Dog Walking Cumberland

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

End
Search

Cumberland, 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.

1 / 1
Sitter Profile Image: Rose M.
Verified Background Check
Rose M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
495 reviews
110 repeat clients
30 years of experience
Westbrook, ME, 04092

Rose continues to be a great friend to our dog Indy! She arrived promptly, provided updates, and left things exactly as she found them. Thank you Rose!

Profile image
Anna T.
Sitter Profile Image: Katie W.
Verified Enhanced Background Check
Katie W.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
15 reviews
7 repeat clients
6 years of experience
Cumberland, ME, 04021

Highly recommend. Katie is so sweet with our pups, understanding of their personalities and both of their specific needs. In depth description of the days events and great pictures. Do not hesitate to book.

Profile image
Jesse H.
Sitter Profile Image: Kelly F.
Verified Enhanced Background Check
Kelly F.
from
$30
per walk
5.0 out of 5 stars
33 reviews
14 repeat clients
40 years of experience
Falmouth, ME, 04105

Kelly was great! She and my dog became fast friends and I really appreciated the pictures and updates. Would definitely hire Kelly again!

Profile image
Jefferson G.
Sitter Profile Image: Bella L.
Verified Enhanced Background Check
Bella L.
from
$17
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
2 years of experience
Windham, ME, 04062

Bella was very thorough in making sure she understood my dog’s schedule and needs! She did a great job taking care of Milo and we got a detailed walk report!

Profile image
Jenna H.
Sitter Profile Image: Erin Q.
Verified Enhanced Background Check
Erin Q.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Portland, ME, 04103

Erin was able to take my dog Moose for a walk last minute, and able to follow my directions to get into my place! So grateful for her help!

Profile image
Sean B.
Sitter Profile Image: Julia L.
Verified Enhanced Background Check
Julia L.
from
$30
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Yarmouth, ME, 04096

About: I grew up with big dogs and many cats and have a lot of experience with them! Family and friends have relied on me to walk, feed, and play with their pets while they are out of town or if they are behind on time. I am an animal lover and would love to keep your pet company while you’re away. I currently work full time so my schedule varies weekly! I would’ve to hep get your pups outside when I get home from work or before depending on my shift. Please reach out to coordinate! Not only will I walk you dog but I’ll make sure to give them lots of love and more than just a bathroom break! I’ll make sure to get the energy they’ve been saving all day out.

Sitter Profile Image: James D.
Verified Enhanced Background Check
James D.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
13 reviews
7 repeat clients
5 years of experience
Yarmouth, ME, 04096

James has been great for my dog Bean! Great communication and he takes good care of her.

Profile image
Mara S.
Sitter Profile Image: Matthew J.
Verified Enhanced Background Check
Matthew J.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
35 reviews
13 repeat clients
13 years of experience
Westbrook, ME, 04092

Matt was great! He was communicative from the meet and greet through a full week of 2x day walks, he always provided an update on how things were going. He was caring and patient with my dog and punctual for all walks! Thank you Matt!

Profile image
Ed O.
Sitter Profile Image: Alyssa B.
Verified Enhanced Background Check
Alyssa B.
from
$30
per walk
5.0 out of 5 stars
5 reviews
2 years of experience
Gray, ME, 04039

About: I've always had a love for animals, and being able to care for them is something I genuinely enjoy. As someone who works in the medical field, I understand the importance of trust, attention to detail, and treating every family member with compassion—including the four-legged ones! For the past two years, I worked for a luxury dog walking and pet sitting company in Washington, D.C., where I cared for dogs and cats of all ages, breeds, personalities, and temperaments. Whether your pet is a playful puppy, a shy rescue, a reactive dog, or a sweet senior who needs a little extra patience, I'm happy to meet them where they are. Every pet is different, and I love taking the time to earn their trust and learn what makes them feel comfortable. I'm also comfortable caring for pets with medical needs. Because of my background in the medical field, I feel confident administering oral medications, eye drops, and ear medications for both dogs and cats. If your pet has a special routine or requires extra attention, you can trust that they'll be in great hands. Communication is incredibly important to me. For each visit or stay, I'll send detailed updates and plenty of photos! My goal is for you to enjoy your time away without worrying. I also have experience walking up to five dogs at once and am comfortable with everything from leash training to energetic pullers and leisurely senior strolls. No matter your pet's age, personality, or needs, I'll treat them with the same love, patience, and care that I would my own. If I'm staying in your home, I'll care for it with the same respect and attention that I would my own. I'm happy to bring in mail and packages, water plants, keep things clean and tidy, and make sure your home feels just as you left it. My goal is for you to return to a happy pet, a well-cared-for home, and complete peace of mind. I'm currently working part-time while completing my remaining prerequisite courses as I apply to Physician Assistant programs, which gives me a flexible schedule to accommodate your pet's needs. Whether your furry one needs regular walks, drop-in visits, overnight care, or a little extra attention, I'm happy to work with you to find a schedule that fits. Clear communication is important to me, and I'll always be upfront about my availability so you can feel confident your pet is receiving the care they deserve. When caring for pets in a client's home, my goal is to keep their routine as normal and stress-free as possible. I know that pets are happiest when they can stay in a familiar environment, so I take the time to learn their daily schedule, favorite activities, feeding routine, and any special instructions before you leave. I am certified through Red Cross for Cat and Dog First Aid as well. Whether we're going on walks, playing fetch, enjoying cuddle time on the couch, or simply keeping each other company, I make sure every pet receives plenty of love, attention, exercise, and enrichment based on their individual needs. If your pet requires medications or extra care, I'm comfortable following detailed medical routines and will always keep you updated. I also believe caring for your pet means caring for your home. If I'm house sitting, I'll treat your home with the same respect I would my own by keeping it clean and tidy, bringing in mail and packages, watering plants, taking out the trash if needed, and making sure everything is secure while you're away. After each visit, I'll send detailed updates and photos so you can relax knowing your pet is happy, comfortable, and in good hands. My goal is for you to come home to a happy pet, a well-cared-for home, and complete peace of mind.

Sitter Profile Image: Ksenia K.
Verified Enhanced Background Check
Ksenia K.
from
$24
per walk
1 year of experience
Riverton, Portland, ME, 04103

About: Animals have always been an important part of my life. I grew up with a cat who was much more than a pet—because I didn’t have any brothers or sisters, she was my best friend and constant companion. Later, after meeting my husband, who had a dog, I discovered how much joy dogs bring and how different, fun, and rewarding it is to spend time with them. Now that my own children are older and more independent, I finally have some time to do something I’ve wanted for a while: care for other people’s dogs. Spending time with animals truly makes me happy, and I would love to give your dog the same love, attention, and care that I would give my own. I’ve looked after dogs in my home and understand that every pet is unique. Some dogs love long walks and playtime, while others just want a quiet companion nearby. I’ll happily follow your dog’s routine and make sure they feel safe, comfortable, and loved while you’re away. What really sets me apart is how much I genuinely care. I pay close attention to the little details, carefully follow your instructions, and treat every pet like family. I’ll also send regular photos and updates, so you’ll always know your furry friend is happy and well cared for. I currently work part-time, which gives me plenty of time to care for your pet. I’m available for afternoon walks during the week, as well as boarding. Your dog will have regular potty breaks, walks, playtime, and lots of attention throughout the day. I always do my best to follow your pet’s usual schedule, so they feel comfortable and at home while you’re away. My home is a safe, pet-friendly environment where dogs are treated like part of the family. They will have plenty of attention, regular potty breaks, walks, playtime, and a cozy place to rest. . My children are older. They’re gentle and respectful, and they’ll happily play with your dog if that’s something your dog enjoys. I’ll also send regular photo updates, so you’ll always know your pet is happy and well cared for.

Sitter Profile Image: Riley W.
Verified Enhanced Background Check
Riley W.
from
$13
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
10 years of experience
Gray, ME, 04039

Already booked follow up walks! We had reached out to a few people to see about getting Brinkley a regular Saturday walker. One of my top choices messaged back and said she was out of town for a couple weeks but Riley was staying at her place and could pick up the ones until she is back. Riley came by and hung out with us and Brinkley for 20-minutes before the walk! He is a shy boy who takes some time to warm up and she was so great with him. It was crazy cold that day and Riley had zero hesitation -- and she was engaged every second... even longer than she needed to! We've had a couple of bad walker experiences as of late (either ignoring our one non-negotiable rule which almost ended in tragedy or taking him to the park and sitting with him for long periods of time, so he didn't get any exercise), so Riley was a breath of fresh air! Brinkley did very well with her and came back as a tuckered out, super cuddly pup. Couldn't ask for anything more! I've already confirmed Riley for walks for the rest of the time she's in town.

Profile image
Jennifer D.
Sitter Profile Image: Nicolette H.
Verified Enhanced Background Check
Nicolette H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
88 reviews
27 repeat clients
20 years of experience
Windham, ME, 04062

Nicolette has been enormously helpful with our energetic pup. She took him on highly engaging woods walks, leaving him happy and calm each time she brought him back. It is abundantly clear Nicolette loves and takes great care in her interactions with animals, and we feel lucky to have found her as a dog walker whom we have every intention of reaching out to for ongoing help/care of our dog.

Profile image
Joseph B.
Sitter Profile Image: Kourtney J.
Verified Enhanced Background Check
Kourtney J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
112 reviews
25 repeat clients
15 years of experience
Freeport, ME, 04032

Kourtney is the best. We didn't know if Rosey would warm up to anyone other than her immediate family but Kourtney took the time and it has gone so well.

Profile image
Brent C.
Sitter Profile Image: Johnathan W.
Verified Enhanced Background Check
Johnathan W.
from
$35
per walk
5.0 out of 5 stars
10 reviews
1 repeat client
5 years of experience
Yarmouth, ME, 04096

Johnathan took great care of our two Corgis in our home while we were out of town for a week. He is responsible, trustworthy with great communication and we knew our boys were in good hands. We received daily reports with daytime and evening photos, and immediate replies to our texts. We returned home to two happy and well-cared-for dogs. Johnathan is very conscientious and I recommend him without hesitation. We look forward to using him again.

Profile image
Mary H.
Sitter Profile Image: Amy M.
Verified Background Check
Amy M.
from
$25
per walk
5.0 out of 5 stars
6 reviews
8 years of experience
Freeport, ME, 04032

About: Hi! My name is Amy, and as the owner of a rescue dog and an animal caregiver of almost a decade, I know every pet is an individual that deserves patience and kindness. I provide trustworthy, compassionate care and regular updates while you’re away! I volunteer at Midcoast Humane, have worked with certified trainers and veterinary technicians, and have handled dogs of all sizes and temperaments. I use positive reinforcement and fear-free methods to form a long-lasting, trusting relationship with your dog. I am currently a full-time student with half of my classes online, so I have lots of flexibility for morning, afternoon, or evening care. I use fear free techniques to ensure your dog is confident and relaxed in my care. Slow, positive introductions and gentle care is my specialty. For large, strong, and high energy dogs, I will run and play with them to match their intensity! My goal at the end of my visit if for you to have an enriched, content dog.

Sitter Profile Image: Samuel L.
Verified Enhanced Background Check
Samuel L.
from
$20
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
Rosemont, Yarmouth, ME, 04096

Thank you so much, my dogs were happy & content when I got home.

Profile image
Stacie A.
Sitter Profile Image: Lily F.
Verified Background Check
Lily F.
Star Sitter
from
$33
per walk
5.0 out of 5 stars
166 reviews
72 repeat clients
20 years of experience
Falmouth, ME, 04105

Our first meeting was great! Very intuitive with our dog's needs. We loved her laid back approach and found that communication was great. Our dog loved all the extra attention!

Profile image
C B.
Sitter Profile Image: Andrew R.
Verified Enhanced Background Check
Andrew R.
from
$12
per walk
5.0 out of 5 stars
18 reviews
8 repeat clients
10 years of experience
Portland, ME, 04102

Andy has been walking my dog fairly regularly for over 6 months now and I can’t recommend him enough. He is always timely in his response and communicates very clearly. I would recommend him to anyone who’s looking for a loving and responsible dog walker.

Profile image
Nicole L.
Sitter Profile Image: Tiffany C.
Verified Enhanced Background Check
Tiffany C.
from
$25
per walk
5.0 out of 5 stars
12 reviews
6 repeat clients
17 years of experience
East End, Portland, ME, 04101

Tiffany has done a great job with Madison! She is very responsive and checks in often. He looks forward to his walks and tlc time with her. Tiffany has been very flexible and patient with Madx especially since he has had a slight muscle injury and sometimes needs a modified walk. Would book again and again!

Profile image
Kailey M.
Sitter Profile Image: Evan M.
Verified Background Check
Evan M.
from
$20
per walk
5.0 out of 5 stars
3 reviews
15 years of experience
Yarmouth, ME, 04096

About: Hey there! I'm Evan, a proud dog dad to Ollie and Kylo. With a flexible work-from-home schedule, I can easily accommodate your pup's daycare, drop-in and walking needs at your convenience. I have a big yard for the dogs to play outside (supervised), great trails for walking/running and plenty of room inside for your furry friend to hang and relax. Your furry friend will enjoy fun, safe, and engaging walks, just like my own dogs do. Let's give your pup the best walking experience! Pet care is a fundamental part of my daily routine. As a dog dad to Ollie and Kylo, I ensure they receive plenty of exercise, mental stimulation, and affection every day. My work-from-home schedule allows me to integrate their walks, playtime, and grooming into my day seamlessly. Each morning and evening, we go for walks to keep them healthy and happy as well as playing out in the yard. In my home, I provide a nurturing and stimulating environment for Ollie and Kylo by ensuring they have a consistent routine that includes regular exercise, balanced meals, and plenty of affection. I focus on maintaining a safe and clean living space, regularly grooming them, and keeping their toys and bedding fresh. When caring for pets in my clients' homes, I prioritize understanding each pet's unique needs and routines. I follow any specific instructions provided by the owners, ensuring their pets receive the same level of care and attention they would at home. This includes feeding them according to their schedule, taking them for walks or play sessions, and maintaining any training or behavioral routines. I also make sure to keep the client's home clean and secure, leaving detailed updates on their pet's activities and well-being. My goal is to provide peace of mind to pet owners, knowing their beloved pets are in safe and caring hands.

1 / 1
View more

The median cost per walk for dog walking in Cumberland is $25

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 walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog walking - Cumberland

Select a filter and find qualifying sitters offering dog walking.

Sitters in Cumberland average 4
repeat dog walking clients

FAQs for Dog Walking - Cumberland

Frequently asked questions about Rover

As of August 2026, there are 965 sitters on Rover offering Dog Walking across Cumberland. 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 Cumberland. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Cumberland.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Rover Guarantee , 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 Rover's Trust & Safety page .

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

  • 97% of walkers can help with special care needs
  • 99% can help with giving oral medications or injections
  • 99% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers 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.

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 walker.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge