Dog Boarding Cheswick

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Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 38 reviews
9 repeat clients
20 years of experience
New Kensington, PA, 15068

“Ashley was an awesome pet sitter for my two dogs. She gave us daily updates with messages, photos, and videos. The dogs had a truly wonderful time with her. It was a huge comfort to know they were being cared for so well while we were traveling.”

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Laura S.
Sitter Profile Image: Carol K.
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Carol K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 78 reviews
19 repeat clients
35 years of experience
Monroeville, PA, 15146

“Carol took great care of our puppy, Max, for about a week while we were on vacation. She was wonderful! Max seemed so happy in all the videos and pictures Carol shared. I think Max actually misses being there and having more friends to play with! Carol is easy to communicate with and was very flexible and accommodating.”

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Jolene Z.
Sitter Profile Image: Andrew L.
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Andrew L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 39 reviews
13 repeat clients
5 years of experience
Murrysville, PA, 15668

“Our mini golden doodle loved spending the weekend with her new friends! Highly recommend! Received pics and videos the whole time! We will definitely be booking again! Thank guys for everything! 🥰”

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Kristie R.
Sitter Profile Image: Keqi H.
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Keqi H.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
5 years of experience
Shadyside, Pittsburgh, PA, 15232

“Excellent pet watcher!! I highly recommend. They were very responsive, and flexible. My cat T-square had a blast at there place. He was loved, groomed, and cared for, as if he was with me! ❤️”

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Vivian Y.
Sitter Profile Image: Lindsay L.
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Lindsay L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 64 reviews
17 repeat clients
11 years of experience
Trafford, PA, 15085

“My pup spent a week with Lindsay and her family and I couldn’t be happier with how attentive she was to my dog’s needs through the entire process. She provided many updates so that I knew my pup was happy and enjoying himself. I can tell that my furball will be so happy to go back!”

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Michael Z.
Sitter Profile Image: Regina K.
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Regina K.
from
$50
per night
5.0 out of 5 stars
• 51 reviews
14 repeat clients
40 years of experience
Verona, PA, 15147

“Regina was excellent. She kept me informed of what my dogs were doing and sent photos often. She even gave them baths before I picked them up. She was very supportive and helpful.”

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Amy I.
Sitter Profile Image: Lucas K.
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Lucas K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 56 reviews
18 repeat clients
3 years of experience
Pittsburgh, PA, 15218

“My dog Thusnelda had a great stay with Lucas and his family. Their lovely home has plenty of space for running around and play. And their dog is also very sweet. Thanks, Lucas!”

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Jennifer W.
Sitter Profile Image: Sarah B.
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Sarah B.
from
$42
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
23 years of experience
Pittsburgh, PA, 15209

“Our pup, 3.5yr old had the best week vacation with Sarah and her family. All photos shared showed Chloe enjoying loads of love and stimulation. She came home happy & her usual self. Sarah was great to connect with regarding drop off & pick up times. Very friendly and professional and I could tell she incorporated Chloe into her household, taking her on errands, etc. I will definitely keep her in mind for our next trip. Thanks so much!”

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Heather M.
Sitter Profile Image: Victoria K.
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Victoria K.
from
$40
per night
5.0 out of 5 stars
• 482 reviews
204 repeat clients
10 years of experience
Knoxville, Pittsburgh, PA, 15210

“I am so happy we found Victoria! We just welcomed a new puppy and needed to focus on her for a few days, and we left our oldest dog, Koda, with her, certain that he would have a great time and be very well taken care of, as always. Koda is a shy dog around people he doesn't know, but he quickly felt comfortable with her and even wagged his tail to her! He never does that to anyone but us! The communication with her is also great, she sends videos and pictures with updates everyday. I have a hard time trusting people with my baby, but I feel at ease leaving him there. Thank you for everything you do, Victoria! :)”

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Mariana M.
Sitter Profile Image: Beatriz R.
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Beatriz R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 36 reviews
8 repeat clients
15 years of experience
Pittsburgh, PA, 15239

“Beatriz always does an amazing job! She is so sweet and caring and my dog is always so happy when I come pick her up. I can tell she takes amazing care of the dogs in her care and my dog has even started getting excited when we pull up to her house. She is so responsive and always sends the cutest pictures and videos of my dog while I’m gone! She’s truly the best and I highly recommend her to anyone looking for a sitter, she will treat your pet like her own!”

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Alpha S.
Sitter Profile Image: Mary &.
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Mary &.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 50 reviews
18 repeat clients
15 years of experience
Pittsburgh, PA, 15237

“Mary and the fam were great! Did a little 1 day 1 night stay for our first visit in preparation for a longer weekend, and they treated Oakley wonderfully. He also had a great time playing with everyone can’t wait to get back!”

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Mauro G.
Sitter Profile Image: Natasha G.
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Natasha G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 88 reviews
30 repeat clients
9 years of experience
Pittsburgh, PA, 15238

“Natasha was so good to our dog. He was walked daily and loved playing with her kids and her dog. I think he might of had as much fun as we did on our trip! I was nervous about using Rover for first time, but we wouleld definitely use Natasha again. She really took such good care of him and sent so many cute updates, it was fun to see the adventure he was having while we were away.”

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Jen P.
Sitter Profile Image: Adisyn M.
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Adisyn M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 43 reviews
4 repeat clients
21 years of experience
Pittsburgh, PA, 15218

“Adisyn was great. She has some animals of her own and they are very friendly. She sent me pictures of my pup throughout the evening. My pup seemed to have a great time. Would recommend!”

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Ryan A.
Sitter Profile Image: Adrienne M.
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Adrienne M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 101 reviews
41 repeat clients
17 years of experience
Central Lawrenceville, Pittsburgh, PA, 15201

“Adrienne is absolutely amazing. She definitely knows how to handle your precious furry family members and gives full attention to parent and fur-kid. The daily pictures of activities kept me entertained but also confident in quality of care. I will be coming back for sure...”

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Bob B.
Sitter Profile Image: Gary K.
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Gary K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 211 reviews
73 repeat clients
35 years of experience
White Oak, PA, 15131

“We've used Gary twice now and HIGHLY recommend booking with him!! Our pup loves going to his house and playing with his dogs. Always prompt on responses, has plenty of yard space for the dogs, and very caring! Checks in and sends pictures while you're away which is nice :)”

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Nicole G.
Sitter Profile Image: Jeremy Z.
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Jeremy Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 31 reviews
8 repeat clients
40 years of experience
Castle Shannon, PA, 15234

“Wonderful experience with Jeremy and his wife! We were so grateful to find them on short notice, and they took wonderful care of our pup. I think she was almost sad to leave she had so much fun! We will be calling them again 💗”

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Tristan S.
Sitter Profile Image: Alysia D.
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Alysia D.
from
$40
per night
5.0 out of 5 stars
• 1 review
30 years of experience
Monroeville, PA, 15146

“Alysia is, without a doubt, the most spectacular human being I have ever encountered—and I’m not just saying that because she’s my best friend and knows all my secrets. She routinely defies the laws of time and space to go above and beyond for people, casually pulling off miracles even when her own schedule is a chaotic mess. Most importantly, she loves my fur babies like they are her own biological offspring, which means she is officially the favorite aunt. Whenever life decides to throw a curveball, Alysia is already there, cape on, stepping in to make sure absolutely everything is under control. 11/10 stars, highly recommend this human.”

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Courtney C.
Sitter Profile Image: Ali S.
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Ali S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 25 reviews
13 repeat clients
20 years of experience
Point Breeze North, Pittsburgh, PA, 15208

“10/10 Ali is amazing! She sent me updates and pics to let me know that my lil love bug was happy and having a great time. Thank you so much!!”

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Jules S.
Sitter Profile Image: Sarah O.
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Sarah O.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 15 reviews
7 repeat clients
15 years of experience
Oakmont, PA, 15139

“Amazing! Sarah is caring and extremely attentive to detail. Our pup had a great time staying with her.”

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Preston H.
Sitter Profile Image: Brittany U.
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Brittany U.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
21 years of experience
Pittsburgh, PA, 15202

About: I am an animal lover and I have always had pets. The past few years I have been saving lives and fostering with One By One Reacue! I am currently on a foster break since I have 4 dogs of my own but help run the rescue in other ways. I am lucky enough to work from home and be with my pets all day. They stay in the general area I am when I work. Since I have 4 dogs of my own, I would like to provide boarding at my house. I am in a town house and I have movable metal fencing for my dogs. I never leave them outside alone. When I do have to run to the store or have plans for the day (usually no more than 8 hours) I have a furbo that I check in on them throughout the day. I also gate off my stairs so no one can use them (or fall down, I had a blind dog and watch one) when I am not there.

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The median cost per night for dog boarding in Cheswick is $48

Dog parents share their Rover experiences - Cheswick

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5.0 out of 5 stars

Thanks for taking such good care of my Lulu girl. Such a weight off my shoulders to know she's in good hands.

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Nicole L.
Boarding
5.0 out of 5 stars

Coralee always does such an amazing job! She's excellent about coordinating, sending updates, and returning a happy and played out pup!

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Maddie K.
Boarding
5.0 out of 5 stars

Ashely is great! It’s such a relief to be able to go away and know our Ebby is in good hands! Thank you so much for always taking such good care of her!

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Emma C.
Boarding
5.0 out of 5 stars

Truly our dogs are our fur children and leaving them with anyone causes hesitation and Rafael understood that concern. Rafael and his family were absolutely amazing with Giotto. Photographs and updates were sent. The response time for any questions I had was immediate. The transition home was almost painless - it was almost like Giotto had found a second home. I will be using him again for both short- and long-term visits.

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Lisa C.
Boarding
5.0 out of 5 stars

Amazing! Sarah is caring and extremely attentive to detail. Our pup had a great time staying with her.

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Preston H.
Boarding
5.0 out of 5 stars

Sarah did a wonderful job watching my dog remmy! Would definitely book with her again. He was with her for two nights and had a great time and came home happy as can be. Really good communication while he was with her as well sending pics throughout the day. Would recommend!

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Stephanie L.
Boarding
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  • 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?

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  • Reservation protection

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

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

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

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

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Popular requests for dog boarding - Cheswick

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Cheswick average 12
repeat dog boarding clients

FAQs for Dog Boarding - Cheswick

Frequently asked questions about Rover

As of November 2026, there are 862 sitters on Rover offering Dog Boarding across Cheswick. Enter your ZIP code to see which available sitters are closest to your home.

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.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

94% of sitters in Cheswick can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Cheswick home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Cheswick.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

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
  • 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.

You and your Cheswick sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

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.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in PA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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