Pet Sitting Jamaica Plain

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 1,280
pet parents in Jamaica Plain have booked pet sitting

Jamaica Plain, Find top rated pet 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: Maeve H.
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Maeve H.
Star Sitter
$24
total per visit
5.0 out of 5 stars
• 10 reviews
4 repeat clients
15 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

“Maeve was amazing - She shared the cutest photos and I could tell my dog was so happy spending time with her. I’m very grateful for her help!”

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Alina E.
Sitter Profile Image: Joel B.
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Joel B.
$19
total per visit
5.0 out of 5 stars
• 13 reviews
4 repeat clients
9 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

About: I love dogs and have cared for Buffy, my heart and life, for the past 9 years. A couple years ago I finally was in a place to bring a kitten home, so the two brighten up my life every single day. I look forward to taking care of your loved ones as well. I work from home and have flexible hours, so I can make things work especially with advance notice. Please reach out and I’ll do my best to accommodate. I will follow all instructions and shower them with care and affection. I love living in JP because there are so many good places for walks. Where does your pup like to go?

Sitter Profile Image: Lucy G.
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Lucy G.
Star Sitter
$27
total per visit
5.0 out of 5 stars
• 7 reviews
3 repeat clients
6 years of experience
Boston, MA, 02130

“Lucy did a great job watching Chica and Benji! She did everything we asked and the pets were super happy when we came home with no accidents anywhere! We will 100% reach out to her again.”

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Catherine R.
Sitter Profile Image: Emily M.
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Emily M.
$30
total per visit
5.0 out of 5 stars
• 4 reviews
3 repeat clients
8 years of experience
Boston, MA, 02130

“Emily was wonderful to work with. She grasped the care instructions quickly and easily. She carried them out exactly as we wished. And our kitty, Louie, really enjoyed playing with her!”

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Ted W.
Sitter Profile Image: Ella M.
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Ella M.
Star Sitter
$43
total per visit
5.0 out of 5 stars
• 76 reviews
26 repeat clients
15 years of experience
Boston, MA, 02130

“Ella was a great catsitter! She send us a lot of photos of our furry friends and took great care of them while we were away. Highly recommend!”

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Kristin J.
Sitter Profile Image: Angelique C.
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Angelique C.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 8 reviews
4 repeat clients
12 years of experience
Boston, MA, 02130

About: I started dog walking when I was 12 years old and have been caring for animals in many ways since! I have fostered kittens, dog sat and have had many pets of my own. I currently have four cats, including a senior cat, a dog, chinchillas and a snake! I have experience with senior pets who have arthritis as well incontinence/diapering and am able to provide care for your pet no matter their age or needs. I can even give your dog a bath if it is needed. I have given baths to cats but only those with a calm temperament. I will treat your pet with the utmost love, care and respect. I look forward to meeting you and your furry friend! I have full availability, 7 days a week, to help you with your pet care needs. I am available to walk your dog (even your cat!), pop in to feed your pet and play with them, and even stay overnight to care for them when you are away. For Dogs: When caring for your dog in your home, I will walk them regularly and always respect their safe spaces. I will ensure that they always have a full water bowl and feed them when needed. If you have a particularly energetic dog, I can walk them more frequently. If your dog has a fear of storms, I will sit by them and soothe them for as long as they need to make them feel safe. For Cats: When caring for you cat in your home, I will be sure to play with them if they show interest, respect their safe spaces and if your cat enjoys walks (mine does!), I will happily take them out for a walk! I will ensure that their litter boxes are always clean, their water is full and feed them when needed.

Sitter Profile Image: Emily D.
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Emily D.
$17
total per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
8 years of experience
Boston, MA, 02130

“Emily did a great job with our senior kitty. Very reliable and sent pictures to put a worried mom's mind at ease.”

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

“Rev is communicative and on time. It was great they were open to a meet and greet/drop in before booking an overnight and I feel great that it seems my dog will be in very capable and kind hands!”

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SarahEvan C.
Sitter Profile Image: Elisabeth G.
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Elisabeth G.
$19
total per visit
10 years of experience
Boston, MA, 02130

About: Ever since working at a pet boarding kennel in high school, I have loved caring for others' animals. My friends regularly depend on me to check in on and spend time with their cats and kittens of varying ages. I work from home with a flexible schedule, and am happy to drop in when needed for feeding, play time, or anything your furry friend may need. When cat-sitting for friends, I love to spend as much time as I can with kittens who are used to more social and play time. I am beyond happy to give as many treats as you see fit and send videos of your furry friend while you're away.

Sitter Profile Image: Francesca D.
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Francesca D.
$39
total per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Jamaica Plain, Boston, MA, 02215

“Francesca was great, very communicative, good with our dog, and trustworthy. Would recommend her to anyone looking for a dog sitter!”

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Natalie H.
Sitter Profile Image: Angelina T.
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Angelina T.
$28
total per visit
5.0 out of 5 stars
• 119 reviews
48 repeat clients
13 years of experience
Roxbury, Dorchester, MA, 02121

“Tommy did an exceptional job caring for my two fussy cats for 6 days! My cats both need medicine and extra care every day and Tommy was consistent, reliable, and a great communicator. I can tell my cats were well cared for while I was away. Thanks so much Tommy!”

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Laura R.
Sitter Profile Image: Nyna K.
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Nyna K.
$28
total per visit
5.0 out of 5 stars
• 2 reviews
6 years of experience
Boston, MA, 02130

About: I have 6 years of hands-on experience raising and caring for my own dog, which taught me the importance of patience, structure, and genuine love. I understand that every pet has a unique personality, routine, and needs. Whether it is providing structured daily walks, fun playtime, sticking to strict feeding schedules, or simply offering a calm and comforting environment, I treat every dog with the exact same level of devotion, warmth, and attention as my own. I currently have a very flexible schedule with plenty of open availability throughout the week and on weekends. This allows me to dedicate quality, uninterrupted time and attention to your pet. I can easily accommodate daytime visits, afternoon walks, and full-day companionship to ensure your dog never feels lonely and maintains their normal potty and feeding routine seamlessly. I walk only one dog at a time. Safety, comfort, and open communication are my top priorities. When hosting pets at my home, I provide a peaceful, clean, and dog-safe apartment where your pup can relax and feel right at home. For outdoor walks, I always keep dogs securely leashed and stay mindful of surroundings and weather. I am also happy to send regular photo and video updates so you always have peace of mind while you're away!

Sitter Profile Image: Suki S.
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Suki S.
$20
total per visit
5.0 out of 5 stars
• 5 reviews
4 repeat clients
30 years of experience
Brookline, MA, 02467

“Suki took such great care of my two pups while we were away! She took them on very long walks too :) they had a great time with her and we can’t wait to use her again in the future!”

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Kristen L.
Sitter Profile Image: Shaylee J.
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Shaylee J.
$23
total per visit
3.0 out of 5 stars
• 4 reviews
5 years of experience
Roxbury, Boston, MA, 02119

About: I have had experience with animals all my life. Dogs, cats, reptiles, I do it all. Even chickens. I've taken care of multiple animals at a time, in their home, my home, overnight visits, and frequent visits. I have references if you need them. Please contact me if you would like to hear more! I am currently in college and going to school online, so I have flexible hours and can keep a watchful eye on your pet. At most, I will have errands to run but your pets will be my number one priority. I have 1 dog and 1 cat to keep your pet company. They will love playing in my fenced backyard where they can roam free. I can take them on walks around my neighborhood, feed them, and anything else you need. My house has a dog gate where I can keep them separate from the other animals if need be.

Sitter Profile Image: Mia L.
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Mia L.
$34
total per visit
1 repeat client
5 years of experience
Boston, MA, 02130

About: Dedicated pet lover with a lifetime of feline and canine companionship. Professional dog walker for 6 months, skillfully managing groups of up to 5 dogs at a time in hilly Arlington and Belmont, MA. Have cared for many friends’ cats with varying needs including administering a cat inhaler for kitty asthma. As a grocery store employee, I need to pick up extra work to help pay the bills. I would like to fit one or two dog walks into my day a couple of days a week. I will protect your pet's safety by staying off my phone while on walks and maintaining awareness of my surroundings. I will pay close attention to your dog's physical state during our adventures together, especially in extreme weather circumstances, to ensure that they get adequate exercise while avoiding physical suffering.

Sitter Profile Image: Sophia V.
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Sophia V.
$28
total per visit
5.0 out of 5 stars
• 1 review
1 repeat client
6 years of experience
Brookline, MA, 02445

“She was great! I have a young puppy and she was able to get her lots of attention!”

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Savannah V.
Sitter Profile Image: Amanda S.
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Amanda S.
$28
total per visit
4.9 out of 5 stars
• 20 reviews
3 repeat clients
20 years of experience
Brookline, MA, 02446

About: Experience with senior dogs, difficult cats, and hyper young ones who need that special one on one attention. Having cared for a dog with cancer, I am happy to do any extra care necessary for special cases. I have a very flexible hybrid schedule, which means I can work from your home and provide your pal with around the day attention and breaks. I have a young cat at home and have experience with dogs that are prone to bolting. I am neat and will always attend to your house and pet like it is my own.

Sitter Profile Image: Katherine C.
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Katherine C.
Star Sitter
$26
total per visit
5.0 out of 5 stars
• 40 reviews
14 repeat clients
3 years of experience
Boston, MA, 02125

“Katherine took care of my two cats when I was out of town for a weekend. We had a meet and greet beforehand. She was very responsive and communicative about her visits. Even though I had no preference over timing, every morning she let me know what time she would stop by. After every visit she sent pictures and a written note of how the cats behaved and what food she gave them or what toys she had them play with. She was super patient with my shy kitten, who was getting over an upset tummy at the time. She gave him the probiotics as instructed and managed to get pictures even when he hid under the bed, and by day three he had warmed up to her! I definitely felt she took care of them as if they were her own cats, would book her again without a doubt.”

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Gorkem U.
Sitter Profile Image: Samantha A.
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Samantha A.
$23
total per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
2 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

About: I’ve always grown up with a dog in my house including German Shepherds and Golden retrievers. I also did pet sitting in college as a side gig. I would take the dogs on long walks, feed them when needed, and stay the nights at the owner’s house if needed. I love all dogs and showing my love to them by playing with them and giving them infinite tummy rubs. I am currently a graduate student and I have an internship Monday-Wednesday and class Thursday. I am at my internship from 7:45-1:45 and class from 8-5. My schedule is completely open on Friday, Saturday, and Sunday. I have a car and am able to travel. I love the flexibility of pet sitting and it would fit amazing into my schedule as a student. I make sure the pet is fed when scheduled and has water available always. As for walks making sure I’m using the right equipment such as collar, leash, harness, etc. If there is a backyard I make sure gates are locked and the pet can’t escape.

Sitter Profile Image: Marlee S.
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Marlee S.
$22
total per visit
5.0 out of 5 stars
• 47 reviews
16 repeat clients
2 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

“Marlee is trustworthy and reliable. Thank you Marlee for taking such good care of our 2 kitties! Our shy Lila warmed up to you on day one (our Olivia has always been the social one), and to us that's plenty of proof of your abilities:) We will book your kind services again.”

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Laura V.
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The median cost per visit for pet sitting in Jamaica Plain is $25

Pet parents share their Rover experiences - Jamaica Plain

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5.0 out of 5 stars

Alexa is wonderful! She kept us well informed at each feeding and took lots of photos. The cats took to her right away. When we returned home, everything was as it should be. She also went above and beyond when a package arrived while we were away, but was damaged. We highly recommend Alexa and hope that she is available next time we need a cat sitter.

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

Jordan is fabulous! I needed to book at the last minute and she was accommodating to my needs. My kitty, Percy, took to her immediately. I felt comfortable having Jordan take care of my kitty while I was away. I recommend Jordan if you are looking for a true “cat whisperer”. I’ll definitely be reaching out to her again!

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

Maya took great care of my two girls when I was away for a week traveling internationally, and she followed all directions perfectly! I will definitely be rebooking with her next time I’m away. She was attentive and caring with my babies ❤️

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Ivana A.
Drop-In Visits
5.0 out of 5 stars

Morgan and Meghan were super communicative and Walter (my cat) seemed to love them! Would absolutely book again!

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

sydney visited bubba multiple days while i was working all week, i came home to a happy and tired dog, and she was clear with communication and providing updates and taking care of bubba. she made sure to follow instructions well and take great care of bubba. thanks so much sydney, will definitely use you in the future to watch bubs.

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Liam D.
Drop-In Visits
5.0 out of 5 stars

Rachel took fantastic care of our cat!! She was attentive, caring, friendly, and truly went above and beyond in taking care of Misty. Anybody would be lucky to have her as a sitter, would definitely book again for a future visit!

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

Alexandra was great and took excellent care my cat! She is dependable and communicates consistently.

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Rachel T.
Drop-In Visits
5.0 out of 5 stars

Aly is great!! It’s so great to be able to leave knowing that my dog will be happy and well cared for while I’m gone.

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Esperanza T.
Drop-In Visits
5.0 out of 5 stars

Nico went above and beyond my expectations for taking care of my cat Leia. Excellent communication and worked with my needs, would 100% book again!

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

Sasha was very communicative with me about her schedule, the drop ins, and how my cats were doing. She gave me detailed updates and really made being away from my cats for the first time much easier because I knew they were in good hands. One of my cats is not a lap cat at all, and she even sat with Sasha on the last day of drop ins, which goes to show how great Sasha was with them!

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Bailey F.
Drop-In Visits
5.0 out of 5 stars

Stephanie is a wonderful cat-sitter. Every day I received a lengthy update, photos and videos. Which made my day every day. My cat Winston is a one-person cat, not aggressive but super reserved. She was wonderful with him, highly recommend.

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Nisa T.
Drop-In Visits
5.0 out of 5 stars

Mirabel did a great job taking care and playing with Harriet while I was away. She is very communicative and flexible, and careful with everything. Harriet had some really great time with her.

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Lyn J.
Drop-In Visits
5.0 out of 5 stars

Liza always takes the time to love on my kitty the way she needs it best. She is accommodating and how she communicates about my kitty makes me know without a doubt that she loves my kitty just as much as if she were her own. That is priceless! Liza will always be my go-to sitter.

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Chelsea C.
Drop-In Visits
5.0 out of 5 stars

Alissa was absolutely amazing with my husky. She took great care of her, great communication, and very good at accommodating my dog’s needs. I felt very safe knowing that my girl is being taken care of. I definitely will be booking with her again and I highly recommend her :)

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Elle C.
Drop-In Visits
5.0 out of 5 stars

Mercedes was communicative, punctual, and reliable. I would be happy to have her watch my cat again!

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Prinnapa Y.
Drop-In Visits
5.0 out of 5 stars

I’ve booked Jasmine multiple times now and as always, she was a phenomenal sitter . My Remi loves her and i know i can trust her with him 110%. Thanks again for your help Jasmine!

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

Aimee was great with my two cats, one of whom requires subdermal fluid injections. She provided detailed reports on check-ins and I can tell my cats enjoyed her company. Thank you, Aimee!

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Sam A.
Drop-In Visits
5.0 out of 5 stars

I highly recommend Mike. He is reliable and he always sends lots of photos and a detailed update on how the visit went. He take a great care of both my dogs.

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Casey
Drop-In Visits
5.0 out of 5 stars

Allison agreed to watch Moose at the last minute which was really appreciated! She played with him, make sure he was fed, and sent great pictures and updates.

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

We chose Caleb because he was a cat-forward sitter, and he took great care of our special needs cat! She received plenty of attention and all of her medications as needed. Caleb shined even more caring for our aging and declining senior dogs who started needing extra attention as our trip came closer. We greatly appreciated Caleb and would happily rehire him!

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Kevin F.
Drop-In Visits
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  • 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?

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  • 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.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

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Popular requests for pet sitting - Jamaica Plain

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Sitters in Jamaica Plain average 6
repeat pet sitting clients

FAQs for Pet Sitting - Jamaica Plain

Frequently asked questions about Rover

The average cost of Pet Sitting in Jamaica Plain is $26 per visit as of October 2026. Most bookings cost between $16 and $39 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 10,838 sitters on Rover offering Pet Sitting across Jamaica Plain. 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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

  • 84% of sitters can help with special care needs
  • 89% 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.

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 .

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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