Midtown Ocean City holiday rentals

We found 1,773 holiday rentals — enter your dates for availability

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November 2025

December 2025

Discover a selection of 185 homes, 118 apartments and other holiday rentals in Midtown Ocean City that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, including air conditioning and Wi-Fi. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Midtown Ocean City

Showing deals for:6 Feb - 13 Feb

Exceptional

(5 reviews)

Thunder Island 81B-Baywater 39th St, Free WiFi, Pool, Elev, W/D, AC

Ocean City, MD

9% off

for 7 nights, 1 apartment

AU$293 per night

includes taxes & fees

Exceptional

(5 reviews)

Bright Townhome on the Bay with Pool, Short Walk to Beach and Boardwalk

Ocean City, MD

8% off

for 7 nights, 1 home

AU$545 per night

includes taxes & fees

Exceptional

(8 reviews)

Waterfront Oasis on the Bay-Family sized home on the water. 7 min walk to beach!

Ocean City, MD

8% off

for 7 nights, 1 home

AU$876 per night

includes taxes & fees

Exceptional

(132 reviews)

BAY FRONT - Beautiful Sunsets - Walking distance to Beach, Shops, Eateries.

Ocean City, MD

7% off

for 7 nights, 1 apartment

AU$360 per night

includes taxes & fees

Exceptional

(18 reviews)

Contemporary, clean 1-bedroom mid-town condo with bay view and 1 block to beach.

Ocean City, MD

7% off

for 7 nights, 1 apartment

AU$327 per night

includes taxes & fees

Exceptional

(42 reviews)

Oceanside Bliss Awaits: Your Dream Getaway Just Steps from the Beach

Ocean City, MD

11% off

for 7 nights, 1 apartment

AU$259 per night

includes taxes & fees

Exceptional

(9 reviews)

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

Ocean City, MD

7% off

for 7 nights, 1 apartment

AU$300 per night

includes taxes & fees

Exceptional

(58 reviews)

Beachfront living near Seacrets! Don't let this memorable getaway pass you by.

Ocean City, MD

8% off

for 7 nights, 1 apartment

AU$422 per night

includes taxes & fees

Beautiful living room with lots of natural light and views of the bay!

Exceptional

(86 reviews)

Top Floor w/ Ocean Views, Steps to Beach! Family sized w/ indoor pool.

Ocean City, MD

8% off

for 7 nights, 1 apartment

AU$660 per night

includes taxes & fees

Exceptional

(67 reviews)

Located across from the Convention Center and steps to the beach! 5 Star Rating!

Ocean City, MD

8% off

for 7 nights, 1 apartment

AU$500 per night

includes taxes & fees

Wonderful

(22 reviews)

Diamond Beach 414-Oceanfront 38th St, Free WiFi, Elev, W/D, AC

Ocean City, MD

9% off

for 7 nights, 1 apartment

AU$327 per night

includes taxes & fees

Exceptional

(5 reviews)

Oceanfront Family Oasis: Pool, Beach & Parking!

Ocean City, MD

8% off

for 7 nights, 1 apartment

AU$404 per night

includes taxes & fees

Ocean City Vacation Rental | Steps Required | 2BR | 2BA | 955 Sq Ft

Exceptional

(28 reviews)

Steps to Shore: Gem w/ Pool in Ocean City

Ocean City, MD

8% off

for 7 nights, 1 apartment

AU$229 per night

includes taxes & fees

Exceptional

(17 reviews)

Siesta Villa | 1BR 2BA Ocean Side Condo w/Views

Ocean City, MD

6% off

for 7 nights, 1 apartment

AU$240 per night

includes taxes & fees

Exceptional

(61 reviews)

Lovely bay front townhome for rent located in Ocean City, Maryland

Ocean City, MD

8% off

for 7 nights, 1 home

AU$861 per night

includes taxes & fees

Exceptional

(90 reviews)

Luxury Gateway Grand #603 Stunning Ocean/Bay Views & Outstanding Amenities ...

Ocean City, MD

7% off

for 7 nights, 1 apartment

AU$793 per night

includes taxes & fees

Exceptional

(88 reviews)

10% DISCOUNT for a FULL summer WEEK booked!

Ocean City, MD

5% off

for 7 nights, 1 home

AU$668 per night

includes taxes & fees

Exceptional

(20 reviews)

Downtown Bay View Luxury Condo Spectacular view!

Ocean City, MD

15% off

for 7 nights, 1 apartment

AU$307 per night

includes taxes & fees

Exceptional

(135 reviews)

Beautiful Midtown Ocean View/Block 36th St

Ocean City, MD

7% off

for 7 nights, 1 apartment

AU$137 per night

includes taxes & fees

Eating crabs on the balcony with this amazing view

Excellent

(5 reviews)

Bayfront lg. Balcony, pool, sleeps 10; 5 min walk to beach.,next to conv ctr.

Ocean City, MD

9% off

for 7 nights, 1 apartment

AU$431 per night

includes taxes & fees

Exceptional

(5 reviews)

Sandpiper Dunes 2BR 2BA Ocean Front Condo with Pool

Ocean City, MD

7% off

for 7 nights, 1 apartment

AU$405 per night

includes taxes & fees

Exceptional

(20 reviews)

Adorable 2nd Floor Ocean Block Condo Just Steps to Beach & Convention Center!

Ocean City, MD

8% off

for 7 nights, 1 apartment

AU$163 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Midtown Ocean City

Jolly Roger Amusement Park

Find the best place to stay - Midtown Ocean City

Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Sleeps 4

Oceanfront Townhouse w/Outdoor Deck, Washer/Dryer, Great Beach Location

Sleeps 15 · 4 bedrooms · 4 bathrooms

Top rated rentals - Midtown Ocean City

Premier Host

Fantastic condo in perfect location

Gina’s place is great! The first thing that struck us is how clean it was - we actually kept our shoes off in the property it was that clean! It has everything you need for a great stay and is a couple of steps from the beach. Check in was super easy and we loved our stay. Highly recommend!

Faye v.

Stayed Sept 2024

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

What is the most popular type of holiday home accommodation in Midtown Ocean City?

The most sought-after types of holiday homes in Midtown Ocean City are condos. Ready for more choices? Stayz has plenty of options to match our guests' unique needs, so you'll see holiday properties in lots of sizes and shapes. The perfect fit is ready and waiting for you — discover yours today.

How much does it cost to rent a holiday home in Midtown Ocean City?

Several things affect the price of a holiday home in Midtown Ocean City, such as the season, length of stay and type of property. Still, all Stayz homes have something in common — exceptional value. Simply add your travel dates to find your ideal match.

How much does it cost to rent a beach house in Midtown Ocean City?

The average price for a holiday home by the beach in Midtown Ocean City depends on when you're travelling and the size and type of property you want. You can find prices easily and quickly on Stayz by entering the dates you'll be travelling. Then use the filter tool to choose the number of bedrooms and amenities essential to you, like a pool, air conditioning and WiFi.

Are there large group holiday homes in Midtown Ocean City?

Midtown Ocean City has 342 holiday properties that can cater to 10 or more guests. These stays come with the space you need to share good times with family and friends.

Can I find two-bedroom holiday homes in Midtown Ocean City?

You can select from 682 two-bedroom properties in Midtown Ocean City. Settle the kids into the second room or fill it with a couple of your favourite people. There's plenty of space for whoever's fortunate enough to be joining in on the fun.

Are there holiday homes with WiFi in Midtown Ocean City?

Midtown Ocean City has 261 holiday homes with WiFi, so you can stay connected while travelling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movie blockbusters to writing and sending emails, these Stayz homes will keep you online.

How old do you have to be to rent a holiday home in Midtown Ocean City?

The minimum required age is normally 16, 18 or 21. It can vary across properties on Stayz, so look at the rules of your chosen Midtown Ocean City holiday home before booking your stay.

How long can I rent a holiday home in Midtown Ocean City for?

It's down to the Midtown Ocean City property. To look over a list of options offering extended stays, simply type your dates and number of people into the Stayz search page. Enjoy having the whole place to yourself, as well as comforts such as air conditioning, a fully-equipped kitchen and a yard where the kids can run and play. Be on the lookout for any long-term stays that offer discounted weekly or monthly prices.