Apartment holiday rentals in Crisfield

Downtown Condo, Parking, Walk to Beach & Boardwalk

Modern 2BR/2BA downtown Ocean City condo with bay view, balcony, elevator, pool, and parking. Sleeps 6 with 1 king and 2 queen beds. Walk about 1,000 ft to the inlet beach, boardwalk, rides, pier, dining, festivals, and downtown events. Enjoy a full kitchen, dishwasher, washer/dryer, smart TVs, WiFi, linens, bath towels, beach towels, chairs, umbrella, and cooler. Includes 1 assigned parking space plus 1 shared first-come space with passes. Perfect for families, couples & event-goers year-round.

Perfect location!

This charming 2-bedroom condo is perfectly located in Ocean City to take full advantage of the beach lifestyle. Imagine relaxing on your covered outdoor balcony, enjoying warm and breezy weather while taking in the sights--including being able to see the bay. You'll be a quick walk to the Boardwalk and all major downtown locations. The interior is beautifully-maintained with loads of character, including laminate flooring and custom wainscotin. Available for all Ocean City events....25+ require

Ocean Pines Yacht Club Condo Waterview

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

Breezy Point #305 - Rooftop Deck Panoramic Sunsets

Welcome to Your Bayside Escape at Breezy Point! Step into style at this sleek bayside condo where modern comfort meets bayside views. Relax on the rooftop terrace and enjoy stunning sunset views and the fresh air. Tucked just off 28th Street, you're near restaurants, shops and quick bites. The boardwalk and beach are an easy walk or a quick drive away. A comfortable and convenient home base for couples and families. Hosting a bigger group? Ask about our other units in the same building!

The Solomons Sunrise Suite

Centrally Located to all that Solomons Island has to offer! This 2 Bedroom 2 Bathroom Luxury suite is equipped with a gourmet kitchen, a very large family room with vaulted ceilings, and a covered rear porch with views of Back Creek, The Patuxent River, & a glimpse out to the Chesapeake Bay. Elegant Furnishings make this bnb feel more like an upscale executive suite in a luxury hotel! Both bedrooms boast attached bathrooms, the largest of which has a tiled shower & separate soaking tub!

Beach Escape · 2BR · Walk to Boardwalk + 2 Parking

Ocean City Maryland's most stress-free beach escape — just a 5-minute walk to the iconic boardwalk and 9th Street beach. This ground-floor 2BR/2BA condo is built for beach families, couples, and groups who want to unwind, not manage logistics. ✔ 2 dedicated parking spots (in front of the building) ✔ 55" 4K Smart TV + Xbox One ✔ Keurig coffee station ready on arrival ✔ Beach chairs & board games included ✔ Pack 'n Play + high chair for traveling families ✔ In-unit washer & dryer

Sunset Bay Villas 219 waterfront condo

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.

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.

Double Decker by de Bay

****Walkable to Oceans Calling**** *Winter Monthly Rental Available - $1500/month* This is a unique 3 story condo (two sets of full stairs) in OC with a garage, and two patio / balconies overlooking the bay (note: this is across the street from the waterfront condos but has an excellent view of the bay *see photos*!) Walking distance to a bayside fishing pier (right across the street from the condo!), the boardwalk, and the beach you can do it all !!

CANAL FRONT Wi-Fi, Roku, Netflix, boatslip, pool

BEAUTIFUL WATER VIEW ON 28 STREET.1 bedroom apartment with full kitchen and bath. Bedroom has 2 full size beds, boat slip and boat ramp. 1 onsite parking spot included, plenty of parking available in front of building. Public transportation close by. Walk to beach,boardwalk, restaurants, miniature golf, go cart tracks, Jolly Rogers Amusement and Water park. Free WiFi, and Roku to connect to your streaming services. Coded entrance. Beach gear.

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

Book 4 nights, get 1 night FREE stays thru June 11. inquire before booking This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED 8TH FLOOR PENTHOUSE! This stunning top floor 3 b 2.5 ba unit is the ULTIMATE friends & family beach trip, located in a premier building in Ocean City. Enjoy the ocean breeze and stunning views from over 150 square ft of private balcony. Wake up to ocean views from every room!

Boutique Moments OC • Pool • Walk to Boardwalk

Stylish, spotless boutique getaway just 2 blocks from the beach and minutes from the Boardwalk, downtown restaurants, and local attractions. Enjoy a beautiful pool, fast WiFi, cable TV, and a thoughtfully designed modern stay made for comfort and relaxation. Absolutely no parties! Primary guest must be at least 21 to book. Adults-only stay, no parties, and no pets allowed. 🚪🚪 I’m here to help anytime—I live just 2 doors down.