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%.

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Sitter Profile Image: Xintian H.
Verified Background Check
Xintian H.
Star Sitter
$56
total per night
4.9 out of 5 stars
• 60 reviews
22 repeat clients
5 years of experience
Markham, ON, L3P

“This was Louie’s 2nd stay with Xintian and her family. He was happy to be dropped off at her house again, and was treated with kindness and care. This is a huge help to us, as we have peace of mind when we are away. We will definitely reach out to Xintian again in the future!”

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Carmen G.
Sitter Profile Image: Maria O.
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Maria O.
Star Sitter
$69
total per night
5.0 out of 5 stars
• 12 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: Mahan M.
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Mahan M.
Star Sitter
$57
total per night
5.0 out of 5 stars
• 44 reviews
13 repeat clients
10 years of experience
Whitby, ON, L1M

“Mya was wonderful. Our dogs were very happy and very well cared for. She looked after our 2 dogs for a little more than a week and sent photos and communicated daily. I would highly recommend Mya for any of your pet-sitting needs.”

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Lorraine & Peter J.
Sitter Profile Image: Mira & Charles B.
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Mira & Charles B.
$58
total per night
5.0 out of 5 stars
• 15 reviews
4 repeat clients
3 years of experience
Scarborough, ON, M1B

“Mira and Charles did a great job with Thibault when we were away on vacation! Thibault seemed extremely happy with his stay and they took great care of him! We would highly recommend Mira and Charles!”

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Nurissa M.
Sitter Profile Image: Jeff P.
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Jeff P.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 61 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
$78
total per night
5.0 out of 5 stars
• 59 reviews
18 repeat clients
20 years of experience
Whitby, ON, L1P

“Natalie and Daniel took care of our Bruce for a week. They sent us daily pictures and updates. Although we were missing Bruce, we were able to have a relaxing vacation because we knew that he's in good and capable hands. They took good care of him and gave him lots of love during his stay. Thanks to both of you!”

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Mutya B.
Sitter Profile Image: Honeylyn P.
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Honeylyn P.
Star Sitter
$69
total per night
5.0 out of 5 stars
• 13 reviews
7 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: Shirley B.
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Shirley B.
Star Sitter
$72
total per night
5.0 out of 5 stars
• 54 reviews
16 repeat clients
20 years of experience
Stouffville, ON, L4A

“Shirley provided excellent care for Sophie as I had to be downtown for the day. She shared pictures throughout the day and let me know that all was well. I wouldn't hesitate to book Shirley again.”

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Peter T.
Sitter Profile Image: Alexa & Andrew T.
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Alexa & Andrew T.
$67
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: Jessica M.
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Jessica M.
Star Sitter
$72
total per night
5.0 out of 5 stars
• 29 reviews
8 repeat clients
35 years of experience
Ajax, ON, L1Z

“Ver ly pleased with the care our puppy received from Jessica. She provided constant updates and photos and it was clear our pup got plenty of playtime, and when I picked him up he was happy, relaxed, and well cared for. Jessica was prompt and professional in all communication. An excellent experience all around”

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Wasif H.
Sitter Profile Image: Pratheeksha S.
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Pratheeksha S.
$46
total per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
20 years of experience
Whitby, ON, L1R

“It was Chester’s first time and he was very well taken care of. Pratheeksha updated us with texts and photos during the stay. She made sure he was comfortable and took extra time and effort to make sure he ate properly. Thank you for the love and care he was shown! Will definitely be rebooking again and highly recommend!”

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catherine D.
Sitter Profile Image: Allyson W.
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Allyson W.
Star Sitter
$64
total per night
4.9 out of 5 stars
• 66 reviews
21 repeat clients
10 years of experience
Stouffville, ON, L4A

“Allyson and her daughter were great to work with! Her communication was fast, she asked a lot of detailed questions about my boy's care and wanted to make sure that he was well accommodated. She took great care and consideration for him due to him having difficulties with climbing stairs so I really appreciated that! Her house was clean and had a nice back yard that was well maintained for my boy to run around in. She also kept me updated on his care and sent good pictures. I definitely look forward to using her again in the future!”

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Jeremy S.
Sitter Profile Image: Jinit S.
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Jinit S.
$58
total per night
5 years of experience
Pickering, ON, L1X

About: I’m a responsible and caring pet sitter who treats every pet like family. I’m attentive to their individual routines, personality, and needs, and I make sure they receive plenty of love, exercise, playtime, and companionship. I’m comfortable caring for dogs of different ages and energy levels, including walks, feeding, medication routines, and maintaining their usual schedule. I also provide regular updates and photos so pet parents can feel confident their pets are happy and well cared for. My work schedule is Sunday through Wednesday, which means I’m off Thursday through Saturday. This gives me three consecutive days off each week, allowing me plenty of flexibility and time to provide dedicated care, walks, playtime, and attention to your pets. I’m also happy to discuss scheduling in advance to make sure it works well for both of us. Your pet’s safety, comfort, and trust are my top priorities. I provide a calm, clean, and pet-friendly home environment where pets can feel relaxed and comfortable. I follow their normal routines for feeding, walks, playtime, and rest, while giving them plenty of attention and supervision. I understand that leaving your pet with someone is a big responsibility, so I keep pet parents updated with photos and messages throughout their stay. My goal is for every pet to feel safe, loved, and at home while they’re in my care.

Sitter Profile Image: Neha & Pratik K.
Verified Background Check
Neha & Pratik K.
$69
total per night
5 years of experience
Markham, ON, L6B

About: My husband and I are passionate dog lovers and have been caring for pets of all sizes for over 5 years. We truly enjoy spending time with dogs and making sure they feel safe, comfortable, and loved while they are in our care. We have a 3-year-old Golden Retriever who is very friendly and loves being around both dogs and people. He is well-socialized and enjoys having furry friends around. We train him at home and have worked on basic obedience, manners, and good behavior. We understand that every dog has a different personality, routine, and needs. We are happy to follow your pet’s usual schedule, including walks, playtime, feeding routines, and plenty of love and attention. Our goal is to make your pet feel at home and give you peace of mind while you’re away. My husband and I both work from home, which gives us a flexible schedule and allows us to give pets plenty of attention throughout the day. We are able to take regular breaks for walks, playtime, feeding, and cuddles. We have a dog-friendly home where dogs are welcome to roam freely and feel comfortable rather than being kept in a separate room or confined for long periods. Our own Golden Retriever is part of our family and enjoys having other dogs around. Because we work from home, we can provide companionship throughout the day and keep a close eye on your pet. We are happy to follow your pet’s normal routine as closely as possible so they feel relaxed, safe, and at home while staying with us. We treat every pet like a member of our family. Since my husband and I both work from home, your pet will have plenty of companionship and attention throughout the day. Dogs are welcome to roam freely around our home and relax wherever they feel comfortable. We follow each pet’s individual routine for meals, walks, potty breaks, playtime, and rest. We also provide plenty of love, cuddles, and supervised playtime, especially with our friendly 3-year-old Golden Retriever. Our home is a calm, loving, and pet-friendly environment, and we always make your pet’s safety, comfort, and happiness our priority.

Sitter Profile Image: Leanne S.
Verified Background Check
Leanne S.
Star Sitter
$75
total per night
5.0 out of 5 stars
• 75 reviews
18 repeat clients
30 years of experience
Ajax, ON, L1Z

“Our dog had such a great time with Leanne and her dog, along with some other pals in her care. She was kind and took such good care of our girl and she came home very happy!”

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Anita D.
Sitter Profile Image: Yu-Pei W.
Verified Background Check
Yu-Pei W.
Star Sitter
$46
total per night
5.0 out of 5 stars
• 24 reviews
10 repeat clients
10 years of experience
Scarborough, ON, M1T

“Yu-Pei was very attentive to Bella’s needs and kept us updated throughout our time out of town. Bells came home her same old self, clearly having gotten her exercise and her routines maintained. We’ll be sure to book again.”

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Mick M.
Sitter Profile Image: Devi R.
Verified Background Check
Devi R.
$52
total per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
3 years of experience
Scarborough, ON, M1B

“5/5 Stars – Exceptional Dog Sitting Experience! I couldn't be happier with the dog sitting service provided! From the moment I met Devi, I knew my pup, Gucci would be in good hands. They were incredibly warm and professional, and I could tell they genuinely cared about my dog's well-being. During our initial meet-and-greet, Devi asked thoughtful questions about Gucci’s routine, preferences, and any special care instructions. It made me feel confident that my dog’s needs would be met. Throughout the time I was away, I received daily updates with photos and messages, which really put my mind at ease. Gucci looked so happy in the pictures, and it was clear they had a blast on their walks and playtime. I will definitely be using Devi again for future trips and highly recommend them to anyone in need of a reliable and loving dog sitter. Thanks again for everything, Devi!”

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Jeffrey C.
Sitter Profile Image: Cecily M.
Verified Background Check
Cecily M.
Star Sitter
$58
total per night
5.0 out of 5 stars
• 18 reviews
2 repeat clients
20 years of experience
Oshawa, ON, L1H

“Cecily and family were great with Fritz. Our dog has a little separation anxiety and he was right at home there. Lots of happy tail wagging pictures provided.”

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Steve L.
Sitter Profile Image: Liz L.
Verified Background Check
Liz L.
Star Sitter
$58
total per night
5.0 out of 5 stars
• 225 reviews
112 repeat clients
20 years of experience
Unionville, ON, L3R

“Oreo really enjoyed being watched by Liz! She was very responsive and always had pictures to keep us updated. Definitely would recommend and book Oreo with her again!”

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Madison C.
Sitter Profile Image: Samantha Y.
Verified Background Check
Samantha Y.
Star Sitter
$60
total per night
5.0 out of 5 stars
• 53 reviews
16 repeat clients
10 years of experience
Scarborough, ON, M1V

“Samantha took care of Polly for the day and everything went perfectly! She was very loving, kind, and attentive with her. She kept us updated throughout the day and made us feel completely comfortable knowing Polly was in good hands. We had a great experience and would definitely trust Samantha to take care of Polly again. Highly recommended! 🐶❤️”

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Romina C.
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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.

How to book dog boarding

  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

    It's that easy! All payments are processed through Rover's secured platform.

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 of Dog Boarding in Pickering on Rover is $53 per night as of October 2026. Most bookings cost between $40 and $83 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 4,571 sitters on Rover offering Dog Boarding across the city of Pickering. About 89% typically respond to requests within 60 minutes.

Enter your address and booking dates to see which sitters are available near you. You can also message multiple sitters to improve your chances of finding the right care.

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

<b>Tip:</b> 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 , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our .

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 .

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
  • 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 , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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