Pet Sitting Cumberland

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Cumberland, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: James D.
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James D.
from
$25
per visit
5.0 out of 5 stars
• 21 reviews
7 repeat clients
5 years of experience
Yarmouth, ME, 04096

“Words cannot adequately capture how superb James was. I had so much anxiety leaving my babies to take a vacation, but it’s clear I had nothing to worry about with James. He was kind, caring, and attentive to the intricacies of managing my four pets. I’ve had a lot of people pet sit in the past, including friends and family, but nobody has done it better than James. I cannot recommend him highly enough!”

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Kylie G.
Sitter Profile Image: Kasch T.
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Kasch T.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 283 reviews
109 repeat clients
17 years of experience
North Yarmouth, ME, 04097

“Kasch has been professional, knowledgeable, helpful, dependable, and friendly. Great communication and reliability. When our flight home got cancelled, Kasch quickly stepped in to cover the extra visits needed. I would highly recommend Kasch to any pet owner!”

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Alaina T.
Sitter Profile Image: Kelly F.
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Kelly F.
from
$30
per visit
5.0 out of 5 stars
• 33 reviews
14 repeat clients
40 years of experience
Falmouth, ME, 04105

“We’re return customers and we couldn’t be more satisfied! Kelly will do a great job looking after your pets, and she has also helped us in a pinch.”

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Jesse L.
Sitter Profile Image: AK S.
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AK S.
from
$25
per visit
10 years of experience
Yarmouth, ME, 04096

About: I have been working with dozens of pet parents to provide specialized care over their pets’ lifespans. Services include pet sitting, house sitting, feeds and medication, and dog walks. I work a very flexible job, so all I ask is that we coordinate care with 3 to 5 days notice. We will make it work! As someone with cats of their own, I offer services based in client’s homes only, for the safety and comfortability of my pets and your pets.

Sitter Profile Image: Marna & Jeremy A.
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Marna & Jeremy A.
from
$40
per visit
5.0 out of 5 stars
• 184 reviews
82 repeat clients
27 years of experience
North Deering, Portland, ME, 04103

“Marna is super communicative and always willing to go above and beyond. She was my first Rover experience and could not be happier with her professionalism. I have and will continue to rebook her!”

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J D.
Sitter Profile Image: Samuel L.
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Samuel L.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 13 reviews
4 repeat clients
30 years of experience
Rosemont, Yarmouth, ME, 04096

“Sam did a great job, very attentive and helpful while we were away. Would definitely work with him again!!”

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Jim S.
Sitter Profile Image: Emma S.
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Emma S.
from
$27
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
4 years of experience
Falmouth, ME, 04105

“Excellent service! Emma, we can't thank you enough, for the care you gave to Katie. I especially loved the photo updates! ❤️”

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Karyn L.
Sitter Profile Image: Rachel J.
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Rachel J.
from
$25
per visit
5.0 out of 5 stars
• 49 reviews
11 repeat clients
15 years of experience
Falmouth, ME, 04105

“Rachel was awesome! She went above and beyond to ensure our pup was cared for and exercised. Her understanding of our dogs needs, and communication of her visits back to us was top tier. We would highly recommend Rachel to anyone to handle their pet!”

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Abigail J.
Sitter Profile Image: Nicole L.
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Nicole L.
from
$20
per visit
30 years of experience
Windham, ME, 04062

About: I have spent my entire life surrounded by animals of all shapes and sizes, and I wouldn't have it any other way! Animals naturally gravitate toward my calm, patient energy, and I treat every guest like a member of my own family. What truly sets me apart is my experience with specialized and complex care. I am the proud owner of a high-energy Tamaskan dog, so I completely thrive with active, high-energy breeds. I love taking dogs on long walks, structured dog park adventures, public socialization outings, and even handling bath trips! Additionally, growing up on a property with racehorses taught me a deep love, respect, and safety-first mindset for large animals. I have also raised over 15 chickens and roosters. Whether you have an athletic pup who needs an intense workout, a multi-pet household, or livestock that need exact farm routines followed, I bring a lifetime of versatile, trustworthy experience to your extended furry family. My schedule is highly adaptable, allowing me to fully commit to your pet's exact daily routine! Because pet care is my primary focus, I have plenty of time throughout the day for active dog walks, park trips, and dedicated drop-in visits. For boarding and overnight care, your pet will receive constant supervision and companionship. I structure my days around the needs of the animals in my care, ensuring that high-energy breeds get their necessary exercise and senior pets stay perfectly on track with their medication and rest schedules. Safety and peace of mind are my absolute top priorities. Growing up around racehorses instilled a strict safety-first mindset in me from an early age, which I apply to every animal I watch. In my home, pets enjoy a calm, secure, and highly comfortable environment where they are treated just like my own. Because I own a high-energy breed, I am incredibly vigilant about environment control, secure doors, and safe socialization. When caring for pets in your home or managing farm routines, I am extremely detail-oriented. I take the time to meticulously learn your specific setup, gates, security measures, and animal dynamics. I also provide clear, consistent communication and photo updates during every single booking so you can relax knowing your pets and property are in expert, loving hands.

Sitter Profile Image: Yesenia M.
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Yesenia M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
5 years of experience
Freeport, ME, 04032

“Yesenia was wonderful with our dog. We used her for check ins. She made the time to come over prior for a meet and greet, and gave thorough updates (and asked appropriate questions) while we were away. It was our first time trying Rover and it went great. We would definitely work with her again.”

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Taylor T.
Sitter Profile Image: Cameron L.
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Cameron L.
from
$18
per visit
2 repeat clients
23 years of experience
South Portland, ME, 04106

About: My pet care experience began when I was a child. Grew up having dogs and other pets in the house. It was the norm for me. That is until college came about and then moved to a large city. Having a pet wasn't viable during those years. This pattern broke when I found myself being asked to house sit for friends that I was also being asked to hang out with their pets while they were gone. I soon began to be a go to person for a few close friends to babysit their pets and plants. The skills that I have with pets are being able to understand them with body language. Hence the nick name dog whisperer. I am currently working part time and have Wednesdays and Thursdays, including the weekend available. Any time of the day of those specifically are perfectly feasible to accommodate care from me. I follow the diet guidelines given to me and don't alter from it. Outside of that, I make sure they are treated with love and attention throughout my time with them. Walks, play time, relax time...it all has a moment through within the day.

Sitter Profile Image: Sunnie Rose P.
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Sunnie Rose P.
from
$25
per visit
5.0 out of 5 stars
• 10 reviews
4 repeat clients
3 years of experience
Windham, ME, 04062

“Brianna did a great job taking care of my Boston terrier mix, Gunnar. He's a new dog to me although he's 7 years old, so I shared with her what I know about him, and they got along famously. She was very responsive and communicated well from the first contact, to setting up the meet and greet, to the day she came for two drop in visits while I was gone for a very long day. She took some very sweet photos of Gunnar and told me all about their activities, so I knew he was having as good a day as he could have, being alone except for her two visits. She gave him his treats and took him for walks, and it looks like they had a good time. He was happy when I got home and hadn't touched a thing in the house. I would highly recommend Brianna for your pet!”

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Anne G.
Sitter Profile Image: Julianne S.
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Julianne S.
from
$28
per visit
5.0 out of 5 stars
• 53 reviews
17 repeat clients
18 years of experience
Yarmouth, ME, 04096

“Julianne was wonderful! My kitties ended up warming right up to her and they were happy to have her around. She was very good at keeping me updated and sent me lots of photos. Highly recommended and will absolutely use her again if she's available! ?”

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Miranda C.
Sitter Profile Image: Galen K.
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Galen K.
from
$30
per visit
20 years of experience
East End, Portland, ME, 04101

About: I have lived with dogs and cats my entire life and have owned my sweet (sensitive) Pitt bull mix for 10 years. I have lots of experience caring for my own dog and the pets of friends and family. I am great with temperamental/needy animals as well as high energy dogs - happy to take long walks or simply feed and play with a cat! I am self employed and create my own schedule, except for 2 nights a week when I have an evening shift at a restaurant. My routine during the day is often flexible and open. I can make a lot of different schedules fit, depending on the day or week! I care deeply for animals and want them to be cared for, safe, and comfortable. I know from experience that routine and attention are really important for our pets, and feel a great sense of responsibility as a pet care provider.

Sitter Profile Image: Maricela T.
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Maricela T.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 102 reviews
19 repeat clients
20 years of experience
Brunswick, ME, 04011

“We’ve had Maricela watch our cats a number of times now and always feel confident that they will be well looked after. She always makes sure to keep us updated and sends lots of great pictures. We are very thankful for the great care she takes with our pets!”

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Emily B.
Sitter Profile Image: Erin H.
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Erin H.
from
$19
per visit
5.0 out of 5 stars
• 22 reviews
9 repeat clients
7 years of experience
Riverton, Portland, ME, 04103

“Erin was GREAT! She is such a good communicator and professional. I will definitely use her again in the future.”

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Danielle F.
Sitter Profile Image: Tallat N.
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Tallat N.
from
$28
per visit
4 years of experience
North Yarmouth, ME, 04097

About: My passion for cats is exceptional ! I have worked as volunteer at cat rescue in Uk and set up my own when I have my own house . I am a house wife at the moment and not working and it gives me flexibility to provide my services . I can do visits after school run( after 8am ) , afternoons ( 12- 3) and evenings ( 5-7 or 8) . I will be providing cat sitting at your house. My cats need fresh food , water and unlimited cuddles everyday . I clean the litter box every 24 hours . Make sure they are safe. Get lots of belly rubs . One of my cats is on regular pill and able to medicate as well if required.

Sitter Profile Image: Andrew R.
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Andrew R.
from
$19
per visit
5.0 out of 5 stars
• 19 reviews
8 repeat clients
10 years of experience
Portland, ME, 04102

“Great communication and service!”

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jeffrey t.
Sitter Profile Image: Emily W.
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Emily W.
from
$30
per visit
5.0 out of 5 stars
• 12 reviews
6 repeat clients
10 years of experience
Parkside, Portland, ME, 04101

“Excellent service. Reliable. Communicated well. We had to add some extra days to our booking at the last minute to which she was quick to respond and cover us. Gave us a huge piece of mind.”

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Loretta D.
Sitter Profile Image: Christine H.
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Christine H.
from
$25
per visit
5.0 out of 5 stars
• 1 review
2 years of experience
Deering Center, Portland, ME, 04103

About: I’ve been dog-sitting for families in Portland on and off for the past two years, along with caring for dogs in my own family. Through these experiences, I’ve cared for dogs of all sizes and ages, from playful puppies and energetic younger dogs to senior dogs who need extra patience, gentleness, and care. I’m attentive, loving, and gentle, with a strong ability to read dogs’ cues and recognize what they need to feel comfortable and happy. I understand that younger dogs may need plenty of activity and playtime, while older dogs often benefit from a calm, patient sitter who moves at their pace and provides a warm, reassuring presence. Every pet and family has their own routines, preferences, and expectations. I’m committed to following your instructions carefully and caring for your dog the way you would, so they feel safe, loved, and right at home! I work remotely from 9–5 Monday through Friday, so I’m available every evening and on weekends for pet care. Since I work from home, I’m also happy to provide longer daytime stays or overnight care, as long as I’m able to work from your home. My flexible schedule allows me to give pets plenty of attention, companionship, and care throughout the day. I prioritize safety, comfort, and clear communication for every pet in my care. Before a booking, I like to learn about each pet’s routine, personality, dietary needs, medications, exercise preferences, and any potential concerns. I follow the pet parent’s instructions carefully and keep a close eye on pets so I can respond quickly if anything seems unusual. In a client’s home, I treat the space with the same care and respect I would my own. I keep doors, gates, and other escape routes secure, maintain a clean environment, and make sure pets have access to fresh water, food, and a comfortable place to rest. I’m also happy to provide regular updates and photos so pet parents can feel confident while they’re away!

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The median cost per visit for pet sitting in Cumberland is $25

Pet parents share their Rover experiences - Cumberland

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5.0 out of 5 stars

Carly was amazing! We were at our daughter’s wedding and we didn’t have a worry in the world! We had to unexpectedly put our kitten down three before we left and Carly made sure to give our senior cat all kinds of love. I couldn’t be happier!

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Barbara O.
Drop-In Visits
5.0 out of 5 stars

Lily is so kind and was great with our dog! We knew that we were in good hands being away all day and Lily was coming over to take her out for us. Thank you Lily!!

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Meg P.
Drop-In Visits
5.0 out of 5 stars

Matthew did a great job with our dogs. He took them out on walks and took great pictures for us to see. He also gave them treats and was good to them. He had 3 dogs to deal with over the time and they all seemed happy with him. Great dog sitter who I would definitely use again!

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

Katie took great care of our pup when we were out of town. It was obvious during the meet and greet that she’s very knowledgeable with dog care, and the photos from her time with our dog show a very happy pet!

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Louisa W.
Drop-In Visits
5.0 out of 5 stars

We’re return customers and we couldn’t be more satisfied! Kelly will do a great job looking after your pets, and she has also helped us in a pinch.

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Jesse L.
Drop-In Visits
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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.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

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

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Popular requests for pet sitting - Cumberland

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Cumberland average 7
repeat pet sitting clients

FAQs for Pet Sitting - Cumberland

Frequently asked questions about Rover

As of November 2026, there are 976 sitters on Rover offering Pet Sitting across Cumberland. 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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

  • 90% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 95% 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 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.

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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