
Condo vacation rentals in Crisfield
Find and book unique condos on Airbnb
Top-rated condo rentals in Crisfield
Guests agree: these condos are highly rated for location, cleanliness, and more.

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.

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.

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.

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.

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.

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.

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!

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 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.

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!

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.

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
Weekly condo rentals

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

Le Petit Paradis-Waterfront, pet-friendly Studio

The Drinking Gourd: Stunning Cambridge Penthouse

Sunset Bay Villa 306 - Our Pleasure

Sunset Bay Villa 210-Downtown Waterfront Sunsets

Wonderview 208 - Spectacular Views of the

Wharfside Suites Condo

Sunset Bay 319 - Bella Vista
Pet-friendly condo rentals

Beautiful Bayfront & you can bring your Dog!

Sunset Bay 309 - Changes in Latitude

Sunset Bay Villa 209 is a stunning 3 Bedroom

Sunset Bay 110 - Chincoteague Waterfront!

Nauti Girl - Sunset Bay Villa 310 is a Waterfront
Condo rentals with a pool

Assateague Inn 203 is an adorable Studio that

Sunset Bay 220 - Vista Costiera - Waterfront +

Assateague Inn 102- Relax and Unwind on

Beautiful Assateague Inn 206 - Saltmarsh Overlook

Assateague Inn 109 - Tranquility on the Creek

Walkable Condo w/ Drawbridge Views in Cambridge

Assateague Inn 106 is an adorable Studio that

Assateague Inn 110 is an adorable Studio that
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!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Mount Pocono Vacation rentals
- The Hamptons Vacation rentals
- Outer Banks Vacation rentals
- Chesapeake Bay
- Assateague Island National Seashore
- Ocean City Boardwalk
- Assateague Beach
- Haven Beach
- Jolly Roger Amusement Park
- Bethel Beach
- Jolly Roger at the Pier
- Assateague State Park
- Piney Point Beach
- Ragged Point Beach
- Wilkins Beach
- Splash Mountain Water Park
- Snead Beach
- Wallops Beach
- Sandyland Beach
- Gerry Boyle Park
- Ocean Pines Golf Club
- Guard Shore
- St George Island Beach
- Parramore Beach
- Trimper Rides of Ocean City
- Gargathy Beach
- 6 Mile Beach