Dog Boarding Cheswick

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Cheswick, Find top rated dog boarding

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: Coralee G.
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Coralee G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
79 reviews
25 repeat clients
20 years of experience
Verona, PA, 15147

Coralee and her family welcomed Baxter and he loved being there. I was concerned because Baxter has a health issue that he has to get pill 3 times a day and I was worried that he wouldn't take them but Coralee said he took them like a champ. I would highly recommend Coralee

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Colleen P.
Sitter Profile Image: Maria F.
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Maria F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
460 reviews
260 repeat clients
13 years of experience
GIBSONIA, PA, 15044

Our little lady had a great time with Maria. Maria sent us regular updates with pictures of Winnie having fun. It was great to know that Winnie was well taken care of, especially because she had gotten a few stitches right before we left which made us a more anxious leaving her. However, she made a number of new friends and came home a happy puppy.

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David D.
Sitter Profile Image: Jessica P.
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Jessica P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
450 reviews
167 repeat clients
26 years of experience
Monroeville, PA, 15146

We recently added two 1-year-old cats (still very kitten-like) to our family and were very nervous when we recently had to board them for over a week. Thankfully, we found Jessica, who clearly loves and knows how to care for animals. She quickly assessed their very different personalities and provided each what they needed to feel secure and comfortable. Jessica is a treasure!

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Kerry B.
Sitter Profile Image: Augusta W.
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Augusta W.
from
$35
per night
4.9 out of 5 stars
28 reviews
12 repeat clients
9 years of experience
North Versailles, PA, 15137

My booking request was super last minute because my previous arrangements fell through, and Augusta was originally not available but reached back out to me later on to tell me she would be able to if I still needed it which I greatly appreciated! She was great with Bobble and communicated very regularly about how he was doing!

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Julia F.
Sitter Profile Image: Sima W.
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Sima W.
from
$39
per night
5.0 out of 5 stars
4 reviews
1 repeat client
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: Carol K.
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Carol K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
66 reviews
16 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: Lindsay B.
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Lindsay B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
20 years of experience
Pittsburgh, PA, 15237

Lindsay and her family were wonderful and accommodating. They were also very flexible with my pickup time. They and their dog Murphy took great care of Sadie. I will certainly use Lindsay again to take care of Sadie next time I’m in the area. I highly recommend.

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Sonny S.
Sitter Profile Image: Sharon G.
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Sharon G.
from
$45
per night
5.0 out of 5 stars
63 reviews
18 repeat clients
30 years of experience
Pittsburgh, PA, 15221

Sharon was awesome accommodating a last minute boarding for my corgi, Millie! Millie can definitely be a handful, but Sharon was totally unfazed. Millie loved her time here and had so much fun playing with the other dogs. Sharon was so sweet and helpful even when we were running late for pickup. Lots of video and photo updates helped keep me at ease and were beyond adorable. 5 stars and I would definitely book again!!

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

Regina did an amazing job with our dog Barley! Anytime we have gone away Barley was left with family and was very anxious to be with someone she wasn’t familiar with. She was also recently diagnosed with Diabetes is now on a very strict diet and insulin schedule. Regina was able to take great care of barley. She sent us pictures every day, and made barely a member of her family while we were gone! We will certainly use Regina’s services again in the future.

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Jaimie H.
Sitter Profile Image: Beatriz R.
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Beatriz R.
from
$60
per night
5.0 out of 5 stars
34 reviews
6 repeat clients
14 years of experience
Pittsburgh, PA, 15239

Beatriz and her family are wonderful people who truly care about your pets. I was nervous about leaving my two yorkies who have some health issues and require twice daily medications. She took them on without a second thought. She sent me pictures and updates to help me feel at ease. When I came to get them, my dogs were relaxed/very comfortable there. I would recommend her to anyone who needs a pet sitter.

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Michelle F.
Sitter Profile Image: Steve D.
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Steve D.
from
$45
per night
5.0 out of 5 stars
8 reviews
20 years of experience
Monroeville, PA, 15146

Steve was amazing with our dog, Winnie. This was our first trip without her, and without Steve, I definitely would’ve been worrying about her and how she was doing. Instead, we got daily updates showing Winnie living her absolute best life and getting completely spoiled. Honestly, our only concern by the end was whether she’d want to come home. Steve is clearly an animal lover and just a cool person. If you want your dog to have an awesome vacation of their own, book with Steve.

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Danica P.
Sitter Profile Image: Nelia & Brett M.
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Nelia & Brett M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
133 reviews
40 repeat clients
20 years of experience
Brookline, Pittsburgh, PA, 15226

Top tier sitter. Exceeds expectations! Very watchful and kept me updated when my dog was having a potential colitis flare up. Willing to go pick up medication if needed. I always love the attention he gets from their children.

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Debbie P.
Sitter Profile Image: Vivian W.
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Vivian W.
Star Sitter
from
$42
per night
5.0 out of 5 stars
395 reviews
95 repeat clients
33 years of experience
Delmont, PA, 15626

We never had Scout stay in someone’s home before. Vivian’s reviews were outstanding, so we decided to give it a try. She asked us to come over for a visit before boarding. That visit calmed all our worries. Vivian and her family were so attentive to Scout and it was apparent that they were very loving and knowledgeable. When we dropped him off for his “vacation” she quickly escorted him to yard to allow him to get acclimated, while her husband helped us with Scout’s belongings. During the vacation, we received pictures two or three times a day. It was apparent that he was enjoying his stay. I am sure he especially enjoyed the walks and the trips in the car. When we have picked him up from boarding kennels before, he would not leave our side. When we picked him up from Vivian’s, he spent time jumping all over us and then bounced back and forth between her family and our family. It was obvious how much he loved them. We will definitely be scheduling more vacations with Vivian in the future. She and her family have given us peace of mind that we never had with anyone else taking care of Scout. Thank you Vivian and Family!!!! ?

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Joy M.
Sitter Profile Image: Lucas K.
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Lucas K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
3 years of experience
Pittsburgh, PA, 15218

Maple loved her stay! She and Luna became best friends, and I know they tired each other out! Lucas did a great job sending pics every day and letting me know how things were going. Would definitely book again!

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Tori P.
Sitter Profile Image: Victoria K.
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Victoria K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
451 reviews
192 repeat clients
10 years of experience
Knoxville, Pittsburgh, PA, 15210

Victoria was wonderful! Very flexible and accommodating for my last minute request due to my Mom suddenly being in the hospital. She took great care of Meatball and we will certainly use her again in the future. She was very responsive and sent many terrific videos!

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Christi S.
Sitter Profile Image: Annette B.
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Annette B.
from
$28
per night
5.0 out of 5 stars
6 reviews
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: Tyler L.
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Tyler L.
Star Sitter
from
$50
per night
4.9 out of 5 stars
40 reviews
7 repeat clients
5 years of experience
Pittsburgh, PA, 15238

Tyler was great with my dog Riley! She immediately took to his house and yard, as well as Tyler himself. He was flexible in terms of scheduling a meet-and-greet that was kinda last minute and was professional. He also provided plenty of photo updates of Riley throughout the stay. Overall, I would definitely use Tyler again for dog sitting.

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Margaret H.
Sitter Profile Image: Chang K.
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Chang K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
134 reviews
69 repeat clients
13 years of experience
Pittsburgh, PA, 15237

Chang was wonderful!! She was available for a last minute request and took such wonderful care of Birdie. She sent daily photos and was quick to respond. I will definitely be asking Chang for help again! Thank you!!

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Maggie D.
Sitter Profile Image: Emily & Patrick M.
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Emily & Patrick M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
37 reviews
12 repeat clients
9 years of experience
Pittsburgh, PA, 15229

Patrick and Emily were fabulous! Zeke loved it there. They provided pics and updates and took very good care of our puppy while we were away! Highly recommended

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amy r.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$30
per night
5.0 out of 5 stars
7 reviews
1 repeat client
13 years of experience
Southside Slopes, Pittsburgh, PA, 15203

Elizabeth was a great choice to care for my dog Dunkin! She let him make himself right at home in her space and sent consistent pictures and updates allowing me to have great peace of mind while away. Would recommend!

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Abbey S.
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The median cost per night for dog boarding in Cheswick is $46

Dog parents share their Rover experiences - Cheswick

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5.0 out of 5 stars

Annette was amazing with my lab Lucy! I was able to enjoy my trip without any worries which was so nice! HIGHLY recommend her!

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Sara R.
Boarding
5.0 out of 5 stars

Another great boarding with Coralee and her family! Lots of photos and updates. Coralee always checks in with us about time of drop off and pick up. She has been so accommodating and amendable when we’ve wanted to drop our little lady off later or pick up earlier. We have at least one more boarding with her this summer and hopefully another if Coralee’s schedule allows. Again, she’s our go to sitter. Five stars as always

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Ling D.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

Ashley was amazing and took great care of my big boy on his first time being away from family! This was a trial run and I will definitely be using Ashley in the future! She kept me updated and the lines of communication were open. He seemed to enjoy himself watching the wildlife and sitting in the sunroom!

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Danielle S.
Boarding
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Meet local sitters who will treat your dogs like family

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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 July 2026, there are 871 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

88% of Cheswick sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Cheswick landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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.

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.

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