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%.

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Sitter Profile Image: Haley F.
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Haley F.
Star Sitter
$19
total per visit
5.0 out of 5 stars
6 reviews
6 repeat clients
15 years of experience
South Boston, Boston, MA, 02127

The best!! Amazing communication and flexibility. Can’t wait to use her again!!

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Maggie L.
Sitter Profile Image: Kaitlin S.
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Kaitlin S.
$19
total per visit
5 years of experience
Boston, MA, 02127

About: I’ve spent years caring for dogs of different ages, sizes, and personalities through family, roommates, and close friends. I’m comfortable with daily routines like walks, feeding, and playtime, and supporting both energetic younger dogs and calmer senior dogs. I’m patient and attentive, always taking cues from each dog to help them feel relaxed and well cared for. Growing up, I also had early exposure to agility work with my aunt’s dogs, which helped me learn calm, clear communication and structured, positive walks. Pet care fits naturally into my weekly routine. I primarily offer dog walks and drop-in visits during weekday evenings, with added flexibility on work-from-home days. I’m intentional about availability so I can be reliable, consistent, and fully present during each visit. I take safety and trust seriously when caring for pets in a client’s home. I carefully follow all instructions, respect your space, and ensure doors, leashes, and gates are secure. During walks, I prioritize calm handling, awareness of surroundings, and your dog’s individual comfort level.

Sitter Profile Image: Colin L.
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Colin L.
$19
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
8 years of experience
South Boston, Boston, MA, 02127

About: I’ve grown up with dogs all my life. From medium sized dogs to small dogs. All dogs I’ve ever had and been around have always been drawn to me. I’m currently working full time and work from home during Mondays, Fridays being able to have my own schedule. I am also free on weekends. I will follow your instructions on how to care for your dog and will be respectful of your space when coming in and out to let out or dog and walk them.

Sitter Profile Image: Adrian G.
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Adrian G.
$23
total per visit
20 years of experience
South Boston, Boston, MA, 02127

About: I’ve been caring for dogs since I was 10 years old and have over 20 years of hands-on experience with pets of all ages, sizes, and personalities. Friends, family, and neighbors have trusted me to walk, feed, bathe, play with, and care for their pets while they were away. I believe every animal deserves patience, kindness, and plenty of love. Whether your pet is energetic, shy, or a senior who needs extra attention, I’ll make sure they feel safe, comfortable, and cared for as if they were my own. I’m a full-time Bioengineering student, but I carefully manage my schedule to make time for pet care because it’s something I truly enjoy. I’m available on evenings, weekends, and during many daytime hours between classes. I’ll always communicate clearly, arrive on time, and make sure your pet gets the attention, exercise, and companionship they need while you’re away Your pet’s safety and happiness are always my top priorities. I follow each owner’s instructions carefully, including feeding schedules, medications, exercise routines, and any special needs. I keep a clean, calm, and secure environment, and I always make sure pets have fresh water, plenty of attention, and lots of affection. I understand that every pet is different, so I take the time to build trust and help them feel comfortable while you’re away. I’ll also provide regular updates and photos so you can have peace of mind knowing your pet is in good hands.

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

I highly recommend Kyle to care for your pet. Kyle took care of our dog over a long weekend and was amazing. He followed our directions and communicated with us frequently. Cute pics were appreciated:)

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Carrie T.
Sitter Profile Image: Micaela B.
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Micaela B.
Star Sitter
$23
total per visit
5.0 out of 5 stars
8 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: Catherine C.
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Catherine C.
Star Sitter
$39
total per visit
5.0 out of 5 stars
222 reviews
81 repeat clients
10 years of experience
South Boston, Boston, MA, 02127

Catherine did an outstanding job caring for our special needs cat. She was organized, detail oriented and had great communication before, during and after the scheduled visits. I was worried about leaving my cat since he has had some health issues recently, but Catherine immediately put me at ease because I could tell she truly cares about animals and would go the extra mile to ensure he is safe and healthy. Thanks to her, we were able to enjoy our holidays and not worry about anything, and everything was in great shape when we got home. Highly recommended!

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James K.
Sitter Profile Image: Emma D.
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Emma D.
Star Sitter
$23
total per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
12 years of experience
South Boston, Boston, MA, 02127

About: I’ve taken care of dogs since my family rescued our first dog over 12 years ago. I have experience walking dogs, feeding dogs, washing dogs, and giving dogs their medications. I’m a night shift nurse, so I have unique availability that people in other careers may not. I specialize in taking care of people in their most vulnerable states, and would love to do the same for your pet. I work full-time at a Boston Hospital. However, I am a night shift nurse who works 36 hours overnight per week. The nights I work do charge each week, but I have a lot of availability during the day. I also only work every third weekend. I don’t plan to care for pets in my home as I live in an apartment in South Boston. However, I plan to care for pets in my clients’ homes well. I want your pet to feel safe and be excited that their friend has arrived to walk them, feed them, spend time with them, etc.

Sitter Profile Image: McRae W.
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McRae W.
$18
total per visit
5.0 out of 5 stars
8 reviews
6 years of experience
South Boston, Boston, MA, 02127

McRae was awesome with my kitty and kept her happy and fed while I was out of town!

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Maeve M.
Sitter Profile Image: Stephen S.
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Stephen S.
$23
total per visit
4 years of experience
Boston, MA, 02127

About: I’m a life-long dog lover and have owned a dog as well as cared for family and friends’ dogs. I love dogs of any kind and would love to meet yours! I work mostly remote so I have flexibility to check in on your pet during work hours. I also love walking and being outside so caring for dogs fits my lifestyle! I am flexible to drop in and check on your dog as well as take them for longer walks! Looking forward to meeting your dog!

Sitter Profile Image: Kara M.
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Kara M.
$28
total per visit
10 years of experience
South Boston, Boston, MA, 02127

About: i’ve grown up with dogs and cats my entire life. i currently have a dog and cat of my own! seeking to make your life at ease when needing care for pet. fun, loving, trusting personality that gets along with everyone. i work monday - friday 8-3:30. there’s days and nights where i'm bored and would like a way to earn extra cash. weekends im available as well, time will vary. i wake up and walk my dog throughout the neighborhood. she gets a treat or her breakfast/dinner when we get back! usually about 3 walks per day. my cat gets fed early in the am and usually have a slow morning of cuddles and playing with her toys. i scoop her litter everyday.

Sitter Profile Image: Peyton E.
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Peyton E.
Star Sitter
$23
total per visit
5.0 out of 5 stars
7 reviews
2 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: Owen P.
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Owen P.
Star Sitter
$32
total per visit
5.0 out of 5 stars
14 reviews
6 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: Cassidy H.
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Cassidy H.
$17
total per visit
5 years of experience
South Boston, Boston, MA, 02127

About: I have experience working for a small pet care business. I have walked a range of dog breeds such as bull dogs, German shorthair pinchers, Australian Shepards and more for 20 - 45 minute walks. Additionally I have experience with house sitting and taking care of 2 dogs for long weekends. I have also grown up with my own dogs and have volunteered at the humane society in college and walked different types of breeds. I currently work full time, remote Monday and Friday with most weekends free. I work 9-5 and can help out with early morning walks or dinner time feeding and walks. I have a fenced in small outdoor area attached to my condo apartment. The only access is through the lower level no ways of escaping

Sitter Profile Image: Mia K.
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Mia K.
$28
total per visit
5.0 out of 5 stars
22 reviews
13 repeat clients
10 years of experience
South Boston, South Boston, MA, 02127

Mia was great! Responsive and helpful!

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

About: Over the past year and a half, I’ve had the joy of caring for a wide variety of dogs in my hometown—what began as a one-time house and dog sitting job quickly turned into a steady stream of referrals through word of mouth. I’ve provided in-home care for dogs of all ages, sizes, and temperaments—from energetic puppies to seniors needing a gentler pace and extra attention. What sets me apart is the personal touch I bring to every job. I understand how important it is to feel confident leaving your pet in someone else’s care, so I treat every home and pet as if they were my own—with responsibility, respect, and a lot of love. I’ve managed multi-dog households, followed detailed medication schedules, and am comfortable adapting to each dog’s unique routine and needs. Whether your pup needs long walks, belly rubs, or quiet companionship, I’m here to make sure they feel safe, happy, and cared for while you’re away. My schedule varies every week, but I do work a 9-5 corporate job Monday through Friday. My schedule is very flexible and love taking walking breaks throughout my day—it's the perfect way to recharge while spending time with your pup! I work a hybrid job and only go into the office twice a week, with the ability to adjust those days to best fit your pet’s needs. Whether it's a midday walk or some extra attention during the week, I'm happy to work around your schedule to make sure your dog is happy and cared for. I specialize in drop-in visits and dog walks, and I make it a priority to treat every pet like they’re my own. Whether it's a quick potty break, playtime, feeding, or a nice long walk, I aim to keep your pet comfortable, happy, and well-cared-for while you're away. I'm attentive to each pet’s unique needs and routines, and I always make sure they feel safe and relaxed in their environment. While I primarily focus on drop-ins and walking services, I’m also open to boarding—either in my pet-friendly apartment or at your home—depending on what works best for you and your pet.

Sitter Profile Image: Olga K.
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Olga K.
$32
total per visit
5.0 out of 5 stars
20 reviews
6 repeat clients
15 years of experience
South Boston, Boston, MA, 02127

Olga takes great care of our dog! She is attentive, responsive, and genuinely cares about him. We have used her before and we will use her again!

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Abigail R.
Sitter Profile Image: Stephanie M.
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Stephanie M.
$20
total per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
5 years of experience
South Boston, South Boston, MA, 02127

About: I’ve cared for my neighbors, friends, and family’s pets since I was in high school. I have experienced caring for senior pets through my 16 year old dog and 20 year old cat. I work from home most days which frees up my time during the week. I am free daily before 9am, around noon, and after 4pm. I love using my free time to walk and explore the neighborhood! I feel comfortable walking dogs of all breeds, sizes, and ages. I’m happy to follow any rules or requests you have to ensure your pup gets the best care!

Sitter Profile Image: Skylar A.
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Skylar A.
Star Sitter
$39
total per visit
5.0 out of 5 stars
32 reviews
14 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: Julia L.
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Julia L.
$17
total per visit
5.0 out of 5 stars
11 reviews
6 repeat clients
20 years of experience
Boston, MA, 02127

Julia was great! Really helped us out last minute, was communicative and great with our pup!

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Bronwyn & Sean D.
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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

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5.0 out of 5 stars

We had a wonderful experience with Kristin. She took excellent care of Leo, including administering his medications, following his specific feeding routine, and visiting him multiple times each day. She followed all our instructions carefully and treated him with so much patience and kindness. I would highly recommend her!

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

The best sitters ever! Highly communicative, flexible schedules, and they take wonderful care of my girl!

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

Cidra was so thorough, calm, and caring for our 3 dogs! Super responsive, flexible, and made sure we were updated right away! Absolutely recommend Cidra!

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

Shreya was absolutely phenomenal with our dog. She came on time and was able to accommodate us late notice. She kept us updated and our dog was extremely comfortable with her. You can tell she’s truly an animal person.

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Phil K.
Drop-In Visits
5.0 out of 5 stars

My pup had an amazing time with Nicole! Never seen him this content after coming home he happily lay in his crate and slept. Nicole really made sure to give him a good time!!!

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

Kaitlin is amazing with any and all animals. My dog just loves her to pieces! She is so thorough and caring towards animals. I am able to fully feel at ease with kaitlin walking my dog. She sends lots of pictures and updates. Kaitlin will be my go to dog sitter! Thank you!

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

Had my first drop in with Emily and she was so reassuring! She sent me pictures and updates during the drop in and was very in tune with my dog’s temperament. She genuinely cares about you and your dog!! If you are looking for someone to trust your dog with, Emily is the person!

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

Amanda was so amazing with our puppy! She took great care of him, played with him, and took him out on walks. He loved hanging out with her and was calm and rested when we returned!

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

Ilana was a fantastic dog walker! She was reliable, gentle and caring with my Andre. I wouldn't hesitate to recommend her to anyone looking for exceptional pet care, and I would happily trust her with my pet again anytime.

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

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
Drop-In Visits
5.0 out of 5 stars

Caroline is incredibly responsive and took great care of our dog Arty for a last-minute drop-in booking. Would highly recommend her services!

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

Kennedy was amazing with our dog and looked over our cat as well! Couldn’t recommend more to someone needing a sitter!

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

Jenin was so helpful and patient with our puppy. We really appreciate her care and would definitely book with her again.

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

Gabrielle is amazing and I highly recommend them to anyone looking for someone they can truly trust to watch their fur babies! ❤️ thank you so so much!

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Coriahna Q.
Drop-In Visits
5.0 out of 5 stars

Weijia did a wonderful job taking care of my dog! She was very responsible, attentive, and easy to communicate with. She kept me updated and made sure my dog was comfortable and well cared for. I really appreciated her help and would happily book with her again. Highly recommended!

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

Juliet is amazing! She was super flexible and accommodated our last minute request. She took plenty of pictures and communicated with us throughout. We would trust her to take care of our Alfie any day!

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

Jamie did a great job taking care of our older adopted pitbull mix! She went above and beyond what was needed and we cannot be happier.

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

Maria was fantastic! I needed a last minute drop-in visit for my little dog with a bad back and Maria responded quickly for which I was very grateful. She was so easy to work with and my dog loved her. I highly recommend Maria!

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

Belen did a great job with Brego. She was consistently on time, always took photos and gave me extra details about the walk. My dog loved spending time with her!

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Liam W.
Drop-In Visits
5.0 out of 5 stars

Isabella took such great care of my sweet girl! Very appreciative of the patience and dedicated care she gave my senior dog!

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Megan S.
Drop-In Visits
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Meet local sitters who will treat your dogs like family

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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 $22.2 per visit (as of July 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 July 2026, there are 10,251 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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