Welcome to your Ocean City summer headquarters — where sandy towels somehow multiply overnight, seagulls act like unpaid supervisors, and sunset plans accidentally turn into “just one more hour on the balcony.”
Tucked along beautiful Assawoman Bay at Bay Club Resort, this cheerful 3rd-floor 2-bedroom, 2-bath condo is equal parts cozy beach hideaway and family summer memory factory. You’re just 5 blocks from the Boardwalk and close to beaches, mini golf, arcades, crab houses, ice cream stops, and all the wonderfully chaotic magic that makes OCMD feel like summer camp for grown-ups.
And after a full day of beach adventures? Come back bayside where things slow down a little. The sunsets glow, the bay sparkles, and somebody inevitably starts a card game at the dining table while everyone argues over where to eat tomorrow.
Your Bayside Setup
Primary Bedroom • King bed with direct balcony access • Bay views that practically demand slow mornings and sunset selfies • Private ensuite bath
Guest Bedroom • Queen bed + twin bed • Perfect for families, cousins, besties, or the kid who “needs their own bed this year”
Living Space • Comfortable seating and TV for rainy-day movies or post-beach lounging • Open layout with plenty of room to spread out, snack, recharge, and repeat tomorrow
Kitchen & Dining • Fully equipped kitchen with cookware, dishes, utensils, toaster, and drip coffee maker • Wine glasses included because vacation calories and vacation beverages don’t count • Dining table for 6 ready for crab feasts, pancake breakfasts, and competitive Uno tournaments
The Balcony Situation Honestly? This might become your favorite spot. Step outside from either the living room or primary bedroom and settle into your front-row seat overlooking Assawoman Bay. Morning coffee, sunset wine, late-night chats after the kids finally crash… this is what vacation mode looks like.
Included Conveniences • Free WiFi • Fresh linens & bath towels • In-unit washer & dryer • Two parking permits included
Dog-Friendly Details Bring your favorite furry beach buddy along. • Up to 2 dogs allowed (70 lb max each) • Pet fee due at check-in • Dogs may not be left unattended in the condo
Ocean City Beach Rules Dogs are allowed on Ocean City beaches October 1 – April 30 only.
Good to Know • Guests must be 21+ to rent • Security hold required at check-in • While we strive to keep everything running smoothly, occasional maintenance or amenity closures may occasionally happen
The Bottom Line? You’re getting bayfront sunsets, beach-town energy, walkable summer fun, and a condo that actually feels like a vacation instead of just a place to stash your suitcase.
Pack the flip-flops. Bring the sunscreen. Save room for fries.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Ocean City
Located on the waterfront, this condo is in Midtown Ocean City, a neighbourhood in Ocean City. Jolly Roger Amusement Park is a popular attraction and the area's natural beauty can be seen at Ocean City Beach and Inlet Park. Looking to enjoy an event or a game while in town? See what's happening at Ocean City Tennis Center or Manklin Meadows Racquet Center. Discover the area's water adventures with nearby fishing, or enjoy the great outdoors with ecotours.
Ocean City, MD
What's nearby
Jolly Roger Amusement Park - 2 min walk - 0.2 km
Isle of Wight Bay - 2 min walk - 0.2 km
Ocean City Beach - 5 min walk - 0.4 km
Ocean City Boardwalk - 8 min walk - 0.7 km
Roland E. Powell Convention Center - 14 min walk - 1.2 km
Getting around
Ocean City Station - 7 min drive
Ocean City, MD (OCE-Ocean City Municipal) - 12 min drive
Restaurants
McDonald's - 2 min walk
Shottis Point - 7 min walk
Marlin Moon Restaurant - 6 min walk
Ripieno's - 4 min walk
The Dough Roller - 15 min walk
Frequently asked questions
Does Bayfront Sunsets & Boardwalk Shenanigans | OCMD Vacation Mode have a pool?
Yes, this property has an indoor pool. Pool types include heated pools.
How much does it cost to stay at Bayfront Sunsets & Boardwalk Shenanigans | OCMD Vacation Mode?
As of 25 May 2026, prices found for a 1-night stay for 2 adults at Bayfront Sunsets & Boardwalk Shenanigans | OCMD Vacation Mode on 24 June 2026 start from AU$535, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Bayfront Sunsets & Boardwalk Shenanigans | OCMD Vacation Mode?
On-site parking is available at the property.
What time is check-in at Bayfront Sunsets & Boardwalk Shenanigans | OCMD Vacation Mode?
Check-in begins at 5:00 PM.
What time is check-out at Bayfront Sunsets & Boardwalk Shenanigans | OCMD Vacation Mode?
Checkout is at 10:00 AM.
Where is Bayfront Sunsets & Boardwalk Shenanigans | OCMD Vacation Mode located?
Located in Midtown Ocean City, this condo building is within a 5-minute walk of Isle of Wight Bay and Jolly Roger Amusement Park. Ocean City Beach and Ocean City Boardwalk are also within 15 minutes.
About the host
Your host
Cool Vacay is a rental property management company with destinations from Maine and Ocean City, MD, to Siesta Key, FL, and beyond. We believe the best memories come from family vacations, and our mission is to help you find the perfect, affordable getaway. Each of our properties is unique but always family-friendly. Whether you're planning a beach escape or a cozy retreat, we're here to help you create unforgettable vacation memories.