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Dianna D.

Milton, ON

5.0 out of 5 stars
8 reviews
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Services

These prices are for 1 dog.

Prices include all fees.

Dianna can host

0 to 15 lbs
16 to 40 lbs
41 to 100 lbs

Availability

I work Monday to Friday 9 to 5 away from home so dogs would be fed and walked before and after. Home on the weekends. Same walking and feeding schedule on weekends but more time for snuggling

Available
Not available
SMTWTFS
Boarding Cancellation Policy:

About Dianna D.

Communication

1 repeat pet parent
100% response rate
Usually responds in a few minutes
30% bookings with photo updates

Skills

20 years of experience
Oral medication administration
Senior dog experience
Can provide daily exercise

Safety, trust & environment

We have a pet safe home and large fenced yard. Have never needed to crate any of our dogs but certainly will if that’s what is preferred. We currently do not have any pets, our fur baby passed last year and our recent foster was recently adopted.

Home

Lives in a house
Has a fenced yard
Non-smoking household
Has no pets
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 8+ hours

Information Dianna D. would like to know about your pet

Please let me know if your pet requires any additional care or preferred type fun. Any issues that they may find upsetting, ie thunderstorms, vacuuming etc.

A typical day

Long morning walks after breakfast, followed by zoomies or fetch in the yard, treats and cuddles before I leave for work. Another good walk in the evening after dinner, back yard time and lots snuggles and belly rubs til bed time

Location

Milton, ON

Dianna D.'s Neighborhood

Love all animals

Pet care experience

I have adopted young and senior, small and large and fostered mama with puppies. Have a loving home and great yard. No issues with pets needing extra care.

Reviews

Barbara T.
Boarding • Apr 30, 2026
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We couldn’t be happier with the care Dianna provided for our dogs! This was the second time we trusted her, and once again she went above and beyond. It’s clear how much love and attention she gives—our dogs absolutely adore her and always come back happy, relaxed, and well cared for. She will always be our first choice for pet sitting, and we highly recommend her to anyone looking for someone exceptional to care for their dogs!

Pooja M.
Boarding • Apr 22, 2026
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Dianna is an amazing care taker. I have always had a certain amount of anxiety leaving Benji places. However, with Dianna, I didn't have that. She provided me with detailed updates, videos and pictures of Benji throughout the stay and was very transparent on any incidents as well. She looked after him really well. Benji was very happy when I met him to pick him up. I will definitely choose Dianna if she is available the next time I need to leave him somewhere.

Chantal T.
Boarding • Jan 14, 2026
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Dianna and her Husband treated my Gemma as one of the family. I felt very comfortable leaving her with them as they had experience with dogs of all breeds and the overall atmosphere of their home life. Gemma is a solo-dog at heart and does not meet and greet other dogs well on leash and Dianna and family were able to provide her with the best walks and care to facilitate her needs. Gemma was provided long walks in the morning and evening with "zoomie time" afterwards in their properly fenced yard which was important for us as our Gemma is known to be escape artist. She got snuggles and cuddle time with the family on the couches and bed and enjoyed her time alone lounging freely in their dog-proofed home. We will absolutely send her back to Dianna for any future dog-sitting needs. The whole experience was stress-free and enjoyable.

Gabriela U.
Boarding • Jan 11, 2026
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Here’s a polished, warm version that still sounds genuine and personal: Dianna and her family were amazing with my pups. They had a wonderful time and were so well cared for. Dianna made sure she knew their routines, what they liked, and what they didn’t, so they could truly feel at home, and I could tell that’s exactly how they felt. A big thank you to all of them, and I will definitely see you again soon! 🐾

About Dianna D.

Communication

1 repeat pet parent
100% response rate
Usually responds in a few minutes
30% bookings with photo updates

Skills

20 years of experience
Oral medication administration
Senior dog experience
Can provide daily exercise

Safety, trust & environment

We have a pet safe home and large fenced yard. Have never needed to crate any of our dogs but certainly will if that’s what is preferred. We currently do not have any pets, our fur baby passed last year and our recent foster was recently adopted.

Home

Lives in a house
Has a fenced yard
Non-smoking household
Has no pets
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 8+ hours

Information Dianna D. would like to know about your pet

Please let me know if your pet requires any additional care or preferred type fun. Any issues that they may find upsetting, ie thunderstorms, vacuuming etc.

A typical day

Long morning walks after breakfast, followed by zoomies or fetch in the yard, treats and cuddles before I leave for work. Another good walk in the evening after dinner, back yard time and lots snuggles and belly rubs til bed time

Each sitter joining Rover needs to pass a background check. And by booking on Rover, you can get photo & message updates, 24/7 support, and reimbursement for eligible vet care.
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Dianna D.

Milton, ON

5.0 out of 5 stars
8 reviews