Personalized care for your dog or cat - Jamaica Plain

Highly-rated overnight sitters - Jamaica Plain

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Jess M.
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Jess M.
Star Sitter
$67
total per night
5.0 out of 5 stars
101 reviews
63 repeat clients
10 years of experience
Milton, MA, 02186

Jess was an amazing pet-sitter. The walks and family time were just what our dog loves. He came home happy and well-rested and not exhausted like he usually does when boarded at a kennel-type facility. He enjoyed the love and attention he received, as well as the interaction with the other dogs. We will definitely be using Jess again!

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Trish S.
Sitter Profile Image: Zarah F.
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Zarah F.
$67
total per night
5.0 out of 5 stars
9 reviews
19 years of experience
Jamaica Plain, Boston, MA, 02130

My dog had a great time at Zarah’s! She sent so many updates and it was so nice to know he was being so well taken care of while I was out of town!

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Emily C.
Sitter Profile Image: isabella d.
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isabella d.
$65
total per night
4.6 out of 5 stars
28 reviews
8 repeat clients
9 years of experience
Jamaica Plain, Roxbury, MA, 02120

Isabella did a great job in minding Marvin and Mellow. My cats are usually nervous at first, but settled down really well throughout their stay. She kept us in the loop with loads of photos and videos. By the end, our cats were content and I would definitely book her again!

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Grace M.
Sitter Profile Image: Joseph O.
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Joseph O.
Star Sitter
$50
total per night
4.9 out of 5 stars
251 reviews
122 repeat clients
22 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Joe did a wonderful job caring for our sweet girl! He sent us frequent pictures and updates to let us know how she was doing. He was very understanding, patient, and attentive. Will definitely use him again :)

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Molly S.
Sitter Profile Image: Jing P.
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Jing P.
$62
total per night
5.0 out of 5 stars
29 reviews
7 repeat clients
5 years of experience
Quincy, MA, 02171

Jing and her husband were great. They took great care of my dog for the week. Their house is in a great location and their fenced yard was great for my dog who is not always the best off leash. They clearly care for dogs. I would definitely find Jing again!

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Stanley L.
Sitter Profile Image: Ling & Ye Y.
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Ling & Ye Y.
Star Sitter
$73
total per night
5.0 out of 5 stars
18 reviews
3 repeat clients
4 years of experience
Newton, MA, 02459

Great communication and wonderful care for our dog Maui. He looked so happy during his stay and had lots of walks, play time and cuddles with the family.

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Emma P.
Sitter Profile Image: Carolina S.
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Carolina S.
$73
total per night
5.0 out of 5 stars
5 reviews
2 repeat clients
2 years of experience
North Dorchester, Boston, MA, 02125

Carolina is awesome. Kaci loves to visit and enjoys spending time with the other dogs. They keep me updated with photos and take him on good walks. I love that she offers pick up and drop and is always on time. As a busy person it is good to have a sitter you trust.

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Kereen C.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
$78
total per night
5.0 out of 5 stars
56 reviews
13 repeat clients
2 years of experience
Jamaica Plain, Boston, MA, 02130

Steven was phenomenal. He sent us daily updates and photos, and it was clear Carly felt completely at home. She came back happy, relaxed, and well-cared for. Truly an exceptional experience.

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Charles V.
Sitter Profile Image: Dana R.
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Dana R.
$67
total per night
4.9 out of 5 stars
240 reviews
74 repeat clients
15 years of experience
Hyde Park, Boston, MA, 02136

Dana was able to help us out last minute and was great at communicating and keeping us updated regularly. Anytime I had a question or checked in he was very responsive. Our pup was in great spirits when we got back and seems like he had a great time with Dana.

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Michelle M.
Sitter Profile Image: Alyson B.
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Alyson B.
Star Sitter
$72
total per night
5.0 out of 5 stars
204 reviews
33 repeat clients
25 years of experience
Hyde Park, Boston, MA, 02136

Alyson was amazing! She sent lots of pictures and updates while watching my cat and it was clear he was having a great time. She asked questions and was super responsive - would definitely recommend booking with her and I will book again!

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Meghan M.
Sitter Profile Image: Vanessa T.
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Vanessa T.
Star Sitter
$50
total per night
5.0 out of 5 stars
10 reviews
3 repeat clients
16 years of experience
Roxbury, Roxbury, MA, 02119

Vanessa took wonderful care of my dear Clementine. Clementine was very happy in Vanessa's care. I'm very grateful for how well cared for Clementine was with Vanessa!

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Jessica B.
Sitter Profile Image: Jamie C.
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Jamie C.
Star Sitter
$65
total per night
5.0 out of 5 stars
46 reviews
7 repeat clients
35 years of experience
West Roxbury, West Roxbury, MA, 02132

Jamie , Kenzie and Nikki were AMAZING taking care of Escarcha. We know that she was completely safe and well fed and they sent us videos and photos of everyone playing with her. Escarcha even warmed up to their dog Sammy although she doesn’t love hanging with other dogs. We highly recommend them!!

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Monica R.
Sitter Profile Image: Jodi T.
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Jodi T.
Star Sitter
$45
total per night
5.0 out of 5 stars
47 reviews
20 repeat clients
20 years of experience
Hyde Park, Hyde Park, MA, 02136

Jodi was great in helping us with Stewie! Her home was warming, she sent photos every day, and Stewie looked like he enjoyed his time! Thank you, Jodi!!

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Ngoc K.
Sitter Profile Image: Kaitlyn D.
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Kaitlyn D.
Star Sitter
$62
total per night
5.0 out of 5 stars
77 reviews
13 repeat clients
12 years of experience
Allston-Brighton, Boston, MA, 02134

Kaitlyn was so wonderful! She communicated regularly and was calm and understanding when Allie had a bout of stomach issues. Allie came home happy and tired, the perfect combination!

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Megan F.
Sitter Profile Image: Andreas K.
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Andreas K.
Star Sitter
$59
total per night
5.0 out of 5 stars
8 reviews
3 repeat clients
25 years of experience
Allston-Brighton, Boston, MA, 02134

Andreas took such wonderful care of our small doodle. He seems to genuinely love dogs, and our pup had a great time staying with him. He also sent along many photos and updates of their day. 10/10!

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Katie K.
Sitter Profile Image: Whitney M.
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Whitney M.
Star Sitter
$69
total per night
5.0 out of 5 stars
73 reviews
30 repeat clients
30 years of experience
Westwood, MA, 02090

Whitney was so understanding and flexible when a large snowstorm impacted travel extending my pet’s stay. Her wonderful care for my pup means so much and let me concentrate on getting home safely. Thank you!

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Michelle M.
Sitter Profile Image: GARRETT R.
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GARRETT R.
$62
total per night
5.0 out of 5 stars
7 reviews
5 years of experience
Jamaica Plain, Boston, MA, 02130

This was our first time using Garrett to watch our pup and we absolutely would do it again! He was attentive, communicative, and flexible. He also handled our anxious dog excellently, being gentle with her but also making sure she got her exercise and play in. Above all, he treated her like a member of the family.

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Benjamin P.
Sitter Profile Image: Erin B.
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Erin B.
Star Sitter
$73
total per night
5.0 out of 5 stars
93 reviews
25 repeat clients
6 years of experience
Roxbury, Roxbury, MA, 02119

Erin was very nice and put our anxious little dog at ease. He ate his meals and looked comfy and relaxed on the photos Erin sent us, so we feel comfortable leaving him with her for a few weeks next month.

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Christine B.
Sitter Profile Image: Silver E.
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Silver E.
$67
total per night
2 repeat clients
14 years of experience
South Boston, Boston, MA, 02127

About: I’m a lifelong dog owner with hands-on experience caring for a wide range of breeds, from energetic puppies to quirky seniors. I work from home, so I’m able to offer tons of attention, exercise, and consistency throughout the day. Having lived with everything from labs to Pyrenees mixes, I understand the importance of meeting each dog’s unique needs, whether that’s structured walks, gentle senior care, or patient socialization for shy pups. I’m comfortable with big dogs and independent personalities, and my own experience training puppies and supporting older dogs means your pup is in caring, knowledgeable hands.What sets me apart is my lifelong experience caring for a variety of breeds—including puppies and seniors—and my work-from-home flexibility means dogs get real companionship and attention all day. I understand big, independent, and quirky personalities, and I prioritize individualized care, from puppy training to gentle support for older dogs. I take the time to get to know every dog, building trust through patience, routine, and play. Pet care is a natural part of my daily life, not an afterthought. Since I work from home, I’m able to integrate walks, playtime, and check-ins throughout the day—whether it’s a morning stroll, afternoon games in the park, or relaxed evenings together. My routine is flexible, so dogs always get outside for fresh air and exercise and receive plenty of attention between my work sessions. On weekends, I love exploring new neighborhoods, local parks, or heading to the beach—always bringing dogs along for new adventures. Whether it’s active pups needing stimulation or seniors who prefer a calm presence, I adapt my days to make sure every dog feels comfortable, safe, and part of my everyday world. When caring for pets in my home, I make sure they’re comfortable, safe, and integrated into my daily routine—regular walks to nearby parks or the beach, supervised playtime, and cozy rest spots throughout my home. I keep to each dog’s familiar schedule as much as possible, including feeding times, exercise, and any training or medication routines. In a client’s home, I respect their space and routines, making sure pets feel secure in their own environment. I follow all instructions closely, from special diet needs to unique quirks or favorite toys, and keep in touch with updates and photos so owners know their pets are happy and cared for. Most importantly, I treat every dog like they’re my own—with patience, structure, and genuine affection—whether they’re here for a day, a weekend, or longer.

Sitter Profile Image: Hyesoo L.
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Hyesoo L.
Star Sitter
$70
total per night
5.0 out of 5 stars
71 reviews
28 repeat clients
25 years of experience
Brookline, MA, 02446

Hyesoo and her family took really good care of my puppy, Lily. The pictures and updates that Hyesoo sent us made us enjoy our own vacation because I knew that Lily was having a great time with Som, Hyesoo’s puppy. Thank you so much! I’ll definitely call her again!

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Yoo Jin K.
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Cat caregivers near you - Jamaica Plain

Prices are estimates per visit for 1 cat. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Morgan & Meaghan W.
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Morgan & Meaghan W.
Star Sitter
$28
total per visit
5.0 out of 5 stars
64 reviews
19 repeat clients
11 years of experience
Boston, MA, 02130

Morgan and Meaghan were incredible! They sent several photos during each check in and kept us up to date with how our kitties were doing. We will definitely keep them in mind for the next time we need a sitter. 🙂

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Sarah V.
Sitter Profile Image: Mirabel F.
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Mirabel F.
Star Sitter
$23
total per visit
5.0 out of 5 stars
45 reviews
19 repeat clients
6 years of experience
Jamaica Plain, Boston, MA, 02130

Mirabel did a fantastic job with our cat! She went above and beyond and was super responsive at all times. I’d trust her a million times over with our cat!

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Emily C.
Sitter Profile Image: Lia G.
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Lia G.
Star Sitter
$28
total per visit
5.0 out of 5 stars
197 reviews
57 repeat clients
7 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Lia was great with my needy cat! When I got home my house was exactly how I left it and my cat was happy. Would absolutely book with her again!

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Tia M.
Sitter Profile Image: Caroline E.
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Caroline E.
Star Sitter
$28
total per visit
5.0 out of 5 stars
66 reviews
28 repeat clients
10 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Caroline was the best sitter we could have asked for our first time using rover. Communicative, professional, trustworthy. Will definitely book again!

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Lauren W.
Sitter Profile Image: Nathan G.
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Nathan G.
Star Sitter
$28
total per visit
5.0 out of 5 stars
60 reviews
20 repeat clients
4 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Nathan has watched our cats several times, and I couldn’t recommend enough. He has excellent communication, is punctual, and provides great updates and photos. One of our girls is very timid and has not warmed up to anyone other than my partner and me but she LOVES Nathan. Needless to say, we’d love him to continuing watching our girls as long as possible!

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Natalie S.
Sitter Profile Image: Julie O.
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Julie O.
Star Sitter
$28
total per visit
5.0 out of 5 stars
36 reviews
14 repeat clients
6 years of experience
Boston, MA, 02130

Took great care of our kitten the first time we left him alone! I was nervous but Julie sent great updates and photos. You could see our little shy guy slowly become more and more comfortable with her each visit which was so great!

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Audrey C.
Sitter Profile Image: Megan S.
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Megan S.
$32
total per visit
5.0 out of 5 stars
114 reviews
45 repeat clients
7 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Megan was great! She's an excellent communicator and accommodated some last minute scheduling hiccups on my end with no problem. I'm thankful for her diligence and by all indications she did a good job with her drop in visits with my cat.

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Jack P.
Sitter Profile Image: Victoria B.
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Victoria B.
Star Sitter
$28
total per visit
5.0 out of 5 stars
45 reviews
14 repeat clients
17 years of experience
Jamaica Plain, Boston, MA, 02130

What an amazing sitter! Took great care of my cat for multiple weeks, and put up with all of her behavioral quirks and sent me tons of photos and updates as well. I felt completely at ease and would absolutely book again. Thank you!

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Joel B.
Sitter Profile Image: Luis R.
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Luis R.
$36
total per visit
5.0 out of 5 stars
32 reviews
6 repeat clients
3 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Luis is a gentle and kind person who understands shy cats and takes the time to get to know them. I highly recommend him for your kitty care!

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Martha H.
Sitter Profile Image: Emily C.
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Emily C.
Star Sitter
$28
total per visit
5.0 out of 5 stars
20 reviews
10 repeat clients
7 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Emily was amazing. She took great care of our dogs and was very understanding and accommodating when unforeseen circumstances led us to booking at the last minute. Will definitely use again in the future and recommend her!

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Samantha B.
Sitter Profile Image: Debra W.
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Debra W.
Star Sitter
$28
total per visit
5.0 out of 5 stars
12 reviews
8 repeat clients
35 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Debra was wonderful with our kittys. She played with them daily, gave quick updates, and took incredible photos. She made an effort to spend time with each of them, too. Two of our three cats are social little beings, and the third is a bit sassy and nonchalant. Debra was able to get him to trust and respond to her, allowing her to give him pets and he ate in front of her! That’s a big deal in our home. We recommend her and will absolutely hire her again.

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Adriene W.
Sitter Profile Image: Julie J.
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Julie J.
Star Sitter
$23
total per visit
5.0 out of 5 stars
224 reviews
68 repeat clients
22 years of experience
Brookline, MA, 02445

Whenever we need a cat sitter, we always check to see if Julie is available to watch them first! She shows a lot of care when visiting our cats and we really appreciate the updates and photos she sends our way while we're away.

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Sam K.
Sitter Profile Image: Nick P.
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Nick P.
$23
total per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
6 years of experience
Roxbury, Boston, MA, 02130

Nick was very timely, responsive, and got along very well with my cat! He’s very friendly and nice to work with!

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Thomas L.
Sitter Profile Image: Nick J.
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Nick J.
Star Sitter
$25
total per visit
5.0 out of 5 stars
46 reviews
18 repeat clients
12 years of experience
Brookline, MA, 02446

Nick was amazing with our two demanding girls while we were out of the country! Very communicative and sent super cute pics. Would definitely recommend

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Helena B.
Sitter Profile Image: Jordan A.
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Jordan A.
Star Sitter
$26
total per visit
5.0 out of 5 stars
68 reviews
20 repeat clients
10 years of experience
Allston-Brighton, Brighton, MA, 02135

Jordan was a great cat sitter. She spent extra time with our kittens and balanced the needs of our rambunctious kitten and more calm kitten. She also sent great photos and updates each visit. We would definitely use her again.

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Rachel S.
Sitter Profile Image: Gabriel B.
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Gabriel B.
Star Sitter
$28
total per visit
4.9 out of 5 stars
77 reviews
17 repeat clients
10 years of experience
Boston, MA, 02130

Gabriel is great. He is dedicated to making sure animals are comfortable with him and provides amazing care. His communication is also great.

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Christopher M.
Sitter Profile Image: Marie S.
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Marie S.
Star Sitter
$28
total per visit
5.0 out of 5 stars
21 reviews
7 repeat clients
6 years of experience
Jamaica Plain, Boston, MA, 02130

Marie was very friendly, communicative and flexible. When I returned from my vacation, the cat was happy, both water/food was fresh and full and the litterbox was clean. Excellent! Thank you Marie!

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silke_nuber@yahoo.de
Sitter Profile Image: Angelina C.
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Angelina C.
$22
total per visit
5.0 out of 5 stars
23 reviews
4 repeat clients
33 years of experience
Brookline, MA, 02445

About: I’ve had cats my whole life! I love all their different personalities and quirks. From playing to brushing to litter scooping, I can do it all!

Sitter Profile Image: Michael P.
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Michael P.
Star Sitter
$28
total per visit
5.0 out of 5 stars
33 reviews
11 repeat clients
8 years of experience
Boston, MA, 02130

Michael is a fantastic pet sitter and went above and beyond when caring for our cat! He did a fantastic job and I would nightly recommend him!

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Emily C.
Sitter Profile Image: Andrew M.
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Andrew M.
Star Sitter
$34
total per visit
5.0 out of 5 stars
84 reviews
18 repeat clients
17 years of experience
Boston, MA, 02130

I don’t travel often so I’m nervous leaving my baby with anyone new, but Andrew was great! Prompt responses, timely visits, cute pics, and my girl seemed very content when I got home.

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Julia B.
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Perfect for high energy dogs - Jamaica Plain

Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Suzanne T.
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Suzanne T.
$56
total per day
5.0 out of 5 stars
8 reviews
6 repeat clients
5 years of experience
Jamaica Plain, Jamaica plain, MA, 02130

Willow loved her time with Suzanne. Suzanne did a meet-and-greet in advance with us to learn about Willow. Then they spent their walking and playing and Willow was happy to come back and see Suzanne again!

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Samara S.
Sitter Profile Image: Tae H.
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Tae H.
$73
total per day
5.0 out of 5 stars
60 reviews
19 repeat clients
12 years of experience
Jamaica Plain, Boston, MA, 02120

Tae took just a great care of Archie and it was very obvious that he had such a good time playing with Tae and her lovely Goldendoodle. He was also able to relax with the comfy bed that Tae provided. Will definitely ask for Tae’s help again in future!

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Jamie Z.
Sitter Profile Image: Izza Sofia H.
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Izza Sofia H.
$67
total per day
4.8 out of 5 stars
44 reviews
9 repeat clients
5 years of experience
Jamaica Plain, Boston, MA, 02120

Sofia took care of our dachshund for the weekend and did a wonderful job! She communicated with us & took really good care of our puppy. She’s great!

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Gracie M.
Sitter Profile Image: Emma L.
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Emma L.
Star Sitter
$43
total per day
5.0 out of 5 stars
42 reviews
17 repeat clients
4 years of experience
Brookline, MA, 02446, Brookline, MA, 02446

Emma was great with our 12 year old cockapoo. She was communicative, on time, and sent lots of pictures. Quincy loved his time with her and we'll be using her again!

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Brenna B.
Sitter Profile Image: Adriel V.
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Adriel V.
$43
total per day
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Jamaica Plain, Roxbury crossing, MA, 02120

Adriel was so good with Dilly while I was away. He was very patient with her when she was nervous about leaving me and was very attentive, giving me frequent updates.

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Bridget N.
Sitter Profile Image: Wendy Z.
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Wendy Z.
Star Sitter
$78
total per day
5.0 out of 5 stars
17 reviews
9 repeat clients
10 years of experience
Fenway-Kenmore, Boston, MA, 02215

Wendy is a great sitter! She took such good care of Biscuit, was timely, communicative and share lots of update photos. 10/10 would recommend

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Angeline F.
Sitter Profile Image: Brett M.
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Brett M.
$50
total per day
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Jamaica Plain, Boston, MA, 02130

Our dog, Penny, had a great time with Brett (and Pepper)! I loved that she got to go on several walks and have their company while I was at work. Plus Brett was very accommodating with my schedule. Would definitely book again!

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Sarah B.
Sitter Profile Image: Ann-Marie Z.
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Ann-Marie Z.
$67
total per day
5.0 out of 5 stars
24 reviews
8 repeat clients
20 years of experience
Roslindale, Jamaica Plain, MA, 02130

Ann-Marie has been watching my little guy Ollie and she has been the best. She has been allowing me to work in peace. She cares for him like her own and I would recommend her to anyone.

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Emonyi S.
Sitter Profile Image: Jamie C.
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Jamie C.
Star Sitter
$50
total per day
5.0 out of 5 stars
46 reviews
7 repeat clients
35 years of experience
West Roxbury, West Roxbury, MA, 02132

Jamie was great! Was flexible with an early pickup, communicated quickly, and took good care of our pup. Benji immediately made himself at home and seemed sad to go, he enjoyed his time with Jamie and Sammie.

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Grace W.
Sitter Profile Image: Sarabeth T.
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Sarabeth T.
Star Sitter
$67
total per day
5.0 out of 5 stars
43 reviews
7 repeat clients
17 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Sarabeth was so amazing. Kenobi loved spending time with her and was excited to see her every morning. She was very communicative, kind, and sent frequent updates. Highly recommend!!

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Tali R.
Sitter Profile Image: Mariella T.
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Mariella T.
$37
total per day
5.0 out of 5 stars
11 reviews
2 repeat clients
14 years of experience
Jamaica Plain, Boston, MA, 02130

Mariella was fantastic with Moxie! She watched her for a full day, keeping us updated throughout the day with messages and photos. It was clear Moxie was cozy on a cold wet day, well cared for, and getting lots of attention. We felt at ease knowing she was in good hands. We’d absolutely book with Mariella again!

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Nathaniel F.
Sitter Profile Image: isabella d.
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isabella d.
$50
total per day
4.6 out of 5 stars
28 reviews
8 repeat clients
9 years of experience
Jamaica Plain, Roxbury, MA, 02120

About: Your pets will be in loving, reliable hands with me. I treat every animal like they’re part of my own family, giving them so much attention and comfort that they won’t even notice you’re away🥰 I’m a stay at home mom with a very flexible schedule, so I’m available most days and can easily adjust to your pet’s needs. Whether your pet requires extra cuddles, calm companionship, or lots of playtime, I’m here to make sure they feel safe and happy. When your pet stays in my home, they become part of my family from the moment they walk through the door. I provide a clean, safe, and pet friendly environment where they can relax, explore, and feel completely comfortable. I have 1 cat. Her name is Emerald she is 2 years old and she is absolutely spoiled. She has her own wall climbing catch tree that she loves and tons of toys.

Sitter Profile Image: Shuhua W.
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Shuhua W.
Star Sitter
$66
total per day
4.9 out of 5 stars
51 reviews
9 repeat clients
5 years of experience
Allston-Brighton, Boston, MA, 02134

I have my peace of mind because Hermes is very comfortable and happy with Shuhua . She is kind and very professional. Hermes and i trust her a lot.

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Mythily R.
Sitter Profile Image: Tenzin Sherap N.
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Tenzin Sherap N.
$62
total per day
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
Jamaica Plain, Boston, MA, 02130

About: Hi there, my name is Tenzin, and I’d love to take care of your dog. I genuinely enjoy long walks, so when you book with me, your dog will feel like they’re on a little vacation. I live near two large parks that offer the perfect playground, plenty of space to explore, and great opportunities for social interaction. I grew up with four dogs, a Dalmatian, a Pug, a German Shepherd, and a Tibetan Spaniel, so I have hands-on experience with different breeds, sizes, and temperaments. During that time, I was also an avid fan of The Dog Whisperer with Cesar Millan, which helped me develop a strong understanding of dog behavior and best practices for handling and care. Lastly, communication is very important to me. I always provide updates and make sure you feel confident and at ease knowing your dog is happy, safe, and well cared for. I work from home as a web developer, so your dog will always have company. Since I spend long hours at a screen, I really enjoy getting outside for long walks, and your dog will definitely get to enjoy those with me too. From my experience with many dogs, I’m good at reading their body language and understanding what they need. I make sure they get plenty of attention and care, and my condo is fully dog-proofed and safe.

Sitter Profile Image: Emma L.
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Emma L.
Star Sitter
$56
total per day
5.0 out of 5 stars
76 reviews
22 repeat clients
7 years of experience
Allston-Brighton, Allston, MA, 02134

Emma took such great care of Arya and she was so happy with her stay! Emma sent updates and pictures to me of my baby girl and kept me updated with any changes. I would definitely recommend her!

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Febby C.
Sitter Profile Image: Joseph O.
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Joseph O.
Star Sitter
$34
total per day
4.9 out of 5 stars
251 reviews
122 repeat clients
22 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Awesome! He really helped me out when I was in a bind. Great with communication, following care instructions, and just being patient with my puppy. I will be sending Otis back to him when I need his help.

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Sirena G.
Sitter Profile Image: Alan & Ying C.
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Alan & Ying C.
Star Sitter
$73
total per day
5.0 out of 5 stars
89 reviews
28 repeat clients
10 years of experience
Roslindale, Jamaica Plain,Boston, MA, 02130

Alan took excellent care of my young dog who is something of an escape artist. Pilot enjoyed his time with Alan and I enjoyed knowing that Pilot was happy and safe.

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Barbara R.
Sitter Profile Image: Ling & Ye Y.
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Ling & Ye Y.
Star Sitter
$56
total per day
5.0 out of 5 stars
18 reviews
3 repeat clients
4 years of experience
Newton, MA, 02459

Ling and Ye were great with my puppy! I had to work a very, very long day and they were very accommodating with an early drop off and late pick up. They also made me feel comfortable by sending pictures throughout the day to reassure me that she was having a great day. I will definitely hire them again!

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Andrea R.
Sitter Profile Image: Atticia C.
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Atticia C.
$56
total per day
5.0 out of 5 stars
52 reviews
22 repeat clients
23 years of experience
South Dorchester, Boston, MA, 02122

Mayu loves getting dropped off to Atticia’s for daycare. She’s walked, fed, rested, and loved all day and comes home ready to knock out. I’m also so happy Mayu has a dog friend with Aurora- I think it’s really helped with her manners and socialization skills. Thank you for all you do, Atticia!

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Vica Jean M.
Sitter Profile Image: Anastasia S.
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Anastasia S.
Star Sitter
$56
total per day
5.0 out of 5 stars
90 reviews
34 repeat clients
22 years of experience
South End, Boston, MA, 02118

Anastasia was amazing!! Visiting Boston for my bday Nervous to leave our puppy but she was so incredible with Bella and sent us updates all day! Thank you!

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Ella L.
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Adventure-ready dog walkers - Jamaica Plain

Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Debra W.
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Debra W.
Star Sitter
$28
total per walk
5.0 out of 5 stars
12 reviews
8 repeat clients
35 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Debra was scheduled to walk my dog 4 days one week while I was away and due to bad weather we canceled 2 of the days. She was flexible with scheduling a meet and greet, very communicative all week when some hiccups arose, and very loving to my dog. I’m booking her again asap!

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Liz M.
Sitter Profile Image: Mirabel F.
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Mirabel F.
Star Sitter
$22
total per walk
5.0 out of 5 stars
45 reviews
19 repeat clients
6 years of experience
Jamaica Plain, Boston, MA, 02130

Mirabel is always so good with our dog! She’s highly reliable and clearly loves working with animals. Her constant communication is excellent as well. I’ll always recommend her!

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Sarah Y.
Sitter Profile Image: Morgan & Meaghan W.
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Morgan & Meaghan W.
Star Sitter
$28
total per walk
5.0 out of 5 stars
64 reviews
19 repeat clients
11 years of experience
Boston, MA, 02130

Morgan and Meaghan were great! They were very easy to work with. On top of that, they were very flexible with our last minute request. I would recommend them to anyone looking for a good dog sitter.

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Jonathan B.
Sitter Profile Image: Jadeth & Noah C.
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Jadeth & Noah C.
$23
total per walk
5.0 out of 5 stars
19 reviews
4 repeat clients
8 years of experience
Boston, MA, 02130

About: 🐶Both Noah and I (Jadeth) grew up with dogs in the home from childhood to adulthood! We both have experience with various different breeds from chihuahua, pitbulls, australian shepherds, and huskies! Each of the dogs we cared for had different levels of energy and ages from puppy to senior. 💕I love the pure love and kindness that dogs show towards people! And it is a joy to get to cuddle and hang out with them! -Jadeth 💕My favorite thing about dogs is that no matter what, when you need them they’ll be there. -Noah ⭐️We both have experience with administering medications, managing special diets, and providing care for cats as well! We are both online college students with a ton of extra time to care for your furry friend! *Noah is currently traveling a bit for work, so his availability for house sittings and drop-ins are limited, but please send a message to see if he is in town!* Drop-In Visits: We offer drop-in visits every day of the week! Dog Walking: We offer dog walking every day of the week! House Sitting: Noah offers house sittings every day of the week, if in town! Pet Boardings: We are not currently offering any pet boardings at this time as we are in the process of moving! We care for your pets as if they are our own! We prioritize meeting their needs and wants, and making your fur baby feel safe and loved. We follow their food, medication, and potty break routines closely! We do not smoke! And we will send check-in photos and texts during our visits or walks

Sitter Profile Image: Ann-Marie Z.
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Ann-Marie Z.
$23
total per walk
5.0 out of 5 stars
24 reviews
8 repeat clients
20 years of experience
Boston, MA, 02130

AMAZING. If you need someone reliable and that goes beyond this is your sitter. She picked up my request last minute. Ann-Marie provide detailed reviews. She took out my girl to parks and different locations. I 100% recommended Ann-Marie and I will be rebooking with her when I need someone to watch Kilala.

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Guillermo C.
Sitter Profile Image: Catherine R.
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Catherine R.
$17
total per walk
7 years of experience
Jamaica Plain, jamaica plain, MA, 02130

About: I’ve grown up with dogs, like my family dalmatian Tucker and Rottie Bear, and cats like my bonded pair of childhood cats, since I was born and am a huge animal lover. I am the mother to my Cat Chica, who is a sassy dilute calico girl and our dog Benji, a silly energetic chihuahua min pin. Before moving to Boston, I fostered over 40 kittens and 8 dogs through the humane society of Tampa Bay. I also was a full-time nanny during grad school where I often watched family pets while my nanny family’s vacationed. My nickname is literally Catie Cat :) I currently work part-time (4 days a week) and am available for long weekend sitting or stays in the morning, afternoon, and evening! I’d love to help you out! I’d love to show your dog the JP pond if allowed! For walks, I am familiar with the JP and Brookline area so I can be sure to take your pets around to all the spots safely! In your home, as a former full-time nanny, I understand the importance of keeping routine and making sure to follow rules and safety with your pets! In your home- I will follow your pets daily routine and provide as much love and safety as I can while you’re away! For boarding, our pets have free rein of the home, sleep with us, and get treats as they want so i’m happy to treat yours like family! If not though, animals can be crated.

Sitter Profile Image: Suzanne T.
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Suzanne T.
$28
total per walk
5.0 out of 5 stars
8 reviews
6 repeat clients
5 years of experience
Jamaica Plain, Jamaica plain, MA, 02130

About: I have a lot of patience and sincere love for animals. I’ve taken care of elderly cats for over 5 years. I have also worked with puppies and middle aged dogs for around 5 years. What I’ve learned by caring for a wide variety of pets is that they are uniquely active and continuously curious, just like me. I am currently working full time. I have time to play and walk with your pets after 5 pm weekly. I am available for boarding friday nights through Sunday nights. I am always alert and attentive. I have a park about two minutes from my house. I am also very close to Jamaica pond where there is an abundance of green space, room to run and play.

Sitter Profile Image: Megan S.
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Megan S.
$28
total per walk
5.0 out of 5 stars
114 reviews
45 repeat clients
7 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Megan did a great job and was very communicative and flexible when I was needing Samuel to be walked. Love that she took time to get pictures and seemed to enjoy time with Samuel!

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Alexandra B.
Sitter Profile Image: Angelina T.
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Angelina T.
$28
total per walk
5.0 out of 5 stars
113 reviews
45 repeat clients
13 years of experience
Roxbury, Dorchester, MA, 02121

Tommy takes fantastic care of my dog during their daily walks! It’s great knowing my pup is in good hands, and Tommy always provides photos and updates. I highly recommend booking with this sitter!

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Elyse T.
Sitter Profile Image: Connor S.
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Connor S.
$17
total per walk
5.0 out of 5 stars
4 reviews
1 repeat client
4 years of experience
Jamaica Plain, Boston, MA, 02120

About: Hi I been pet sitting for 6 year. I have taken care of all animals size and ages . I am experience with senior animals as well as high energy dogs and cats with specific routines. I am flexibility when it comes to timing .I am an artist who loves pet sitting over the summer. (Please excuse any spelling mistakes or grammar I have dyslexia ) I have two small dog myself .I think it really important to play with them . As well make sure they get lots of attention so they are fulfilled.

Sitter Profile Image: Sarabeth T.
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Sarabeth T.
Star Sitter
$39
total per walk
5.0 out of 5 stars
43 reviews
7 repeat clients
17 years of experience
Boston, MA, 02130

Great dog walker!

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Nat H.
Sitter Profile Image: Stacy A.
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Stacy A.
Star Sitter
$40
total per walk
5.0 out of 5 stars
12 reviews
5 repeat clients
3 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

About: Hello, my name is Stacy and I’m 34 years old. I joined Rover because I love spending time with pets but I’m not in a position to have my own. Since having joined Rover, I’ve worked with reactive dogs, puppies a couple of weeks old, intact dogs and dogs having undergone surgery. I’ve also either pet sat or lived with Labrador Retrievers, Pugs, Poodles, Chihuahuas, Old English Bulldogs, Shih Tzus, Schnauzers, Irish Wolfhounds, Pitbulls, German Shepherds and others. This is aside from the cats, reptiles and tarantulas I’ve either sat for or interacted with. As of April 2026, my longest stay (over two weeks) has been for a dog with cancer. It’s been one of the most meaningful experiences of my life. I’m available to sit, do drop-ins and walks every day of the week. I’m a small business owner in a separate industry and grateful for the flexibility. I generally do not wear shoes in people’s houses and I always clean up after myself if staying for several hours or more. I may bring house slippers to wear inside based on the circumstances. I am slightly anemic so I ask that you keep your place at a reasonable temperature. You may also provide a few blankets.

Sitter Profile Image: Viktoriia V.
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Viktoriia V.
$23
total per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
5 years of experience
Boston, MA, 02120

Viktoriia is a wonderful and very caring dog walker! She walks my small shihtzu / yorkie every week. Viktoriia is always on time, incredibly thoughtful, goes the extra mile to make sure my dog is cared for and will always ask questions if she’s not sure about something. If you’re looking for a consistent and all round fantastic dog walker, Viktoriia is it! I can’t recommend her enough!

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Tessa D.
Sitter Profile Image: Emily M.
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Emily M.
$28
total per walk
5.0 out of 5 stars
2 reviews
8 years of experience
Boston, MA, 02130

About: I have taken care of various breeds of dogs and cats including walking, feeding, providing medications, cleaning up after, and playing with animals of all ages. I work from home with a flexible schedule and can be available to check cats on or walk pups throughout the day. Also available early mornings or late evening. I am very careful and take time to familiarize myself with each pets homes, surroundings, and supplies such as collars, leashes, doors, and gates to ensure safety while at home or on walks.

Sitter Profile Image: Izza Sofia H.
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Izza Sofia H.
$23
total per walk
4.8 out of 5 stars
44 reviews
9 repeat clients
5 years of experience
Boston, MA, 02120

Izza was very helpful and flexible with filling in some last-minute dog walking needs! She took my pup for nice long walks and was very communicative!

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Leila N.
Sitter Profile Image: Catarina A.
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Catarina A.
$23
total per walk
4.8 out of 5 stars
132 reviews
52 repeat clients
10 years of experience
Roxbury, Boston, MA, 02121

Catarina is a joy to work with and makes sure to send me detailed updates on her daily walks with Simba. It is great to know that she is paying such close attention to my pup (even letting me know if treats are low!).

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Norma J.
Sitter Profile Image: Zarah F.
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Zarah F.
$28
total per walk
5.0 out of 5 stars
9 reviews
19 years of experience
Jamaica Plain, Boston, MA, 02130

Zarah was very responsive and considerate. I appreciated all of the information she collected during our initial conversations, so she could plan appropriately around our dog’s needs. We’ll definitely use her services again!

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Emma R.
Sitter Profile Image: Grace S.
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Grace S.
$28
total per walk
5.0 out of 5 stars
22 reviews
9 repeat clients
15 years of experience
Brookline, MA, 02445

Grace was wonderful! Very professional and caring. She took care of my Husky over the weekend which is no small task with such a high energy pup and she did better than I could have hoped for. I will definitely be using her again in the future and you should too.

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Andrew T.
Sitter Profile Image: Alicia W.
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Alicia W.
$18
total per walk
5.0 out of 5 stars
13 reviews
6 repeat clients
12 years of experience
Roxbury, Boston, MA, 02119

Alicia did a great job doing lunch time walks for a week on short notice. She was communicative, on time, and handled our rescue pup’s needs and tricky walking style extremely well! Would definitely hire again, and enthusiastically recommend.

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Caroline P.
Sitter Profile Image: Nathan G.
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Nathan G.
Star Sitter
$34
total per walk
5.0 out of 5 stars
60 reviews
20 repeat clients
4 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Theodore loves the walk!

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Lindsay D.
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dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Jamaica Plain

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: Jess M.
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Jess M.
Star Sitter
$67
total per night
5.0 out of 5 stars
101 reviews
63 repeat clients
10 years of experience
Milton, MA, 02186

Jess was an amazing pet-sitter. The walks and family time were just what our dog loves. He came home happy and well-rested and not exhausted like he usually does when boarded at a kennel-type facility. He enjoyed the love and attention he received, as well as the interaction with the other dogs. We will definitely be using Jess again!

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Trish S.
Sitter Profile Image: Zarah F.
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Zarah F.
$67
total per night
5.0 out of 5 stars
9 reviews
19 years of experience
Jamaica Plain, Boston, MA, 02130

My dog had a great time at Zarah’s! She sent so many updates and it was so nice to know he was being so well taken care of while I was out of town!

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Emily C.
Sitter Profile Image: Joseph O.
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Joseph O.
Star Sitter
$50
total per night
4.9 out of 5 stars
251 reviews
122 repeat clients
22 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Joe did a wonderful job caring for our sweet girl! He sent us frequent pictures and updates to let us know how she was doing. He was very understanding, patient, and attentive. Will definitely use him again :)

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Molly S.
Sitter Profile Image: Ling & Ye Y.
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Ling & Ye Y.
Star Sitter
$73
total per night
5.0 out of 5 stars
18 reviews
3 repeat clients
4 years of experience
Newton, MA, 02459

Great communication and wonderful care for our dog Maui. He looked so happy during his stay and had lots of walks, play time and cuddles with the family.

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Emma P.
Sitter Profile Image: Carolina S.
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Carolina S.
$73
total per night
5.0 out of 5 stars
5 reviews
2 repeat clients
2 years of experience
North Dorchester, Boston, MA, 02125

Carolina is awesome. Kaci loves to visit and enjoys spending time with the other dogs. They keep me updated with photos and take him on good walks. I love that she offers pick up and drop and is always on time. As a busy person it is good to have a sitter you trust.

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Kereen C.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
$78
total per night
5.0 out of 5 stars
56 reviews
13 repeat clients
2 years of experience
Jamaica Plain, Boston, MA, 02130

Steven was phenomenal. He sent us daily updates and photos, and it was clear Carly felt completely at home. She came back happy, relaxed, and well-cared for. Truly an exceptional experience.

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Charles V.
Sitter Profile Image: Dana R.
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Dana R.
$67
total per night
4.9 out of 5 stars
240 reviews
74 repeat clients
15 years of experience
Hyde Park, Boston, MA, 02136

Dana was able to help us out last minute and was great at communicating and keeping us updated regularly. Anytime I had a question or checked in he was very responsive. Our pup was in great spirits when we got back and seems like he had a great time with Dana.

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Michelle M.
Sitter Profile Image: GARRETT R.
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GARRETT R.
$62
total per night
5.0 out of 5 stars
7 reviews
5 years of experience
Jamaica Plain, Boston, MA, 02130

This was our first time using Garrett to watch our pup and we absolutely would do it again! He was attentive, communicative, and flexible. He also handled our anxious dog excellently, being gentle with her but also making sure she got her exercise and play in. Above all, he treated her like a member of the family.

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Benjamin P.
Sitter Profile Image: Silver E.
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Silver E.
$67
total per night
2 repeat clients
14 years of experience
South Boston, Boston, MA, 02127

About: I’m a lifelong dog owner with hands-on experience caring for a wide range of breeds, from energetic puppies to quirky seniors. I work from home, so I’m able to offer tons of attention, exercise, and consistency throughout the day. Having lived with everything from labs to Pyrenees mixes, I understand the importance of meeting each dog’s unique needs, whether that’s structured walks, gentle senior care, or patient socialization for shy pups. I’m comfortable with big dogs and independent personalities, and my own experience training puppies and supporting older dogs means your pup is in caring, knowledgeable hands.What sets me apart is my lifelong experience caring for a variety of breeds—including puppies and seniors—and my work-from-home flexibility means dogs get real companionship and attention all day. I understand big, independent, and quirky personalities, and I prioritize individualized care, from puppy training to gentle support for older dogs. I take the time to get to know every dog, building trust through patience, routine, and play. Pet care is a natural part of my daily life, not an afterthought. Since I work from home, I’m able to integrate walks, playtime, and check-ins throughout the day—whether it’s a morning stroll, afternoon games in the park, or relaxed evenings together. My routine is flexible, so dogs always get outside for fresh air and exercise and receive plenty of attention between my work sessions. On weekends, I love exploring new neighborhoods, local parks, or heading to the beach—always bringing dogs along for new adventures. Whether it’s active pups needing stimulation or seniors who prefer a calm presence, I adapt my days to make sure every dog feels comfortable, safe, and part of my everyday world. When caring for pets in my home, I make sure they’re comfortable, safe, and integrated into my daily routine—regular walks to nearby parks or the beach, supervised playtime, and cozy rest spots throughout my home. I keep to each dog’s familiar schedule as much as possible, including feeding times, exercise, and any training or medication routines. In a client’s home, I respect their space and routines, making sure pets feel secure in their own environment. I follow all instructions closely, from special diet needs to unique quirks or favorite toys, and keep in touch with updates and photos so owners know their pets are happy and cared for. Most importantly, I treat every dog like they’re my own—with patience, structure, and genuine affection—whether they’re here for a day, a weekend, or longer.

Sitter Profile Image: Alan & Ying C.
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Alan & Ying C.
Star Sitter
$78
total per night
5.0 out of 5 stars
89 reviews
28 repeat clients
10 years of experience
Roslindale, Jamaica Plain,Boston, MA, 02130

Alan and Ying took care of our dog like their own. From drop off to pickup everything was smooth and easy to communicate. We were updated daily with messages, photos and videos. We cannot be more then happy and will definitely leave our dog with them again.

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Lejla D.
Sitter Profile Image: Emily C.
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Emily C.
Star Sitter
$56
total per night
5.0 out of 5 stars
20 reviews
10 repeat clients
7 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Emily was an amazing host for our 4 year old Goldendoodle Buckbeak during our long weekend trip. Emily made sure Buckbeak felt at home and comfortable at her place and Buckbeak got along so well with her cutest little Luna. Emily was also very responsive and provided regular daily updates which was really helpful. We also really appreciated Emily's flexibility with our last minute change in schedule. Thanks so much for being an awesome host, Emily!

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Michelle K.
Sitter Profile Image: Cheryl G.
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Cheryl G.
$67
total per night
4.6 out of 5 stars
18 reviews
6 repeat clients
15 years of experience
Hyde Park, Hyde park, MA, 02136

I cannot say enough good things about Cheryl. I would trust her with any pet of mine. She is very communicative and was wonderful with Robi. I would definitely book her again and recommend her to others.

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Jael O.
Sitter Profile Image: Gina J.
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Gina J.
Star Sitter
$62
total per night
5.0 out of 5 stars
48 reviews
13 repeat clients
4 years of experience
Allston-Brighton, BRIGHTON, MA, 02135

Gina and her husband were so great! Very communicative, responsive, and sent such lovely pictures and videos. You could tell from the updates they really cared for Monty and Cocoa and our dogs felt so loved and right at home. We can’t wait to use them again!

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Lisa S.
Sitter Profile Image: Casey C.
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Casey C.
Star Sitter
$70
total per night
5.0 out of 5 stars
42 reviews
10 repeat clients
14 years of experience
Hyde Park, Boston, MA, 02136

Casey was wonderful. Our dog loved her instantly, and we understand why. We felt really at peace on our vacation knowing our good girl was under Casey’s care. She sent lots of photos and checked in regularly. Will definitely rebook!

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Brianna G.
Sitter Profile Image: Phillipa M.
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Phillipa M.
Star Sitter
$73
total per night
5.0 out of 5 stars
63 reviews
15 repeat clients
30 years of experience
Back Bay-Beacon Hill, Boston, MA, 02115

I never have to worry when my dog is with Phillipa and that peace of mind is priceless! I always know she will give him all the love and care he deserves.

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Andrew O.
Sitter Profile Image: Kayla C.
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Kayla C.
Star Sitter
$73
total per night
5.0 out of 5 stars
63 reviews
17 repeat clients
15 years of experience
West Roxbury, West Roxbury, MA, 02132

Kayla took amazing care of our pup, Pepper, over the Thanksgiving holiday. We could tell that Pep became a part of the family quickly and was loved. We also received lots of photo updates and we could tell Pep was living her best life with her new doggy pack. We are very grateful that Pep was well loved and cared for during the holiday!

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Zoë F.
Sitter Profile Image: Sarah H.
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Sarah H.
Star Sitter
$75
total per night
5.0 out of 5 stars
17 reviews
8 repeat clients
23 years of experience
Dedham, MA, 02026

Sarah and her family went above and beyond durin our senior dog’s recent stay. From daily walks and snuggles to administering medication and a special diet, Sarah made us feel comfortable leaving our pup. We so appreciated the daily videos and pictures and the opportunity to meet with Sarah beforehand. And it was no problem when she had to refill one of our dogs medications. Truly heroic! Thank you, thank you, for everything! Buddy loved his stay with you!

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Margaret R.
Sitter Profile Image: Christina B.
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Christina B.
Star Sitter
$59
total per night
5.0 out of 5 stars
44 reviews
12 repeat clients
15 years of experience
Wellington-Harrington, Cambridge, MA, 02141

Charlie had a great stay with Christina! I was nervous leaving Charlie and Christina sent photos throughout the stay so I could see what she was up to. Charlie had lots of walkies and snuggles and enjoyed her visit.

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Emily B.
Sitter Profile Image: SU L.
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SU L.
Star Sitter
$67
total per night
5.0 out of 5 stars
28 reviews
7 repeat clients
2 years of experience
Newton, MA, 02459

Su had been great with our dog! We got updates and our dog enjoyed his time there playing in the yard. We would highly recommend Su and we would book again in the future!

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Lisa L.
Sitter Profile Image: Seung H.
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Seung H.
Star Sitter
$84
total per night
5.0 out of 5 stars
62 reviews
23 repeat clients
20 years of experience
Jamaica Plain, BOSTON, MA, 02130

We are so happy with Seung. She is caring diligent and very kind. She is also flexible and easy to communicate. Makes life easy for us if we have requests. Hazel likes her. We always ask her first if we need a sitter. She is awesome. Highly recommend.

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Nida C.
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1Global data from Rover (November 2025)