Ocean City

No. 121

Diamond Beach 305

Condo

2 bedroom sleeps 8 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: 2 assigned spaces included with your stay All linens & bath towels are included! Things to Love Direct beachfront access with endless ocean views Private balcony overlooking the Atlantic Prime midtown location, across from the Convention Center Welcome to Diamond Beach 305, where ocean views and direct beach access set the stage for your Ocean City getaway. Located on 38th Street in a prime midtown location, this two-bedroom, two-bath condo is steps from the sand and within walking distance of restaurants, shopping, and the boardwalk.

Check rates on Whimstay →

No. 122

Tiffanie by the Sea 316A

Condo

2 bedroom sleeps 7 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: 2 parking spaces included This building does not have an elevator All linens and bath towels are included Things to Love Ocean-block location just steps to the beach Recently renovated with fresh coastal décor throughout Balcony seating for enjoying ocean breezes Tiffanie by the Sea 316A is a recently renovated 2-bedroom, 2-bath condo offering a bright, comfortable retreat just steps from the beach. Located on the ocean block, this inviting home is ideal for families or small groups looking for an easygoing Ocean City getaway.

Check rates on Whimstay →

No. 123

Braemar Towers S 1406

Condo

2 bedroom sleeps 7 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Mandatory Braemar Towers Common Area Usage Fee: $75 due at arrival Parking: 1 parking space included with the Braemar Towers usage fee. Building fobs must be picked up at our 77th Street office prior to accessing the building Things to Love Balcony seating with a very short 1-minute walk to the beach Access to Braemar Towers amenities including outdoor pool, sundeck, fitness center, courts, and game room Cozy, comfortable interior with Smart TVs for streaming Braemar Towers 1406 is a warm and inviting 2-bedroom, 2-bath condo located in an oceanfront building on 131st Street and Coastal Highway.

Check rates on Whimstay →

No. 124

Century One #1421

Condo

2 bedroom sleeps 6 private pool

Things to Know A mandatory $50 Century One building registration fee must be paid directly to the building at check-in Must be 25+ to rent and stay - no graduating HS groups. Parking: 1 space included. Additional spaces may be available for a fee. Things to Love Split-level oceanfront condo with floor-to-ceiling windows for ocean and bay views. Private balconies on each level Sundeck, sauna, fitness center, and seasonal indoor pool. All linens & bath towels included! Wake up to panoramic views of the Atlantic Ocean and wind down to breathtaking sunsets over the bay at Century 1 1415.

Check rates on Whimstay →

No. 125

Century One #1008

Condo

2 bedroom sleeps 6 private pool

This beachfront unit is steps to the beach, has an oceanfront master bedroom, pool, is walking distance to multiple beach bars, beach umbrella & chairs included. Things to Know A mandatory $50 Century One building registration fee must be paid directly to the building at check-in Parking: 1 space included with registration; additional parking may be available through Century One for $10/day or $70/week (first-come, first-served) Must be 25+ to rent and stay - no graduating HS groups. Linens & bath towels included!

Check rates on Whimstay →

No. 126

Fountain Head Towers 406

Condo

2 bedroom sleeps 8 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Mandatory $60 building registration fee paid directly to Fountain Head Towers; includes 1 parking space Additional parking may be available for an additional fee through the building All linens & bath towels included! Things to Love Fully renovated condo with updated kitchen and modern finishes throughout Spacious primary suite with walk-in shower and dual vanity sinks Outdoor Pool, Tennis Courts, Courtyard, and Pickle ball courts Prime location near Gold Coast Mall, Food Lion, Northside Park, restaurants, and shops Fountain Head Towers 406 is a beautifully renovated condo located in an oceanfront building, offering a...

Check rates on Whimstay →

No. 127

Sand Trap 202

Condo

2 bedroom sleeps 6 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: 1 parking space included. Street parking is available on a first come first serve. This unit is located on the 2nd floor All linens and bath towels are included Things to Love Direct oceanfront location with a private balcony and sweeping views Recently renovated with an open layout and coastal décor Steps to the beach and within walking distance to dining and attractions Sand Trap 202 is a beautifully renovated 2-bedroom, 2-bath oceanfront condo offering a bright, open living space and stunning Atlantic views.

Check rates on Whimstay →

No. 128

Golden Surf 204

Condo

2 bedroom sleeps 5

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Assigned parking for 2 vehicles (1 covered, 1 uncovered) Streaming-only TVs (no cable) All linens and bath towels are included for your stay Things to Love Direct oceanfront 2nd-floor balcony with full-width beach views Fully updated for 2025 with new flooring, fresh paint, new ceilings, and upgraded bedding Spacious living room with abundant seating and streaming-ready Smart TVs Welcome to Golden Surf 204, a beautifully updated 2-bedroom, 2-bathroom oceanfront retreat offering full panoramic beach views from its private balcony and wide-open living room.

Check rates on Whimstay →

No. 129

Tradewinds 404

Condo

2 bedroom sleeps 6

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: 1 assigned parking space included; additional street parking available nearby Comfortable 2-bedroom, 2-bath layout ideal for families All linens & towels included! Things to Love Private balcony with ocean views Ocean block location - just steps from the beach Quiet north-end location close to dining, shops, and beach access Tradewinds 404 is a well-located 2-bedroom, 2-bath condo offering a relaxed coastal escape just steps from the beach. Situated on the ocean block in North Ocean City, this home provides easy access to the sand while still offering a calm and comfortable setting for your stay.

Check rates on Whimstay →

No. 130

Pyramid 7K

Condo

2 bedroom sleeps 6 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: 1 reserved space included with registration fee + 1 additional space based on availability for additional fee. Cable TV is available All linens & bath towels included! There is a $40 building registration fee. Things to Love Direct oceanfront condo with a private balcony overlooking the shoreline Spacious layout with coastal décor, comfortable seating, and dining for six Building amenities include a seasonal outdoor pool and beachfront access Welcome to Pyramid 7K, a bright and inviting oceanfront 2-bedroom, 2-bathroom condo with breathtaking views of the Atlantic.

Check rates on Whimstay →

No. 131

The Towers 401

Condo

2 bedroom sleeps 8 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Oceanfront condo just two blocks north of the Ocean City Boardwalk with direct beach access One parking space is included with your stay Things to Love All linens & bath towels included! Expansive private oceanfront corner wrap around balcony with seating and sweeping sunrise views Bright, open living and dining area with coastal décor and large sliders bringing in natural light Outdoor pool, fully equipped kitchen, and modernly updated condo Wake up to the sound of rolling waves and panoramic ocean views at Towers 401, a beautiful 2-bedroom, 2-bath oceanfront condo perfectly positioned just two blocks north of the Ocean...

Check rates on Whimstay →

No. 132

Ocean City MD Bayfront Condo, Jay Furguson

Condo

2 bedroom sleeps 8 private pool

Experience relaxed atmosphere and incredible views in Midtown Ocean City. 1 1/2 blocks to the beach, pool on site, boatslips for rent weekly, fishing, sunsets to die for and next to the Convention Center. Of course Ocean City is surrounded by world class golfing for that spring outing or tournament. Perfect for families, golfers, beach lovers, boaters and Convention Center attendees alike. Create an experience you'll never forget Walk into the combined Living Room, Dining Room and Kitchen in this spacious 2 Bedroom 2 bath home. Light from the sunset streams through the double glass sliders begging a run to the attached private balcony.

Check rates on Whimstay →

No. 133

Mariner I 3M

Condo

2 bedroom sleeps 9

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: 1 long assigned space, can fit 2 cars Cable TV in the Living Room Linens and bath towels included Things to Love Oceanfront balcony with a 55"" Smart TV, ceiling fans, dining table & ample seating Updated interior with stainless-steel appliances and coastal charm Oceanfront primary suite with private balcony access and stunning views Welcome to Mariner I 3M, a beautifully updated oceanfront retreat in the heart of Ocean City. This 2-bedroom, 2-bath condo combines modern comfort with unbeatable beach access.

Check rates on Whimstay →

No. 134

Furnished Balcony and Cozy Living Space - Charming Beachfront Retreat

Condo

1 bedroom sleeps 4

Ocean Beach D-2 is a cozy beachfront condominium. This one-bedroom, one-bathroom condo has a furnished balcony overlooking the breathtaking Atlantic Ocean and the famous Ocean City Boardwalk. The close-knit living room is furnished with a comfy couch, a cute chair, and a television. The couch doubles as a double sleep sofa. The surplus of windows allow plenty of natural light to brighten the space. Right off the living room is a small dining area, perfect for cozy meals with the family. Next to the dining area is the fully-stocked kitchen with a breakfast bar. This property comfortably sleeps up to four people, so it's perfect for a small, young family!

Check rates on Whimstay →

No. 135

Golden Surf 203

Condo

1 bedroom sleeps 6

Things to Love Must be 25+ to rent and stay - no graduating HS groups. Stunning direct-oceanfront end-unit with sweeping beach views across 836 sq ft Oversized private balcony designed for sunrises, salty breezes, and oceanfront dining Prime 81st Street location, walk to Dunkin’, Fractured Prune, Ropewalk, Hooked, and Victoria’s Seafood Things to Know Parking: 1 space included. Your assigned parking spot is #33 All linens and bath towels are included for your stay! Welcome to Golden Surf 203, your front-row seat to breathtaking sunrises and the soothing sound of the Atlantic.

Check rates on Whimstay →

No. 136

Golden Sands 1513

Condo

1 bedroom sleeps 4 private pool

Things to Know A mandatory $75 resort fee must be paid directly to Golden Sands at check-in Must be 25+ to rent and stay - no graduating HS groups. Parking: 1 private parking space is included with your stay This property has cable TV Things to Love All linens & bath towels included! Direct oceanfront location with a private, furnished balcony for sunrise views Access to indoor and outdoor pools, kiddie pool, tiki bar, and sundeck Resort-style amenities including a fitness center, game room, and snack shack Welcome to Golden Sands 1513, your cozy one-bedroom, one-bath oceanfront condo in uptown Ocean City.

Check rates on Whimstay →