Condo vacation rentals in Crisfield

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Top-rated condo rentals in Crisfield

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Guest favorite

A spacious living area features a neutral-toned sofa with decorative pillows, complemented by a light-colored coffee table. The dining area includes a wooden table with multiple chairs. Above, a loft is accessible via a wooden ladder, enhancing the open concept of the space.

Condo in Ocean City

4.85 out of 5 average rating, 33 reviews

Condo in West Ocean City

This beautiful newly renovated condo in West Ocean City MD is just the place for a fun filled vacation! This 4-bedroom 4.5 bath condo is walking distance to OC Fisherman's Marina and excellent restaurants and bars. In just a few miles awaits The Boardwalk, Jolly Roger's, Frontier Town, Tanger Outlet shopping, Assateague Island and OC BEACHES! Come relax and enjoy what Ocean City MD has to offer such as Sunfest, The White Marlin Open, the OC Air Show or just a relaxing stroll along the harbor.

Top guest favorite

A serene waterfront scene is captured at sunset, with vibrant colors reflected in the calm water. A charming building with large windows is illuminated, surrounded by lush trees, and boats are docked along the waterfront, creating a peaceful atmosphere.

Condo in Ocean Pines

4.97 out of 5 average rating, 177 reviews

Peaceful Getaway in Ocean Pines

Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

Guest favorite

A spacious living area features two striped sofas, a single plush armchair, and a coffee table. A gas fireplace is situated beneath a wall-mounted TV. Natural light filters through a large window, creating a bright and welcoming atmosphere.

Condo in Selbyville

5 out of 5 average rating, 23 reviews

*+Updated 5* Bayside 3BR Condo by Sun Ridge pool+*

Roomy 3 Bed, 2 Bath Condo in the heart of Bayside. Sleeps up to 8 people. Well-stocked kitchen, comfortable living area and a screened in porch. Dedicated high speed internet & 3 streaming TV's. Elevator access with one reserved, covered parking spot. Additional parking in front of bldg. STEPS from the Sun Ridge Community Pools and Rec. Center- complete with a splash pad, 2 pools, sports courts and more! Passes for use of the pool & rec. facilities are sold at cost for either 3 or 7 day use.

Guest favorite

A light-filled living area features a cozy sectional sofa and a coffee table with decorative accents. A flat-screen TV is mounted above a blue-tiled fireplace, while large glass doors provide access to a balcony with views. Light blue walls enhance the space's airy feel.

Condo in Selbyville

4.9 out of 5 average rating, 21 reviews

Bayside, Fenwick Island Condo

Beautiful, updated condo at the Bayside resort in Fenwick Island, DE. Only minutes from the beach and borders the Bay. Located on the border of DE and MD with easy access to Ocean City and all the beach towns including Bethany, Dewey Rehoboth, and Lewes. The Bayside resort offers an abundance of amenities such as golf, 4 outdoor swimming pools, indoor pool & fitness center, tennis & pickleball courts, hiking trails and more. PLEASE NOTE: Guest passes are $15 per person for resort amenities.

Superhost

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

4.69 out of 5 average rating, 283 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!

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, 60 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.

Guest favorite

A bright living room features a comfortable sofa and a large, cozy bean bag. Natural light pours in through sliding glass doors, which lead to the outdoor space. A large area rug with a starfish design complements the decor, while a colorful wall art piece adds a playful touch.

Condo in Ocean City

4.88 out of 5 average rating, 34 reviews

NEW! Entire Townhouse, Minutes from Downton OC!

Stop right there!! This 2 bedroom, 1.5 bathroom beautifully renovated in 2022 - entire townhouse w/ a private outdoor patio is the perfect space for your Ocean City vacation. You are less than a 5 minute drive to the beach & downtown Ocean City Inlet. Walking distance to OC's most famous local bars/restaurants; Sunset Grille, Brass Monkey, Crab Alley, Harborside, and Sunset Marina. Tanger Outlets are less than 1 mile away! Access to community pool and free parking!

The image features a stunning waterfront view during sunset, with the sun dipping below the horizon. Silhouetted wooden docks extend into the water, and a calm atmosphere is created by the reflection of twilight hues on the surface.

Condo in Chincoteague

5 out of 5 average rating, 4 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.

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, 3 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 cozy sleeping area features a spacious bed with a striped blanket, complemented by white pillows. A ceiling fan is mounted overhead, while a wall-mounted TV and shelves offer functional storage. Natural light enters through a window adorned with light-colored blinds.

Condo in Tangier

4.91 out of 5 average rating, 22 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!

Superhost

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.