Dog Boarding Wellesley

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Over 11
pet parents in Wellesley have booked dog boarding

Wellesley, 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: Eva C.
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Eva C.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 193 reviews
48 repeat clients
20 years of experience
Waterloo, ON, N2V

“As always Eve and her family were wonderful to our dog Ed. He is always excited in the car when we arrive because he recognizes the house and knows he’s going to have a fun time and be very well cared for!”

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Erik O.
Sitter Profile Image: Kimberly H.
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Kimberly H.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 23 reviews
7 repeat clients
25 years of experience
Stratford, ON, N5A

“This is the second time Kimberly has looked after our dog, Hunter, while we were away on holiday, and once again she was outstanding. She provided daily updates with photos, which gave us great peace of mind. Hunter and Kimberly’s dog, Murphy, bonded wonderfully and became great playmates. It was reassuring to know Hunter was not only well cared for but also happy and having fun. We wouldn’t hesitate to recommend Kimberly to anyone looking for a caring, reliable pet sitter”

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Barry M.
Sitter Profile Image: Milana V.
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Milana V.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 22 reviews
7 repeat clients
40 years of experience
Waterloo, ON, N2V

“Milana did an excellent job caring for my dog. She was responsible, communicative, and very attentive to my dog’s needs. It was clear she truly cares about animals, and my dog felt comfortable and happy with her. I wouldn’t hesitate to trust Millana again and highly recommend her services.”

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Arman I.
Sitter Profile Image: Emma & Victoria W.
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Emma & Victoria W.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 36 reviews
16 repeat clients
20 years of experience
Kitchener, ON, N2N

“We couldn’t be happier with the incredible care our dog Charley received from Emma and Victoria. From the very beginning, they went above and beyond to make sure both Charley and we felt completely comfortable. We received daily updates along with so many wonderful pictures, which gave us so much peace of mind while we were away. It was clear from every message that Charley was not only being well cared for, but truly loved. He was walked every day, given plenty of playtime, and showered with attention. One of our favorite parts was seeing that he made new friends and was having such a great time socializing. It honestly felt like he was on his own little vacation! We are beyond happy with the care he received and are so grateful to have found such kind and attentive caregivers. We will absolutely be using Emma and Victoria again to take care of Charley in the future. Highly, highly recommend!”

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Michelle M.
Sitter Profile Image: Judy B.
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Judy B.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 67 reviews
22 repeat clients
15 years of experience
Kitchener, ON, N2N

“Can I please give Judy 10 stars?!? What an incredible person! She was able to take me at the VERY last minute! Ren loved her and seems to have not even noticed that I went away (he has debilitating separation anxiety)! He got along with her dogs, actually ate his dinner and breakfast and came back to me happy! Thank you, Judy, for taking such exceptional care of my dog!”

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Jason C.
Sitter Profile Image: Cindy & Marc B.
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Cindy & Marc B.
Star Sitter
$48
total per night
5.0 out of 5 stars
• 117 reviews
35 repeat clients
17 years of experience
Kitchener, ON, N2R

“We left our 5month old pup with Cindy, she took good care of him. He came home very healthy and happy. She sent constant updates and kept our Leo safe. Would definitely recommend her to anyone who is looking for a sitter, she is the best. I would definitely leave our Leo again with her.”

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Priya G.
Sitter Profile Image: Gail M.
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Gail M.
$56
total per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
15 years of experience
Kitchener, ON, N2P

“Gail was awesome, taking care of our dog Wally in her home for 5 days and nights in March 2026. Wally was walked 3x per day, and we felt totally comfortable after an initial meet and greet that Wally would be in good hands while we went on vacation. Gail accommodated an early morning drop off so we could catch our flights. And we got lots of pictures while away which we loved. If you need someone to take care of your dog, and love them like you do, don’t hesitate to contact Gail !”

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Gordon K.
Sitter Profile Image: JAYSON JIM L.
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JAYSON JIM L.
Star Sitter
$35
total per night
5.0 out of 5 stars
• 35 reviews
12 repeat clients
15 years of experience
Waterloo, ON, N2L

“So, so grateful for Jayson. He was so patient, kind and attentive to my 5 month old pup during his 4 night stay. He gave me lots of updates on the fun stuff they were doing which really eased my anxiety leaving him for the first time. He took Charlie to numerous parks and on lots of walks and made a model out of him on the many cute photos he sent me. Charlie had a great time with Jayson's on sweet Frenchie, Arnold. I cant reccomend Jayson enough....he's a true dog lover and it shows. 🩷🐾”

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Elaine N.
Sitter Profile Image: Natalie S.
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Natalie S.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 54 reviews
19 repeat clients
29 years of experience
Elmira, ON, N3B

“We are so grateful for Natalie’s sitting services. Our pup comes home exhausted and happy after spending time with Natalie and her two Bernedoodles in her spacious home and yard. Thank you for taking such good care of Hugo!”

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Lynda C.
Sitter Profile Image: Jessie W.
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Jessie W.
$56
total per night
5.0 out of 5 stars
• 84 reviews
18 repeat clients
6 years of experience
Kitchener, ON, N2K

“Would highly recommend Jessie. She dog-sat our large breed, high energy puppy for 2 weeks. This is a dog who we knew would be extremely challenging for a lot of people but Jessie did a great job and was very qualified to handle her. Our dog had a great time and loved playing with Jessie’s dogs.”

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Michelle S.
Sitter Profile Image: Carey B.
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Carey B.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 16 reviews
4 repeat clients
20 years of experience
Milverton, ON, N0K

“Carey was excellent with our dog, he was well cared for and loved while we were away. She provided regular updates and he got two play with her two dogs.”

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Erin K.
Sitter Profile Image: Laurie T.
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Laurie T.
$45
total per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Stratford, ON, N5A

“Laurie took great care of Morris! He went on many long walks and was tired out by the time he got back home!”

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Hector G.
Sitter Profile Image: Yaxnitza G.
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Yaxnitza G.
Star Sitter
$54
total per night
5.0 out of 5 stars
• 50 reviews
23 repeat clients
22 years of experience
Kitchener, ON, N2G

“Yani provided regular updates on how Bruno was by sending pictures and videos. She followed all the care instructions I gave her and I truly appreciated it. Bruno seemed happy at the sitter’s place. I would definitely ask Yani to take care of Bruno again when the need arises.”

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Leni B.
Sitter Profile Image: Arlene & Kevin & Kendra W.
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Arlene & Kevin & Kendra W.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 35 reviews
11 repeat clients
30 years of experience
Guelph, ON, N1K

“Arlene and Kevin are amazing! We are so glad that we chose them to take care of our Kipper while we were away. They really went above and beyond providing daily updates, photos and even celebrating his birthday! Highly recommend if you are looking for someone to treat your pet like royalty.”

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Tasha C.
Sitter Profile Image: Sunny L.
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Sunny L.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 58 reviews
26 repeat clients
15 years of experience
Waterloo, ON, N2L

About: Being a person who has had at least one pet beside them at any given time in life, I am an animal lover of all sizes and varieties. With over a decade's experience in pet ownership, I have cared for dogs (many different sizes/breeds), cats, bunnies, birds, and more just to list a few. My best friend is an energetic Border Collie who loves to meet new friends. I will do my best in ensuring that your pet will have the best time when they are with us. I have a lot of flexibility and am looking to lend a hand to fellow pet owners in maintaining their pets happy and healthy mental and physical states. No more destroyed furniture because your pet was bored and lonely. We look forward to meeting you and your best friend!

Sitter Profile Image: Lissette P.
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Lissette P.
$34
total per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Waterloo, ON, N2J

About: With 10 years of pet-care experience, I’ve had the opportunity to care for dogs with different personalities, ages, energy levels, and needs. I especially enjoy getting to know each dog and making sure they feel safe, comfortable, and loved while their family is away. I have experience with puppies, including basic puppy training, routines, socialization, and reinforcing positive behaviours. I’m also comfortable caring for senior dogs, following special diets or routines, and administering medication when needed. I’m patient, attentive, responsible, and very observant. I pay attention to changes in a dog’s appetite, energy, mood, and behaviour and always follow their family’s instructions carefully. I know how important it is to trust someone with your pet, so I treat every dog in my care like family. I’m happy to provide regular updates, photos, walks, playtime, cuddles, and lots of individual attention. 🐶❤️ I’m home throughout the day, so pets staying with me are never left alone. I’m able to give them plenty of attention, playtime, walks, and companionship throughout the day while following their usual routine. I provide a safe, comfortable, and loving home where pets can truly feel like part of the family. I have a two-level home with a fully fenced backyard and a finished basement. Pets are welcome to stay with me throughout the day and are allowed on our couches and in the family spaces. I’m home throughout the day, so pets are never left alone during their stay. We enjoy regular walks, playtime, and plenty of relaxation and cuddles. I carefully follow each pet’s feeding schedule, routine, medication instructions, and any special needs. For dogs staying in my home, I recommend bringing a favourite toy, blanket, or familiar item from home to help them feel comfortable and settled. My goal is for every pet to feel safe, loved, and cared for as if they were part of our own family. 🐶❤️

Sitter Profile Image: Allison & Scott S.
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Allison & Scott S.
Star Sitter
$64
total per night
5.0 out of 5 stars
• 529 reviews
210 repeat clients
30 years of experience
Rockwood, ON, N0B

“WOW, what an amazing experience, awesome couple and fantastic property. Any dog would be lucky to stay here. If your dog loves companionship, social setting with other dogs and the space to explore and play this is the place for you. Allison & Scott even arranged an introductory visit and walk on their property and were very welcoming and friendly with my family and our dog Charlie. Fantastic communication before and during the stay, sent lots of photos, videos and updates on his many adventures. Both Scott and Allison have years of experience with dogs and it shows, including their love for new members entering their home. We certainly will be return customers and our mind was at such ease leaving Charlie in their care. Don’t miss out on booking with this wonderful couple in dog paradise!”

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Chad M.
Sitter Profile Image: Josue P.
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Josue P.
$56
total per night
5.0 out of 5 stars
• 54 reviews
23 repeat clients
7 years of experience
Waterloo, ON, N2K

“Josue was an amazing person and he sent me updates anytime he could. The place was amazing and his family accepted my dog for the day like their own. My dog had a lot of fun. I will definitely take my dog there next time I’m in Waterloo area.”

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Paria K.
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: Mariella M.
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Mariella M.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 96 reviews
28 repeat clients
4 years of experience
Cambridge, ON, N1P

“We left Rocky with Mariella and her family during a vacation Mariella and her family are wonderful with Rocky She stays in contact with us on a regular basis Rocky loves being with her and the kids We have total confidence while we are away We would highly recommend Mariella Thank you 😎💕🌷🙏”

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Paul H.
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The median cost per night for dog boarding in Wellesley is $50

Dog parents share their Rover experiences - Wellesley

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5.0 out of 5 stars

We have entrusted Donna with both daycare and boarding for our dog.     We felt comfortable and at ease knowing that Maggie was in capable and caring hands.

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Gary S.
Boarding
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    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.
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    Schedule a free in-person Meet & Greet to find the perfect fit.
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Sitters in Wellesley average 7
repeat dog boarding clients

FAQs for Dog Boarding - Wellesley

Frequently asked questions about Rover

The average cost of Dog Boarding in Wellesley is $50 per night as of November 2026. Most bookings cost between $44 and $58 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 Wellesley have an average of 15 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:

  • 87% of sitters can help with special care needs
  • 93% 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.

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 Wellesley 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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