Dog Sitting Milton

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

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Over 63
pet parents in Milton have booked dog sitting

Milton, Find top rated dog sitting

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

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Sitter Profile Image: Danielle K.
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Danielle K.
Star Sitter
$28
total per visit
5.0 out of 5 stars
13 reviews
5 repeat clients
10 years of experience
South Dorchester, Boston, MA, 02122

We recently adopted a kitten who needed human socialization. We had Dunks on a good trajectory and Dani did a great job while we were on our trip. She also helped Logan, our older cat, feel like he was still important too! We came home to two incredibly happy cats!

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Ryan S.
Sitter Profile Image: Lauren A.
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Lauren A.
Star Sitter
$20
total per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
16 years of experience
South Dorchester, Boston, MA, 02124

About: I have dog sat for various relatives and friends over the years, as well as worked at dog day cares for 3 years. Good at providing a calm environment for dogs and have picked up training techniques from my old boss at the dog daycare. Had a dog of my own for 13 years and know various locations to walk and adventure, as well as a great sense of my neighborhood. I’m trustworthy and will provide good care for your dog. I have a car and am able to drive realtively far to come to your needs. The dogs will be in safe care under my watch. I look forward to meeting and helping out dog owners. I have a flexible availability and am patient. I’m not returning to office until February 9th and have plenty of time in the meantime to care for your pets! Upon returning to work, I will be available weekday evenings & all day on weekends unless otherwise indicated. For drop in visits, I am respectful and cognizant of client’s homes. I foster a safe environment, and am patient when working with your pet(s).

Sitter Profile Image: Lily B.
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Lily B.
$19
total per visit
4.9 out of 5 stars
27 reviews
13 repeat clients
8 years of experience
Boston, MA, 02136

Lily is our go-to cat sitter. We used to come home to a cat that gave us a “cold shoulder” for being gone for a weekend. Lily gives her all the love she needs!

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Kaden J.
Sitter Profile Image: Kristen D.
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Kristen D.
$25
total per visit
5.0 out of 5 stars
2 reviews
27 years of experience
Quincy, MA, 02170

About: Hi! I'm Kristen, a historical archaeology student at UMass Boston! Animals, history, and creative activities are my life. I have grown up with animals in my house my entire life- from rescue dogs, to cats, to hedgehogs, birds and rabbits, there are very few animals that I haven't gotten to play with. I would love to help you give your fur baby the best life possible by making sure they get the exercise they need, they get to socialize, and let them explore the environment around them. I have experience with dogs of all shapes and sizes- from Pugs to Newfoundlands, so I'm no stranger to large dogs and what they might need, and how that would differ from a smaller dog. I'd love to help you be the best owner you can be! I also have experience with multiple different livestock animals, from chicken and geese to donkeys. My goal is to own my own rescue farm one day, so special circumstance animals are something I am very comfortable doing. I prefer to spend time with your pets as much as possible, to help give them the socialization they need so they aren't left alone while they wait for their favorite people to come back :) I focus on making sure to keep into their set schedule as much as possible. Have a set time your fluffy friend needs to eat that never changes? Does your pet need to take multiple walks a day? My schedule is very flexible and it is my priority to keep their lives as unchanged as possible. I keep pets as normal in their routine as possible so they don't feel out of sorts until their people come home! I am more than comfortable dealing with crated, uncrated, specific behaviors of pets, and more. I make sure that their food and water intake is exactly how you specify, and that they get plenty of love and exercise.

Sitter Profile Image: Sarah K.
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Sarah K.
$17
total per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
5 years of experience
Boston, MA, 02124

Sarah was super thoughtful, friendly, and communicative. We felt much better traveling knowing our cats were well cared for.

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S B.
Sitter Profile Image: Nick P.
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Nick P.
Star Sitter
$28
total per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
6 years of experience
Roxbury, Boston, MA, 02130

Nick was such a pleasure! He was timely with his check-in visits for our two dogs and provided great updates each time. Definitely planning to work with him again!

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Jon T.
Sitter Profile Image: Jing P.
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Jing P.
Star Sitter
$45
total per visit
5.0 out of 5 stars
43 reviews
13 repeat clients
5 years of experience
Quincy, MA, 02171

About: We have over five years of hands-on experience caring for dogs, and my husband brings more than twenty years of experience working with dogs of all kinds. Together, we provide a calm, structured, and loving home environment where pets feel safe and well cared for. We focus on small to medium-sized dogs and have experience with a wide range of breeds, including Toy Poodles, Shiba Inu, Maltese mixes, Corgis, and Chihuahuas. We are also comfortable caring for senior dogs and pets with special medical needs. I have supported dogs who are blind, elderly, and diabetic, including those who require insulin injections. Our home is a great fit for dogs who benefit from close attention, consistency, and a peaceful environment. We are patient, detail oriented, and very attentive to each dog’s routine, personality, and comfort level. We make sure every dog receives individualized care, regular updates, and a consistent daily structure. We’re happy to provide updates and photos so you can feel comfortable while you’re away. Families trust us to provide reliable, thoughtful care for boarding, daycare, and drop in visits. We treat every dog like our own and take pride in creating a safe, clean, and welcoming space where they can truly relax. Friends, neighbors, and families often rely on me for walking, feeding, administering medication, enrichment activities, and drop-in visits. I’m gentle, patient, and very detail-oriented, always paying close attention to each pet’s unique routines and comfort level. No matter their age, breed, or temperament, I treat every dog like my own—making sure they feel safe, understood, and deeply loved. I currently work part-time, and my husband works from home, which allows us to build our daily routine around the dogs in our care. Pet care is a central part of our day, and we make sure each dog’s schedule comes first. Our day is structured around feeding times, potty breaks, walks, and playtime, with plenty of attention throughout the day. Because someone is almost always home, dogs are not left alone for long periods and can maintain a consistent and comfortable routine. We are available mornings, afternoons, and evenings, which allows us to stay flexible while still keeping each pet’s routine stable and predictable. I take safety and consistency very seriously, whether I’m caring for pets in my home or during drop-in visits. I always follow each pet’s routine closely, including feeding, potty breaks, and any specific instructions you provide. In my home, we provide a calm, clean, and structured environment with plenty of attention throughout the day. Because my husband works from home, someone is almost always present, so pets are rarely left alone and can feel comfortable and secure. During drop-in visits, I make sure doors and gates are securely closed, clean up after meals and litter boxes, and keep a close eye on your pet at all times. I also send clear updates with photos so you always know how your pet is doing. Your pet’s routine, space, and comfort will always be respected, and we care for every pet as if they were our own.

Sitter Profile Image: Christopher F.
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Christopher F.
$19
total per visit
5.0 out of 5 stars
3 reviews
3 years of experience
Hyde Park, Boston, MA, 02131

About: I have taken care of friends’ dogs during trips and overnight visits, feeding, playing with, and walking them. I love spending time with pets and am open to caring for any type of dog. I’m currently looking for temporary work and have a lot of free time! Available for day visits as well as overnight, whatever is needed. I am a gentle and adaptable animal lover and I enjoy playing with, caring for, and spending time with dogs and cats of all kinds.

Sitter Profile Image: Allison M.
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Allison M.
Star Sitter
$23
total per visit
5.0 out of 5 stars
60 reviews
16 repeat clients
12 years of experience
South Dorchester, Boston, MA, 02124

Allison was great with our 12 week puppy Dunkin! She managed a tricky situation where our door was locked and was very communicative during and after the visit. Would totally book with her again.

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Connie H.
Sitter Profile Image: Levi C.
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Levi C.
$25
total per visit
5.0 out of 5 stars
13 reviews
5 repeat clients
9 years of experience
Boston, MA, 02125

Levi was fantastic! Really good attention to detail, quick responses, and went above and beyond! Definitely a lifesaver with my last minute request, so much appreciation!

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bubbleah
Sitter Profile Image: Charlotte K.
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Charlotte K.
Star Sitter
$28
total per visit
5.0 out of 5 stars
17 reviews
4 repeat clients
10 years of experience
Quincy, MA, 02169

Charlotte was great with Finn! They were fast friends :) she was timely, friendly, and took great care of him. Comforting to know I have a reliable dog walker and that Finn is well taken care of (when I’m at work). Thank you so much!!

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Jessica S.
Sitter Profile Image: Rose C.
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Rose C.
$28
total per visit
5.0 out of 5 stars
2 reviews
3 repeat clients
4 years of experience
Quincy, MA, 02169

About: Hi! I’m Rose, a reliable and caring animal lover based in the Quincy area. I have 4 cats of my own, so I’m very comfortable with daily pet care routines and giving animals lots of attention and love. We also had a 15-year-old Shih Tzu who passed away in 2022 and over the past year I’ve been walking and caring for dogs for rover clients. I am currently taking the year off from teaching so my schedule is very flexible throughout the week! I’m available for morning, midday, and evening walks, and can be accommodating with last-minute requests when needed. I will be actively engaging with your fur baby! I love taking them on walks and to parks depending on their needs! I will make sure to follow your instructions on their feeding schedule to keep a controlled diet

Sitter Profile Image: Julia L.
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Julia L.
$34
total per visit
5.0 out of 5 stars
48 reviews
18 repeat clients
18 years of experience
South Dorchester, Boston, MA, 02124

Julia is very easy to communicate with and was happy to come by for a meet and greet prior to first booking. For first visit, Julia was right on time and sent pictures and detailed notes about her visit. Will definitely book again! So appreciative of the care she provided.

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

Victoria is great! She took wonderful care of our cats, and had excellent communication. We'll definitely work with her again!

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Matthew N.
Sitter Profile Image: Grace P.
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Grace P.
Star Sitter
$23
total per visit
5.0 out of 5 stars
14 reviews
8 repeat clients
15 years of experience
Quincy, MA, 02169

Grace is super friendly, arrived early, and my dog absolutely loved her. I really appreciated that her calendar accurately reflected her availability, which made booking so easy. It gives me great peace of mind knowing my dog will be in such good hands while I’m away. Can’t wait to have her back!

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Megan D.
Sitter Profile Image: Jasmine P.
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Jasmine P.
Star Sitter
$34
total per visit
5.0 out of 5 stars
28 reviews
12 repeat clients
40 years of experience
Mattapan, Dorchester, MA, 02124

Thank you so much Jasmine ! She took such phenomenal care of my cat , stayed the whole time to play with him , cleaned the litter box and went above and beyond . So trustworthy . Thank you again .

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Zarina S.
Sitter Profile Image: Margaret N.
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Margaret N.
$23
total per visit
35 years of experience
Quincy, MA, 02171

About: I’ve taken care of cats most of my life through having my own and cat sitting for neighbors. I have often dog walked and dog sat for neighbors when I was a teenager. In adult years, I have cared for the dogs of my siblings and roommates. My experience ranges from kittens and puppies to elder age. I’m available early mornings and evenings during the week and open availability on the weekends. I have reliable transportation to help meet the clients needs. I can ensure the comfort and peace of clients fur-baby. Hoping to provide consistency and trust to the family and animals. Have high respect for peoples property and animals.

Sitter Profile Image: Robert C.
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Robert C.
$28
total per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
7 years of experience
South Dorchester, Boston, MA, 02124

About: I’ve had a lifelong experience with dogs including growing up with two Scottish Terriers and raising my now seven-year-old lab shepherd mix, Tux. Combined, I’ve acquired great experience with dog care and training. I currently work full time from home from 9-5 Monday through Friday. On weekends, i am also available with notice. I’m available for walks from your home or pet sitting/walks from my home during the day/evening. On top of that, I’m happy to have your dog for boarding. I have a fenced in yard and parks very close to my home making for a great walk. Tux is here 7 days a week and I can let our dogs play or separate them if you prefer. Your pet is welcome on the couch in the living room or dog beds.

Sitter Profile Image: Kennedy M.
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Kennedy M.
$23
total per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
6 years of experience
Quincy, MA, 02170

Kennedy was amazing taking care of our two cats for over a week! She gave them lots of live and treats and sent me lots of pictures! Will definitely use her in the future!

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Keiana C.
Sitter Profile Image: Jess M.
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Jess M.
Star Sitter
$45
total per visit
5.0 out of 5 stars
113 reviews
66 repeat clients
10 years of experience
Milton, MA, 02186

Jess went above and beyond taking care of my kitties. When I came home they were happy and healthy. I also loved getting cute pictures of them when I was away from my home.

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Bonni W.
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The median cost per visit for dog sitting in Milton is $25

Dog parents share their Rover experiences - Milton

1 / 1
5.0 out of 5 stars

Eleanor went above and beyond to make the drop-in all around perfection for my dog! She was on time, stayed the full time, handled all of the care items asked and then some. I know from the photos she shared that my dog had the very best time and felt loved and cared for while mom was gone! Will definitely be re-booking with Eleanor!

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

This is my first time using service via Rover. Jing is very responsible. My trip was 8days, she was on time and shared pictures with me first thing in the morning. My dog is doing great when I came back. Will come back again for her. Many thanks!

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太大 申.
Drop-In Visits
5.0 out of 5 stars

We couldnt recommend Angela enough. Our dog is dog-reactive but we never worry when shes on walks in Angelas care. She is absolutely the best!

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Luke W.
Drop-In Visits
5.0 out of 5 stars

Jasmine is great! I have a reactive dog and she consistently handles him so well. Always so grateful for her care!

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Isabella L.
Drop-In Visits
5.0 out of 5 stars

Christina is fabulous - prompt, responsive, and even goes the extra mile to check in after the walk and send pics!!! Would highly highly recommend :)

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

Nicki was great with my dog Lucy. Very patient, communicative and friendly! Would definitely recommend :)

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Jane L.
Drop-In Visits
5.0 out of 5 stars

Megan was a huge help! She checked on my pup on Thanksgiving Day. She took him for a walk, played with him and made sure he had everything he needed. She was professional and communicative, and I would definitely use her services again!

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

Christine was amazing!! Communicated well and took excellent care of Finn. It set my mind as ease while at work, knowing she took such great care of him. Thank you, again!! Highly recommend others reach out to her for their pet needs.

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

Jessica was great, my dog can be a lot to handle sometimes but she took care of everything i asked for, would absolutely book again.

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Luke W.
Drop-In Visits
5.0 out of 5 stars

Thank you for always taking such good care of the pups. I truly appreciate how timely your communications are.

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Thazin H.
Drop-In Visits
5.0 out of 5 stars

Chloe was great communicating and sent pictures. She took great care of Finn (a high energy Vizsla), which put my mind at ease. Thank you so much!! Definitely recommend her pet care and will be using her services again!

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Jessica S.
Drop-In Visits
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Popular requests for dog sitting - Milton

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Sitters in Milton average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Milton

Frequently asked questions about Rover

The average cost for Dog Sitting in Milton on Rover is $22.2 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 10,436 sitters on Rover offering Dog Sitting across Milton. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Milton stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Milton choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Milton with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Milton. On Rover:

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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