Midtown Ocean City holiday rentals

We found 1,892 holiday rentals — enter your dates for availability

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October 2025

November 2025

Discover a selection of 188 homes, 122 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:2 Jan - 9 Jan

Exceptional

(12 reviews)

Charming Oceanblock Cottage just steps to beach!! FREE LINENS

Ocean City, MD

8% off

for 7 nights, 1 cottage

AU$579 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$880 per night

includes taxes & fees

Exceptional

(130 reviews)

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

Ocean City, MD

7% off

for 7 nights, 1 apartment

AU$357 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

8% off

for 7 nights, 1 apartment

AU$337 per night

includes taxes & fees

Exceptional

(6 reviews)

Amazing Bayviews. Amazing sunsets Spacious 2 Bedroom Condo with Spectacular View

Ocean City, MD

8% off

for 7 nights, 1 apartment

AU$702 per night

includes taxes & fees

Exceptional

(23 reviews)

Beautifully updated in 2024! 3 bed 3bath Ocean block midtown with pool on roof.

Ocean City, MD

8% off

for 7 nights, 1 apartment

AU$542 per night

includes taxes & fees

Wonderful

(12 reviews)

Seacret Hideout - Bayside - 1 block to beach, Seacrets and more.

Ocean City, MD

7% off

for 7 nights, 1 apartment

AU$267 per night

includes taxes & fees

LIving room, with pull out couch and a 55" Flat screen-Comfy

Exceptional

(28 reviews)

Just Renovated, Ocean Block, Large 2 Bed, 2 Bath, Sleeps 8

Ocean City, MD

8% off

for 7 nights, 1 apartment

AU$604 per night

includes taxes & fees

Exceptional

(40 reviews)

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

Ocean City, MD

11% off

for 7 nights, 1 apartment

AU$260 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$876 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$645 per night

includes taxes & fees

Exceptional

(8 reviews)

Charming Canal Water View Townhome with Outdoor Pool, WiFi & AC in Ocean City

Ocean City, MD

8% off

for 7 nights, 1 home

AU$523 per night

includes taxes & fees

Exceptional

(55 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$412 per night

includes taxes & fees

Exceptional

(23 reviews)

Enjoy Gorgeous views from this Ocean Block home!! FREE LINEN & TOWEL PKG!!

Ocean City, MD

8% off

for 7 nights, 1 home

AU$1,178 per night

includes taxes & fees

Exceptional

(88 reviews)

ADAGIO#207 BEAUTIFUL 3 BED/3 BATH OCEAN BLOCK CONDO W/INDOOR POOL STEPS TO BEACH

Ocean City, MD

8% off

for 7 nights, 1 apartment

AU$549 per night

includes taxes & fees

Exceptional

(33 reviews)

Direct Ocean Front Building, Oceanview, Mid-Town 39th St, First Floor Unit

Ocean City, MD

8% off

for 7 nights, 1 apartment

AU$323 per night

includes taxes & fees

Exceptional

(25 reviews)

1St Fl OC, Md 37th St Condo with Pool and Boat Slip https://youtu.be/CFZBvvNLQ7g

Ocean City, MD

5% off

for 7 nights, 1 apartment

AU$655 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

Ocean Block 44th St. W/Indoor pool - sleeps 10

Sleeps 13 · 3 bedrooms · 2 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.