Dog Walking Middlefield

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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: Karlena G.
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Karlena G.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 96 reviews
24 repeat clients
15 years of experience
Middletown, CT, 06416

“Karlena is absolutely wonderful. She is communicative, reliable, and always willing to do the best for our dogs. I can't recommend her more!!”

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Meg K.
Sitter Profile Image: Briona Z.
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Briona Z.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
• 27 reviews
13 repeat clients
15 years of experience
Middletown, CT, 06457

“Briona is fantastic! She has been a huge help with walking my dog Charlie. She is genuine, reliable, and communicates well. It's comforting to know Charlie is in great hands during his daily walks.”

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Adam M.
Sitter Profile Image: McKenzie A.
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McKenzie A.
from
$19
per walk
5.0 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Guilford, CT, 06437

“She has been so patient and sweet with our pup. He is a nervous little guy and McKenzie has been incredible with him. We highly recommend her!”

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Cashmere C.
Sitter Profile Image: Christine V.
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Christine V.
Star Sitter
from
$30
per walk
4.9 out of 5 stars
• 227 reviews
91 repeat clients
15 years of experience
Middlefield, CT, 06455

“Thank you Christine for having the patience and putting in the effort it takes to get Puzzle to warm up to a person. He has a tough personality and I appreciate your understanding of that. Again, thank you for doing such a great job with him. Looking forward to the coming weeks!”

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Jarett W.
Sitter Profile Image: Lauren G.
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Lauren G.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
• 3 reviews
3 repeat clients
28 years of experience
Berlin, CT, 06037

About: I have had dogs for 20 years. I have had 3 smaller dogs in the past (14-25 pounds). 2 were pug/beagle mixes and 1 was a Boston terrier/beagle mix. I currently have a bigger dog (83 pounds) who is a German Shepard/Australian Shepard/Rottweiler mix. I also had a cat growing up for 8 years. I love to spend time with animals going on walks, playing with them and making sure they are well taken care of. I have experience with puppies, adolescent and senior dogs. I can’t wait to meet your pet and be there to help whenever you need! I’m currently a stay at home mom and am at home most days. I have 2 school aged children and I have flexibility and availability in my daily schedule. I am open to helping out with any and all needs for your pet. I can come to your home and care for your pet based on what you specify your pet needs and your preference's. I am willing to do dog walking, playing with dogs or cats, and the general needs such as feeding and ensuring they have clean, fresh water. I will take care of your pet with the same love I show my own pet.

Sitter Profile Image: Ebony C.
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Ebony C.
from
$18
per walk
5.0 out of 5 stars
• 33 reviews
7 repeat clients
3 years of experience
MIDDLETOWN, CT, 06457

“Best snuggle buddy”

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Melissa O.
Sitter Profile Image: Josh A.
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Josh A.
from
$20
per walk
5.0 out of 5 stars
• 225 reviews
60 repeat clients
15 years of experience
Cromwell, CT, 06416

“Josh is amazing. i have used him twice when we went out of town and both times he went above and beyond when caring for my dogs and also took time to say hello to both cats. i would highly recommend using josh”

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Marin S.
Sitter Profile Image: Douglas G.
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Douglas G.
from
$17
per walk
5.0 out of 5 stars
• 2 reviews
3 repeat clients
6 years of experience
Cromwell, CT, 06416

About: Hi! My name is Douglas, Doug for short. Currently a proud papa to a golden lab named Sunny, and a grey longhair cat named Remy. My best friend is a pug/chihuahua mix named Taz. I also had an old man chihuahua named Finn, and I’ll forever miss him. I feel like I speak dog, I know how to tailor my personality to meet the needs of any dog. Cliche to say but I am better with animals than with people. I am responsible, gentle, caring, and a big rule follower. I have pretty open availability throughout the week so I have lots of time to hang out with your dogs! Let me know what you need and I should be able to make it work! I have experience with crate training my dog so I am comfortable playing with your dog in the house or yard, and switching them to their crate if needed.

Sitter Profile Image: Caroline C.
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Caroline C.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
• 16 reviews
2 repeat clients
3 years of experience
Middletown, CT, 06459

“Caroline is truly amazing! And so good with big dogs. Tripp is always SO EXCITED to see her. I had a family emergency arise and she stepped in with care and attentive communication, allowing me to tend to my family without worrying for my dog. I highly recommend Caroline for your dog needs”

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Victoria A.
Sitter Profile Image: Christopher N.
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Christopher N.
from
$17
per walk
5.0 out of 5 stars
• 4 reviews
10 years of experience
Middletown, CT, 06457

About: I’ve lived with dogs and cats my whole life! I grew up with a senior dog and cats in their late teens, and then got puppies and kittens that I’ve taken care of for over a decade. I’ve watched pets for friends and family, and while I’m new to professional pet care, I’ll treat yours with the same care I’d treat mine. I can fit pet care into virtually any time of most days. I’m a college student home for the summer, so I’m not very busy! I’m very gentle with my pets, and I like to treat them like a friend rather than another type of entity. I respect their boundaries and comfort, and like to see what would be best for them in any given moment. I’m always respectful of other people’s homes, always respect house rules, and am super careful of others’ property.

Sitter Profile Image: Nes D.
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Nes D.
from
$28
per walk
4.8 out of 5 stars
• 93 reviews
40 repeat clients
10 years of experience
Cromwell, CT, 06416

“I can't recommend Nes enough! She's reliable, and has excellent communication; she has timely responses and provided great updates which made me feel completely at ease leaving my pup in her care. It's clear how much she cares for animals, and I could tell Percy was well taken care of. Knowing she's someone I can trust makes all the difference. If you're looking for wonderful rover look no further!”

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Autumn H.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$30
per walk
5.0 out of 5 stars
• 29 reviews
4 repeat clients
10 years of experience
Wallingford, CT, 06492

“Very professional and responsive and extremely understanding to all a new puppy owners questions!”

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Michael D.
Sitter Profile Image: Justin H.
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Justin H.
from
$22
per walk
5.0 out of 5 stars
• 4 reviews
10 years of experience
Meriden, CT, 06450

“Justin was prompt and gave loving care to my dog. He shared pictures of every walk. I would absolutely use his services again.”

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Patricia M.
Sitter Profile Image: Millie S.
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Millie S.
from
$20
per walk
1 year of experience
Wallingford, CT, 06492

About: I’ve always loved animals and currently care for my own Yorkshire Terrier puppy, Molly. Being a pet owner has taught me the importance of patience, consistency, and paying close attention to a dog’s needs. As a college student and part-time employee, I am responsible, dependable, and committed to making every walk safe, fun, and enjoyable. I will treat your dog with the same love and care I give my own I’m currently a part-time employee and a college student, which gives me flexibility to provide reliable pet care. I’m available for dog walks during my free time, including evenings, weekends, and many weekdays. I always make sure each pet receives plenty of attention, exercise, and care during every visit. Your dog’s safety is my top priority. I always keep dogs securely leashed during walks, follow each owner’s instructions carefully, and provide fresh water if needed. I pay close attention to each dog’s behavior and avoid unsafe situations. I treat every pet with patience, kindness, and the same care I give my own dog.

Sitter Profile Image: Melinda R.
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Melinda R.
from
$22
per walk
5.0 out of 5 stars
• 144 reviews
51 repeat clients
10 years of experience
Berlin, CT, 06037

About: Hello! I am so happy you clicked on my profile! Please sniff around! We treat every stay whether your pet is big or small, meows or barks - as a vacation of their own!! We tailor their needs and work around their schedules to keep their routine as similar as possible to make an easier adjustment. My love for animals has always been my biggest passion! Although I love them all, my biggest love is for senior animals or animals with disabilities. I have been fostering dogs and cats for over 6 years now and focus mostly on paralyzed dogs, senior dogs, and even ‘fospice’ dogs, dogs who may have a limited amount of time left on this planet but it's truly an honor to give them all the love and being there the whole way. Outside of doing Rover: I am a nanny for 2 legged children, and I also work at an animal veterinary hospital. I am very comfortable taking care of your animals with any special needs they may have! I am happy to make any accommodations they may need, please just ask! My schedule is very flexible! Thank you for giving me the time to show you that you have picked the right sitter! I will update you as much as you would like, with many pictures of your fur-baby (s). I do have dogs of my own- but can accommodate if you would prefer your animal(s) to be separate from mine *** We only have 3 pets- Henry, Betty, and Timber. The rest were fosters we were taking care of. We’re having an issue updating it on my profile!*** I do not discriminate* any breed, small or large I am happy to walk, house sit, board, or do a drop in visit! As a passionate and experienced pet sitter, I offer personalized, high-quality care that goes beyond the basics. What sets me apart is my deep love for animals, combined with my commitment to providing individualized attention for each pet. Whether it's following specific routines, administering medication, or simply offering companionship, I ensure every pet feels safe, loved, and comfortable. With professional certifications in pet first aid and years of hands-on experience, I prioritize your pet’s well-being and am always prepared for any situation. Communication is key, **While I may not be able to respond to a new request right away as I can not be on my phone at times, when your pet is in our care I provide regular updates, including photos and videos, so you can rest assured knowing your pet is in the best hands** I offer flexible scheduling and tailor my services to meet the unique needs of each pet. From daily visits to overnight stays, I am here to give your furry family member the attention they deserve when you can't be there. Let me be your pet’s second-best friend! Let me give you a brief description of what their stay will be entailed of: My boyfriend and I have opposite work schedules, He works during the day and I work night shifts, giving me the flexibility to be home and love and care for your pet(s)! • On a typical day we will begin our mornings going for a walk (we live on a quiet dead end street that enters a park.) Then breakfast will be handed out and always fed separately from our dogs. Water of course is always fresh and always provided in multiple places within the house and on our deck. We have a dog door that the dogs are more than welcome to use that leads out to our deck and leads down to our fenced in area. Our home is filled with plenty of dog beds, blankets, and tons of toys! (Toys, dog beds, and blankets are always washed at the end of each stay.) You are more than welcome to bring any comfort items for your pet’s stay that will be of course laid out for them. • Updates are always provided with pictures/videos during their stay! I will always let you know how your pet(s) are doing while in our care and provide you with my personal number as well. • Your pets are welcomed on our furniture and do not have restrictions, unless you specifically ask them not to. We will be more than happy to accommodate to their needs and any schedule you will like them to stick to. • The items we do ask that you bring is their dog food, any medications, and written instructions you may have, lastly their vet information and emergency contact if you have one. • We have 2 acres and use long leads outside the fenced in area to play outside! Your pet(s) will always be watched and cared for, have plenty of outside time, as well as play time! • We always end our night with a short walk before bed and your pet(s) are welcomed to sleep where they are most comfortable! I have a an area in our backyard that is fenced in. We live on two acres or land that your loved one(s) can have access to and enjoy. I am happy to take them for many walks throughout the day as well I am happy to accommodate to your pets needs and will follow any directions you may have for your pet(s)

Sitter Profile Image: Taju B.
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Taju B.
from
$23
per walk
2 years of experience
Middletown, CT, 06457

About: I have taken care of dogs all my life with family members to neighbors to my own dogs. I have fed , taken to dogs to vet , long walks or hikes , given medication and or supplements. I work from 3:50pm to 12:20 am Monday through Friday but have a availability from 11:00 am to 2:30 pm momday through Friday and then i have availability all through The Weekend. I will always leave your hosue the way you left it and make sure your dog or cat is safe at all times and make sure that it’s having fun and or relaxing

Sitter Profile Image: Brianna B.
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Brianna B.
from
$22
per walk
5.0 out of 5 stars
• 2 reviews
15 years of experience
Rocky Hill, CT, 06067

About: I’ve been surrounded by dogs my whole life, and caring for them is second nature to me. For four years, I managed a doggy daycare, giving me daily experience with everything from playful puppies to quirky adults and sweet seniors. I’ve also cared for multiple dogs at home — feeding, walking, giving medications, and keeping everyone on a routine. Big personalities, small breeds, anxious pups, confident ones… I’ve worked with them all, and I genuinely love getting to know what makes each dog unique. I work a full‑time job on weekdays, but you can count on me Friday after 5 PM and throughout the weekend. Whether your pup needs a walk, some playtime, or a quick drop‑in, I’m happy to help. I treat every dog like they’re my own, and I always make sure they feel safe, comfortable, and understood. In your home, I stick to your dog’s normal routine - feeding, potty breaks, walks, and any special instructions you share. I’m careful with doors, gates, and household safety, and I never rush your dog into situations they’re unsure about. My goal is to create a stress‑free, happy environment.

Sitter Profile Image: Craig W.
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Craig W.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Rocky Hill, CT, 06067

“Craig was a lifesaver. I had foot surgery and needed someone who could handle my sometimes crazy doodle puppy and my 5 y o poodle. Craig assured me he could handle walking both dogs. He was prompt, respectful and great with both my dogs. Highly recommend him!”

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CAROLYN M.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$23
per walk
5.0 out of 5 stars
• 8 reviews
1 repeat client
2 years of experience
Cromwell, CT, 06416

“Jennifer was so great. My dog was very shy and scared, hesitant to leave the room. Jennifer sat there with her and was very patient and understanding of her space. She took extra time out of her day to spend time with ember and get comfortable with her. Definitely recommend her to any dog owners, She goes the extra mile for your pets!”

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Jordan D.
Sitter Profile Image: Heidi & Jen M.
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Heidi & Jen M.
from
$35
per walk
18 years of experience
Durham, CT, 06422

About: With over 18 years of experience caring for dogs, cats, and even guinea pigs, animals have always been the center of my life. I am a certified dog trainer through ABC (Animal Behavior College), where I completed coursework and hands-on mentorship training. My first Jack Russell, full of energy and determination, inspired me to become a trainer and deepened my passion for understanding animal behavior. Today, I share my home with a younger, playful pack, including another Jack Russell, and I’ve learned the importance of balancing order, safety, and discipline with letting dogs simply enjoy being dogs. I believe younger dogs benefit from observation, gentle guidance, and time to grow before intense training, so my focus is always on safe, positive, and enriching experiences. I use equipment designed for safety — such as secure belt leashes — to make sure dogs are comfortable and protected on walks. Whether it’s puppies, seniors, or high-maintenance small breeds, I have the hands-on experience to give each pet the right level of care and attention. My senior dog, who recently passed after nearly 17 years by my side, required 24/7 care during her final year. That experience taught me patience, vigilance, and the deep responsibility of caring for animals at every stage of life. Our home is designed with pets in mind — safe, welcoming, and filled with love. With a friendly resident pack, dogs here need to enjoy the company of other dogs to feel at home. Small dogs are my specialty, but I welcome pups of all kinds and treat every animal as if they were my own. The only challenge you might face? Your dog may not want to go home. My partner and I both work from home, so we’re with our dogs throughout the day. We balance our time between working indoors and enjoying the outdoors when the weather is nice, with walks and dog park visits built into our mornings and evenings. We also enjoy picnics, hikes, and other activities that include our pets, since they’re truly part of our everyday life. None of our animals are ever crated — they’re free to be with us and part of our routine at all times. We have three secure, fenced yard areas designed for different activities. One area is set aside for bathroom breaks, where pets can go on their own. The other two yards are used for supervised playtime. Inside, our dogs have access to two levels of the home. The lower level is the cat zone, and the cats also enjoy access to one of the fenced yards. All pets have free range within their spaces and spend the day with me or my partner, so they are always supervised and cared for. We don’t crate any of our own pets — they are all very friendly and used to being around both cats and dogs. I’m a very hands-on, “helicopter” type fur mom — safety, love, and care are always my top priorities. I make sure pets are mentally stimulated, and I’m always checking for ticks or any health concerns. I shared my life with two beloved dogs for nearly 17 and 15 years, and losing them a few years ago was heartbreaking. They traveled everywhere with me and showed me the depth of the bond we share with animals. Caring for pets is my greatest passion, and I feel honored every day to be in their company. I will do whatever is required to keep your animals happy and cared for as if they were my own. I will always follow your instructions closely — from feeding to routines — and will never do anything that isn’t approved by you. Your pets’ safety, comfort, and happiness come first.

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

Dog parents share their Rover experiences - Middlefield

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5.0 out of 5 stars

Renee was so good with my dog Opal. I needed a walker while I was out of town, as my roommate can handle feedings but can't give Opal the exercise she needs, and Renee was amazing! She was prompt with her responses while booking, and Opal loved her immediately when they met. She gave my dog lots of love & good exercise, and it's clear she really loves dogs & cares a lot about them.

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Kelly B.
Dog Walking
5.0 out of 5 stars

Briona is fantastic! She has been a huge help with walking my dog Charlie. She is genuine, reliable, and communicates well. It's comforting to know Charlie is in great hands during his daily walks.

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Adam M.
Dog Walking
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Middlefield

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Sitters in Middlefield average 3
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FAQs for Dog Walking - Middlefield

Frequently asked questions about Rover

The average cost of Dog Walking in Middlefield on Rover is $20 per walk as of October 2026. Most bookings cost between $15 and $32 per walk. 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 2,619 sitters on Rover offering Dog Walking across Middlefield. 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 Middlefield. 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 Middlefield 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 Middlefield. On Rover:

  • 89% of walkers can help with special care needs
  • 92% can help with giving oral medications or injections
  • 97% 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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