Dog Boarding Pickering

Find a loving dog boarder to watch your dog overnight at your sitter's home.

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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%.

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Sitter Profile Image: Jessie & Joseph L.
Verified Background Check
Jessie & Joseph L.
$50
total per night
5.0 out of 5 stars
9 reviews
1 repeat client
12 years of experience
Markham, ON, L6B

I can’t say enough wonderful things about Jessie and Joseph. From the very first meeting, it was clear how much they genuinely care for animals. Throughout the time they cared for him, I received regular updates, photos, and little notes about how his day was going. It gave me so much peace of mind knowing he was not only being well looked after, but also loved and entertained. If you’re looking for someone reliable, kind, and truly passionate about dogs, I highly recommend Jessie and Joseph.They treat your pup like family, and that’s the best gift a pet parent could ask for.

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Sairakan N.
Sitter Profile Image: Kumudini S.
Verified Background Check
Kumudini S.
Star Sitter
$45
total per night
5.0 out of 5 stars
44 reviews
19 repeat clients
5 years of experience
Ajax, ON, L1Z

We had such a great experience with Kumudini!! She took amazing care of our 9-year-old Morkie, who has severe anxiety, and made sure he felt safe and comfortable the whole time. She kept us constantly updated with messages and photos, which gave us so much peace of mind. He was well-fed, cared for, and protected as if he were her own. Overall, she went above and beyond, and we truly appreciate the love and attention she gave him. Highly recommend!

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Premila G.
Sitter Profile Image: Xintian H.
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Xintian H.
Star Sitter
$54
total per night
5.0 out of 5 stars
59 reviews
21 repeat clients
5 years of experience
Markham, ON, L3P

Xintian and her family are always very kind to our beloved pet Louie. We know he is in good hands at their home! Xintian is also very responsive about answering our texts promptly, and sending us updates and photos of Louie. Thank you, Xintian!

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Carmen G.
Sitter Profile Image: Monique M.
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Monique M.
Star Sitter
$62
total per night
5.0 out of 5 stars
15 reviews
2 repeat clients
10 years of experience
Whitby, ON, L1R

Monique is amazing. You can tell that she really loves dogs and will take care of them. I trust Monique with my pet and I don’t worry about leaving him with Monique. Thank you!

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Ria U.
Sitter Profile Image: Jeff P.
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Jeff P.
Star Sitter
$54
total per night
5.0 out of 5 stars
57 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: Natalie & Daniel B.
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Natalie & Daniel B.
Star Sitter
$75
total per night
5.0 out of 5 stars
57 reviews
16 repeat clients
20 years of experience
Whitby, ON, L1P

Natalie & Daniel are highly recommended!!! They asked questions to get to know Dessie’s routine and likes. The family has spoiled her rotten lol and daily updates were much appreciated. I will definitely use Natalie & Daniel (and the kids ) again.

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Carol C.
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

We left Stanley in Maya's care for the past 5 days. She was kind and caring and made sure he was well looked after while we were away. Maya's communication was great, so we were very comfortable knowing our little guy was in good hands. We would happily book with Maya again, and highly recommend her to others.

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Tammie L.
Sitter Profile Image: Maria O.
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Maria O.
Star Sitter
$67
total per night
5.0 out of 5 stars
10 reviews
8 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: Stacey L.
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Stacey L.
Star Sitter
$67
total per night
5.0 out of 5 stars
33 reviews
9 repeat clients
15 years of experience
Ajax, ON, L1S

i felt so at peace leaving my sweet honey in the care of stacey! right from the meet and greet i could see her love for animals and her experience. she was honest, detail oriented, and asked great questions. throughout honey's stay, stacey sent me updates and photos of how honey was doing! i will definitely rebook with stacey when i need care again, and would highly recommend her!

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Kristine L.
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: 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

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.
Sitter Profile Image: STEPHEN & Vanessa T.
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STEPHEN & Vanessa T.
$70
total per night
5.0 out of 5 stars
9 reviews
2 repeat clients
40 years of experience
Pickering, ON, L1X

Stephen and Vanessa were excellent with our dog Benji and we would absolutely book with them again! They sent daily updates and even looked after him for an extra night at the last minute when our flight was delayed, which we really appreciated. It seemed like Benji had a blast playing with their kids and their dog Chewy. Highly recommend them!

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Sarah C.
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
41 reviews
22 repeat clients
30 years of experience
Whitby, ON, L1N

Bill and Norma watched Emma and Hannah for several days for us. It was our first time working with them as sitters. I was grateful for their patience and thoughtfulness. Hannah can be challenging, given her conversational tendencies and quirkiness. We dealt mostly with Bill. I noticed he took extra time when Hannah needed more attention. He also realized the differences in both dogs' personalities and worked to kindly manage them as they demonstrated need. I would leave our dogs with them again. They came home quiet, well adjusted and settled right back into our routine.

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Jennifer S.
Sitter Profile Image: Amanda & Jordan O.
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Amanda & Jordan O.
$62
total per night
5.0 out of 5 stars
11 reviews
3 repeat clients
25 years of experience
Ajax, ON, L1T

My baby was so happyto have stayed with them. We were so glad they were very accomodating and took care of her really well. Thank you for the updates!

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

Can’t recommend Shirley enough! Our dog forgets who we are when he’s staying with her - he has so much fun and goes on lots of new adventures!

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Olivia H.
Sitter Profile Image: Hayley M.
Verified Background Check
Hayley M.
Star Sitter
$67
total per night
5.0 out of 5 stars
71 reviews
11 repeat clients
10 years of experience
Ajax, ON, L1S

Hayley has taken care of Dawson for multiple overnight stays and he always comes home very happy. For his last stay, she sent me a message of Dawson having some "bathroom" issues and asked if that was normal for him - which it totally was - and asked if there was something she could do to help him. It gives me peace of mind that Hayley was on top of things - especially my pooch's health. Dawson always comes home happy and well rested after his stay at Hayley's. She has been one of my "go-to" boarders for Dawson and I highly recomend her.

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Felix T.
Sitter Profile Image: Susan & Gordon P.
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Susan & Gordon P.
Star Sitter
$56
total per night
5.0 out of 5 stars
20 reviews
6 repeat clients
55 years of experience
Markham, ON, L3P

We could not have asked for a better experience with Susan and Gordon. They were patient and communicative and took amazing care of my pup. We are so appreciative!

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Jen M.
Sitter Profile Image: Heli & Chintankumar T.
Verified Enhanced Background Check
Heli & Chintankumar T.
$50
total per night
4.9 out of 5 stars
46 reviews
13 repeat clients
2 years of experience
Pickering, ON, L1X

We left our dog Hunter in Heli’s care for 6 days, as any dog parent, we were worried if he was doing well. Lucky for us Heli updated us everyday with pictures and answered any questions we had very quickly. She is very polite, organized, and truly loves dogs. 100% we will be booking her services again, Hunter looked so happy playing with the other dogs. If you’re reading this, stop searching, book Heli, you will not regret it.

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J D.
Sitter Profile Image: Lyle F.
Verified Background Check
Lyle F.
$62
total per night
5.0 out of 5 stars
11 reviews
20 years of experience
Whitchurch-Stouffville, ON, L4A

Lyle and his family were fantastic with Biggie. Patient, kind and sending us frequent photos and updates while in their care. We really appreciate you as this is the first time we’ve left him alone this long. He is happy and healthy! I would absolutely recommend Lyle.

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Melinda P.
Sitter Profile Image: Angela F.
Verified Enhanced Background Check
Angela F.
Star Sitter
$56
total per night
5.0 out of 5 stars
62 reviews
24 repeat clients
20 years of experience
MARKHAM, ON, L6B

Angela was very caring and attentive towards Turbo. She was great with communicating always responded very fast. Angela also sent pictures of Turbo throughout his stay so I can feel relax on my vacation.

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Wilsa L.
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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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Book with peace of mind

  • 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
  3. 3. Book & Pay

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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 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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