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
• 37 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: Annette B.
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Annette B.
from
$28
per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
50 years of experience
Verona, PA, 15147

“Annette was lovely and caring to both Gustavo and me. Delays in flights meant I was 7 hours late in getting to Gus. Annette graciously dealt with this inconvenience. She was always quick to respond to communications. Most importantly, Gus clearly felt at home and welcomed from the minute she greeted him. When I picked him up, he was clearly comfortable with Annette. Thank you.”

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Peter Z.
Sitter Profile Image: Deanna C.
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Deanna C.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 26 reviews
7 repeat clients
20 years of experience
Carrick, Pittsburgh, PA, 15210

“Deanna was great and able to work with my 60-pound deaf puppy, and Maxwell loved having fellow dog friends to spend time with. Came back absolutely tuckered out.”

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Genevieve T.
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 her family were great! We had absolutely no worries leaving our dog with them for the weekend. Mary sent updates and pictures throughout the weekend, keeping us posted on how great it was going! Definitely going to rebook!”

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

“Carol and her whole crew of pups are wonderful! She took to my two pups like they were her own! We could relax on our vacation knowing they were in the best hands. Thank you!!”

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Laura K.
Sitter Profile Image: Lindsay L.
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Lindsay L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 61 reviews
16 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: Sima W.
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Sima W.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
25 years of experience
Highland Park, Pittsburgh, PA, 15206

“Our schedule was erratic and included my mistake in scheduling. Sima and her family were gracious hosts and worked with our schedule. I received updates on how our doggo was doing everyday. It has been a pleasure working with them, I would definitely consider them next time we are in town.”

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Joel T.
Sitter Profile Image: Breanna S.
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Breanna S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 33 reviews
3 repeat clients
15 years of experience
Shadyside, Pittsburgh, PA, 15232

“Breanna was absolutely lovely! Zinnia had gotten sick on the way to their home and Breanna was still okay with watching over her! She kept me updated the entire time I was gone, sent lots of pictures, and followed my instructions to a tee (including the extra ones I added last minute to help Zinnia feel better)! Zinnia got used to her very quick and had a wonderful time playing, lounging, and going for walks together!”

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Kass E.
Sitter Profile Image: Victoria K.
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Victoria K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 479 reviews
199 repeat clients
10 years of experience
Knoxville, Pittsburgh, PA, 15210

“Victoria has watched my 5 year old GSD many times and I’m always impressed by her level of care, responsiveness, and communication. She sends video updates multiple times per day- and as an added bonus Luna has a blast playing with the other dogs.”

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Matt S.
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

“Cathy enjoyed her stay at Alis place :) it was very clean and they were understanding and patient with Cathy and her quirks as she got settled on”

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Alex C.
Sitter Profile Image: Audrey M.
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Audrey M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 50 reviews
13 repeat clients
20 years of experience
Mount Washington, Pittsburgh, PA, 15211

“Audrey took such good care of our frenchie Louie!! Daily updates, photos, and videos. She took him out on lots of walks and treated him as her own!”

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Carlee N.
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 169 reviews
92 repeat clients
30 years of experience
Gibsonia, PA, 15044

“Stacey was great with our puppy Wally! It was nice to have someone so nice and welcoming take care of Wally while I was away for the weekend.”

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David F.
Sitter Profile Image: Laura P.
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Laura P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
16 years of experience
Allison Park, PA, 15101

“Laura and her husband's love for dogs shines through in everything they do. They truly treated my dog as if it was their own. My pup had a minor medical issue (nothing to do with their care) and they made sure he got prompt care and expertly administered his medication. I loved the frequent photo and video updates. They rival some of the professional photos I've had taken! Will use again!”

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Krystle S.
Sitter Profile Image: Adrienne M.
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Adrienne M.
Star Sitter
from
$69
per night
5.0 out of 5 stars
• 101 reviews
41 repeat clients
17 years of experience
Central Lawrenceville, Pittsburgh, PA, 15201

“Athena was very happy when I picked her up, It was like she was on vacation while I was gone. I will definitely be having Adrienne watch Athena again.”

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Alex T.
Sitter Profile Image: Laquita J.
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Laquita J.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
3 years of experience
Monroeville, PA, 15146

“Kita was extremely amazing! She handled our busy hyperactive puppy with love and care. I really appreciated her keeping me updated with pictures and messages! She even took my puppy to the dog park which was an awesome unexpected bonus! I would definitely recommend her services!! 🐶💜”

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Malaysia D.
Sitter Profile Image: Natasha G.
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Natasha G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 86 reviews
29 repeat clients
9 years of experience
fox chapel, PA, 15238

“Natasha was great with our pup! She was very communicative while we were away, sending updates and pics throughout our trip. Since we were so in the loop we were confident that our boy was having a great time - he didn't want to leave at pick up!”

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Alana F.
Sitter Profile Image: Daniel L.
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Daniel L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
6 years of experience
Pittsburgh, PA, 15221

“Daniel did an amazing job caring for our little Maltese, Bella. He was very communicative and sent a lot of updates and photos. I would highly recommend him!”

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

“We had an awesome experience with Gary! I recommended him to all my doggo friends. we will defiantly be going back again, my boys loved the experience!”

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Justin M.
Sitter Profile Image: Cheryl C.
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Cheryl C.
from
$60
per night
5.0 out of 5 stars
• 28 reviews
14 repeat clients
30 years of experience
Wexford, PA, 15090

“Cheryl is impossibly lovely. Our dog is a nervous boarder - he often struggles the first few days. But he didn't spend a single night in his crate while in Cheryl's care. She was super flexible with the start and end time of our stay and clearly gave our pupper a second home while we were away. We couldn't ask for a better experience.”

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trentsage
Sitter Profile Image: Paul J.
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Paul J.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
12 years of experience
Arlington, Pittsburgh, PA, 15210

“Sadie was with Paul for 9 days. She was well taken care of. Paul is very conscientious and kind. Sent photos regularly. Responded quickly to any correspondence we sent. I would highly recommend his services.”

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Denise W.
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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

Annette and her son Thomas gave Izzy all the love! It is wonderful to have a sitter that I know will give Izzy her best time when she is away from home, maybe even better than home!

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Janet B.
Boarding
5.0 out of 5 stars

Our dog was so spoiled and loved with Coralee and family. We trust Coralee to make the right judgements and calls when it comes to our pup and she always comes back so happy and exhausted from lots of cuddles and play time. Thanks again to Coralee for loving our dog and taking such good care of her!

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Ling P.
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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Popular requests for dog boarding - Cheswick

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Sitters in Cheswick average 13
repeat dog boarding clients

FAQs for Dog Boarding - Cheswick

Frequently asked questions about Rover

As of October 2026, there are 858 sitters on Rover offering Dog Boarding across Cheswick. Enter your ZIP code to see which available sitters are closest to your home.

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, 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.

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

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 , 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 .

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.

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