Dog Sitting Roslindale

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

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Over 155
pet parents in Roslindale have booked dog sitting

Roslindale, 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: Lindsay D.
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Lindsay D.
$20
total per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
13 years of experience
West Roxbury, Boston, MA, 02132

Lindsay was incredible with Sunny. She was very thorough during the meet and greet. She gives detailed updates with great pictures. Overall she goes above and beyond. I would definitely recommend.

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Marissa & Christopher F.
Sitter Profile Image: Stacy A.
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Stacy A.
Star Sitter
$34
total per visit
5.0 out of 5 stars
16 reviews
7 repeat clients
3 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Stacy was wonderful. We’re new to Rover and we’re new to her, so there was a lot information to convey. She made time for it and asked all the right questions. She did a wonderful job taking care of our cats!

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Ted W.
Sitter Profile Image: James H.
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James H.
Star Sitter
$20
total per visit
5.0 out of 5 stars
24 reviews
8 repeat clients
2 years of experience
West Roxbury, Boston, MA, 02132

James was an excellent caregiver for my cat. He came over early to see the house and meet Finbar, sent nice updates and pictures. I would be happy to use his services again.

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Helen M.
Sitter Profile Image: Luis R.
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Luis R.
$20
total per visit
5.0 out of 5 stars
35 reviews
6 repeat clients
3 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Luis is a gentle and kind person who understands shy cats and takes the time to get to know them. I highly recommend him for your kitty care!

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Martha H.
Sitter Profile Image: Kieran H.
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Kieran H.
Star Sitter
$20
total per visit
5.0 out of 5 stars
12 reviews
8 repeat clients
12 years of experience
Jamaica Plain, Boston, MA, 02120

About: I’ve taken care of my family’s bich-poo since I was in fifth grade, and I’ve helped care for various friends’ pets when in need for the last 8 years. My dog is also diabetic, so I could help with any diabetes-specific care. I’m currently a part-time student, so my schedule is very flexible outside of my 8am-1:30pm class schedule. On weekends, I am mostly free during the day with the occasional weekend ski trip. I have several dog-loving roommates, and plenty of parks in my neighborhood to play at. My apartment is spacious and a great environment for a dog.

Sitter Profile Image: Christopher F.
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Christopher F.
$19
total per visit
5.0 out of 5 stars
3 reviews
3 years of experience
Hyde Park, Boston, MA, 02131

About: I have taken care of friends’ dogs during trips and overnight visits, feeding, playing with, and walking them. I love spending time with pets and am open to caring for any type of dog. I’m currently looking for temporary work and have a lot of free time! Available for day visits as well as overnight, whatever is needed. I am a gentle and adaptable animal lover and I enjoy playing with, caring for, and spending time with dogs and cats of all kinds.

Sitter Profile Image: Valentina D.
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Valentina D.
$17
total per visit
12 years of experience
Jamaica Plain, Boston, MA, 02130

About: I've been caring for animals since I was 12, when I started pet sitting for neighbors, and I never stopped! I grew up with two dogs and two cats who are still very much part of the family, and I've fostered dogs, which taught me how to earn the trust of nervous animals, manage house-training and crate routines, and stay calm when a pup needs extra patience. I'm comfortable with dogs and cats of all ages and energy levels: puppies, seniors, high-energy walkers, medication schedules, and the shy ones who need a little time before they warm up. I'll send photo updates so you know exactly how your pet's day is going. I'm currently a law student, which means a lot of my work is done from a laptop; I can give your pet real company during the day rather than a quick drop-in and out. I treat every animal like one of my own, and I'll follow your routines exactly as you'd do them yourself. Until August, I have a very open schedule for both weekdays and weekends. Once classes start in September, I will have availability mostly in the afternoons during the week and anytime on weekends. In my home (boarding & daycare): I'm in an apartment with no pets of my own, which means your dog gets undivided attention and never has to negotiate with a resident dog over space, toys, or food. There's no fenced yard, so I take potty breaks and walks to a park a few blocks away, leashed the whole way, and on a schedule that matches what your dog is used to at home rather than a fixed house routine. My place is pet-proofed before every stay: cords tucked away, trash and cleaning supplies latched or out of reach, nothing left on counters, and doors and windows checked before your dog is off-leash inside. If your dog is crate-trained and you'd like them crated while I'm out, bring their crate and I'll use it exactly the way you do because a familiar crate is far more comforting than a strange one. If they're used to being loose, that's fine too. At night they sleep wherever they're used to sleeping, whether that's a bed on the floor, their crate, or next to me. My schedule shifts with my class and exam load, so I'll tell you honestly what a given week looks like before you book. Some days I'm home nearly all day; on others I'm out for a few hours at a stretch. You'll always know which one you're getting. In your home (drop-ins, walks & house sitting): Same principle, your rules. I follow your instructions exactly: feeding amounts and times, medications, crate routine, off-limits rooms, and any quirks I should know about. I like to do a meet and greet first so your pet can get comfortable with me and you can show me where supplies are, how the locks work, and who to call in an emergency. Keys and codes stay private, and I never bring anyone else into your home. On walks: Leashed at all times unless it's a fenced area you've approved, with a collar and harness check before we head out. I stay off my phone except for photos, watch for traffic, loose dogs, and whatever's been left on the sidewalk, and adjust the route for heat, cold, and your pet's age and energy. I always clean up. Updates: Photos and a short note every visit or day. If anything seems off, you'll hear from me right away, and I'll have your vet's information on hand before the booking starts.

Sitter Profile Image: Perla C.
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Perla C.
$25
total per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Hyde Park, Boston, MA, 02136

Perla was great! She took wonderful care of our cat while we were away as well as our outdoor plants during the hot summer days.

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Anthony D.
Sitter Profile Image: Konstantinos K.
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Konstantinos K.
$19
total per visit
15 years of experience
Jamaica Plain, Boston, MA, 02130

About: I've been caring for animals for many years and have experience with a wide variety of species. I've been handling and looking after dogs and cats since I was 12 years old, giving me years of hands-on experience with pets of all ages, personalities, and needs. Whether it's feeding, walking, playtime, administering basic care, or simply providing companionship, I always make sure every pet feels safe, comfortable, and loved. I currently have a cat of my own, so I understand how important it is to trust someone with your furry family member. I treat every pet as if they were my own and strive to provide reliable, attentive, and compassionate care while you're away. I'm currently taking some time between finishing graduate school and starting my postdoctoral position, which means I finally have something scientists rarely get—free time! I've decided to spend it doing something I genuinely enjoy: caring for animals. This flexible schedule allows me to dedicate plenty of time and attention to each pet, whether that's stopping by for visits, playing, feeding, administering medication, or simply keeping them company. I know every dog/cat has their own personality (from "cuddle enthusiast" to "please admire me from across the room"), and I'm happy to adapt to whatever makes them feel most comfortable. For me, pet sitting is the perfect way to combine my love of animals with helping fellow pet owners have peace of mind while they're away. Your pet's safety, comfort, and routine are always my top priorities. I understand that every cat is different, so I take the time to learn their individual personality, preferences, and daily routine to help them feel as relaxed as possible while you're away. When caring for pets in a client's home, I respect both your home and your pet's established routine. I'll follow all feeding schedules, walks/litter box maintenance, playtime, medication instructions, and any special requests you have. I also make sure doors, windows, and gates are secure at all times and keep a close eye on your dog's/cat's behavior and well-being. I'm happy to provide regular photo and video updates so you can see how your dog/cat is doing and have peace of mind while you're away. My goal is for your pet to feel safe, cared for, and loved until you're back home.

Sitter Profile Image: Angelina T.
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Angelina T.
$28
total per visit
5.0 out of 5 stars
116 reviews
46 repeat clients
13 years of experience
Roxbury, Dorchester, MA, 02121

Tommy did an exceptional job caring for my two fussy cats for 6 days! My cats both need medicine and extra care every day and Tommy was consistent, reliable, and a great communicator. I can tell my cats were well cared for while I was away. Thanks so much Tommy!

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Laura R.
Sitter Profile Image: Ella M.
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Ella M.
Star Sitter
$39
total per visit
5.0 out of 5 stars
58 reviews
21 repeat clients
15 years of experience
Boston, MA, 02130

Ella was a great catsitter! She send us a lot of photos of our furry friends and took great care of them while we were away. Highly recommend!

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Kristin J.
Sitter Profile Image: Lauren V.
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Lauren V.
$28
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
40 years of experience
Roslindale, Boston, MA, 02131

About: I grew up in a home with dogs, cats, bunnies, hens and roosters. I have never lived without caring for an animal! I love being outside, going for walks, playing and gardening. I am a mom of two school-aged boys and a proud owner of two tuxedo kitties whom we adopted nine years ago. I work part-time in the afternoons as an outdoor preschool art specialist. I am free between 9:30 am, and 1 pm everyday, and Wednesday and Thursday until 3 pm! I may also have early evenings free starting at the end of June. I have plenty of time in my schedule to help you care for your animals. Looking forward to meeting them! I am fun, gentle, playful and caring, and have a good instinct for what dogs and cats need. I can read body language and am sensitive to energy. I look forward to learning more about your pets from you, getting to know them and forging a relationship.

Sitter Profile Image: Sarabeth T.
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Sarabeth T.
Star Sitter
$45
total per visit
5.0 out of 5 stars
51 reviews
7 repeat clients
17 years of experience
Boston, MA, 02130

Sarabeth was great! She was great at reading and recognizing my dog’s boundaries, paying attention to house rules, and providing lots of fun for my dog. Will certainly have her back to watch Mae again

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Stacey L.
Sitter Profile Image: Michael P.
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Michael P.
$28
total per visit
5.0 out of 5 stars
39 reviews
13 repeat clients
20 years of experience
Boston, MA, 02130

Michael is great! Responded to my request to check in on my cats so promptly and I felt secure knowing my cats were in good hands. Got lots of pictures and updates. I definitely recommend booking with him!

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Hannah H.
Sitter Profile Image: Madison B.
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Madison B.
$39
total per visit
5.0 out of 5 stars
286 reviews
70 repeat clients
7 years of experience
Roslindale, Roslindale, MA, 02131

Madison did an exceptional job with taking care of my cat Jiji! He was hospitalized while I was away, and Madison responded to a very last minute message for help with giving him meds and watching over him. They took the time to get him comfortable to give him his meds and plenty of love! They were very communicative and I felt extremely at ease thanks to Madison’s care :) On top of that, they even left him a little gift! I could not be more happy, and I would definitely recommend Madison if you need someone wonderful to watch over your fur baby.

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Sayon B.
Sitter Profile Image: Oliver H.
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Oliver H.
$23
total per visit
5.0 out of 5 stars
66 reviews
15 repeat clients
13 years of experience
Roslindale, Boston, MA, 02131

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

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Erin N.
Sitter Profile Image: Daisy G.
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Daisy G.
$32
total per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
8 years of experience
Roslindale, Rosindale, MA, 02131

About: I have solid experience caring for dogs, and I truly enjoy every moment with them. For me, walks are more than just a simple outing they’re fun adventures your dog deserves! I’m affectionate, patient, and always focused on making them feel safe, loved, and happy. I’m happy to take care of your best friend! Whether it’s for a few hours, a fun walk, or even staying with them when needed. I’m here to help. I’m available every day except Tuesdays and Thursdays. I’m happy to adapt to your furry friend’s routine whether it’s at home or during walks. I understand that every pet has their own needs, and I love giving them the care and attention they deserve.

Sitter Profile Image: Caitlin S.
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Caitlin S.
$23
total per visit
20 years of experience
Roslindale, Boston, MA, 02131

About: Hi there! I’m Caitlin a proud mom of five, lifelong animal lover and active outdoor enthusiast. I have two dogs named Maverick & Val and a cat named Tuna. I truly understand how important it is to know your pets are in loving, dependable hands while you’re away. I studied at West Virginia University and now live in the Boston area, where I balance family life, work and caring for animals like they’re part of the family. Whether it’s going for a long walk, playing in the yard, or just keeping your pet company, I bring energy, patience and genuine affection to every visit. With a full household and years of experience managing schedules, routines and personalities (human and furry!), I’m organized, reliable, and deeply committed to keeping your pets happy, healthy and loved. I love being outdoors, running, hiking, walking, or playing soccer, so your pup will enjoy plenty of exercise and enrichment with me! Whether you’re looking for drop in visits, overnight care, or long walks I’d be honored to care for your pet like they’re one of my own. Feel free to reach out with any questions! Pet care is already part of my daily life! Between my own pets & children, caring for animals is second nature to me. I go on daily walks, do morning/evening feedings, playtime and love keeping pets active and loved. I work locally and have a flexible schedule (off for the summer because I’m a teacher!), so I’m able to give your pets consistent attention, whether it’s for a quick visit or overnight care. I’m used to balancing routines, and I genuinely enjoy spending my time with animals, they’re family in my world. I offer care exclusively in clients homes to help pets stay comfortable in their familiar space and routine. I follow all provided instructions closely, whether it’s feeding schedules, walks, medication or favorite toys. I’m respectful of your home, keep things clean and give your pets the love and attention they need while you’re away. From cuddles to playtime to daily check ins, I treat every pet like they’re my own.

Sitter Profile Image: Alaina V.
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Alaina V.
$19
total per visit
3 years of experience
Boston, MA, 02130

About: I have done a lot of animal sitting since I was in high school looking after my nieghbors dogs and cats when they were away. I am a huge animal lover but I am best with dogs and cats. Before I went to college my nieghbor had just bought a puppy and we had just got a cat, I trained the cat and I did most of the dog walking for the puppy. Being able to play and care for animals is the best job I can think of. I can’t wait to meet your fur baby! I would love to be able to work with familiar clients and their animals. I provide over night pet sitting services, dog or cat walking, and drop in’s. I can take care of your fur babies Friday to Monday, for anything outside that time I may have availability, so just ask! I work a full time job 8am-4:30pm Monday to Friday. I typically go off the rules you lay out for your pet along with their usual routine. I want to make things as easy as possible for you and your pet. If you have a list of dietary restrictions or medication they need to take, I’m happy to learn as well as get them the care they need. If they have a specific dinner or walk time, I want to make sure I stick to it for you.

Sitter Profile Image: Stacey L.
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Stacey L.
$28
total per visit
5.0 out of 5 stars
4 reviews
5 years of experience
Roslindale, Boston, MA, 02131

Stacey was responsive, timely, and reliable and quickly won over my nervous cat... who has now declared Stacey her newest and bestest bff. Thanks, Stacey!

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Toni A.
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The median cost per visit for dog sitting in Roslindale is $25

Dog parents share their Rover experiences - Roslindale

1 / 1
5.0 out of 5 stars

Lindsay was a dream to have for our dogs. She came to meet both of my dogs in our house and had very thoughtful questions prepared for me regarding the dogs and their habits/behaviors. She was very fast at communicating and took the exact care of my dogs that I requested. We look forward to having her take care of our dogs again in the near future.

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

My dog, Rocco, is a 15 year old terrier who had never been under the care of a dog sitter. I was extremely fortunate that Marilyn was available to attend to his care over the past weekend. Marilyn is a very warm, friendly, compassionate, and deeply caring sitter. My dog gravitated to her immediately. Marilyn provided the most amazing and utmost care of our dog throughout the weekend. I highly recommend her services, and will contact her immediately for all my future dog sitting needs.

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Michael E.
Drop-In Visits
5.0 out of 5 stars

Nadia was absolutely amazing with our dog, Finn! From the moment i met her, we knew he was in great hands. She was incredibly caring, attentive, and kept us updated with photos and messages, which gave us so much peace of mind while we were away. Came home to Finn happy, relaxed, and clearly well cared for. It was obvious that Nadia treated him like he was her own. She went above and beyond to make sure he was comfortable, exercised, and loved. I would recommend Nadia to anyone looking for a trustworthy, reliable, and genuinely caring dog sitter. We will definitely be booking with her again. Thank you, Nadia, for taking such wonderful care of Finn!

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

We feel so comfortable leaving out dogs with Michelle! We know they are in the best care. Communication + Care are 10/10 Thank you!!

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Riana R.
Drop-In Visits
5.0 out of 5 stars

Julie was a fantastic and reliable caregiver for our senior dog. Very communicative, loving, and expert. Highly recommend!

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

James had amazing communication, took pictures and followed exact instructions that we had left. We could tell our pups were well loved in his care!

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

Tiffany was excellent! Great communication and she took great care of our dog. We highly recommend Tiffany and will be asking her to dog sit for us again.

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

I’m so grateful to have Katie drop in on my dog Joni when I need some extra help! My pup is always so happy to see her, and Katie is extremely friendly and reliable. Joni and I are very lucky to know her!!

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

Nick was such a pleasure! He was timely with his check-in visits for our two dogs and provided great updates each time. Definitely planning to work with him again!

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

Megan did a wonderful job taking care of Gigi! She went above and beyond with making Gigi feel comfortable in a new environment. Thanks so much!

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Emmalyn E.
Drop-In Visits
5.0 out of 5 stars

I needed last-minute care for my dogs, and they were incredibly helpful and responsive. Meaghan communicated well throughout the visit, and sent plenty of updates and photos, which gave me great peace of mind. Most importantly, my dogs were comfortable with her right away, and it was clear they were well cared for. I would absolutely recommend them to anyone looking for a reliable and caring pet sitter!

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

Maeve was amazing - She shared the cutest photos and I could tell my dog was so happy spending time with her. I’m very grateful for her help!

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Alina E.
Drop-In Visits
5.0 out of 5 stars

Gabriel was wonderful with my pups! He was very communicative and flexible with my whacky schedule, and he took the time to come over in advance to meet them first and introduce himself so they wouldn’t be meeting a strange for the first time during their drop in. I can’t recommend him highly enough!

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Adrianna E.
Drop-In Visits
5.0 out of 5 stars

Julie took excellent care of Biscuit while we were out of town. She took Biscuit on great walks and documented everything. We’ll be using her for future stays

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

Yanira was great with communication. My dogs were happy when we came home. Would definitely use Yanira again.

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

Nate has been terrific with the pups! He provides great care to Oscar and Daisy and stellar communication! Oscar and Daisy always appreciate when Nate is available!

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

Perla was great! She was communicative, responsible, and kind. I will definitely be booking with her again.

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

Margaret is a great communicator. I was so happy that she was able to drop-in multiple days in the same busy week.

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

Emily did great with our nervous pup! She was kind and patient with her and a good communicator! Will use again in the future!

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Morgan w.
Drop-In Visits
5.0 out of 5 stars

Lia was great with our 75lb dog Kirkland. She kept us updated and was very flexible with my schedule. Thank you so much!

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Charlotte M.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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Meet local sitters who will treat your dogs like family

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Popular requests for dog sitting - Roslindale

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Sitters in Roslindale average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Roslindale

Frequently asked questions about Rover

The average cost for Dog Sitting in Roslindale on Rover is $33.3 per visit (as of August 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 August 2026, there are 10,585 sitters on Rover offering Dog Sitting across Roslindale. 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 Roslindale 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 Roslindale 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 Roslindale 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 Roslindale. On Rover:

  • 91% of sitters can help with special care needs
  • 96% 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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