Dog Walking Winthrop

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

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Over 201
pet parents in Winthrop have booked dog walking

Winthrop, Find top rated dog walking

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
• 160 reviews
52 repeat clients
9 years of experience
Winthrop, MA, 02152

“Thank you for your time, Elizabeth! I appreciate the responsiveness while booking an appointment, as well as the check-ins during/after the appointment. Will certainly be booking with you again!”

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Katie B.
Sitter Profile Image: Melissa R.
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Melissa R.
Star Sitter
$32
total per walk
4.9 out of 5 stars
• 118 reviews
37 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: Jake M.
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Jake M.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 8 reviews
5 repeat clients
1 year of experience
Revere, MA, 02151

“Was able to take care of my dog at very short notice.”

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Lauren R.
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: Emily R.
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Emily R.
$29
total per walk
5.0 out of 5 stars
• 18 reviews
4 repeat clients
15 years of experience
Winthrop, MA, 02152

“Emily does a fantastic job with Thor. Great updates and photos. I know he is in good hands. We will being using her services often. I highly recommend. Great with large dogs.”

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Kelsie M.
Sitter Profile Image: Ingrid S.
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Ingrid S.
$28
total per walk
5.0 out of 5 stars
• 10 reviews
6 repeat clients
12 years of experience
East Boston, Boston, MA, 02128

“Thanks for your prompt response and help in a jam”

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Kate H.
Sitter Profile Image: Bianka C.
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Bianka C.
$20
total per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
East Boston, Boston, MA, 02128

“Muy buena persona, puntual y me tuvo actualizada con todos los paseos de Rudolph. Repetiremos seguro. Gracias Bianca😊”

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Victoria C.
Sitter Profile Image: Shaun C.
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Shaun C.
$34
total per walk
5.0 out of 5 stars
• 12 reviews
3 repeat clients
20 years of experience
Chelsea, MA, 02150

About: I’m the guy in a crowd your dog will want to meet. I grew up with dogs and want them to feel as comfortable with me as they are at home with you. I’m available most days and times, and with sufficient notice and proximity, can be flexible for your pet care needs. Overnight and boarding is negotiable. I live in a dog-friendly community with a park across the street. No other pets live in my home, so your fur baby will feel safe and secure. Your pet will get a playdate and exercise during our visit with me.

Sitter Profile Image: Thomas P.
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Thomas P.
$23
total per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
20 years of experience
Everett, MA, 02149

“Thomas is super communicative and caring too, specially when my dog needed a little convincing to go out!”

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Ellen A.
Sitter Profile Image: Macklyne J.
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Macklyne J.
$19
total per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
4 years of experience
Chelsea, MA, 02150

About: I’ve always loved spending time with animals and making sure they feel safe, happy, and cared for while their owners are away! I have experience cat-sitting and regularly caring for my roommate’s cat when she’s out of town. I enjoy playing with him, giving him plenty of cuddles and attention, and keeping him entertained—even turning on the TV so he can watch bugs jumping around! I’ve also helped walk and look after my neighbors’ dogs, spending time playing with them and keeping them company. Whether it’s going for a walk, having a little playtime, giving lots of affection, or simply hanging out together, I love making sure pets get the attention and companionship they need. I’m patient, attentive, and genuinely enjoy getting to know each pet’s personality and making them feel comfortable and loved. Hi my schedule is very flexible! I am able to make time to care for your pets anytime! I am also available on weekends. Please let me know what works best for you. I’d be happy to care for pets in their home by keeping their routine as consistent as possible. I can provide fresh food and water, playtime, walks, cuddles, and plenty of companionship. I’ll also make sure their space stays clean and comfortable and give them lots of love and attention while their owner is away.

Sitter Profile Image: Britney G.
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Britney G.
$34
total per walk
5.0 out of 5 stars
• 25 reviews
6 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

“We had an emergency and needed a last minute walk on a Saturday afternoon. Britney replied right away and was flexible and very communicative. She was great with our pups and I felt that I could trust her. One of our dogs has been reactive on the leash lately and she was confident it wouldn’t be a problem for her. Would totally recommend and have her again!”

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Katherine L.
Sitter Profile Image: Jess S.
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Jess S.
$17
total per walk
15 years of experience
Revere, MA, 02151

About: I’ve taken care of dogs since i was young. I currently have a 1 year old Aussie who i walk daily and love spending time with. i love all dogs and would love to meet your pups! I have my own transportation and will be able to stop by at any time! my schedule is very flexible and I will be able to work around your schedule! I can easily crate your dog if needed and have experience in giving medications. I am very good with dogs that are anxious or aggressive when around other dogs and will keep them out of situations that may be too much for them

Sitter Profile Image: Gianna L.
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Gianna L.
$34
total per walk
4.9 out of 5 stars
• 85 reviews
27 repeat clients
6 years of experience
Revere, MA, 02151

“They were extremely diligent and seemed to actually enjoy spending time with my dog. My dog was in such good hands, and I was able to fully relax while away. Highly recommend!!”

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Lena W.
Sitter Profile Image: Kristen T.
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Kristen T.
$34
total per walk
16 years of experience
Winthrop, MA, 02152

About: I have taken care of dogs and cats since I was 8 years old, our family pet for one, but also would walk and dog sit for the neighborhood dogs and cats while they were away! (: I work from home so I have a lot of flexibility for walking and dog/cat sitting. Let me know what your needs are and I am sure I can help get your needs met! I am able to accommodate varying circumstances. I can have your pet come to my place or vice versa, whatever works best. My building is dog and cat friendly so that is not an issue but I can also navigate to your home if that is more suitable.

Sitter Profile Image: Maya P.
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Maya P.
$16
total per walk
5.0 out of 5 stars
• 10 reviews
2 repeat clients
10 years of experience
Central, Boston, MA, 02114

About: I have extensive experience providing dedicated care for multiple pets at a time, and I am fully equipped to accommodate more than one pet per a stay for all services that I offer. Animals have always held a special place in my heart, and caring for them brings me genuine joy! Whether I am caring for my own pets or helping out neighbors, family, and friends, I’ve built a strong foundation of hands-on experience supporting dogs, cats, and puppies with all kinds of needs (i.e., older companions, anxious furry friends, and those who require special medical attention). You can count on me to treat your furry companions with the absolute best warmth, patience, and love! Please feel free to message me the details of your crew if you have a multi-pet household! My priority is to make sure that you and your furry friends are the happiest that they can be! I have a flexible schedule and plenty of time to fit daily walks and drop-ins seamlessly into my routine, giving your pets all the attention, playtime, and affection they deserve! Traveling via public transit, I am always punctual, dependable, and fully dedicated to keeping your pet's routine right on track. I’m available to house sit, walk, and provide care with at least a day’s notice, and I genuinely love caring for pets on longer-term stays where we can really settle into a comfortable routine together! When caring for your pets, safety and trust are my highest priorities, whether I'm dropping by for a visit, taking them out for a walk, or house sitting. I will always treat your home and space with the utmost care and respect. I make sure all doors are secured, routines are followed precisely, and your environment is kept neat. You'll receive regular updates, photos, and total peace of mind knowing your furry companions are in safe, loving hands!

Sitter Profile Image: Joshua R.
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Joshua R.
$17
total per walk
15 years of experience
Chelsea, MA, 02150

About: I’ve been an owner and cared for pets from a very young age. My first ‘jobs’ as a young kid were walking family members’ dogs and pet sitting for them. Since then I’ve loved doing this for friends and hoping to do more! I am looking to house sit and do drop-in care, but not currently looking to host pets in my space as I have 3 cats and my landlord does not allow dogs in the apartment. I'm currently working full time on a hybrid schedule. I go to the office 3 days a week and the other two days are spent at home when I am remote. On the weekends, my schedule is mostly flexible unless I have plans to attend to. I am a loving pet owner who is very attentive to my pets’ needs. I am happy to meet all of your pet care needs, as dictated by you. I am looking to house sit and do drop-in care, but not currently looking to host pets in my space as I have 3 cats and my landlord does not allow dogs in the apartment.

Sitter Profile Image: Naatika T.
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Naatika T.
$28
total per walk
6 years of experience
Boston, MA, 02128

About: My unique approach to pet sitting is centered around personalized care and a genuine passion for animals. Unlike other pet sitters, I prioritize building strong connections with both pets and their owners, ensuring open communication and peace of mind. My work consists of experience not only adept at handling various pet needs but also trained in specialized areas such as basic puppy training. I intend to go above and beyond to create a safe, nurturing environment that fosters happiness and well-being for your beloved furry companions. In my own routine, pet care holds a cherished place, intertwining seamlessly with my daily and weekly activities. Each morning begins with a loving embrace and a playful romp with my furry friend, setting a joyful tone for the day ahead. Throughout the week, dedicated time slots are carved out for walks, grooming sessions, and engaging playtime, ensuring my pet's physical and emotional needs are met. Whether it's a midday cuddle break or an evening stroll under the starlit sky, every moment spent together strengthens our bond and brings immeasurable joy to both of our lives. In both my home and my clients' homes, pet care revolves around creating a safe, comfortable, and enriching environment for our furry companions. This entails adhering to a structured routine tailored to the specific needs and preferences of each pet. For pets in my home, I ensure they have designated spaces for rest, play, and nourishment. Regular exercise, interactive play sessions, and mental stimulation are integrated into their daily schedule to promote physical health and mental well-being. When caring for pets in clients' homes, I prioritize maintaining a sense of familiarity and routine. I adhere closely to the owners' instructions regarding feeding schedules, exercise routines, and any special requirements or medications. Additionally, I provide companionship, affection, and personalized attention to alleviate any stress or anxiety the pet may experience in the absence of their owners. Overall, whether in my home or a client's home, my approach to pet care is rooted in empathy, responsibility, and a genuine love for animals, ensuring that every pet feels cherished, safe, and content under my care.

Sitter Profile Image: Haowen S.
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Haowen S.
Star Sitter
$29
total per walk
5.0 out of 5 stars
• 197 reviews
66 repeat clients
13 years of experience
Everett, MA, 02149

“Haowen has been an INCREDIBLE help! He was very thorough in our initial meet and greet to understand my dog and her needs, taking extra time to do commands and let her feel him out. My bulldog has taken to him right away, and he has been very patient as she adjusts to my work schedule. He is quick to respond, gives updates about every walk, and eases my mind about leaving my girl in his care while away. Haowen is very professional and kind and I am lucky to have him as my walker now on a weekly cadence !”

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Rachel L.
Sitter Profile Image: Bella V.
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Bella V.
$23
total per walk
1.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
South Boston, Boston, MA, 02127

About: I've cared for dogs for as long as I can remember! I have experience with both large and small dogs and even dogs who need some extra attention. I worked in a local dog store for a few years in high school so I have a few tricks up my sleeve! I can truly say I find joy in caring for and entertaining your pets when you can't be there for them! I’m currently in a career switch and looking to make some extra cash while I build my digital portfolio. Therefore, I am very flexible and can work with you to find a plan that fits for both of us! I am very respectful of owners in-house routines for their doggos. I like to make sure to follow feeding/walking schedules to ensure comfort for both owners and their furry friends.

Sitter Profile Image: Maddy A.
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Maddy A.
$28
total per walk
5.0 out of 5 stars
• 29 reviews
6 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

About: Hi! I’m Maddy! I’m so excited to host your dog! I’ve grown up with dogs all my life and I’ve been dogsitting for the past 5 years. I have extensive experience with puppies and senior dogs. I understand how important it is to find someone who is attentive to your dogs needs. Looking forward to taking care of your furbaby! Right now I’m entirely free so all the attention will be on your furbaby! I’m happy to take them on 4-5 walks per day depending on their routine I ensure we are following their typical routine and of course get some playtime schedule in. I absolutely adore animals and can’t wait to get to know them

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The median cost per walk for dog walking in Winthrop is $25

Dog parents share their Rover experiences - Winthrop

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5.0 out of 5 stars

Ngoc is a fantastic communicator and basically our favorite person. She is reliable and takes amazing care of my dog. I love the cute pictures from each walk!

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Christina D.
Dog Walking
5.0 out of 5 stars

Our dog loves Arianna! She’s incredibly accommodating and we appreciate her flexibility so much with our ever changing work schedules. He gets the zoomies when she comes by and brings her his favorite toys :)

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Vivian P.
Dog Walking
5.0 out of 5 stars

Jake is a really great dog walker! He is so communicative and kind and really cares about making sure my dog is able to get out and get some exercise without forcing her to do anything because she can be a bit nervous. She is such a fan of him and loves the days he comes over to take her out!

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Ali D.
Dog Walking
5.0 out of 5 stars

Gwyneth is great with Gremlin, our senior dog, and has been so flexible and communicative about scheduling. We really appreciate it.

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Kate H.
Dog Walking
5.0 out of 5 stars

When my flight was delayed, Mia came through last minute to help with multiple walks while I was away. She had great communication, took him on nice long walks, sent lots of photos, and even went the extra mile to clean his bowls during feeding. I really appreciated the extra care and felt great knowing he was in good hands!

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Melissa K.
Dog Walking
5.0 out of 5 stars

Skylar as always takes great care of my two pets. I appreciate her and don’t hesitate to recommend.

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Betsy R.
Dog Walking
5.0 out of 5 stars

Xianxin is reliable and easy to communicate with. Really appreciate her help and her willingness to be flexible. Maple loves to go on walks with her and she is a tremendous help while i'm on work trips. Thank you!

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April X.
Dog Walking
5.0 out of 5 stars

My dog is sweet but nervous about dog walkers and Jeffrey was able to get her out on a walk, hooray!

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Michelle M.
Dog Walking
5.0 out of 5 stars

Liz was so thoughtful and caring with Ivy! She read her signals very well and even spent extra time just sitting with her after her walk. She sent consistent updates and was responsive and understanding. I would definitely recommend her!

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Jenny R.
Dog Walking
5.0 out of 5 stars

Muy buena persona, puntual y me tuvo actualizada con todos los paseos de Rudolph. Repetiremos seguro. Gracias Bianca😊

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Victoria C.
Dog Walking
5.0 out of 5 stars

Jing was so thoughtful and communicative - she took great care of my dog on walks! I would recommend her and request her services again 😊

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Monica M.
Dog Walking
5.0 out of 5 stars

Nayeli was amazing! Super responsive, wonderful with my pup, and sent plenty of photos and updates that made me feel at ease. She helped me out last minute when I was in a bind, and I’m so grateful! Highly recommend!

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Melissa K.
Dog Walking
5.0 out of 5 stars

We had an emergency and needed a last minute walk on a Saturday afternoon. Britney replied right away and was flexible and very communicative. She was great with our pups and I felt that I could trust her. One of our dogs has been reactive on the leash lately and she was confident it wouldn’t be a problem for her. Would totally recommend and have her again!

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Katherine L.
Dog Walking
5.0 out of 5 stars

Emily does a fantastic job with Thor. Great updates and photos. I know he is in good hands. We will being using her services often. I highly recommend. Great with large dogs.

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Kelsie M.
Dog Walking
5.0 out of 5 stars

Tayla is a great communicator and very helpful in last minute bookings. Oreo had a wonderful walk with her

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Shantae Mcdonald
Dog Walking
5.0 out of 5 stars

Natalie was an excellent dog walker! She was able to accommodate our requests last minute and showed up on time. Would book her if you need a reliable dog walker!

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Jessica R.
Dog Walking
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

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

Isabela helped us out last minute and took my pup on a much needed long walk/sniff adventure to great effect - tired pup = happy pup!

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Shelagh M.
Dog Walking
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How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
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Popular requests for dog walking - Winthrop

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Sitters in Winthrop average 3
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FAQs for Dog Walking - Winthrop

Frequently asked questions about Rover

The average cost of Dog Walking in Winthrop is $22 per walk as of October 2026. Most bookings cost between $14 and $34 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 10,247 sitters on Rover offering Dog Walking across Winthrop. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Winthrop. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Winthrop after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the walk begins.

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 , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker 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 .

Yes, you can find walkers who have experience with handling special pet needs in Winthrop. On Rover:

  • 85% of walkers can help with special care needs
  • 89% can help with giving oral medications or injections
  • 96% 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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.

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