Dog Sitting Milton

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

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Over 29
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: Atara H.
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Atara H.
$19
total per visit
5 years of experience
Quincy, MA, 02169

About: I’ve taken care of my own dog for many years. I have a service dog and she is trained well. I dog sit and walk dogs sometimes but not often. I can bathe and groom. I’m currently volunteering at the local animal shelter to learn more. I’m currently working 3 nights a week, every other weekend. I am available most days, afternoons and some evenings. I’d be more than happy to work with your schedule. My cats are not friendly. I also have a service dog so it’s best to care for your pets in their own homes. I am able to cat sit in my home in a secluded area if needed.

Sitter Profile Image: Lauren D.
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Lauren D.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 15 reviews
6 repeat clients
20 years of experience
Quincy, MA, 02170

“Lauren is the best. She is so timely and available on short notice. My work schedule changes weekly and she has a big heart for Paulie. He loves her! She shares a lot of details about their time together and I’d recommend her to anyone!”

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Weston T.
Sitter Profile Image: Bernard H.
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Bernard H.
$37
total per visit
5 years of experience
Milton, MA, 02186

About: I have had pets my whole life from cats and dogs mainly dogs. I grew up with dogs but have had practice and experience with cats through pet sitting for my girlfriends 4 cats at one time. Currently I am a web designer in Boston and work from home some days.In my spare time I do ride share some nights. I'm flexible with my schedule if extra help is needed. Depends on the environment but really I would just do my work or be by the pet playing games or giving them attention if they are bored.

Sitter Profile Image: Madison B.
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Madison B.
$39
total per visit
5.0 out of 5 stars
• 291 reviews
71 repeat clients
7 years of experience
Roslindale, Roslindale, MA, 02131

“Madison was absolutely fabulous! She helped me out very last minute and took such wonderful care of my pups!! After each drop-in, Madison provided me with a detailed summary and lots of cute pics! I sometimes get anxious leaving my dogs but Madison made me feel extremely comfortable (and clearly my dogs love her). Highly recommend - she’s my girl going forward!!”

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Sydney O.
Sitter Profile Image: Kate C.
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Kate C.
$28
total per visit
5.0 out of 5 stars
• 6 reviews
10 years of experience
South Dorchester, Boston, MA, 02124

About: I’ve taken care of cats and dogs since I was a little kid. I am a nurse and love to take care of humans and animals. I currently work 3 12-hour shifts but each week is different. I can make my own schedule so I have some flexibility and would be willing to coordinate I have a cat of my own and we love her dearly! We take her on trips with us. The first thing I do when I get home from work is pet her and love her. When I am at work my fiance is with her and doing the same

Sitter Profile Image: Eduarda A.
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Eduarda A.
Star Sitter
$39
total per visit
5.0 out of 5 stars
• 22 reviews
5 repeat clients
1 year of experience
Quincy, MA, 02171

“Eduarda was phenomenal with my cat! She sent me so many pictures and videos while I was away. Eduarda is also extremely trustworthy and professional, and I was more than happy to allow her into my home. She truly felt like a friend and I was able to feel comfortable leaving my cat in her care. Highly recommend!!!”

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Courtney C.
Sitter Profile Image: Victoria C.
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Victoria C.
$23
total per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
South Dorchester, Dorchester, MA, 02122

About: I’ve cared for dogs of all sizes for most of my life, from tiny pups to gentle giants! I’m a proud dog mom to a Great Dane, so I know what it takes to handle big personalities (and even bigger paws). Whether it’s a chill cuddle session or an energetic walk, I tailor every visit to your dog’s unique needs. You can count on me to treat your pup like my own with patience, love, and lots of tail wags! I work from home full time, which gives me plenty of flexibility for walks and drop-ins with a little notice. Most days, mid-afternoons to early evenings work best for me, but can be flexible with mornings. If you’re comfortable, I’m happy to bring my pup along for a walk. It’s a great way for your dog to get some friendly socialization! Whether in my home or yours, I always make sure your pups feel comfortable and loved. I will work with you to ensure I am keeping their routine consistent, from feeding and walks, to playtime and snuggles. I am always available for a meet and greet as well! I want to ensure your puppy feels right at home. In addition, I have experience with all kinds of leashes and collars.

Sitter Profile Image: Steven G.
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Steven G.
$34
total per visit
4.7 out of 5 stars
• 15 reviews
5 repeat clients
5 years of experience
Boston, MA, 02124

“We’ve had Steven watch our dogs a couple of times now, and he’s been fantastic. The first time, when my wife and I were out of town for 2 days, he followed our care instructions to the letter, took them out regularly, checked in often, and sent us photo updates so we felt completely at ease. The second time was just a day sit, but even though we only booked him for a quick visit, Steven stayed longer to keep our dogs company. He sent us plenty of pictures again — including some funny ones — and it’s clear he really enjoys spending time with them. The biggest win for us is that our not-so-friendly dog has warmed up to him. We’re happy with Steven’s help and are looking forward to asking him to watch our pups more regularly. Highly recommended!”

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Vin P.
Sitter Profile Image: Clara D.
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Clara D.
$25
total per visit
10 years of experience
Roslindale, Boston, MA, 02130

About: I offer lifelong experience with high energy dogs and structured care. Growing up with two family Vizslas from puppyhood to adulthood, I understand the dedication, patience, and mental stimulation required for active, sensitive breeds. I am a recent graduate currently waiting to start a new job in Boston this upcoming September so I am free full time during this transition period. Safety, security, and peace of mind are my top priorities when caring for your pets in your home. I treat your space with the utmost respect and strictly follow all custom instructions from precise feeding schedules and medication routines to house rules and secure door/gate checks.

Sitter Profile Image: Alaina V.
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Alaina V.
$19
total per visit
3 years of experience
Boston, MA, 02130

About: I have done a lot of animal sitting since I was in high school looking after my nieghbors dogs and cats when they were away. I am a huge animal lover but I am best with dogs and cats. Before I went to college my nieghbor had just bought a puppy and we had just got a cat, I trained the cat and I did most of the dog walking for the puppy. Being able to play and care for animals is the best job I can think of. I can’t wait to meet your fur baby! I would love to be able to work with familiar clients and their animals. I provide over night pet sitting services, dog or cat walking, and drop in’s. I can take care of your fur babies Friday to Monday, for anything outside that time I may have availability, so just ask! I work a full time job 8am-4:30pm Monday to Friday. I typically go off the rules you lay out for your pet along with their usual routine. I want to make things as easy as possible for you and your pet. If you have a list of dietary restrictions or medication they need to take, I’m happy to learn as well as get them the care they need. If they have a specific dinner or walk time, I want to make sure I stick to it for you.

Sitter Profile Image: Arielle R.
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Arielle R.
$23
total per visit
6 years of experience
Quincy, MA, 02169

About: I adore animals of all kinds and specialize in patient, empathetic pet care. All animals have unique personalities and I love getting to know them individually! I currently work from home and have availability during the week to drop in and check on your pets! If you have any questions about my schedule please let me know, I am happy to discuss with you. Every animal has their preferences, and you do too! I’m happy to accommodate any needs they have when taking your dog on a walk or checking in on your cat.

Sitter Profile Image: Ellie D.
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Ellie D.
$23
total per visit
3 years of experience
Quincy, MA, 02171

About: I have had a dog since I was little and was constantly around dogs, I also walked and visited dogs for two years after college as a full time job I work a full time job 8:30am - 5:30pm and I am looking for a weekend and after work job, love being around dogs and think this will be a perfect fit as I have done this in the past I currently live in an apartment building with my families home close by if needed. The apartment offers a nice dog park or a walking path along the water

Sitter Profile Image: Kelly D.
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Kelly D.
$22
total per visit
40 years of experience
Quincy, MA, 02169

About: I have been a loving pet owner for many years and caring for animals has always been something that comes naturally to me. I truly enjoy spending time with pets and feel that I have a special connection with them. I work from home and caretake my mom so I have spots in my day that I can do something I love and that's loving on animals! When caring for your pet in your home, I believe in providing a calm, loving and comfortable environment while respecting your space and your pet's normal routine. I will follow your instructions closely.

Sitter Profile Image: Kiara H.
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Kiara H.
$28
total per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
North Dorchester, Boston, MA, 02125

“Kiara was fabulous! Very communicative and did such a great job taking care of my cat Bruce. She definitely help to ease my nerves. Kiara went above and beyond and I feel so lucky I found her. I will definitely be using her again.”

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Sarah M.
Sitter Profile Image: Madison P.
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Madison P.
Star Sitter
$23
total per visit
5.0 out of 5 stars
• 26 reviews
8 repeat clients
10 years of experience
South Boston, South Boston, MA, 02127

“Madison was fabulous. My husband and I last minute had to be away, and she came and walked our dog and took care of her very last minute. She was so easy to communicate with, so friendly, and provided updates. Would recommend anyone looking for a sitter or walker to use her!”

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Keara G.
Sitter Profile Image: Juliette E.
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Juliette E.
$39
total per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
8 years of experience
Boston, MA, 02132

About: I’ve had cats, dogs, and hamsters and I am willing to experience a lot more! Don’t worry, I always enjoyed animals and providing them with love and care, so your mind will be at ease when you are away. I recently completed school but I also work a per diem job. Aside from studying to receive my certification, I have plenty of time to be with your cute companions, and spend time with them. Who knows, maybe while we’re together we can become the best study buddies. I am extremely flexible and always willing to discuss further if you have interest in booking. As I’ve had plenty of experience with Cats, I’m well aware of choking hazards on string like materials. I try to keep items like this out of reach! I am very clean when it comes to my space and noticed that this helps as some kitty’s can be a little curious and knock things off surfaces. When things are put away correctly there’s less chance for mess or danger. I am still gaining some experience with Dogs and puppies. As far as safety, I only do leashed walks to not only protect your pup but others who may be passing by as well! Again, I'm pretty organized and will avoid leaving items out, especially food! I know some animals are very food motivated and leaving food products out can be dangerous.

Sitter Profile Image: Erika P.
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Erika P.
$24
total per visit
5.0 out of 5 stars
• 42 reviews
7 repeat clients
15 years of experience
Quincy, MA, 02169

“Erika did a great job checking in on my cat, Olly, while I was away! And I’m super appreciative she took this on relatively short notice (less than a week). Thank you for giving him some TLC! Will definitely request Erika next time I’m away. Thank you!”

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Breanna G.
Sitter Profile Image: Cait F.
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Cait F.
$15
total per visit
5.0 out of 5 stars
• 2 reviews
19 years of experience
North Dorchester, Boston, MA, 02125

About: I’ve spent my whole life around animals ranging from cows and horses to cats and dogs. I’ve raised many puppies and kittens and taken care of many livestock animals. Taking care of animals has always been a passion of mine and it gives me something to do. I’ve owned a variety of different dog breeds so I know how they all differ just a little bit. I’d love to have the opportunity to take care of animals because it gives me the option to meet so many beautiful animals. I think it’s very important to match and animal with the right personality that way they can be happy healthy and safe! Please let me know if you have any other questions that you need answered. I am basically available anytime of the week and love to go on hikes and walks so I would love to do that with your animals! I do not have a yard but my apartment has a dog park and plenty of space for walks around the harbor! I’m a pretty active person and would love to get your pets energy out

Sitter Profile Image: Bella V.
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Bella V.
$23
total per visit
1.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
South Boston, Boston, MA, 02127

About: I've cared for dogs for as long as I can remember! I have experience with both large and small dogs and even dogs who need some extra attention. I worked in a local dog store for a few years in high school so I have a few tricks up my sleeve! I can truly say I find joy in caring for and entertaining your pets when you can't be there for them! I’m currently in a career switch and looking to make some extra cash while I build my digital portfolio. Therefore, I am very flexible and can work with you to find a plan that fits for both of us! I am very respectful of owners in-house routines for their doggos. I like to make sure to follow feeding/walking schedules to ensure comfort for both owners and their furry friends.

Sitter Profile Image: Erin L.
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Erin L.
$23
total per visit
5.0 out of 5 stars
• 11 reviews
10 years of experience
South Boston, Boston, MA, 02127

“Erin was very communicative with us and wonderful when she did a drop-in visit with our dog, Luna! When we returned home, Luna was happy and seemed very content.”

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Kimberly M.
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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

Lauren was super responsive for a somewhat last minute request, and the doggos were all good and safe when we got home! Would love to work with her again 😊

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Leah M.
Drop-In Visits
5.0 out of 5 stars

Mary was so quick to respond to a last minute request for help (and Eric so even while flying back on a plane!) that it blew my mind!! She was able to drop by once she'd landed to meet the dogs and go over logistics. 10/10 would recommend, we got photos so quickly and my two dogs were tired and happy (and relieved lol) 😊

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Leah M.
Drop-In Visits
5.0 out of 5 stars

Helped with absolutely everything i needed. Super helpful and gave my girl all the love she deserves. Couldnt have asked for better for my girl.

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

Chloe always takes great care of my dogs during dog walks. She is timely, communicative and follows instructions as needed.

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

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.
Drop-In Visits
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

Valerie is always amazing with our puppy, Blue! She has watched him multiple times and we always know he’s in great hands. Blue absolutely loves her and she’s always so kind, reliable, and attentive with him. It gives us so much peace of mind knowing he’s with someone who cares about him so much. We truly appreciate her and would recommend her to anyone looking for a wonderful sitter!

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Deanna 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

Noah was an incredible dog sitter while I was away. Our usual game plan for Teddy was different because of the snow, and Noah was happy to make changes to the drop in routine. I also had to make changes to the booking due to last minute travel delays and Noah was flexible and accommodating. Just an amazing, caring sitter!

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Liz A.
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

Lyv was great with my puppy! She has a very kind and capable energy. I felt very happy and safe that she was with my precious girl!

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

Corrina and Tracy take the best care of my puppy Jade! They go above and beyond to make sure she is happy and entertained while they watch her and they provide excellent updates on how she did. Thanks!

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Lauren V.
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

Jose does a great job with my dogs including a Husky who has some anxiety and social issue and takes a bit to get used to new people. Thanks Jose!

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Michael M.
Drop-In Visits
5.0 out of 5 stars

Leander was amazing- great communicator and extra points for being available on short notice! Thank you for taking such good care of Lily 😊

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Lauren S.
Drop-In Visits
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How to book dog sitting

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Popular requests for dog sitting - Milton

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Sitters in Milton average 6
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FAQs for Dog Sitting - Milton

Frequently asked questions about Rover

The average cost of Dog Sitting in Milton is $19 per visit as of October 2026. Most bookings cost between $10 and $37 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 10,280 sitters on Rover offering Dog Sitting across Milton. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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:

  • 85% of sitters can help with special care needs
  • 90% can help with giving oral medications or injections
  • 94% 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 , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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