Dog Sitting in Cumberland
Book a Cumberland dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Cumberland dog sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Katie was great once again dropping in daily to take care of my two cats . Very reliable and always sends pics and a note to tell me how the visits went . Highly recommend her !”

About: I have had dogs my entire life and currently have a sweet 7 year old Yorkie mix who is definitely the center of our household. If your pup is used to a home where they get lots of attention, then ours is the right fit. I volunteer with the Hotel for Homeless Dogs in Cumberland and understand the patience and love dogs need when with someone new or in an unfamiliar place. I’m a teacher so my summers and weekends are relatively free and I would love to spend some of July and August caring for your pup. During the summer, I usually take my dog Petey on about 4 walks a day and would love to bring your pup along as well. I do only take small- medium sized dogs as Petey can sometimes be intimidated by larger breeds. I live with my husband and stepchildren who have had dogs all their lives and understand how to be around them. I have an unfenced yard and live in a quiet neighborhood. I love going for dog walks and you can be assured your pup will be outside for a good portion of the day. I can crate your dog if you like, but we don’t crate our own.
“Jacey is awesome! She took such great care of my 8-year old German Shepherd while we were away at Disney for Thanksgiving week. She was super reliable with her timing, feeding schedule, and walks. So sweet, kind, and helpful, everything you hope for when leaving your fur babies with a sitter. Thank you, Jacey, for taking such good care of Letty! She was so happy when I got back. And an extra thank you for putting out the recycling and trash for me! I’ve used Rover for a while and always found great, trusted sitters and Jacey is definitely one of the best 🙂”

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) :)
“Madison helped us out with only a couple of hours notice. She was responsive, polite, and our dogs were well cared for and appropriately tired when we got home. I highly recommend Madison.”

“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 🥰”

About: I have been around dogs my whole life. My family got a dog in 2020, a yorkiepoo, and he has been my best friend ever since. I take him on walks, play tug a war with his toys, as well as teaching him new tricks in a matter of a few days. I make sure that my dog is taken care of at home when my parents are at work and I will do the same for you and your pets! Pet care can easily fit into my schedule now that it is summer. I am usually pretty available during the summer as I do have a lot of free time! As safety is concerned, your dog(s) will always have the most attention when in my hands. They will be watched at all times no matter where they are. I will only go in places that the dogs are when I take the dog out and bring them back inside, as well as possibly using the bathroom if needed. I will be in someone else’s space so I will respect the family’s space and privacy.
“Molly was amazing, again! She's always prompt, responsive, and kind, but best of all, our dogs also love her! She is the best and we trust her fully with our fur babies time and time again. Thank you!”

About: I’ve had animals since I was 6. Growing up I had over twenty cats, numerous dogs (big and small), and a horse! While owning animals allowed me to learn the basics, I’ve spent 10+ years volunteering in both RI and MA animal rescues to help animals in need. This has allowed me to meet an array of different species as well as personalities. It’s also taught me how to socialize feral cats/dogs, administer medication, CLEAN, and give lots of love. Each pet is unique and I learn something from every one of them! Some can run endlessly and others have to be rolled off the couch. I love and care for them all. At the end of the day I aim to be a consistent, stable, and reliable resource for pet parents looking for someone to care for their babies! I’m also open to discuss my pricing if need be I have LOTS of free time!! I’m hoping to fill up my schedule with as many fur babies as possible! The more snuggles the better! Making your pet comfortable is always the goal and that process isn’t always smooth! That’s okay! I have time, treats, and more treats on my side. For social animals I am able to just do what makes them happy. Walks, play time, cuddles, etc. For the shy babies I know it’s not always a one visit solution and that’s okay! I’ve had the meanest feral cats you can imagine in my house who turn into the snuggliest love bugs with a little time, love, and stability. It takes time to build trust and I respect that

About: Im a 37 year old who has taken care of animals all my life. Owned multiple pets and helped friends and family while away on vacations or busy with family emergencies. I follow directions well and am not afraid to help with any special needs or requests you or your pet may have. Open availability for walks, potty breaks, play breaks with kid friendly pets. Sunday-tuesday (some fridays) for more challenging ones or more involved care (such as pet sitting or overnights) -cleaning of litter boxes or unexpected accidents in clients home - frequent walks with dogs and playtime with dogs and cats -feeding to the specifications of owner -overnight care for pets who get anxious or lonely and need a more present sitter -snuggle time if pet desires -administration of meds for special needs animals I keep a detailed binder of all pets profiles and their needs and preferences.

About: Hello, my name is Sophia! I am located in Franklin, MA. I’ve been working in the animal care industry for 5 years and have worked at multiple different daycare/boarding facilities. I not only have experience in pet care, but also dog training. I am looking forward to meeting you and your pup/kitty! I am currently working per diem so my schedule can be inconsistent. However, since I do not work the same hours every week, I will be better able to make the time that adheres to your needs and schedule. Your pup’s health and safety will always be my top priority. During walks or overnight stays, your dog/cat will be my main focus at all times. I am always on top of your pets needs whether it is a walk, potty break, play time, feeding & water, or litter scooping; no task is too big or small.
“Allyssah was great with my three dogs during her drop in visits. She took the time to meet them while I was home prior to the visits and was very friendly and asked good questions to make sure she was prepared. She was very punctual and sent lots of pictures and updates. I would book her again!”

About: I’ve had pets my whole life and share a very close, loving bond with them. Caring for animals truly brings me joy, and it would be a pleasure to do this professionally while bringing peace of mind to pet parents. Pets have always been part of my daily life. I already walk and take care of pets in my neighborhood, and it’s something I truly enjoy doing My care always follows the owner’s wishes and each pet’s unique personality. I do my best to keep them safe, comfortable, and happy at all times.
“Danielle promptly came to our house for 11. She took DJ outside, as much as needed. Danielle gave DJ her snack and kept her company. She sent pictures so we could view DJ and Danielle's interactions. Thank you so much! We are adopting another dog and we may need help again. If we do, I can count on Danielle to help.”


“Amy was great with Jaxx. She gave him his medicine and fed him his breakfast and his dinner. Amy took him for walks and sent me pictures of him. She messaged me when she was with Jaxx and gave me updates on him. I would use Amy agin and recomend her!! She was great!!”

Over 43 pet parents in Cumberland have booked dog sitting
Cumberland dog parents share their Rover experiences
Marley was absolutely fantastic! My two pups adored her from the start. She maintained great communication throughout the entire process, keeping me updated on their daily activities and sending plenty of photos. I especially appreciated the care she took with my senior dog, making sure his medication was given properly and on time. It gave me real peace of mind knowing they were in such good hands. Marley will definitely be my go-to dog sitter from now on!

Danielle promptly came to our house for 11. She took DJ outside, as much as needed. Danielle gave DJ her snack and kept her company. She sent pictures so we could view DJ and Danielle's interactions. Thank you so much! We are adopting another dog and we may need help again. If we do, I can count on Danielle to help.

Popular requests near you
Select a filter and find qualifying Cumberland sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog sitting in Cumberland is $24
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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Cumberland average 6 repeat dog sitting clients
Dog Sitting FAQs
Frequently asked questions about Rover
Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Cumberland on Rover as of Jun 2026 was about $24 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 6,087 dog sitters in Cumberland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 88% of Cumberland dog sitters respond in under an hour.
Dog sitters in Cumberland have an average of 15 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Cumberland.
Rover makes it easy to find Cumberland dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
There are 6,087 dog sitters in Cumberland on Rover, so you’re sure to find the perfect match for your dog! In Cumberland, 94% of dog sitters offer daily exercise, 97% offer medication administration, and 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.










