Dog Sitting Cheswick

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

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Over 30
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: Melinda S.
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Melinda S.
from
$30
per visit
35 years of experience
Homewood South, Pittsburgh, PA, 15208

About: I have owned and cared for dogs most of my lifetime. I'm responsible, loving and believe pets can bring joy to your everyday busy life.They become part of your family. I am a retired teacher and mom of twin teenage boys. I have plenty of time during the day to care for my furry friends. My current home does not have enough space for me to care for pets in my space, but I have np problem coming to yours.

Sitter Profile Image: Yanelis F.
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Yanelis F.
from
$12
per visit
5.0 out of 5 stars
• 3 reviews
12 years of experience
Oakland, Pittsburgh, PA, 15213

About: Hi! My name is Yanny and I am a reliable and attentive pet caregiver with strong observation and communication skills (a psychology degree helps with that!). Experienced following detailed instructions, maintaining schedules, and recognizing behavioral cues in our furry friends. I love walking animals and helping them maintain their health when owners are gone. My biggest priority is to make the animals feel safe and loved while owners are away! Im currently working a full time job at a school near the Pittsburgh area, so I afternoons, nights, and weekends to connect with animals and owners. I can easily drive to a clients house, and I’m very reliable and flexible when it comes to scheduling! If needed, I can always drive the pets to parks and open spaces to have a fun time as well. (My work will depend on the wants and needs of the clients!)

Sitter Profile Image: Albert P.
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Albert P.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
2 years of experience
Sarver, PA, 16055

About: What sets me apart is the level of care and attention I give every dog. I’ve grown up around family pets and understand how important it is for dogs to feel safe, comfortable, and loved while their owners are away. I treat every pet like they’re part of my own family. I’m available 24/7. I have 4 dogs at home and am willing to pet sit at any point of any day! I’m just getting started on rover and would love to get my name out there! I have hands-on experience caring for dogs through both personal and professional settings. I previously worked for a local groomer as a dog bather, where I became comfortable handling dogs of different breeds, sizes, and temperaments. In addition, I regularly care for my family’s dogs by feeding them, taking them on walks, spending time with them, and pet sitting when family members are away. I also help care for pets for extended family members, including my aunts and uncles, who trust me with their dogs while they travel or need extra help. I truly enjoy being around animals and am looking forward to expanding my services to help more pet owners feel confident their dogs are safe, cared for, and treated like family.

Sitter Profile Image: Shane & Mary C.
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Shane & Mary C.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
Pittsburgh, PA, 15213

About: We have taken care of dogs and cats of all kinds for as long as we can remember. We both have experience administering medications to cats and dogs alike and we both have a love for animals. We are both currently working as physical therapists with opposite schedules so one of us will be available for your pets at almost any time of day. We will also stay over any nights needed! We will both be very respectful of your home and your pets. We both just want them to be as happy as they can be while you are away. We will always be sure to clean up after being there (no one likes to come home to someone else’s mess)

Sitter Profile Image: Kasey & Alyssa P.
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Kasey & Alyssa P.
from
$25
per visit
5.0 out of 5 stars
• 22 reviews
9 repeat clients
15 years of experience
Westwood, Pittsburgh, PA, 15205

“We are so thankful to have found Kasey and Alyssa! They are amazing. Very warm and friendly and know what they are doing. Our dogs took to them immediately. We feel so relieved to have found a good fit for what we were looking for in help with drop-in visits (people who know and understand older dogs, who have great communication and are kind). We will definitely be making more repeat bookings. Thank you both for being PAWsome!🐾”

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Jessica R.
Sitter Profile Image: Ciara H.
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Ciara H.
from
$15
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
12 years of experience
Pittsburgh, PA, 15209

About: I’ve lived with cats and dogs my entire life, along with horses, reptiles, and birds. I spent several years working for a pet care business, worked in customer care for a holistic pet store, have house-sat through Rover, and have boarded animals for friends. I recently lived with 3 German Shepherds, a Husky, and a two cats. I can handle animals of all energy levels. I am always taking care of animals! I have a dog of my own and often look after my friends’ and family’s pets. I have a flexible schedule so I always try to be there when people need me. Always cautious, ready to respect what an animal expects and needs, and more than happy to give them all the love and play, play, play

Sitter Profile Image: Ashley N.
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Ashley N.
from
$17
per visit
3 years of experience
Brookline, Pittsburgh, PA, 15226

About: I’ve cared for my own dog for years and regularly watch friends’ pups. I’m genuinely loving, attentive, dependable, and treat every pet like family! I work from home the majority of the week, so I have plenty of flexibility to give pets attention, walks, playtime, and lots of love throughout the day. I’m also always out exploring with my own dog, so I’d love to bring your pup along for walks and adventures when appropriate! Your pet’s safety and comfort always come first! Our home has two friendly cats, our own dog, and a large yard for supervised outdoor time. The yard is always used on a lead. I will treat your pet like one of my own and make sure they feel safe, loved, and right at home!

Sitter Profile Image: Alexsis P.
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Alexsis P.
from
$25
per visit
5.0 out of 5 stars
• 31 reviews
11 repeat clients
3 years of experience
Pittsburgh, PA, 15237

“Absolutely AMAZING! Thank you again, I really do appreciate you!”

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Shannon W.
Sitter Profile Image: Katya K.
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Katya K.
from
$50
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
Garfield, Pittsburgh, PA, 15206

About: I've had multiple dogs and cats my whole life and they have all been my best friends! We like to cuddle, go on walks and learn new skills. I'm no stranger to pets of all different personalities and know how to meet them where they are. I'm experienced in providing insulin to dogs and topical treatment to cats. I don't currently have pets of my own but have spent weeks looking after the cats and dogs of friends and family. I love those times that I'm able to bond with their fur babies and would love to get to know yours as well! I currently work remotely and can be available for boarding throughout the week and weekend. I'm available to hangout with your pets, take them on walks or bathroom breaks, feed times or personal enrichment, whatever they may need. I have a backyard that pets can run around in, it is fenced on one side only so they would need to have a long leash for safety. I don't have other pets so they wouldn't have any problems there! If coming to your home I'm happy to go by the rules that you set and the comfort levels that you have. I always find pets do best in their comfort zones anyway and I'm excited to meet them where they are!

Sitter Profile Image: Caitlin G.
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Caitlin G.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
25 years of experience
Pittsburgh, PA, 15205

About: I have been taking care of neighbors, friends, & family pets since I was in middle school. I own two very unique cats, Daemon & Love that i adore & keep me busy sometimes. I love taking dogs or cats on walks. I used to love having my dog go on a run with me, but she has long since passed away. She wasn't the best at some dog commands from training, but she did enjoy getting a treat when she did listen. My work schedule is flexible during the week due to my level. I typically can come anytime in the early morning to about 10am & then evenings after 6pm. If someone is very close by, I can stop over during a lunch break as well around 2pm. I live in a two story condo, so my cats typically have run of my house. I adapt to anyone's preferences & home environment to care for their family fur baby to make sure they are comfortable while someone ia away.

Sitter Profile Image: Karlie T.
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Karlie T.
from
$18
per visit
10 years of experience
Pittsburgh, PA, 15205

About: Hi there, Im Karlie and I offer dependable, loving dog walking and pet-sitting services. As a lifelong dog owner, I’ve always had a natural connection with animals and a passion for caring for them. I currently have a 10yr old Husky-Shepherd mix of my own, so I understand the love, patience, and attention our furry family members deserve. I’m reliable, nurturing, and genuinely love spending time with animals of all kinds. My goal is to make sure your pets feel safe, comfortable, and loved while you’re away or busy. I would love the opportunity to care for your pets as if they were my own! I’m currently working part time as a hairstylist, Im relatively new to Pittsburgh and am slowly rebuilding a clientele. This allows for pockets of free time during the work week as well as some weekdays off so I can be available to check on your pets while you’re working or check in on them during a weekend trip away. I am well versed in pet safety and have plenty of experience in creating a safe and welcoming environment so you and your pet can feel at ease.

Sitter Profile Image: Amaya J.
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Amaya J.
from
$13
per visit
1 year of experience
Homestead, PA, 15120

About: One always wanted to have a dog of my own so taking care of other pets wood help me experience what I’ll need to know annd do when it’s the right time to have my own dog. I work early in the morning, after work I have nothing better to do besides take care of my family and my vehicles. I love to go to the park, travel, and go out to eat. I’m usually in the house in a safe and pleasant neighborhood, if I do go outside I’m either working, walking throughout the trail at our park or grabbing something to eat!. I rest assure everybody in my neighborhood doesn’t see me often only my neighbors. I honestly like it that way, it does protect us from what can possibly happen outside but I’m always protected and protective about everything!

Sitter Profile Image: Amy P.
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Amy P.
from
$25
per visit
5.0 out of 5 stars
• 19 reviews
8 repeat clients
10 years of experience
Wexford, PA, 15090

“Amy was fantastic!! My whole family was heading out of town for a family wedding. I never had to have someone other than family watch my beloved "old man". Amy took great care of Marley. He wasn't at all stressed when I got home! I am sure I'll be booking Amy again! She even brought in my heavy Chewy box!! :)”

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Jacqueline A.
Sitter Profile Image: Sydney D.
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Sydney D.
from
$50
per visit
4.9 out of 5 stars
• 19 reviews
8 repeat clients
10 years of experience
Carrick, Pittsburgh, PA, 15210

“Sydney took great care of our three cats while we were away for two weeks. I was really nervous leaving them behind but they were well taken care of and got comfortable with Sydney pretty quickly. Sydney sent lots of pictures and did a great job keeping us updated. I think the kitty gang would love to have her back anytime!”

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Alexandra Z.
Sitter Profile Image: Katie M.
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Katie M.
from
$15
per visit
12 years of experience
Carnegie, PA, 15106

About: Hi! My name is Katie and I am a recent Pitt alum with a passion for pets! I’ve been taking care of dogs of my own for about 15 years now and love every minute! I’ve also pet sat for family and friends on and off for the past 4 years. To me, pets are apart of our families and deserve the best care possible. I’m here to help care for all of your furry friends like they’re my own: with passion, kindness, and a little fun too :) I have experience caring for puppies, senior dogs, administering medication, and overall dog care! I currently work a full-time, Monday-Friday job. I am available during the week after 6pm for drop by visits and walks. I usually have open availability on the weekends, but please check my availability for updated times and dates! I have three dogs at home, two senior dogs and a younger pup. They all get along with other dogs well, but their will be some initial barking and sniffing when introduced to knew furry friends. I am about 10 minutes away from South Park, which also has a dog park.

Sitter Profile Image: Bryan V.
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Bryan V.
from
$50
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Monroeville, PA, 15146

About: What sets me apart is my personalized approach—treating every pet like my own, with dedicated attention, consistent communication, and a deep understanding of each animal’s unique needs and personality. I work from home all week and have a pretty short working schedule. I have lots of time at home to make sure each pet has the best care they need while the owner is out. Been doing it for so long and it's the best job ever! I have a fenced yard with lots of space, i live in a home in a mixed suburban neighborhood and there's lots of walking space around the block, dog park 5 min away and great space at home (no kids, just my wife)

Sitter Profile Image: Kalyn P.
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Kalyn P.
Star Sitter
from
$35
per visit
4.9 out of 5 stars
• 22 reviews
5 repeat clients
16 years of experience
Pittsburgh, PA, 15234

“Went above and beyond for Makita. Easy to book and make modifications. Thanks for the help, will definitely book again!”

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Jacob A.
Sitter Profile Image: Marchella D.
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Marchella D.
from
$25
per visit
2 years of experience
Sarver, PA, 16055

About: Animals of all kinds have always been drawn to me. for as long as i can remember, i’ve wanted to take care of animals in some fashion. Rover is the perfect way to do that while i’m still in college! I work part time at Getgo on south pike rd, while also going to school full time for Psychology. I’ll be able to spend time with your fur baby after work, after school, and in my free time thursday - saturday. we have two golden retrievers who are the sweetest boys around. we have a front and back yard, neither are fenced in due to their size.

Sitter Profile Image: Tina T.
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Tina T.
from
$50
per visit
5.0 out of 5 stars
• 13 reviews
3 repeat clients
34 years of experience
Sarver, PA, 16055

About: I’ve taken care of dogs since I was 10. I grew up with cats and because we were never allowed to have a dog, I would take care of dogs in the neighborhood. I would dog sit, walk them constantly, and would even bathe them. When I was little, I wanted to be a veterinarian. However the thought of having to put an animal to sleep, kept me from fulfilling that lifelong dream. With two Golden Retrievers of my own Duke 7 years old and Enzo 7 months old who I adore more than life itself, and a cat my life is full. Looking forward to adding more fluffy friends to my life, and maybe even adding some excitement to my dogs life by adding new friends. I currently work full-time, but the majority of my days at work are spent working from home, so my schedule is flexible. The more dogs the merrier ! I will do whatever is necessary to provide the best care when someone else’s baby is in my care. I know what I would want for my dog, so I would treat each animal that is in my care the same way I would treat my own dog with lots of love, treats, walks and playtime!

Sitter Profile Image: Sarah M.
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Sarah M.
from
$30
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
9 years of experience
Southside Flats, Pittsburgh, PA, 15203

About: Thank you for choosing me! My name is Sarah, and I am a second year law student at Duquesne University! I grew up with 4 Pitbulls and had regular dog sitting clients since I was 13 years old. I am truly at my happiest around animals, and I hope you would consider me to take care of yours. With over 9 years of experience caring for both my own pets and clients’ beloved companions, I’ve made pet care my passion. Whether it’s dog walking, jogging, bathing, or simply providing companionship, I ensure pets feel comforted, cared for, and loved in their humans' absence. I also provide photos and multiple updates throughout the day, so you’ll always know how your pet is doing, even when you’re away. Additionally, I’m a great option for last-minute bookings, offering flexibility to accommodate your schedule. I offer complimentary meet and greets, either in person or via FaceTime, to ensure a good fit for both you and your pet. I am a law student at Duquesne University! I will not be in class for more than 4 hours a day, so that will be the maximum time I would be away! For Doggy Day Care: If you are needing care during my class hours, I only live 5 minutes from campus and have more than enough time in between classes to run home and provide care. I am committed to ensuring your dog’s safety, comfort, and happiness at all times. Whether playing outside or relaxing indoors, I’m happy to spend hours engaging with your pet, tailoring activities to their energy levels and preferences. I have experience managing safety concerns such as monitoring dogs who eat too quickly, administering medications, and recognizing signs of stress or discomfort. My goal is to make your dog feel special—like they’re on their own vacation while you’re away. I prioritize their well-being by creating a day filled with play, love, and attention. From games of fetch to calming cuddle time, I ensure every moment is designed to make your pet feel secure and cared for.

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

Dog parents share their Rover experiences - Cheswick

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5.0 out of 5 stars

Sarah is the BEST!!! She always takes the best care of our 4 dogs! They love having her come over and let them out and play with them!!! We have booked Sarah multiple times! She is GREAT!!!!

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

Allison was fantastic and handled my high-energy (very chaotic) dog so well! She did everything I asked her to do and made sure my girl was well taken care of for a drop in visit!

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Arianne W.
Drop-In Visits
5.0 out of 5 stars

Annette and her son took great care of our pups while we were out of town! Sent pictures and little messages updating us everyday! We appreciate them and will be booking them again!

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Kennedy C.
Drop-In Visits
5.0 out of 5 stars

We hired Mary to take care of our 2 Chihuahuas for drop in visits for 3 nights during our wedding. She was great, she was on time and very nice. She left me notes on how they were doing and took pictures and I was able to see they were well taken care of. She was even able to give one of our dogs medication during each visit. I would recommend to anyone looking for a dog sitter.

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Richie H.
Drop-In Visits
5.0 out of 5 stars

Yasmeen was such a great sitter for our dog and cat! This is our first time using her and I will definitely re book! Her updates and photos put us at ease leaving them in her care!

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Jordan R.
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

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
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FAQs for Dog Sitting - Cheswick

Frequently asked questions about Rover

The average cost of Dog Sitting in Cheswick is $12 per visit as of November 2026. Most bookings cost between $0 and $19 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 2,472 sitters on Rover offering Dog Sitting across Cheswick. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

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:

  • 88% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 94% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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