Dog Boarding Grey Highlands

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

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Over 47
pet parents in Grey Highlands have booked dog boarding

Grey Highlands, 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: Katherine C.
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Katherine C.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 35 reviews
12 repeat clients
22 years of experience
Collingwood, ON, L9Y

“We had such a great experience with Katherine. The daily updates were thoughtful and reassuring, and it was clear Quinn was happy, comfortable, and very well looked after. It made being away so much easier. I truly can’t recommend Katherine enough!”

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Jessica H.
Sitter Profile Image: Rieko Y.
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Rieko Y.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 90 reviews
23 repeat clients
20 years of experience
Collingwood, ON, L9Y

“Rieko is a very attentive and kind person. You can see how much she loves dogs and takes care of them. She regularly sent me pictures of my dog, and I saw my dog was calm and happy. If someone is looking for a dog sitter in Collingwood- you should take your dog to Rieko.”

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Elena K.
Sitter Profile Image: Emilie. & Vitaly L.
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Emilie. & Vitaly L.
$45
total per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
5 years of experience
Collingwood, ON, L9Y

“We were incredibly fortunate to find Emilie & Vitaly to take care of Sadie while we were away for the week. From the very beginning, Emilie’s communication was excellent, and we always felt informed and reassured. The daily photos and updates were wonderful and gave us peace of mind knowing that Sadie was happy, well cared for, and having a great time. It was clear that she was in loving and capable hands. We would highly recommend Emilie & Vitaly and their children to anyone looking for a caring, responsible, and trustworthy dog sitter. Thank you for taking such wonderful care of Sadie!”

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Patti C.
Sitter Profile Image: Jeidy L.
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Jeidy L.
$56
total per night
10 years of experience
Collingwood, ON, L9Y

About: For over three years, I traveled across Canada house sitting and caring for my hosts’ fur babies. I’ve looked after many furry friends with different personalities, routines, and needs, and I learned how to make each one feel safe and comfortable. Now that I’m settled in Collingwood, I’m excited to welcome fur babies into my own home. I work remotely, so your fur baby will never be left alone. I’m always home to keep them company, with regular walks, playtime, meals on schedule, and plenty of cuddles. I’m happy to follow your fur baby’s usual routine as closely as possible so they feel right at home. Your fur baby’s safety and well-being are my top priority. I keep a calm, clean, and pet-friendly home, and I’ll send you photo updates so you always know how they’re doing. I follow your instructions on feeding, medication, and care, and I’ll always reach out if anything comes up. My goal is to give your fur baby a loving, secure place to stay while you’re away.

Sitter Profile Image: Anne D.
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Anne D.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 39 reviews
9 repeat clients
5 years of experience
New Lowell, ON, L0M

“Anne and Andrew are always so great with Luna. She loves them and is so comfortable in their care. We were away for a good amount of time and Luna was welcomed into their home like family, as she always is. She's always a little sad when it's time to come home. 😅”

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Krista S.
Sitter Profile Image: Nikol M.
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Nikol M.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 25 reviews
10 repeat clients
30 years of experience
Markdale, ON, N0C

“Our dog stayed here for a week and absolutely loved it. The property is beautiful and quite a distance from the road, creating a perfect environment for pets. We received daily photos and updates, which gave us peace of mind while we were away. They also brushed our dog regularly. We’ll definitely book again the next time we’re out of town for an extended period”

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Louise M.
Sitter Profile Image: Geordie H.
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Geordie H.
$84
total per night
5.0 out of 5 stars
• 12 reviews
18 years of experience
Collingwood, ON, L9Y

“Geordie went above & beyond to make Dexter comfortable, I appreciate the care and concern when Dexter was not eating & anxious. Lots of walks & fresh air.”

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Sandra L.
Sitter Profile Image: Angi H.
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Angi H.
$78
total per night
5.0 out of 5 stars
• 68 reviews
21 repeat clients
47 years of experience
Collingwood, ON, L9Y

“Angii was a terrific sitter for our dog. He felt comfortable with her quickly and she thoughtfully sent us photos during his stay. We would definitely book with Angii again. Five Stars!”

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David N.
Sitter Profile Image: Kiara H.
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Kiara H.
$67
total per night
15 years of experience
Clarksburg, ON, N0H

About: I’ve been taking care of dogs since I was little. I’ve grown up with dogs and currently have an Australian Shepherd of my own along with a cat and a bunny! My dog would love to join all of the adventures but also understands that not everybody wants to be friends! I am currently work a part time job and have a flexible schedule! I am available mornings, afternoons and nights! This includes weekends as well. I have an unfenced yard and my dog is let outside by leash. This is compensated by MANY walks in a day and lots of adventures. My home is spacious and my dog is extremely welcoming and loves to make fur friends.

Sitter Profile Image: Jessica Brian R.
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Jessica Brian R.
$84
total per night
5.0 out of 5 stars
• 18 reviews
6 repeat clients
30 years of experience
Stayner, ON, L0M

“Jessica and family treated my dog, Cooper, just like he was their own and I knew he was in good hands from the moment I met them. They sent many updates, including photos and videos. I will definitely be using their dog sitting services again and highly recommend them!”

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Serene D.
Sitter Profile Image: Lacy A.
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Lacy A.
$45
total per night
20 years of experience
Adjala-Tosorontio, ON, L0M

About: I've cared for animals since I was a kid. From early morning walks to baths and meals, I have pet-sat for neighbours, friends and family for many years. Most recently I boarded a pet pig. I'm currently working as a freelancer remotely from my home. I am available any day or time of the week and can give your pet the care and attention it deserves. I have a spacious house and tree-lined yard - so location and timing are flexible. I have a car and will come to your residence if needed.

Sitter Profile Image: Ghazal & Valentine N.
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Ghazal & Valentine N.
$73
total per night
5.0 out of 5 stars
• 1 review
1 repeat client
30 years of experience
Desboro, ON, N0H

About: Think of this as a boutique, in-home pet boarding retreat — not a kennel. With 30+ years of hands-on experience raising, hosting, and loving just about every creature imaginable — cats, dogs, fowl, rabbits, rodents, and even tortoises (yes, really) — your pet will be in wildly capable hands. Puppies who need gentle training? Seniors who need extra patience and TLC? Shy pets, quirky pets, “my pet is kind of weird” pets? I’ve met them all and adore them deeply. Our home is designed for calm, gentle pet care, nestled on a peaceful 100-acre forest property (freija.ca), which means plenty of fresh air, enrichment, and stress-free vibes. No kids, no chaos — just a quiet, loving environment where animals can actually relax. My husband and I both work from home, so your pet is never left wondering where the humans went. Someone is always around for companionship, playtime, belly rubs, or just existing together (a highly underrated skill). And then there’s Honey, our resident adventure cat and official Welcome Committee. He absolutely loves meeting visiting pets and brings big “friendly camp counsellor” energy to every introduction. If you’re looking for a sitter who treats your pet like family, understands animals on a deep level, and can handle everything from puppy zoomies to senior snoozes — you just found your place. 🐾💚 My husband and I both work from home, which means your pet gets constant supervision, companionship, and engagement — ideal for puppies needing routine, senior dogs who require extra care, and pets who don’t do well being left alone. There are no children in the home, just experienced adults who speak fluent “animal.” Our home is set up specifically for gentle, low-stress pet sitting, tucked away on a quiet 100-acre forest property (freija.ca). It’s perfect for dogs who love sniffing adventures, cats who enjoy calm observation posts, and pets who thrive in a peaceful environment. No crates by default, no overcrowding, and absolutely no chaos. If you’re looking for reliable, experienced, in-home pet boarding where your pet is treated like family (and maybe a little spoiled), you’ve found it. Your pet brings the personality — we’ve already got the love, patience, and forest vibes covered.

Sitter Profile Image: Alexis C.
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Alexis C.
$56
total per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
9 years of experience
Angus, ON, L0M

“I have booked Alexis a couple of times, and she has been absolutely fantastic for Ted. Her service is top-notch, and we couldn't be happier. Highly recommended!”

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Rishabh S.
Sitter Profile Image: Courtney M.
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Courtney M.
$84
total per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
15 years of experience
Owen Sound, ON, N4K

“Courtney was absolutely exceptional! Stella had a great time in her care! Her property is amazing! She had excellent communication; sent pictures while out on a walk, and kept me in the loop and reassured while we were away! She definitely went over and above to pamper, exercise and take great care of Stella! We would 100% book again and reccommend Courtney!”

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Jess D.
Sitter Profile Image: Ingrid S.
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Ingrid S.
$56
total per night
5 years of experience
Essa, ON, L0M

About: I’ve cared for all kinds of dogs, and I’ve learned that every dog is completely different! I’ve looked after energetic dogs, puppies, rescues, and dogs that need a little extra patience because of anxiety or trust issues. I’m happy to follow their routine, go for walks, play, or just give them the space and time they need to feel comfortable with me. I absolutely love dogs and always want them to feel safe, happy, and cared for while their family is away. I work from 7am to 3pm and work from home twice a week, so I’m around quite a bit during the week. I’m also off on weekends, which gives me plenty of time for walks, playtime and keeping your dog company. I live in a two-storey home on a large 7,500 sq. ft. lot, with a spacious fully fenced backyard of approximately 2,500–3,200 sq. ft. There’s lots of room for dogs to safely run, play and explore outside. I don’t have any pets or children, so visiting dogs can have a calm space and plenty of attention. I’m also very mindful that every dog is different, especially rescues or dogs with anxiety or trust issues, so I always follow their routine and give them the time and space they need to feel comfortable.

Sitter Profile Image: Brittney M.
Verified Background Check
Brittney M.
$73
total per night
8 years of experience
Collingwood, ON, L9Y

About: I have been a vet tech for over 5 years but decided that field is no longer for me. I knew I wanted to stay in the field with animals so I became a dog trainer, walker and boarder. Dogs have always been a passion of mine! I will treat your dogs just like my own.. lots of TLC 🥰 FOR IN HOME CARE MY DOG MUST BE ABLE TO COME WITH ME I am always around to let your fur babies out to do their business. I work very locally. We will always go for walks in the morning and evening! If you require me to live-in your home, I will NEED to bring along my personal dog as well. I also have a dog of my own that is super friendly and a great teacher to other dogs. I also have cameras set up around my home for extra safety.

Sitter Profile Image: Nicole K.
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Nicole K.
$92
total per night
5.0 out of 5 stars
• 4 reviews
15 years of experience
Durham, ON, N0G

“Nicole was so great with watching our dog, Jagger! Knowing that Jagger is super shy, she was able to accommodate a meet and greet prior to picking her up which was super helpful! She was responsive and super flexible with our schedule! It was obvious that Nicole loves dogs so it was easy to leave our Jagger with her!”

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Corinne C.
Sitter Profile Image: Nathan M.
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Nathan M.
$45
total per night
15 years of experience
Angus, ON, L0M

About: I have worked as a veterinarian assistant and am very caring and loving toward animals. I am a gentle spirit and consider myself an animal lover. I have a flexible schedule and can adjust to suit the clients needs. If we agree on availability times you can be rest assured I can be relied upon. I have many trails around my house for walking and live in a basement apartment with no yard. I am not suited for long term or big dog boarding but will accommodate in specific circumstances.

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The median cost per night for dog boarding in Grey Highlands is $52

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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 - Grey Highlands

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Sitters in Grey Highlands average 6
repeat dog boarding clients

FAQs for Dog Boarding - Grey Highlands

Frequently asked questions about Rover

The average cost of Dog Boarding in Grey Highlands is $56 per night as of November 2026. Most bookings cost between $32 and $61 per night. On Rover, 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.

sitters in Grey Highlands have an average of 17 years of experience. Each sitter has their own unique experience and skill sets for different types of pets. You can find details of each sitter’s potential certifications and abilities, such as pet first-aid or senior pet experience, listed on their profile. Look at other pet parent reviews and repeat pet parent booking rates for an idea of their pet care exp erience.

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

  • 92% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 96% 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

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 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 tips for your first Meet & Greet.

You and your Grey Highlands sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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