Pet Sitting Westernport

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 1
pet parents in Westernport have booked pet sitting

Westernport, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: lauren m.
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lauren m.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
15 reviews
8 repeat clients
3 years of experience
Frostburg, MD, 21532

Lauren does a great job. One of my cats seems to love her. The other one is standofish but will come around. We will definitely book her again!

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Lynn C.
Sitter Profile Image: Shauden C.
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Shauden C.
from
$12
per visit
5.0 out of 5 stars
4 reviews
12 years of experience
Westernport, MD, 21562

Awesome job and very flexible as my needs kept changing, highly recommend.

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Fred J.
Sitter Profile Image: Trent M.
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Trent M.
from
$25
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Frostburg, MD, 21532

Trent is very accommodating and very helpful. He was flexible with my needs and took great care of my dog.

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Peter L.
Sitter Profile Image: Jessica K.
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Jessica K.
from
$37
per visit
5.0 out of 5 stars
67 reviews
15 repeat clients
10 years of experience
Grantsville, MD, 21536

We are SO glad we had Jessica’s help! She was great with communication, price, and made us feel very comfortable. Highly recommend her!!!

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Kristin T.
Sitter Profile Image: Alanah Z.
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Alanah Z.
from
$15
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
20 years of experience
Cumberland, MD, 21502

My go to She’s great

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John R.
Sitter Profile Image: Katherine E.
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Katherine E.
from
$20
per visit
5.0 out of 5 stars
2 reviews
18 years of experience
Oakland, MD, 21550

About: With over 18 years of dedicated experience in pet care, I provide reliable and compassionate overnight supervision for a variety of animals, including dogs, cats, and small caged pets. My background encompasses everything from routine feeding and medication administration to recognizing and responding to changes in pet behavior, ensuring your companions feel safe, comfortable, and well-cared for in your absence I am currently working a seasonal job part-time so I will have plenty of time to fill taking care of your pets. This will be ending at the end of October. I have a tie out off of the front of my house as well I have a large crate and a room specifically set aside for the dogs. I have two dogs myself that are very friendly and get along with all other pets.

Sitter Profile Image: Alyssa P.
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Alyssa P.
from
$30
per visit
6 years of experience
Keyser, WV, 26726

About: I have owned my own personal animals for the past 6 years, I have 3 dogs (all beautiful muts) and 8 cats. Aside from having my own furry kids, I've also worked in animal rescue for a little over 4 years. This job field has given me so much experience working with every sort of dog breed, and any cat temperament. I currently work a full time job Monday-Thursday but I would love to be more involved in the animal field again. With me having fridays off I feel this is a great opportunity to spend time helping others and hanging out with animals! Since I do have my own animals, I will not be able to provide in home care. However, I will be more than happy to set something up with you to do care for your pets in their own home!

Sitter Profile Image: Jayson S.
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Jayson S.
from
$17
per visit
5 years of experience
Cumberland, MD, 21502

About: I’ve raised all my animals from babies. I’m a very caring animal lover and would do anything for them. I’m punctual and very honest. I will make sure I’m giving any and all pets the caring and love they need. I always make sure the animals are fed. Giving them all the love and attention they could ever want. And going that extra mile to make sure they’re happy. In clients homes I always make sure to keep the place clean. Clean up after the animals, take them out if they need to go. Feed them. Etc. I always try to make sure that everything is in the proper place.

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The median cost per visit for pet sitting in Westernport is $20

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Westernport average 4
repeat pet sitting clients

FAQs for Drop-In Visits - Westernport

Frequently asked questions about Rover

As of July 2026, there are 73 sitters on Rover offering Pet Sitting across Westernport. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Westernport stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and request a Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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