Condo vacation rentals in Crisfield

Couple's Corner — Panoramic Assateague Views

Just looking? Click the ❤️ for last-minute deals and discount alerts. 4th-floor corner unit with breathtaking views of the bay, ocean, & inlet—2 blocks from the Boardwalk, beach, & all of OC's downtown attractions. Guests rave that it's clean, well-stocked, and family-friendly, with thoughtful touches throughout. Relax by the bayfront pool or spot Assateague Island's wild horses from the balcony. Walk everywhere, sleep soundly, and make memories! It's perfect for couples & small families alike.

OC Beach Life

Welcome to your perfect retreat in the heart of Old Town Ocean City, Maryland! Our cozy one-bedroom unit in the White Marlin Condominiums offers an ideal location just a short walk away from the boardwalk, Amusement Park, Sunset Park, and an array of fabulous restaurants. The recently renovated space features all new furniture, a large master bedroom with a queen bed, a queen sleeper sofa in the living room, updated bathrooms, and a private balcony with amazing Bay views and mesmerizing sunsets.

Spacious Rental - Winterfest of Lights 11 mi.

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

*+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.

Bayfront Bliss with Pool, and Amazing Views!

This gorgeous unit has it all, professionally decorated and furnished with comfortable sofa, beds, and chairs! Spacious rooms, great kitchen area with lots of counter space, new appliances, room to sleep up to 9 guests! Fishing pier located at the most popular bay fishing spots, right next to the inlet. While Marlin property has just gone through a major renovation including new docks piers, pool and sun deck, elevator doors and windows have been replaced along with fresh paint. Book today!

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 $20 per person for resort amenities.

Assateague House 204 2BR 2BA Bayfront Condo w/pool

Want the best sunsets at the beach? This is the vacation home for you. Recently updated, beautifully decorated 2nd floor 2BR 2 BA condo with a bayfront pool is walking distance to the boardwalk, the ocean & beach, Sunfest, SpringFest, Ocean's Calling and the amusement rides. Sit on your balcony and watch all of the fishing boats come in for the White Marlin Open. You can see Assateague Island as well. Near Spain Wine Bar, The Angler, MR Ducks, Lazy Lizard, Oceanside Water Sports, 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.

Downtown-Pool-Boardwalk-Bay Views-Marina-Boat Slip

Luxury waterfront condo conveniently located two blocks from the world famous attractions on the Ocean City boardwalk. A short walk will have you sitting on the beach in minutes. Afterwards, take a dip in the community pool. Be sure to watch for the charter boats as they bring in their daily catch to the marina below. Enjoy happy hour on your private balcony overlooking beautiful bay sunset views. Whatever you're looking to do, our unit is perfectly situated in the heart of it all!

Eastern Shore Getaway: Bethany Bay

Fully furnished 2 Bed, 2 Bath condo near family friendly Bethany Beach, DE. Sleeps eight (one king, one queen sleeper, four twins). Refrigerator, washer/dryer, stove, dishwasher, toaster, Keurig coffee maker, Smart TVs, DVD, dishes, cookware. Sheets and towels provided. Guests bring food and toiletries. Community has tennis, pickleball, pool, playground, volleyball, basketball, small boat launch, and par 3 golf. 15 min to Bethany Beach, 35 min to Rehoboth. Great golf nearby.

Bethany Beach Luxury Resort 2BR condo, 2nd floor

Your home-away-from-home features a covered patio and charming, beach-themed decor. The 2-bedroom, 2-bathroom space is located at the Bethany Bay Golf Resort and boasts fantastic amenities including a golf course, tennis and pickleball courts, a marina where guests can launch kayaks, a pool and hot tub, and more! Venture off the property and spend a day at the boardwalk, relax at the beach at Fenwick Island State Park, and sample local food! Close to the Freeman Arts Center.

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.