Downtown Ocean City holiday rentals

We found 1,321 holiday rentals — enter your dates for availability
Discover a selection of 139 homes, 109 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:18 Dec - 25 Dec

Room
Property grounds
Living area
Exterior
Exceptional
(107 reviews)

Huge Direct Oceanfront Townhouse with Beautiful Sunrises

Ocean City

7% off
S$2,993
for 7 nights, 1 home
S$428 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$2,232
for 7 nights, 1 home
S$319 per night
includes taxes & fees
The Nellie Belle - Outdoor Hot Tub!
Exterior
Living area
Property grounds
Room
Exceptional
(53 reviews)

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

Ocean City

8% off
S$4,788
for 7 nights, 1 home
S$684 per night
includes taxes & fees
Sunburst on 16th A Block from the Beach and Boardwalk! 2 Car Garage Ocean View
Room
Terrace/patio
Dining
Exterior
Exceptional
(6 reviews)

Windjammer Beach House

Ocean City

5% off
S$2,545
for 7 nights, 1 apartment
S$364 per night
includes taxes & fees
Windjammer Beach House
Living Room 1
Balcony
Breakfast Bar
Building from the Beach
Exceptional
(57 reviews)

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

Ocean City

12% off
S$3,252
for 7 nights, 1 apartment
S$465 per night
includes taxes & fees
OCEANFRONT!! 29th St 2BR/2BA Condo, Steps To Boardwalk
36-Unit B-10
04-Unit A-04
Living area
05-Unit A-05
Exceptional
(5 reviews)

Dorchester Drift B: Shore Nest

Ocean City

6% off
S$2,307
for 7 nights, 1 home
S$330 per night
includes taxes & fees
Dorchester Drift B: Shore Nest
16-1Q7A1241
25-1Q7A1287
06-1Q7A1354
Beach
Exceptional
(6 reviews)

Ocean Hideaway 302 - Beachfront Condo

Ocean City

6% off
S$2,776
for 7 nights, 1 apartment
S$397 per night
includes taxes & fees
Ocean Hideaway 302 - Beachfront Condo
Private kitchen
Exterior
Living area
Room
Exceptional
(92 reviews)

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

Ocean City

8% off
S$3,210
for 7 nights, 1 apartment
S$459 per night
includes taxes & fees
Great Location for your vacation. Very Pet Friendly!. Close to Boardwalk/Beach.
Indoor Pool (Open Summer months Only)
Winter is a Great Time to Enjoy the Beach!
Private kitchen
Bedroom with Two Full-Size Beds & Flat-Screen HDTV
Exceptional
(30 reviews)

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

Ocean City

6% off
S$5,348
for 7 nights, 1 apartment
S$764 per night
includes taxes & fees
Direct Ocean Front...In The Middle of it All!!!
Dining
Spa
Exterior
Exterior
Exceptional
(7 reviews)

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

Ocean City

10% off
S$1,969
for 7 nights, 1 apartment
S$281 per night
includes taxes & fees
Alameda 6-Oceanfront 25th St, W/D, AC, WIFI
Interior
Living area
Living area
Exterior
Very good
(5 reviews)

Downtown OC Townhome! - (B)

Ocean City

6% off
S$4,495
for 7 nights, 1 home
S$642 per night
includes taxes & fees
Downtown OC Townhome! - (B)
The Building
Interior
balcony
queen beds
Exceptional
(27 reviews)

Gated Renovated 2 Level Condo Downtown OC Bayview

Ocean City

8% off
S$5,612
for 7 nights, 1 apartment
S$802 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
S$2,015
for 7 nights, 1 apartment
S$288 per night
includes taxes & fees
Waterfront with amazing views & walking distance to beach
Across the Street
Living Room
Kitchen
Pool
Excellent
(62 reviews)

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

Ocean City

8% off
S$2,900
for 7 nights, 1 apartment
S$414 per night
includes taxes & fees
WALK TO THE BEACH + BOARDWALK!! SENIORS WELCOME ~ 2 Bedroom, 2 Bath with Pool!
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$1,742
for 7 nights, 1 apartment
S$249 per night
includes taxes & fees
Top-Floor Bayside - Canal Access & Views
Living area
Exterior detail
Dining
Room
Wonderful
(111 reviews)

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

Ocean City

8% off
S$2,949
for 7 nights, 1 apartment
S$421 per night
includes taxes & fees
Great Location for your vacation. Within walking distance to beach, restaurants
Living area
Outdoor dining
Room
Private kitchen
Exceptional
(7 reviews)

South Beach Boardwalk Condo

Ocean City

6% off
S$4,215
for 7 nights, 1 apartment
S$602 per night
includes taxes & fees
South Beach Boardwalk Condo
40-1Q7A8864
32-1Q7A8831
43-1Q7A8882
45-1Q7A8892
Exceptional
(5 reviews)

Sunkissed Ocean Haven

Ocean City

7% off
S$4,656
for 7 nights, 1 apartment
S$665 per night
includes taxes & fees
Sunkissed Ocean Haven
Living room with queen pull out sofa and recliner.
Plenty of balcony seating
Fully equipped kitchen.
6 can be seated comfortably at dining table
Exceptional
(33 reviews)

Beautiful Ocean Front 2 bedroom Condo on Boardwalk

Ocean City

8% off
S$3,705
for 7 nights, 1 apartment
S$529 per night
includes taxes & fees
Beautiful Ocean Front 2 bedroom Condo on Boardwalk
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$1,020
for 7 nights, 1 apartment
S$146 per night
includes taxes & fees
Westward Ho 203-Bayside 23rd St, Free WiFi, Elev, W/D, AC
Private kitchen
Exterior
Interior
Room
Exceptional
(40 reviews)

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

Ocean City

7% off
S$2,563
for 7 nights, 1 home
S$366 per night
includes taxes & fees
♡ Beautiful Modern & Luxury Beach Home Next to Boardwalk With Bay View
View of Kitchen, Dining and Living Room overlooking the ocean !
View of condo from the beach !
Pool
Master Bedroom, king size bed
Exceptional
(117 reviews)

Ocean Front Condo on the Boardwalk

Ocean City

8% off
S$2,205
for 7 nights, 1 apartment
S$315 per night
includes taxes & fees
Ocean Front Condo on the Boardwalk
Living area
Living area
Property grounds
Interior
Exceptional
(69 reviews)

12th St & Boardwalk, Direct Oceanfront Amazing View

Ocean City

8% off
S$1,327
for 7 nights, 1 apartment
S$190 per night
includes taxes & fees
12th St & Boardwalk, Direct Oceanfront Amazing View
Dining
Living area
Indoor pool opens Memorial Day until the first weekend in October
Interior
Exceptional
(16 reviews)

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

Ocean City

8% off
S$1,308
for 7 nights, 1 apartment
S$187 per night
includes taxes & fees
Direct Oceanfront 1-Bedroom Condo on 12th Street & 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 Bahia Marina 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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