Downtown Ocean City holiday rentals

We found 1,290 holiday rentals — enter your dates for availability
Discover a selection of 139 homes, 115 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:11 Dec - 18 Dec

Room
Property grounds
Living area
Exterior
Exceptional
(107 reviews)

Huge Direct Oceanfront Townhouse with Beautiful Sunrises

Ocean City

7% off
S$2,986
for 7 nights, 1 home
S$427 per night
includes taxes & fees
Huge Direct Oceanfront Townhouse with Beautiful Sunrises
Room
Outdoor dining
Living area
Private kitchen
Excellent
(5 reviews)

The Nellie Belle - Outdoor Hot Tub!

Ocean City

5% off
S$1,977
for 7 nights, 1 home
S$282 per night
includes taxes & fees
The Nellie Belle - Outdoor Hot Tub!
Room
Living area
Interior
Property grounds
Exceptional
(53 reviews)

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

Ocean City

8% off
S$4,776
for 7 nights, 1 home
S$682 per night
includes taxes & fees
Sunburst on 16th A Block from the Beach and Boardwalk! 2 Car Garage Ocean View
Room
Terrace/patio
Dining
Private kitchen
Exceptional
(6 reviews)

Windjammer Beach House

Ocean City

5% off
S$2,531
for 7 nights, 1 apartment
S$362 per night
includes taxes & fees
Windjammer Beach House
Pool and Beach from the Balcony
Balcony
Breakfast Bar
Building from the Beach
Exceptional
(57 reviews)

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

Ocean City

12% off
S$3,244
for 7 nights, 1 apartment
S$463 per night
includes taxes & fees
OCEANFRONT!! 29th St 2BR/2BA Condo, Steps To Boardwalk
31-Unit B-05
04-Unit A-04
05-Unit A-05
36-Unit B-10
Exceptional
(5 reviews)

Dorchester Drift B: Shore Nest

Ocean City

5% off
S$1,791
for 7 nights, 1 home
S$256 per night
includes taxes & fees
Dorchester Drift B: Shore Nest
06-1Q7A1354
25-1Q7A1287
16-1Q7A1241
29-1Q7A1309
Exceptional
(6 reviews)

Ocean Hideaway 302 - Beachfront Condo

Ocean City

6% off
S$2,778
for 7 nights, 1 apartment
S$397 per night
includes taxes & fees
Ocean Hideaway 302 - Beachfront Condo
Room
Exterior
Living area
Interior
Exceptional
(92 reviews)

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

Ocean City

8% off
S$3,202
for 7 nights, 1 apartment
S$457 per night
includes taxes & fees
Great Location for your vacation. Very Pet Friendly!. Close to Boardwalk/Beach.
Bedroom with Two Full-Size Beds & Flat-Screen HDTV
Winter is a Great Time to Enjoy the Beach!
Indoor Pool (Open Summer months Only)
Private kitchen
Exceptional
(30 reviews)

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

Ocean City

6% off
S$5,335
for 7 nights, 1 apartment
S$762 per night
includes taxes & fees
Direct Ocean Front...In The Middle of it All!!!
Living area
Spa
Exterior
Exterior
Exceptional
(7 reviews)

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

Ocean City

10% off
S$1,965
for 7 nights, 1 apartment
S$281 per night
includes taxes & fees
Alameda 6-Oceanfront 25th St, W/D, AC, WIFI
The Building
Interior
kitchen and gadgets.
queen beds
Exceptional
(27 reviews)

Gated Renovated 2 Level Condo Downtown OC Bayview

Ocean City

8% off
S$5,599
for 7 nights, 1 apartment
S$800 per night
includes taxes & fees
Gated Renovated 2 Level Condo Downtown OC Bayview
Interior
Living area
Private kitchen
Exterior
Very good
(5 reviews)

Downtown OC Townhome! - (B)

Ocean City

6% off
S$3,127
for 7 nights, 1 home
S$447 per night
includes taxes & fees
Downtown OC Townhome! - (B)
Interior
Marina
Room
Marina
Exceptional
(16 reviews)

Waterfront with amazing views & walking distance to beach

Ocean City

7% off
S$2,010
for 7 nights, 1 apartment
S$287 per night
includes taxes & fees
Waterfront with amazing views & walking distance to beach
Door to Full Bath
Living Room
Across the Street
Kitchen
Excellent
(62 reviews)

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

Ocean City

8% off
S$2,893
for 7 nights, 1 apartment
S$413 per night
includes taxes & fees
WALK TO THE BEACH + BOARDWALK!! SENIORS WELCOME ~ 2 Bedroom, 2 Bath with Pool!
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.
Enjoy meals together at the dining table with peaceful canal views that cannot be beat.
Take in the tranquil canal-front views from Bayshore 67 - your new favorite OC vacation spot.
Take in the tranquil canal-front views from Bayshore 67 - your new favorite OC vacation spot.
Exceptional
(7 reviews)

Top-Floor Bayside - Canal Access & Views

Ocean City

7% off
S$1,636
for 7 nights, 1 apartment
S$234 per night
includes taxes & fees
Top-Floor Bayside - Canal Access & Views
Private kitchen
Property grounds
Exterior
Dining
Exceptional
(119 reviews)

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

Ocean City

7% off
S$1,924
for 7 nights, 1 apartment
S$275 per night
includes taxes & fees
Oceanfront 3 Bedroom Condo directly on the Boardwalk with a Great Balcony
Room
Exterior detail
Dining
Private kitchen
Wonderful
(111 reviews)

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

Ocean City

8% off
S$2,942
for 7 nights, 1 apartment
S$420 per night
includes taxes & fees
Great Location for your vacation. Within walking distance to beach, restaurants
Living area
Outdoor dining
Exterior
Private kitchen
Exceptional
(7 reviews)

South Beach Boardwalk Condo

Ocean City

6% off
S$4,012
for 7 nights, 1 apartment
S$573 per night
includes taxes & fees
South Beach Boardwalk Condo
Room
Plenty of balcony seating
Living room with queen pull out sofa and recliner.
6 can be seated comfortably at dining table
Exceptional
(32 reviews)

Beautiful Ocean Front 2 bedroom Condo on Boardwalk

Ocean City

8% off
S$3,696
for 7 nights, 1 apartment
S$528 per night
includes taxes & fees
Beautiful Ocean Front 2 bedroom Condo on Boardwalk
Interior
Exterior
Living area
Room
Exceptional
(40 reviews)

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

Ocean City

6% off
S$2,420
for 7 nights, 1 home
S$346 per night
includes taxes & fees
♡ Beautiful Modern & Luxury Beach Home Next to Boardwalk With Bay View
Dining
Exterior
Living area
Private kitchen
Very good
(20 reviews)

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

Ocean City

8% off
S$1,017
for 7 nights, 1 apartment
S$145 per night
includes taxes & fees
Westward Ho 203-Bayside 23rd St, Free WiFi, Elev, W/D, AC
18-1Q7A8770
32-1Q7A8831
40-1Q7A8864
45-1Q7A8892
Exceptional
(5 reviews)

Sunkissed Ocean Haven

Ocean City

6% off
S$3,432
for 7 nights, 1 apartment
S$490 per night
includes taxes & fees
Sunkissed Ocean Haven
Living area
Living area
Room
Private kitchen
Exceptional
(16 reviews)

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

Ocean City

7% off
S$1,656
for 7 nights, 1 apartment
S$237 per night
includes taxes & fees
Beautifully renovated condo, close to the boardwalk - away from the noise!
Master Bedroom, king size bed
View of condo from the beach !
View of Kitchen, Dining and Living Room overlooking the ocean !
South view of Boardwalk, Inlet and beach from balcony
Exceptional
(117 reviews)

Ocean Front Condo on the Boardwalk

Ocean City

8% off
S$2,199
for 7 nights, 1 apartment
S$314 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.

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