Dog Sitting Cheswick

Book a Cheswick dog sitter to watch your dog in your sitter’s home or yours.

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Over 31
pet parents in Cheswick have booked dog sitting

Cheswick, Find top rated dog 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: Kaitlyn C.
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Kaitlyn C.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
22 years of experience
Stanton Heights, Pittsburgh, PA, 15201

First time using Kaitlyn. Did a drop in for my 3 dogs. All went perfectly. She was careful to understand instructions, arrived on time. Will definitely use again. Already booked her for an overnight, in fact. Glad we found her!

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Linda H.
Sitter Profile Image: Caitlin E.
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Caitlin E.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
10 years of experience
Bloomfield, Bloomfield, PA, 15224

Caitlin is amazing! She was super attentive, kept me updated, and sent great pictures while I was away. I would definitely book with her again!

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Brandon M.
Sitter Profile Image: Gabrielle C.
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Gabrielle C.
from
$25
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Greenfield, Pittsburgh, PA, 15217

About: I love dogs and grew up with them! Though I don't have the space for them now, I've been missing some puppy playtime! Both of my parents are vets as well, so I'm also pretty well versed in all things pet care! I do work full-time, but a lot of my job can be done from home depending on the amount of notice I have before discussing that with my boss. That being said my weekends are pretty open as well as the occasional monday. I typically work from home every other monday! I love all animals! Growing up I had 2 dogs and then foster failed 2 cats! Those 2 cats currently live with my parents, but I'm bringing them up here when I move into my own place. Both of my roommates also have cats!

Sitter Profile Image: Autumn E.
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Autumn E.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
9 years of experience
Verona, PA, 15147

About: Hi Pittsburgh! Just getting my rover account active again now that my partner works from home! We are a pet sitting duo/making sure there is someone with your furry friend all day! Booking with us means excellent service & cleanly people. & someone you can trust with your babies!! we are able to spend all day & night with them so they don’t need to be left alone for longer than an hour or two at a time. I know how hard it is to leave ur pets so i understand the care they need when their favorite humans are gone. My lack of reviews is because I havent had alot of sits on rover I usually book from word of mouth. Lets set up a meet and greet so you can get to know us & we can get to know ur furry friends 🫶🏼 I have a very open schedule and want to spend my days with your pets! I have a passion for learning and understanding all different types of animals Depends on the client’s situation! I can care for pets in my home! if your pet doesnt get along with other dogs thats no problem my dogs stay with my dad while im pet boarding.

Sitter Profile Image: Jenna B.
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Jenna B.
from
$20
per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
10 years of experience
New Kensington, PA, 15068

Jenna was on time and did a great job with my 3 dogs. She sent me pictures and an update on how they did. I will definitely have her sit for us again.

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Kathy Y.
Sitter Profile Image: Meagan H.
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Meagan H.
from
$13
per visit
5.0 out of 5 stars
1 review
22 years of experience
Cheswick, PA, 15024

Meagan was great! We were flexible about times, but she always came when she said she was going to and gave detailed summaries after each visit. We could see her playing with Louie on the outdoor camera, and he looked like he really enjoyed her company. She took great care of our buddy while we were out of town and we couldn’t be happier!

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Mary P.
Sitter Profile Image: Kelsey G.
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Kelsey G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
25 years of experience
Allison Park, PA, 15101

We hired Kelsey to care for our elderly cat who requires medicine 2x a day while going out of town. Our cat is very shy but took to Kelsey very quickly. She was punctual, meticulous, and went above and beyond to provide outstanding care for our sweet guy. She played with him, took outstanding notes, followed up with updates and pics, and ensured he got everything he needed. We would hire her again with no question. Highly recommend her.

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Courtney S.
Sitter Profile Image: Katelyn F.
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Katelyn F.
from
$25
per visit
3 years of experience
New Kensington, PA, 15068

About: Having grown up with several dogs, I've developed a lifelong love for animals and an understanding of their needs. In addition to caring for my own pets, I have experience looking after and walking other people's dogs and pets, ensuring they feel safe, happy, and well cared for. I've always had a love for animals and enjoy spending time outdoors, making dog walking the perfect way for me to combine both passions. I am dependable, attentive, and dedicated to ensuring every dog receives the exercise, care, and affection they deserve. As a recent college graduate, I have full availability this summer before starting my first teaching position in the fall, making me a reliable and flexible option for your pet care needs. I always prioritize a pet's safety, comfort, and routine when caring for them in and out of a client's home. I follow all instructions provided by the owner, and any specific preferences or restrictions. I understand that consistency is important for animals, so I strive to keep their daily routine as normal and stress-free as possible while their owners are away. During walks, I ensure dogs are safely leashed, hydrated when needed, and given appropriate exercise based on their age, energy level, and individual needs.

Sitter Profile Image: Andrew C.
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Andrew C.
from
$20
per visit
20 years of experience
Pittsburgh, PA, 15239

About: I’ve worked at shelters, owned various animals but mostly cats and dogs. I promise your fur friend is in good paws when it comes to me. I have an extremely flexible schedule and open availability. I can work around you and your fur friends schedule just let me know your needs. Clients home, I have various dogs cats at my house and I think I’d be better suited caring for a pet in their home environment.

Sitter Profile Image: Alexandra R.
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Alexandra R.
from
$15
per visit
1 year of experience
Monroeville, PA, 15146

About: I have taken care of my friends dogs for multiple nights in a row while her and her family were on vacation. Done this multiple times. I am part time. I am home from school in the summer so I can only provide some of these services right now. But I usually don’t have to work until 4pm. I have 6 cats and they are all pretty chill. Just the usual feeding and cleaning the litter box. I also love to cuddle so they are definitely loved.

Sitter Profile Image: Rebecca H.
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Rebecca H.
Star Sitter
from
$10
per visit
4.9 out of 5 stars
128 reviews
53 repeat clients
40 years of experience
Export, PA, 15632

A good hearted Pet person who cares about the pets she watches. I had a very good experience with Rebecca. I will be using her caring pet service again 😁

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Edward M.
Sitter Profile Image: Deshai M.
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Deshai M.
from
$20
per visit
4 years of experience
Pittsburgh, PA, 15235

About: I have four years of hands on experience as a kennel technician, caring for dogs and cats of all ages and temperaments. I specialize in maintaining clean, safe environments, providing enrichment, and offering plenty of love and attention. I’m confident handling puppies, senior pets, and administering basic medications, ensuring every pet feels comfortable and cared for while their family is away. Pet care is a natural part of my daily routine as I currently work as a Lead Kennel Technician. I dedicate mornings and evenings to feeding, walking, and engaging with pets, and I am available for pet sitting and drop-in visits during my off days /hours. I enjoy spending quality time with animals every day. Safety and trust are my top priorities. I create a calm, welcoming environment and follow any specific instructions provided by pet parents. In a client’s home, I ensure pets remain in familiar surroundings and maintain their routines. If pets are in my care, I provide secure spaces, enrichment activities, and close supervision to make sure they are happy and safe.

Sitter Profile Image: Sydney K.
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Sydney K.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
22 years of experience
Murrysville, PA, 15668

Sydney was awesome. She gave good updates and took good care of my senior dog. Definitely recommend.

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Kristyn G.
Sitter Profile Image: Jesse M.
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Jesse M.
from
$15
per visit
3 years of experience
Natrona Heights, PA, 15065

About: Our family has 2 very friendly labs, Gabigool 3 y/o and Pepperoni 1 y/o. Their hobbies are running in the yard, playing fetch/tug of war and cuddling. Gabi and Pepper love making friends with other dogs! Our Cat Joni enjoys watching the dogs play from other side of the room and keeps to herself. No dog is too big or too high energy. As long as you love to play and are good with cats you'll love hanging out at Gabi and Pepper's house! "Woof woof woof" - Gabi I am a health care worker who works full-time on the weekends and am home Monday through Friday. I grew up taking care of our family dogs and now I have two of my own I absolutely love them. I am available for walks and play time Monday through friday. Our lab Pepper loves to chew and eat everything around our house so we keep it well kept and puppy proof! We have a large fenced in yard with plenty of toys to keep your dogs entertained. Gabi loves to run our fence and is always excited to invite friends to join her! Pepper is a pro at playing fetch and loves to share her toys. When its a little too cold to be outside we take fetch and tug of war inside. "Bark bark bark"- Pepper

Sitter Profile Image: Bryce A.
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Bryce A.
from
$22
per visit
4.8 out of 5 stars
24 reviews
6 repeat clients
9 years of experience
Stanton Heights, Pittsburgh, PA, 15201

About: 🐶 Having been surrounded by dogs my entire life, I’ve developed a deep understanding and appreciation for their care. Growing up with dogs and raising my own, Harlow 🐾, from a puppy, has given me firsthand experience in fostering their well-being. My passion for animals extends beyond personal experience—participation in clubs at the Pittsburgh Zoo 🦁 provided me with valuable insights into animal behavior and care, further enhancing my knowledge. Being from Pittsburgh, I am fluent with many resources for me to enjoy with pets. 🐕‍🦺 My pet care journey started in 2014 with my first job at a dog care store on Butler Street, where I honed my skills in providing attentive and compassionate care. During my internship with the Water Authority in Bradford, PA, I dedicated my lunch breaks to volunteering at the local SPCA 🏠, offering love and attention to animals in need. These experiences have shaped me into a dedicated, knowledgeable, and empathetic sitter. 💛 As an alumni M.S. engineering student, I have a flexible schedule that allows me to dedicate quality time to caring for my pets. I can easily fit dog walks, feeding, and playtime into my routine, ensuring each pet gets the attention it deserves. My love for animals and adaptable schedule make it easy to prioritize their well-being. I currently care for two dogs, my mother's and her boyfriend's, and have hands-on experience managing their daily needs. At home, I ensure a safe environment with our fenced-in yard and always prioritize the pets' well-being. For my clients' pets, I’m adaptable to their specific routines, whether that involves feeding, walks, playtime, or creating a comfortable space. Every pet in my care receives love and attention tailored to their unique needs.

Sitter Profile Image: Melanie S.
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Melanie S.
from
$18
per visit
5.0 out of 5 stars
34 reviews
5 repeat clients
15 years of experience
Troy Hill, Pittsburgh, PA, 15212

Melanie was fantastic. We had a great meet and greet before she watched our cat Draka for three days. Each day she sent us updates and gave our kitty the care she needed (had to have oral medication once a day). Melanie was super friendly and it was awesome to have her come over.

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Mike G.
Sitter Profile Image: Brynn S.
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Brynn S.
from
$20
per visit
8 years of experience
Verona, PA, 15147

About: I’ve cared for dogs all my life, and I have lots of experience with big breeds as I’ve owned three Newfoundlands and a Leonberger. I also have some experience with elderly dogs. I have assisted in training all the dogs I’ve owned, and most importantly, I love all animals! I’m a college student home for the summer, so I’ve gotten plenty of time to spend time with your doggy. I’m less available early in the day (6–9AM), but from 9AM onward I’m at the disposal of your puppy. :) I’m quite good with crate training, as well as dogs that are a bit more stubborn. I am comfortable staying with them as long or as short as needed. I also have a lot of experience walking dogs that require prong collars or harnesses.

Sitter Profile Image: Fletcher H.
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Fletcher H.
from
$15
per visit
21 years of experience
Gibsonia, PA, 15044

About: I have taken care of dogs all my life. I have looked after dogs of all sizes. I thoroughly enjoy the presence of puppies and have had the pleasure of training puppies, caring for elder dogs, and everything in between Currently, I am conducting research at the University of Buffalo til the end of July. I am working a typical 9-5 but have all time around that flexible. I can work nights are even early in the morning as well, but lunch time check ins will be difficult for me. I am staying in a dormitory at the University of Buffalo so I will not be able to offer any services at my temporary residence, but I can offer dog walks, check ins, feedings, anything that can be done early in the morning or after 5 pm.

Sitter Profile Image: Savannah E.
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Savannah E.
from
$25
per visit
5.0 out of 5 stars
44 reviews
19 repeat clients
20 years of experience
Monroeville, PA, 15146

Savannah was sweet, respectful, and attentive to my old cat Simba. She came twice as day as requested and kept me updated with lots of photos and videos while I was away. I felt very comfortable knowing I had her taking care of my sweet boy. Will definitely book with Savannah for any future catsitting I will need!

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Lyla W.
Sitter Profile Image: Julianna G.
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Julianna G.
from
$20
per visit
7 years of experience
Monroeville, PA, 15146

About: I have always been a dog lover at heart! My family has 7 dogs of our own, both big and small. I am no stranger to what it takes to take care of your furry companion! I am currently looking for a full-time job outside of Rover, so I am available almost everyday! I prefer to be contacted 2 days in advance for visits. A someone who has been around pets their whole life, I pay very close attention to detail. I cater to you and your pets needs by asking questions and going above and beyond.

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The median cost per visit for dog sitting in Cheswick is $20

Dog parents share their Rover experiences - Cheswick

1 / 1
5.0 out of 5 stars

Mary was very good with our dogs. She sent pictures and kept us updated. Would definitely recommend her.

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Jeffrey G.
Drop-In Visits
5.0 out of 5 stars

Sarah was very patient with our little guy. He was a little wary but she handled it well and communication was excellent

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Cassie B.
Drop-In Visits
5.0 out of 5 stars

Meagan was great! We were flexible about times, but she always came when she said she was going to and gave detailed summaries after each visit. We could see her playing with Louie on the outdoor camera, and he looked like he really enjoyed her company. She took great care of our buddy while we were out of town and we couldn’t be happier!

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Mary P.
Drop-In Visits
5.0 out of 5 stars

I can't say enough wonderful things about Cassandra! Recently, a storm hit our area — not exactly ideal conditions for anyone. But without hesitation, she went above and beyond her role and helped clean up before carrying on with caring for Harvey. That kind of thoughtfulness and initiative is incredibly rare. She didn't have to do that — but she did it anyway, and it meant the world to me. It's clear she genuinely cares. So If you're looking for someone who is reliable, compassionate, and goes the extra mile (literally and figuratively), look no further. Thanks Cass :)

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Gg S.
Drop-In Visits
5.0 out of 5 stars

Allison did a fabulous job taking care of Pete. Took him for daily walk, stayed with him while he ate his lunch and sent pics every day. Highly recommend Alison and will use her again!

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Brian M.
Drop-In Visits
5.0 out of 5 stars

Yasmeen was very communicative during drop ins and even went out of her way to coerce my scared dog out from under the bed to go potty. She sent a lot of update photos and made the time away from my dogs feel more comfortable with her care.

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Kaylee P.
Drop-In Visits
5.0 out of 5 stars

When Suzanna came up to meet Tugsley for a meet and greet, he immediately stayed by her side. That eased any concern I had. Suzanna was a great sitter while I was traveling and I will definitely use her again. She gave me peace of mind knowing my dog was loved and being cared for while I was away.

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Julie F.
Drop-In Visits
5.0 out of 5 stars

My dog instantly connected with Aubra at our meet and greet! She provided a couple of drop-in visits and was very punctual. She kept me updated with great communication throughout, which gave me peace of mind while I was away. I could tell my dog was comfortable and well cared for. I’d definitely recommend Aubra.

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Dawn D.
Drop-In Visits
5.0 out of 5 stars

Melissa did a fantastic job with Pete, will definitely use her again and will recommend with all of our friends.

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Brian M.
Drop-In Visits
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Sitters in Cheswick average 6
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FAQs for Drop-In Visits - Cheswick

Frequently asked questions about Rover

The average cost for Dog Sitting in Cheswick on Rover is $12.21 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 2,565 sitters on Rover offering Dog Sitting across Cheswick. 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 Cheswick 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.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Cheswick choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Cheswick with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Cheswick. On Rover:

  • 90% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 93% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.

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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