Condo vacation rentals in Crisfield

West Ocean City 4 Bedroom Condo

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.

Ocean Pines marina view condo

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.

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.

The Little Paradise-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.

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.

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!

Bethany Bay. Sleeps 4. AC, Pool, Ground Floor

Unit 6302 at Bethany Bay is a 2 BR, 2 Bath, ground floor unit with panoramic views of the waterways and Indian River Bay. Sleeps 4. Free parking. Fully equipped kitchen, AC, fireplace, community outdoor pool, jogging/hiking path, 9 hole golf course. NON-SMOKING UNIT. Enjoy dinner and drinks on the enclosed rear porch and take in the view. 5 miles to Bethany Beach, 12 miles to Ocean City, 17 miles to Rehoboth Beach. I will allow one dog and the pet fee is $200.

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!