Dog Sitting South Boston

Book a South Boston dog sitter to watch your dog in your sitter’s home or yours.

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Over 967
pet parents in South Boston have booked dog sitting

South Boston, Find top rated dog sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Rebecca S.
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Rebecca S.
$22
total per visit
10 years of experience
North Dorchester, Boston, MA, 02125

About: I have taken care of multiple dogs and cats throughout my life. I am a huge animal person. My family always has said I have a special bond with animals they always love me! I’d love to watch your pets during my time off! I am very consistent, timely and respectful. I also love taking pictures/photography and have some cameras so they may become my model and you may receive a couple cute pictures of your pet! I am currently not working as I am searching for a job after graduating from my masters program! So I have lots of time on my hands. I’ll give your pet lots of love and care. I will listen to any reccomendations or specifications from their parents to best support and comfort them on their days alone.

Sitter Profile Image: Peyton E.
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Peyton E.
Star Sitter
$23
total per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
23 years of experience
Boston, MA, 02118

Super responsive and kind! Very quick at responding and went above and beyond for donut. As a last minute request, especially, I was so grateful!

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bubbleah
Sitter Profile Image: Belen M.
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Belen M.
$25
total per visit
5.0 out of 5 stars
22 reviews
9 repeat clients
5 years of experience
North Dorchester, Boston, MA, 02125

Belen kept us updated with photos and videos when she checked on our cat Paddington while we were away. She was very responsive and Paddington seemed to like her a lot. We are very grateful!

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Elizabeth J.
Sitter Profile Image: Nicola K.
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Nicola K.
$23
total per visit
10 years of experience
South Boston, Boston, MA, 02127

About: I’ve taken care of dogs and cats since I was 14 for family, friends, and for friends of friends. I absolutely love all animals and would be thrilled to care for your pets and to treat them like my own I currently WFH full time. I have availability in the mornings and evenings as well as during lunch breaks and the occasional odd hours during the day given some notice. I am also available on the weekends. I live in an apartment where pets are certainly welcome for visits for shorter periods of time, but unfortunately it isn’t the best space for overnight stays. When it comes to your home, I am more than happy to follow any and all special rules or routines you and your pet have!

Sitter Profile Image: Remi P.
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Remi P.
$15
total per visit
10 years of experience
South Boston, Boston, MA, 02127

About: I’ve cared for the dogs of my family, friends, and neighbors since I was in kindergarten. I genuinely LOVE spending time with dogs and taking care of them and will always put their wellbeing and entertainment first. My remote work schedule gives flexibility for walking and drop ins for dogs, in addition to very accommodating and available hours on the weekends around South Boston, South End, Back Bay, North End, etc. Dog walking I will always be on time, alert, and take your dog on however long of a week for his or her enjoyment. For dog drop ins and sitting, I will give my undivided attention to your dogs needs and entertainment following any instructions.

Sitter Profile Image: Micaela B.
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Micaela B.
Star Sitter
$23
total per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
South Boston, Boston, MA, 02127

About: experienced german shepherd owner of 5 years who has grown up around dogs! I love big and small breeds and won’t just walk/hang out with your pup, i’ll make sure they feel loved and safe while you’re away :) I WFH Wednesdays and Fridays (can do lunch walks in southie), and will be here most weekends, and would love to care for your pup! I can do stop ins, but won’t typically watch dogs in my own home due to lease restrictions. Very responsible with locking all doors and making sure your dog is safe

Sitter Profile Image: Owen P.
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Owen P.
Star Sitter
$32
total per visit
5.0 out of 5 stars
16 reviews
8 repeat clients
10 years of experience
North Dorchester, Dorchester, MA, 02125

Owen was very communicative, highly dependable, and did an amazing job with the cat visits. I highly recommend him and would definitely seek him out again in future

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Jay L.
Sitter Profile Image: Emma T.
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Emma T.
$23
total per visit
7 years of experience
South Boston, Boston, MA, 02127

About: I have had dogs and been around dogs and cats my whole life! Love to take care of them and watch them. I have experience with pets of all ages and would love to help out in any way I can! I have dog sat many time before for friends and family! I work from home a few days of the week and have a flexible schedule to walk dogs. I also have lots of availability on the weekends as well! I am very gentle and caring with the pets I take care of. It’s important that the pet can trust you and listen to your authority when needed. Befriending the animal is super important so they feel safe!

Sitter Profile Image: Ella B.
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Ella B.
$28
total per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
10 years of experience
Boston, MA, 02127

About: I owned dogs all my life and now have two cats. I enjoy interacting with pets, caring for them and providing comfort while you’re away. Available mornings or afternoons, whatever works best for you! I am looking for recurring or one-time-only jobs, a couple days a week or part time I always use a leash to let the pet outside and on walks. I can crate your dog if needed and provide them a space to play.

Sitter Profile Image: Mike B.
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Mike B.
$28
total per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
38 years of experience
South Boston, Boston, MA, 02127

About: Dedicated to providing reliable, safe, and personalized dog walking services and pet care for your four-legged family members, of all sizes. I have owned pets since I was 8 years old and I’ve been walking dogs and caring for pets since 1995, with a deep respect for their well-being. Your pet’s happiness, health, and safety are my top priorities — they deserve the very best! I’m a work from home professional that is an animal lover, and I don’t feel like my schedule allows me to have a pet of my own. While not traveling for work a few days out of the month, I’d love to make sure your four-legged family members have a reliable and caring solution while you occasionally cannot be with them. Happy to answer any questions! I have several references I can provide from folks in the immediate Boston area where I have cared for their pets while they are out of town for work demands in the short term or when they need to be in the office. Happy to be flexible between the midday hours and allow you to have a last minute or a fairly regular solution to your pets care needs.

Sitter Profile Image: Alessandra A.
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Alessandra A.
$23
total per visit
8 years of experience
South Boston, Boston, MA, 02127

About: I’ve been around animals my entire life and truly love caring for all kinds of pets. I’ve had dogs, cats, birds, and hamsters of my own, and I’ve also boarded dogs and cats for friends and family. I have experience fostering kittens and understand how much patience, attention, and care animals need to feel safe and comfortable. Whether your pet needs a long walk, some extra playtime, or someone to keep them company while you’re away, I’ll treat them like they’re my own. I’m comfortable with pets of all personalities and love getting to know each animal’s unique needs! My schedule is very flexible because I work remotely, so I’m able to accommodate walks, drop-ins, and pet sitting throughout the week. I’m happy to work with each pet parent’s schedule and can often be flexible with timing. I’m also available for boarding and overnight care depending on the dates and needs of your pet. I take pet safety and comfort very seriously and always make sure pets are supervised, secure, and cared for according to their owner’s instructions. I’m comfortable caring for pets in my home or a client’s home and will maintain their normal routines as closely as possible. I want every pet to feel safe, comfortable, and loved while they’re in my care.

Sitter Profile Image: Kyle B.
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Kyle B.
Star Sitter
$34
total per visit
5.0 out of 5 stars
156 reviews
53 repeat clients
12 years of experience
South Boston, Boston, MA, 02210

Kyle did well. I reached to him at the last minute and he made it work. He kept me informed about Buddy the Cat with regular updates. Thank you, Kyle. I think the best compliment you can give is that I'd have him take care of Buddy again.

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Manny T.
Sitter Profile Image: Madison P.
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Madison P.
Star Sitter
$23
total per visit
5.0 out of 5 stars
24 reviews
6 repeat clients
10 years of experience
South Boston, South Boston, MA, 02127

Madison was fabulous. My husband and I last minute had to be away, and she came and walked our dog and took care of her very last minute. She was so easy to communicate with, so friendly, and provided updates. Would recommend anyone looking for a sitter or walker to use her!

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Keara G.
Sitter Profile Image: Katie T.
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Katie T.
$26
total per visit
5.0 out of 5 stars
36 reviews
5 repeat clients
10 years of experience
South Boston, Boston, MA, 02127

Katie was awesome! She went above & beyond while we were away on an extended trip (offered to grab packages / water plants) and her communication was excellent! I’d definitely recommend Katie to other paw-rents in Boston. The peace of mind from knowing Katie was close by & checking on our kitties daily was priceless! We look forward to booking with Katie again for our future Rover needs.

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Natalie M.
Sitter Profile Image: Cassidy R.
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Cassidy R.
Star Sitter
$25
total per visit
5.0 out of 5 stars
22 reviews
11 repeat clients
10 years of experience
Boston, MA, 02127

Cassidy was so wonderful with Ritz! I will definitely be rebooking her :)

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Atti S.
Sitter Profile Image: Lisa L.
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Lisa L.
$25
total per visit
5.0 out of 5 stars
31 reviews
10 repeat clients
8 years of experience
Boston, MA, 02210

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!

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Eliza B.
Sitter Profile Image: Jessica A.
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Jessica A.
Star Sitter
$28
total per visit
5.0 out of 5 stars
50 reviews
27 repeat clients
9 years of experience
Central, Boston, MA, 02109

Jessica was absolutely wonderful! She was extremely communicative throughout the whole trip, and Rick absolutely loved her — she was even able to brush out a knot in his fur (and he usually hates being brushed!). We will be using Jessica again! ❤️

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Mackenzie H.
Sitter Profile Image: Nora H.
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Nora H.
$20
total per visit
3 years of experience
South Boston, Boston, MA, 02127

About: Hi I am Nora- I love spending time with animals of all sizes and personalities! I grew up with a Golden Retriever and a Bengal cat, but since their passings I have been watching other’s furry friends! I am young, ambitious and thoughtful! Only available for the rest of Sept! My flexible schedule can accommodate your needs, while also making time for myself. I am available for drop ins, or walks and can accept last minute bookings if convenient. I know how important it is to trust someone with your pet, so I always prioritize safety and communication with each client and I expect the same from you. I will be sure to keep you updated and send pics to let you know your pet is being taken care of! Looking forward to establishing a connection with you and your pet, while also making them feel comfortable. Open to short or weekly commitments based off your needs.

Sitter Profile Image: Skylar A.
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Skylar A.
Star Sitter
$39
total per visit
5.0 out of 5 stars
35 reviews
15 repeat clients
17 years of experience
Boston, MA, 02118

Skylar was great as usual. She visits our little cat when we’re away and I never worrry.

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Lisa B.
Sitter Profile Image: Erika R.
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Erika R.
$28
total per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
12 years of experience
Boston, MA, 02127

Erika was so good great. I felt so comfortable with her checking in on my cranky munchkin cat. She sent lots of photos and stayed in communication with me the whole time. Thanks Erika!!!

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Matthew K.
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The median cost per visit for dog sitting in South Boston is $25

Dog parents share their Rover experiences - South Boston

1 / 1
5.0 out of 5 stars

Hugely reliable; our go-to for me and my partner, even accommodating on short-notice! Would highly recommend Macy for any Rover needs around Boston!

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

Erin was excellent! This was our first time using rover for a night away, and Erin helped us feel totally reassured that our dog was in good hands. Communicative and trustworthy— thanks Erin!

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Olivia
Drop-In Visits
5.0 out of 5 stars

Juliana went above and beyond for our pup when we were out of town. She was incredibly communicative and caring. We couldn’t have asked for a better person to take care of our baby!

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

Emily was amazing! She took such great care of my puppy, especially while he was recovering from being neutered, and even made a point to give my cat some love during her visits. My puppy can be a little wary of new people, but he and Emily hit it off quickly, and he always looked so happy in the photos she sent. She is incredibly friendly, reliable, and clearly wonderful with animals. I would absolutely recommend her!

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

Alexandra filled in for us super last-minute due to a cancellation, and not only read through the list of what to expect with our dog / what we needed for a visit, but was patient with our dog meeting a new person, took extra photos, wrote up a through ‘report’ after the walk + visit, and was extremely responsive via messaging. Couldn’t ask for more!

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Matthew & Amanda P.
Drop-In Visits
5.0 out of 5 stars

Jasmine filled in last minute for me to come let my pups out while I was away in Rhode Island for a wedding. She was super communicative, very punctual and incredible communicator while she was with the pups midday. I appreciate her sending a thorough update and taking them out multiple times to go to the bathroom. I would love to have Jasmine back.

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

Jaci was the best. She was so sweet with our girl, and able to help take crew out and feed her while we were out at a wedding. Will be using her again! Could not recommend more. Communicative and you can tell she loves the animals she care for!

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

Kristina is extremely communicative and also has great pictures. She’s very loving to our puppy and we are glad to have found her.

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Sam & Virginia L.
Drop-In Visits
5.0 out of 5 stars

I am so happy I chose Tess to take care of my Fenway! I went on a trip out of country and last minute had to find someone to watch my miniature dachshund. For the past four years, I have only had family or close friends watch him, based on his behavioral issues. He has fear reactivity to strangers, children, and other dogs. It’s hard to find someone who is willing to take the time to learn his quirks and get on his good side, while keeping him safe. Tess did just that and more, which I am so grateful for! Tess gave me in depth updates on how their time together went and took the cutest photos of my fenway! I couldn’t recommend her more and will be booking with her again 1000%!!!!

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

Ingrid was a huge help with our puppy, Bubba. She was available to watch him extremely last minute and even squeezed in a quick meet and greet in the AM! 10/10 stars. Thanks Ingrid 😀

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

Rachel is absolutely fantastic! She was on time, totally responsive, and my two labradors loved her! I totally plan on booking her again. ❤️ I felt confident with her walking my dogs. So glad I found her.

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Watchdog Mary
Drop-In Visits
5.0 out of 5 stars

Great experience! Amanda is kind, reliable, and took great care of my pup. I really appreciated her checking on my pup and will definitely book again! 🐶💕

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

Gabriella was amazing! This was a last minute request and they were able to pick it up right away. Super communicative as well. :)

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

Zoe is absolutely amazing. I can tell she genuinely cares about my pup and loves dogs. Zoe is responsive and even writes a detailed report of what they did and how he was behaving. She also takes so many cute pictures every time! Absolutely love having her take care of my pup :)

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

Our pup wasn’t feeling well today and Carolina was very helpful and accommodating! She was so patient and very communicative of his extra needs today!

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

Grace was kind, caring and flexible! She took excellent care of our pup on short notice. We would absolutely recommend her!!

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Maddy & Phillip M.
Drop-In Visits
5.0 out of 5 stars

Serena is amazing! Super communicative and helpful. We had a last minute cancellation and Serena was able to come check on my dog twice.

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

Jenin is AMAZING and so caring with my senior dog! She sends many photos at the end of visits and I can tell my dog is well loved and taken care of each day. Jenin has passion for dogs and my dog loves her!

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Emily L.
Drop-In Visits
5.0 out of 5 stars

Madeline was amazing!!! She helped me out last minute with my puppy and gave me such peace of mind being able to come. She was incredibly attentive and detailed with her visit notes. She followed my over explained directions perfectly and my puppy loved her!! I would 100% book with her again, thank you Madeline :)

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

Anne was absolutely fantastic! From offering to stop by to meet my dog to sending thoughtful recaps of each drop in visit, she was nothing short of amazing. She was very responsive, took excellent care of my dog and even went out of her way to sweep up his loose hair in my apartment. My dog loved Anne from the second she walked in the door and really enjoyed his entire time with her. I would 1000% recommend Anne to anyone who is considering booking her for any type of service. She watched my dog over my wedding weekend, which you can imagine could be stressful. I felt completely stress free with him in her care and will definitely be reaching out to book with Anne again.

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Lindsey & Matthew G.
Drop-In Visits
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Popular requests for dog sitting - South Boston

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Sitters in South Boston average 6
repeat dog sitting clients

FAQs for Drop-In Visits - South Boston

Frequently asked questions about Rover

The average cost for Dog Sitting in South Boston on Rover is $23.31 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of September 2026, there are 10,126 sitters on Rover offering Dog Sitting across South Boston. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a South Boston stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in South Boston choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in South Boston with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 90% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% 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.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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