Dog Sitting Medway
Book a Medway dog sitter to watch your dog in your sitter’s home or yours.
Over 57 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%.
“Lauren was great while we were away! She stopped by twice/day to check on our kittens and feed them, clean the litter box, change the water etc for ten days while we were on vacation. She also was super helpful by checking the mail each day and bringing our trash and recycling to the street on pick up day. We also liked getting photos of our buddies while we were away.”
“Paige was great and the dogs seemed to really like their “play date” with her. Paige sent a detailed report that made us feel at ease. We definitely hope to have Oaige drop in for another visit soon.”
“Carolyn is the most caring, respectful, and attentive sitter! Carolyn has watched our pup multiple times now and he is always so well adjusted, happy, and doesn't miss a beat after being in her care! I will always prioritize booking Carolyn and try to schedule with her availability in mind, because she is just that good! Thank you, Carolyn!”
“Elizabeth took excellent care of my cats, Jasper and Daisy, for the weekend. This was my first time booking a cat sitter through Rover and it was a great experience. Elizabeth was very reliable and sent updates on the cats along with photos which was reassuring. The cats seemed well cared for and happy upon our return. We have Elizabeth booked for a future time!”
“As always, Jeff goes above and beyond to take care of Paul. Paul recently had a change in his health a couple weeks prior to our vacation, and Jeff was able to accommodate with medication and monitoring Paul for any changes. We felt calm knowing Paul was in good hands!”
About: I have been a Retriever mom (Golden & Labrador) all my life. I love them with all my heart, but I also understand they need discipline. I will make sure they will be well cared for. I work from home with flexible timings. I would have to make sure the dogs are ok with children(we have a 4-year-old) and our golden. We have a pretty big yard and live a block away from a park. I can take them for longer walks if needed. We usually do walks no matter the weather!
“We are so happy we booked with Kerry! It was wonderful getting to meet her during our meet and greet, and we felt comfortable leaving our Labrador Retriever, Enzo, in her care. My husband and I were away for two days, and Kerry provided drop-in visits that included walks, feeding, playtime in the backyard, fresh water, and lots of great company for Enzo while we were away. She was so attentive and responsive throughout our time away and kept us updated with plenty of photos and messages, which gave us so much peace of mind. We could tell Enzo was happy and well cared for, and we truly appreciated how thoughtful and reliable Kerry was. We would absolutely book with her again and highly recommend her to anyone looking for someone who will care for their pets like their own! 🐾❤️”
“USophia was absolutely wonderful! She took such great care of our dog while we were away for the weekend and truly went above and beyond. We had her scheduled for three drop-in visits each day, and she was always on time and often stayed even longer than expected to spend extra time with our dog, which meant so much to us. Her communication was excellent throughout the entire weekend. She sent us lots of photos and updates at every visit, so we were able to see how our dog was doing and felt completely at ease while we were away. Sophia was incredibly kind, attentive, reliable, and clearly genuinely cares about the animals she watches. We couldn’t have asked for a better experience and would absolutely trust Sophia with our dog again. I highly recommend her to anyone looking for someone dependable and caring. We will definitely be booking with her again! ❤️”
“We have 3 older cats (2 with some health issues and meds), so leaving them for 10 days made me a little nervous. Kimberly did a great job with them! The pictures she sent everyday provided such a sense of comfort, as did all of her communications about any of the small issues we've come to expect with our cats. I really felt that she was able to handle everything very well. Made our vacation so much more enjoyable! Thank you Kimberly, we'll call again!”
“Danya was an absolute pleasure to have looking after my cats and gerbil! Gave everyone love and food! Hope to have you again the next time I have to go somewhere!”
“Abby and our mini poodle Ruby hit it off immediately. Abby bonded with her right away. She was quick to absorb the details of Ruby's routine and has done a great job! She is a good communicator, very responsible, and quickly responds to all our requests. She has been to our house a few times now and we will definitely have her back. A sign of a good visit - Ruby was calm and contact after and happy to nap the rest of the afternoon.”
“Isabela did a great job taking care of our elderly kitty (18 years old) and was very quick with her responses. She made sure she got everything she needed and was amazing with sending pictures from each visit!”
“Carley took excellent care of my kitties while I was away for the first time since moving to a new home! She followed my info for feeding, playing etc to the tee and sent lots of photos during her visits. I could tell both my cats were super comfortable with her and were getting lots of love while I was away 🥰”
The median cost per visit for dog sitting in Medway is $25
Dog parents share their Rover experiences - Medway
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 :))
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog sitting - Medway
Select a filter and find qualifying sitters offering dog sitting.Sitters in Medway average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Medway
Frequently asked questions about Rover
The average cost for Dog Sitting in Medway on Rover is $22.2 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .
As of August 2026, there are 10,706 sitters on Rover offering Dog Sitting across Medway. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Medway stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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:
- 91% of sitters can help with special care needs
- 96% 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 calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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