Condo vacation rentals in Crisfield

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.

48 Borderlinks

Your family will be close to everything. Your backyard host's the club house. You are on the canal. We are a 15-minute drive to downtown Ocean City, "the boardwalk", West OC, historic Berlin, and the austere Assateague Island. All of this is just a short drive from this local [pools, golf, pickle ball, tennis, trails and parks] OP community. Our amenities are mostly pay as you go... O C beach club parking pass included. Must be 25 or older or first responder or military service member.

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.

Another Day in Paradise

ANOTHER DAY IN PARADISE CHINCOTEAGUE - Sunset Bay Villas #103 Owner Operated by: Annie Switzer Unit 103 has hardwood floors, granite counter tops, beautiful decor, and amazing water views! This first floor condo in Sunset Bay is located in a private corner of the community. It is professionally decorated with a relaxing, spa-like feel and an open layout in the main living area. There is a wall mounted gel fuel fireplace and a great private deck with a spectacular bay view.

Harbor Hangout • Boat Days + Family Nights

Welcome to Harbor Hangout! Freshly renovated 4BR/4.5BA condo in West Ocean City, Maryland - perfect for families and fishing crews! Walk to Ocean City Fisherman’s Marina for easy tournament days, then dine at Crab Alley, Sunset Grille, The Shark on the Harbor, or Harborside Bar & Grill. Minutes to beaches, Boardwalk, Assateague Island, plus events like White Marlin Open, Sunfest, and the Ocean City Air Show. Spacious, kid-friendly, and built for boat mornings + family nights.

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!

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!

Beach Umbrella Villa 3BR 3BA | Pool | Sauna | Golf

Escape to the Delaware Coast in this updated second-floor 3-bedroom, 3-bath golf villa style condo in Ocean View's amenity-filled The Village at Bear Trap Dunes! In addition to a screened-in porch and an open-air deck (featuring a glimpse of the golf course's 9th tee), this resort retreat's spacious main level is home to a living and dining area, full hallway bath, and two bedrooms, including the primary suite.