Dog Boarding Grey Highlands

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

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Over 41
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%.

1 / 1
Sitter Profile Image: Katherine C.
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Katherine C.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 32 reviews
9 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

“She is best. She takes care max so well. I recommend her for sure. Next time whenever I go back to collingwood, I will definitely contact her for my dog.”

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Bhavesh M.
Sitter Profile Image: Susan & Brian C.
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Susan & Brian C.
$56
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
25 years of experience
Collingwood, ON, L9Y

“Tyson loved his stay! We appreciated being able to leave him with Susan and Brian in their home and their wonderful care while away. Great communication/pics sent. Will definitely use again. Thank you!”

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Kelly B.
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: Sara & Cody S.
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Sara & Cody S.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
14 years of experience
Wasaga Beach, ON, L9Z

“Sara took excellent care of our energetic Airedale terrier. He had multiple walks, a clean and spacious house, and large fenced backyard. She sent us plenty of photos and updates, and we knew that our dog was very well cared for. They have 2 friendly, non-aggressive dogs that played well with our dog. I highly recommend Sara and Cody for anyone who wants exceptional care for their dog.”

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Louisa H.
Sitter Profile Image: Sarah H.
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Sarah H.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 24 reviews
10 repeat clients
20 years of experience
Ayton, ON, N0G

“Sarah and her girls took amazing care of Archie while we were in Mexico for a week. She was responsive and communicated well, sending pictures and updates throughout our trip so we had peace of mind knowing he was having a great time and being treated as part of her family. Archie requires medication which was administered appropriately, and he ate well throughout his stay. He also loved taking walks along the trails near her home. Thank you again for everything!”

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Chiara A.
Sitter Profile Image: Roy J.
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Roy J.
$70
total per night
5.0 out of 5 stars
• 1 review
1 repeat client
39 years of experience
Southgate, ON, N0C

About: I have owned dogs for over 30 years and am a true dog lover. Being retired allows me to provide full-time, attentive care, patience, and companionship for every dog. I am retired and have a very flexible schedule, which allows me to be fully devoted to your dog’s care. Pet care easily fits into my daily routine, with plenty of time for walks, companionship, play, and attention throughout the day. I provide daily walks, plenty of playtime, scratches, belly rubs, and constant attention. Your dog will receive lots of love, companionship, and calm, full-time care in a safe, comfortable environment.

Sitter Profile Image: Timothy & Salma R.
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Timothy & Salma R.
$50
total per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
16 years of experience
Angus, ON, L0M

“Tim and Salma were great! They were able to accommodate a last minute request, asked them a day before and they were thankfully available to watch our dog for us. Sent us a bunch of pictures and videos, as well us updated us throughout his stay. Thank you so much tim and Salma! Would recommend them to anyone needing a pet sitter and we will definitely be booking again!”

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Maritel V.
Sitter Profile Image: Jennifer G.
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Jennifer G.
Star Sitter
$89
total per night
5.0 out of 5 stars
• 65 reviews
17 repeat clients
20 years of experience
Chatsworth, ON, N0H

“Molly had a great stay with Jennifer and she got to meet new friends. Jennifer kept us updated with photos which helped as this was her first time away from us. When we picked Molly up, we thought that she would be happy to see us, unfortunately not. However, she was too tired of meeting new friends and having fun, she slept all the way home, which was about a 90 minute drive. We were happy with Jennifer and will definitely book her again!!!”

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Laetitia T.
Sitter Profile Image: Pamela R.
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Pamela R.
$73
total per night
5.0 out of 5 stars
• 96 reviews
39 repeat clients
10 years of experience
Owen Sound, ON, N4K

“Super responsive for us and very calm with our dog Serge. A great partner for our dog and Pam will be looking after Serge for a couple weeks in a few months, which we are very confident she will be a great dog sitter for Serge”

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Aaron & Julia S.
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: Brittney M.
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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.

Sitter Profile Image: Natasha M.
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Natasha M.
$34
total per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Wasaga Beach, ON, L9Z

About: 🐾 About Me: Professional Care, Puppy-Level Enthusiasm! Hi, I'm Natasha! I know how tough it can be to leave your furry family members behind, which is why my goal is to give you total peace of mind. Whether your dog is a high-energy adventurer who needs a structured routine, a growing puppy working on their manners, or a sweet senior who just wants a quiet couch to snooze on, I tailor my care to exactly what your dog needs to feel safe and happy. Why Choose Me? Structured & Mindful Approach: I don't just "watch" dogs; I pay close attention to their body language, routines, and comfort levels. If you are working on specific training milestones (like crate training, loose-leash walking, or socialization), I am happy to help maintain that consistency while you're away! Active & Adaptive: From energetic hikes and outdoor play to calm, enriching indoor puzzles, I adapt the day's pacing to match your dog's age and energy level. Clear, Daily Communication: You'll get regular updates and photo check-ins so you never have to wonder how your pup is doing. I maintain a structured, full-time schedule that allows me to dedicate my days entirely to pet care. I don’t believe in leaving pets alone for long stretches, so your furry family member will enjoy a highly attentive environment. Whether maintaining a progressive exercise routine for an active dog, supporting a service candidate puppy working on their focus and manners, or providing quiet company for a senior pet, my schedule adapts to their needs. You can rest easy knowing your pet is sticking to their comfort routine while you're away. I live in a cozy, secure, and entirely pet-friendly space that is kept clean and free of hazards. While I don’t have a private yard, I completely make up for it with a highly active and structured routine! Outdoor time is intentional and frequent. We will go on regular, timed leash walks and local outdoor adventures tailored entirely to your dog’s age and energy level. Inside, the vibe is peaceful and relaxing—perfect for refueling after a good walk. I have plenty of room for crates, beds, and indoor enrichment puzzles to keep your pup happy and content.

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The median cost per night for dog boarding in Grey Highlands is $50

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Sitters in Grey Highlands average 6
repeat dog boarding clients

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