Downtown Ocean City holiday rentals

We found 1,290 holiday rentals — enter your dates for availability
Discover a selection of 139 homes, 110 apartments and other holiday rentals in Downtown Ocean City that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you need and want for your stay, which might include a pool and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Downtown Ocean City

Showing deals for:27 Nov - 4 Dec

Living area
Property grounds
Exterior
Private kitchen
Exceptional
(105 reviews)

Huge Direct Oceanfront Townhouse with Beautiful Sunrises

Ocean City

7% off
S$3,062
for 7 nights, 1 home
S$437 per night
includes taxes & fees
Huge Direct Oceanfront Townhouse with Beautiful Sunrises
Open concept family room with kitchen area.
New decking in the common area to enjoy coffee or meals.
Brand new furniture in the spacious family room, doors to balcony
2 New swivel chairs in the family room!
Exceptional
(29 reviews)

Spacious Summer Ready 3 BR Townhouse! BOOK NOW!!

Ocean City

5% off
S$4,714
for 7 nights, 1 home
S$673 per night
includes taxes & fees
Spacious Summer Ready 3 BR Townhouse! BOOK NOW!!
Interior
Living area
Exterior
Property grounds
Exceptional
(52 reviews)

Sunburst on 16th A Block from the Beach and Boardwalk! 2 Car Garage Ocean View

Ocean City

8% off
S$5,079
for 7 nights, 1 home
S$726 per night
includes taxes & fees
Sunburst on 16th A Block from the Beach and Boardwalk! 2 Car Garage Ocean View
Room
Terrace/patio
Exterior
Private kitchen
Exceptional
(6 reviews)

Windjammer Beach House

Ocean City

5% off
S$2,688
for 7 nights, 1 apartment
S$384 per night
includes taxes & fees
Windjammer Beach House
Breakfast Bar
Balcony
Pool and Beach from the Balcony
Living Room 1
Exceptional
(57 reviews)

OCEANFRONT!! 29th St 2BR/2BA Condo, Steps To Boardwalk

Ocean City

12% off
S$3,326
for 7 nights, 1 apartment
S$475 per night
includes taxes & fees
OCEANFRONT!! 29th St 2BR/2BA Condo, Steps To Boardwalk
Room
Exterior
Bathroom
Bathroom
Exceptional
(90 reviews)

Great Location for your vacation. Very Pet Friendly!. Close to Boardwalk/Beach.

Ocean City

8% off
S$3,282
for 7 nights, 1 apartment
S$469 per night
includes taxes & fees
Great Location for your vacation. Very Pet Friendly!. Close to Boardwalk/Beach.
Beach
25-1Q7A1287
06-1Q7A1354
16-1Q7A1241
Exceptional
(5 reviews)

Ocean Hideaway 302 - Beachfront Condo

Ocean City

6% off
S$2,992
for 7 nights, 1 apartment
S$427 per night
includes taxes & fees
Ocean Hideaway 302 - Beachfront Condo
Dining
Spa
Living area
Exterior
Exceptional
(7 reviews)

Alameda 6-Oceanfront 25th St, W/D, AC, WIFI

Ocean City

9% off
S$2,120
for 7 nights, 1 apartment
S$303 per night
includes taxes & fees
Alameda 6-Oceanfront 25th St, W/D, AC, WIFI
Indoor Pool (Open Summer months Only)
Winter is a Great Time to Enjoy the Beach!
Bedroom with Two Full-Size Beds & Flat-Screen HDTV
Private kitchen
Exceptional
(29 reviews)

Direct Ocean Front...In The Middle of it All!!!

Ocean City

6% off
S$5,401
for 7 nights, 1 apartment
S$772 per night
includes taxes & fees
Direct Ocean Front...In The Middle of it All!!!
Room
Marina
Interior
Property grounds
Exceptional
(16 reviews)

Waterfront with amazing views & walking distance to beach

Ocean City

7% off
S$2,087
for 7 nights, 1 apartment
S$298 per night
includes taxes & fees
Waterfront with amazing views & walking distance to beach
Exterior
Living area
Private kitchen
Living area
Very good
(5 reviews)

Downtown OC Townhome! - (B)

Ocean City

5% off
S$3,082
for 7 nights, 1 home
S$440 per night
includes taxes & fees
Downtown OC Townhome! - (B)
kitchen and gadgets.
Interior
queen beds
The Building
Exceptional
(27 reviews)

Gated Renovated 2 Level Condo Downtown OC Bayview

Ocean City

8% off
S$5,675
for 7 nights, 1 apartment
S$811 per night
includes taxes & fees
Gated Renovated 2 Level Condo Downtown OC Bayview
Across the Street
Living Room
Door to Full Bath
Kitchen
Excellent
(61 reviews)

WALK TO THE BEACH + BOARDWALK!! SENIORS WELCOME ~ 2 Bedroom, 2 Bath with Pool!

Ocean City

8% off
S$2,990
for 7 nights, 1 apartment
S$427 per night
includes taxes & fees
WALK TO THE BEACH + BOARDWALK!! SENIORS WELCOME ~ 2 Bedroom, 2 Bath with Pool!
Exterior
Property grounds
Dining
Living area
Exceptional
(117 reviews)

Oceanfront 3 Bedroom Condo directly on the Boardwalk with a Great Balcony

Ocean City

7% off
S$1,999
for 7 nights, 1 apartment
S$286 per night
includes taxes & fees
Oceanfront 3 Bedroom Condo directly on the Boardwalk with a Great Balcony
Take in the tranquil canal-front views from Bayshore 67 - your new favorite OC vacation spot.
Enjoy meals together at the dining table with peaceful canal views that cannot be beat.
This cozy top-floor condo blends comfort, convenience, and coastal charm — with serene canal views, a bright and functional layout, and a location that puts you just blocks from the boardwalk and beach.
Everything you need, nothing you don’t — this efficient kitchen includes a full-sized fridge, oven, and microwave, making beach meals a breeze.
Exceptional
(7 reviews)

Top-Floor Bayside - Canal Access & Views

Ocean City

7% off
S$1,763
for 7 nights, 1 apartment
S$252 per night
includes taxes & fees
Top-Floor Bayside - Canal Access & Views
Room
Exterior detail
Private kitchen
Living area
Wonderful
(110 reviews)

Great Location for your vacation. Within walking distance to beach, restaurants

Ocean City

8% off
S$3,016
for 7 nights, 1 apartment
S$431 per night
includes taxes & fees
Great Location for your vacation. Within walking distance to beach, restaurants
Living room with queen pull out sofa and recliner.
Plenty of balcony seating
Fully equipped kitchen.
Room
Exceptional
(31 reviews)

Beautiful Ocean Front 2 bedroom Condo on Boardwalk

Ocean City

8% off
S$3,823
for 7 nights, 1 apartment
S$546 per night
includes taxes & fees
Beautiful Ocean Front 2 bedroom Condo on Boardwalk
Room
Exterior
Interior
Living area
Exceptional
(39 reviews)

♡ Beautiful Modern & Luxury Beach Home Next to Boardwalk With Bay View

Ocean City

6% off
S$2,658
for 7 nights, 1 home
S$380 per night
includes taxes & fees
♡ Beautiful Modern & Luxury Beach Home Next to Boardwalk With Bay View
Private kitchen
Outdoor dining
Living area
Exterior
Exceptional
(6 reviews)

South Beach Boardwalk Condo

Ocean City

6% off
S$4,252
for 7 nights, 1 apartment
S$607 per night
includes taxes & fees
South Beach Boardwalk Condo
Living area
Exterior
Room
Private kitchen
Very good
(20 reviews)

Westward Ho 203-Bayside 23rd St, Free WiFi, Elev, W/D, AC

Ocean City

8% off
S$1,012
for 7 nights, 1 apartment
S$145 per night
includes taxes & fees
Westward Ho 203-Bayside 23rd St, Free WiFi, Elev, W/D, AC
Pool
Living area
Room
Living area
Exceptional
(14 reviews)

Beautifully renovated condo, close to the boardwalk - away from the noise!

Ocean City

7% off
S$1,699
for 7 nights, 1 apartment
S$243 per night
includes taxes & fees
Beautifully renovated condo, close to the boardwalk - away from the noise!
Property grounds
Living area
Indoor pool open Memorial Day until the first weekend in October.
Interior
Exceptional
(69 reviews)

12th St & Boardwalk, Direct Oceanfront Amazing View

Ocean City

7% off
S$1,605
for 7 nights, 1 apartment
S$229 per night
includes taxes & fees
12th St & Boardwalk, Direct Oceanfront Amazing View
Indoor pool opens Memorial Day until the first weekend in October
Living area
Interior
Dining
Exceptional
(15 reviews)

Direct Oceanfront 1-Bedroom Condo on 12th Street & Boardwalk

Ocean City

7% off
S$1,529
for 7 nights, 1 apartment
S$218 per night
includes taxes & fees
Direct Oceanfront 1-Bedroom Condo on 12th Street & Boardwalk
South view of Boardwalk, Inlet and beach from balcony
View of condo from the beach !
Master Bedroom, king size bed
Pool
Exceptional
(116 reviews)

Ocean Front Condo on the Boardwalk

Ocean City

8% off
S$2,257
for 7 nights, 1 apartment
S$322 per night
includes taxes & fees
Ocean Front Condo on the Boardwalk
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Can I find a holiday rental in Downtown Ocean City?
Yes, there are holiday rentals in Downtown Ocean City close to Jolly Roger at the Pier, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals are there in Downtown Ocean City?
With 139 Expedia holiday rentals, you're guaranteed to find just the right place for your Downtown Ocean City stay.
What can I see and do in Downtown Ocean City?
Family-friendly attractions include Jolly Roger at the Pier and Trimper's Rides, whereas Ocean City Beach and Inlet Park are a couple of great spots to enjoy the outdoors. While here, Midway Shopping Center and Ocean Bowl Skate Park are other places worth a visit.
What are holiday rentals like in Downtown Ocean City?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Downtown Ocean City. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family gatherings.

More holiday ideas