Downtown Ocean City holiday lettings

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
Private kitchen
Exterior
Exceptional
(106 reviews)

Huge Direct Oceanfront Townhouse with Beautiful Sunrises

Ocean City

7% off
£1,763
for 7 nights, 1 home
£252 per night
includes taxes & fees
Huge Direct Oceanfront Townhouse with Beautiful Sunrises
Room
Living area
Exterior
Interior
Exceptional
(53 reviews)

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

Ocean City

8% off
£2,981
for 7 nights, 1 home
£426 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
£1,483
for 7 nights, 1 apartment
£212 per night
includes taxes & fees
Windjammer Beach House
Building from the Beach
Balcony
Living Room 1
Pool and Beach from the Balcony
Exceptional
(57 reviews)

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

Ocean City

12% off
£1,955
for 7 nights, 1 apartment
£279 per night
includes taxes & fees
OCEANFRONT!! 29th St 2BR/2BA Condo, Steps To Boardwalk
05-Unit A-05
04-Unit A-04
Living area
36-Unit B-10
Exceptional
(5 reviews)

Dorchester Drift B: Shore Nest

Ocean City

5% off
£1,098
for 7 nights, 1 home
£157 per night
includes taxes & fees
Dorchester Drift B: Shore Nest
Beach
25-1Q7A1287
29-1Q7A1309
16-1Q7A1241
Exceptional
(6 reviews)

Ocean Hideaway 302 - Beachfront Condo

Ocean City

6% off
£1,678
for 7 nights, 1 apartment
£240 per night
includes taxes & fees
Ocean Hideaway 302 - Beachfront Condo
Private kitchen
Exterior
Room
Living area
Exceptional
(92 reviews)

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

Ocean City

8% off
£1,931
for 7 nights, 1 apartment
£276 per night
includes taxes & fees
Great Location for your vacation. Very Pet Friendly!. Close to Boardwalk/Beach.
Exterior
Spa
Exterior
Dining
Exceptional
(7 reviews)

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

Ocean City

9% off
£1,220
for 7 nights, 1 apartment
£174 per night
includes taxes & fees
Alameda 6-Oceanfront 25th St, W/D, AC, WIFI
Lit Entry Hall to Condo - Front Door on Right.
Winter is a Great Time to Enjoy the Beach!
Bedroom with Two Full-Size Beds & Flat-Screen HDTV
Private kitchen
Exceptional
(30 reviews)

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

Ocean City

6% off
£3,080
for 7 nights, 1 apartment
£440 per night
includes taxes & fees
Direct Ocean Front...In The Middle of it All!!!
Interior
Living area
Private kitchen
Exterior
Very good
(5 reviews)

Downtown OC Townhome! - (B)

Ocean City

5% off
£1,978
for 7 nights, 1 home
£283 per night
includes taxes & fees
Downtown OC Townhome! - (B)
kitchen and gadgets.
Interior
balcony
The Building
Exceptional
(27 reviews)

Gated Renovated 2 Level Condo Downtown OC Bayview

Ocean City

8% off
£3,406
for 7 nights, 1 apartment
£487 per night
includes taxes & fees
Gated Renovated 2 Level Condo Downtown OC Bayview
Room
Marina
Property grounds
Interior
Exceptional
(16 reviews)

Waterfront with amazing views & walking distance to beach

Ocean City

7% off
£1,216
for 7 nights, 1 apartment
£174 per night
includes taxes & fees
Waterfront with amazing views & walking distance to beach
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.
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
£992
for 7 nights, 1 apartment
£142 per night
includes taxes & fees
Top-Floor Bayside - Canal Access & Views
Door to Full Bath
Living Room
Pool
Across the Street
Excellent
(62 reviews)

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

Ocean City

8% off
£1,711
for 7 nights, 1 apartment
£244 per night
includes taxes & fees
WALK TO THE BEACH + BOARDWALK!! SENIORS WELCOME ~ 2 Bedroom, 2 Bath with Pool!
Private kitchen
Property grounds
Living area
Dining
Exceptional
(119 reviews)

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

Ocean City

7% off
£1,158
for 7 nights, 1 apartment
£165 per night
includes taxes & fees
Oceanfront 3 Bedroom Condo directly on the Boardwalk with a Great Balcony
Dining
Exterior detail
Living area
Private kitchen
Wonderful
(111 reviews)

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

Ocean City

8% off
£1,747
for 7 nights, 1 apartment
£250 per night
includes taxes & fees
Great Location for your vacation. Within walking distance to beach, restaurants
Interior
Exterior
Room
Private kitchen
Exceptional
(40 reviews)

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

Ocean City

6% off
£1,443
for 7 nights, 1 home
£206 per night
includes taxes & fees
♡ Beautiful Modern & Luxury Beach Home Next to Boardwalk With Bay View
Living area
Outdoor dining
Private kitchen
Exterior
Exceptional
(6 reviews)

South Beach Boardwalk Condo

Ocean City

6% off
£2,529
for 7 nights, 1 apartment
£361 per night
includes taxes & fees
South Beach Boardwalk Condo
Living room with queen pull out sofa and recliner.
Plenty of balcony seating
6 can be seated comfortably at dining table
Room
Exceptional
(32 reviews)

Beautiful Ocean Front 2 bedroom Condo on Boardwalk

Ocean City

8% off
£2,247
for 7 nights, 1 apartment
£321 per night
includes taxes & fees
Beautiful Ocean Front 2 bedroom Condo on Boardwalk
Dining
Exterior
Living area
Room
Very good
(20 reviews)

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

Ocean City

8% off
£584
for 7 nights, 1 apartment
£83 per night
includes taxes & fees
Westward Ho 203-Bayside 23rd St, Free WiFi, Elev, W/D, AC
18-1Q7A8770
32-1Q7A8831
43-1Q7A8882
45-1Q7A8892
Exceptional
(5 reviews)

Sunkissed Ocean Haven

Ocean City

6% off
£1,952
for 7 nights, 1 apartment
£279 per night
includes taxes & fees
Sunkissed Ocean Haven
Pool
Living area
Living area
Room
Exceptional
(16 reviews)

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

Ocean City

7% off
£995
for 7 nights, 1 apartment
£142 per night
includes taxes & fees
Beautifully renovated condo, close to the boardwalk - away from the noise!
Pool
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
£1,344
for 7 nights, 1 apartment
£192 per night
includes taxes & fees
Ocean Front Condo on the Boardwalk
Indoor pool open Memorial Day until the first weekend in October.
Living area
Interior
Property grounds
Exceptional
(69 reviews)

12th St & Boardwalk, Direct Oceanfront Amazing View

Ocean City

7% off
£876
for 7 nights, 1 apartment
£125 per night
includes taxes & fees
12th St & Boardwalk, Direct Oceanfront Amazing View
  • 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, 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.