Dog Walking Middletown

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

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Over 12
pet parents in Middletown have booked dog walking

Middletown, 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: Vicky A.
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Vicky A.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 24 reviews
11 repeat clients
15 years of experience
Middletown, NY, 10940

About: I love dogs and would love to host your furry friend during your getaway. It's no trouble to give medication as needed (I can give pills without treats and I can give meds by dropper) and your pup would get at least 1/2 hour walking per day if they are up to it, on trails if you're ok with that. Please let me know beforehand if there are any exercise restrictions. I'll be happy to send pictures of your pup during their stay. I will house sit medium sized dogs and smaller. For boarding, my apartment is small and is better for dogs on the smaller side. I would board a dog 40lb or smaller, who is current on their shots and not sick at the time. Please feel free to ask if you have any special requirements for your dog that I haven't mentioned. I have plenty of time to play with pups and I can walk dogs during the day. If they stay with me, they will hang out while I work from home, and go on at least 2 walks for 20-30 minutes. I do daily pupdates, sending pictures so you can see what your furry baby is up to. If I house sit for you, I can watch a 2 medium/small sized dogs and/or cats. I will be mindful in your home and be a good guest. I can give pills or dropper medication to dogs if needed. If you board with me, pets are welcome on the furniture (because snuggles matter!). I live in a small apartment, best suited for chill or medium-energy pups—not zoomies. I am keeping the happiness and well-being of your pet in mind - we will play and walk 2-3 times per day.

Sitter Profile Image: Jennifer G.
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Jennifer G.
from
$35
per walk
5.0 out of 5 stars
• 50 reviews
19 repeat clients
5 years of experience
Middletown, NY, 10940

“Thank you!! Great job and fast communication.”

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Mariah O.
Sitter Profile Image: Sabrina S.
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Sabrina S.
from
$15
per walk
4 years of experience
Middletown, NY, 10940

About: I’ve taken care of all types of animals since I was 8. My passion for dogs will never stop growing. I have worked with dogs for 4 plus years now, from boarding, grooming and all around care. I treat and love every dog like my own. Use this link to get $20 off on your first booking! https://www.rover.com/sit/sabris67056 I’m currently in online school pursing my bachelors, so I have extra time on my hands. I will be in school for the next year. So why not do what I love, right? I have a very friendly dog who is very gentle with all dogs. If your pup stays with me they can be separated with no issue if you prefer. Or have a bestfriend to play with. I have my vet assistant certification to know if there are any abnormal issues or concerns with your pups. I also have 4 plus years of working in a dog boarding kennel so I worked with many breeds including large dog breeds.

Sitter Profile Image: Madison K.
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Madison K.
from
$25
per walk
5.0 out of 5 stars
• 11 reviews
2 repeat clients
15 years of experience
Goshen, NY, 10924

“Madison is great! Zola is always so excited to see her and makes walks fun! She always lets us know how things go and gets such cute pictures! Would highly recommend Madison!!”

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Jessica D.
Sitter Profile Image: Allison S.
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Allison S.
from
$35
per walk
5.0 out of 5 stars
• 25 reviews
4 repeat clients
8 years of experience
Middletown, NY, 10940

About: I have always had a love for animals and enjoy taking care of pets all shapes and sizes! Since I was young, I always loved taking care of friends/family animals or even volunteering at local animal shelters! I currently make my own schedule so I am very flexible with my availability! Any day of the week or even weekends work for me! I have one pup at home who is like my shadow! We take her everywhere we go, especially all our outdoor adventures! I am looking to do dog walking or drop in visits at this time.

Sitter Profile Image: Alexis B.
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Alexis B.
from
$30
per walk
5.0 out of 5 stars
• 72 reviews
32 repeat clients
15 years of experience
Slate Hill, NY, 10973

“Alexis was amazing! She came and took my dog out for a walk at the exact time and sent me the sweetest picture of him on his walk! She was super nice and easy to communicate with, I would recommend her to anyone and I would definitely book her again in a heart beat!”

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Destiny J.
Sitter Profile Image: Robbie O.
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Robbie O.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
30 years of experience
Campbell Hall, NY, 10916

“Super reliable and i can always trust her with my dogs”

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2fit2quit_ b.
Sitter Profile Image: Katarzyna R.
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Katarzyna R.
from
$45
per walk
4.9 out of 5 stars
• 70 reviews
15 repeat clients
24 years of experience
Bloomingburg, NY, 12721

About: I grew up with lots of animals in my house my whole entire life. Everything from birds, reptiles, fish to basic ones such as cats and dogs. In summer I was on farm with horses, cows, pigs, chickens and much more. I have been watching dogs for as long as I remember. Both in my house as well as other homes. I do rescues for a company that specializes in pit bulls. I love to spend time, play, teach and get to know the four legged friends. Life without cats, dogs and other furry animals would be really boring. It is an honor to be there to take care of your pet when you are in need. I'm happy to help with last minute emergencies.

Sitter Profile Image: Michelle C.
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Michelle C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 19 reviews
9 repeat clients
15 years of experience
Wurtsboro, NY, 12790

“So wonderful with my big guy- went the extra mile to send pictures, dry his coat from the rain and give kisses before she left him. Highly recommend!!!”

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Molly K.
Sitter Profile Image: David L.
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David L.
Star Sitter
from
$80
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Middletown, NY, 10940

About: 🎉 Use Promo Code: FAMDRD77423 for $40 OFF your first Rover booking! 🎉 (Valid for first-time Rover users only.) As a physician, I've dedicated my career to caring for others, and I bring that same compassion, patience, and attention to detail to every pet I care for. My medical background has taught me to stay calm under pressure, notice subtle changes, and provide thoughtful, attentive care. Whether your pet is energetic, shy, senior, or has special needs, I'll make sure they feel safe, comfortable, and loved while you're away. I've been caring for dogs since I was about 10 years old, starting by helping neighbors with their pets during vacations and busy schedules. Over the years, I've gained experience with dogs of all breeds, sizes, personalities, and energy levels. From playful puppies to gentle seniors, I tailor my care to each pet's unique needs. I also have experience training dogs using positive reinforcement, consistency, and patience. My goal is always to provide a fun, safe, and enriching experience while reinforcing good behaviors. Experience & Qualifications 👨‍⚕️ Physician with a calm, observant, and compassionate approach 🐾 Over 15 years of hands-on dog care experience 🎓 Experience with positive reinforcement training and basic obedience 🐶 Comfortable with puppies, adult dogs, and senior dogs Specialized Care 💊 Experienced with administering medications and following detailed care instructions 🦴 Comfortable caring for senior and special needs pets 💛 Patient with anxious, shy, or first-time boarding and sitting pets 🏡 Able to maintain your pet's normal routine to reduce stress Flexible Boarding Options 🌳 I offer flexible boarding options in my house or apartment, allowing me to match your pet with the environment where they’ll feel most comfortable. 🛋️ Quieter pets may enjoy a cozy apartment, while more energetic dogs can benefit from extra space to play and relax. 🎯 My goal is to provide the best experience based on your pet’s unique personality and needs. What You Can Expect ❤️ Every pet is treated like a member of my own family 🚶 Walks & playtime based on your dog's personality & energy level 📸 Frequent photo and video updates throughout every visit 📱 Prompt communication and dependable, detail-oriented care 🐾 A safe, loving & low stress environment where your pet can feel comfortable & happy I also have a trusted team of experienced caregivers who may occasionally assist with your pet’s care, providing extra flexibility and reliability. They may help with training, playtime, grooming, enrichment, or whatever else you may request while following the same commitment to safety, communication, and treating your pet like family. My Reliability Promise ✅ Your booking is my commitment. If an unexpected emergency or scheduling conflict prevents me from caring for your pet, I’ll help arrange a trusted replacement sitter so you’re never left scrambling at the last minute. 🐾 Your pet will continue receiving safe, reliable care from someone dependable. 💛 Your pet’s safety, comfort, and your peace of mind are always my top priorities. Whether your pet enjoys long walks, playtime, quiet companionship, or simply sticking to their normal routine, I'll provide the same level of care, kindness, and attention that I would want for my own dogs. I look forward to meeting you and your furry family! Pet care fits easily into my daily routine. I’m an early riser and make time every day for walks, play, and check-ins. My work schedule is flexible, allowing me to plan visits around each pet’s needs—whether it’s morning exercise, midday drop-ins, or evening companionship. Caring for animals is a relaxing and rewarding part of my week. I treat every home and pet with the same respect and care I give my own. I follow your instructions carefully, maintain a clean environment, and keep pets safe with close supervision indoors and secure leashes outdoors. I focus on helping pets feel comfortable and calm, especially when their families are away, so they always feel cared for and at ease.

Sitter Profile Image: Hali M.
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Hali M.
from
$30
per walk
5.0 out of 5 stars
• 12 reviews
3 repeat clients
25 years of experience
Thompson ridge, NY, 10985

About: Looking for a caring and dependable pet sitter while you're at work or on vacation? I offer up to four drop-in visits a day, making sure your pets stay safe, happy, and stress-free in the comfort of their home! With years of experience caring for pets of all kinds, I know how important it is to give each one the love and attention they deserve! Whether your cat needs a quick check-in while you're at work or your dog needs full-time care while you're away. I provide a variety of pet sitting services, including feeding, walks, playtime, and medication administration as needed. My flexible scheduling means we can create a plan that works perfectly for you and your pets. You'll receive daily updates with potty reports and photos of your pets. I’m also happy to water plants, take out the trash, check the mail, and bring in packages while you're away. I also have years of experience with horses and farm animals, including mucking stalls, turnout, feeding, and grooming. Contact for rates! I have many flexible scheduling options for short walks or check-ins while you're away at work, or long terms pet care while you're away on vacation. As a professional pet sitter, I understand that each pet has its own unique needs and personality. That's why I take the time to get to know each pet I care for in my client's home, so I can provide them with the best possible care. When I arrive at your home, I will first greet your pet and provide them with food and water, as well as any medications or supplements they require. I will also spend time playing with your pet, giving them plenty of attention and affection. During my visit, I will take your dog for a walk, giving them the exercise and fresh air they need to stay healthy and happy. If you have a cat, I will spend time playing with them and keeping their litter box clean. I will also make sure your home is safe and secure, checking that all doors and windows are locked and that your pet has access to any areas they need. Throughout my visit, I will keep you informed of your pet's well-being, sending you updates and photos so you can see how your furry friend is doing. Above all, I will treat your pet with the same care and attention that I would give to my own pets, ensuring they feel loved and well-cared for while you're away.

Sitter Profile Image: Diana H.
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Diana H.
from
$65
per walk
5.0 out of 5 stars
• 8 reviews
1 repeat client
18 years of experience
Middletown, NY, 10940

About: I’ve been a pet owner all of my life as well as caring for pets.I truly love animals and so do my kiddos! I’m a stay at home mom so I have all the time for you fur baby ! May fiancé works in law enforcement in NYC ( detective) your pup is safe with me ! I also have nanny cameras since I have toddlers ! Spoiler alert ! Your pup will be spoiled while in my care 🥰 I’m a stay at home mom so pet sitting works out well for my schedule and routine. Overall, the pets will be taken care of with the up most care and love! I love the interaction with all dogs and their cute personalities. I like to hear what the client would like in regards to care and how their normal routine goes in their homes. I like to help the client keep their pet on the schedule they’d normally have at home. Dogs will be walked on a leash at all times. I also use puppies wipes to clean up their paws/other areas after walking outside🙂.

Sitter Profile Image: Lizbeth S.
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Lizbeth S.
from
$30
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Westtown, NY, 10998

About: Hello! My name is Lizbeth. Pets have been a part of my life since I was young. And throughout those years my family and I have had and cared for several dogs and my own cat. I have experience from caring for puppies to senior dogs with disabilities. I love to spend time with them and look forward to meeting your pet family. Please don’t hesitate to reach out with the schedule you are seeking care for, I am flexible and will be more than happy to work with your schedule if that is something I can do. I currently have a part time job and l am available most mornings and early afternoons. My schedule varies week by week and is flexible, so please feel free to reach out! I am more than happy to adapt to what each client needs/prefers and what each pet is used to. My main goal is to help each family and pet that I work for to feel happy and comfortable.

Sitter Profile Image: Jake & Mischa C.
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Jake & Mischa C.
from
$25
per walk
5.0 out of 5 stars
• 90 reviews
33 repeat clients
18 years of experience
Wantage, NJ, 07461

“We had such a great experience with our Rover sitter! They took wonderful care of our dogs and kept us updated with pictures throughout their walk, which gave us so much peace of mind. It was clear our pups were happy, comfortable, and well cared for. We would absolutely book again and definitely recommend them to anyone looking for someone trustworthy and caring for their pets!”

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Madeline C.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$35
per walk
6 years of experience
Florida, NY, 10921

About: I have a college degree in Animal Science with a concentration in canine care and training. I previously worked for a boarding/daycare facility where I cared for many different dogs, from puppies to senior dogs. I have now started my own pet care business where I travel to my clients house.Dogs are my passion and I will love your pet like it is my own. I want to branch off from my current job and do my own thing. I would like to be be available as much as I can. Whether it be a quick check in, 2 hour run, or 1 week stay. I will treat every signal pet as my own. I will love and care for your animal as much as you do!

Sitter Profile Image: Chantal C.
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Chantal C.
Star Sitter
from
$30
per walk
4.9 out of 5 stars
• 40 reviews
17 repeat clients
15 years of experience
Harriman, NY, 10926

About: I've always been a dog owner since I was a young girl. I would watch/ walk my neighbors and family's dogs whenever they needed me to. I am thorough and patient especially when it comes to our furry friends. I currently work from home, so I have a flexible schedule that allows me to provide attentive care, regular walks, playtime, and companionship throughout the day. I live in a community with lots of sidewalks and have a small front and backyard. Your dog will get plenty of love, attention, and playtime while in my care.

Sitter Profile Image: Madelyn M.
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Madelyn M.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 49 reviews
18 repeat clients
15 years of experience
Montague, NJ, 07827

“Madelyn has been very communicative and supportive while working with Dio! I greatly appreciate her patience and kindness when working with Dio who is nervous around new people. I will definitely be working with her again!”

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Venicia S.
Sitter Profile Image: Patricia I.
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Patricia I.
from
$25
per walk
5.0 out of 5 stars
• 14 reviews
5 repeat clients
15 years of experience
Warwick, NY, 10990

About: I’ve taken care of animals ever since I was a teen. I would volunteer to care for pets all the time. I have taken care of all kinds of pets such as dogs, cats, bunnies, guinea pigs, salamander bearded dragon and chickens. Tell me what their needs are and I will make sure fur baby is well taken care of. It’s my responsibility to make sure that each fur baby is happy and safe. I know how important dogs are to our lives, so it's my duty to make sure that your fur baby gets to experience the same kind of love and care that they're used to at home. When taking on a new client, I typically like to schedule a meet-and-greet. It's a great way to make sure that we're all a good fit for one another, which is so important to me. It gives us the opportunity to chat face-to-face about your fur baby and your care expectations. No one knows your dog better than you do, so it's always great to chat with owners to learn more about your fur baby. I am available to care for your fur baby all day as my main focus is caring for fur babies! I work from my home part-time so I’m always available to provide love and attention to your fur baby. I have a large fenced in yard with plenty of room to play and 1 dog to keep your fur baby company. If needed, I have the ability to crate your fur baby.

Sitter Profile Image: Ryan D.
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Ryan D.
from
$25
per walk
10 years of experience
Warwick, NY, 10990

About: Hi! I’m Ryan, and I’m dedicated to giving your dog the best part of their day. Whether your pup needs a high-energy power walk to burn off excess steam or a steady, relaxed stroll around the neighborhood, I tailor every walk to fit your dog's age, energy level, and daily routine. I know how important peace of mind is when leaving your pet in someone else’s care. I pride myself on reliability, clear communication, and keeping your dog’s safety as my top priority. Every service comes with detailed updates, GPS route tracking, and plenty of photos so you know exactly how their walk went! I currently work full-time as a bartender and sales distributor for a brewery. I typically work thursday-sunday. With my days off, I spend most of my time being active whether that's working out, walking or hiking. Adding in some dogs to walk would fit in perfectly to my lifestyle and would be something i always look forward to! I have a fenced in yard in which the dogs can run freely. With a potential client's home, a fenced in yard or invisible fence would be ideal to assure the safety of the dogs.

Sitter Profile Image: Tammie B.
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Tammie B.
from
$25
per walk
5.0 out of 5 stars
• 38 reviews
18 repeat clients
25 years of experience
Newton, NJ, 07860

“My dog instantly loved her I was nervous as this was my first time and she kindly sent me pictures and texted me that everything was going well.”

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Ann B.
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The median cost per walk for dog walking in Middletown is $25

Dog parents share their Rover experiences - Middletown

1 / 1
5.0 out of 5 stars

Manuela has been great with Apollo. Very responsive and reliable. He certainly likes going on walks with her and I will continue to use her regularly.

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Amanda R.
Dog Walking
5.0 out of 5 stars

We felt very confident with Linda taking care of our dog. She came over prior to when we needed her to meet our go & get to know her. She was easy to reach when we had questions. A great 1st time Rover experience.

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Ken R.
Dog Walking
5.0 out of 5 stars

Yeni was awesome, she took a pretty last minute request to walk our sweet little Doggie and was nothing but professional and easy to communicate with. It was such a relief to know while we were out for an extended evening that Yeni had our pup taken care of, receiving a photo of Opal on her walk was such a nice touch.

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Rachael J.
Dog Walking
5.0 out of 5 stars

The best! So accommodating and easy to communicate with. And most importantly very good with my pup!

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Jeffrey W.
Dog Walking
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog walking

  1. 1. Search

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Sitters in Middletown average 3
repeat dog walking clients

FAQs for Dog Walking - Middletown

Frequently asked questions about Rover

The average cost of Dog Walking in Middletown is $19 per walk as of October 2026. Most bookings cost between $16 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 1,216 sitters on Rover offering Dog Walking across Middletown. 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 Middletown. 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 Middletown 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 Middletown. On Rover:

  • 90% of walkers can help with special care needs
  • 93% 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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