Dog Sitting Roslindale

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

End Date
Search

Over 148
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: Molly & Austin M.
Verified Enhanced Background Check
Molly & Austin M.
$28
total per visit
15 years of experience
Roslindale, Boston, MA, 02131

About: My husband has had dogs all growing up and misses them! He is very good with handling and loving them. We would like our kids to have the same experience and exposure, while giving your pet care while you’re on vacation! We have taken care of friends’ dogs while they’ve been away and one suggested that we sign up for rover - so here we are! I work full-time at home and would love to take walk breaks with your pup! We have 3 young kids (ages 7, 5, and 4) who would love to play in the morning and evenings in the backyard with the dog and learn skills on taking care of pets at an early age. My husband would love to stay up petting your dog while he watches tv! We have active weekend schedules with sports events and social activities, and we'd love to bring your pup along or meet them back at home afterward for down time and movie night! We are lucky in the city to have a long driveway and 4-car garage with secure yard bordered by fence and stone wall. We live on a street with sidewalks. We are always in the driveway and garage - the dog would be welcome to explore! We live two blocks from Roslindale Square and are always walking in that direction to the library and shops.

Sitter Profile Image: Daisy G.
Verified Enhanced Background Check
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: Victoria B.
Verified Enhanced Background Check
Victoria B.
Star Sitter
$28
total per visit
5.0 out of 5 stars
45 reviews
14 repeat clients
17 years of experience
Jamaica Plain, Boston, MA, 02130

About: Hey hey! My name's Victoria, but friends call me Rev. I moved here a couple of years ago now from Georgia, began pet sitting in April 2024, and it's currently my full-time job! I've been fascinated with animals since a young age, with about ~17 years of experience, mainly with cats. As I've gotten older, I've fallen in love with the human-animal bond, and have become passionate about their care and respecting each one the way they deserve. Regardless of your pet's personality, preferences, or needs, I'm excited to meet, care, and accommodate your little darling with the same love as you would! I hope to hear from you soon 😊! As this is my full-time job, I'm capable of prioritizing my schedule to work for you and your sweetheart(s). I'm always sure to communicate if something may come up during your booking, such as other gigs or obligations outside of work, that way there's total clarity on where and when I'll be in relation to your pet(s). If you're not sure, please feel welcome to ask! If I can fit them into my schedule, even on short-notice or alongside another sweetie, I'm more than happy to see what I can do. I've got the kind of guest attitude you can expect from a typical Southerner! I take the care of another's space very seriously, doing my best to leave things as I found them, and due to a background in housekeeping it's not uncommon for me to do some cleaning before I leave. You can trust to come back to your home just as you left it, if not with less dust than before!

Sitter Profile Image: Oliver H.
Verified Background Check
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 took great care of our sweet cat Waffles, dropping in twice a day while we were away for 9 days. The photos and messages were very reassuring and helped me feel less separation anxiety. I would definitely book with Oliver again!

Profile image
Amy K.
Sitter Profile Image: James H.
Verified Enhanced Background Check
James H.
Star Sitter
$20
total per visit
5.0 out of 5 stars
22 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.

Profile image
Helen M.
Sitter Profile Image: Madison B.
Verified Enhanced Background Check
Madison B.
$39
total per visit
5.0 out of 5 stars
282 reviews
69 repeat clients
7 years of experience
Roslindale, Roslindale, MA, 02131

If you need someone for your furry family members, you have to choose Madison! My not so friendly shiba took to her on their first visit and it was such a relief, animals really do know who the good ones are. Thank you so much Madison!

Profile image
Olivia R.
Sitter Profile Image: Alaina V.
Verified Enhanced Background Check
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: Margaret G.
Verified Enhanced Background Check
Margaret G.
$34
total per visit
5.0 out of 5 stars
114 reviews
60 repeat clients
30 years of experience
West Roxbury, Boston, MA, 02132

Margaret was very friendly, kind, and communicative! My cats really liked her at their meet n greet. When I got home after my trip, the cats were relaxed and content. I’ll definitely hire Margaret again!

Profile image
Nichole S.
Sitter Profile Image: Marie S.
Verified Enhanced Background Check
Marie S.
Star Sitter
$28
total per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
6 years of experience
Jamaica Plain, Boston, MA, 02130

Marie took great care of our two cats! She checked in consistently at the same time everyday and was very responsive prior to and during our trip.

Profile image
Robert K.
Sitter Profile Image: Alison D.
Verified Enhanced Background Check
Alison D.
$26
total per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Roslindale, Boston, MA, 02131

About: Hi, I’m Al! 🐾 I’m a dog walker and trainer in training who loves getting dogs outside—whether it’s a long hike, group walk, or just burning off energy. I have experience handling multiple dogs and making sure everyone feels safe and has a great time. I love finding spots for dogs to swim, explore, or play fetch—if that’s their thing! In my other life, I’m a women’s sports photographer, so you can expect some pretty great photo updates 📸 My goal is always a happy, tired pup who had the best time! I’m a photographer (yes I can photograph your dog!!) and am flexible with my time management. Weekdays when work is in the way can be tough but I can help! I have experience crating dogs, long walks, special food necessities and lots love! I enjoy giving extra play time and attention or a comfortable lap to nap on!

Sitter Profile Image: Michael B.
Verified Enhanced Background Check
Michael B.
$17
total per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Roxbury, Boston, MA, 02130

Michael really helped us out with our older girl. He did three walks a day so she could get her mental stimulation and energy quota. You can tell he’s a dog lover and adapts to different dog personalities. Would definitely trust Michael with our girl in the future.

Profile image
Katherine L.
Sitter Profile Image: Angelina T.
Verified Enhanced Background Check
Angelina T.
$28
total per visit
5.0 out of 5 stars
114 reviews
45 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!

Profile image
Laura R.
Sitter Profile Image: Jadeth & Noah C.
Verified Enhanced Background Check
Jadeth & Noah C.
$25
total per visit
5.0 out of 5 stars
20 reviews
5 repeat clients
10 years of experience
Milton, MA, 02186

Jadeth is our favorite cat sitter! She's come to watch our two cats many times now and is always so thorough and kind. Thanks so much Jadeth!

Profile image
Wyatt A.
Sitter Profile Image: Sunil Y.
Verified Enhanced Background Check
Sunil Y.
$19
total per visit
4 years of experience
Chestnuthill, MA, 02467

About: I've been caring and taking care of many different furry friends over last 4 years. They vary from energetic cavalier, less than a year old, to a 12 year old pekinies with lot of medications. Every lovely souls are welcomed at our house! Let's have fun! I am a freelance designer who work remotely. My working hour is less than 3 hours each day at my desk, I always feel loved and peaceful with pet friends near me ! We do have decently spaced, semi- fenced yard right outside our door. Our house is around 850 sqf with lots of characters. We share every single furniture with our furry guests, including the bed. Thank you!

Sitter Profile Image: Valerie Y.
Verified Enhanced Background Check
Valerie Y.
Star Sitter
$34
total per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
22 years of experience
South Dorchester, Dorchester Center, MA, 02124

Valerie was great with our puppy Blue! She was easy to communicate with, and took really great care of him. We were very happy with the experience and would definitely recommend her.

Profile image
Deanna L.
Sitter Profile Image: Wai Lam K.
Verified Enhanced Background Check
Wai Lam K.
$28
total per visit
13 years of experience
Jamaica Plain, Jamaica Plain, MA, 02135

About: I adore dogs but with a busy career and a teenager with bazillion sports, I prefer to get my dose of canine love through dog sitting! As an educator by trade, I treat the dogs I care for with lots of love. Dogs don’t talk back and it is so much more pleasant 🙂 I am an educator by trade and have summers off, so I’m looking to add some local dog sitting gigs while I have extra time off. I have two small balconies in my condo, and have boarded dogs in my home for up to 6 weeks while dog mom travels. I also do drop ins and have much more flexibility in the summer.

Sitter Profile Image: Ella M.
Verified Enhanced Background Check
Ella M.
Star Sitter
$50
total per visit
5.0 out of 5 stars
50 reviews
20 repeat clients
15 years of experience
Boston, MA, 02130

Ella was perfect! Our animals absolutely loved her! Her timing was perfect and she was very helpful with every request we had. I can’t recommend her more and I’ve had many Rovers!

Profile image
Patrick N.
Sitter Profile Image: Avery T.
Verified Enhanced Background Check
Avery T.
$36
total per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
15 years of experience
West Roxbury, West Roxbury, MA, 02132

Avery was great! Did everything necessary to make sure my cat was taken care of while I was away. She sent lots of pictures and communicated throughout

Profile image
Anthony D.
Sitter Profile Image: Jose C.
Verified Enhanced Background Check
Jose C.
Star Sitter
$25
total per visit
5.0 out of 5 stars
299 reviews
113 repeat clients
40 years of experience
South Dorchester, Dorchester, MA, 02124

Jose took great care of Sammie, especially as she is a shelter dog, and has been improving with her reactive nature on leash! I got 2-3 pictures and a cute blurb about each visit, which was so reassuring! Highly recommend and would have him care for her again anytime.

Profile image
Kathleen M.
Sitter Profile Image: Jasmine P.
Verified Enhanced Background Check
Jasmine P.
Star Sitter
$34
total per visit
5.0 out of 5 stars
27 reviews
12 repeat clients
40 years of experience
Mattapan, Dorchester, MA, 02124

Thank you so much Jasmine ! She took such phenomenal care of my cat , stayed the whole time to play with him , cleaned the litter box and went above and beyond . So trustworthy . Thank you again .

Profile image
Zarina S.
1 / 1
View more sitters

The median cost per visit for dog sitting in Roslindale is $24

Dog parents share their Rover experiences - Roslindale

1 / 1
5.0 out of 5 stars

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

Profile image
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!

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

Nick was kind, courteous, timely, professional, and a great communicator. Our dogs were super well cared for and Nick made sure they got some extra long walks and extra love while we were away. Could not be happier

Profile image
Samantha B.
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.

Profile image
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.

Profile image
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!

Profile image
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!

Profile image
Charlotte M.
Drop-In Visits
5.0 out of 5 stars

Thank you for looking after Fish! Went above and beyond, spending extra time with him to make sure he was happy

Profile image
Jake
Drop-In Visits
5.0 out of 5 stars

Michael is awesome! He treats Blue so well when he comes over. It gives me so much peace knowing that Blue will have a good day when Michael is taking care of her.

Profile image
Margaret S.
Drop-In Visits
5.0 out of 5 stars

Claudia came over to let out our pup Nora! She was prompt and kind! We felt our pup was in great hands with her and just booked for an overnight stay as well.

Profile image
Mel
Drop-In Visits
5.0 out of 5 stars

Thank you Kristen! I hope it wasn’t too hot for you and your little. He may have wanted to stop across from Dane Park. Because he usually goes in there. Thanks again :)

Profile image
Deborah D.
Drop-In Visits
5.0 out of 5 stars

Grace took excellent care of our boy Rua with weekly visits over a few months. We will definitely book again when we need her.

Profile image
Fiona L.
Drop-In Visits
5.0 out of 5 stars

I highly recommend Elizabeth for all of your dog needs. I have 2 dogs, one is reactive, and she was very thoughtful and gentle with him until they grew trust together. Elizabeth is always on time, and follows through with all her commitments. She is trustworthy, communicative, and friendly. I would recommend Elizabeth to anyone!

Profile image
Timothy K.
Drop-In Visits
5.0 out of 5 stars

Kaitlyn did a great job with my dog. She was right on time for a drop-in. Her communication is also excellent! She was always very timely with responses to messages and sending me updates. I will definitely use her again!

Profile image
Melinda B.
Drop-In Visits
5.0 out of 5 stars

Willow loved staying with Jennifer and her pup! She is a great communicator and I am very comfortable leaving Willow with her.

Profile image
Janette K.
Drop-In Visits
5.0 out of 5 stars

Emma was a fantastic dog care person for our beloved Sammi! She went the extra mile to help, when a problem arose. We look forward to booking her again in the future! Thanks, Emma!

Profile image
Ann P.
Drop-In Visits
5.0 out of 5 stars

Ann-Marie did a wonderful job taking care of our 10-year old Bernese Mountain Dog, Zeus. She stopped by to walk and spend time with Zeus three times a day for almost a week and provided helpful updates throughout. She was really great!

Profile image
Allyson G.
Drop-In Visits
5.0 out of 5 stars

I highly recommend Sarabeth. She did lots of play and snuggles with my herding dog and really tired her out! It’s clear that she pays attention to directions and also engages a dog in a variety of ways. Thanks again!

Profile image
Stacey L.
Drop-In Visits
5.0 out of 5 stars

Jana was able to take care of our fur babies (one large dog, one cat) on pretty short notice and was so pleasant and communicative the entire time! She was wonderful to work with and we will keep her in mind for future pet care needs!

Profile image
Ashley W.
Drop-In Visits
5.0 out of 5 stars

Mirabel was a huge lifesaver for us! She stepped in last minute to support us when our pet sitting plans went awry. She was so responsive and communicative, and sent great updates about our pets. We will definitely reach out to her for future care and wholeheartedly recommend her!

Profile image
Katharine C.
Drop-In Visits
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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.

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 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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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 June 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 June 2026, there are 10,879 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
  • 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge