Dog Sitting in Roxbury

Book a Roxbury dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Roxbury dog sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Evelina I.
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Evelina I.
from
$17
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
11 years of experience
Downtown, Stamford, CT, 06901

Wonderful service. Always on time and went the extra mile.

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Rhett W.
Sitter Profile Image: Ashley Q.
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Ashley Q.
from
$15
per visit
10 years of experience
Turn Of River, Stamford, CT, 06905

About: I’ve taken care of many dogs of different breeds and ages! I’ve been able to give medication if needed. Love playing with dogs with all types of personalities. Whether it’s energetic walks, playtime, or quiet cuddles, I focus on keeping dogs comfortable and happy! My schedule is super flexible for the month of January. I will be starting in person nursing school at the end of January. However, I will still be available for night walks or weekends after January. I have always been a big animal lover. By showing them love with cuddles, playtime, and long walks. I am always sure to communicate with any questions I have so that I can always be sure to give the best care for your pet!

Sitter Profile Image: Cassidy M.
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Cassidy M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
68 reviews
24 repeat clients
6 years of experience
Downtown, Stamford, CT, 06905

Cassidy did a great job with drop in visits for my older kitty while I was abroad. She was timely, adaptable, and VERY communicative. I was at ease that my sweet senior girl was well off, which made my travels more enjoyable!

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Kyli M.
Sitter Profile Image: Katie V.
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Katie V.
from
$25
per visit
5.0 out of 5 stars
85 reviews
25 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: Karina D.
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Karina D.
from
$22
per visit
8 years of experience
Downtown, Stamford, CT, 06901

About: I truly love dogs and treat them like family. I currently have a puppy that I care for and train daily using positive reinforcement. Through this experience, I have developed strong skills in routine care, structure, and understanding dog behavior. I provide multiple daily walks (usually 3–4 per day), playtime, and mental stimulation using puzzle toys, interactive games, and enrichment activities. I focus on creating a safe, calm, and loving environment where dogs feel comfortable and secure. I am patient, attentive, and very detail-oriented when it comes to pet care. I understand how important routine, consistency, and emotional comfort are for dogs. I have a flexible weekly schedule that allows me to be available for walks, drop-in visits, and pet care throughout the day. I only study part-time in the mornings two days a week, so I have plenty of time to focus on caring for dogs. I already have a daily routine that includes multiple walks with my own puppy, so adding walks and care for other dogs fits naturally into my schedule. I truly enjoy spending time outdoors and making sure dogs get the exercise, attention, and love they need. I provide multiple daily walks (3–4 times per day), playtime, and mental stimulation using puzzle toys, interactive games, and enrichment activities. I am patient, attentive, and focused on creating a safe, calm, and loving environment for every pet. I understand how important routine, consistency, and clear communication are for dogs to feel comfortable and secure.

Sitter Profile Image: Natasha F.
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Natasha F.
from
$25
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
15 years of experience
Springdale, Stamford, CT, 06907

Natasha went above and beyond when taking care of Roscoe. He is a bit of a fearful dog, but he took right away to Natasha and even rolled over for a belly rub, which he never ever has done with a stranger before. She must have some sort of special touch. She is responsible, keeps in constant contact, followed all of my instructions, and Roscoe obviously loved her. We will definitely be using her again in the future.

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Eamon M.
Sitter Profile Image: Paige D.
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Paige D.
from
$19
per visit
4.9 out of 5 stars
44 reviews
11 repeat clients
8 years of experience
Downtown, Stamford, CT, 06905

I definitely recommend using Paige! She’s very responsive, communicative, responsible, and goes above and beyond. I will be contacting her in the future!

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Alyssa H.
Sitter Profile Image: Andrey O.
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Andrey O.
from
$22
per visit
4 years of experience
Turn Of River, Stamford, CT, 06905

About: I’ve always loved animals. In Ukraine, my family had a farm where we nursed all types of animals, from kittens and dogs, to cows and chickens. In America, I have two cats and a dog who I grew up with and have taken care of for years. All the times I’ve pet-sit in the past, my clients, myself — and of course, the pets — were all satisfied. My medical experience has bred a pragmatic, thorough and alert mindset, offering a set of skills that I could carry over to pet care. Overall, I love spending time with animals, and I couldn’t imagine a more ideal job than pet-sitting! Currently, I work part-time and fit volunteering in wherever my schedule allows. I’m free on Mondays, Wednesdays and Saturdays, with an open schedule on Tuesdays after 6:30 PM and on Thursdays and Fridays after 2:30 PM. As such, I’m capable of providing plenty of attention to your pets, with a relatively flexible schedule. After years of bathing my cats and dog despite their reluctance, I’ve learned plenty about safety when it comes to handling animals. Giving medications, handling collars and leashes, and stimulating pets is simple for me. I’ve encountered many different situations and I’m equipped to deal with the vast majority. At the end of the day, the pets are my main priority, and my empathy and concern for animals makes me eager to work in any situation.

Sitter Profile Image: Kevin & Ana C.
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Kevin & Ana C.
from
$25
per visit
5.0 out of 5 stars
111 reviews
24 repeat clients
4 years of experience
Norwalk, CT, 06854

Kevin and Ana were terrific with my two pups. On time, followed all instructions carefully. Felt very comfortable with them and will be using their services again soon!

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Kimberly C.
Sitter Profile Image: Chelsea C.
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Chelsea C.
from
$18
per visit
3 years of experience
Greenwich, CT, 06807

About: I had a dog for 8 years and just recently adopted a cat! I love animals and believe they need to be just as loved. Animals are what bring joy to our lives and deserve the best care! I work from 8am-4pm at a medical practice in Greenwich and am free outside of that! Weekends are completely empty. I am happy to stop by early in the morning or at night to take care of your furry friend :) I will give your dog and cats lots of loving and will abide by how you take care of your dog in your home. Happy to help out in anyway I can!

Sitter Profile Image: Frank M.
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Frank M.
from
$25
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
2 years of experience
Cove-East Side, Stamford, CT, 06902

About: Constant TLC (Tender Loving Care) for Every Furry Friend! I also work at a Doggy Daycare which has given me tons of hands-on experience with dog behaviour and care. I'm currently working 30 hours a week so my availability for caring for pets outside work has increased. I have a plenty of space during week days and weekends to care for your furry pals. I have experience handling dogs who may not be used to friendly strangers. I can easily make them warm up and make them feel like I'm just a another member of their family.

Sitter Profile Image: Mireya F.
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Mireya F.
from
$20
per visit
10 years of experience
Newfield, Stamford, CT, 06907

About: I treat every pet like my own — with patience, respect, and lots of love. I have hands-on experience with dogs and cats of all ages, from energetic puppies to gentle seniors who need a slower pace and extra care. I’m comfortable with administering medication, following special diets, and maintaining consistent routines so pets feel safe and happy. I also have experience with basic obedience training and positive reinforcement, so I can help reinforce good habits while you’re away. Whether it’s a playful walk, a calm cuddle session, or managing special needs, I always focus on creating a stress-free, loving environment for every furry friend in my care. Caring for furry friends is part of my everyday life! I start and end most days with walks, playtime, and snuggles with my own pets. Fitting in visits or stays with other pets feels completely natural — it’s something I truly enjoy, not just a job. Whether it’s a morning walk, an afternoon check-in, or an overnight stay, I plan my schedule around giving each pet the time and attention they deserve. Spending time with furry friends is honestly the best part of my day! When I’m caring for pets in my home, I make sure they feel comfortable and part of the family right away. I keep a clean, safe space for them to relax, play, and rest. We go on regular walks, have plenty of playtime, and of course, lots of cuddles and attention. I always stick to their normal routine — from feeding times to favorite toys — so they feel right at home. When I’m in a client’s home, I treat it with the same respect and care as my own. I follow all instructions carefully, keep things tidy, and make sure your pets stay happy, comfortable, and on their usual schedule. I send photo updates so you can see how they’re doing and feel at ease while you’re away. Whether it’s in my home or yours, your pets will be loved, safe, and cared for like family! ❤️

Sitter Profile Image: Nicole G.
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Nicole G.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
31 reviews
11 repeat clients
7 years of experience
South End, Stamford, CT, 06902

Nicole was really great! Our dog can be nervous around new people but he seemed to really like her. We felt confident she’d take good care of him.

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Rebecca R.
Sitter Profile Image: Lindsay P.
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Lindsay P.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
40 reviews
25 repeat clients
15 years of experience
Darien, CT, 06820

Lindsay did a great job...will definitely use her again!

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Jennifer H.
Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
15 years of experience
Downtown, Stamford, CT, 06902

About: I’ve taken care of dogs since having our first family dog when I was little. I trained our family dog to not only have discipline, but also do tricks! I recently trained my friend’s dog to do some fun tricks too. I love to give the pups all the attention and patience they deserve. I shared a cat all through college with my roommate and am familiar with cats needs. I currently have Friday-Sunday off so I’d love to board or do walks on the weekend. I’m also available in the mornings and evenings if walks are needed then. I live close to lots of walking paths and dog parks. It’s a great area to go on long walks or to the dog parks!

Sitter Profile Image: Victoria S.
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Victoria S.
from
$22
per visit
1 repeat client
15 years of experience
Greenwich, CT, 06830

About: I have a special love for animals. I enjoy spending time playing with them and caring for them. I grew up taking care of dogs, cats and small pets. I am a new nurse grad. Most of my work is done from home, which leaves plenty of time to care and play with any pets! I have a small fenced in back yard as well as parks and trails right near my home. I also am available to house or dog sit at your residence.

Sitter Profile Image: Ashley L.
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Ashley L.
from
$35
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
23 years of experience
Stamford, CT, 06902

About: Hi! I’m Ashley — a lifelong dog lover and trainer with over 23 years of experience in rescue, rehabilitation, fostering, and behavioral support. From puppies to seniors, anxious dogs to reactive ones, I’ve worked with them all. I’m based in a quiet suburban area of Stamford, set back from the road with plenty of open, secure outdoor space. Dogs enjoy safe freedom to run and play away from traffic, along with calm neighborhood walks and lots of fresh air and enrichment. I’m accepting: • Dog walking • Drop-in visits • House sitting • Dog training • Doggy day care • Boarding Doggy Day Care with Training & Enrichment — starting at $85/day Unlike standard day care, my service combines structured training and full-day care. Your pup will enjoy a safe, attentive environment that may include leash, prong, and/or e-collar work (based on the dog’s needs and owner preference), foundational obedience such as heel, place, and down, and consistent reinforcement throughout the day — not just playtime. Day care covers 8+ hours (with extended care flexibility), so you don’t have to worry if your schedule runs long. With years of hands-on experience and proven results working with dogs of all temperaments, I focus on balance, mental stimulation, and clear communication, providing the kind of structure and enrichment that makes a real difference for both dogs and their owners. I take pride in creating a peaceful, supportive experience where dogs feel comfortable, understood, and confident. Dogs enjoy plenty of outdoor time, weather permitting, along with structure and one-on-one attention, supported by the calm presence of my highly trained dog Jemma, who sets a steady, positive example. Your dog’s safety and comfort come first. I offer calm, structured care tailored to each dog’s temperament, with close supervision, respect for boundaries, and individualized attention.

Sitter Profile Image: kaitlin s.
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kaitlin s.
from
$35
per visit
1 repeat client
6 years of experience
Turn Of River, stamford, CT, 06905

About: I’ve taken care of dogs since I was 14 and I love it. Having 2 dogs of my own I know what it’s like to find quality pet care so I like to provide families with the relief of knowing their four-legged baby is being well taken care of! Through my experiences, I’ve learned how to be attentive to dogs cries, whines, whimpers, etc. and body language which helps me make sure they get what they need. I’m currently a college student and am home for the summer. I work at the grocery store 3 days a week so during those hours I wouldn’t be at the house but other than that I will be there! I can’t leave during work but as my hours are short, it has not interfered with my ability to tend to the dogs! I work with each pet parent to make sure I have all the details of the pet’s schedule. In my home, pets are always viewed as members of our family. I believe that pets require the same love and attention that people do so that’s what I share with my clients as well!

Sitter Profile Image: Anni G.
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Anni G.
from
$25
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
7 years of experience
Stamford, CT, 06901

Anni was fantastic - she was available on very short notice and provided great care and attention during the visit

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Cody J.
Sitter Profile Image: Karen R.
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Karen R.
from
$40
per visit
5.0 out of 5 stars
7 reviews
5 repeat clients
8 years of experience
Newfield, Stamford, CT, 06905

Karen looked after my two cats while I was away for a week and it was great knowing they were being checked on. She gave me daily updates and pictures, which was great for my piece of mind. I'd highly recommend her to anyone looking!

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Alycia S.
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Roxbury dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Chris was great with my puppy! Very attentive to both my needs and my puppy’s needs during his visits. Great communication and photos to ease my nerves. I’m would highly recommend him for any of your pets needs!!

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Amanda E.
Drop-In Visits
5.0 out of 5 stars

Excellent: Reliable, caring, and responsible. Claire provided us with photos and updates while taking care of our dog. HIGHLY RECOMMEND!!!!!

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John M.
Drop-In Visits
5.0 out of 5 stars

Elvia was great with our high energy golden retriever! She was very flexible on last minute bookings and very easy to communicate with.

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Vighnesh V.
Drop-In Visits
5.0 out of 5 stars

Evelina was absolutely amazing with my Marley while I was away on a week-long cruise. From the start, she was professional, kind, and very communicative, which gave me real peace of mind. She sent regular updates and photos, and it was clear Marley was happy, comfortable, and well cared for the entire time. When I got back, Marley was relaxed, healthy, and clearly loved his time with her. Evelina truly treated him like her own. I couldn’t have asked for a better sitter and will definitely be booking with her again. Highly recommend Evelina to anyone looking for a trustworthy and caring Rover helper.

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Rafael Y.
Drop-In Visits
5.0 out of 5 stars

Hanaya is a great sitter, reliable and does not get frazzled with both my dogs who have two different and big personalities

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Ally B.
Drop-In Visits
5.0 out of 5 stars

Nicole was really great! Our dog can be nervous around new people but he seemed to really like her. We felt confident she’d take good care of him.

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Rebecca R.
Drop-In Visits
5.0 out of 5 stars

We have used Nicole multiple times. We needed her to come let our dog out while we were away from our home for a long day. She was prompt and loving to our dog. She is always dependable for a drop in visit. We will use her again for sure.

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Patty N.
Drop-In Visits
5.0 out of 5 stars

We had a great experience with Jessica. She's reliable, responsive, and clearly cared about Hana. We really appreciated the updates and photos. Would absolutely book again and recommend to others!

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Sylvia C.
Drop-In Visits
5.0 out of 5 stars

Danielle is fantastic! We have had her watch our toy poodle multiple times and she is great! Very responsive and takes great notes on how to best care for our sweet boy

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Alex M.
Drop-In Visits
5.0 out of 5 stars

Thanks Madison! Glad you have met hem and take them out:) Will use your services when we’re in the area!

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Sabina P.
Drop-In Visits
5.0 out of 5 stars

I had an unusual need and Jessica was great - from communication to execution. I trust her with our dog and would recommend her to anybody.

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James C.
Drop-In Visits
5.0 out of 5 stars

Melissa is an excellent dog sitter, would recommend her to anyone! She did several drop-in visits during a weekend while we were away and was super communicative and great with our pup. She sent me several photos and videos that truly melted my heart, it was so clear how good of care she was giving to our girl. I have fullest intentions to work with Melissa again in the future when we need her as she is very reliable, compassionate, trustworthy, and an excellent dog sitter. Finley loved her!

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Danielle S.
Drop-In Visits
5.0 out of 5 stars

Emily is reliable, punctual, communicative and great with my dog. She always follows my detailed instructions and will definitely continue to book again.

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Lindsey D.
Drop-In Visits
5.0 out of 5 stars

Anni was fantastic - she was available on very short notice and provided great care and attention during the visit

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Cody J.
Drop-In Visits
5.0 out of 5 stars

Melissa is responsible and conscientious sitter. She was good with my dog, arrived on time as agreed and reported back after her visits. I would recommend her services without hesitation.

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Barry D.
Drop-In Visits
5.0 out of 5 stars

Wendy always takes such great care of Marty and always provides plenty of photos / videos - Thank you!

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John C.
Drop-In Visits
5.0 out of 5 stars

Michelle was wonderful with Sheba who can be quite skittish. She’s was communicative and very clearly cares about the animals she sits.

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Amanda B.
Drop-In Visits
5.0 out of 5 stars

Janine has been our go-to sitter, and we are very happy with her. She shows genuine care, is great at communication, and is polite and professional.

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Matthew M.
Drop-In Visits
5.0 out of 5 stars

We have booked a few times with Trebawan and would not trust anyone else to tend to our pup. He is punctional, professional, and leaves our pup tired enough to relax while we are away. Will definitely be using him for the foreseen future!

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cameron k.
Drop-In Visits
5.0 out of 5 stars

Alyssa was so great. She was so flexible with her schedule and came out before to meet our diva dog Cora. We will definitely use her again. You can tell her strong love for animals. Got the cutest pictures of our dog when we were away! High recommend

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Claudia M.
Drop-In Visits
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Frequently asked questions about Rover

If you’re searching for a Roxbury dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Roxbury.

Rover makes it easy to find Roxbury dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.