House Sitting Cheswick

Find a loving house sitter to watch over your pets and your home.

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Over 14
pet parents in Cheswick have booked house sitting

Cheswick, Find top rated house sitting

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

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Sitter Profile Image: Tamakia C.
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Tamakia C.
Star Sitter
from
$53
per night
5.0 out of 5 stars
• 22 reviews
4 repeat clients
25 years of experience
Pittsburgh, PA, 15235

“Tamkia was absolutely amazing with my dogs yet again! She went above and beyond and worked with me during the labor day weekend! My dogs love her so much they jumped in her arms when she came through my door. She will be the only dog sitter I get from now on!”

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Mary S.
Sitter Profile Image: Elayna T.
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Elayna T.
from
$44
per night
5.0 out of 5 stars
• 23 reviews
8 repeat clients
12 years of experience
Central Northside, Pittsburgh, PA, 15212

“Elayna was amazing while watching my dog, Moe. She was sure to send me lots of photos and updates and so easy to communicate with. Will be booking again in the future!”

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Angela F.
Sitter Profile Image: Amelia M.
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Amelia M.
from
$60
per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
8 years of experience
Monroeville, PA, 15146

“Amelia took great care of our 2 golden retrievers Honey & Maple, and also left our house clean and cared for while we were away for a week. Would absolutely recommend to other owners in need of a sitter. Thank you again for everything, Amelia!”

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Colby J.
Sitter Profile Image: Leah F.
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Leah F.
from
$30
per night
8 years of experience
Squirrel Hill North, Pittsburgh, PA, 15217

About: I’ve been taking care of friends and families pets for years now. Mostly walking and playing with them, but occasionally administering medication as well. Super detail oriented so happy to follow the needs of your pets! I am currently in grad school once or twice a week at night while working part time. It gives me a lot of flexibility throughout the day to hang with your babies. My kitties are spoiled with lots of toys and trees and scratching posts. Any dog I see will be greeted and played with immediately when permitted by the owner. Truly just want any pet to know they are cared for and valued.

Sitter Profile Image: Maryann G.
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Maryann G.
from
$35
per night
10 years of experience
Brackenridge, PA, 15014

About: I have been working in animal care for the last 10 years between animal shelters and boarding facilities. I can provide references. I love animals of all shapes and sizes, I have experience working with dogs and cats of all temperaments and also have knowledge in administering medications and insulin if needed. I am currently open. I can provide walks, drop ins, baths, nails, transport to and from daycare, whatever is needed! My routine is pretty set once I have a good schedule going! I can follow any instructions left by the client. I am very committed to making sure your pet stays happy and healthy in the time they spend with me.

Sitter Profile Image: Patrick B.
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Patrick B.
from
$28
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
15 years of experience
Pittsburgh, PA, 15221

About: I've cared for dogs since I was young and have handled dogs both large and small. I've cared for cats since 2019, I am newer to them technically, but I love how different they can be. I run my own business, so making my own hours allows me a lot of wiggle room on doing check-ins or rearranging my day to allow for walks. My home is a temple to good vibes and my happy lil buddies (Sprout and Tansy) get along with everyone they've met so far.

Sitter Profile Image: Crystal C.
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Crystal C.
from
$66
per night
5.0 out of 5 stars
• 17 reviews
2 repeat clients
42 years of experience
Brackenridge, PA, 15014

“Crystal was great, we would happily rebook her for any future stays with our dogs! They seemed to love their time with her, and she was very respectful of our home. Consistent communication and updates, handled the small issues that our boys created with ease, and left our home in better condition than we left it.”

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Kaylee F.
Sitter Profile Image: Kaylee K.
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Kaylee K.
from
$75
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
15 years of experience
Central Business District, Pittsburgh, PA, 15222

“We had the absolute best experience with Kaylee as our dog and cat sitter! She took such amazing care of our pets and made being away from home completely stress-free. She sent us tons of pictures and regular updates, which we absolutely loved and really appreciated. It was clear from every update that our pets were happy, comfortable, and getting lots of love and attention. On top of being wonderful with our pets, Kaylee was incredibly respectful of our home. We came back to the house cleaner and neater than we left it, which was such a pleasant surprise! We couldn’t have asked for a better sitter and would 100% book Kaylee again in a heartbeat! We highly recommend her to anyone looking for someone trustworthy, caring, communicative, and responsible to watch their pets and home”

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Victoria R.
Sitter Profile Image: Lyla G.
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Lyla G.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
7 repeat clients
2 years of experience
Oakland, Pittsburgh, PA, 15213

“Lyla went above and beyond for our two dogs (mini poodle and pitbull mix) while we were away for a long weekend. She came to meet them a few days before we left and took them on a walk so they could acclimate to her. She kept us updated with messages and pictures, took them on two walks per day, did tricks with them, and kept them safe and entertained the whole weekend. We'll absolutely be booking with her again!!”

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Brooke C.
Sitter Profile Image: Kalia K.
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Kalia K.
from
$40
per night
5.0 out of 5 stars
• 1 review
5 years of experience
Natrona Heights, PA, 15065

About: I have had dogs for my whole life and so I know that it takes to care for them. I work at a dog boarding facility at the moment and so I also have experience in a professional setting. I am currently working part time, giving me plenty of time to spend with your pups! When I’m not at work I’m at the gym or at home! I have a large yard with plenty of room for your pups to play. I have a bernedoodle who is very sweet and loves to play with other dogs. I take Knawi to the dog park a lot and also on many walks, which I’m happy to bring your puppy as well.

Sitter Profile Image: Sydney M.
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Sydney M.
from
$50
per night
4.9 out of 5 stars
• 60 reviews
23 repeat clients
4 years of experience
Mount Washington, Pittsburgh, PA, 15211

“Sydney did an AMAZING job watching our dogs. We have one reactive dog and there was some tension in our house between dogs, plus two have medical needs. so I was so so nervous to leave them. Sydney followed all my instructions and she even watched for signs of tension, healthy play, etc. Truly above and beyond—she spent a ton of time at my house and I came back to very happy dogs. Would definitely recommend her to folks like me with dogs that require a sitter who pays extra attention and care!”

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Lindsey B.
Sitter Profile Image: Mary "Anna" M.
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Mary "Anna" M.
from
$65
per night
10 years of experience
Oakmont, PA, 15139

About: I grew up around animals—my family owned a pet store, and my grandparents ran a dog grooming business, so animal care has always been a big part of my life. I’m especially experienced with greyhounds and whippets, and I’ve spent a lot of time caring for beagles, German shorthaired pointers, German shepherds, and French bulldogs. I also have hands-on experience with exotic birds, as my family used to rescue them. I have been pet sitting full time for around a year, while I work from my computer. I have a social media marketing business that's pretty flexible. I prioritise safety, routine, and clear communication. I follow your pet’s usual schedule as closely as possible, including feeding, walks, medication, and any training cues. I’m careful to respect boundaries, especially with dogs who are anxious, reactive, or still adjusting. I’m respectful of your home and always leave it clean and tidy. I secure doors and gates, double-check leashes and harnesses before walks, and make sure your pet is safe before leaving. I provide regular updates and photos so you know how things are going. If anything unexpected comes up, I’ll contact you right away and follow your instructions. Your pet’s safety and comfort always come first.

Sitter Profile Image: Jackie M.
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Jackie M.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
10 years of experience
Pittsburgh, PA, 15221

“Jackie did a great job! Showed up early, took great care of my dogs, sent pictures to stay in touch, and was very responsive! I‘ll use her again in the future!”

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Richard S.
Sitter Profile Image: Heather A.
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Heather A.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
8 years of experience
Squirrel Hill South, Pittsburgh, PA, 15217

About: I am a Masters student in Pittsburgh and have lived with cats and dogs for all 23 years of my life. I have cared for senior dogs and cats requiring medication and extra gentle love and care. I have also cared for puppies and kittens over the years. Outside of Rover I often pet sit for family members, neighbors, and friends whenever needed. I understand that your pets are family, and I provide the type of care that I would hope to receive for my own pets I can cover everything from litter-boxes, medications, food, and walks. I also more than happy to care for any pets outside of cats and dogs just reach out and ask if it is not listed in my profile already! Monday’s and Tuesday's I am available before 8AM and after 5PM. W-F, I am available anytime before 3:30 PM and after 9 PM Saturday and Sunday are typically wide open :) I like to leave the place cleaner than when I found it, and will be able to follow any and all care instructions as requested!

Sitter Profile Image: Stephanie J.
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Stephanie J.
from
$40
per night
10 years of experience
Creighton, PA, 15030

About: I have ran an animal rescue for years and have extensive experience caring for both dogs and cats. I can bathe, provide meds, socialize, and give playtime and walks. I will have 3 free days a week and some evenings available to provide services. I can assist with dog walking and socialization for both dogs and cats. I provide feeding and water schedules exactly as the owner prefers for their pet, and provide multiple walks, playtime, and socialization, as well as a variety of toys.

Sitter Profile Image: Kaitlyn C.
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Kaitlyn C.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
22 years of experience
Stanton Heights, Pittsburgh, PA, 15201

“Had previously used Kaitlyn for a drop in for 3 little dogs who have pea sized bladders and require walks every 3 hours. They also don't always agree on routing which is to say they are not necessarily easy to walk. This time, she stayed at our home for 4 days. All went perfectly. Kaitlyn is meticulous about following directions give and is genuinely concerned about providing the same level of care that pups get from their owners. We give Kaitlyn 12 paws up and plan to use her often.”

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Linda H.
Sitter Profile Image: Martin L.
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Martin L.
from
$28
per night
5.0 out of 5 stars
• 2 reviews
55 years of experience
Munhall, PA, 15120

About: Dog owner since 1970. My property has TWO fenced in yards, one in front, and one in back, with a gate in between if needed. Dogs love me and I love them. ❤️ I have an older service dog as well, and am able to help train a dog if needed. I'm semi-retired, so it's rare that your dog would be left alone at all, but if you're dog enjoys being left alone, that's always an option as well. Communication is the key.... feeding times, special needs, etc. I have everything needed to pet sit. My property has TWO fenced in yards, one in front and one in back with a gate in between. My home has whole house ac and vinyl flooring. I have 3 dogs to keep your dog company, or those two seperate fenced yards if requested or needed. I also have crates for dogs that enjoy that den feeling.

Sitter Profile Image: Jessika S.
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Jessika S.
from
$115
per night
5.0 out of 5 stars
• 49 reviews
16 repeat clients
20 years of experience
Pittsburgh, PA, 15137

“Jessika was fantastic with our senior papillon, Ziggy, during a in-home stay over a long weekend. She did a meet and greet before our trip and Ziggy took an instant liking to her. She is excellent with animals. She gave us regular updates, including many pictures and videos (highlighted by a “We are Penn State” cheer). We were able to enjoy our vacation worry free knowing our dog was in great hands with Jessika. Bonus, I think she left the house even cleaner than how we left it for her!”

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Lisa M.
Sitter Profile Image: Melina M.
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Melina M.
from
$50
per night
15 years of experience
Banksville, Pittsburgh, PA, 15220

About: I’ve loved and cared for animals for as long as I can remember. I have experience caring for dogs of different sizes, ages, and personalities, including energetic and reactive dogs. I’m comfortable with walks, feeding, playtime, giving medications, and keeping pets on their normal routines. I understand how important it is to feel comfortable leaving your pet with someone you trust, and I’ll make sure they receive plenty of love, attention, and care while you’re away. I work a regular weekday schedule, so I’m primarily available for pet sitting, walks, and drop-ins in the evenings and on weekends I am available whenever. I’m happy to work with your pet’s routine and schedule and can discuss availability in advance for longer stays or special requests. I prioritize your pet’s safety, comfort, and routine while they’re in my care. I’m happy to follow your instructions for feeding, walks, medications, crates, and other routines. I’ll treat your home with the same respect and care I would my own and will keep you updated while you’re away

Sitter Profile Image: Brianna K.
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Brianna K.
from
$70
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
12 years of experience
Pittsburgh, PA, 15221

“Brianna was prompt. She cared for my 3 dogs in my home. I returned to 3 happy pups and a clean home. I would use her again, great experience.”

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Christine H.
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The median cost per night for house sitting in Cheswick is $50

Pet parents share their Rover experiences - Cheswick

1 / 1
5.0 out of 5 stars

This was our first time away from our puppy and Mary took such good care of him! She made sure he was safe and happy, and we never doubted for a second that he was in good hands!

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Christine T.
House Sitting
5.0 out of 5 stars

Aubra was great with my fur babies and made the whole experience really easy and stress free. She kept me updated with messages and photos, asked thoughtful questions when needed, and was very communicative throughout the stay. My dog can take a little time to warm up, and she was really patient with her, which I appreciated. I felt totally at ease knowing they were in good hands. I’d definitely book Aubra again.

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Stacy R.
House Sitting
5.0 out of 5 stars

George took great care of our two dogs while we were out of town for the week of Christmas. He stayed at our house, sent frequent updates, and was super friendly, and it was clear the dogs really liked him and were well cared for the whole time. We had zero issues and would absolutely use George again.

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Lindsey W.
House Sitting
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How to book house sitting

  1. 1. Search

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Popular requests for house sitting - Cheswick

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Sitters in Cheswick average 4
repeat house sitting clients

FAQs for House Sitting - Cheswick

Frequently asked questions about Rover

The average cost of House Sitting in Cheswick is $23 per night as of October 2026. Most bookings cost between $20 and $33 per night. 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 October 2026, there are 1,408 sitters on Rover offering House Sitting across Cheswick. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Cheswick walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Cheswick maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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!

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 , which provides up to $25,000 in eligible veterinary care reimbursement.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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 .

sitters on Rover set their own , 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.

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

  • 89% of sitters can help with special care needs
  • 95% 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.

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