Pet Sitting & Drop Ins in Roslindale, Boston
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
“Neha was amazing with my pups. She met with us early to introduce herself and gave me detailed updates. I was really able to enjoy the day knowing my pups were in good hands.”
“Jana was great with my two dogs! Sent lots of photos and info on how the visit went and she above all made sure that both dogs had a safe visit. I will definitely be using her again.”
“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!”
“The best! They were friendly, on time, followed instructions, and easy to communicate with. Definitely will be using them next time I need help again.”
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!
“Lyv was very professional and considerate. She communicates well and I had no issues with making changes based on changes in my travel plans. Freddie loved her too! We really appreciate the thoughtful care she provided and would love to use her services again!”
“Oliver was timely and careful w my dog and my cat! My dog has some health issues but he was conscientious and she was happy and safe! I’ll be reaching out to Oliver again!”
“Gabriel is great. He is dedicated to making sure animals are comfortable with him and provides amazing care. His communication is also great.”
“Lizz was awesome. She communicated when needed and took Hazel out on time and fed her for 3 straight days. She even included photos for her visits. I’d highly recommend Lizz”
“Karly is AWESOME! We have two large high energy dogs and they loved her. She sent lots of pictures and was very responsive. Will definitely be using her again!”
“Jennifer is lovely. She did a pre visit with us on short notice to get the lay of the land. Our first drop in visit went great. She sent lots of pictures and we feel confident that our pups were well taken care of. We will definitely reach out to Jennifer in the future!”
“Julie was an excellent cat sitter and went above and beyond in taking care of my two cats while I was away. Julie made sure they were well fed and entertained and took incredible photos! I will definitely rebook.”
About: For nearly my entire life I have taken care of my two dogs, Eddie and Shorty. Between raising them as puppies and taking care of Shorty in his later years, I have had the pleasure in taking care of my dogs. Over the years I have helped sit and take care of guinea pigs, dogs, cats, and many other pets! No matter the animal, I treat them with love just as if they were my own. I can walk or watch your pets any weekday! As for overnight sitting, the same applies. I work part time in politics so I should almost always be able to fill your requests. I can provide care to your pets in your home when needed! If given with instructions on how to take care of your pets, I can accommodate to all of you and your pets needs.
About: As an animal lover of all kinds from Guinea pigs to Great Danes, I have 10 years of experience taking care of my own dog and Guinea pigs as well as a year of experience in Emergency and Intensive Veterinary Care working as a Vet Tech Assistant at one of the higher ranked animal hospitals in Connecticut. I have experience working with dogs, cats, rabbits, ferrets, and guinea pigs of all ages and in all different conditions of health. I am trained in animal CPR, Care (cage cleanings, food, water, etc.), walks every 2-4 hours, and more! So if your pet makes a mess or needs a little extra love - there's nothing I can't handle! I am currently home from college for the summer, so I am free most days of the week Mondays through Fridays, from extremely early mornings to later nights! *I will not be in the United States from June 20th until July 5th as I will be visiting family abroad :) In my own home, I have a dog and a guinea pig - this means frequent walks, feedings, plenty of play time and love, cage cleanings, enrichment, nail trimmings (only done by self on guinea pig), and baths every so often. I am of course going to treat your pet as I would my own, not just with plenty of love, but if there are any services you would like done while I am with your pet, let me know!
“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!”
“Oliver did several drop in visits on our cat while we were away for a few days. Oliver is extremely responsive and very reliable, would definitely recommend”
“Madison took the best care of my Sarabi while I was away! It was my first time using a sitter and I am so happy with how it went. She sent detailed notes and cute pics and I felt so safe with her there! Thank you <3”
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’ve taken care of dogs all my life! I am a remote worker who absolutely adore dogs! I work remote for a healthcare company and always go on walks and was thinking I'd love to walk dogs and help people out. I am gentle and let them lead the walks and help get their exercise in! I work from home most days of the week so I am very flexible with my schedule and can help out! I’m committed to being there for the pup! I will have a safe environment that includes a large apartment where there is plenty of space and a rooftop for the pup to have room!
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!
Loving pet sitters in your neighborhood
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Neha D.Star Sitter
“Neha was amazing with my pups. She met with us early to introduce herself and gave me detailed updates. I was really able to enjoy the day knowing my pups were in good hands.”
Jana W.Star Sitter
“Jana was great with my two dogs! Sent lots of photos and info on how the visit went and she above all made sure that both dogs had a safe visit. I will definitely be using her again.”
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!”
Carmen & Alex A.Star Sitter
“The best! They were friendly, on time, followed instructions, and easy to communicate with. Definitely will be using them next time I need help again.”
Raymond w.
“I couldn’t be happier with Raymond’s dog-walking services! He took excellent care of my Bernedoodle, who can be a handful due to his size and energy. Raymond was reliable, punctual, and always made sure my pup got plenty of exercise and attention. It was clear he truly cared for my dog, treating him like his own. I highly recommend Raymond to anyone looking for a trustworthy and dedicated dog walker!””
Lyv N.Star Sitter
“Lyv was very professional and considerate. She communicates well and I had no issues with making changes based on changes in my travel plans. Freddie loved her too! We really appreciate the thoughtful care she provided and would love to use her services again!”
Oliver G.Star Sitter
“Oliver was timely and careful w my dog and my cat! My dog has some health issues but he was conscientious and she was happy and safe! I’ll be reaching out to Oliver again!”
Gabriel B.Star Sitter
“Gabriel is great. He is dedicated to making sure animals are comfortable with him and provides amazing care. His communication is also great.”
Lizz A.Star Sitter
“Lizz was awesome. She communicated when needed and took Hazel out on time and fed her for 3 straight days. She even included photos for her visits. I’d highly recommend Lizz”
Karly W.
“Karly is AWESOME! We have two large high energy dogs and they loved her. She sent lots of pictures and was very responsive. Will definitely be using her again!”
Jennifer M.Star Sitter
“Jennifer is lovely. She did a pre visit with us on short notice to get the lay of the land. Our first drop in visit went great. She sent lots of pictures and we feel confident that our pups were well taken care of. We will definitely reach out to Jennifer in the future!”
Julie O.Star Sitter
“Julie was an excellent cat sitter and went above and beyond in taking care of my two cats while I was away. Julie made sure they were well fed and entertained and took incredible photos! I will definitely rebook.”
Anthony G.
“Anthony is a very reliable and responsible young man. He enjoys dogs and it shows in his care for them. He doesn’t just walk them, he plays with them, protects them and loves them like his own.”
Sophie R.
“I think Sophie would be a a good fit for this job as not only has she worked in emergency care for animals at an animal hospital but she has watched/babysat my dog in the past. Despite my dog being the kind that takes a while to warm up to people they managed to warm up to Sophie with an hour.”
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!”
Oliver H.
“Oliver did several drop in visits on our cat while we were away for a few days. Oliver is extremely responsive and very reliable, would definitely recommend”
Madison B.
“Madison took the best care of my Sarabi while I was away! It was my first time using a sitter and I am so happy with how it went. She sent detailed notes and cute pics and I felt so safe with her there! Thank you <3”
Jordan P.
“Jordan has been caring for our dog Bailey for a few years, whether it's for dog walks or boarding. He genuinely loves dogs and always makes sure they have what they need. I see this all the time when he interacts with his own dogs and Bailey. He is also responsible, reliable, and communicative--all of which are important for you to feel comfortable leaving your pet in someone else's hands. I highly recommend Jordan for your pet caregiver needs.”
courtney c.
About: I’ve taken care of dogs all my life! I am a remote worker who absolutely adore dogs! I work remote for a healthcare company and always go on walks and was thinking I'd love to walk dogs and help people out. I am gentle and let them lead the walks and help get their exercise in! I work from home most days of the week so I am very flexible with my schedule and can help out! I’m committed to being there for the pup! I will have a safe environment that includes a large apartment where there is plenty of space and a rooftop for the pup to have room!
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!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
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.
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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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