Pet Sitting & Drop Ins in Roslindale, Boston, MA
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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Top rated Roslindale pet sitters
“Jana was a perfect dog sitter! She accepted the job on very short notice and arrived early. She really saved the day! She was very gentle and loving with my tiny chihuahua puppy. I loved getting the picture updates. Thank you, Jana!”
“Ella was perfect! Our animals absolutely loved her! Her timing was perfect and she was very helpful with every request we had. I can’t recommend her more and I’ve had many Rovers!”
About: Hey! My name's Ray, I live in Boston, and I would LOVE to walk or watch your dog! I have a pup of my own (Shark, who's in my profile pic!) who I love, and have taken care of for over four years now. I have wide-ranging experience with tough pups - reactivity, resource guarding, fear / anxiety / aggression - and am more than willing to learn how I can give your dog the care and attention they need. I have experience in fear-free training, as well as positive reinforcement training. I have extensive knowledge of great dog routes in and around Boston, specifically Jamaica Plain and Charlestown. I work a 9-5 remote job, but I can be flexible! I can walk dogs between 7-9 AM or 5:30 - 8:00 PM EST on weekdays. Weekends are more flexible throughout days and nights! I operate on the fear-free/positive reinforcement model of care. Our pup has reactivity and anxiety issues, so my main priority is establishing trust and understanding how each dog wants to be cared for. These aren't just accessories, they're living creatures with emotions and feelings, but no feeling is too big for me!
“Michael was great taking care of our difficult cat while we were away on vacation. He was very accommodating to her behavior and needs and I felt relaxed on my trip knowing she had someone caring looking over her. I would recommend him to anyone. He send pictures and updates everyday. Just great overall.”
“This was the first time that Kaitlin watched Jed over an extended period and it really could not have gone better. She was communicative throughout, and was very thoughtful about trying to find extra time to be with him while we were away. We came home to a cat who was obviously been well cared for and we will look forward to having Kaitlin come watch Jed again.”
“Lizz is awesome! She takes care of everything. She is very calm and goes with the flow. I appreciate her so much. She is a pro at expressing my manx-syndome's bladder, and takes great care of all 3 of my cats. I am always relaxed and comfortable knowing she will be there for them! Thank you, Lizz! I so appreciate all you do for us!!!”
“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!”
“Isabella and Alanna were absolutely fantastic. Genuinely some of the best sitters we've had! Our girl is a 100+ lb rescue with some submissive/fear issues. Most sitters love dogs and want to give them tons of affection but not all of them can recognize when a dog isn't ready for it. But these women really get it. Not only were they extremely receptive to our dog's energy but they matched her vibe perfectly. If she got scared, they didn't run up to her or overwhelm her, they encouraged her to approach them. They ramped up pets and play over time at her pace. My dog does NOT like meeting new people but in just a couple days she fell in love with these ladies. They are timely, professional, took lots of pictures, and we could not be more thrilled. We highly recommend these two and will absolutely be reaching out to them again. Thank you both so much!”
About: Grew up with dogs, owned a cat for 10 years. Volunteered at Hawaii Humane Society. Experienced, no fuss, and reliable. Your pet’s needs covered, stress free. I just graduated and I’m taking some gap time to decompress because it was hard and I’ve earned it. My schedule is very flexible and open. I’ve taken care of my pets, my friends’ pets, my roommates’ pets and I’ve done volunteer work. My cat is my son and my husband. I love on him when he wants it and I let him be when he doesn’t. If you leave instructions for me and tell me what is needed I’ll follow them. I’m also able to keep a cool head in emergencies. You can rely on me to communicate and make informed decisions.
“Oliver took great care of our sweet cat Waffles, dropping in twice a day while we were away for 9 days. The photos and messages were very reassuring and helped me feel less separation anxiety. I would definitely book with Oliver again!”
About: I grew up loving and caring for animals! I’ve cared for animals in personal and professional capacities and always find so much joy in spending time with animals. Currently, I have two cats at home and numerous other animals in my life. I currently work 4 days per week and work remotely half of the time. This means that I have plenty of flexibility 5/7 days per week for scheduling pet care. Safety and wellness of animals is my number one priority. I will work collaboratively with you to ensure your pets receive the best care possible.
“Sara was great with our anxious pup. She was so patient and came up with great ideas to get him comfortable for his first non-family care. She was reliable, flexible, and provided wonderful updates and pictures that put our minds at ease. Dobby and Z thank you, Sara!”
About: I’m extremely gentle, friendly, and nurturing with all dogs. I follow instructions carefully to ensure your pet is happy, safe, and well cared for every time. Pet care fits naturally into my weekend routine as I dedicate specific times around it to provide attentive, reliable visits. During the weekends, I’m fully available for walks, drop-ins, and playtime. No matter the time of the day, I can ensure pets get consistent care. I prioritize flexibility and clear communication to fit pet care seamlessly alongside my other commitments. I care for pets in my home by keeping a consistent routine for both my dog and my parent in laws’ dogs who stays with us. I make sure to take them out on time for potty breaks, provide daily playtime to keep them engaged, and take them on long walks to help them stay active and healthy. I’m attentive to their needs and prioritize creating a calm, loving environment where they feel safe and happy.
About: I grew up with a dog and always wanted one of my own. When I moved away from home, I missed my pup terribly. Caring for my friend’s dogs helped fill that void. Now I have my own pup who loves other dogs. Frankie is a 2.5 y/o Aussiedoodle. We love to take long walks, stopping for all the good sniffs, and go for runs together. I’m currently between jobs, so have plenty of time to care for and play with your furbaby! I’m available throughout the day for walking and sitting. I have a 6-ft high fenced yard and an energetic pup that is great at respecting your dog’s boundaries. I only sit one dog at a time and follow their routine. My goal is to make them comfortable and treat them as I do my own!
“Liv is a very conscientious caretaker! She asked great questions and had an excellent report with my cats during our meet and greet. My shy cat didn’t even hide from her. While I was away, I felt very comfortable knowing Liv was stopping by to take care of my cats. She even took in my mail and kept things tidy in my home. I would definitely book with her again!”
“My family and I just got our 3month old puppy a few weeks ago, and so naturally- since I now work from home with one day a week in the office (Tue) I took 2 of the my last Tuesday's off to care for our puppy, naturally with a new baby in the house! :) I went on Rover and found Caroline to come and help with feeding Nova and take her out to our yard to do her business. Caroline came over on less than 24hour notice! She sent me pictures of Nova and how happy she was. Thank you Caroline!”
Loving pet sitters in your neighborhood
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Jana W.Star Sitter
“Jana was a perfect dog sitter! She accepted the job on very short notice and arrived early. She really saved the day! She was very gentle and loving with my tiny chihuahua puppy. I loved getting the picture updates. Thank you, Jana!”
Neha D.Star Sitter
“I went on a long trip and needed a sitter for my three dogs. Neha was absolutely wonderful. I know my dogs we well taken care of. Highly recommend.”
Ella M.Star Sitter
“Ella was perfect! Our animals absolutely loved her! Her timing was perfect and she was very helpful with every request we had. I can’t recommend her more and I’ve had many Rovers!”
Raymond w.
“Raymond takes my dog for walks, feeds, and gives him medication. He is a loving and responsible care giver, always going above and beyond to make sure my pup has everything he needs. He has taken care of him for years and has worked on him with his reactivity. My dog loves spending time with Raymond, playing, going for walks, or hanging on the couch. They are the best of friends. Raymond is a true dog lover. Your pet would be in great hands with him!”
Michael P.
“Michael was great taking care of our difficult cat while we were away on vacation. He was very accommodating to her behavior and needs and I felt relaxed on my trip knowing she had someone caring looking over her. I would recommend him to anyone. He send pictures and updates everyday. Just great overall.”
Kaitlin B.
“This was the first time that Kaitlin watched Jed over an extended period and it really could not have gone better. She was communicative throughout, and was very thoughtful about trying to find extra time to be with him while we were away. We came home to a cat who was obviously been well cared for and we will look forward to having Kaitlin come watch Jed again.”
Giuliana P.
“Giuliana went above and beyond taking care of Dunkin. Her communication is fantastic and you can tell she really cares for your pet. Would highly recommend!”
Karissa S.Star Sitter
“Karissa was very attentive and detailed in her reports. Super friendly and responsive as well.”
Lizz A.Star Sitter
“Lizz is awesome! She takes care of everything. She is very calm and goes with the flow. I appreciate her so much. She is a pro at expressing my manx-syndome's bladder, and takes great care of all 3 of my cats. I am always relaxed and comfortable knowing she will be there for them! Thank you, Lizz! I so appreciate all you do for us!!!”
Jennifer M.Star Sitter
“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!”
Isabella & Alanna D.Star Sitter
“Isabella and Alanna were absolutely fantastic. Genuinely some of the best sitters we've had! Our girl is a 100+ lb rescue with some submissive/fear issues. Most sitters love dogs and want to give them tons of affection but not all of them can recognize when a dog isn't ready for it. But these women really get it. Not only were they extremely receptive to our dog's energy but they matched her vibe perfectly. If she got scared, they didn't run up to her or overwhelm her, they encouraged her to approach them. They ramped up pets and play over time at her pace. My dog does NOT like meeting new people but in just a couple days she fell in love with these ladies. They are timely, professional, took lots of pictures, and we could not be more thrilled. We highly recommend these two and will absolutely be reaching out to them again. Thank you both so much!”
Niki T.
“Niki is an exceptional pet parent. I have never seen a cat adore its owner more than Fox loves Niki. We are roommates and she always feeds him on time and plays with him until he no longer has the energy to play. She makes sure there’s enrichment in his life as well as many cuddles. He is a sensitive boy with pretty severe allergies and she is vigilant in making sure he stays healthy. She routinely grooms him and if I had a pet of my own I would not hesitate to ask Niki to care for my baby!”
Ashley G.
“Ashley was friendly, communicative, and on time. I came home to happy and relaxed cats. From Ashley’s pics, it looked like my cats had a good time!”
Oliver H.
“Oliver took great care of our sweet cat Waffles, dropping in twice a day while we were away for 9 days. The photos and messages were very reassuring and helped me feel less separation anxiety. I would definitely book with Oliver again!”
Shannon D.
About: I grew up loving and caring for animals! I’ve cared for animals in personal and professional capacities and always find so much joy in spending time with animals. Currently, I have two cats at home and numerous other animals in my life. I currently work 4 days per week and work remotely half of the time. This means that I have plenty of flexibility 5/7 days per week for scheduling pet care. Safety and wellness of animals is my number one priority. I will work collaboratively with you to ensure your pets receive the best care possible.
Sara & Peter C.
“Sara was great with our anxious pup. She was so patient and came up with great ideas to get him comfortable for his first non-family care. She was reliable, flexible, and provided wonderful updates and pictures that put our minds at ease. Dobby and Z thank you, Sara!”
Jordan P.
“Jordan is a devoted dog dad and will be equally attentive to any animals in his care. He is patient, responsible, and committed to routines to keep pets happy and regulated. Most of all, he has a wonderful connection with animals and will show them the same love and affection that you show them at home. I heartily endorse him as a pet caretaker!”
Sidney H.
“Sidney is our go-to dog sitter for our 5yo Samoyed, Rumi! She is always great about exercising him, and even goes the extra mile to brush him when we're away for long trips. Sidney loves animals and her own dog and cat are very well- loved. She is responsible, communicative, and so compassionate. 10/10 would recommend!”
Liv G.
“Liv is a very conscientious caretaker! She asked great questions and had an excellent report with my cats during our meet and greet. My shy cat didn’t even hide from her. While I was away, I felt very comfortable knowing Liv was stopping by to take care of my cats. She even took in my mail and kept things tidy in my home. I would definitely book with her again!”
Caroline A.
“My family and I just got our 3month old puppy a few weeks ago, and so naturally- since I now work from home with one day a week in the office (Tue) I took 2 of the my last Tuesday's off to care for our puppy, naturally with a new baby in the house! :) I went on Rover and found Caroline to come and help with feeding Nova and take her out to our yard to do her business. Caroline came over on less than 24hour notice! She sent me pictures of Nova and how happy she was. Thank you Caroline!”
How Rover works
1. Search
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2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
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Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Roslindale on Rover as of Aug 2025 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Roslindale.
Rover makes it easy to find Roslindale pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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