Dog Boarding Progreston

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Progreston, 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: Shelly S.
Verified Background Check
Shelly S.
Star Sitter
$56
total per night
4.9 out of 5 stars
• 40 reviews
12 repeat clients
26 years of experience
Hamilton, ON, L0R

“This was our Dog's first time staying with a sitter, and we were honestly nervous about using Rover. We had tried other sitters for a fit, but she never connected with them. With our trip coming up, we found Shelly and her family at the very last minute and didn’t even have time for a meet‑and‑greet. What immediately drew us in was that they had young kids even more than having their own dogs because she absolutely loves children. We knew the transition would be hard for her, but Shelly and her family went above and beyond. They sent us daily updates, were incredibly patient, and gave her the space she needed. Over time, she warmed up and even started going on walks with them after 3days of not going on a walk, She quickly transitioned to 4 walks in a day. Shelly was reassuring throughout, reminding us that given her age, this adjustment was completely normal, and that by her third stay she’d likely be even more comfortable. I would recommend Shelly and her family over and over again.”

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Olamide O.
Sitter Profile Image: Debora & Eric O.
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Debora & Eric O.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 43 reviews
11 repeat clients
15 years of experience
Burlington, ON, L7P

“They treat my dogs like they are their own! Loved receiving all the photos and updates, as well. Will definitely be using Deb and her family again.”

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Monique D.
Sitter Profile Image: Daniel & Yasemin B.
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Daniel & Yasemin B.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
8 years of experience
Hamilton, ON, L9A

“Yasemine and Daniel are fantastic! They took the time to learn about my dog and all of her particular needs. They sent lots of updates. I did not have to worry about her at all while we were away. Zaffy had a great time and I would highly recommend them!”

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Ca K.
Sitter Profile Image: Barbara S.
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Barbara S.
Star Sitter
$55
total per night
5.0 out of 5 stars
• 29 reviews
10 repeat clients
45 years of experience
Burlington, ON, L7L

“I cannot recommend Barbara enough! Our dog is always very comfortable in her home. Barbara keeps us updated and takes wonderful care of Boudicca. Thank you Barbara!”

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Cherie K.
Sitter Profile Image: May Emmanuelli & C.
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May Emmanuelli & C.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 75 reviews
12 repeat clients
16 years of experience
Burlington, ON, L7R

“May and her family is taking care of Toastie as their family member, she provided us lots of photos and our dog looks great and felt enjoyed for his stay”

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Herman C.
Sitter Profile Image: Heather & Pieter M.
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Heather & Pieter M.
$45
total per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
14 years of experience
Hamilton, ON, L9C

“Heather and Pieter were the best with Arya! She had such a good time at their home. She played with their son and received lots of cuddles. We would definitely ask them to take care of Arya anytime in the future. Heather and Pieter are such nice people and I can tell they love dogs and take really good care of them!”

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Antonieta Z.
Sitter Profile Image: Karen S.
Karen S.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 25 reviews
11 repeat clients
17 years of experience
Burlington, ON, L7L

“Thank you Karen for having Charlie. She came home really happy. We also received lots of pictures during the day.. The whole family chipped in to care for Charlie and I thought that was wonderful. We were even a little late (15 minutes) picking Charlie up due to car trouble and Karen was so gracious about it. I would definitely leave Charlie with Karen again.”

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Kim G.
Sitter Profile Image: Paige V.
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Paige V.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 60 reviews
22 repeat clients
19 years of experience
Guelph, ON, N1G

“Paige is so reliable and kind hearted. I can’t thank her enough for helping us out and going the extra mile to make things convenient for us when we needed it. Our pup pup feels so comfortable with her and we highly recommend her if you’re on the hunt for a great sitter!!”

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Kelly R.
Sitter Profile Image: Camila C.
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Camila C.
Star Sitter
$64
total per night
4.9 out of 5 stars
• 68 reviews
28 repeat clients
6 years of experience
Guelph, ON, N1G

“Camila was awesome with Milo ? she was very caring and also sent us lots of videos and photos of milo while we were away . Milo was just 3 months old and so we were a little skeptical at first . But trust me , camila is the best and milo enjoyed his stay . Her kids were also very good with him and played with him. Thank you Camila ! Definitely recommend her for dog sitting”

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Priyanka N.
Sitter Profile Image: Andre V.
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Andre V.
$50
total per night
4.4 out of 5 stars
• 8 reviews
3 repeat clients
33 years of experience
Milton, ON, L9T

“I recently had my first experience with Andre and his sweet family. I couldn’t be happier than this. From the initial meet-and-greet, it was clear that Andre is knowledgeable and genuinely cares about animals. He took the time to understand my dog's routine and preferences, which was reassuring. He responds very quickly to all my messages..Milo seemed happy, comfortable and well-cared for when I returned. I highly recommend Andre to anyone in need of a reliable and loving dog sitter. I will definitely be using his services again”

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marie e.
Sitter Profile Image: Dr. Anna O.
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Dr. Anna O.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 128 reviews
54 repeat clients
35 years of experience
Burlington, ON, L7R

“Thank you Dr. Anna for taking such great care of Gibson! I appreciated all the videos and messages with updates to let me know how he was doing. Was so fun to see him having a great time with the other dogs.”

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Sarah M.
Sitter Profile Image: Michelle R.
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Michelle R.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 8 reviews
6 repeat clients
20 years of experience
Burlington, ON, L7M

“Michelle has been so great. She really showed her love and care. I felt at ease leaving my dog with her. She was very flexible and accommodating.”

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Gloria S.
Sitter Profile Image: Nikhil K.
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Nikhil K.
$62
total per night
5.0 out of 5 stars
• 77 reviews
23 repeat clients
10 years of experience
Dundas, ON, L9H

“We were so happy with our dog sitting experience with Nikhil. Loki has never gone to a dog sitter before, so we were very worried that he would feel scared and wouldn't do well. But Loki did great! Nikhil sent us updates and photos to let us know how he was doing, which helped us feel at ease. And he had a great time hanging out with Max. We will use his service again in future and recommend.”

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Jen S.
Sitter Profile Image: Priyanka S.
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Priyanka S.
$63
total per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
7 years of experience
Hamilton, ON, L8B

“Priyanka and her dog Hazel are both very sweet! She was very quick to respond and sent me updates with pictures throughout the day. I was 15 mins late picking up Ash and she was very flexible and didn’t mind, even though it was night time! I appreciated that alot. Hazel played with my dog Ash all day and they got along very well. Happy that Ash made a doggy friend!”

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Kelly C.
Sitter Profile Image: Maggie P.
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Maggie P.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 71 reviews
27 repeat clients
45 years of experience
Burlington, ON, L7P

“We left our just over 1 y.o. toy yorkie with Maggie for a week (Nov17-24 2019). He has never been left anywhere before with anybody so I was abit nervous. But he was great over there. Maggie and her husband are great with the dogs. I was not worried. Maggie updated me about every other day by text ( I did not get any pictures updates though) about how my puppy was doing. I would def recommend her to anyone with my eyes closed. Her price is also very reasonable.”

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Roksana A.
Sitter Profile Image: Shannon F.
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Shannon F.
$50
total per night
5.0 out of 5 stars
• 42 reviews
12 repeat clients
10 years of experience
Guelph, ON, N1E

“Our pup Beth had the best time with Shannon! Thank you Shannon for taking such good care of Beth and for sending us so many photos and updates! It was such a comfort to know Beth was in such good hands.”

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Kelsey M.
Sitter Profile Image: Matthew S.
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Matthew S.
Star Sitter
$47
total per night
4.9 out of 5 stars
• 29 reviews
5 repeat clients
1 year of experience
Burlington, ON, L7N

“We had a great experience with Matthew watching our dog, Oakley. From the start, he was easy to communicate with, responsive, and made us feel completely comfortable leaving Oakley in his care. Oakley can be energetic and needs a good amount of attention, and Matthew handled him wonderfully. He kept us updated with messages and photos, which gave us peace of mind while we were away. When we picked Oakley up, he was happy, relaxed, and clearly well cared for. We’re very grateful for the excellent care Matthew provided and would absolutely book with him again. Highly recommend him to anyone looking for a reliable and caring dog sitter!”

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Ryan B.
Sitter Profile Image: Jose B.
Verified Background Check
Jose B.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Burlington, ON, L7S

“Jose was very attentive and gave us lots of updates! He’s got a great setup for small dogs and is clearly a dog lover. Thanks again!”

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Adam D.
Sitter Profile Image: Chetan K.
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Chetan K.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 58 reviews
34 repeat clients
8 years of experience
Brantford, ON, N3T

“Chetan was wonderful with our two boys! A home away from home. So fun that the dogs got to interact with farm animals. Chetan gave us regular update and took great care of our two dogs. Thanks again!!”

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Lacey W.
Sitter Profile Image: Jennifer G.
Verified Background Check
Jennifer G.
$56
total per night
5.0 out of 5 stars
• 105 reviews
32 repeat clients
25 years of experience
Hamilton, ON, L9B

“Jennifer was amazing! I think my dog Tuna went on 5-6 walks on her overnight stay! Jennifer was very communicative and accommodating to my baby tunas needs. She was able to apply a medicated cream on my girl for an ongoing medical condition and was very thorough! I really enjoyed talking to Jennifer and so pleased with her taking care of my baby Tuna! Will definitely book with her again! Thank you so much! 10/10”

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Victoria B.
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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.

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 - Progreston

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FAQs for Dog Boarding - Progreston

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your postal code to find sitters within walking distance in your neighbourhood.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Progreston 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 Progreston

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 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.

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. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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 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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