Dog Walking in Winthrop

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

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Top rated Winthrop 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: Elizabeth B.
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Elizabeth B.
Star Sitter
$32
total per walk
5.0 out of 5 stars
156 reviews
50 repeat clients
9 years of experience
Winthrop, MA, 02152

Liz has been amazing to our Cash. He’s a stubborn teenager and gives her a hard time but she’s so good to him. If your pet is family like our boy is Liz is the walker/sitter you want! ⭐️ ⭐️⭐️⭐️⭐️

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Josh S.
Sitter Profile Image: Amanda S.
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Amanda S.
$23
total per walk
5.0 out of 5 stars
10 reviews
7 repeat clients
20 years of experience
Winthrop, MA, 02152

Amanda was so responsive and extremely reliable! Will 100% use her again!

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Casey W.
Sitter Profile Image: Melissa R.
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Melissa R.
Star Sitter
$32
total per walk
4.9 out of 5 stars
94 reviews
32 repeat clients
12 years of experience
Boston, MA, 02128

Melissa has been great with my pup🐶! She’s patient and takes her time with my furry baby. I definitely recommend her as I keep rescheduling her to walk my pup. Thank you Melissa!!!

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Letiy O.
Sitter Profile Image: Alexandra L.
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Alexandra L.
$39
total per walk
5.0 out of 5 stars
47 reviews
19 repeat clients
7 years of experience
Winthrop, MA, 02152

Alexandra did an excellent job with Brewer! She was communicative and shared all about Brew’s walk. She is kind, respectful and reliable. I felt very at ease with Alexandra taking care of my baby!

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Jillian R.
Sitter Profile Image: Jennifer M.
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Jennifer M.
$24
total per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

Jennifer was very nice and responsive! Definitely recommend

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Zach S.
Sitter Profile Image: Lindsey M.
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Lindsey M.
$23
total per walk
5.0 out of 5 stars
4 reviews
15 years of experience
Winthrop, MA, 02152

About: Hi! I’m Lindsey — lifelong animal lover and dedicated pet caretaker. Whether it’s an energetic pup who needs long walks or a shy cat who needs gentle company, I meet every pet where they’re at. I’m known for being patient, dependable, and treating every furry friend like my own. My goal is simple: keep tails wagging and pet parents worry-free! I am currently in between jobs, and able to care for your pet 24 hours a day and 7 days a week. I have an open schedule allowing for flexibility Whether I’m welcoming a pet into my home or caring for them in theirs, I focus on creating a safe, comfortable, and happy environment. I follow each pet’s usual routine, from feeding schedules to favorite walking routes, and give plenty of playtime, exercise, and affection. I pay close attention to body language and behavior so I can meet their needs and keep stress low. My goal is for pets to feel loved, secure, and excited to see me every time

Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
$34
total per walk
5.0 out of 5 stars
219 reviews
37 repeat clients
8 years of experience
Winthrop, MA, 02152

Jenny is amazing ! I used her for dog walking with my very energetic pup. Shes great with him and very dependable! Highly recommend her. She always sends a bunch of pictures and an update after every walk.

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Abby H.
Sitter Profile Image: Theresa R.
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Theresa R.
$25
total per walk
5.0 out of 5 stars
17 reviews
4 repeat clients
9 years of experience
East Boston, East Boston, MA, 02128

Theresa was a great dog walker for our Portuguese Water Dog. Would definitely recommend and use again!

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Michelle M.
Sitter Profile Image: Carol C.
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Carol C.
$20
total per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
35 years of experience
Winthrop, MA, 02152

Carol is great with Luna. She shows care and love in all she does for her. I will use her again and recommend her to anyone. She is also reliable which is hard to comeby.

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Stacey T.
Sitter Profile Image: Rob S.
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Rob S.
$27
total per walk
5.0 out of 5 stars
37 reviews
7 repeat clients
14 years of experience
Winthrop, MA, 02152

Excellent! Rob was really great with my dog ! He definitely cares for others dogs like if it was his own. Highly recommend Rob for anyone seeking care for their dog. Will definitely be recommending him to other people who needs to board their dogs. I love my dog like a child and i trust Rob with him.

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Daniela H.
Sitter Profile Image: Gianna B.
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Gianna B.
$17
total per walk
5 years of experience
Revere, MA, 02151

About: I have 5 years of experience caring for dogs through dog walking, drop-in visits, and overnight pet sitting. Throughout high school and college, I regularly cared for dogs for friends, neighbors, and local families. My responsibilities included daily walks, feeding, playtime, administering basic medications when needed, and following each dog’s routine. I have also hosted dogs in my home for extended stays lasting several weeks at a time. I love spending time with dogs of all sizes and personalities and always strive to make them feel safe, happy, and comfortable while their owners are away. I recently graduated from college and currently have a flexible schedule while I search for full-time opportunities. This allows me to dedicate plenty of time and attention to your pet. I’m available for walks, drop-in visits, overnight stays, and weekend care. I understand how important it is to know your pet is in good hands, and I will make sure they receive lots of care, attention, and companionship while you’re away. I know every pet has different needs, so I always follow the owner’s instructions and try to keep their routine as consistent as possible. Whether I’m caring for your pet in your home or my own, I focus on making them feel safe, comfortable, and loved. I provide fresh food and water, exercise, playtime, and plenty of attention. My goal is to treat every pet like family and give owners peace of mind while they’re away.

Sitter Profile Image: Lauren P.
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Lauren P.
$28
total per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
7 years of experience
Winthrop, MA, 02152

About: I am a dog mom of a rescue Yorkie for the last 6 years. I have walked, done drop ins, and dog sat many other dogs. I understand that all pets are unique and require individual care. Happy to help on weekends or weekdays after my 9-5. I work a in hybrid model so let me know what you’re looking for and we can see if we can work something out! I have one small dog that gets along great with other dogs. I have a good sized yard and am very close to multiple parks.

Sitter Profile Image: Jennifer M.
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Jennifer M.
Star Sitter
$28
total per walk
5.0 out of 5 stars
29 reviews
15 repeat clients
8 years of experience
East Boston, East Boston, MA, 02128

Jennifer is awesome and takes great care of my pup!

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Kyle R.
Sitter Profile Image: Emily R.
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Emily R.
$29
total per walk
5.0 out of 5 stars
13 reviews
3 repeat clients
15 years of experience
Winthrop, MA, 02152

About: I love animals and their unique personalities. Experienced, loving pet caretaker with a lifelong passion for animals! I’ve raised and trained my high energy husky since he was 9 weeks old. I’ve cared for cats for over 15 years. I also have hands-on experience with guinea pigs, birds, fish, and even bearded dragons! I follow structured routines, understand different pet personalities, and care for every animal like my own. I work part time and am also in nursing school. Searching for supplemental income. I am generally available evenings M-F and weekends all day. I can do overnights any day. I care for all animals as they were my own! I will ensure all animals are secured and the environment is pet friendly to prevent any mishaps. I'm very experienced with high energy and bigger breeds. I am very understanding that animals come from different backgrounds and have different temperaments, behaviors and triggers.

Sitter Profile Image: Radka O.
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Radka O.
$28
total per walk
5.0 out of 5 stars
21 reviews
7 repeat clients
13 years of experience
Winthrop, MA, 02152

About: Growing up around animals and recently losing our pup, we miss having a furry friend around. I work from home and can provide all the care your pet needs. I have experience with puppy training, senior dogs, the lazy, the crazy, the small and the big, after surgery recovery, medicine administration. I have a pet loving kid. I board only one client at a time. I work from home and have a very flexible schedule that allows me to provide several walks per day, exercise, play time, snuggles and training. We live in a one story house with a large backyard in a safe family neighborhood, that offers great walking options and is only 10 mins away from the airport. I have a pet loving child who wants to be a vet and occasionally we have some family stay with us.

Sitter Profile Image: Jamey A.
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Jamey A.
$23
total per walk
28 years of experience
Winthrop, MA, 02152

About: Simply put, I cherish dogs. They're pure-hearted creatures who deserve all the love and care in the world. I grew up with dogs (Gold Retriever, Shih Tzu's and Beagle) for majority of my life so I'm adept, cautious and careful when they're under my care. In one of my profile pictures, which was taken many years ago when I was younger, you’ll see me with my Shih Tzu. I care deeply. I've walked and watched over a wide range of different breeds. Whether it's walking, house sitting or engaging with them in a fun & social setting. I believe I possess a strong mindset that enables my ability to care for these animals. I take this type of job very seriously because of the responsibility at hand. Dogs are such loving animals who look at their owner as their whole entire world. It's extremely satisfying to know the difference one individual can make. I truly cherish that.

Sitter Profile Image: Xianxin D.
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Xianxin D.
$20
total per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
8 years of experience
Revere, MA, 02151

About: I’ve been surrounded by dogs and cats my entire life, but my true passion for pet care grew when I adopted Yuki(Yorkshire Terrier) six years ago. He came from a home where he wasn't walked regularly, he was quite shy and anxious. Then he meet me, it took years consistency to show him love and patience. He is finally happy, confident dog that doesn’t scared to any random things outside anymore. Beside Yuki, I recently adopted Sunny(orange cat) and he was a kitten when I bring him home from a shelter. We become great family! I’m very comfortable with high-energy breeds. I frequently take care of my friends' Australian Shepherds and Jack Russell Terriers. Whether your pet is a tiny senior who needs a gentle touch or an active pup who needs a long game of fetch, I adapt my care to meet their specific personality and energy levels. My schedule is very flexible since I’m a full time real estate agent. I can arrange my time accordingly. Available normally between 10am~11pm. Please confirm with me first! Safety is my top priority. When I take care of pets, I maintain a calm, structured environment to provide a friendly, low-stress presence. I am diligent about leashing and double-checking gates during outdoor time. I strictly follow your established routines to minimize any "parent is away" anxiety. I’m experienced in reading canine body language to ensure every interaction is positive and safe. You can expect frequent photo updates and clear communication so you can have total peace of mind while you're away.

Sitter Profile Image: Laila M.
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Laila M.
$23
total per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
South Dorchester, Winthrop, MA, 02152

Laila is AWESOME! My dogs love her and she is great with them! I almost didn’t want to leave this review because I don’t want to share her! 😂

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Julia L.
Sitter Profile Image: Thelma R.
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Thelma R.
$18
total per walk
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Winthrop, MA, 02152

Thelma is great with our dog and is very easy to work with. She communicates well and is a big help! Highly recommend

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Peter S.
Sitter Profile Image: Sarah B.
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Sarah B.
$19
total per walk
8 years of experience
East Boston, Boston, MA, 02128

About: I’ve always had dogs growing up, all with different personalities, so I’m very comfortable adapting to each dog’s unique needs. I’m experienced with feeding routines, walks, playtime, and giving dogs the attention and patience they need to feel safe and happy. In addition, my neighbors have trusted me to board and care for their dogs while they’re away, so I understand how important it is to provide reliable, attentive care and keep pets comfortable in a home environment. Pet care fits easily into my daily routine! I work a 9–5, but I’m remote on Mondays, Wednesdays, and Fridays, which gives me plenty of flexibility for walks, feeding, and spending quality time with your dog throughout the day. Even on my busier days, I can adjust my schedule as needed, and I’m able to work from a client’s home if that helps keep your pet comfortable. I always make sure pets get the attention, exercise, and care they need, no matter the day. I try my best to keep their normal schedules that the pups are used to! If your dog stays with me, they’ll get plenty of attention, walks, and opportunities to get outside. I love going for walks so so we can explore the neighborhood or go to a nearby park for them to get fresh air and playtime. If I’m caring for your pet in your home, I stick closely to their usual routine to keep them comfortable. If you have a fenced yard, I’m happy to spend time playing with them and using their favorite toys. No matter where I’m caring for your pet, I make sure they get lots of love, exercise, and attention so they feel safe and happy.

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Over 191
pet parents in Winthrop have booked dog walking

Winthrop dog parents share their Rover experiences

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5.0 out of 5 stars

Melissa is very professional and a woman of her word. She has a way with dogs and clearly loves them deeply. Would recommend and will definitely be using her again.

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D C.
Dog Walking
5.0 out of 5 stars

Alicia is a superstar dog walker and we highly recommend her without any reservations. She meets the dogs at their level including running with our high energy labradoodle and cuddling/carrying our little Shih Tzu. They felt so much love and attention from Alicia. We appreciate you so much!

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Anne L.
Dog Walking
5.0 out of 5 stars

Arianna was great! She was able to pop by our place on late notice when our original plans fell through. I can tell Brig adores her in the pics she sends!

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Vivian P.
Dog Walking
5.0 out of 5 stars

We had such a wonderful experience with Jennifer. She took amazing care of our dog and was so thoughtful and attentive the entire time. You can really tell how much she cares about the animals she works with. I especially appreciated all of the updates and pictures. they made us feel so relaxed and reassured knowing Pancakes was in such good hands. Our dog clearly loved her, and it meant so much to know she was being cared for by someone so kind and compassionate. We’re incredibly grateful and would absolutely recommend her to anyone looking for trustworthy, loving care for their pet!

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Micah H.
Dog Walking
5.0 out of 5 stars

Laura was great! She was able to take my dog for a walk last minute when my care plans fell through. Will book again, happily!

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Vivian P.
Dog Walking
5.0 out of 5 stars

Linzi is fabulous. We had a meet and greet before her first visit and all my pets instantly loved her. I just moved to the area and am very lucky to meet her thanks to this service.

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Deb L.
Dog Walking
5.0 out of 5 stars

Paula was great for my dog! Who is not easy to deal with and she made it look easy. Great communication.

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Nate Z.
Dog Walking
5.0 out of 5 stars

Great job!!! Making Penny so happy She is behaving so much better after these walks Please if it’s freezing don’t mind hanging out in house with her and throwing her toy but great job if it’s ever really cold feel free to just let her out to go bathroom then play inside or walk around inside the building Thank you!!!!!

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Joe C.
Dog Walking
5.0 out of 5 stars

Elizabeth was fantastic. She was great with our dog Gus. She even met up with us before the first walk for a quick meet and greet, so we could introduce her to our dog. We greatly appreciated her help on a very snowy couple of days in Boston. Will definitely be booking her again.

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Noël T.
Dog Walking
5.0 out of 5 stars

Thelma is great with our dog and is very easy to work with. She communicates well and is a big help! Highly recommend

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Peter S.
Dog Walking
5.0 out of 5 stars

Veronica was very communicative and sent tons of photos and videos of Leo during the walks. She was always on time and always kept me in the loop of how Leo was doing.

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Talia H.
Dog Walking
5.0 out of 5 stars

Awesome and attentive walker. Great feedback with anything that arises with george. So happy I found Jennifer!

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Samantha W.
Dog Walking
5.0 out of 5 stars

Katerine was fast to respond and very communicable throughout the process. She was great with our pup and went above and beyond to help us out in a pinch for a last minute walk / check in. I would definitely recommend!

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Katherine L.
Dog Walking
5.0 out of 5 stars

Autumn has been great. She always leaves such fun photos, comments, and videos. My dog truly seems to enjoy her company and gets some quality time out while I am away. Thank you for all the care, Autumn.

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Cody H.
Dog Walking
5.0 out of 5 stars

Ahmed was fantastic — friendly, on time, and great with Juli and Lucy. The dogs came back happy and tired! Will definitely call again when we need help. Thank you!

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Karishma & Nicholas P.
Dog Walking
5.0 out of 5 stars

Zeping has nothing other than awesome. Takes great care of my dog, clear communication, and flexible on short notice.

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Tyler M.
Dog Walking
5.0 out of 5 stars

Tiffany is so great. She was able to help me out last minute on a holiday weekend and even cleaned up a mess my boy made. So grateful for her!

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Olivia W.
Dog Walking
5.0 out of 5 stars

Kayla is wonderful, responsive, and took great care of our puppy. Would highly recommend her to anyone!

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Kelli O.
Dog Walking
5.0 out of 5 stars

Diana went above and beyond. She’s on time, reliable and lovely. Will definitely book her again in the future <3

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Margarita L.
Dog Walking
5.0 out of 5 stars

Gianna is the best dog sitter / walker. Always sends me updates & shows so much love to my pup. He’s always so excited to see her.

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brianna g.
Dog Walking
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How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per walk for dog walking in Winthrop is $24

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Winthrop 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 Winthrop 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 Winthrop 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 10,411 dog walkers in Winthrop. 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, 85% of Winthrop dog walkers respond in under an hour.

Dog walkers in Winthrop have an average of 14 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 Winthrop.

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 10,411 dog walkers in Winthrop on Rover, so you’re sure to find the perfect match for your dog! In Winthrop, 90% 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.