Dog Walkers in Chestnut Hill, MA

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Chestnut Hill dog walkers

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

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Sitter Profile Image: ZILALAI T.
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ZILALAI T.
Star Sitter
$28
total per walk
5.0 out of 5 stars
30 reviews
8 repeat clients
20 years of experience
Allston-Brighton, Boston, MA, 02135

Zilalai is so great with my large husky! She learned the commands he knows and uses them for him. This helps us so much, and him, with sticking with routine. It’s a breath of fresh air to have Zilalai!

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Alexis K.
Sitter Profile Image: Emily Y.
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Emily Y.
Star Sitter
$23
total per walk
5.0 out of 5 stars
24 reviews
4 repeat clients
15 years of experience
Allston-Brighton, Boston, MA, 02135

Emily was absolutely wonderful! I had to find a last minute sitter for my 8 months old puppy and she was so accommodating and flexible. She was willing to connect beforehand to make sure all details were set, which made me feel extra comfortable. She was timely and so attentive to Loon, and shared updates and photos along the way. She was truly so great. We will definitely be going to Emily first when we need help in the future!

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Carla N.
Sitter Profile Image: Annette Z.
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Annette Z.
$22
total per walk
5.0 out of 5 stars
6 reviews
1 repeat client
1 year of experience
Allston-Brighton, Boston, MA, 02135

About: I don't just love my cat, Pinto, I also respect him as a living being. I don't push his buttons and I'm constantly working to make him feel more safe and comfortable. Your pets will receive the same love and attention from me! I'm taking a hiatus from my fulltime job and I just moved to a new area of the city, petsitting will allow me to get out and explore the neighborhood and meet cute creatures! I'm good at following instructions and respecting pets' spaces, I'll be checking in with the owners and giving constant updates. I take my cat's safety seriously and I do worry a lot, I have a camera to monitor him when I'm at work, and before I leave I remove any objects that could possibly harm my cat.

Sitter Profile Image: Conor B.
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Conor B.
$23
total per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Allston-Brighton, Brighton, MA, 02135

Conor was great! He should up a few minutes before the scheduled walk. He communicated well and my high-energy pup was able to get a good long walk! I would definitely book with Conor again!

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Lyric B.
Sitter Profile Image: Jana W.
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Jana W.
Star Sitter
$29
total per walk
5.0 out of 5 stars
291 reviews
89 repeat clients
30 years of experience
West Roxbury, West Roxbury, MA, 02132

Jana continues to be a wonderfully reliable and kind caregiver for my little old lady black lab!! I know my girl, Mochi, always looks forward to seeing her favorite Auntie! 🥰

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Kristin M.
Sitter Profile Image: Sarah W.
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Sarah W.
$20
total per walk
5.0 out of 5 stars
6 reviews
2 years of experience
Newton, MA, 02459

About: I have taken care of dogs, cats, small mammals, and love all animals! I’m reliable, trustworthy, and communicative. Your pets and home will be in safe hands. I am only taking a couple summer classes, so fitting pet care into my schedule will be no problem. Talk to me about your desires and I’ll make it a priority! I love hearing from clients how I can best serve them. I’m very detailed oriented and take pet safety very seriously. Let me know how I can best serve you!

Sitter Profile Image: Annabella C.
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Annabella C.
$24
total per walk
5.0 out of 5 stars
8 reviews
1 repeat client
6 years of experience
Allston-Brighton, Brighton, MA, 02135

So sweet and took the time to get to know atlas! Very communicative :)

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Sascha R.
Sitter Profile Image: Kelly M.
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Kelly M.
Star Sitter
$28
total per walk
5.0 out of 5 stars
28 reviews
10 repeat clients
22 years of experience
Allston-Brighton, Brighton, MA, 02135

So thankful that Kelly was able to take care of my pup for a few days while away for the weekend! It makes me feel better knowing she’s in a calm and secure environment with Kelly instead of in daycare/boarding. And great to see lots of pics of her hanging out with Kelly and her dog, Lemon. Thanks again!

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Lawrence M.
Sitter Profile Image: Nhu Thieu L.
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Nhu Thieu L.
Star Sitter
$28
total per walk
5.0 out of 5 stars
16 reviews
5 repeat clients
10 years of experience
Allston-Brighton, Boston, MA, 02135

She was very kind and accommodating. Communication with her was very easy. We were able to schedule in an additional walk. My dogs seemed to have had a good time.

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Sayde C.
Sitter Profile Image: Kim W.
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Kim W.
$34
total per walk
5.0 out of 5 stars
17 reviews
6 repeat clients
5 years of experience
Newton, MA, 02459

About: I am a lifelong dog lover and animal person. I grew up riding horses and spent years at the barn caring for the horses, dogs, and cats. I've had my own dogs and taken care of other people's. I would love to take your dog for walks and spoil them with love! I am also licensed in my town and have pet sitting insurance outside of Rover's insurance. I have a flexible job and work from home most days. I can fit in walks or be around the house with your dog. I have a secure and good sized fenced in yard and live near a dog park as well if your dog is okay with other dogs. I balance spoiling dogs with lots of love, treats, and pats with making sure dogs get whatever individual care they need including feedings, exercise, and medications if needed.

Sitter Profile Image: Natalia D.
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Natalia D.
$28
total per walk
5.0 out of 5 stars
77 reviews
26 repeat clients
7 years of experience
Boston, MA, 02135

Maxie just had his first walk with Natalia, and I can tell that he is happy and comfortable with her. Natalia comes across as an empathetic and kind person from a caring family that loves all animals and worked patiently with rescues. She listened to me with genuine interest as I spoke about Maxie and his background, habits and requirements. I feel completely comfortable leaving my beloved boy in her hands, and look forward to many more weeks together in the future!

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Prabha S.
Sitter Profile Image: Kristina B.
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Kristina B.
$16
total per walk
3 years of experience
Allston-Brighton, Boston, MA, 02135

About: I have experience working at multiple animal hospitals, and currently work at an emergency animal hospital, which has equipped me with more than enough experience to take care of your furry friend! Past my work experience, I grew up with a pets and adore them. I currently only work Wednesdays, Thursdays, and Sundays, so I am free to take care of your pet during the early morning if those days, or any other day of the week! Having experience in veterinary care, I can assure you that your pet will be well taken care of. I grew up with animals, and have prior pet sitting experience.

Sitter Profile Image: Veronica P.
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Veronica P.
$23
total per walk
1 year of experience
Allston-Brighton, Boston, MA, 02135

About: I have been surrounded by animals all my life, starting with my cat Cheeks and leading to the 3 dogs and 2 cats that I have at home. Alongside taking care of my family animals, I have professional experience with Crossroads Campus, a dog adoption center and non-profit in Nashville, TN. I worked in dog care during Summer 2025, and I go back to work during my school breaks. My responsibilities included taking each dog on walks, spending personal time playing with them inside and outside, feeding them, monitoring their behavior in a kennel environment, and learning each dog’s individual personality. I felt connected to each dog and can proudly say that all the dogs I worked with have been adopted. Ultimately, dogs and cats remain an integral part of my life, and I want to continue to remain close to animals and take care of them while I spend my summer in Boston. I am currently interning at the International Institute of New England as a Legislative Advocacy Intern, and I am working on a hybrid schedule. I am unavailable on Thursdays when I need to go into the office, but otherwise, I'll be working remotely and will have lots of free time. I am located in Chestnut Hill, MA near Boston College, but I have access to both the T and a car, so it is easy for me to travel. Overall, I am very flexible with scheduling and will have tons of open time during the week to get outside with your pet when you need a date night or a couple days out of town. At home, I help my family by feeding our dogs morning and night and giving them the proper medication that they need. I also go outside with them and play in our backyard as well as take them to different dog parks near our house to let them get out of the house every so often. At Crossroads, I took each dog on a walk every day and helped with feeding and playtime. I love walking, running, and hiking, so getting your dog out for some exercise is a given for my work methods!

Sitter Profile Image: Maegan M.
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Maegan M.
Star Sitter
$45
total per walk
5.0 out of 5 stars
195 reviews
44 repeat clients
10 years of experience
Boston, MA, 02135

Maegan took such good care of our pup! She was sick this week, and we were devastated to have to leave her. But Maegan was sweet to her and made us feel so much better. We really appreciate her!!!

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Susan W.
Sitter Profile Image: Claudia F.
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Claudia F.
$38
total per walk
5.0 out of 5 stars
142 reviews
46 repeat clients
25 years of experience
Newton, MA, 02461

Claudia was great! I highly recommend her for dog-walking. She was prompt, friendly, and clearly very good with dogs. She took careful notes on all of Milo’s needs and preferences the first time we met, making me feel very at ease. Thanks, Claudia!

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Isabelle Z.
Sitter Profile Image: Lani T.
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Lani T.
$34
total per walk
4.8 out of 5 stars
42 reviews
18 repeat clients
20 years of experience
Allston-Brighton, Allston, MA, 02134

Lani is great! My elderly tripawd loves having a friend.

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Casey W.
Sitter Profile Image: Jonah F.
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Jonah F.
$14
total per walk
1 repeat client
1 year of experience
Newton, MA, 02459

About: I absolutely adore pets. I have owned a cat and a dog, and have pet-sat for numerous animals. I can't think of a better job than getting paid to do something I would do for free. My promise to you is that I will treat your pet with the utmost care, as if it were my own. I am a recent college graduate with some time before I start my full-time job. I am flexible with scheduling, and I'm happy to work with you to best support you and your pet's needs. I heavily prioritize the safety and well-being of the pets I watch. I am vigilant to ensure that pets receive all the exercise, medication, and other care they require while also giving them the attention and love they deserve. I truly enjoy and am passionate about providing the best experiences for the pets I watch!

Sitter Profile Image: Michele Y.
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Michele Y.
$23
total per walk
5.0 out of 5 stars
4 reviews
7 years of experience
Allston-Brighton, Boston, MA, 02135

About: Hi there! I’ve been caring for animals my whole life—dogs, cats, bunnies, fish… you name it! Growing up as the go-to pet sitter in my New Hampshire hometown, I’ve had the joy of looking after pets of all kinds, ages, sizes, and personalities. Now based in Boston, I’m excited to connect with new furry friends and provide them with the same love and attention I’d give my own. I’m patient, responsible, and truly passionate about animals. Whether your pet needs a walk, a cuddle buddy, or just someone to keep them company while you’re away, I’m here to help! Let’s make your pet’s day a little brighter! I’m currently a graduate student, with most of my classes and commitments happening Monday through Wednesday. That means I’m wide open Thursday through Sunday to spend quality time with your pets! I also have flexibility throughout the week, so if you need a quick drop-in or walk outside of those days, just reach out—I’m happy to make it work! My experience caring for pets has taught me that safety always comes first. Whether we’re at home or out for a walk, I’m always mindful of the little things that make a big difference—double-checking that doors are secure, food is stored safely, leashes are properly fastened, and any potential hazards are out of reach. Your pet’s well-being is my top priority every step of the way.

Sitter Profile Image: Maddie G.
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Maddie G.
$27
total per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Newton, MA, 02459

About: I have been working as a veterinary assistant for 4 years, and will be starting veterinary school in the fall. I am passionate about making pets feel safe, cared for, and happy in whatever ways I can. This is reflected in both my years working in the veterinary field, and the many years taking care of my own family dogs. While your pet is in my care, I treat them as my own! I am currently working per diem as a vet assistant, and enjoying the summer before I begin graduate school. I have very open availability on days where I am not working, which are reflected in my calendar. I have grown up around dogs and cats, and feel comfortable caring for and being around animals in all settings. I have lots of practice with walking dogs around other people, children, and dogs. My experience as a vet assistant allows me to be comfortable if your pet requires medication or specialized care during my time with them.

Sitter Profile Image: Elena T.
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Elena T.
$28
total per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
12 years of experience
Boston, MA, 02135

Last minute ask. She was communicative. Will use again

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Amy K.
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Over 161
pet parents in Chestnut Hill have booked dog walking

Chestnut Hill dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Literally so amazing with atlas. He’s a big boy and a lot of puppy but she handles him with care and he’s always tired at the end!

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Sascha R.
Dog Walking
5.0 out of 5 stars

Leo continues to communicate very clearly, again arrived on time, and again most importantly our dog Kevin really likes Leo.

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Chris K.
Dog Walking
5.0 out of 5 stars

Although it was her first time meeting Terry, she handled him with ease and took him on a great walk. She made sure he was comfortable by taking short breaks and offering him water when needed. She communicated with me throughout the visit, asked if there was anything else Terry might need, and followed all of my requests. I really appreciated her care and attention to detail.

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정인 박.
Dog Walking
5.0 out of 5 stars

Anthony is the best! A kind person and a real lifesaver when a family member had to have unexpected surgery. Excellent with my picky pup!

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Steve B.
Dog Walking
5.0 out of 5 stars

Natasha is awesome! She was so responsive and attention to my dogs needs, I appreciate how she went above and beyond to care for her!

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Alex R.
Dog Walking
5.0 out of 5 stars

Conor was great! I am a very anxious dog mom and I have a big guy. Conor communicated with me, took care of my baby, and wore him out. Will def be rebooking!

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Sascha R.
Dog Walking
5.0 out of 5 stars

Kayleigh is awesome! She is responsible, kind, and my dog immediately warmed up to her, and she was so caring to all of her needs. I highly recommend her!

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Alex R.
Dog Walking
5.0 out of 5 stars

Taryn was absolutely wonderful! I needed a last-minute walker and she came through without hesitation. She was communicative, punctual, and clearly has a natural way with dogs. I'll definitely be booking Taryn again and wouldn't hesitate to recommend her to anyone looking for a trustworthy walker!

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Benjamin C.
Dog Walking
5.0 out of 5 stars

Susie was very accommodating of our requests, and very understanding when Figaro was being moody. Thanks for walking Figaro again.

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Corey H.
Dog Walking
5.0 out of 5 stars

Ana is amazing! She took great care of my dog and is quick to respond. I will definitely be reaching out to her again for walks.

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Alexandra D.
Dog Walking
5.0 out of 5 stars

Would highly recommend Alexis for your dog walking needs. I know my dog is in good hands whenever I book with her. She is punctual, reliable, and communicative. I appreciate the sweet photos and updates. Thank you, Alexis!!

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Bria L.
Dog Walking
5.0 out of 5 stars

Sunny, thank you from the bottom of our hearts for everything you have done for Tango. Your patience, your understanding, your love for him, and the way you always cared for his health and well‑being meant more to us than we can express. You made every walk a positive and happy experience for him — rain, snow, cold, or heat — always punctual, always thoughtful, always professional. We are truly grateful for these months together. You have been wonderful. We wish you the very best in this new chapter, with success, good health, and happiness for you and your loved ones. You will always have a special place in Tango’s story and in our hearts. Marcos, Silvina and Tango

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Marcos A.
Dog Walking
5.0 out of 5 stars

Nina is easily the most reliable, dependable, compassionate person to ever take care of my dog. Nina is always communicative and on top Margo's needs, and super flexible with timing to make sure our needs are met. Nina manages Margo's reactivity with consistency and ease. She is an absolute joy to work with and more than anything, Margo loves her and is always excited for their time together. Thank you for love and care Nina!!

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Robbie G.
Dog Walking
5.0 out of 5 stars

Delaney took wonderful care of Mimi. She was attentive, punctual, and very trustworthy. Would book another walk again!!

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diane w.
Dog Walking
5.0 out of 5 stars

Alyssa really came through in a pinch when another Rover cancelled last minute. She worked with my pup who was a little hesitant since they hadn’t met. She communicated well, sent pix, and let me know specific details. Thank you!

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Tess R.
Dog Walking
5.0 out of 5 stars

Maria and Peaches have become good friends and I love getting the full report after their walks. Excellent!

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Kat K.
Dog Walking
5.0 out of 5 stars

Natalia has been wonderful walking our golden pup Maple. She’s very attentive to Maple’s nervousness around loud trucks and new situations and handles her with so much patience and care. I can tell from the cute pictures that Maple loves her walks and is getting more confident every day!

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Emily B.
Dog Walking
5.0 out of 5 stars

Ashley is an incredibly wonderful drop in nanny for my high maintenance puppy! She takes him on wonderful walks and my dog loves her!

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Lexi H.
Dog Walking
5.0 out of 5 stars

Webster sure enjoyed his walk time with Donald! Donald let me know he peed a number of times and had fun and even sent me a picture! Thumbs up!

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Lisa G.
Dog Walking
5.0 out of 5 stars

Julia was great! Totally reliable, pleasant and kind. Our dog can be wary around new people, but he warmed up to her just about instantly. She knows how to work with “nervous” mutts. I’ll definitely request her again if I need a dog walker.

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Robin S.
Dog Walking
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The median cost per walk for dog walking in Chestnut Hill is $24

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Sitters in Chestnut Hill average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Chestnut Hill on Rover as of Jun 2026 was about $24 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Chestnut Hill dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 9,843 dog walkers in Chestnut Hill. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 86% of Chestnut Hill dog walkers respond in under an hour.

Dog walkers in Chestnut Hill have an average of 13 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Chestnut Hill.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 9,843 dog walkers in Chestnut Hill on Rover, so you’re sure to find the perfect match for your dog! In Chestnut Hill, 89% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.