Dog Walking Winthrop

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

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Over 188
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
• 161 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: Jennifer B.
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Jennifer B.
$34
total per walk
5.0 out of 5 stars
• 226 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: Gwyneth Y.
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Gwyneth Y.
Star Sitter
$23
total per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

“Gwyneth was great! I had a super last-minute walking request and she was very responsive, reliable, and perfect for my dog Albie.”

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Grant B.
Sitter Profile Image: Rob S.
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Rob S.
$26
total per walk
5.0 out of 5 stars
• 38 reviews
9 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: 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: Ingrid S.
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Ingrid S.
$28
total per walk
5.0 out of 5 stars
• 12 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 amable y puntual, todo correcto! Muchas gracias :)”

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Laura Q.
Sitter Profile Image: Kristina D.
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Kristina D.
$25
total per walk
17 years of experience
East Boston, Boston, MA, 02128

About: I’ve grown up with dogs and have always been an animal lover! I’ve also watched dogs for friends and family over the years and really enjoy spending time with them. I’d love the opportunity to care for your pets, give them lots of attention, and make sure they’re happy and comfortable while you’re away! I work from home three days a week and have a very flexible schedule. I’m happy to work around your needs and find a schedule that works best for you and your pet! ☺️ I make sure pets feel comfortable and at home while they’re with me. I love giving them attention, playing with them, going on walks, and keeping them on their normal routine as much as possible. I’m happy to follow any specific feeding, walking, or care instructions you have. My goal is for your pet to feel safe, loved, and well cared for while you’re away!

Sitter Profile Image: Jennifer M.
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Jennifer M.
$32
total per walk
5.0 out of 5 stars
• 8 reviews
30 years of experience
Winthrop, MA, 02152

“Jen was great with our energetic boxer. She kindly accepted to do a meet-and-greet before the first walk, as we wanted to ensure it was a fit for both of them. Jen followed the instructions I had shared, and she is kind and communicative. We highly recommend Jen and will absolutely reach out to her again!”

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Cécile G.
Sitter Profile Image: Ngoc L.
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Ngoc L.
$32
total per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Revere, MA, 02151

“Ngoc consistently goes above and beyond to make sure Matilda is well cared for. She is reliable, a great communicator, and clearly has a lot of experience. This was my first Rover experience and I am so grateful to have found Ngoc and booked her on a regular basis!”

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Christina D.
Sitter Profile Image: Gonzalo Q.
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Gonzalo Q.
$28
total per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
2 years of experience
East Boston, East Boston, MA, 02128

“Gonzalo is so good with my Penny. Shes a difficult one, but he goes out of his way to avoid situations that cause her stress. He provides me with thorough updates on their walks. The first time he met her she loved him, which if youre a dog person you know, our dogs know who to trust and not. I highly recommend Gonzalo to take care of your fur babies!!! As a bonus he takes GREAT photos of my baby which i love seeing ❤️”

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Christie T.
Sitter Profile Image: Lisa V.
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Lisa V.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 32 reviews
9 repeat clients
15 years of experience
East Boston, Boston, MA, 02128

About: My pet care experience comes from having my own pets, caring for family and friends, volunteering, and working as a veterinary technician. I’ve cared for dogs and cats of all sizes and temperaments, including shy, anxious, young, and senior pets. I’m skilled in administering medications and vaccines, and I create a calm, safe, and loving environment, tailoring attention and activities to each pet’s individual needs so they feel happy and comfortable while you’re away. I work from home so I have flexible availability. Im available for multiple walks a day if needed or even pop up if you needed someone to check in on your fur baby. I have a friendly dog who will play with your pup or take naps for those who are passed the puppy stage. I can do light basic training

Sitter Profile Image: Deidre Q.
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Deidre Q.
$32
total per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
20 years of experience
Chelsea, MA, 02150

About: I have always had my own dogs and cats throughout my life. I now find myself without a pet and really miss my own pups! Also, I have been working with a Service Dog Trainer in order to train those hard-working dogs! It has been very rewarding, and I also would like to help you with anything that you need help with to allow your dog be the best dog they can be. I am currently working on my training certification full time but since my schedule is flexible, I can meet the time needs of your pet. I am working towards my Training Certification which has been really exciting for me. I will always walk your dog on his/her leash unless I am advised otherwise. I live near a few parks but also enjoy dog walking at the Beach. Dog socialization is important, but your pet's safety and happiness is paramount to me. I live alone so I can devote all of my attention to your pet

Sitter Profile Image: Emily H.
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Emily H.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 56 reviews
27 repeat clients
14 years of experience
Charlestown, Charlestown, MA, 02129

“Emily is reliable, consistent, and flexible. She provides thorough updates of her walks with pictures and feedback. I trust her 100% to care for my one year old Maltipoo, Milo. Highly recommended!”

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Amory W.
Sitter Profile Image: Susan U.
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Susan U.
$28
total per walk
5.0 out of 5 stars
• 3 reviews
3 repeat clients
10 years of experience
Everett, MA, 02149

“Amazing, very helpful and super friendly! Susan was available to help me in short notice and responded very quickly, she really helped me out when I was in a bind. She even sent me some awesome pictures of my dog while on walks with updates along the way! Extremely trustworthy, reliable, and dedicated to doing a great job! Highly recommend her for all of your pet needs!!”

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Kassidy K.
Sitter Profile Image: Maria A.
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Maria A.
$25
total per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
3 years of experience
Revere, MA, 02151

About: Ever since I can remember a dog has always been part of my life. Growing up, my parents fostered many dogs and cats before they were adopted so I have plenty of experience with all different breeds, ages and personalities. I love the outdoors and animals, so dog walking is a perfect match for me. We are a family of 3 ( including our 4 year old son) who loves animals and is also super gentle with them. My husband and I are both home from Friday to Sunday all day . Mondays to Thursdays we alternate as I work an afternoon shift and he works mornings. I have a fenced in yard, plenty of toys for dogs to play. I can provide a safe and comfortable crate for your pets to sleep .There are plenty of green spaces where I live to so your pet won’t be bored.

Sitter Profile Image: Julia L.
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Julia L.
$39
total per walk
5.0 out of 5 stars
• 12 reviews
5 repeat clients
5 years of experience
Chelsea, MA, 02150

“I highly recommend Julia to anyone looking for a reliable and caring dog sitter/walker! I can tell that she loves dogs and has a lot of experience with them. She was great with my dog Bobo and I would not hesitate to use her services again.”

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Alex P.
Sitter Profile Image: Shaun C.
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Shaun C.
$34
total per walk
5.0 out of 5 stars
• 13 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: Kristen G.
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Kristen G.
$39
total per walk
5.0 out of 5 stars
• 19 reviews
6 repeat clients
7 years of experience
East Boston, Boston, MA, 02128

“Kristen is amazing!!!! We did a little meet and greet before their first walk and I could tell she’s an animal person, my dog instantly loved her! She shows up on time, and brought Auggie on a nice long walk…. I would definitely trust her for walking or even dog sitting. 10/10 recommend Kristen for any of your doggy needs, I will be a weekly client ?❤️”

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Lex W.
Sitter Profile Image: Fahad S.
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Fahad S.
Star Sitter
$29
total per walk
5.0 out of 5 stars
• 221 reviews
59 repeat clients
14 years of experience
Malden, MA, 02148

“We booked Fahad for a week of twice-a-day dog walks. Fahad did a great job with our Chihuahua mix. He was trustworthy, he paid careful attention to our requests and instructions, he communicated clearly and regularly, and he was really great with the pup. We will definitely book him again when we need a dog walker.”

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

Dog parents share their Rover experiences - Winthrop

1 / 1
5.0 out of 5 stars

Alyssa is great! She is kind and gentle with my dog, Kiyo. She was very communicative and easy to work with. I’m excited to have a reliable person on hand for my pup in the future.

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Danica W.
Dog Walking
5.0 out of 5 stars

My dog loves Gwyneth! Shes been great with last minute bookings. Will definitely book her regularly :)

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Vivian P.
Dog Walking
5.0 out of 5 stars

Melissa was friendly, professional, and asked great questions to make sure she fully understood our dog’s needs.

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Nicole M.
Dog Walking
5.0 out of 5 stars

⭐⭐⭐⭐⭐ Rob was absolutely fantastic! We booked him last minute for a week of daily walks while I recovered from surgery, and I couldn’t have asked for a better experience. He was punctual, friendly, reliable, and handled our very active Mini Aussie (who also struggles with separation anxiety) perfectly. It gave me such peace of mind knowing our pup was in such good hands while I recovered. We’re so grateful to have found Rob and would highly recommend him to anyone looking for a caring, dependable dog walker. We’ll definitely be booking him again! 🐾❤️

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Karen F.
Dog Walking
5.0 out of 5 stars

Jake was so patient with our 6 month old shelter puppy and communicated constantly with us. This was our first time having a dog walker and we couldn’t ask for anyone to have been better with our newest family member.

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Nathaniel & Alyn B.
Dog Walking
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

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

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
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Winthrop

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Sitters in Winthrop average 3
repeat dog walking clients

FAQs for Dog Walking - Winthrop

Frequently asked questions about Rover

The average cost of Dog Walking in Winthrop is $22 per walk as of November 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 November 2026, there are 10,140 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 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 a map of the walking route, 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 Rover Guarantee, 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 Rover's Trust & Safety page.

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

  • 84% of walkers can help with special care needs
  • 89% 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.

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 Meet & Greet.

walkers on Rover set their own cancellation policy, 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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