Dog Walking in Roslindale, Boston

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Top rated Roslindale dog walkers

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Sitter Profile Image: Kristin M.
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Kristin M.
Star Sitter
from
$25
per walk
5 out of 5.0 stars
206 reviews
66 repeat clients
13 years of experience
Roslindale, Roslindale, MA, 02131

Thank you so much! I loved the pictures. Kristen stepped in last minute and did a great job with Rigby! We would definitely book with her again.

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Sophia M.
Sitter Profile Image: Neha D.
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Neha D.
Star Sitter
from
$20
per walk
5 out of 4.9 stars
43 reviews
14 repeat clients
15 years of experience
Boston, MA, 02130

Neha was fantastic! She took the time to meet Comet the day before his first walk, which was incredibly helpful. It was clear that she's experienced with dogs and understands the concerns of anxious pet owners. During Comet's walk, Neha was very patient with him while he was adjusting to having a new walker. Communication was excellent, with regular updates and photos of Comet. Neha is highly professional and a true expert in dog care

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Susan C.
Sitter Profile Image: Caroline A.
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Caroline A.
from
$25
per walk
5 out of 5.0 stars
70 reviews
24 repeat clients
15 years of experience
Roslindale, Roslindale, MA, 02131

Caroline was great to work with! She was very communicative and worked with me to find a good time to meet my dog and take him for a walk. He was very happy and tired when he got back. I’ll definitely be reaching out to Caroline again!

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Julie B.
Sitter Profile Image: Ashlee B.
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Ashlee B.
Star Sitter
from
$15
per walk
5 out of 5.0 stars
4 reviews
5 repeat clients
5 years of experience
Boston, MA, 02130

Ashlee was excellent! Skully loves her. She always provides a short summary of how the walk went and has always been on time. Highly recommend

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Z A.
Sitter Profile Image: Michelle G.
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Michelle G.
from
$20
per walk
5 out of 3.0 stars
2 reviews
3 repeat clients
3 years of experience
Boston, MA, 02126

Michelle is so good to our puppy , we are thankful for her

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Dawn F.
Sitter Profile Image: Lizz A.
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Lizz A.
Star Sitter
from
$20
per walk
5 out of 5.0 stars
66 reviews
14 repeat clients
42 years of experience
Hyde Park, Boston, MA, 02136

Lizz was great with my pup! First time using her services and she really helped me out on very short notice. He looked really happy. Thank you Lizz!

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Cynthia D.
Sitter Profile Image: Olivia S.
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Olivia S.
from
$20
per walk
20 years of experience
Boston, MA, 02131

About: I have spent decades learning how to care for pets, and that means truly listening to them. Everyone is different — a different level of social needs, energy, play preferences — and I am highly attuned to that. I have experience with dogs and cats of all kinds, including experience administering medicine and managing special diets. At home, I am best friends with my guy, an ocicat named Marcus, who loves to chase shoe laces, go on walks, and learn new commands (he gets straight As in Cat School 🤓). I am currently working part-time with a highly flexible schedule, so I can structure much of my time around your pet care needs! I love spending time with animals and will make sure every session is quality time. I am highly attentive and will take my time to learn your pet’s personality and preferences. It may take a few sessions for us to get a read on each other, and that’s okay! I take your pet seriously as an independent person who deserves to feel secure. I will follow your advice and requirements methodically and thoroughly to make sure your pet feels safe and happy.

Sitter Profile Image: Rebecca L.
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Rebecca L.
from
$18
per walk
5 out of 5.0 stars
44 reviews
5 repeat clients
10 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Rebecca is amazing! I have two very challenging dogs (one super timid and the other super protective). She is SO patient and worked through all the quirks my dog was having during her stay and she is very calm and consistent with them! I highly recommend her for your dog walking needs!

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Melanie C.
Sitter Profile Image: Oliver H.
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Oliver H.
from
$18
per walk
5 out of 5.0 stars
63 reviews
15 repeat clients
13 years of experience
Roslindale, Boston, MA, 02131

Oliver was great and handled my two weirdo dogs very well. I came home to happy pups and he communicated well. I would love to work with him again, thank you so much Oliver!

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Korri C.
Sitter Profile Image: Jose C.
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Jose C.
Star Sitter
from
$21
per walk
5 out of 5.0 stars
227 reviews
94 repeat clients
40 years of experience
South Dorchester, Dorchester, MA, 02124

Jose is incredibly kind and compassionate and my dog - who is usually pretty wary of new people - warmed right up to him! I would recommend him to anyone that owns a dog.

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Theo D.
Sitter Profile Image: Claire F.
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Claire F.
Star Sitter
from
$30
per walk
5 out of 5.0 stars
24 reviews
16 repeat clients
23 years of experience
Roxbury, Jamaica Plain, MA, 02130

Claire was excellent! She kept me updated and took some cute pics of my dog before/during/and after the walk. She even sent me a picture of my cat when she saw him after walking my dog. Highly recommend!

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Charli C.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per walk
5 out of 5.0 stars
3 reviews
1 repeat client
6 years of experience
Jamaica Plain, Boston, MA, 02130

About: I am new to Rover but not at all new to dog walking as I’ve had 6 years experience and am happy and excited to have new clients. I've had standard poodles in my family since I was eight years old and have always loved all dogs. Caring for dogs is a passion of mine and I have always enjoyed walking, taking care of, and learning about different breeds! I am truly happy to care for dogs of all ages and breeds! I am currently available most workdays in the mornings and early afternoon! Fridays I have no concrete commitments. Saturdays I mainly keep to myself but Sundays I am available. Please feel free to reach out for specifics. I love to walk dogs and do so on safe, dog friendly routes. I closely monitor the furry friends and make sure they are happy and healthy!

Sitter Profile Image: Gabriel B.
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Gabriel B.
Star Sitter
from
$25
per walk
5 out of 5.0 stars
56 reviews
11 repeat clients
10 years of experience
Boston, MA, 02130

Gabriel is great with our dog. He has taken time to bond with her so she looks forward to their walks. He is also very communicative and will let you know any problems immediately. He is dedicated and will work to solve any problem.

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Christopher M.
Sitter Profile Image: Angelina T.
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Angelina T.
Star Sitter
from
$25
per walk
5 out of 5.0 stars
86 reviews
29 repeat clients
13 years of experience
Roxbury, Dorchester, MA, 02121

Angelina was wonderful! Accepted our last minute request and went above and beyond. Would definitely have her again to care for and walk our boy.

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Davin E.
Sitter Profile Image: Tibisay G.
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Tibisay G.
Star Sitter
from
$17
per walk
5 out of 5.0 stars
11 reviews
3 repeat clients
35 years of experience
Boston, MA, 02130

She was amazing! Our dog is very active and excitable and she handled him well. Also- we requested that she come at a specific time and she was right on time everyday. Great pictures and kept us updated on his demeanor. We will use her again. Highly recommend.

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Amy Jo G.
Sitter Profile Image: Paige H.
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Paige H.
Star Sitter
from
$30
per walk
5 out of 5.0 stars
48 reviews
15 repeat clients
2 years of experience
Roslindale, Boston, MA, 02131

Paige was great with Gronk and Harley. She quickly recognized their individual habits and personalities and worked with that to ensure the best dor their walk time with her . Paige is wonderful!

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Terese R.
Sitter Profile Image: Alison D.
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Alison D.
from
$20
per walk
20 years of experience
Roslindale, Boston, MA, 02131

About: Hey there! I’ve been taking care of cats and dogs since I was little. I used to walk dogs and get in contact with people through flyers posted on light poles. The house phone would be off the hook… sorry mom. My friends contact me first when they’re heading out of town and I’m always happy to help my neighbors. Let me help take the stress off you when it comes to your fury loved ones :) I’m a photographer (yes I can photograph your dog!!) and am flexible with my time management. Weekdays when work is in the way can be tough but I can help! I have experience crating dogs, long walks, special food necessities and lots love! I enjoy giving extra play time and attention or a comfortable lap to nap on!

Sitter Profile Image: Madison B.
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Madison B.
from
$35
per walk
5 out of 5.0 stars
223 reviews
62 repeat clients
7 years of experience
Roslindale, Roslindale, MA, 02131

Madison is great! She is super responsive and was very flexible and accommodating with my fairly last-minute request. She is clearly very familiar with dogs and dog behavior and knew how to handle my pup who can be leash reactive with other dogs. Plus, the cute pictures were a nice bonus :) I would definitely recommend!

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Shelby M.
Sitter Profile Image: Alyssa L.
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Alyssa L.
from
$25
per walk
5 out of 5.0 stars
22 reviews
7 repeat clients
17 years of experience
Boston, MA, 02136

Alyssa was great! Gave our dog Annabelle 3 long walks while we were on vacation. She took pictures, communicated with my house sitter and was very responsive. Highly recommend and will definitely be using her in the future!

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Colleen K.
Sitter Profile Image: Grace H.
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Grace H.
from
$16
per walk
5 out of 5.0 stars
1 review
1 repeat client
15 years of experience
West Roxbury, Boston, MA, 02132

About: I have had 3 cats since I was 5 years old and currently have 2! I have taken care of my neighbors dogs, going for walks, feeding, playing, cuddling, etc. I also cat sit for friends and neighbors. I am currently a commuter student at Emmanuel College as a freshman, so I have free time in the afternoons after my classes for part time work! I have 2 cats right now and adore them! I am very experienced with them as well as dogs. I dog sat everyday for 1.5 years, a 1 year old Golden Retriever. I would go on 30-45 minute walks as well as spend about 30-40 more minutes in the yard playing with toys as adolescent dogs have so much energy! I would make sure she got water and food as well.

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Sitter Profile Image: Kristin M.
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Sitter Profile Image: Kristin M.
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1. Kristin M.

Star Sitter
Nature adventures for your friend!
Roslindale, Roslindale, MA, 02131
0.8 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$25
per walk
5 out of 5.0 stars
206 reviews
66 repeat clients
Profile image

Thank you so much! I loved the pictures. Kristen stepped in last minute and did a great job with Rigby! We would definitely book with her again.

Availability updated 32 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Neha D.
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Sitter Profile Image: Neha D.
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2. Neha D.

Star Sitter
Caring, attentive, & communicative!
Boston, MA, 02130
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 4.9 stars
43 reviews
14 repeat clients
Profile image

Neha was fantastic! She took the time to meet Comet the day before his first walk, which was incredibly helpful. It was clear that she's experienced with dogs and understands the concerns of anxious pet owners. During Comet's walk, Neha was very patient with him while he was adjusting to having a new walker. Communication was excellent, with regular updates and photos of Comet. Neha is highly professional and a true expert in dog care

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Caroline A.
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Sitter Profile Image: Caroline A.
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3. Caroline A.

Caring, gentle, kind, pet lover
Roslindale, Roslindale, MA, 02131
0.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
5 out of 5.0 stars
70 reviews
24 repeat clients
Profile image

Caroline was great to work with! She was very communicative and worked with me to find a good time to meet my dog and take him for a walk. He was very happy and tired when he got back. I’ll definitely be reaching out to Caroline again!

Availability updated 13 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Ashlee B.
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Sitter Profile Image: Ashlee B.
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4. Ashlee B.

Star Sitter
College student who loves animals!
Boston, MA, 02130
2.2 mi. away
Dog Walking
from
$15
per walk
5 out of 5.0 stars
4 reviews
5 repeat clients
Profile image

Ashlee was excellent! Skully loves her. She always provides a short summary of how the walk went and has always been on time. Highly recommend

Availability updated 16 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Michelle G.
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Sitter Profile Image: Michelle G.
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5. Michelle G.

Animal lover
Boston, MA, 02126
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 3.0 stars
2 reviews
3 repeat clients
Profile image

Michelle is so good to our puppy , we are thankful for her

Availability updated 16 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Lizz A.
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Sitter Profile Image: Lizz A.
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6. Lizz A.

Star Sitter
The LOVE of animals finds me here!!
Hyde Park, Boston, MA, 02136
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
66 reviews
14 repeat clients
Profile image

Lizz was great with my pup! First time using her services and she really helped me out on very short notice. He looked really happy. Thank you Lizz!

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Olivia S.
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Sitter Profile Image: Olivia S.
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7. Olivia S.

your pet is a person!
Boston, MA, 02131
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
2 reviews

Olivia is an exceptional pet sitter. They genuinely love animals and treat each pet with the same care and attention as their own. They send thoughtful updates and photos, and take the time to understand your pet’s behavior and routines, which helps them connect and notice any changes. Olivia approaches everything with responsibility and care, making sure your pet is well looked after. They are also great with pets with complex needs like medications, etc. I highly recommend them — they are truly reliable and dedicated. Your pets will be in excellent hands!

Availability updated 18 days ago
Sitter Profile Image: Rebecca L.
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Sitter Profile Image: Rebecca L.
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8. Rebecca L.

An avid animal lover!
Jamaica Plain, Jamaica Plain, MA, 02130
1.7 mi. away
Drop-In Visits, Dog Walking
from
$18
per walk
5 out of 5.0 stars
44 reviews
5 repeat clients
Profile image

Rebecca is amazing! I have two very challenging dogs (one super timid and the other super protective). She is SO patient and worked through all the quirks my dog was having during her stay and she is very calm and consistent with them! I highly recommend her for your dog walking needs!

Availability updated 23 days ago
Sitter Profile Image: Oliver H.
Verified Background Check
Sitter Profile Image: Oliver H.
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9. Oliver H.

Veterinary Assistant and Pet Lover!
Roslindale, Boston, MA, 02131
1.1 mi. away
Drop-In Visits, Dog Walking
from
$18
per walk
5 out of 5.0 stars
63 reviews
15 repeat clients
Profile image

Oliver was great and handled my two weirdo dogs very well. I came home to happy pups and he communicated well. I would love to work with him again, thank you so much Oliver!

Availability updated 4 days ago
Sitter Profile Image: Jose C.
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Sitter Profile Image: Jose C.
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10. Jose C.

Star Sitter
For a happy healthy pet 🐈 🦮🚶🏻
South Dorchester, Dorchester, MA, 02124
3.0 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$21
per walk
5 out of 5.0 stars
227 reviews
94 repeat clients
Profile image

Jose is incredibly kind and compassionate and my dog - who is usually pretty wary of new people - warmed right up to him! I would recommend him to anyone that owns a dog.

Availability updated 6 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Claire F.
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Sitter Profile Image: Claire F.
Verified Enhanced Background Check

11. Claire F.

Star Sitter
Animal-loving grad student!
Roxbury, Jamaica Plain, MA, 02130
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per walk
5 out of 5.0 stars
24 reviews
16 repeat clients
Profile image

Claire was excellent! She kept me updated and took some cute pics of my dog before/during/and after the walk. She even sent me a picture of my cat when she saw him after walking my dog. Highly recommend!

Availability updated 4 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jessica R.
Verified Enhanced Background Check
Sitter Profile Image: Jessica R.
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12. Jessica R.

Avid dog lover!
Jamaica Plain, Boston, MA, 02130
1.3 mi. away
Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
3 reviews
1 repeat client

Jessie was amazing with my puppy! Her and my dog got along very well, and she is a high energy (rather untrained) Vizsla, so that says a lot. She has taken her on many walks around my neighborhood, as well as fed her and put her in her crate. I could not recommend Jessie more to take care of any dog!!!

Availability updated 15 days ago
Sitter Profile Image: Gabriel B.
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Sitter Profile Image: Gabriel B.
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13. Gabriel B.

Star Sitter
Dogs=My first love+my best friend
Boston, MA, 02130
1.8 mi. away
Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
56 reviews
11 repeat clients
Profile image

Gabriel is great with our dog. He has taken time to bond with her so she looks forward to their walks. He is also very communicative and will let you know any problems immediately. He is dedicated and will work to solve any problem.

Availability updated 5 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Angelina T.
Verified Enhanced Background Check
Sitter Profile Image: Angelina T.
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14. Angelina T.

Rover 101
Star Sitter
13 years experience, I know dogs
Roxbury, Dorchester, MA, 02121
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
86 reviews
29 repeat clients
Profile image

Angelina was wonderful! Accepted our last minute request and went above and beyond. Would definitely have her again to care for and walk our boy.

Availability updated 2 days ago
Sitter Profile Image: Tibisay G.
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Sitter Profile Image: Tibisay G.
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15. Tibisay G.

Star Sitter
Tibi
Boston, MA, 02130
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per walk
5 out of 5.0 stars
11 reviews
3 repeat clients
Profile image

She was amazing! Our dog is very active and excitable and she handled him well. Also- we requested that she come at a specific time and she was right on time everyday. Great pictures and kept us updated on his demeanor. We will use her again. Highly recommend.

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Paige H.
Verified Enhanced Background Check
Sitter Profile Image: Paige H.
Verified Enhanced Background Check

16. Paige H.

Star Sitter
Loves long walks with dogs!
Roslindale, Boston, MA, 02131
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per walk
5 out of 5.0 stars
48 reviews
15 repeat clients
Profile image

Paige was great with Gronk and Harley. She quickly recognized their individual habits and personalities and worked with that to ensure the best dor their walk time with her . Paige is wonderful!

Availability updated today
Sitter Profile Image: Alison D.
Verified Enhanced Background Check
Sitter Profile Image: Alison D.
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17. Alison D.

You will wag your tail too
Roslindale, Boston, MA, 02131
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
2 reviews

Ally is the best! She knows my dog just as well as I do and cares for him better than I could ever hope to find in a pet sitter or dog walker. My dog loves her so much and is so excited to see her every time she comes. I don’t dread going to work or on vacation any more because I know my dog is safe and sound and happy as can be with Ally. She is very experienced with animals and knows exactly what they need and want. She loves them so much, and you can see it in the way she interacts with them. She is friendly and nice and so easy to work with too. She is always on time and prioritizes my dog’s health, safety, and happiness always. She is very communicative, trustworthy, and reliable. She is the best person to leave your pet with. I wouldn’t trust anyone else more than her.

Availability updated 10 days ago
Sitter Profile Image: Madison B.
Verified Enhanced Background Check
Sitter Profile Image: Madison B.
Verified Enhanced Background Check

18. Madison B.

Rover 101
Experienced full time sitter 🐾
Roslindale, Roslindale, MA, 02131
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per walk
5 out of 5.0 stars
223 reviews
62 repeat clients
Profile image

Madison is great! She is super responsive and was very flexible and accommodating with my fairly last-minute request. She is clearly very familiar with dogs and dog behavior and knew how to handle my pup who can be leash reactive with other dogs. Plus, the cute pictures were a nice bonus :) I would definitely recommend!

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Alyssa L.
Verified Enhanced Background Check
Sitter Profile Image: Alyssa L.
Verified Enhanced Background Check

19. Alyssa L.

Petcare Pro ready to love your Pet!
Boston, MA, 02136
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
22 reviews
7 repeat clients
Profile image

Alyssa was great! Gave our dog Annabelle 3 long walks while we were on vacation. She took pictures, communicated with my house sitter and was very responsive. Highly recommend and will definitely be using her in the future!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Grace H.
Verified Enhanced Background Check
Sitter Profile Image: Grace H.
Verified Enhanced Background Check

20. Grace H.

Keeping pets happy and healthy!
West Roxbury, Boston, MA, 02132
1.6 mi. away
Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
1 review
1 repeat client

About: I have had 3 cats since I was 5 years old and currently have 2! I have taken care of my neighbors dogs, going for walks, feeding, playing, cuddling, etc. I also cat sit for friends and neighbors. I am currently a commuter student at Emmanuel College as a freshman, so I have free time in the afternoons after my classes for part time work! I have 2 cats right now and adore them! I am very experienced with them as well as dogs. I dog sat everyday for 1.5 years, a 1 year old Golden Retriever. I would go on 30-45 minute walks as well as spend about 30-40 more minutes in the yard playing with toys as adolescent dogs have so much energy! I would make sure she got water and food as well.

Availability updated 15 days ago

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