Dog Walking Woodstock

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Woodstock, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Rachel S.
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Rachel S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 71 reviews
33 repeat clients
20 years of experience
Putnam, CT, 06260

“Rachel is so great! Very reliable and is great with my dog! I have had her come a few times now and will use her again in the future.”

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Micah B.
Sitter Profile Image: Katie C.
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Katie C.
from
$24
per walk
5.0 out of 5 stars
• 86 reviews
19 repeat clients
20 years of experience
North Grosvenordale, CT, 06255

“It was too wet/rainy outside to walk Gidget, but I kept the appointment time anyway. I wanted to start once a week walks for Gidget to get used to seeing Katie around before house sitting for us. Hubby said that she took the time to get to know her and vice versa. Very pleased with Katie.”

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Karen C.
Sitter Profile Image: Kala F.
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Kala F.
from
$30
per walk
5.0 out of 5 stars
• 57 reviews
14 repeat clients
20 years of experience
Pomfret Center, CT, 06259

“I was particularly apprehensive about choosing a dog walker for my rescue dog. Molly is high anxiety, a result of her abusive history. I’d used the same dog-walker for three years, since first adopting Molly. She was a college student whose class schedule ultimately clashed with her dog-walking schedule, leaving me to find someone new. I interviewed several candidates, ultimately choosing Kala because she clearly showed an understanding of how best to interact with anxious rescue animals. Molly took to her quickly, so I’d say that Molly chose Kala! Kala has been great! She’s kind, patient, and understanding with Molly’s quirks. Molly seems to really love her, which obviously makes it easier for me when I have to be away from her. I would highly recommend Kala, particularly for those with very sensitive animals. I can’t say enough good things about her.”

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Amanda F.
Sitter Profile Image: Sara C.
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Sara C.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
13 years of experience
Brooklyn, CT, 06234

About: I have taken care of family/friends dogs for over 13 years. I have done drop in visits, over night stays and just dog walking. I have worked with all different breeds, sizes and ages! I have experience with puppies, senior pets, and dogs with different energy levels and temperaments. Whether that means reinforcing house-training and basic commands with a puppy, administering medications to a senior pet, or simply providing plenty of exercise and companionship, I tailor my care to each animal's needs. I love taking pictures of our furry friends so ill always be sure to keep you updated when im with them! I'm currently working full time but I can always do drop in visits and dog walking after work hours during the week and on weekends my availability is pretty much wide open on Saturdays and Sundays (typically when I take my own pet for adventures so if you have a busy dog who loves walks/hiking im your girl) We have an open yard, our own pup is well trained on her boundaries however for any pets not my own they stay on a 20 foot long line and walked around the property. Inside they are free to roam the house, however if needed crates are available for use. If ever unattended dogs will always be in a crate for their safety.

Sitter Profile Image: Ellah T.
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Ellah T.
from
$20
per walk
4 years of experience
Thompson, CT, 06277

About: I’ve take. care of dogs since i was about 10. It hasn’t been professional until about 4 years ago. I belive every dog/animals deserves the right to fair care and love even if they can’t speak! I currently work part time at a dog and cat boarding place. I take my job very seriously to ensure that the pets are happy! I am willing to commute to you and work with you how ever you need! if you want your dog taken out i will happily take them wherever you’d like!

Sitter Profile Image: Ermelinda D.
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Ermelinda D.
from
$15
per walk
4.8 out of 5 stars
• 6 reviews
5 repeat clients
22 years of experience
Ashford, CT, 06278

“Ermelinda is truly amazing. Our skittish dog warmed up to her after the very first walk. The care instructions for our dog, Bella, was a laundry list and Ermelinda followed them to the letter. Your dogs will be in great hands with her. I highly recommend her services!”

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Rafaella S.
Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
20 years of experience
Sturbridge, MA, 01566

About: I've been caring for animals since I was in elementary school, starting with my own pets and eventually helping care for the pets of family members, friends, neighbors, and coworkers. Animals have always been a big part of my life, and I truly enjoy spending time with them and building loving friendships with each one. Whether it's going for long walks, playtime, feeding, administering basic care, or simply providing companionship, I make sure every pet feels safe, comfortable, and loved while you're away. I'm also a proud cat owner, and caring for my own cat has given me firsthand experience in providing attentive, daily care and understanding the importance of patience, consistency, and affection. I genuinely love all animals and treat every pet as if they were my own. My goal is to provide dependable, loving care and give you peace of mind knowing your furry family member is happy, safe, and well cared for. I have full time employment as a classroom teacher so I can be with your pets before and after work as well as the weekends! When caring for pets in my home or a client’s home, my priority is always making them feel safe, comfortable, and loved while keeping their normal routine as consistent as possible. In a client’s home, I follow all instructions closely, including feeding schedules, walks, playtime, and any special care needs. I make sure pets receive plenty of attention, affection, and companionship so they feel relaxed and cared for while their owners are away. I also keep their space clean, fresh, and stress-free, and I always provide updates with messages and photos so you can have peace of mind. For dogs, I enjoy going on long, engaging walks and making sure they get both exercise and enrichment. For cats, I focus on gentle care, play, and respecting their comfort level—whether that means interactive play or quiet companionship.

Sitter Profile Image: Jeffrey B.
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Jeffrey B.
from
$17
per walk
5.0 out of 5 stars
• 6 reviews
30 years of experience
Webster, MA, 01570

About: I decided to try letting a husky pull me on roller blades 27 years ago, and a bond was created that I am convinced was the greatest thing ever. I became an aspiring writer and began researching dogs, playing with them and loving them all the same. I understood that some people just had that dog thing, but I wanted to know why. Still working on my writing, and still researching, I started roller blading around Webster lake with a rescue puppy this past year. I remembered the incredible joys that a dog would have discovering the freedom, and it's really incredible. I don't claim to be a dog whisperer, but I have learned from studying dog behaviors and personalities. Honey has been incredible this season. Some dogs would rather just sniff, and it's arguably the most incredible of dog traits. Sometimes finding the space to run can be a challenge, but even just on a walk, it's all about giving them the chance to choose when you can. I have been an educator as a substitute and a paraprofessional, and enjoyed 20 years with a number of schools and institutions. Coaching tennis, track, and rock climbing, I love giving new experiences. As director for an adventure camp or as recreation games coordinator, I was able to incorporate a team into all the fun. Relying on the service industry for work, I have developed my communication skills in many fields. 3 years working for the May Institute with adults with severe disabilities gained me a humility not found elsewhere. In the Healthcare industry I found incredible individuals who just fit their calling, and you were better for being around them. The last 2 years I have traveled the state as a licensed pest technician solving homeowner problems, and keeping people safe. I enjoyed being a source of information, and health, and was careful to appreciate coming into someone's home and life. I'm currently planning on returning to school to attain my message therapy certification and utilize my background in health. It's a good plan with modification, and I am hopeful that Amazon flexibility will help. I'm the kind of person who starts with a smile, and believes that kindness is always an option. I understand that taking care of your animals and home is a sacred thing, and I will remain transparent and available. I'm currently working for Amazon, Sunday through Wednesday, and have Thursday, Friday, and Saturday completely free for services. Additionally I can be available for any other days with proper notice, due to Amazon's flexibility with their scheduling. Our yard is fenced in, and our two rescue dogs enjoy their space very much playing and running around. Our 16 year old cat enjoys being an inside/outside cat very much, and has adapted to our precocious new additions. Our back door is opened frequently.

Sitter Profile Image: Sara H.
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Sara H.
from
$10
per walk
5.0 out of 5 stars
• 1 review
3 years of experience
Southbridge, MA, 01550

About: I have taken care of several medium sized breeds for the past three years including labs, poodles, and beagles. I have also cared for smaller breeds like chihuahuas and Shih Tzus, as well as puppies and senior dogs. I work part time for a maximum of five hours a day so I am available to provide dogs with attention and care at home the rest of the time. :) I work part time for a maximum of five hours a day, when I am outside of work I spend most of time home. During the time I am at home I’m able to adjust your pets care according to your preference. I live in an apartment and have a small male chihuahua who gets along great with other dogs. I don’t have a restrictive environment and will happily allow your dog to rest on the couches and beds, and roam around the apartment. I don’t have a fenced yard but I can walk and take your dog potty on a leash.

Sitter Profile Image: Jenna H.
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Jenna H.
from
$17
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
15 years of experience
Oxford, MA, 01540

About: Hi, I’ve owned all types of animals my entire life like dogs, cats, bunnies and birds. I currently work at a pet resort, where I look after pets every day, making sure they’re happy, healthy, and loved. Whether it’s playtime, cuddle time, or feeding time. I treat every animal like my own. I’m also well trained in giving medications or any type of special care! I know how important your pets are, and I’m here to give them the same care and attention I’d want for my own. I currently work at a pet resort where I work all types of hours, from Tuesday-Saturday. I can work anywhere from 6AM-6PM but I’m very flexible with fitting you and your pups into my schedule! Since I have so much experience with animals, I’m okay with helping out with almost anything you need for your pets! Whether it’s cleaning, potty breaks, playing, feeding, medications. I’d love to just spend some time with your pet and be their friend! I do not take pets to my home as I have reactive animals, but I’m always okay with commuting to yours!

Sitter Profile Image: Cailey B.
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Cailey B.
from
$35
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
12 years of experience
Chaplin, CT, 06235

About: I've had dogs since I was 10 and participated with their health care growing up and decided I wanted to be in the veterinary field from that point. I started pet sitting for a farm in 2017-2021. I went to school to be a veterinary assistant in 2020. I later got a job at a vet clinic in 2021 and started pet sitting for clients there on the side. I've had 4 years experience with observing animal behavior and know what to look for when a pet is feeling ill, restraint, nail trims, administering medications, injections, and treatments. I also worked for a summer at a dog boarding facility and have experience with observing play behaviors to prevent fights from breaking out in groups. I just recently quit my full-time veterinary assistant job in October 2025, due to workplace drama and still have some regular pet sitting clients from the vet clinic, but thought I'd give this a shot to widen my clientele. If you like my services, I encourage you to contact me outside of Rover! I can only take on other dog friendly dogs in my house because I have 2 myself. I'm willing to go to your house for visits if they're not dog friendly. I have an unfenced yard, so any dogs staying with me will go outside on a leash. Dogs must be crate trianed to stay at my house. My dogs stay out when I go on errands or out for the evening, but get locked up at night.

Sitter Profile Image: Catherine B.
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Catherine B.
from
$10
per walk
5.0 out of 5 stars
• 16 reviews
4 repeat clients
20 years of experience
Webster, MA, 01570

About: I have had the pleasure of taking care of animals my whole life. My experience is with dogs of all ages, cats, and other small animals. I am experienced in giving special care (medication, etc.) and would love to care for your fur babies! I treat each Rover client as if they were my own. I have had a yellow lab for 16 years, a black lab for 13 years, and currently have two cats of my own. I currently work from home most days, with weekends off. My schedule allows me to fit pet care in very easily. I look forward to working with you! I ensure my pets have all they need and more, including new toys and items that keep them engaged. It is important for pets to have a clean safe space, always! I believe in giving pets the same quality of life as humans

Sitter Profile Image: Haley L.
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Haley L.
from
$30
per walk
4 years of experience
Webster, MA, 01570

About: I have been drawn to the world of animals since I was a young girl. I've always been the type of person to move a spider back outside. That's why I'm a perfect fit for you and your fuzzy family! Not only will you receive reliable, trustworthy care for your pets, but you also get the comfort of routine, consistency and dependability. I have 4 years of experience working with dog and cats of any size and kind. It is truly my passion as animals have guided me to becoming who I am today. If you're looking for help with a strict medication schedule, potty breaks, dietary restrictions, allergens then I'm your gal! I am very thorough with any care I provide through communication and observing any odd/new behaviors. I have experience with dog walking, pet sitting, drop-in's and group hiking activities. I am currently working towards becoming a professional dog trainer and obtaining my Pet CPR certification. I believe having a strong relationship with the pets I care for is incredibly important. I am currently working part-time. I am going to school for my Professional Dog Training certificate. My goal is to eventually use word of mouth and networking skills to be able to care for animals full-time until my classes are done. I have 2 cats and a dog as well as 2 young boys. I have 2 cats and a dog of my own. Shes very outgoing, bubbly and has the best friendly personality. I can bring her with me for socialization, or if you have a solo preferred pup she can stay home! We are very active, always going on hikes or walks around the neighborhood.

Sitter Profile Image: Lindsay A.
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Lindsay A.
from
$38
per walk
5.0 out of 5 stars
• 200 reviews
56 repeat clients
2 years of experience
Sutton, MA, 01590

“From day one she respected the fact my dog just needed a minute to warm up to her. She’s a very respectful and awesome dog person! My pup Tony absolutely loved and looked forward to his time with her. Would recommend her to everyone and anyone! Was blessed!”

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Tavaughn G.
Sitter Profile Image: Tyler M.
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Tyler M.
from
$30
per walk
5.0 out of 5 stars
• 2 reviews
15 years of experience
Burrillville, RI, 02859

About: I have had many pets throughout my life I have been in charge of care for, including 4 dogs as well as a cat! I love making furry friends and can’t wait to meet yours! I am currently on summer break from school, so I am flexible to work with your schedule! Please reach out and we can work together on what’s best for your pet. I am ready to ensure your furry friends are safe while in my care! With a dog and cat at home, I am familiar with day to day pet care and safety.

Sitter Profile Image: Nicole A.
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Nicole A.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 24 reviews
12 repeat clients
9 years of experience
Upton, MA, 01568

“Nicole was great and exceeded my expectations. She came over to meet our dogs before we left on vacation and they instantly liked her. While on vacation she sent videos and pictures after every walk and was ALWAYS on time. She made my vacation worry free and I can’t thank her enough!”

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Laura M.
Sitter Profile Image: Clara M.
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Clara M.
from
$23
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
plainfield, CT, 06374

About: Hi, I’m Clara! Animals have been a central part of my life for as long as I can remember. I’ve worked with pets of all ages, sizes, and temperaments—from tiny parrots to towering horses—and I’m confident handling everything in between. I have experience with: • Puppies and young dogs (training, socialization, and lots of patience!) • Caring for a dog with frequent seizures and special health needs • Working at a large dog rescue in Mexico, rehabilitating street dogs with behavioral and medical issues of all sizes • Administering oral medications and following detailed care instructions • Senior pet care with extra attention and gentleness (my dog is epileptic so I know how to administer all seizure meds and the full protocol) • Basic training and reinforcing good behavior • Horse care from years of working in barns (feeding, grooming, handling) • Volunteering for a year at a parrot rescue, learning about specialized bird care I’m active and outdoorsy, so I love taking energetic dogs for runs, hikes, or long walks—but I’m just as happy giving older or calmer pets plenty of snuggles. Safety, compassion, and keeping your pets happy are my top priorities, and I’ll always send plenty of photo updates while you’re away. I’m currently completely open and very flexible with scheduling. I’m not working another job right now, so I can adjust to your pet’s exact needs—whether that’s early mornings, late nights, or last-minute bookings. Your pet’s safety and comfort always come first. In my home, pets must be friendly with other dogs, as I have my own, and everyone’s well-being is a top priority. We have a fully fenced yard for safe play and fresh air, and I love going on regular walks to keep pets happy and healthy. I’m very routine-oriented, so I’ll follow your pet’s feeding, exercise, and care schedule exactly as you request—whether in my home or yours. I make sure each animal feels secure, loved, and stress-free, with plenty of supervision, enrichment, and affection.

Sitter Profile Image: Heather F.
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Heather F.
from
$60
per walk
15 years of experience
Wales, MA, 01081

About: With 15+ years of experience as a certified veterinary technician and personal pets, I am an ideal candidate to care for your pets. At home, I’ve had dogs, cats, birds, and horses for my entire life. Over the last three years, I’ve cared for three senior dogs who required an array of medications. My 15 years experience as a veterinary technician has helped me to develop an eye for detail when it comes to your pets needs and health. Currently, I am taking a break from veterinary medicine. I would like to begin my own dog walking/daycare/pet and house sitting business in order to support my family. This will become a full-time job for me with an open schedule at this point. Dog walking and check in’s (to potty and play) will be Monday to Saturday 7am to 7pm. As I cultivate a client base and access the needs of those clients, my hours will develop to accommodate those needs. At my house, we have a fenced in yard that is approximately half an acre. The fence is 7 feet high in all places. There is a kiddie pool and digging area. Inside is an open concept to roam. Currently, all of my dogs are very friendly couch potatoes. If needed, they could be separated (into their favorite spot, my bedroom!) to accommodate your pets needs. As for walking, I will adhere to all rules provided by you, the owner. I’m open to walking neighborhoods or taking your dogs out on the local trails. I will work side by side on manners and behavior with the owners.

Sitter Profile Image: Marta H.
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Marta H.
from
$40
per walk
5.0 out of 5 stars
• 1 review
10 years of experience
Oxford, MA, 01540

About: I've had a dog since I was 3 and 2 cats so I'm super familiar with pet care. I've been pet sitting for friends and family for years now for all different kinds of pets. From dogs like German shepherds, golden doodles, and pomeranian, to all sorts of cats and even hamsters. I volunteer at a cat shelter so I'm familiar with pets that need special care and attention. I do have class between around 8-12 most weekdays but anytime before or after I am free to help you whenever you need it. I go to school nearby so its usually not a problem at all. I love pets and I try to be super flexible to fit your needs. I could potentially help out inbetween classes as well depending on the day. I always take care of everyone exactly as parents want them to be taken care of. I try to treat them as my own and be patient and loving.

Sitter Profile Image: Laura L.
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Laura L.
from
$36
per walk
4.7 out of 5 stars
• 14 reviews
1 repeat client
20 years of experience
Worcester, MA, 01604

About: I started caring for my families pets when I was 6 years old. My neighbors were dog grooming from home, with the occasional cat grooming, so I got to get to know a lot of different things about individual breeds. My husband Evan knows how to train dogs and cats to do just about anything. He is also fluent in asl, a musician, and an artist. I love to give pets my full attention and care because it is relaxing to me. I know a lot of veterinarian technicians as well from my time in trade school. I live near Green Hill Park which is a great place to go for a stroll when the weather is nice. I know what pets are asking for and what to do if anything comes up so if you need special care for your pet they will be safe with me. I am currently available weekends and week nights. If my schedules changes I will update my profile with time off in advanced so that there are no miscommunications or cancellations. I can spend time with your pet playing in the yard or home. I walk pets as frequently as their schedule requires. Every pet has unique care needs. I love to care for pets and give them my full attention. Younger pets are full of energy and love to play so I do my best to get all their energy out so they sleep well and stay healthy. I am able to give pets medication or put them in diapers if required by the owner.

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The median cost per walk for dog walking in Woodstock is $22

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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Woodstock

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Sitters in Woodstock average 3
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FAQs for Dog Walking - Woodstock

Frequently asked questions about Rover

As of October 2026, there are 2,540 sitters on Rover offering Dog Walking across Woodstock. 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 Woodstock. 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 Woodstock 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 Woodstock. On Rover:

  • 90% of walkers can help with special care needs
  • 94% 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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