Dog Sitting Milton

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

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Over 28
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: Cheryl G.
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Cheryl G.
$34
total per visit
4.6 out of 5 stars
• 27 reviews
8 repeat clients
15 years of experience
Hyde Park, Hyde park, MA, 02136

About: hi my name is cheryllee and i live in hyde park ma I currently reside in a 3 bedroom townhouse with my son who’s 16 my middle son who is 11 and my daughter who is 6 we are a family with deep deep love for animals! im a big fan of cats and dogs i own 5 cats 3 kittens I rescued and 2 older cats my 9 year old serenity and my 2 year old king I also own a 4 year old bullmastiff named brownie because that’s exactly what he is sweet like a brownie he loves animals and people he’s such a well behaved and great dog! I would love for someone to trust me with there animals and know that i could be a great addition to ur pets life. i know your pet would have a fondness for me and children we love to play with the animals thank you and have a blessed day. About this sitter: i am very good with animals i love them all. i really want to work with animals. i am kind loving and open to new things im very independent a fast learner, very attentive. im very trusting and i would do what ever it is that the owner would like me to do with the animal. i would keep a scedule on hand of each animal treats they like if any, relax time, walk time, and feeding time. Why I love dog sitting when iwas growing i grew up with 5 chiwauwas they where the first dogs that i had and then i had a germain shepard who got hit by a car. those where all family pets, i didnt have my own dog till i was 22 and i really love that dog. Now I have tons of experience and i have been working with cats for 15 years and dogs for 2 I have done dog walking, breeding, park play and boarding so trust that I can provide true care for your fur baby!

Sitter Profile Image: Alison D.
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Alison D.
$26
total per visit
5.0 out of 5 stars
• 6 reviews
10 years of experience
Roslindale, Boston, MA, 02131

About: Hi, I’m Al! 🐾 I’m a dog walker and trainer in training who loves getting dogs outside—whether it’s a long hike, group walk, or just burning off energy. I have experience handling multiple dogs and making sure everyone feels safe and has a great time. I love finding spots for dogs to swim, explore, or play fetch—if that’s their thing! In my other life, I’m a women’s sports photographer, so you can expect some pretty great photo updates 📸 My goal is always a happy, tired pup who had the best time! I’m a photographer (yes I can photograph your dog!!) and am flexible with my time management. Weekdays when work is in the way can be tough but I can help! I have experience crating dogs, long walks, special food necessities and lots love! I enjoy giving extra play time and attention or a comfortable lap to nap on!

Sitter Profile Image: Maya W.
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Maya W.
$19
total per visit
15 years of experience
North Dorchester, Boston, MA, 02125

About: I grew up caring for my family’s dogs, but am comfortable with a wide variety of animals! I consistently pet-sat for family, friends, and coworkers. I love going for runs and walks, tossing a ball or frisbee, and of course playing tug of war. I have experience with dogs, cats, horses, and various reptiles. I recently moved to Boston so my schedule is flexible as I am settling into a routine. I am able to adjust to a pet owner’s routine as needed for their animals, and can schedule time during typical work hours to walk or feed pets. I have one dog who has pretty bad allergies so I administer oral medication with his breakfast, so I feel comfortable meeting your pets needs whatever they may be. I also have a car, so can respond quickly in case of emergency.

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

“Madison is the best! I've had to travel a lot lately and I know that my two sweet cats are in good hands when Madison is available. She writes the best updates, and is a fantastic photographer. When I come home, it's obvious my cats had a good time. She is also very tidy and often goes above and beyond. Thank you, Madison!”

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Gabriel R.
Sitter Profile Image: Kiara H.
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Kiara H.
$28
total per visit
5.0 out of 5 stars
• 7 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: Justyna M.
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Justyna M.
$23
total per visit
5.0 out of 5 stars
• 25 reviews
9 repeat clients
15 years of experience
Braintree, MA, 02184

“Justyna is a great Rover sitter. I just got home from a week-long work trip and my cats were very well taken care of. Looking forward to booking with her in the near future.”

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Beth B.
Sitter Profile Image: Eric L.
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Eric L.
Star Sitter
$26
total per visit
5.0 out of 5 stars
• 67 reviews
21 repeat clients
1 year of experience
South End, Boston, MA, 02120

“Nenliang (Eric) provided great pet care for my 2 cats every day for 5 days. He was very reliable and communicative and checked in every day. I would definitely work with him again!”

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Amanda S.
Sitter Profile Image: Autumn C.
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Autumn C.
$23
total per visit
5.0 out of 5 stars
• 20 reviews
8 repeat clients
6 years of experience
Quincy, MA, 02171

“Autumn was amazing with my two cats! She understands instructions clearly and made sure my boys were happy while I was on vacation. Highly recommend!”

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Audrey R.
Sitter Profile Image: Channing W.
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Channing W.
$23
total per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
30 years of experience
Roxbury, Boston, MA, 02119

About: I’m a dog lover with hands-on experience caring for my own dogs and cats, including feeding, daily exercise, and administering medications. I also have a Lab mix, Bailey, so I know how much it matters to find someone you trust with your pet. I especially enjoy caring for large dogs, but welcome dogs of all sizes! Whether your pet loves a long walk, a game of fetch, or a little company at home, I’ll tailor each visit to their energy level and usual routine. I’m happy to follow your care instructions and keep you updated so you know how your pet is doing. I’d love to meet you and your pet and learn what helps them feel comfortable and happy! I’m available anytime for walks and pet care visits. I plan around each pet’s usual routine so they get consistent attention, exercise, meals, and potty breaks. I take time to learn your pet’s routine, personality, and care needs so they feel comfortable with me. In your home, I’ll follow your instructions, check that doors and gates are secure, and leave things as I found them. On walks, I’ll keep your dog leashed and avoid unfamiliar dogs unless we’ve discussed otherwise. I’ll send photos and updates so you know how your pet is doing. If care takes place in my home, we’ll arrange a meet-and-greet with Bailey beforehand to make sure everyone is comfortable.

Sitter Profile Image: tanya R.
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tanya R.
$29
total per visit
4.8 out of 5 stars
• 19 reviews
6 repeat clients
15 years of experience
West Roxbury, Boston, MA, 02132

“Absolutely Amazing! Tanya took care of our cat while we went to Spain for Christmas and New Years. She is extremely responsible, trust-worthy and really good at communicating! She even took out our trash for us! Would totally recommend to anyone. Thank you, Tanya✨?️”

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Daniela L.
Sitter Profile Image: Sam G.
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Sam G.
$34
total per visit
25 years of experience
Roslindale, Roslindale, MA, 02131

About: Hi! My name is Sam. I live in Roslindale, MA and have had a lot of experience dog/cat sitting and caring for animals, and love any opportunity I get to spend with them. I have a tortoiseshell cat named Lola who is the chillest and most lovable girl. I can provide daytime care, walks, and ample play time! I would be happy to schedule a meet and greet with you and your pet. All animals are welcome. My fully available days are Sunday-Tuesday. I do work an on-site job Wednesday-Saturday from 2:30pm-1am, but can work around this before & after my shift. Feel free to contact me! I have open availability Sunday-Tuesday for pet sitting. I can come to you and provide all types of services on short notice. On Wednesday-Saturday I am available from 11am-2pm. I can come to your home and provide exercise and play time with your pet in your yard and/or inside. I can do whatever is needed to keep them healthy and happy!

Sitter Profile Image: Diamond M.
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Diamond M.
$17
total per visit
7 years of experience
Roxbury, ROXBURY, MA, 02119

About: I’m a dedicated law student balancing the challenges of school while working to cover housing and tuition costs. Though I’m not able to have a farm full of dogs just yet, I’m passionate about caring for pups while their owners are away. I can walk, board, or simply spend time playing with your dog. Dogs bring me so much joy and comfort, and I would love to share that with your pet. I have been a dog owner since I was a kid and a rescuer since I was 18. I have a dream of one day opening a dog ranch to help clear shelters and give more dogs a loving home. Right now, I have my own dog, Huey, who is 3 years old and a big part of my life. By trusting me with your dog, you’re not only giving them care and attention but also supporting a student working hard to achieve her goals and make a difference for animals in the future. I’m a full-time student with weekends off and a generally flexible schedule, including some weekdays available. I’m happy to offer boarding on weekends, and during weekdays I’m available in the evenings for dog walking and playtime—perfect for pups whose humans work full-time. I have two friendly dogs of my own who love to play and socialize. During breaks and certain holidays, my schedule is even more flexible, so I can accommodate more time with your furry friends. Let’s connect and chat about how I can help care for your dogs. I will prioritize your pup’s safety and comfort at all times. I will securely crate your dog when needed and travel to and from your home in my car, ensuring a smooth and stress-free experience. You can trust that I will care for your pet in a safe, loving, and calm environment where their well-being is my top priority. I will also help with any other tasks to make things easier for you and your furry friend.

Sitter Profile Image: Isabella L.
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Isabella L.
$27
total per visit
5.0 out of 5 stars
• 14 reviews
3 repeat clients
8 years of experience
South Dorchester, Dorchester, MA, 02122

“Isabella was very prompt in her communication and had no issues being flexible in order to make this a great experience. There were a few details I meant to ask Isabella to do to accommodate the dogs but she did them as a part of her regular routine, showing her experience to taking care of dogs. 100% will request Isabella for future services!”

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Nisa P.
Sitter Profile Image: Rashelys C.
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Rashelys C.
$34
total per visit
5.0 out of 5 stars
• 14 reviews
5 repeat clients
14 years of experience
South Dorchester, Boston, MA, 02124

About: I got my first dog, a daschund mixed with a beagle, when I was 11 years old. Ever since then dogs have had my heart! At a very young age I learned to train, love and properly care for dogs. When I turned 18 I got a chihuahua mixed with a pug. Having this experience I’ve learned to deal with multiple dogs at the same time and to properly care and nurture them. I truly and genuinely feel dogs can feel every we do and they should be treated just as fairly. I work a part time job across from my apartment, some days in the week. At times I’m not home my partner is which is only for 3-5 hours typically and at that time he would walk the dogs or give them food if necessary. There are weeks I don’t work at all which means I’ll be home all day but it depends on a week to week schedule. I live in a studio so there isn’t much space but there is enough for a crate and for your dog to have space to run around. I also have a decent size gated part of my apartment which gives space for the dog to also run around. My partner and I often walk around Jamaica pond and fens basketball court as well which we can rake the dogs with us on some nice refreshing walks!

Sitter Profile Image: Alisa & Edward L.
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Alisa & Edward L.
$34
total per visit
5.0 out of 5 stars
• 56 reviews
22 repeat clients
10 years of experience
North Dorchester, Boston, MA, 02125

“A&E have been my go-to sitters for my cat for a while now and I wouldn't change that for the world. They're attentive, flexible, and super communicative. Hire them!”

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Hussein E.
Sitter Profile Image: Jacob L.
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Jacob L.
$17
total per visit
7 years of experience
Dedham, MA, 02026

About: I’ve had a dog for over 9 years now and have experience sitting other dogs for over 3 years now. I am looking to provide exceptional care and love for all kinds of dogs I am a recent college graduate with plenty of free time on my hands. When I am not free, I am either golfing, hanging with my friends, or traveling. I care for dogs by making them feel comfortable while their owner is away, by making them feel loved, and by entertaining them, whether that be a walk, fetch, etc.

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: Darryl J.
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Darryl J.
$24
total per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
Roxbury, Boston, MA, 02121

About: Preferred Name: Del I adore animals, and as far as I can tell the feeling is mutual. Roommates, partners, and friends are always impressed by how quickly their pets take to me and jokingly complain that I'm "stealing" them away. I've cared for pets in my family since I was 12. I'm an enthusiastic walker and I'm adamant about keeping cats and dogs stimulated with playtime. Currently between jobs so my schedule is very flexible. As such, I'm free to devote all I can to taking care of your lovely critters. I make visits and house stays as appropriate. Meticulous about following pet care instructions to a T as you know your pet better than I ever could. Will make sure that your pet is stimulated, fed, loved, and cared for so that your absence goes hopefully as unnoticed as possible.

Sitter Profile Image: Micky C.
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Micky C.
$34
total per visit
5.0 out of 5 stars
• 23 reviews
9 repeat clients
7 years of experience
Quincy, MA, 02169

“We had an amazing experience introducing our pets to Micky for the first time. You can tell he’s nurturing and attentive. Looking forward to a boarding service in the near future!”

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Ashley T.
Sitter Profile Image: SP(Sarah Patten) S.
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SP(Sarah Patten) S.
$16
total per visit
2 years of experience
Boston, MA, 02215

About: I’ve grown up with dogs all my life and myself am a dog owner. I love all dogs and understand sometimes you need some help when life is happening! I’m super reliable, have a flexible schedule, and remote work for my main job so I’m often available to help out whenever you need! I’m available every day of the week from 6am to 9pm. Just let me know what you need for your pet and we’ll work it out! I can crate your dog if needed, depending on how you are training your dog. I do not do pet services in my own home as I live an apartment.

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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

Mary is wonderful. She’s punctual, kind and attentive. Do yourself and your pet a favor, hire Mary 🙂

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Pat S.
Drop-In Visits
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
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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 $22 per visit as of November 2026. Most bookings cost between $17 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 November 2026, there are 10,220 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 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 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 Meet & Greet.

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 cancellation policy, 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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