Pet Sitting & Drop Ins In South 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 South Boston pet sitters
“Melissa is so good with both of my small dogs! Shes one of regular rovers for drop in visits and she’s absolutely wonderful.. and always has the best pictures in the rover card.”
“Ashley was awesome! As a new puppy parent, you’re always worried about your first time with the dog walker and someone taking care of your baby when you’re not home but Ashley took all my worries away! she was communicative, and got all the energy out of my little one! Everything you could want in a dog walker! Will definitely be requesting Ashleys help again!”
“David has been awesome with Roxi! He is great at communicating if he's running late, when he is grouping her together with other dogs, and clarifying if something looks odd in the schedule. He has been really accommodating with last minute changes, and making sure he prioritizes her safety.”
“Maria did a wonderful job taking care of our 2 cats. She had great communication and I appreciated all of the photos and notes. It was comforting to know our cats were well taken care of while we were gone. I would definitely book with Maria again!”
“Ashley was fabulous with our 2 high energy kitties. She gave them lots of love and they seemed to have a lot of fun playing with her. We will absolutely have her watch them again!”
“Lisa checked in on my cat Keke on short notice and was wonderful! She gave detailed updates with lots of photos and I came back to a healthy happy cat! I could tell Keke loved playing with her! I highly recommend Lisa for your pet care needs. Thank you!”
“Sarah is amazing! She was so patient and kind with my dog June, who can definitely be a handful at times. Sarah handled her so well and was very communicative and friendly. Would have her back anytime!”
“I have no qualms about having Kyle watch our pets anytime. He is very communicative, and gives really good feedback on his visits. The pictures were great and I could see the dogs were having a great time! Thanks for watching our pups!”
About: I have a 3 year old Portuguese water dog, Jaxon, and am an occasional dog foster for Boston Animal Rescue League. I have experience with dogs of all sizes and breeds! I work from home most days and am always looking for an excuse to get outside! I would love to have a new friend join me for my walks! I replicate the guidance given to me in others home and make the care as consistent as possible. I am available for boarding but need to have introductions with my dog prior to booking!
“Gabrielle has recently started making drop in visits with my three dogs. She is prompt , reliable and friendly. I feel very comfortable continuing to rely on her.”
“Danielle has dropped in for our two cats on multiple trips now, and we plan to continue to ask her to watch them while we're gone. She is responsive and reliable - we highly recommend!”
“Emily did a great job taking care of both of my cats and giving good updates to me over the app on how they were doing. My cats were very well taken care of by Emily!”
“Haley was awesome during her drop in visits with our 2 year old golden retriever, Jerry. She had great communication and sent a lot of pictures, and he was clearly excited and happy to be with her. Highly recommend booking with Haley!”
About: I’ve been a lifelong dog lover, and connecting with dogs has always come naturally to me. In 2020, my dream came true when my family rescued our first, Tucker. Then again when we rescued our second dog, Maverick. Raising my pups deepened my passion and understanding of the importance of enjoying every moment, getting all your energy out, and giving unconditional love to our furry friends. From playful puppies to sweet seniors, and I’m committed to treating your pup as if they were my own. Safety and comfort are always my top priorities—I’ll make sure they get the right balance of exercise, affection, and care. Whether that means long walks, playtime, belly rubs, or just quiet companionship, I adapt to each dog’s personality and needs. You can feel confident knowing your dog will be cared for by someone who’s responsible, dependable, and genuinely invested in their well-being. I can’t wait to meet your best friend and make sure they feel safe, happy, and loved while you’re away. I’m currently working remote from home, so am available for a quick lunchtime walk, after work walk, or even full day care for a mellow dog! As with everything, I treat others’ property with respect as if it were my own. I am a very tidy and conscientious person who’s main priority is a dogs safety and happiness.
About: Hi, I’m Bridget! I’m a lifelong dog lover who treats every pup like my own. Whether your dog loves long walks, couch cuddles, or just some company while you’re away, I’m here to help. I work from home with a flexible schedule, so your dog will get plenty of attention and care throughout the day. I’ve cared for dogs of all sizes and personalities, and I’ll always follow your routine to keep things stress-free. Can’t wait to meet your furry friend! I am a working professional who works from home with a flexible schedule! I live in Southie and go on daily walks by the beach, why not bring your dog too! I treat every pet like family and create a calm, clean, and pet-friendly environment where they feel safe and comfortable. Whether I’m in your home or mine, I follow your routine closely, provide plenty of attention, and prioritize safety and trust every step of the way.
Loving pet sitters in your neighborhood
Search Results
Melissa F.Star Sitter
“Melissa is so good with both of my small dogs! Shes one of regular rovers for drop in visits and she’s absolutely wonderful.. and always has the best pictures in the rover card.”
Ashley B.Star Sitter
“Ashley was awesome! As a new puppy parent, you’re always worried about your first time with the dog walker and someone taking care of your baby when you’re not home but Ashley took all my worries away! she was communicative, and got all the energy out of my little one! Everything you could want in a dog walker! Will definitely be requesting Ashleys help again!”
David M.Star Sitter
“David has been awesome with Roxi! He is great at communicating if he's running late, when he is grouping her together with other dogs, and clarifying if something looks odd in the schedule. He has been really accommodating with last minute changes, and making sure he prioritizes her safety.”
Maria S.Star Sitter
“Maria did a wonderful job taking care of our 2 cats. She had great communication and I appreciated all of the photos and notes. It was comforting to know our cats were well taken care of while we were gone. I would definitely book with Maria again!”
Peter N.
“My cat has a lot of anxiety, and Peter was great with him! I highly recommend him, and look forward to booking with him in the future.”
Ashley S.Star Sitter
“Ashley was fabulous with our 2 high energy kitties. She gave them lots of love and they seemed to have a lot of fun playing with her. We will absolutely have her watch them again!”
Lisa L.
Star Sitter
“Lisa checked in on my cat Keke on short notice and was wonderful! She gave detailed updates with lots of photos and I came back to a healthy happy cat! I could tell Keke loved playing with her! I highly recommend Lisa for your pet care needs. Thank you!”
Sarah K.
“Sarah is amazing! She was so patient and kind with my dog June, who can definitely be a handful at times. Sarah handled her so well and was very communicative and friendly. Would have her back anytime!”
Kyle B.Star Sitter
“I have no qualms about having Kyle watch our pets anytime. He is very communicative, and gives really good feedback on his visits. The pictures were great and I could see the dogs were having a great time! Thanks for watching our pups!”
Aislinn W.
“Aislinn watched my cat while I was away and was amazing! Super reliable and went out of her way to ensure my cat was taken care of, played with, and comfortable.”
Mia K.
“Mia has watched my dog many times and my dog loves her! She is responsible, dependable, and trustworthy and I would trust her with anyone’s dog!”
Natalie M.
“Natalie is the absolute best!!! She was so great with my cat and he absolutely loved her!! She was so communicative and kind, and just so great all around!”
Gabrielle F.Star Sitter
“Gabrielle has recently started making drop in visits with my three dogs. She is prompt , reliable and friendly. I feel very comfortable continuing to rely on her.”
Olga K.
“Olga is incredible with my puppy and cat. Extremely reliable and friendly. Will continue to book Olga for all future needs!”
Danielle P.
“Danielle has dropped in for our two cats on multiple trips now, and we plan to continue to ask her to watch them while we're gone. She is responsive and reliable - we highly recommend!”
Hillary W.
“Hillary was so great. Super responsive very flexible and left details on all of her drop in cards!!!! Went above and beyond. 10/10 will book again!”
Emily B.Star Sitter
“Emily did a great job taking care of both of my cats and giving good updates to me over the app on how they were doing. My cats were very well taken care of by Emily!”
Haley K.
“Haley was awesome during her drop in visits with our 2 year old golden retriever, Jerry. She had great communication and sent a lot of pictures, and he was clearly excited and happy to be with her. Highly recommend booking with Haley!”
Cameron I.
“Cameron is a natural with animals and has a calm, reassuring demeanor that pets respond to instantly. He's incredibly patient, responsible, and truly cares for the well-being of every pet he's around, treating them with the same love and attention he gives his own family. He'd be a fantastic choice for anyone needing a trustworthy dog walker or pet sitter who will treat their furry friend like one of his own.”
Bridget O.
“I’ve known Bridget for over 15 years, and she has always been an animal lover through and through. She’s grown up with dogs and has cared for them her whole life, so she really understands what it takes to keep pets happy, safe, and loved. Bridget has watched my own pets multiple times, and I always feel completely at ease knowing they’re in her care. She’s responsible, patient, and incredibly kind. I trust her completely with my fur baby, and I know she’ll treat every pet she meets with the same love and attention.”
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
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 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 South Boston on Rover as of Aug 2025 was about $20 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, 77% of South Boston pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 2 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in South Boston.
Rover makes it easy to find South Boston 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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