Pet Sitting & Drop Ins in Shippan, Stamford, CT

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Shippan pet sitters

1 / 1
Sitter Profile Image: Elvia C.
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Elvia C.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
34 reviews
13 repeat clients
7 years of experience
Cove-East Side, Stamford, CT, 06902

Elvia was great with Ophelia! Came to do a meet and greet before, and was very flexible when our plans changed at the last minute, which we appreciated. We will definitely be booking dog sitting with Elvia again in the future!

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Maria B.
Sitter Profile Image: Daniela L.
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Daniela L.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
319 reviews
149 repeat clients
10 years of experience
Downtown, Stamford, CT, 06905

Daniela communicated professionally and promptly. Her friendly and kind demeanor made us feel at ease leaving our two young cats alone for a week. One of our cats is very shy and we could see through frequently shared photos that she warmed up to Daniela very quickly. She was also very flexible as we needed to update some things. Finally, she made sure to play with them and be present!

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Damien C.
Sitter Profile Image: Gabrielle S.
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Gabrielle S.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
13 reviews
2 repeat clients
14 years of experience
Stamford, CT, 06905

Gaby was great! She took lots of photos and was keeping me updated during each drop-in. She was very friendly and my dog enjoyed her company while I was away.

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Stephanie R.
Sitter Profile Image: Briana C.
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Briana C.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
107 reviews
30 repeat clients
7 years of experience
Glenbrook, Stamford, CT, 06906

Oh my gosh, Briana is the BEST! She did such a wonderful job caring for our two kittens while we were away. She is so responsible and sweet - we loved seeing all the great photos and looked forward to her funny and thoughtful report cards each day! I would highly highly recommend her and we’ll absolutely be calling her again soon :)

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Allison H.
Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
40 reviews
11 repeat clients
45 years of experience
Turn Of River, Stamford, CT, 06905

Nicole was very responsive via text with daily updates and gave Mawii the best care while we were out. We got so many photos and videos to see how our boy was doing. She gave him his pills (not easy), fed him, played with him, and kept him super happy while we were away. Will be returning to her services for upcoming trips.

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Rebecca R.
Sitter Profile Image: Hanaya D.
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Hanaya D.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
49 reviews
25 repeat clients
4 years of experience
Stamford, CT, 06902

Hanaya was so great with our mini goldendoodle. she was available last minute and really helped us in a crush. Hanaya is very reliable and responsive, and I would definitely use her again!

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Rebecca K.
Sitter Profile Image: Alyssa W.
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Alyssa W.
Star Sitter
from
$30
per visit
5 out of 5.0 stars
75 reviews
30 repeat clients
31 years of experience
Cove-East Side, STAMFORD, CT, 06902

Alyssa was great! My kitties were so happy in her care. She is super reliable and dependable! Will definitely have Alyssa watch my cats again! Thank you Alyssa!

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Christina L.
Sitter Profile Image: David S.
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David S.
from
$25
per visit
5 out of 5.0 stars
6 reviews
4 repeat clients
40 years of experience
Turn Of River, Stamford, CT, 06905

We feel so lucky to have found David; truly, we only wish that we had found him sooner! He is reliable, considerate, and, most importantly, our dog LOVES him. Our dog is older, with some medical issues, and can be standoffish to new people but David won him over almost immediately. We always have complete confidence and peace of mind that our dog is well cared for.

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Casey S.
Sitter Profile Image: Nina G.
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Nina G.
from
$28
per visit
5 out of 5.0 stars
32 reviews
12 repeat clients
10 years of experience
Downtown, Stamford, CT, 06901

Nina is so great! She is so quick to respond and was able to accommodate a very last minute meet and greet and drop in services for our pup! She is very communicative, sends great updates, and our pup loved her. Will definitely be reaching out to her again in the future!

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Kristen T.
Sitter Profile Image: Alexis B.
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Alexis B.
from
$27
per visit
5 out of 5.0 stars
53 reviews
18 repeat clients
13 years of experience
Stamford, CT, 06902

Alexis is fantastic! What initially drew me to her was her vast experience with animals in her personal and professional life. My cat has a big personality and can be a bit feisty— Alexis’ animal experience definitely put my mind at ease. She sent great photos/updates, was punctual and very communicative leading up to the visit. Most importantly, I trust her ability and intuition when it comes to animal stuff. I will definitely be booking Alexis in the future and highly recommend her!

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Hannah M.
Sitter Profile Image: Katie V.
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Katie V.
from
$25
per visit
5 out of 5.0 stars
61 reviews
24 repeat clients
7 years of experience
Stamford, CT, 06901

Katie was punctual, reliable and even accommodated a last minute change, which was so appreciated. Our dog seemed to enjoy his visit with her!

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Lindsey D.
Sitter Profile Image: Wendy Johanna B.
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Wendy Johanna B.
from
$20
per visit
5 out of 5.0 stars
72 reviews
22 repeat clients
3 years of experience
Ridgeway, Stamford, CT, 06905

Wendy was wonderful with my two dogs! She dropped in a few times while I was away. She followed all my instructions and my pups took to her right away. We will be using her services again! 🐾♥️

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Maria C.
Sitter Profile Image: Rosa C.
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Rosa C.
from
$25
per visit
5 out of 4.8 stars
175 reviews
55 repeat clients
10 years of experience
Downtown, Stamford, CT, 06905

Rosa communicated well and our cats were very happy with her visits while we were away.

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Adam H.
Sitter Profile Image: Ian C.
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Ian C.
from
$20
per visit
20 years of experience
Downtown, Stamford, CT, 06901

About: I grew up with a Golden Retriever mix and a husky! I”ve loved dogs of all shapes and sizes since birth, and plan on getting my own soon. I work from home and would be able to take your dog out frequently and provide it with lots of attention! On the weekends, I stay local. My apartment has a nice dog park and great surrounding neighborhood to walk your dog. My apartment is also spacious with ample room for a dog crate

Sitter Profile Image: Stephanie P.
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Stephanie P.
from
$16
per visit
5 out of 5.0 stars
12 reviews
2 repeat clients
5 years of experience
Stamford, CT, 06901

Stephanie is amazing! She follows all of my instructions and is a natural with my Golden Retriever puppy. She takes very good care of him and treats him as her own. I would highly recommend her :)

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Christine B.
Sitter Profile Image: Olivia B.
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Olivia B.
from
$10
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
14 years of experience
Cove-East Side, Stamford, CT, 06902

About: I cared for my yorkie for 14 years, who needed special attention and care in his senior years. I would care for your dog as if it were my own. I work remotely 2 days a week in Stamford (the Cove). I have more flexibility on the weekends (Friday-Monday). Contact me and we can see if my schedule works for your needs! I would follow all your instructions and be respectful of your home and pet rules in the home. I would treat your home with the utmost care as a guest.

Sitter Profile Image: Kenisha M.
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Kenisha M.
from
$30
per visit
5 out of 5.0 stars
41 reviews
8 repeat clients
2 years of experience
Downtown, Stamford, CT, 06902

Kenisha was amazing! I was traveling overseas for 11 nights and needed someone to come in to check on my 3 cats, feed them and clean up after them. She was so sweet and caring and my cats were happy. Even my extremely shy one came out and let her scratch her head. I highly recommend hiring this beautiful soul to take care of your pets.

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Tina S.
Sitter Profile Image: Emily B.
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Emily B.
from
$20
per visit
5 out of 5.0 stars
8 reviews
13 years of experience
Greenwich, CT, 06870

About: I love all animals and will take care of yours as if they were my own! I have taken care of animals for over a decade and loved animals of all types my whole life! I I love all animals of all sizes and have taken care of all dogs from big dogs with high energy to small dogs that need different types of enrichment. I have cared for turtles, birds, cats, and rabbits even goats when I spent time as a farm hand in my summers so I am accustomed to the constant and ever changing needs all animals have. I am currently home from university for the summer so I am available all day for your pets! I am available to stay overnight and housesit along with multiple daily check ins to feed or walk during the day depending on the needs of you and your pets! Along with drop ins and dog walking services I am happy and available to go to your home and care for your pet in the comfort of their own environment. I love house sitting and have experience doing so! I can follow specific feeding instructions or get your pup up for a walk to stretch and move around. I can’t wait to help with any and all needs your fluffy friends have!

Sitter Profile Image: Maria C.
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Maria C.
from
$35
per visit
5 out of 5.0 stars
38 reviews
11 repeat clients
20 years of experience
Stamford, CT, 06902

About: Please read full bio before requesting to book 🐾 Hi! I’m Maria — graphic designer and house sitter based in Stamford, CT, accompanied by my two sweet dogs, Oliver and Touffy. They come with me on all house-sitting stays, offering built-in companionship and playtime for your pup. If your dog is friendly and social, it’s a wonderful opportunity for them to bond and have fun while you’re away. I’ve been caring for animals since childhood—growing up in Venezuela, my family rehabilitated wildlife like toucans, parrots, and tortoises, and we were always surrounded by beloved pets. This lifelong connection has shaped the care I provide today: present, intuitive, and deeply respectful of every animal’s unique needs. I’m also an animal communicator and specialize in dogs with separation anxiety. What You Can Expect During a House-Sitting Stay For your pet: • Social time with Oliver & Touffy • Daily play and enrichment (brain games, light training) • Trail walks and nature time • Personalized care that honors dietary needs, medications, and routine For your home: • Daily cleaning of used spaces • Bed linens and towels washed (if washer/dryer is available) • Trash taken out • A tidy, peaceful home to return to I work remotely and will be present throughout the stay leaving temporarily only for errands/appointments. This ensures your pet’s schedule remains intact and they’re never alone for long stretches. Your Experience: The best part of choosing us is that we LOVE capturing moments so we will keep you up to date with photos and videos throughout the day. Returning home should feel effortless — no mess, no stress, just a happy pet and a clean space. The more we know, the better: Understanding your pet’s daily routine is key to ensuring a fun and seamless stay with us. Whether it’s their favorite toy, sleeping in a crate, or receiving a special treat at a certain time, these familiar habits are important to me. By following their usual routine, I aim to make their time here as comfortable and stress-free as possible. I bring 20 years of experience in training and caring for dogs of various sizes and temperaments. My top priority is the safety and well-being of every pet in my care. I’m particularly attentive during initial interactions, ensuring that all pets feel comfortable and secure when meeting for the first time. To help facilitate a smooth and stress-free experience, I strongly recommend a meet and greet before any booking. While I understand that last-minute bookings can arise, I always prefer to meet your pet in advance to ensure a positive and safe environment for everyone involved.

Sitter Profile Image: LisaLeigh R.
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LisaLeigh R.
from
$20
per visit
5 out of 5.0 stars
19 reviews
14 repeat clients
4 years of experience
Waterside, Stamford, CT, 06902

LisaLeigh really helped us out when we were in a bind. She was communicative and took great care of our two pups for the night. I will absolutely be calling her again!

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Kathleen A.
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Sitter Profile Image: Elvia C.
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Sitter Profile Image: Elvia C.
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1. Elvia C.

Star Sitter
Your dogs home away from home!
Cove-East Side, Stamford, CT, 06902
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
34 reviews
13 repeat clients
Profile image

Elvia was great with Ophelia! Came to do a meet and greet before, and was very flexible when our plans changed at the last minute, which we appreciated. We will definitely be booking dog sitting with Elvia again in the future!

Availability updated 8 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Daniela L.
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Sitter Profile Image: Daniela L.
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2. Daniela L.

Rover 101
Star Sitter
A great pet lover!
Downtown, Stamford, CT, 06905
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
319 reviews
149 repeat clients
Profile image

Daniela communicated professionally and promptly. Her friendly and kind demeanor made us feel at ease leaving our two young cats alone for a week. One of our cats is very shy and we could see through frequently shared photos that she warmed up to Daniela very quickly. She was also very flexible as we needed to update some things. Finally, she made sure to play with them and be present!

Availability updated 2 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Gabrielle S.
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Sitter Profile Image: Gabrielle S.
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3. Gabrielle S.

Star Sitter
Excited Pet Lover!
Stamford, CT, 06905
4.0 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
13 reviews
2 repeat clients
Profile image

Gaby was great! She took lots of photos and was keeping me updated during each drop-in. She was very friendly and my dog enjoyed her company while I was away.

Availability updated 3 days ago
Sitter Profile Image: Briana C.
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Sitter Profile Image: Briana C.
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4. Briana C.

Star Sitter
Cat Mom & lover of furry friends 🐾
Glenbrook, Stamford, CT, 06906
2.9 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
107 reviews
30 repeat clients
Profile image

Oh my gosh, Briana is the BEST! She did such a wonderful job caring for our two kittens while we were away. She is so responsible and sweet - we loved seeing all the great photos and looked forward to her funny and thoughtful report cards each day! I would highly highly recommend her and we’ll absolutely be calling her again soon :)

Availability updated 7 days ago
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check
Sitter Profile Image: Nicole P.
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5. Nicole P.

Rover 101
Star Sitter
Travel for Work? - I'm 100% Remote!
Turn Of River, Stamford, CT, 06905
3.4 mi. away
House Sitting, Drop-In Visits
from
$25
per visit
5 out of 5.0 stars
40 reviews
11 repeat clients
Profile image

Nicole was very responsive via text with daily updates and gave Mawii the best care while we were out. We got so many photos and videos to see how our boy was doing. She gave him his pills (not easy), fed him, played with him, and kept him super happy while we were away. Will be returning to her services for upcoming trips.

Availability updated today
Sitter Profile Image: Hanaya D.
Verified Enhanced Background Check
Sitter Profile Image: Hanaya D.
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6. Hanaya D.

Star Sitter
I love dogs and cats
Stamford, CT, 06902
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
49 reviews
25 repeat clients
Profile image

Hanaya was so great with our mini goldendoodle. she was available last minute and really helped us in a crush. Hanaya is very reliable and responsive, and I would definitely use her again!

Availability updated today
Sitter Profile Image: Alyssa W.
Verified Enhanced Background Check
Sitter Profile Image: Alyssa W.
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7. Alyssa W.

Star Sitter
I am available for all your needs!
Cove-East Side, STAMFORD, CT, 06902
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
75 reviews
30 repeat clients
Profile image

Alyssa was great! My kitties were so happy in her care. She is super reliable and dependable! Will definitely have Alyssa watch my cats again! Thank you Alyssa!

Availability updated 2 days ago
Sitter Profile Image: David S.
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Sitter Profile Image: David S.
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8. David S.

Pawsome Dog Walks
Turn Of River, Stamford, CT, 06905
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
6 reviews
4 repeat clients
Profile image

We feel so lucky to have found David; truly, we only wish that we had found him sooner! He is reliable, considerate, and, most importantly, our dog LOVES him. Our dog is older, with some medical issues, and can be standoffish to new people but David won him over almost immediately. We always have complete confidence and peace of mind that our dog is well cared for.

Availability updated 2 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Nina G.
Verified Enhanced Background Check
Sitter Profile Image: Nina G.
Verified Enhanced Background Check

9. Nina G.

Ready to watch your furry pal!
Downtown, Stamford, CT, 06901
1.7 mi. away
Drop-In Visits, Dog Walking
from
$28
per visit
5 out of 5.0 stars
32 reviews
12 repeat clients
Profile image

Nina is so great! She is so quick to respond and was able to accommodate a very last minute meet and greet and drop in services for our pup! She is very communicative, sends great updates, and our pup loved her. Will definitely be reaching out to her again in the future!

Availability updated 2 days ago
Sitter Profile Image: Alexis B.
Verified Background Check
Sitter Profile Image: Alexis B.
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10. Alexis B.

Bonded + insured 💕🐾
Stamford, CT, 06902
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per visit
5 out of 5.0 stars
53 reviews
18 repeat clients
Profile image

Alexis is fantastic! What initially drew me to her was her vast experience with animals in her personal and professional life. My cat has a big personality and can be a bit feisty— Alexis’ animal experience definitely put my mind at ease. She sent great photos/updates, was punctual and very communicative leading up to the visit. Most importantly, I trust her ability and intuition when it comes to animal stuff. I will definitely be booking Alexis in the future and highly recommend her!

Availability updated 4 days ago
Sitter Profile Image: Katie V.
Verified Enhanced Background Check
Sitter Profile Image: Katie V.
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11. Katie V.

Experienced pet sitter
Stamford, CT, 06901
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
61 reviews
24 repeat clients
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Katie was punctual, reliable and even accommodated a last minute change, which was so appreciated. Our dog seemed to enjoy his visit with her!

Availability updated 10 days ago
Sitter Profile Image: Wendy Johanna B.
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Sitter Profile Image: Wendy Johanna B.
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12. Wendy Johanna B.

Snuggles and Smiles Guaranteed❤️🐕
Ridgeway, Stamford, CT, 06905
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
72 reviews
22 repeat clients
Profile image

Wendy was wonderful with my two dogs! She dropped in a few times while I was away. She followed all my instructions and my pups took to her right away. We will be using her services again! 🐾♥️

Availability updated today
Sitter Profile Image: Rosa C.
Verified Enhanced Background Check
Sitter Profile Image: Rosa C.
Verified Enhanced Background Check

13. Rosa C.

Rover 101
Trustworthy
Downtown, Stamford, CT, 06905
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 4.8 stars
175 reviews
55 repeat clients
Profile image

Rosa communicated well and our cats were very happy with her visits while we were away.

Availability updated 5 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Ian C.
Verified Enhanced Background Check
Sitter Profile Image: Ian C.
Verified Enhanced Background Check

14. Ian C.

Avid dog lover!
Downtown, Stamford, CT, 06901
1.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per visit
2 reviews

Ian has looked after my Vizsla on several occasions, and I couldn't be happier with the care he provides. My dog always comes home happy, well-exercised, and clearly comfortable after spending time with Ian. It's clear he has a natural way with dogs and genuinely enjoys being around them. Having known Ian for years, I can confidently say he’s trustworthy, responsible, and experienced. I highly recommend Ian to anyone looking for a reliable and caring dog walker!

Availability updated today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Stephanie P.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie P.
Verified Enhanced Background Check

15. Stephanie P.

Rover 101
Sporty, honest, caring & inclusive
Stamford, CT, 06901
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

Stephanie is amazing! She follows all of my instructions and is a natural with my Golden Retriever puppy. She takes very good care of him and treats him as her own. I would highly recommend her :)

Availability updated 4 days ago
Sitter Profile Image: Olivia B.
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Sitter Profile Image: Olivia B.
Verified Enhanced Background Check

16. Olivia B.

Small/med dog walker in Stamford,CT
Cove-East Side, Stamford, CT, 06902
1.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$10
per visit
5 out of 5.0 stars
4 reviews
1 repeat client

Olivia B. was a dog owner for fifteen years. In that time she fed, trained, walked, washed, and cared for the sick dog; feeding vitamins and medications as needed. She also walked her brothers dogs when visiting. I used to call her “The Dog Whisperer.”

Availability updated today
Sitter Profile Image: Kenisha M.
Verified Enhanced Background Check
Sitter Profile Image: Kenisha M.
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17. Kenisha M.

Dog Lover
Downtown, Stamford, CT, 06902
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
41 reviews
8 repeat clients
Profile image

Kenisha was amazing! I was traveling overseas for 11 nights and needed someone to come in to check on my 3 cats, feed them and clean up after them. She was so sweet and caring and my cats were happy. Even my extremely shy one came out and let her scratch her head. I highly recommend hiring this beautiful soul to take care of your pets.

Availability updated 8 days ago
Sitter Profile Image: Emily B.
Verified Enhanced Background Check
Sitter Profile Image: Emily B.
Verified Enhanced Background Check

18. Emily B.

Animal Lover&Caretaker
Greenwich, CT, 06870
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
8 reviews

I’ve known Emily for many years. She’s a very caring, nurturing, responsible person. I would definitely recommend Emily as a pet walker or babysitter. She’s a very special person.

Availability updated 5 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Maria C.
Verified Background Check
Sitter Profile Image: Maria C.
Verified Background Check

19. Maria C.

Rover 101
Elevated & Personalized Pet Care
Stamford, CT, 06902
0.8 mi. away
House Sitting, Drop-In Visits
from
$35
per visit
5 out of 5.0 stars
38 reviews
11 repeat clients

Maria is amazing caregiver for dogs. Her own dog is one of the sweetest, most well-behaved pups I know. Our dog, as a rescue, has a lot of trust and fear-based issues with strangers, but he warmed up to Maria almost immediately and she has always been kind and patient with him - she is one of his favorite people!

Availability updated yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: LisaLeigh R.
Verified Enhanced Background Check
Sitter Profile Image: LisaLeigh R.
Verified Enhanced Background Check

20. LisaLeigh R.

Patient,caring, attentive
Waterside, Stamford, CT, 06902
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
19 reviews
14 repeat clients
Profile image

LisaLeigh really helped us out when we were in a bind. She was communicative and took great care of our two pups for the night. I will absolutely be calling her again!

Availability updated 7 days ago
Confirmed availability for Juneteenth Weekend

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