Dog Boarding in Cheswick

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Top rated Cheswick dog boarders

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

Ashley was a fantastic sitter! Our dogs are 4 y/o and 6 mos. old and she handled them without issue. We feel lucky to have found her and we’re sure Ralphie and Seymour would love to see her again!

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Jennie C.
Sitter Profile Image: Maria F.
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Maria F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
453 reviews
257 repeat clients
13 years of experience
GIBSONIA, PA, 15044

Maria and family took incredible care of my young puppy while I was away for several days. They have a lovely home with fenced yard, and are clearly very loving and attentive. I enjoyed all the updates and pictures. Thank you!

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

Coralee is a perfect sitter. She and her family are kind, gentle and tremendous animal lovers. She is intuitive, asks all the right questions, and not only cares about your pet but also you as an owner. She is communicative with her updates and was ready to send a pic of Margot being adorable whenever the moment struck. I cannot wait for Margot's next stay at the Casa de Coralee! ♥️

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Luke R.
Sitter Profile Image: Jessica P.
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Jessica P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
442 reviews
166 repeat clients
26 years of experience
Monroeville, PA, 15146

Jessica did an amazing job taking care of our fur babies - Enzo & Echo! She sent us picture/video updates throughout their stay & they looked like they had a blast! She was very communicative with us about how they were doing. Definitely will let her watch the doggies again! :)

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Jasmine N.
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
4 repeat clients
20 years of experience
Pittsburgh, PA, 15237

Couldn’t be more complementary about Lindsay and her family other than to say that they made Rusty feel like another part of their family. They welcomed him with open arms knowing he had counter surfing issues and separation anxiety. From the photos she sent, it is evident that Rusty enjoyed his stay.

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Kathy B.
Sitter Profile Image: Natasha G.
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Natasha G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
80 reviews
28 repeat clients
8 years of experience
Verona, PA, 15147

I cannot appropriately express how much we love Natasha. We never left our dog with someone before, so we were initially nervous. I visited/looked at multiple dog kennel facilities and never felt comfortable leaving my dog in any of them. After our meet & greet, we believed Natasha would be a good fit. Natasha provided updates and photos, and it was clear our high-anxiety pup was settled in and comfortable. Natasha was patient and understanding (HIGH anxiety pup) and so kind to both us and our dog. I would recommend her to anyone.

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Lauren T.
Sitter Profile Image: Sharon G.
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Sharon G.
from
$45
per night
5.0 out of 5 stars
59 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: Richard T.
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Richard T.
Star Sitter
from
$38
per night
5.0 out of 5 stars
218 reviews
88 repeat clients
40 years of experience
Elliott, Pittsburgh, PA, 15220

Obe always has fun on his stays with Richard. A very big plus that obe doesn’t come back muddy and smelly! Very professional and quick responses.

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Alex W.
Sitter Profile Image: Sima W.
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Sima W.
from
$39
per night
5.0 out of 5 stars
3 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: Victoria K.
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Victoria K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
447 reviews
187 repeat clients
10 years of experience
Knoxville, Pittsburgh, PA, 15210

Victoria took our little pup with almost no notice and saved our weekend. She kept us up to date on how he was doing the entire time and had him all ready to go when I arrived to pick him up even though I ended up coming earlier. We will definitely be using her again and would recommend her to anyone in need of dog boarding services! Thanks Victoria!

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George B.
Sitter Profile Image: Carol K.
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Carol K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
62 reviews
15 repeat clients
35 years of experience
Monroeville, PA, 15146

Carol was awesome with our pug Nora! She sent pics and updates which are so nice to receive when you’re away from your baby! Highly recommend!

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Heather D.
Sitter Profile Image: Annette B.
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Annette B.
from
$28
per night
5.0 out of 5 stars
4 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: Laura P.
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Laura P.
from
$45
per night
5.0 out of 5 stars
7 reviews
2 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: Vivian W.
Verified Background Check
Vivian W.
Star Sitter
from
$42
per night
5.0 out of 5 stars
393 reviews
93 repeat clients
33 years of experience
Delmont, PA, 15626

Vivian loves dogs! Our Daisy had a wonderful time staying with her. Vivian's whole family was loving on our dog and even slept on the bed with them. I received 4-5 pictures every day of Daisy from Vivian. Vivian was quick to respond to my texts and we set up a meet and greet very quickly. Once I met Vivian I knew she would be great. Thank you Vivian for loving and taking such good care of our dog and I would definitely hire you again to watch our Daisy.

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Becky S.
Sitter Profile Image: Melissa M.
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Melissa M.
from
$42
per night
5.0 out of 5 stars
20 reviews
12 repeat clients
12 years of experience
Irwin, PA, 15642

Loved that Melissa sent updates and pics everyday. Helped me to feel confident that he was receiving excellent care. He seemed like he enjoyed his "vacation" with his pals. Will definitely use her again.

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Ellen P.
Sitter Profile Image: Augusta W.
Verified Background Check
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: 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

Emily and Patrick and of course Eli were wonderful with my little guy! So warm and welcoming during the meet and greet and very easy going with lots of picture and video updates! I felt at ease knowing my pup was loved on and cared for while I was out of town and would highly recommend them for anyone in need of a dog sitter.

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Bree T.
Sitter Profile Image: Samantha s.
Verified Enhanced Background Check
Samantha s.
Star Sitter
from
$45
per night
5.0 out of 5 stars
72 reviews
34 repeat clients
25 years of experience
pittsburgh, PA, 15216

My two cavapoos had the best time and Samantha was very responsive with updates to ease my anxiety about leaving them for so long! I would highly recommended trusting her with your fur babies!

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Kat M.
Sitter Profile Image: Beatriz R.
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Beatriz R.
from
$60
per night
5.0 out of 5 stars
32 reviews
6 repeat clients
14 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: Alex A.
Verified Enhanced Background Check
Alex A.
from
$40
per night
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Natrona Heights, PA, 15065

Alex is a fantastic sitter. She sent me lots of photos of Hank during my trip, and when circumstances held me up for an extra day, she was willing to extend the booking. I can feel confident leaving Hank with her, knowing that he will be in good hands, and I highly recommend Alex to any pet parent.

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Justin P.
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Over 40
pet parents in Cheswick have booked dog boarding

Cheswick dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Coralee is our go to sitter. She always takes good care of our little lady. We always get lots of pictures and updates which we appreciate very much. We have a few more boardings with her this summer and know that our dog is in good hands with her and her family.

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Ling D.
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
5.0 out of 5 stars

Once again, Natasha and fam provided a safe, loving space for our Rottweiler Cricket. Natasha was proactive in her communication for drop off and pickup - which is always a breeze, and reached out to give updates on how Cricket was doing. Natasha is always very kind and understanding with us and Cricket, which goes a long way when juggling hectic, complex schedules and needs. We notice that Natasha gives the same care and attention to all the dogs in her care. It helps us feel reassured to know that Cricket will get everything she needs and all the love whenever she stays with Natasha and her family.

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Matthew J.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

Justin is the best dog sitter and his dog Kendall is a sweetheart! My dog Ravioli had a grand old time staying with them for almost two weeks. Justin is a huge dog lover and knowledgeable about dog behavior too. He sent us frequent update pics and was so helpful even picking up meds for Ravi. I would definitely recommend him and would ask him to watch Ravi again.

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Jean O.
Boarding
5.0 out of 5 stars

Mailey was very sweet and met up with Rigby with one of her dogs before his stay to make sure he would be comfortable. Her house has a fully fenced in yard and porch which made me feel very comfortable. Rigby had a great time and she sent lots of updates and photos/videos.

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Kelly S.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Cheswick is $45

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

Sitters in Cheswick average 12
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Cheswick is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Cheswick dog boarding rates can be found as low as $28 to as high as $52 per night.

If you’re searching for a Cheswick dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 857 sitters provided dog boarding in Cheswick. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Cheswick dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Cheswick have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Cheswick.

Rover makes it easy to find Cheswick dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 857 dog boarding sitters in Cheswick on Rover, so you’re sure to find the perfect match for your dog! In Cheswick, 89% of sitters offer daily exercise, 96% offer medication administration, and 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.