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: William H.
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William H.
Star Sitter
$23
total per visit
5.0 out of 5 stars
88 reviews
40 repeat clients
5 years of experience
Quincy, MA, 02169

William did some drop-in visits for our cat, I would definitely book with him again. He was very professional, responsive to messages, easy to work with, and he made fast friends with our cat!

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Rachael B.
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: Deirdre W.
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Deirdre W.
$28
total per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
12 years of experience
Milton, MA, 02186

Deirdre was absolutely fantastic. I realized last-minute that I’d need a sitter to drop in on my dog over the weekend, and Deirdre not only accommodated me, but went above and beyond in providing updates and photos. Highly recommend! (And thank you so much again, Deirdre!🩷🐾)

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Elan M.
Sitter Profile Image: Lin G.
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Lin G.
Star Sitter
$32
total per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
16 years of experience
Quincy, MA, 02169

Lin did an amazing job looking after our two cats while we were away for two weeks. She quickly got our super shy cat to come out of hiding and play with toys. We got great daily photos of the cats. We will definitely have Lin cat sit again.

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Laviana A.
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: Allison M.
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Allison M.
Star Sitter
$23
total per visit
5.0 out of 5 stars
65 reviews
17 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: Lindsay D.
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Lindsay D.
Star Sitter
$20
total per visit
5.0 out of 5 stars
6 reviews
4 repeat clients
13 years of experience
West Roxbury, Boston, MA, 02132

Lindsay was incredible with Sunny. She was very thorough during the meet and greet. She gives detailed updates with great pictures. Overall she goes above and beyond. I would definitely recommend.

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Marissa & Christopher F.
Sitter Profile Image: Erin F.
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Erin F.
$23
total per visit
20 years of experience
Quincy, MA, 02169

About: I have 20 years of experience caring for all types of animals. I had a 15 year old dashund and a 10 year old lab personally as well. I currently have 8month aussie pup. My neighbors, family and friends have trusted me to care for their pets while they were away on vacation, military service or recovering from surgery or just to help out! I can assist in puppy training and senior care with medication administration as well. I am currently a nurse and looking to help other pet families take care of their furry family members. I also offer adventures, such as hiking, beach walks, pool time some life jacket sizes avaliable, short walks, ramp for vehicle for our lovely large dogs and seniors. For our seniors I also have puzzle games that can help with low activity thresholds. For cats a safe low noise environment is available here, with plenty of cat toys to play with. I am also a volunteer as a dog walker at a local shelter as well. Overall I will care for your furry family member with the utmost affection and fun with safety being paramount. I have four days a week available to care for animals. I work three days in person. Leaving plenty of time for fun and adventure. My schedule is very adaptable to your pets needs or wants. I have a fenced in yard available as well as one on one care as a option to maximize attention to your furry family member. I can crate animals if needed. Animals are welcome on the furniture and in my vehicle as well. I can walk puppers every 2 -4 hours or as needed by your pet.

Sitter Profile Image: Sarah K.
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Sarah K.
$20
total per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
5 years of experience
Boston, MA, 02124

Thanks so much! Just coming home early!!

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Lindsay C.
Sitter Profile Image: Valerie Y.
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Valerie Y.
Star Sitter
$37
total per visit
5.0 out of 5 stars
19 reviews
7 repeat clients
22 years of experience
South Dorchester, Dorchester Center, MA, 02124

Val was super nice and communicative! We loved reading the updates and seeing all the pictures. It’s always hard leaving the cats, but she made us feel like they were safe and cared for.

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S B.
Sitter Profile Image: Christopher F.
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Christopher F.
$19
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
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: Anita E.
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Anita E.
Star Sitter
$20
total per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
20 years of experience
Quincy, MA, 02169

Anita was very friendly and reliable! It was a relief knowing that my fur baby was left in good hands. Will definitely rebook for future trips!

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Uka B.
Sitter Profile Image: Abigail M.
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Abigail M.
$19
total per visit
8 years of experience
Milton, MA, 02186

About: As an aspiring vet student, I've worked as a veterinary technician assistant, meaning I've been trained in animal handling (particularly for cats and dogs). I've taken care of dogs since I was little, and have recently been able to have the privilege to care for my neighbor's cat! With these experiences, I believe I can provide the best care for your pets <3 I am able to work anytime of the day, any day during the week, so I have plenty of time to stop in and take care of your pets! In my clients homes, I will typically take dogs around the block for a nice long walk and play with them in an enclosed yard (if possible) or a local dog park! When we arrive back home, I would make sure the appropriate food is in the dish and the water is filled (as well as any further requests be fulfilled).

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: 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: Amanda L.
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Amanda L.
$20
total per visit
5.0 out of 5 stars
6 reviews
10 years of experience
North Dorchester, Boston, MA, 02125

About: I used to have two dogs and a cat along with many other random animals. Have always loved pets, just not in a place to have my own at the moment but would love to help others! I work full time, but I am available at night and on the weekends to help out with your furry friends! We can work together to find a schedule that works for both of us. I live in a one bedroom apartment in a managed building. It is a very pet friendly building and has a fenced in area for dogs. We also have a grooming station.

Sitter Profile Image: Victoria B.
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Victoria B.
Star Sitter
$28
total per visit
5.0 out of 5 stars
50 reviews
17 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: Lauren A.
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Lauren A.
$34
total per visit
5.0 out of 5 stars
37 reviews
12 repeat clients
15 years of experience
Quincy, MA, 02171

Lauren was thorough, patient, flexible, and did an excellent drop looking after our 2 dogs. Would recommend her to anyone and would utilize her services in the future!

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Dan F.
Sitter Profile Image: Erin G.
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Erin G.
$34
total per visit
5.0 out of 5 stars
83 reviews
21 repeat clients
15 years of experience
Quincy, MA, 02169

Erin is amazing! My cats love her and enjoy her visits! She also does small housecleaning tasks (washing the cat food spoons, picking up their messes) which makes coming back from a vacation so nice!

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Amanda R.
Sitter Profile Image: Simmy A.
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Simmy A.
$27
total per visit
5.0 out of 5 stars
54 reviews
16 repeat clients
15 years of experience
Quincy, MA, 02169

Simmy took care of my kitten Teriyaki for 10 days and did an amazing job! She sent tons of pictures and made sure Teriyaki was fed, played with, and had a clean litter box every day. It gave me real peace of mind knowing she was in such caring and reliable hands while I was out of the country. Highly recommend Simmy for anyone needing a loving and attentive sitter and will definitely request next time I need to be away. Thank you!!!!

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Peter G.
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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
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

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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 August 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 August 2026, there are 10,423 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
  • 96% 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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