Condo vacation rentals in Crisfield

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Top-rated condo rentals in Crisfield

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Condo in Cambridge

4.88 out of 5 average rating, 8 reviews

A Kozy Waterfront Condo

From the balcony of this Kozy Waterfront Condo, enjoy relaxing sunsets overlooking the 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. As an example, Sailwinds Park, site of the Dorchester County Visitor Center and Governors Hall, is 1/4 mile away. A favorite of tourists and residents, Sailwinds Park, offers a variety of fun activities such as free concerts, lively festivals, and great cookouts.

Guest favorite

Condo in Crisfield

5 out of 5 average rating, 8 reviews

Penthouse w Wrap Around Deck and Water Views

Escape to our 3-bedroom waterfront condo on the Chesapeake Bay. Enjoy stunning views of Crisfield Harbor from the wrap-around porch and private master bedroom screened porch. Gourmet kitchen, laundry room, and modern amenities ensure comfort. Embark on a fishing excursion, stroll along the picturesque docks, or head to Smith Island for a taste of authentic Chesapeake culture. Whether you're seeking a peaceful retreat or an action-packed adventure on the water, our waterfront condo has it all.

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Condo in Cambridge

5 out of 5 average rating, 4 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.

Guest favorite

Condo in Crisfield

4.89 out of 5 average rating, 19 reviews

Waterfront Chesapeake Bay Condo w/ Boat Slip!

What better way to start your day than by sitting peacefully on a private balcony with unbeatable bay views while sipping your morning coffee? At this Crisfield vacation rental, those dreams can come true. The 3-bed, 2-bath condo boasts a waterfront location while offering at-home essentials like a fully equipped kitchen and washer and dryer! Entertainment and delicious eateries aren’t far either. Catch a sunset at Crisfield City Dock, then grab a bite of fresh-caught crab down the street!

Superhost

Condo in Cambridge

4.83 out of 5 average rating, 12 reviews

The Station House: 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.

Guest favorite

Condo in Crisfield

5 out of 5 average rating, 28 reviews

Breathtaking Waterfront Penthouse with Boat Slip

Relax with that special someone in this top floor 3 Bedroom 2 Bath water front corner condo with wrap around deck. Melt into the patio chair and prepare to witness some of the most magnificent sunsets you will ever see. Our top floor corner unit affords you with the best view of any other unit. You will have front row seats to the best sunsets anywhere in town! If relaxation is what you are looking for, look no further. Crisfield will give you the vacation you deserve!

Condo in Chincoteague

4.64 out of 5 average rating, 240 reviews

Le Petit Paradis-Waterfront, pet-friendly Studio

Le Petit Paradis is our little paradise studio apartment on the Chincoteague Island and we are excited to share it with you! 🏝 Expansive water views 🌅 gorgeous sunsets 🐶 pets welcome (no pet fee) 🛋 Newly updated chic furnishings 📱 modern amenities (including WiFi and smart TV) 🛌 Linens and toiletries included 🦆 Plentiful wildlife (ducks, turtles, island cats & more) Enjoy your stay in this cozy, newly remodeled studio which overlooks the Chincoteague bay!

Guest favorite

Condo in Chincoteague

4.95 out of 5 average rating, 57 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.

Condo in Chincoteague Island

5 out of 5 average rating, 3 reviews

Sunset Bay Villas #213

"Another Day in Paradise Chincoteague" Unit 213 has 3 bedrooms, 2 baths, hardwood floors, granite counter tops, beautiful décor, and amazing water views! Sunset Bay Villas is a waterfront community that is a short walk to the Historic Downtown area with shops & restaurants, grocery store, fishing pier, library, and movie theater. Also, the Fireman's Carnival is a short walk away. Great viewing area for 4th of July fireworks in our community's picnic area.

Guest favorite

Condo in Chincoteague

4.97 out of 5 average rating, 38 reviews

Sunset Bay Villa 210-Downtown Waterfront Sunsets

Sunset Bay Villa #210 has stylish comfort, beautiful sunset views, seasonal outdoor pool, gym & the perfect downtown location. This professionally decorated condo is on the 2nd Floor (accessible by elevator). The master bedroom enjoys waterfront views and shares deck access with the living room. Fabulous Master bath features jetted tub, separate large shower stall and double sinks. Queen bedroom and twin over double bunk bedroom share full hall bathroom.

Guest favorite

Condo in Heathsville

4.99 out of 5 average rating, 73 reviews

Fleets Cove Farm *PETS STAY FREE*

Welcome to Fleets Cove Farm y'all! Looking for a peaceful and secluded place to stay? We have the place for you! With expansive fields surrounded by tall hardwood trees, it's hard not to love the light breeze and quiet. At night, sitting around the giant fire pit and looking at the stars is a must. We rotate our mini cows and donkeys into the pasture out front, as well as some seasonal animals like pigs, chickens, and ducks.

Guest favorite

Condo in Tangier

5 out of 5 average rating, 13 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!