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 1,241
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: 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: Nick P.
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Nick P.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 29 reviews
10 repeat clients
8 years of experience
Roxbury, Boston, MA, 02130

“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!”

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Jon T.
Sitter Profile Image: Joel B.
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Joel B.
$23
total per visit
5.0 out of 5 stars
• 15 reviews
4 repeat clients
9 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

“It was great to meet Joel, he was super with Zipper. We appreciated his excellent communication with us before, during and after the drop in visits. We'll invite Joel again!”

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Robert B.
Sitter Profile Image: Stacy A.
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Stacy A.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 24 reviews
10 repeat clients
3 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

“Stacy was wonderful. We’re new to Rover and we’re new to her, so there was a lot information to convey. She made time for it and asked all the right questions. She did a wonderful job taking care of our cats!”

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Ted W.
Sitter Profile Image: Julie J.
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Julie J.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 256 reviews
75 repeat clients
22 years of experience
Brookline, MA, 02445

“Julie is great! Very reliable and respectful. We left our keys at home and she on a weekend, while it wasn’t her working day, waited for us to go and get the spare keys from her. Also our cats loved her!”

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Mona S.
Sitter Profile Image: Julie O.
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Julie O.
Star Sitter
$32
total per visit
5.0 out of 5 stars
• 54 reviews
18 repeat clients
8 years of experience
Boston, MA, 02130

“Julie has been caring for our cat with drop in visits lately and I can tell our little guy loves her a lot. She is always communicative and sends the cutest photos of him.”

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Anita D.
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: Angelina T.
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Angelina T.
$28
total per visit
5.0 out of 5 stars
• 120 reviews
48 repeat clients
13 years of experience
Roxbury, Dorchester, MA, 02121

“Tommy was wonderful with our two cats. They were especially patient with our elderly cat who needed more time to eat. They took their time feeding and playing with the cats, made sure the doors were locked, and were kind enough to bring in any packages that were delivered when we were gone. Would definitely contact again next time we need a sitter.”

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Hind G.
Sitter Profile Image: Alissa P.
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Alissa P.
Star Sitter
$27
total per visit
5.0 out of 5 stars
• 38 reviews
17 repeat clients
13 years of experience
Fenway-Kenmore, Boston, MA, 02215

“Alissa was wonderful! I wasn’t worried about Buster at all while I was away because of her detailed reports and photos from each visit. Will definitely be booking with her again.”

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Cleo K.
Sitter Profile Image: Eva E.
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Eva E.
$12
total per visit
11 years of experience
Jamaica Plain, Boston, MA, 02120

About: I am a marine biology student in Boston, originally from Maine, with a deep love for animals of all kinds! I have had a dog for 11 years, and have lived with four different cats over my four years of college. I have done all kinds of animal care, but especially love walking dogs and playing with both dogs and cats, with an emphasis on enrichment and exercise! Hanging out with animals truly makes my day better, and it makes me so happy to think I can help make animals and their humans days better as well! I am a full-time student who loves to be outside and have daily animal time. I have classes in-person from 8am-5pm three days a week, but can visit on either side of those times, and am happy to come at night. Saturday through Tuesday I have a very flexible schedule that can accommodate multiple visits per day. I am very comfortable with both cats and dogs, but am quite cautious as well. I am a fast learner and take direction very well, so am willing to work with you to tailor care to your pet.

Sitter Profile Image: Helene M.
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Helene M.
$16
total per visit
5.0 out of 5 stars
• 3 reviews
2 years of experience
Jamaica Plain, Boston, MA, 02130

About: I’ve been walking and taking care of dogs since I was a teenager and absolutely love spending time with all animals. In addition to caring for other people’s pets, I have a senior dog of my own named Chance, who just turned 12 who is at home with my parents in the Northeast! I also have experience with anxious dogs and understand how to navigate their emotions, including when to give them space. I’ll do everything in my power to make sure your animal feels safe, comfortable, and well cared for while they’re with me. I am a current college student so when I am out of class I will have plenty of time to care for your pet/pets! I am also free most weekends and get out of classes in the mid afternoon. I will make sure to treat your dog like my own and make sure that they feel comfortable and their routines are consistent while I am caring for them in your home or out in the world! I pay careful attention to any instructions given to me on pet care to make sure that your pet is feeling happy, safe, and cared for.

Sitter Profile Image: Yilziane L.
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Yilziane L.
$22
total per visit
5.0 out of 5 stars
• 16 reviews
4 repeat clients
12 years of experience
Jamaica Plain, Boston, MA, 02130

“Yui is an excellent sitter! Teddy warmed up to her right away, and I had no concerns about leaving him in her care. You can tell she really loves animals and put real care into watching after them.”

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Liz A.
Sitter Profile Image: Jennifer M.
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Jennifer M.
Star Sitter
$45
total per visit
5.0 out of 5 stars
• 259 reviews
67 repeat clients
30 years of experience
Roslindale, Roslindale, MA, 02131

“Jennifer was absolutely lovely! Our boys were so well taken care of. We came back home to two very happy cats. We’d recommend Jennifer any time and hope to have her sit again!”

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Amy K.
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: Arielle R.
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Arielle R.
$23
total per visit
6 years of experience
Jamaica Plain, Boston, MA, 02130

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: Lena O.
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Lena O.
$34
total per visit
4.9 out of 5 stars
• 20 reviews
6 repeat clients
10 years of experience
Jamaica Plain, Boston, MA, 02130

About: I’ve worked with dogs and cats for the last few years as I’ve been working on my bachelors and masters degrees. I love spending time with animals and would have a dog or cat of my own if I didn’t enjoy occasional trips as much as I do! I love being outside and work well with active pets. I’ve provided some basic medical care, such as pill administration and wound care for dogs. I’m currently working part time remote and in office and really enjoy spending extra time I have with pets. I’m especially free for weekends/extended weekends. I offer pet sitting services for clients in their home. I typically will try to get dogs on two long walks/dog park visits/hikes a day depending on what’s agreed on prior and the dogs’ fitness abilities. I also love hanging out with cats and playing with them during the day. Your pet can expect lots of pets and and quality time with me as a sitter.

Sitter Profile Image: Ece T.
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Ece T.
$28
total per visit
5.0 out of 5 stars
• 3 reviews
10 years of experience
Jamaica Plain, Boston, MA, 02130

About: Hello! I’m Ece but you can call me AJ 👋🏼 I was born and raised in Istanbul, a city famous for its love of cats and dogs, so caring for animals has always been second nature to me ;) I have over 10 years of experience caring for pets, volunteering at shelters and working alongside local vets. Growing up, I had a 35inch Anatolian Kangal and a fluffy Persian cat. I’ve since raised three more cats, including one with a disability who needed special care. Whether your pet is shy or playful, easygoing or needs a little extra care, they’ll be in good hands! So, if you’re looking to sleep in on the weekend, skip that early morning walk or finally take that trip you’ve been dreaming of, I’ve got you covered! Feel free to reach out with any questions. I’m happy to work around your schedule 🐾 I'm currently working part-time so I'll have plenty of time to play with your pups or kittens! I'm available on weekends, and on most weekdays. We can work around your schedule so just reach out! Your pet’s safety and comfort will always be my top priorities. I understand that every pet has its own personality and boundaries. I’ll always follow your care instructions carefully. When caring for pets in your home, I’ll treat your space with the same respect and care as my own. I’m also happy to send regular photo updates and little check-ins so you can relax knowing your pet is in good hands :)

Sitter Profile Image: Christopher F.
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Christopher F.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 21 reviews
5 repeat clients
3 years of experience
Hyde Park, Boston, MA, 02131

“My babies were well taken care of. Christopher is willing to accommodate last minute request. Good communication to make sure things go well. Will book with Chris again.”

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nhật l.
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: Alicia W.
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Alicia W.
$36
total per visit
5.0 out of 5 stars
• 22 reviews
11 repeat clients
12 years of experience
Roxbury, Boston, MA, 02119

“Alicia did an amazing job with Chica and Benji! Benji went on multiple long walks, longer than we would even expect in the winter and Chica got lots of attention. Alicia was very communicative and friendly. We would highly recommend her.”

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Catherine R.
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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

1 / 1
5.0 out of 5 stars

Megan has been wonderful, the dogs love having her come by and visit. As a dog mom, I know my pups are in good hands with Megan

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

This was my very first experience using Rover, and I’m so glad I chose Rachel! She is incredibly responsible, kind, and sweet. She kept me updated throughout my trip with regular messages and adorable pictures, which gave me so much peace of mind knowing my pet was in such good hands. I truly couldn’t have asked for a better pet sitter! I will definitely be booking with her again in the future. I highly recommend Rachel to anyone looking for a trustworthy, caring, and reliable pet sitter. She was absolutely the best!

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

Eric was great. Really helped me out with my pup during some travel. He was very dependable. Sent updates and pics. My pup was in great hands .

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

As always, Nick was reliable and communicated promptly and clearly. We so look forward to his photos and write ups! The cats are beginning to accept Nick almost as a member of the family --- he was even able to brush our very timid boy!!

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Anne E.
Drop-In Visits
5.0 out of 5 stars

This was our first experience with Rover and wow, Jordan was the best! The cats were very happy and well cared for. Jordan even enchanted our shy female tabby, a true cat whisperer 😻I loved the nightly reports with photos.

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

Ella is a great sitter! She’s communicative, takes great care of my senior pup, and has been a great fit for us. Thank you so much!

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

Katrina was great! She gave my cat a lot of love and always sent lots of pictures and videos of her. She was under amazing care! Would book her again

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Martin R.
Drop-In Visits
5.0 out of 5 stars

Stephanie has taken amazing care of our three cats on multiple occasions, including throughout a long 2 week trip. She is a great communicator, very thorough and consistent in her updates, and genuinely cares about the cats! We love having Stephanie as our sitter and you will too.

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Alexandra G.
Drop-In Visits
5.0 out of 5 stars

Phoebe was great! My sometimes shy senior pup was very comfortable. She hung out with her on the couch and went out of her way to make my dog comfy & was communicative. I would book again!

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

Rev was fantastic - punctual, accommodating, trustworthy, and so lovely with my pups! I’d book them again in a second.

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Andrew & Alex L.
Drop-In Visits
5.0 out of 5 stars

Ana is a wonderful cat sitter! She took excellent care of our cats over the weekend, is super communicative and sent us great photos/videos of our happy cats. I’m very glad to have found her last minute, and will be a returning client in the future! 💗🐾

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

Amanda is fantastic and always makes me feel comfortable that Trinnie is taken care of when I’m out of town. Will continue to rebook whenever I can!

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

Bonnie is amazing! Really appreciated the updates and photos. She left my apt spotless and even took out the trash. 10/10 will book again. Thank you!

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

Mintra was super communicative and reliable, and sent great updates from her visits with my cat while I was away! I felt so comfortable leaving him in her care and would 100% book again!

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Cate R.
Drop-In Visits
5.0 out of 5 stars

Eric is always super responsive and reliable. He shares great pictures with each visit. I would recommend to anyone looking for care for their pet!

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elodie f.
Drop-In Visits
5.0 out of 5 stars

Marlee took great care of our cats over the weekend. Even our shy girl warmed up to them! Thank you :)

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

Michaela has watched our cat and rabbit many times now, and we cannot recommend her enough! The pets are always well cared for and happy while we are well informed!

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

Madison is truly the best cat sitter we've found. She's responsible, reliable, communicative and most importantly our cat LOVES her!

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

Aimee did such a wonderful job caring for my sweet, elderly cat, Luna. She provided daily updates and showed Ms. Luna so much love on each costs I highly recommend her!

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

Emily was fantastic with our French bulldog, Bruno. He definitely loved hanging with her! I would totally use her again!

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Steffany C.
Drop-In Visits
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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.

How to book pet sitting

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet sitting - Jamaica Plain

Select a filter and find qualifying sitters offering pet sitting.

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 November 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 November 2026, there are 10,751 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 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.

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
  • 93% 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 Meet & Greet.

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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