Dog Boarding Pickering

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Over 315
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: Kumudini S.
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Kumudini S.
Star Sitter
$45
total per night
5.0 out of 5 stars
43 reviews
18 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: Xintian H.
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Xintian H.
Star Sitter
$54
total per night
5.0 out of 5 stars
58 reviews
21 repeat clients
5 years of experience
Markham, ON, L3P

Xintian was an amazing sitter, very responsive, and was able to accommodate last minute changes to the drop off time. Highly recommend, thank you :)

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Megan Y.
Sitter Profile Image: Monique M.
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Monique M.
Star Sitter
$62
total per night
5.0 out of 5 stars
10 reviews
2 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: Natalie & Daniel B.
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Natalie & Daniel B.
Star Sitter
$75
total per night
5.0 out of 5 stars
56 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
36 reviews
12 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: Francine M.
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Francine M.
$53
total per night
4.9 out of 5 stars
44 reviews
22 repeat clients
8 years of experience
MARKHAM, ON, L6B

Francine is very patient and kind. If you’re looking for someone to love your pet while you’re away we would definitely recommend her! Thank you Francine.

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Faye M.
Sitter Profile Image: STEPHEN & Vanessa T.
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STEPHEN & Vanessa T.
$70
total per night
5.0 out of 5 stars
8 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: Alexa & Andrew T.
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Alexa & Andrew T.
$65
total per night
5.0 out of 5 stars
8 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: Mira & Charles B.
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Mira & Charles B.
Star Sitter
$56
total per night
5.0 out of 5 stars
12 reviews
3 repeat clients
3 years of experience
Scarborough, ON, M1B

Mira and Charles took excellent care of our dog, Bentley! Before the stay, they asked lots of good questions about his personality and needs, so they could provide him with the best possible care. While we were away, they shared frequent updates and lots of photos and videos with us. We wouldn't hesitate to have them look after Bentley again.

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Heather G.
Sitter Profile Image: Jeff P.
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Jeff P.
Star Sitter
$54
total per night
5.0 out of 5 stars
52 reviews
23 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: Heli & Chintankumar T.
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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

Thank you Heli & Chintankumar for taking such great care of Ella the whole week! Would definitely bring Ella back over and over again!! Thank you Heli for the great communication and daily updates with the cutest photos and videos of Ella and her new best friend Zuzu, I got pictures of them playing and cuddling which means Ella was very very happy and comfortable staying at your home!! All smiles and tail wags when I picked her up! Thank you Heli & Chintankumar for taking such great care of Ella, I was very comfortable while out of the country knowing Ella is in your care!! Would 100%%% recommend booking your dog with Heli if you are looking for someone dependable to care for your fur baby like their own.

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Haya A.
Sitter Profile Image: Sreshtha C.
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Sreshtha C.
$34
total per night
4 years of experience
Pickering, ON, L1X

About: Home-style care in a safe Toronto space with daily walks, play, and cuddles—no kennels, just family vibes. My dog is very friendly and is always looking to play with new friends With no rigid 9-5, I handle overnights, drop-ins, or weekend boarding effortlessly, always prioritizing pets first alongside my own pup’s care. My dog is always excited to meet new friends In my home, I provide personalized boarding with daily walks, play sessions, and cuddles alongside my Jack Russell, following each pet’s routine for feeding, potty breaks, and meds. For drop-ins or house sitting at clients’ homes, I stick to their exact schedules—scooping litter, fresh water, exercise, and updates via photos—ensuring a stress-free, home-like feel without kennels.

Sitter Profile Image: Angela F.
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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

My dog Charlie stayed at Angela’s for 2 nights and it was a very smooth process, quick and easy communication, and she also sent me updates/photos daily. Highly recommend!

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Derek N.
Sitter Profile Image: Lyle F.
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Lyle F.
$56
total per night
5.0 out of 5 stars
10 reviews
20 years of experience
Whitchurch-Stouffville, ON, L4A

Lyle took amazing care of our German Shepherd puppy, Chase. From the beginning, communication was excellent, and we received regular updates and photos throughout his stay, which gave us great peace of mind. It was clear that Chase was treated like part of the family and received lots of love and attention. We came home to a happy, relaxed puppy and wouldn’t hesitate to book with Lyle again. We highly recommend him to anyone looking for a caring and reliable sitter!

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Matea
Sitter Profile Image: Honeylyn P.
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Honeylyn P.
Star Sitter
$50
total per night
5.0 out of 5 stars
12 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: Tia M.
Tia M.
Star Sitter
$56
total per night
5.0 out of 5 stars
25 reviews
9 repeat clients
30 years of experience
Brooklin, ON, L1M

Tia and her family welcomed our girlie into their home with open arms and took such great care of her. We got lots of photo updates and even a video! Highly recommend Tia and her family! We will be back ???

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

Stacie looked after Maxy last night..sent photos of him relaxing. My pup was happy to see me and he was fine coming home. He must have gotten lots of love and cuddles.

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Gayle A.
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
40 reviews
18 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: Pei-Shan H.
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Pei-Shan H.
$50
total per night
5.0 out of 5 stars
16 reviews
5 repeat clients
10 years of experience
Stouffville, ON, L4A

Pei has been such an awesome sitter for our energetic border collie! She gives frequent updates and knows how to care for our pets needs. She is definitely our go-to sitter!

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Dorcas and Jireh W.
Sitter Profile Image: Hayley M.
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Hayley M.
Star Sitter
$67
total per night
5.0 out of 5 stars
69 reviews
10 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.
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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

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
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

Our 12 year old Bentley had a great stay with Heli and Chintan! We received frequent updates and it was very clear he enjoyed his time there - he was very happy and full of energy at pick up. Thanks so much and we look forward to having Bentley stay with you again!

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Billy B.
Boarding
5.0 out of 5 stars

Ella loves her stays with her best friend Zuzuuu .. thank you Heli and Chintankumar for always taking such great care of her.. she always comes back with happy tail wags and super fun energy. Appreciated all the updates though out the week and knowing Ella is with you I never worry and actually get to enjoy my vacation. If you’re looking for someone you can trust with your fur baby look no further.

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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

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  • 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

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Popular requests for dog boarding - Pickering

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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 $52.43 per night (as of July 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 July 2026, there are 4,585 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
  • 86% can help with giving oral medications or injections
  • 95% 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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