Pittsville Vacation Rentals

Q: What are some of the best vacation rentals in Pittsville?

Quiet Beachfront Retreat with Private Balcony : This vacation home near Pittsville is located by the ocean and has a balcony, a selection of books, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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Dates

November 2026

December 2026

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Our top choices for Pittsville vacation rentals

1. 6 Mi to Salisbury: Forest-view Sanctuary!

Parsonsburg

CA $383 total

includes taxes & fees

Nov 24 - Nov 25

A room with a large bed, multiple windows, and a ceiling fan.

2. Salisbury Riverfront Lofts

Salisbury

Chad

CA $359 total

includes taxes & fees

Nov 19 - Nov 20

A balcony with a view of a river, greenery, and distant buildings.

3. Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Midtown Ocean City

cara

CA $149 total

includes taxes & fees

Dec 4 - Dec 5

A row of mobile homes with a one-way sign, a covered porch, and a street sign indicating 'Shore Point Lane'.

4. Shore Point Cottages

Berlin

Kelly

CA $131 total

includes taxes & fees

Nov 30 - Dec 1

A living room with a ceiling fan, a round coffee table, and two sofas.

5. Dagsboro Retreat

Dagsboro

Alexandra

CA $337 total

includes taxes & fees

Nov 12 - Nov 13

A living room with a television, two chairs, a coffee table, and a ceiling fan.

6. Ocean City Townhome by Beach Bayside

North Ocean City

CA $224 total

includes taxes & fees

Nov 18 - Nov 19

A wooden deck with white railings overlooking a residential street.

7. The Mallard Apartments

Downtown Ocean City

Diego

CA $812 total

includes taxes & fees

Nov 11 - Nov 12

A spacious living area with a large window overlooking a body of water, a fireplace, and a modern staircase.

8. Game Room! Waterfront Group Haven in Ocean Pines

Ocean Pines

CA $1,128 total

includes taxes & fees

Nov 12 - Nov 13

A spacious bathroom with a freestanding bathtub, a large arched window, and a white tiled floor.

9. Luxury Home 3 Mi to Bethany Beach Boardwalk!

Ocean View

CA $1,122 total

includes taxes & fees

Nov 11 - Nov 12

A sunroom with wicker furniture, large windows, and a ceiling fan.

10. 2 1/2 Mi to Bethany Boardwalk! Private Retreat!

Ocean View

CA $710 total

includes taxes & fees

Nov 11 - Nov 12

A wooden deck with a white railing, a bench, and a view of neighboring houses.

11. Walk to Maryland Beach: Coastal Condo w/ Balcony

North Ocean City

CA $674 total

includes taxes & fees

Nov 11 - Nov 12

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Find vacation rentals that suit your style

Top Pittsville Hotel Reviews

A modern lobby with a blue sofa, yellow armchairs, a white coffee table, and a patterned rug.

Hampton Inn Salisbury

Salisbury

10/10 Excellent

Roger

A hotel corridor with a large screen displaying a construction site, a curved wooden wall, and an exit sign.

Courtyard by Marriott Salisbury

Salisbury

8/10 Good

Michael

A modern lobby with a reception desk, a seating area with a sofa and a plant, and a staircase leading to an upper level.

Wingate by Wyndham Salisbury MD Airport North

Salisbury

10/10 Excellent

Jeff

A multi-story hotel with a covered entrance, wheelchair-accessible parking, and a stone facade.

Microtel Inn & Suites by Wyndham Salisbury

Salisbury

8/10 Good

Ken

A Holiday Inn Express building with a stone facade and a covered entrance area.

Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG

Delmar

10/10 Excellent

Sylvain

A modern hotel building with a prominent 'avid' sign, large windows, and a covered entrance area.

avid hotel Millsboro Georgetown South by IHG

Millsboro

10/10 Excellent

Edward

A modern living room with a stone fireplace, comfortable seating, and a kitchen area with wooden cabinets and pendant lighting.

Residence Inn by Marriott Salisbury

Salisbury

8/10 Good

The room that we stayed in at the Residence was in good condition and had a pleasing atmosphere. However, the room we happened to stay in had a broken AC and the room's temperature was very warm. This made it uncomfortable for a time but due to an excellent staff, they accommodated for us and gave us alternative options including another possible in one of their hotels for us to stay. Although the room we actually got could've been better it is no question that the Residence consists of a...

Anonymous traveller

A balcony with white railings and orange chairs, overlooking a body of water and a distant shoreline.

Cambria Hotel Ocean City - Bayfront

Downtown Ocean City

10/10 Excellent

Larry

A modern living room with a fireplace, a sofa set, a coffee table, and a bookshelf.

Country Inn & Suites by Radisson, Ocean City, MD

North Ocean City

10/10 Excellent

I was very impressed with this hotel. It was extremely quiet, and the room was exceptionally well soundproofed. In fact, I’ve never stayed in a hotel room with such good sound insulation. The breakfast was good and perfectly adequate. The only things we think could be improved are the pillows, which were a bit too thin, and the housekeeping service. We didn’t receive any room service during our stay, although we probably could have if we had requested it. I understand that the hotel charges...

Audrey

A clear pool with palm trees, lounge chairs, and umbrellas.

Holiday Inn & Suites Ocean City by IHG

Downtown Ocean City

10/10 Excellent

Even though we visited during the off-season (October 22nd), one of the outdoor pools was still open and properly heated, and the entire property was well-maintained. The staff was top-notch! Our suite was spacious and clean, with all the amenities we needed for a great stay. Also worth mentioning: despite it being the off-season, the beaches were absolutely pristine! Just keep in mind that many of the surrounding attractions and restaurants on the island are closed during the off-season.

Carl

An outdoor seating area with colorful striped sofas and chairs, a fire feature, and a view of the building in the background.

Home2 Suites by Hilton Ocean City - Bayside, MD

North Ocean City

10/10 Excellent

Frederique

A balcony with a view of the sea, a pool, and a row of chairs.

Residence Inn by Marriott Ocean City

Midtown Ocean City

10/10 Excellent

Jennifer

A modern outdoor seating area with striped sofas and a central fire pit.

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Island

8/10 Good

catherine

Find out more about Pittsville

Everything you need to know about Pittsville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsville vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pittsville vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pittsville vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pittsville vacation rentals we have selected for you start as low as CA $35 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pittsville rentals

At Expedia, we put the best Pittsville vacation 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 vacation.

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 vacation rentals in Pittsville?

Yes, we have vacation rentals near top local attractions in Pittsville, or you can go with a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Pittsville?

Quiet Beachfront Retreat with Private Balcony: This vacation home near Pittsville is located by the ocean and has a balcony, a selection of books, and air-conditioning to put you at ease 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 Frontier Town Water Park and Golf, or get outside and enjoy nature at Ocean City Beach. Wicomico Youth and Civic Center and Henry S. Parker Athletic Complex are a couple of places you'll find in the larger area.

What are vacation rentals like in Pittsville?

Vacation rentals are private properties you can stay in for a short or long stay in Pittsville. Vacation rentals offer extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a small group gathering.

Pittsville Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pittsville vacation rentals

1. 6 Mi to Salisbury: Forest-view Sanctuary!

2. Salisbury Riverfront Lofts

3. Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

4. Shore Point Cottages

5. Dagsboro Retreat

6. Ocean City Townhome by Beach Bayside

7. The Mallard Apartments

8. Game Room! Waterfront Group Haven in Ocean Pines

9. Luxury Home 3 Mi to Bethany Beach Boardwalk!

10. 2 1/2 Mi to Bethany Boardwalk! Private Retreat!

11. Walk to Maryland Beach: Coastal Condo w/ Balcony

Find vacation rentals that suit your style

Top Pittsville Hotel Reviews

Hampton Inn Salisbury

10/10 Excellent

Find out more about Pittsville

Pittsville vacation rentals: An excellent choice for every season

How to find incredible deals on Pittsville rentals

Frequently Asked Questions

Can I find vacation rentals in Pittsville?

What are some of the best vacation rentals in Pittsville?

What can I see and do in Pittsville?

What are vacation rentals like in Pittsville?