Dog Sitting Medway

Book a Medway dog sitter to watch your dog in your sitter’s home or yours.

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Over 55
pet parents in Medway have booked dog sitting

Medway, Find top rated dog sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Taylor A.
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Taylor A.
$23
total per visit
3 years of experience
Blackstone, MA, 01504

About: i have had dogs my whole life, i work at a vet and am an aspiring vet tech! i love to be around animals and tend to get along well with them! i work everyday except for sunday monday and Wednesday! any of those days id be happy to walk your pup or after 3pm other days! i have 2 dogs at home but would prefer to take care of your dog in your home as i do have 1 reactive dog in my home!

Sitter Profile Image: Fatima E.
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Fatima E.
$28
total per visit
5.0 out of 5 stars
• 1 review
13 years of experience
Norfolk, MA, 02056

About: Hello! Welcome to my profile, my name is Fatima. My family and I are huge pet lovers. We currently don’t have any of our own so taking care of yours will make our hearts full! I was personally a fur mom for 13 years, & when my pups went to doggie heaven I have loved helping family members and friends care for their fur babies. I’d be so grateful to care for yours. I’m currently a stay at home mom and we would enjoy the wagging tails throughout our days! Our days consist of indoor and plenty of outdoor time. I have two littles that nap mid day so that’ll definitely be time for one on one cuddles indoor with your fur baby. We live on private property and have a big yard. I am flexible with whatever your needs are for your fur baby, just let me know :)

Sitter Profile Image: Caroline D.
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Caroline D.
$23
total per visit
4 years of experience
Medway, MA, 02053

About: I have been providing in-home pet care for over 4 years now, with plenty of experience walking, caring for, and loving dogs. I have administered medicine, and am cpr and first-aid certified. I currently have 1-2 daily walks scheduled everyday Monday-Friday, and am looking to add up to 6 walks everyday! I’m hoping to have breaks between every 2-3 walks in order to care for any pet I am currently caring for in-home. I will always meet you and your pet(s) before any one on one care to ensure that we are a perfect match! Your pet’s comfort and happiness is my top priority.

Sitter Profile Image: Stella R.
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Stella R.
$23
total per visit
5.0 out of 5 stars
• 17 reviews
3 repeat clients
8 years of experience
Hopkinton, MA, 01748

About: I have lots of experience with dogs, and I am passionate about making sure they’re happy and well cared for. I have two dogs at home, 4 and 7, whom I love very dearly. I regularly do dog walks and have experience with overnight stays for one or two dogs at a time. I’m comfortable walking and caring for dogs of all sizes. Although my schedule varies, pet care is something I truly prioritize. I often dog-sit and walk dogs during my free time, allowing me to be flexible while still providing attentive, loving care. In my home, I create a safe and comfortable environment for pets, with plenty of space to play and relax. I ensure they have access to fresh water, toys, and cozy spots to rest. In my clients' homes, I prioritize their pets' comfort and follow any specific instructions provided. I maintain a clean and secure space, offer companionship, and keep them engaged with playtime and exercise. Whether in my home or yours, I treat every pet with love and attention to ensure they feel at ease.

Sitter Profile Image: Caitlin L.
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Caitlin L.
$28
total per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
6 years of experience
Walpole, MA, 02081

“Caitlin is terrific with our pups! They love her! She takes good care of them and definitely shows them lots of love and attention.”

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Diane P.
Sitter Profile Image: Alicia K.
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Alicia K.
$19
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
6 years of experience
Walpole, MA, 02081

About: My mother does dog rescue and I have helped her care for all kinds of dogs over the past 6 years and while I was growing up. We currently have 5 dogs of our own and they get along with other dogs. We have a large fenced in yard with plenty of area to play. We also have an indoor mini Kennel so we can keep your dogs safe if they don't do well with others. You furbaby will be safe to Rome in the big fenced in yard with our playful dogs or alone if preferred. I have a flexible schedule and can exercise them multiple times throughout the day. Can also administer meds if needed. We also have other dogs in the house who could play with your dog, or if your dog wouldn't want to play, we can keep separate. For walks I am available from 1030am-630pm. TUE.FRI.SAT.and SUN. 330pm.-630pm. MON. WED. and THUR. my daughter would be most likely to join weekdays after 230. And weekends. She will join during the day on weekdays during school breaks. Your dog would sleep in my room and would play with me in our large fenced back yard. I have an 8 yr old daughter who loves dogs and will also love to play with your dog. She knows how to be around all types of dogs as she grew up with countless fosters, any where from having extreme separation anxiety, to very jumpy and playful. She will always be supervised with your furbaby!

Sitter Profile Image: Ava S.
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Ava S.
$22
total per visit
5.0 out of 5 stars
• 5 reviews
3 repeat clients
10 years of experience
Framingham, MA, 01702

About: I’ve been taking care of not just only my dogs, but other people’s for as long as I can remember! My family has rescued dogs, adopted old dogs, and adopted puppies. I have a wide variety of care I that I can’t wait to provide. Dogs are great best friends and I have loved them all my life, so I’m excited to meet yours! I’m pretty available for drop ins whenever you need, aside from my class times which we can work around! I can come walk your pups or hang out with them, play with them and feed them, whatever you would like! I can come to your home and care for your pets, I’ll provide a comfortable, fun and safe environment for them! I always feel bad when I have to leave my dogs for any reason, so I know how important it is to leave them in good hands, which is what I can be for you!

Sitter Profile Image: Halle C.
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Halle C.
$56
total per visit
5.0 out of 5 stars
• 11 reviews
4 repeat clients
7 years of experience
Bellingham, MA, 02019

About: Pet Care Experience: I’ve been raised with dogs my entire life, and I also have three years of hands-on experience at a doggie boarding and daycare facility. I’m comfortable working with dogs of all types, from reactive dogs to high-energy pups. I understand the importance of positive reinforcement and am experienced in meeting the dietary and exercise needs of dogs. What Sets Me Apart: What truly sets me apart is my genuine compassion for animals. I offer a personalized experience, whether it’s hiking to burn off energy, providing calm and comfort for reactive dogs, or ensuring senior pups get the special care they need. My expertise in stimulating high-energy dogs and my knowledge of their specific needs makes me the perfect choice for your dog’s next adventure or stay! Pet care is an integral part of my daily routine. I make sure to schedule time for walks, play sessions, and one-on-one attention for each animal I care for. Whether it’s getting up early to take a dog on a hike or spending extra time with a shy cat to build trust, I always prioritize their needs. I’m flexible and able to adapt to different schedules, ensuring pets get the love and care they deserve, no matter what else is going on in my day. In my home, I create a comfortable, pet-friendly environment where animals can thrive. For dogs, that means daily hikes, interactive play sessions, and plenty of cuddle time. I make sure each dog gets the exercise and attention they need to feel happy and secure. For cats, I adjust the atmosphere to their personality—whether it’s quiet, cozy space for a shy cat or active playtime to keep a kitten entertained. I’m also experienced with dietary needs, allergies, and administering medications if necessary. When caring for pets in your home, I treat it as an extension of my own. I make sure their routines are kept intact, from feeding schedules to favorite activities. I believe in providing consistent care that allows them to feel safe and comfortable, just as they would in their own home. Whether it’s a dog who loves to hike or a cat who needs extra TLC, I’m committed to offering personalized care tailored to each pet’s needs. I’m also skilled at handling reactive animals, training, and ensuring each pet’s emotional well-being is prioritized. My years of experience with both kittens and senior cats, combined with my ability to train and manage high-energy dogs, makes me stand out. I’m not just a pet sitter—I’m a pet caretaker who goes above and beyond to ensure your pets are happy, healthy, and loved while you’re away.

Sitter Profile Image: Alexander K.
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Alexander K.
$40
total per visit
5.0 out of 5 stars
• 40 reviews
13 repeat clients
17 years of experience
Dover, MA, 02030

About: Hi, I’m Alex, and I run Dover Doggy Hotel & Daycare LLC! I cater to residents in the Needham, Wellesley, Dover, Medfield, Sherborn and Walpole areas. Your dogs, are my medicine. I don’t feel complete without one. Dogs have been a part of my life for as long as I can remember. I’ve always believed that every pup deserves love, safety, and a cozy place to call home. I started out working for PETCO in aquatics in high school and fell in love with animals From 2012–2014, I served in the U.S. Peace Corps in Ukraine, where I taught English at the high school level in Dnipro, where I also co-managed an animal shelter caring for more than 150 dogs. During that time, I fostered Staffordshire Terriers, Pit Bulls, and other large breeds, gaining hands-on experience with everything from playful puppies to strong, large, high-energy dogs. Since then, I’ve continued caring for dogs of all sizes through fostering, boarding, and walking and daycare. Today, I mainly host small and medium sized dogs. I have a safe, fenced-in yard to play in, and plenty of cozy spots inside where pups are welcome on the couch (and yes, even in the bed if that’s what they’re used to!). I’m also happy to do drop-in visits for larger dogs at their own homes and walking. I also run a flexible,, multi option daycare program. I treat every dog like family, tailoring care to their needs—whether that’s long walks, lots of playtime, or just snuggles and companionship. I also have multiple client references available upon request. Your pup’s comfort, safety, and happiness are always my top priorities, and I’d love the chance to give them the care and attention they deserve! Right now, pet care is my top priority! I have a very open and flexible schedule that allows me to dedicate full-time attention to the dogs I care for. While I do have the occasional online doctor’s appointment or small obligations, my days are wide open for walks, playtime, and socialization. I can comfortably care for up to 4* dogs in my home at a time, giving them lots of one-on-one attention. For walks and drop-in visits, I’m available for up to 4 dogs* (depending on size). My flexible routine means your pup will never feel rushed; just relaxed, loved, and cared for like family. Daily routine is up for first bathroom break out back at 8:30, walks and or dog park every day and another bathroom break at 9 -9:30. In bed by 10-10:30. I have one of the best facilities on Rover. You will not be disappointed. Your dog’s safety and comfort are always my #1 priority. I live on a 1 acre property with a gigantic fenced-in backyard where pups can play securely and safely. Inside, dogs are welcome to relax wherever they feel most comfortable….on the couch, in bed, or by my side. Trust is very important to me. I know how much pets mean to their families, so I treat every dog like my own, with patience, kindness, and consistency. I keep owners updated with photos and messages, so you’ll always know your pup is happy, safe, and cared for. There’s no other animals* (possibly other dogs boarding) or children in the home to distract or to become an issue. When caring for a clients home, I treat it as if it were my own and offer extra services like bringing in mail & feeding fish & basic general tasks etc. If you would like to see the property you can take a virtual tour here and see where your dog will be staying and to get a sense of the size of the property upon request.

Sitter Profile Image: Lori K.
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Lori K.
$34
total per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
8 years of experience
Medfield, MA, 02052

About: I’ve been an animal lover my whole life. I’m responsible, loving & confident in my animal care style. I’m the go-to dog sitter for my friends & family. Times get ruff being a dog-parent so I’d be happy to step in and help! I work from home in the digital marketing industry. I have had experience with in home potty messes and have cleaned them up with ease as well as teaching my friend’s dog tricks! I’m diligent and safety is first. I have successfully trained and taken care of my sisters dog, a high energy and extremely smart 2 year old Australian Shepherd named Coco! I love all dogs and am excited to meet yours! I live in Medfield but I am often in Boston as well as the North Shore, happy to travel! I don’t board dogs at my home but am comfortable staying at yours or dropping by. I’m very calm and handle stressful situations with ease. I’ve walked multiple dogs at once and have successfully removed dogs from fighting or humping each other. 🙂‍↔️🫣 I also have experience with resource guarded dogs and follow instructions well.

Sitter Profile Image: kristen b.
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kristen b.
$28
total per visit
10 years of experience
Holliston, MA, 01746

About: Hi! I’m a first year veterinary student at Oregon State University with a strong passion for animal care and years of hands on experience working with pets of all kinds. Before starting vet school, I worked as a veterinary technician at VCA Animal Hospital, where I gained valuable clinical skills and became comfortable administering injectables, giving oral medications, and providing attentive, high quality care to every animal I worked with. I understand how important it is to trust someone with your pets, and I treat every dog as if they were my own: prioritizing their safety, comfort, and happiness at all times. I grew up with both dogs and cats, so being around animals has always been a huge part of my life. While my schedule in vet school doesn’t currently allow me to have pets of my own, dog walking and pet care gives me the perfect opportunity to still spend time with animals and helping pet owners feel confident that their beloved companions are in caring and capable hands. Pet care fits easily into my weekly routine and is something I genuinely enjoy. As a first year vet student, I use dog walks and visits as a refreshing break between classes and studying. It’s a great way for me to destress while still spending time doing what I love...caring for animals. I provide care in my clients’ homes to keep pets comfortable in their own environment and maintain their normal routines. I follow all instructions closely: feeding, walks, playtime, administering medications. While I currently have two cats in my apartment and am unable to host pets in my home, I’m very reliable with drop in visits and dog walking.

Sitter Profile Image: Kathleen G.
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Kathleen G.
$16
total per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
4 years of experience
Milford, MA, 01757

“The dogs loved Kathleen. She played with them and cuddled. Even Chewie warmed up fast. Good communication.”

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Julie K.
Sitter Profile Image: Franciane B.
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Franciane B.
$23
total per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
25 years of experience
Framingham, MA, 01702

“Franciane took great care of my cat, Bunny! She was respectful, responsive, and great about giving updates and pictures. I will definitely be booking her again in the future!”

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Elio H.
Sitter Profile Image: Christy M.
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Christy M.
$45
total per visit
5.0 out of 5 stars
• 52 reviews
20 repeat clients
15 years of experience
south walpole, MA, 02071

“We were very happy with Christy ! Our dog Lucy takes awhile to warm up to new people and Christy was very patient with her. Christy has a very calming presence about her and you can tell is a true animal lover. We are very lucky to have found her through Rover and plan to continue to use her for our dog ?”

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Kelly F.
Sitter Profile Image: Piotr B.
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Piotr B.
$23
total per visit
40 years of experience
Woonsocket, RI, 02895

About: I meditate regularly so I have a calm, grounded presence, especially around animals. I grew up around cat and dogs my whole life so I know them well and how to care for them. Also I all kinds of animals including octopus, fish, snakes, scorpions, frogs, spiders, hedgehogs, ferrets, etc. Happy to care for any and all pets in your family. I run my own design/tech/apparel company (goodfornothing.lol) so I can work from anywhere on my laptop and my schedule is my own. Taking care of animals is a joy for me and gets me out of the house and out for walks =) I can be available for weekdays or most weekends with enough prior notice. I especially enjoy dropping in on pets during the day when their people are at work and give them some time/food/walks/playtime/attention. I can't offer pet boarding in my home currently, but I'm happy to house and pet sit for you while your family is away. I prefer sleeping in my own travel camper that I can park easily by your home when I come to visit. Happy to arrange anything from as short as a weekend to a few weeks if you'll be away for a while.

Sitter Profile Image: Annmarie T.
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Annmarie T.
Star Sitter
$32
total per visit
5.0 out of 5 stars
• 79 reviews
26 repeat clients
25 years of experience
North Attleborough, MA, 02760

About: I have had cats and dogs in my life since the age of 6. I have raised two dogs from puppies, and have a lot of experience with older dogs as my friends and family prefer to adopt. I previously fostered a Lab-Pitbull, and currently have a Pomeranian, so I have plenty of experience with dogs of all sizes. I am currently available any day of the week from 1:30pm on. I work from home, so overnight or extended stays are no issue for me! I have a big fenced in yard where dogs can run and play, and I live in a quiet neighborhood that is great for dog walks. I am available on-call to take dogs for walks in their own neighborhoods as well! I love to play fetch and give some of the best scritches in town (just ask my dog) :)

Sitter Profile Image: Margaret A.
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Margaret A.
$28
total per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
5 years of experience
Norwood, MA, 02062

“Margaret is amazing! She was punctual, personable, had great communication and treated our dog like her own. She gave thorough updates and great photos! We trust her with our dog and would highly recommend her to anyone looking for someone to come take your dog out. We will absolutely be using her in the future 😊”

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Courtney S.
Sitter Profile Image: Kimberly B.
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Kimberly B.
$39
total per visit
4.9 out of 5 stars
• 18 reviews
11 repeat clients
5 years of experience
Bellingham, MA, 02019

“Kimberly was so gracious and professional. She is easy to communicate with. She took good care of my dog and made me feel like my girl was in good hands.”

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Kashanie
Sitter Profile Image: Marilyn G.
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Marilyn G.
$36
total per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
21 years of experience
Blackstone, MA, 01504

“Marilyn is amazing, she loves the animals like they are her own. Definitely will hire her again to take care of my cat. Thank you!”

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LuLaRoe Kathy B.
Sitter Profile Image: Emily F.
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Emily F.
$43
total per visit
5.0 out of 5 stars
• 23 reviews
8 repeat clients
5 years of experience
Natick, MA, 01760

“Emily is great with little norbert the cat. She made it easy and i didn’t have to worry while i was away. Emily kept me updated with every visit and send me wonderful photos. I’ll definitely have Emily cat sit for me again. Thank you”

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Kaylea C.
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The median cost per visit for dog sitting in Medway is $25

Dog parents share their Rover experiences - Medway

1 / 1
5.0 out of 5 stars

Erin was great with my two senior dogs. She showed up on time, was great with communication and my dogs loved her!

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Heather H.
Drop-In Visits
5.0 out of 5 stars

Alli was incredible! She took such great care of our baby while we were gone. It’s always tough to leave your dog behind when traveling, but she made it easier with constant check ins and pictures to show us how our baby was doing!!! We’ll be reaching out to her again :))

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Maria M.
Drop-In Visits
5.0 out of 5 stars

Eliza was prompt and did a great job making sure our dog and cat had their meals during a home visit. We also appreciated that she met us and our pets a day before to ensure for a smooth pet sitting session. We would gladly ask her to come again.

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Amanda G.
Drop-In Visits
5.0 out of 5 stars

Alexandra was great with my two goldens. they instantly loved her, and she was super reliable. definitely recommend!

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Laura R.
Drop-In Visits
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Sitters in Medway average 6
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FAQs for Dog Sitting - Medway

Frequently asked questions about Rover

The average cost of Dog Sitting in Medway is $22 per visit as of November 2026. Most bookings cost between $21 and $32 per visit. On Rover, sitters 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 10,502 sitters on Rover offering Dog Sitting across Medway. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Medway choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter 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.

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.

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 sitter 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 sitter 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 sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Medway with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 85% of sitters can help with special care needs
  • 90% can help with giving oral medications or injections
  • 94% 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.

sitters 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 sitter.

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