Dog Sitting Roslindale

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

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Over 152
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: Kelsey T.
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Kelsey T.
$22
total per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Boston, MA, 02131

Kelsey was very personable and treated Cheddar wonderfully. She was such a huge help and we plan to hire her again!

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Greg C.
Sitter Profile Image: Luis R.
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Luis R.
$20
total per visit
5.0 out of 5 stars
37 reviews
6 repeat clients
5 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: Holden C.
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Holden C.
$12
total per visit
20 years of experience
West Roxbury, West Roxbury, MA, 02132

About: I have raised dogs and cats since I was a kid. I've done everything from bottle feeding to crate training to grooming and administering medication. I work full time and have a partner who is around during the day. I have a very well kept schedule of making sure the animals are well cared for in the morning and taken care of in the evenings. I have an unfenced yard in a culdesac, the neighbors are very friendly and I take care of the yard to make sure it is free of anything that might be dangerous

Sitter Profile Image: Jonathan L.
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Jonathan L.
$20
total per visit
12 years of experience
Jamaica Plain, Boston, MA, 02130

About: I am experience with caring for several types of dogs and cats in size and breed. I have cared for multiple dogs at the same time and meeting their needs at any age. My greatest strength is my patience and my willingness to communicate with your pets to ensure a working relationship that is based on love and care. I work remotely at home, and I am happy to take breaks to care for pets in between my work. I am flexible with early morning walks to late evening strolls. I love walking through parks and working at pet friendly cafes. I am transparent with my work. Working at clients home is something I understand that must be rooted in trust and care. I respect people's property and schedule to the best of my ability. I am actively aware of the need for communication, and I place that trait above all.

Sitter Profile Image: Nick P.
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Nick P.
Star Sitter
$30
total per visit
4.9 out of 5 stars
24 reviews
9 repeat clients
8 years of experience
Roxbury, Boston, MA, 02130

Nick was great with our cat Delilah! He was very professional and came and met her ahead of time. She was very comfortable with him as we saw through many cute photos! We would definitely book with Nick again.

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Anna B.
Sitter Profile Image: Christopher F.
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Christopher F.
Star Sitter
$23
total per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
3 years of experience
Hyde Park, Boston, MA, 02131

My babies were well taken care of. Christopher is willing to accommodate last minute request. Good communication to make sure things go well. Will book with Chris again.

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nhật l.
Sitter Profile Image: Nancy C.
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Nancy C.
Star Sitter
$23
total per visit
5.0 out of 5 stars
37 reviews
17 repeat clients
23 years of experience
South Dorchester, Boston, MA, 02122

About: Hey there – my name is Nancy, and I’ve taken care of dogs the majority of my life. Starting with my childhood dog, Bandit, a mixed Shepard. As an adult I had a pit bull/boxer mix, Vedder. I had Vedder for 12 years. After Vedder, I had a beagle/boxer mix, Killian. I currently do not have a dog of my own. This gives me plenty of time to take care of your dog I am an experienced sitter, and did walker who you can trust to take amazing care of your pup. I take any (and all) opportunities to snuggle and go on fun adventures with dogs. Some people have told me I’m a dog whisperer at times… I have yet to prove them wrong. I’m currently not working. This gives me plenty of time to spend with your pet. I’m available both days and nights to watch, walk or play with your dog. To ensure the safety and well-being of pets under my care, I would first familiarize myself with each pet’s specific needs, behaviors, and any medical conditions. This includes understanding their diet, exercise routine, allergies, or medications they may be on. During walks, I would keep them on a leash at all times. Moreover, for both walks and sitting sessions, I’d maintain regular communication with the pet owners by providing updates and promptly reporting any unusual behavior. Maintaining vigilance, open communication, and being prepared for unexpected situations are crucial aspects of ensuring the safety and well-being of pets under my care. I am not a certified dog trainer, but I did successfully train my pit bull/boxer, Vedder, and my beagle/boxer, Killian. When you board your dog with me, you can expect a quality stay. Your dog will not only be well looked after, they will go on some cool walking adventures. I’m located near three beaches, and three parks. One of the parks has a bike/walking path. I keep the owner updated with pics and text. I also use a walking app that shows where we walked, how far we walked and how long we walked. When you leave your dog in my care, you can enjoy your vacation knowing that your dog is also having fun.

Sitter Profile Image: Suki S.
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Suki S.
$20
total per visit
5.0 out of 5 stars
4 reviews
4 repeat clients
30 years of experience
Brookline, MA, 02467

Suki took such great care of my two pups while we were away! She took them on very long walks too :) they had a great time with her and we can’t wait to use her again in the future!

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Kristen L.
Sitter Profile Image: Anastasia S.
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Anastasia S.
Star Sitter
$39
total per visit
5.0 out of 5 stars
107 reviews
39 repeat clients
22 years of experience
Boston, MA, 02115

Anastasia was so great with our young puppy. We were a little anxious about leaving her for the first time, but this was an excellent experience. Definitely booking again!

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Kim D.
Sitter Profile Image: Jamie C.
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Jamie C.
$34
total per visit
10 years of experience
Boston, MA, 02130

About: I've had dogs in my family since I was a child, continuing into adulthood. As an adult I raised and trained two dogs from puppyhood to senior citizens. I have experience with taking dogs to obedience classes, training them on recall and basic commands, and using positive reinforcement. Lots of experience with puppies and adolescent dogs. I have experience with rescues, fosters, and dogs with trauma histories and pick up dog body language fairly quickly. I know that you the owner know your dog best and as a pet parent myself make sure to respect preferences, notes on behaviors and routines, and make their experience as consistent and stress-free as possible, for them and you. I am fairly active in my day to day life, and love doing shorter and longer walks with dogs. I take mine to the dog park too, but understand that isn't for every dog, there are plenty of enrichment activities to do with them outside of public spaces. I am currently going to school and have a fairly flexible schedule to work in care throughout the week and my availability should be fairly routine. In/near my own home I have access to green spaces and a dog park. Plenty of space to walk a dog. At a clients home I would follow applicable routines and instructions regarding walks, enrichment, and socialization, which could include walk, dog park visit, or activities in the home.

Sitter Profile Image: Ashley G.
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Ashley G.
$23
total per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
15 years of experience
Roslindale, Roslindale, MA, 02131

Ashley was friendly, communicative, and on time. I came home to happy and relaxed cats. From Ashley’s pics, it looked like my cats had a good time!

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Nichole S.
Sitter Profile Image: David M.
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David M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
333 reviews
93 repeat clients
8 years of experience
North Dorchester, Dorchester, MA, 02125

We had just moved to Boston and needed a needed a dog-sitter on short notice for our Great Dane pup, Gordon, and David crushed it! He is super-patient and confident with our big boy and expertly communicative. David will always be our “go to!”

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Jon E.
Sitter Profile Image: Avery T.
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Avery T.
$36
total per visit
5.0 out of 5 stars
28 reviews
7 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

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Anthony D.
Sitter Profile Image: Jasmine P.
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Jasmine P.
Star Sitter
$34
total per visit
5.0 out of 5 stars
31 reviews
14 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 .

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Zarina S.
Sitter Profile Image: Ruby S.
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Ruby S.
$20
total per visit
5 years of experience
Boston, MA, 02131

About: I have been taking care of my neighbors animals since I was 10 years old. I am reliable and communicative. I am good with giving medicine if needed. When I lived in New York I was walking dogs in the morning and the evening making sure to leave enough time for play time, their breakfast, and dinner! I have a tuxedo cat and my main goal is to always make sure she is happy! I will do the same with your babies. I always make sure the dogs are leashed before leaving the house and make sure the front door or fence is closed so they don’t escape.

Sitter Profile Image: Denzel G.
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Denzel G.
$20
total per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
12 years of experience
Roslindale, Roslindale, MA, 02131

About: I've been taking care of dogs since I was 14 years old. Helping walk, feed, and dog sit for multiple days at a time for neighbors. I continue to help out neighbors and friends when asked upon I work part time so I have lots of spare time to play with some awesome dogs. My schedule is very flexible so I can work mornings or overnights with your dog I will be sure to show all dogs lots of love and if asked I can have your dog crated in your house. Brush him/her as well.

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: Katie G.
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Katie G.
Star Sitter
$34
total per visit
5.0 out of 5 stars
33 reviews
5 repeat clients
30 years of experience
Roslindale, Roslindale, MA, 02131

Katie was very responsive to meet up on short notice. We had a great meeting with Lou for future sitting opportunities. Katie was easy going, super friendly and transparent about her experiences with dog and cat care in people's homes. Katie was very forthcoming about her approach and very forward thinking about caring for Lou, asking many important questions and checking in on specifics to accommodate Lou and his needs. Katie's approach to pet care is very genuine and connected to the experience of the individual pet and owner- this is much appreciated. We look forward to working with Katie and would recommend her again as our current dog walker has to us.

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Michael C.
Sitter Profile Image: Bethany N.
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Bethany N.
$23
total per visit
5.0 out of 5 stars
2 reviews
6 years of experience
Roslindale, Boston, MA, 02130

About: Along with growing up having two large dogs and walking them every day, I have been taking care of cats since I was 14 years old! I’ve helped with training my own puppy and have cat-sitted for young, old, and even diabetic little guys. I am about to begin Graduate School to be a Librarian at Simmons College and have time before and after my classes throughout the week. I love all animals and am happy to play and run with them outside. They will feel nothing but love and care from me when we spend time together outside or in your home!

Sitter Profile Image: Sofia H.
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Sofia H.
$26
total per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Brookline, MA, 02467

Sophia did evening drop in for my 7months puppy! She is very communicative and follows instructions! We are booking again for next week!

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Yumei L.
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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

Julie was fantastic. A total pro and from the pictures I knew the dogs were really well cared for and went on some great walks

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

Georgia was great! Thank you so much for caring for our furry family member. We will definitely use her again!

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

Lindsay did a wonderful job with my puppy for her second visit here. She is always easy to work with, follows the instructions I leave, and connects so well with my pup. Thanks again!!

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

Sent great pictures, was very communicative, and reached out as soon as she had any issues. We greatly appreciated her availability, timeliness, and friendliness while watching our three pets! Handled providing a variety of medications well.

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Kevin F.
Drop-In Visits
5.0 out of 5 stars

Suki took such great care of my two pups while we were away! She took them on very long walks too :) they had a great time with her and we can’t wait to use her again in the future!

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

Tauryn was amazing with our two dogs! She was punctual and communicative. The pictures she sent were so cute. They both seemed so happy when we returned from our trip! We will definitely use her for drop in care again!

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

The dogs really enjoyed getting long walks with Alicia. In addition to being very sweet with the dogs, she was timely, professional, and extremely flexible and accommodating when we asked to add two days at the last minute.

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

Ella was amazing to work with. She was super responsive and took excellent care of Blue. I loved how much feedback she gave in her rover cards. It was such a weight off my shoulders to know Blue was in good hands while I was away. I will definitely ask Ella to watch Blue again in the future.

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

Lizz was very good. She was very attuned to what was going on with the dogs and very observant of their needs. I trust her and like her care so much , I have already booked again.

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

Alexandra was awesome! She took great care of Kirky, fed him and gave him a walk. Would highly recommend! Thank you so much!

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

Ann-Marie was absolutely amazing ! She was so loving and kind to my 2 golden retrievers. From the moment she walked in, she was playing with the dogs and it was obvious she loves animals. It was such peace of mind knowing my 2 dogs were being cared for so warmly. Ann-Marie went above and beyond and I couldn’t recommend her more. She gave great updates , sent pictures and exceeded what I had hoped for. So grateful to have found her !

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

Michael was great with Miles, played with him, and walked him. The pictures showed a happy smiling dog, well adjusted. Feedings were perfect. Michael was very reliable.

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

Lucy did a great job watching Chica and Benji! She did everything we asked and the pets were super happy when we came home with no accidents anywhere! We will 100% reach out to her again.

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

Julie provided our dog with professional drop-in care. She was communicative and punctual. Would definitely hire again!

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

Rev is communicative and on time. It was great they were open to a meet and greet/drop in before booking an overnight and I feel great that it seems my dog will be in very capable and kind hands!

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

Mirabel is very reliable and great with our animals. We have booked her this time as repeat customers and will happily do so again!

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Katharine C.
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

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
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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 Dog Sitting - Roslindale

Frequently asked questions about Rover

The average cost for Dog Sitting in Roslindale on Rover is $33.3 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 10,484 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:

  • 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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