Pittsville Holiday Rentals from AU$262: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Pittsville has to offer?

Beautiful Cottage - Sleeps 8 -Bayside : This holiday home rental outside of Pittsville offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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In two weeks

In two months

In three months

In four months

Our top choices for Pittsville holiday rentals

Majestic Hotel & Apartments

Downtown Ocean City

Mia

includes taxes & fees

1 July - 2 July

"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""

Selbyville

Stephanie N.

includes taxes & fees

28 June - 29 June

Comfortable cottage in gated community, 5 mins to OC and Assateague

Assateague Pointe

Thomas B.

includes taxes & fees

14 July - 15 July

ELIS APARTMENT

Downtown Ocean City

Marvin R

includes taxes & fees

29 June - 30 June

401 142nd Street

North Ocean City

Jenn C.

includes taxes & fees

13 July - 14 July

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

Georgetown

Walter

includes taxes & fees

1 July - 2 July

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

North Ocean City

Renee P.

includes taxes & fees

29 June - 30 June

Quiet Bethany Beach Condo - Pool • Tennis • Sleeps 8 • 2 Miles to Beach

Bethany Breeze

Stephanie V.

includes taxes & fees

30 June - 1 July

Modern Minimalist Condo

North Ocean City

includes taxes & fees

29 June - 30 June

3 Mi to Bethany Beach: Family Home w/ Movie Room!

Ocean View

includes taxes & fees

8 July - 9 July

On Main Street - Apartment C - Berlin, MD

Downtown Berlin

kelly K.

includes taxes & fees

27 July - 28 July

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

Berlin

"This property and its owner were everything we look for in a vacation rental. Listing is as an old farm house does not do it justice. The owner has carefully curated it it with an electric collection of furniture ,pottery and various hand crafted items. She has put her heart and soul into this house and you can feel.it ad soon as you step inside. We will definitely be back.😍😍😍😍😍 The McCartney's and the Horneffs.......Thanks again for everything Laurie."

Melinda

includes taxes & fees

30 June - 1 July

2 Bed/1 Bath on the Boardwalk by the Inlet

Downtown Ocean City

Andrew V.

includes taxes & fees

30 June - 1 July

Cozy Barn Loft: Country Views & Central to Beaches

Pocomoke City

Ryan B.

includes taxes & fees

8 July - 9 July

Steps to Boardwalk! Couples Retreat in Ocean City

Midtown Ocean City

Mark

Charming 2-Bed Condo Steps From the Beach!

North Ocean City

Ed S.

includes taxes & fees

23 July - 24 July

2 Bed Condo with Master Bedroom Ocean Views

North Ocean City

Kimberly H.

includes taxes & fees

30 June - 1 July

Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Selbyville

Jeff A.

includes taxes & fees

28 June - 29 June

6 Mi to Salisbury: Forest-View Sanctuary!

Parsonsburg

Rebecca M.

6 Mi to Salisbury: Forest-view Sanctuary!

Parsonsburg

includes taxes & fees

29 June - 30 June

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Top Pittsville Hotel Reviews

Crystal Beach Hotel

8/10 Good

"Crystal Beach has many great points to note: It's on the quiet end of the boardwalk. It's steps from the beach. The rooms are clean. Beds are relatively comfortable. Pillows are great. A/C works well. Rooms in the "Boardwalk Building" have kitchenettes with small kitchen sinks, coffee maker, microwave, hip-height fridge and a counter top (no stove top). Ice machines work. The property has two pools, a gym, and a poolside bar. What they don't tell you: There is now an (approximately) $12/day parking fee that's not posted on 3rd party vendor sites. Unlike some of the other hotels with kitchenettes, there are no dishes, glasses, or flatware in any of the cupboards, so you'll have to bring your own. It's not a big deal, but just know that up front. When they say "City view," you could actually be looking at the side of the next building or the parking garage, not the bay. (We spent the whole day on the beach, so we didn't care.) No safes are provided in the rooms. Finally, shortly after check in, we had an issue with our toilet not working. Although they worked on it, the problem returned later that night. I called the front desk, but by then, maintenance had gone home. I asked for a new room. "We'll work on that." We went to bed. I awoke at 4:30 am and had to walk across a parking lot to use the poolside restroom. Finally at 5:00 a.m. we moved to a smaller but nicer room. Supposedly no amt. of refund because we used a 3rd party vendor. I would however still stay here again."

Quality Inn Oceanfront

10/10 Excellent

"Front desk staff was very kind. Easy check in and out. It’s a great place to stay for multiple days. The AC can be loud, but we don’t mind the noise. The hotel can be a little noisy too. Just everyone hustle and bustling. The kids screaming at the pool. Again, we don’t mind. More of a warning to people who maybe looking for a quieter place. We come every year and we will return next!"

Princess Royale Oceanfront Resort

10/10 Excellent

"The hotel was well kept and very clean. The front desk staff was very knowledgeable and helped us with what we needed. The room was nice & spacious , clean , nice size sitting room and kitchenette. We paid for a room with a balcony and a view of the pool which was very nice. The pool has a strict closing time. We had no issues with noise."

Sahara Motel

8/10 Good

"It’s a good hotel for the money you pay. We mostly are out and about so what we use the room for is just sleeping, and it’s fine for that. If you’re not an early riser you will probably be woken up by people moving around once it hits about 9am but again, that doesn’t bother us when we stay. The pool is always really great here, and it is clean. The location is also amazing (walking distance to mini golf, fish tales restaurant, and holiday inns outdoor pool bar)"

Hotel Monte Carlo Ocean City

10/10 Excellent

"Overall good experience. Hotel was clean and location was perfect. Steps away from the beach. Staff were great! Parking lot across the street is very tight but they do have another lot that’s barely used, a block away rather than paying for premium. I’ll book this hotel every time I’m in Ocean City!"

Carousel Resort Hotel & Condominiums

8/10 Good

"There was 1 staff member who was overwhelmed with the influx of guests at and the service request and it showed with her frustration in handling customers complaints. I had an issue with the access cards given to me in gaining access to my room 204 on 6/19/26 and her initial response was it was not her problem when she was prompted by the staff for assistance who was doing the check in."

Find out more about Pittsville

Everything you need to know about Pittsville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pittsville holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Pittsville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pittsville. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pittsville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pittsville holiday rentals we have selected for you start as low as AU$262 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pittsville rentals

At Expedia, we put the best Pittsville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pittsville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pittsville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pittsville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in Pittsville?

Yes, there are holiday rentals close to the most popular sights in Pittsville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pittsville has to offer?

Beautiful Cottage - Sleeps 8 -Bayside: This holiday home rental outside of Pittsville offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in Pittsville?

While exploring the area, visit family-friendly sights like Salisbury Zoo, or get outside and enjoy nature at Ocean City Beach. Arthur W. Perdue Stadium and Centre at Salisbury are a couple of places you'll find in the wider area.

What are holiday rentals like in Pittsville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pittsville. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family trip.

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Check prices for these dates

Our top choices for Pittsville holiday rentals

Majestic Hotel & Apartments

"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""

Comfortable cottage in gated community, 5 mins to OC and Assateague

ELIS APARTMENT

401 142nd Street

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Quiet Bethany Beach Condo - Pool • Tennis • Sleeps 8 • 2 Miles to Beach

Modern Minimalist Condo

3 Mi to Bethany Beach: Family Home w/ Movie Room!

On Main Street - Apartment C - Berlin, MD

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

2 Bed/1 Bath on the Boardwalk by the Inlet

Cozy Barn Loft: Country Views & Central to Beaches

Steps to Boardwalk! Couples Retreat in Ocean City

Charming 2-Bed Condo Steps From the Beach!

2 Bed Condo with Master Bedroom Ocean Views

Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

6 Mi to Salisbury: Forest-View Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!

Find holiday rentals that suit your style

Top Pittsville Hotel Reviews

Crystal Beach Hotel

Quality Inn Oceanfront

Princess Royale Oceanfront Resort

Sahara Motel

Hotel Monte Carlo Ocean City

Hyatt Place Ocean City / Oceanfront

Carousel Resort Hotel & Condominiums

Grand Hotel Ocean City Oceanfront

Plim Plaza Hotel

Find out more about Pittsville

Frequently asked questions

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