Dog Boarding Pickering

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Over 320
pet parents in Pickering have booked dog boarding

Pickering, Find top rated dog boarding

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Maria O.
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Maria O.
Star Sitter
$67
total per night
5.0 out of 5 stars
11 reviews
9 repeat clients
7 years of experience
Ajax, ON, L1S

Maria is wonderful! She watched our dog for 5 days while we were away and sent many pictures and updates. Mipha came home happy and pooped! We are very grateful to have found someone so close by who can take such wonderful care of our dog!

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Kat M.
Sitter Profile Image: Xintian H.
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Xintian H.
Star Sitter
$54
total per night
4.9 out of 5 stars
60 reviews
21 repeat clients
5 years of experience
Markham, ON, L3P

My puppy Skylar had a great time with Xintian! She sent me lots of photos of her playing and going on walks! Will definitely book with her again😊

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Sai B.
Sitter Profile Image: Kumudini S.
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Kumudini S.
Star Sitter
$45
total per night
5.0 out of 5 stars
45 reviews
19 repeat clients
5 years of experience
Ajax, ON, L1Z

So communicative during my dogs stay with updates, can’t recommend enough. My dog can be stubborn with feeding when I’m not around and he was absolutely fine and super comfortable!

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Larissa L.
Sitter Profile Image: Jeff P.
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Jeff P.
Star Sitter
$54
total per night
5.0 out of 5 stars
58 reviews
26 repeat clients
20 years of experience
Pickering, ON, L1V

I can’t recommend Jeff enough! He was attentive, responsible, and clearly loves dogs. Luke was happy, well cared for, and relaxed when I returned. Jeff kept me updated and followed all instructions perfectly. Will 100% book again.

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Vikrant D.
Sitter Profile Image: Vanessa F.
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Vanessa F.
$56
total per night
5.0 out of 5 stars
12 reviews
7 repeat clients
16 years of experience
Ajax, ON, L1T

Can’t say enough great things about Vanessa and her family. From the second we met them I was at ease with leaving Odin with them. When Odin met her dog Leo, they became the best of friends. They treated Odin like thier own and made sure he was safe and had the best time.

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Aaron B.
Sitter Profile Image: Natalie & Daniel B.
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Natalie & Daniel B.
Star Sitter
$75
total per night
5.0 out of 5 stars
58 reviews
18 repeat clients
20 years of experience
Whitby, ON, L1P

We would highly recommend Natalie and Dan and their family. They loved and cared for our fur baby like he was their own. We got lots of updates throughout the week which we greatly appreciated. They put our mind at ease.

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Michelle T.
Sitter Profile Image: Monique M.
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Monique M.
Star Sitter
$62
total per night
5.0 out of 5 stars
16 reviews
3 repeat clients
10 years of experience
Whitby, ON, L1R

We couldn’t have asked for a better family to look after Diesel than Monique and her wonderful family. From the moment we left him, we felt completely at ease knowing he was in such caring and loving hands. Monique went above and beyond to make sure Diesel was comfortable, happy, and well taken care of. It was clear he wasn’t just being “looked after” — he was treated like part of their family. We especially appreciated the updates and the genuine affection they showed him. When we picked him up, it was obvious he had been loved and cared for so well. A special thank you to her son as well, who formed such a sweet bond with Diesel. We are incredibly grateful and would highly recommend Monique and her family to anyone looking for trustworthy, kind, and attentive pet care. Thank you again for everything ❤️

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Uyomi K.
Sitter Profile Image: Stacey L.
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Stacey L.
Star Sitter
$67
total per night
5.0 out of 5 stars
34 reviews
10 repeat clients
15 years of experience
Ajax, ON, L1S

Don't like leaving Maxy, but after a few visits with Stacey especially for the past 8 nights, I find him to be well looked after and doesn't seem bothered about being left in Staceys good hands. I got regular updates and photos which is very reassuring. Tks Stacey

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Gayle A.
Sitter Profile Image: Mahan M.
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Mahan M.
Star Sitter
$55
total per night
5.0 out of 5 stars
42 reviews
13 repeat clients
10 years of experience
Whitby, ON, L1M

Mahan took such great care of our girl, Twix, this weekend. It gave us real peace of mind knowing Twix was in such good hands. You can tell Mahan genuinely cares — we came home to a happy, well-looked-after doggy. Would absolutely recommend and will definitely book again!

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Tammy G.
Sitter Profile Image: Alexa & Andrew T.
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Alexa & Andrew T.
$65
total per night
5.0 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Pickering, ON, L0H

Andrew and Alexa went beyond and above taking care of Charlie. Our baby is very challenging due to past experiences and high energy level that Charlie needs effective and efficient strategies to make his day fun and not boring. Alexa and Andrew did incredible care for our baby that when he gets home after our 6-days vacation, Charlie became calm and compliant with directions during walks and when playing indoors. In my own perspective, their passion and discipline strategies with dogs will make them qualified dog trainers. If there is an award for best dog caretakers, I will vote for them. Now, we can book our vacation without worrying who will take care of Charlie. Thank you Alexa and Andrew for the excellent service.

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edz m.
Sitter Profile Image: Lori E.
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Lori E.
Star Sitter
$56
total per night
5.0 out of 5 stars
34 reviews
8 repeat clients
50 years of experience
Pickering, ON, L1X

Bruno had a wonderful stay with Lori. She took amazing care of him, kept sending pictures and videos and updates of Bruno. Hes back home but clearly sad and I can see that he’s missing Lori and the wonderful time that he had with her 😊

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Noor A.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
$69
total per night
5.0 out of 5 stars
27 reviews
8 repeat clients
35 years of experience
Ajax, ON, L1Z

Piper had a great first visit with Jessica and her family. She fit right in. She can be a very nervous pup but seemed relaxed and fit in right away. She loved having kids to play with just like home and going for lots of walks. She can’t wait to visit again!!!

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Sierra D.
Sitter Profile Image: Tian Qiao & Linjin C.
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Tian Qiao & Linjin C.
Star Sitter
$50
total per night
5.0 out of 5 stars
39 reviews
10 repeat clients
1 year of experience
Markham, ON, L6B

Very accommodating and nice hosts for our german shepherd 🐕. He is not the easiest dog to look after but they could make a good connection with him. Our fog will sure love to stay with them again. 🐾

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Reza M.
Sitter Profile Image: Elizabeth R.
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Elizabeth R.
$56
total per night
20 years of experience
Ajax, ON, L1T

About: Dogs and cats are naturally drawn to me, I have a very calm disposition and I am always down for a snuggle or a heavy duty play session! I currently work part time from 11-1 every day at an elementary school, but any time before or after that, I am available! On weekends I have full time availability! I have a nice two story space that I am happy to house any animal in. It’s extremely cat and dog friendly, and while I don’t have a yard, I live a 15 second walk from the Duffins Creek Trail in Ajax, where I am happy to walk your dog for as long as you desire!

Sitter Profile Image: Hayley M.
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Hayley M.
Star Sitter
$67
total per night
5.0 out of 5 stars
73 reviews
12 repeat clients
10 years of experience
Ajax, ON, L1S

Hayley took such great care of Ella while we were away. She updated us daily with pictures and comments. She was very caring and loving towards my dog. Her and Jake kept Ella happy and entertained and even took her for an outing to the waterfront! I look forward to using Hayley again and would highly recommend her :)

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Brenda B.
Sitter Profile Image: Honeylyn P.
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Honeylyn P.
Star Sitter
$67
total per night
5.0 out of 5 stars
13 reviews
6 repeat clients
15 years of experience
Ajax, ON, L1S

Honeylyn did an amazing job with my fur baby. I left my bichon frise overnight and felt like I never left Cloud at all since she sent me loads of pictures and a video. My Cloud loves her and her beautiful daughters. Will definitely come back and refer to my friends.

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Rose S.
Sitter Profile Image: Al C.
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Al C.
$62
total per night
4.9 out of 5 stars
67 reviews
38 repeat clients
4 years of experience
Pickering, ON, L1V

Copper loved his stay with Al and his family. I know when I picked Copper up that he was well cared for and was made part of the family. I will certainly be asking Al to look after Copper the next time my wife and I travel.

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Brian G.
Sitter Profile Image: Norma & Bill M.
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Norma & Bill M.
Star Sitter
$42
total per night
4.9 out of 5 stars
42 reviews
23 repeat clients
30 years of experience
Whitby, ON, L1N

I recently boarded my little girl here for the first time, and I couldn’t be happier with the experience. Bill & Norma were incredibly kind and patient, especially knowing how nervous I was about leaving her. My girl is a long-haired Yorkie and needs a bit of extra care, and they handled her perfectly. They made sure her coat stayed clean, and treated her with so much gentleness. When I picked her up, she was happy, relaxed, and clearly well cared for. Their understanding, communication, and genuine love for the dogs in their care made all the difference. I’m so grateful for the wonderful treatment she received, and I wouldn’t hesitate to bring her back again. Highly recommend!

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Christine D.
Sitter Profile Image: Lauren P.
Verified Background Check
Lauren P.
Star Sitter
$62
total per night
5.0 out of 5 stars
16 reviews
5 repeat clients
15 years of experience
Whitby, ON, L1N

Lauren has been very accommodating with our needs. We left Teddy our medium size cockapoo 3 years old for 6 nights with her. She took very good care of him and he came back very happy. Thanks Lauren😊

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ankit c.
Sitter Profile Image: Shirley B.
Verified Enhanced Background Check
Shirley B.
Star Sitter
$69
total per night
5.0 out of 5 stars
54 reviews
16 repeat clients
20 years of experience
Stouffville, ON, L4A

Shirley is very patient, kind and experienced. My anxious boy bonded with her instantly. I was surprised. I highly recommend Shirley! Thank you so much

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Melissa M.
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The median cost per night for dog boarding in Pickering is $50

Dog parents share their Rover experiences - Pickering

1 / 1
5.0 out of 5 stars

Andrew and Alexa were great hosts for Gus. Gus seemed to have a great time with Bruno their sweet pup! We will definitely book with them again. Thank you for taking care of our baby!

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hannah j.
Boarding
5.0 out of 5 stars

We are very happy with the loving care provided by Alexa and Andrew to our fur baby Rex. Our pet dog was very well taken care of while we were away for a weekend attending a funeral. Both Alexa and Andrew were amazing with rex and we will gladly use them again and recommend them to anyone. They gave us daily updates with pictures. We really appreciate their service. Thank you Alexa and Andew!

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Neil G.
Boarding
5.0 out of 5 stars

Andrew and Alexa went beyond and above taking care of Charlie. Our baby is very challenging due to past experiences and high energy level that Charlie needs effective and efficient strategies to make his day fun and not boring. Alexa and Andrew did incredible care for our baby that when he gets home after our 6-days vacation, Charlie became calm and compliant with directions during walks and when playing indoors. In my own perspective, their passion and discipline strategies with dogs will make them qualified dog trainers. If there is an award for best dog caretakers, I will vote for them. Now, we can book our vacation without worrying who will take care of Charlie. Thank you Alexa and Andrew for the excellent service.

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edz m.
Boarding
5.0 out of 5 stars

Not the first or last time booking with Heli, she always takes such great care of Ella, and I trust her 100%% Ella loves hanging out with her buddy Zuzu. 10/10 recommend, very professional, caring and always keeping me updated with how Ella is doing while I am away.

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Haya A.
Boarding
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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • 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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Meet local sitters who will treat your dogs like family

  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
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Popular requests for dog boarding - Pickering

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Pickering average 6
repeat dog boarding clients

FAQs for Dog Boarding - Pickering

Frequently asked questions about Rover

The average cost for Dog Boarding in Pickering on Rover is $53.28 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of September 2026, there are 4,511 sitters on Rover offering Dog Boarding across Pickering. Enter your postal code to see which available sitters are closest to your home.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Pickering 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 favourite hang-out spots in your Pickering

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.

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.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they do not have any disqualifying offences.

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 .

Yes, you can find sitters who have experience administering medication or managing dietary requirements. On Rover:

  • 82% of sitters can help with special care needs
  • 87% 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.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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