrounding water reflects a cloudy sky, contributing to a tranquil waterfront atmosphere.
Condo in Chincoteague
4.65 out of 5 average rating, 69 reviews

Gaze at Wild Ponies grazing in the Marsh right

Sunrise Serenade on Chincoteague Island is a delightful Vacation Rental that sleeps 4. Located directly on the Assateague Channel, this Condo has THE most breathtaking views - you may even see our Wild Ponies roaming in the Marsh across the Channel!

A bright bedroom area features white bedding against a wave-themed accent wall. A comfortable chair and small round table sit beside the spacious bed. Light enters through large windows, and framed artwork is mounted on the walls, creating a serene coastal vibe.
Condo in Chincoteague
4.51 out of 5 average rating, 80 reviews

Assateague Inn 213-2R - 5 min. from the Beach!

Relax and unwind at The Assateague Inn on Chincoteague Island. Assateague Inn 213-2R is an adorable Double Studio with 2 adjoining rooms 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 is an adorable Studio that

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.

Popular amenities for Crisfield condo rentals

Quick stats about condo rentals in Crisfield

  • Nightly prices starting at

    Crisfield vacation rentals start at € 121 per night before taxes and fees

  • Verified guest reviews

    Over 20 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Crisfield rentals

  • 4.9 Average rating

    Crisfield stays are highly rated by guests—averaging 4.9 out of 5!

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