When is the best time to visit Ocean City, MD?

Ocean City is most affordable and least crowded in the shoulder seasons, late spring (April-May) and early fall (September-October). Summer is peak for beach activity but rates are 30-60% higher. Off-season (November-March) offers the quietest stays and sometimes the most character.

How are the waterfront rentals in Ocean City chosen?

Each property in Ocean City is hand-picked for genuine waterfront access, not water view, not a short walk from the beach, but doors-to-water. Listings are selected from public booking platforms (Vrbo, Airbnb, Booking.com, Whimstay) for genuine waterfront access and accurate location. Rates are set by the host and visible at the booking link.

Are the properties on SleepByTheBeach available on Vrbo or Airbnb?

Yes, each property links directly to its listing on Vrbo, Airbnb, Booking.com, Whimstay, or the host's own booking system. We curate from public listings; we don't own or manage these properties. We may earn a small commission when you book through our affiliate links at no cost to you.

What makes Ocean City different from other beach towns?

Ten miles of Atlantic-front boardwalk, sport-fishing fleets, and bayside beach towns.. It has the character of a small coastal town without the density of major resort destinations. Our curation focuses on quiet, authentic stays within walking distance of the water.

Ocean City

Ten miles of Atlantic-front boardwalk, sport-fishing fleets, and bayside beach towns.

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4923 waterfront rentals·10 shores·Every listing on the water·Updated 2026-10-15

Ocean City stretches along a narrow barrier island where the Atlantic meets Assawoman Bay, anchored by the country's oldest continuously-operating boardwalk. Waterfront rentals range from oceanfront condos at the north-end towers to bayfront cottages in west OC where sunsets are the attraction. Mid-week shoulder-season rates drop sharply and the summer sport-fishing fleet is among the largest on the East Coast.

StateMD

Peak seasonJune to August

Best forWaterfront stays

Featured9 rentals

The curated list · 9 rentals

Where we would stay in Ocean City.

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Sleeps Shore More

Pages Rentals with Pool110 Oceanfront Rentals89 Beachfront Rentals35 Soundfront and Bayfront Rentals29 Waterfront Rentals153 Waterfront Houses9 Waterfront Condos125 Rentals for Couples and Small Groups117 Rentals That Sleep 8 or More71 Rentals That Sleep 12 or More3 Big Rentals with a Pool60 Waterfront Rentals Under $300 a Night89 Waterfront Rentals Under $500 a Night119

No. 01

Direct Ocean View and Outdoor Pool - Stunning Oceanfront Retreat

Townhouse

3 bedroom sleeps 8 private pool

" A welcome package will be provided at check-in. <hr> Lovely two-level oceanfront condo with three bedrooms, free WiFi, direct ocean view, and an outdoor pool located midtown and just steps to the beach! Antigua 1302 is a lovely, oceanfront condominium. This three-bedroom, three-bathroom condo has a furnished balcony with a gorgeous view of the Atlantic. This condo is the perfect place for you and your family to call home for a week!

Check rates on Whimstay →

No. 02

Spacious Living Area and Cozy Furnished Deck - Charming Oceanfront Haven

Townhouse

2 bedroom sleeps 8

"This unit includes linens and towels. A welcome package will be provided at check-in. <hr> Traditional two-Bedroom Oceanfront Townhouse with Wi-Fi, HBO, and Private Stretch of Sand is Perfect for Kids and Located in Midtown Only Steps to Beach! Beach Place 5 is a wood-paneled beachfront townhouse, reminiscent of a ship.

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No. 03

Oceanfront Decks and Great Ocean Views - Spacious Coastal Haven

House

3 bedroom sleeps 11 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking for 2 medium vehicles or 1 oversized (street parking not guaranteed) Accordion-wall bedroom provides privacy but limited sound separation Cable TV and Smart TVs available for streaming with your own accounts Things to Love Oceanfront townhouse, walk straight onto the beach from the porch Multiple private decks with ocean views on every level Family-friendly layout with kids’ room, crib, and in-unit washer/dryer Welcome to Sun Village 3, a bright and spacious 3-bedroom, 2-bath oceanfront townhouse that sleeps up to 10 guests.

Check rates on Whimstay →

No. 04

1 Mi to Beach: Bayside Townhome in Ocean City!

Entire townhouse

3 bedroom sleeps 8

Visit Ocean City to stroll on beachside boardwalks, sample local salt-water taffy, and fish at the White Marlin Capital of the World. This bayfront 3-bedroom, 3-bath vacation rental townhome provides the perfect launching point for all your coastal Maryland adventures. Recline on 1 of 3 balconies, prepare your catch of the day in the full kitchen, or stream your favorite show on the Smart TV. When you're ready, walk to restaurants or take the kids to Splash Mountain Waterpark for some extra fun! The space Ocean City Rental License No. 0082020. Canal-Front View. Beach Gear. Free WiFi. Half-Mile Walk to Coffee & Restaurants Bedroom 1: King Bed.

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No. 05

5 Corner Store Ln Sunset Island. Resort Community

Townhouse

5 bedroom sleeps 12 private pool

SALE!!! 20% off May pricing! 10% off July and August pricing! Things to Know Mandatory Sunset Island Resort Fee: $200 Summer 2025 (May 25 - Sept 6), paid directly to management at or before check-in Must be 25+ to rent and stay - no graduating HS groups. Parking for up to 3 mid-sized vehicles (2 in garage, 1 in driveway; large trucks/SUVs may not fit) Smart TVs and cable in the living room are provided! Things to Love Spacious 5-bedroom, 3.5-bath townhome ideal for large families or groups Access to Sunset Island’s pools, beaches, fitness center, and resort amenities Multiple balconies and a bright, open-concept living level perfect for gathering All linens & bath towels included!

Check rates on Whimstay →

No. 06

Bahia Vista Unit 201

Vacation Home

4 bedroom sleeps 10 shared pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: 2 spaces included All linens and bath towels are included for your stay Guests have access to the shared outdoor pool Things to Love Waterfront corner condo with a wide private balcony overlooking the bay Spacious layout with coastal murals, modern finishes, and abundant natural light Shared outdoor pool, elevator access, and walkability to the Boardwalk & attractions Welcome to Bahia Vista I 201, a bright and spacious bayfront retreat designed for relaxation and unforgettable Ocean City memories.

Check rates on Whimstay →

No. 07

Beach Place North 2

Townhouse

4 bedroom sleeps 10 shared pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: Carport parking for up to 2 vehicles (size dependent) Outdoor community pool available seasonally- fob needed for entry. Fob located hanging inside the unit. All linens and bath towels are included Things to Love Direct beach access with multiple private decks and ocean views Enjoy one of the least crowded stretches of beach, NO nearby high-rises Private backyard space, rare for Ocean City beachfront homes Beach Place North 2 is a spacious 4-bedroom, 2.5-bath townhome designed with families in mind, offering direct beach access, ocean views, and a private backyard, all in a prime midtown Ocean City location on...

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No. 08

Bayview Grand 102 (check out incentives)

Vacation Home

4 bedroom sleeps 12 private pool

*15% discount on weekly rentals for balance of 2026 and 2027 if booked by August 31st. Late spring to early fall: Book either Thursday-Sunday, Sunday-Thursday, or stay for a full week from Thursday-Thursday or Sunday-Sunday Things to Know Must be 25+ to rent and stay - no graduating HS groups. Bayfront condo with direct bay views Rents Friday- Monday and Monday -Friday in Season 2 covered parking spaces included Seasonal bayfront outdoor pool (Saturday of Memorial Day Weekend through Sunday after Labor Day) Things to Love All linens & bath towels included!

Check rates on Whimstay →

Browse more in Ocean City

Hundreds more waterfront rentals we haven't featured yet.

Filter by dates, bedrooms, price, and distance to water. These are the full Vrbo and Booking.com inventories for Ocean City.

Browse on Vrbo → Browse on Booking.com → 7 Day Stays for Less →

curated rentals in Ocean City

No. 09

Bayfront Paradise, Pool, Boat Slip, Townhome

Townhouse

2 bedroom sleeps 8 private pool

Established OC rental under new management! Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: 1 parking space directly in front of the unit; additional free street parking may be available Private dock available for guest use (9.5 ft wide) Outdoor pool access located behind the building directly across the street (open seasonally) All linens and bath towels are included Things to Love Private bayfront deck with stunning sunset views Dock your boat and fish or crab right from your backyard Walk to jet ski rentals, Jolly Roger Amusement Park, and just a 10-minute walk to the beach Welcome to Bayfront Paradise, your personal waterfront retreat in Ocean City.

Check rates on Whimstay →

Curated luxury alternative

Prefer a boutique hotel or villa?

If a hand-picked, design-led hotel sounds better than a vacation rental, Skylark Travel Group covers the same destinations with curated boutique stays, Mr & Mrs Smith, exclusive deals, real human concierge.

Discover Skylark → See exclusive deals

Get new waterfront rentals as we add them.

Hand-picked for genuine waterfront. New finds and off-season picks, sent when there is something worth sending. No spam.

Ocean City

Where we would stay in Ocean City.

Direct Ocean View and Outdoor Pool - Stunning Oceanfront Retreat

Spacious Living Area and Cozy Furnished Deck - Charming Oceanfront Haven

Oceanfront Decks and Great Ocean Views - Spacious Coastal Haven

1 Mi to Beach: Bayside Townhome in Ocean City!

5 Corner Store Ln Sunset Island. Resort Community

Bahia Vista Unit 201

Beach Place North 2

Bayview Grand 102 (check out incentives)

Hundreds more waterfront rentals we haven't featured yet.

Bayfront Paradise, Pool, Boat Slip, Townhome

Search every stay in Ocean City on Booking.com

Prefer a boutique hotel or villa?

Get new waterfront rentals as we add them.