Dog Sitting Milton
Book a Milton dog sitter to watch your dog in your sitter’s home or yours.
Over 57 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%.
About: 🏡 Calm, home-away-from-home boarding 🐕 Pet-free household 🌳 Private fenced yard ❤️ Experienced with rescues & anxious dogs 📸 Frequent updates 👩 Home throughout the day 📝 Detailed meet-and-greet/intake process I may be new to Rover but I’m not new to caring for your dog. As a lifelong pet owner, animal lover and proud rescue dog mom, I know that every dog has their own unique personality, routine, and needs. I raised my two rescue Staffordshire Terrier/Pit Bull mixes from the shelter, giving me hands-on experience with training, structure, and positive reinforcement. Whether your pup is energetic and playful or prefers a slower pace, I adapt my care to match both their personality and the routine you’ve established, helping them feel safe, comfortable, and loved while you’re away. Your dog’s stay will include plenty of one-on-one attention, walks to the nearby park, playtime in my fully fenced backyard, and lots of affection (including couch cuddles if they’re allowed!). I also believe communication is key, so you can expect regular photo and video updates throughout the day for complete peace of mind. My goal is simple: to become someone you can trust wholeheartedly with your best friend. I want you to leave knowing your dog is being cared for with the same love, patience, and attention that you would give them yourself. Pet care fits seamlessly into my daily routine because I genuinely enjoy spending time with animals. My flexible schedule allows me to provide consistent attention throughout the day, whether that’s morning walks, playtime, feeding, potty breaks, or simply keeping your dog company. I enjoy being active, so regular walks and outdoor time are already part of my day. Whether your pet needs a quick walk, overnight care, or an extended stay, I’ll make sure they receive the time, attention, and care they deserve—not just the basics, but plenty of love and companionship too. Every pet is unique, so I tailor my care to match their personality, energy level, and the routine you’ve already established. Whether I’m caring for your dog in my home or yours, I prioritize safety, consistency, and lots of love and attention. I carefully follow feeding schedules, walking routines, medication instructions (if needed), and any training cues you use so your dog experiences as little disruption as possible. In my home, dogs enjoy a calm, pet-free environment with plenty of one-on-one attention, a fully fenced backyard for supervised play, walks to the nearby park, and cozy places to relax. If your dog is allowed on furniture, they’re welcome to cuddle up on the couch with me. When caring for pets in a client’s home, I treat your space with the same respect I would my own. I’ll keep your home tidy, can provide regular updates with photos and videos, and make sure your dog feels comfortable and cared for while you’re away. My goal is for you to return home to a happy dog and complete peace of mind
“Catherine was so beyond amazing with my cat, Domino! It was my first time on the owner side of Rover and I couldn’t have asked for a better experience. Catherine was punctual, responsive, and extremely thorough with each visit. Domino loved playing with her! I’ll definitely use Catherine again and I would highly recommend her for anyone who wants the best for their pets 😊”
“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.”
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.
“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!”
“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.”
“Lauren did a wonderful job while taking care of our cats. She gave updates, took pictures, and responded to any comments or requests. We were able to enjoy our time away knowing they were in good hands :)”
“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!”
“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!🩷🐾)”
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.
“Leonardo took wonderful care of my two senior cats, including one that requires medication twice a day, while I was gone for the weekend. They were clearly well tended to when I came home. He was very communicative and lovely to work with. I would definitely choose Leonardo again and recommend others to do the same!”
“Justyna was excellent! She took very good care of my two fur babies. She gave medicine to my kitty and even shut the windows and turned on the ac when I asked her to over the rover app. Justyna is very friendly and easy to talk to. I definitely would recommend Justyna.”
“Erika checked in on our cat, Milo, while we were away for a 2-week trip, and she was fantastic! Very communicative, sweet to Milo, and sent lots of pictures (which we appreciate). Would definitely recommend her services!”
“Josephine is great with my 2 cats with very different personalities. Both the social cat and the anxious cat like her. You can tell she really loves animals. She even asked me if she could stay a few extra minutes because my cat was on her lap! And she sends TONS of amazing photos. She is my go-to pet sitter. Highly recommend.”
About: My husband and I have been doing Rover for 5+ years! I’m a teacher, so I’m away during the day, but my husband works from home full-time. I also have grooming experience and know all kinds of dog behaviors. Our dog is friendly but has high anxiety, so we require a meet & greet for boarding/daycare. Walks don’t need one. We treat every pup like family! I am a teacher and not around during the day but my fiance works from home FT! Not only do you have one person caring for your dog, but TWO! There is a lot of yard space right behind my apartment. I care for your animals as I care for my own, maybe will sometimes spoil them too!
“I was initially super anxious about using this service, but Stephen put my mind at ease with incredible care, kindness, and communication. Amazing sitter, went above and beyond. Thank you!!!”
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
The median cost per visit for dog sitting in Milton is $25
Dog parents share their Rover experiences - Milton
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!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
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
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog sitting - Milton
Select a filter and find qualifying sitters offering dog sitting.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 September 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 September 2026, there are 10,320 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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