Pet Sitting in Cumberland

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kasch T.
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Sitter Profile Image: Kasch T.
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1. Kasch T.

Can’t wait to meet your pets!
North Yarmouth, ME, 04097
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
208 reviews
82 repeat clients
from
$22
per visit

We have had Kasch care for our cat numerous times and he is always reliable and attentive. We appreciate his thoughtful messages and photos. I highly recommend him.

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Sitter Profile Image: Rose M.
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Sitter Profile Image: Rose M.
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2. Rose M.

Rover 101
Animal lover
Westbrook, ME, 04092
6.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
270 reviews
72 repeat clients
from
$17
per visit

Thank you, Rose, taking care of Cleo. I felt very secure with her in your hands. Checking in and leaving pictures was very thoughtful and considerate. I will definitely call you again the next time Cleo needs a babysitter! ?

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Sitter Profile Image: Amy Y.
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Sitter Profile Image: Amy Y.
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3. Amy Y.

I would love to care for your pets.
Westbrook, ME, 04092
11.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
14 repeat clients
from
$25
per visit

this was 1st time we use Amy and she really was great watching our baby she kept us updated on everything and even went beon what was ask for her I highly recommend her and would be using her again thanks Amy for caring for our baby

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melissa W.
Sitter Profile Image: Melissa W.

4. Melissa W.

Rover 101
Your dog will dig me
Falmouth, ME, 04105
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$20
per visit

Melissa went above and beyond to take care of my dog while I was out of town. She drove to my house during a storm to make sure my dog would be fed and cared for. She was also great with communicating with me, which I really appreciated. I would definitely choose her again to take care of my dog.

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Sitter Profile Image: Joshua D.
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Sitter Profile Image: Joshua D.
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5. Joshua D.

Affordable Trustworthy Reliable
Downtown, Portland, ME, 04019
9.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$18
per visit

Me and my dog pancho love josh. We have weekly play dates with his dog. Josh is super caring and I’d trust him with pancho any given day.

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Sitter Profile Image: Josie S.
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Sitter Profile Image: Josie S.
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6. Josie S.

Member of a 20 paw family
Nasons Corner, Portland, ME, 04102
8.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
8 repeat clients
from
$15
per visit

Josie was super sweet and did a great job with my two cats! She asked questions to better take care of them and was even kind enough to take in the mail for me when I was away for an extended period of time. Will definitely book her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jordan W.
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Sitter Profile Image: Jordan W.
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7. Jordan W.

Jordan
Freeport, ME, 04032
9.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
10 repeat clients
from
$30
per visit

Jordan has been very patient with our shy puppy. Our older dog immediately liked Jordan and loves the extra attention during her drop-ins. Both dogs are worn out when I get home from work!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maggie F.
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Sitter Profile Image: Maggie F.
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8. Maggie F.

I just love dogs
Portland, ME, 04102
9.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$20
per visit

Maggie speaks cat and dog and recognizes and celebrates the bond you share with all your four legged family members. She is a professional, a consummate pet provider, on time, responsible and a good communicator. If following the family's directions, providing loving companionship and exercise and a peaceful heart and active or slow motion time in nature is who and what you want for your beloved pet(s), then you could not make a better selection than Maggie.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hanna C.
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Sitter Profile Image: Hanna C.
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9. Hanna C.

Experienced and loving!
Rosemont, Portland, ME, 04103
9.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$16
per visit

About: I have worked at my local humane society, dog sat and walked dogs in the past. I also had my own pup that I cared for until this January, when he passed away of old age. I love dogs with all my heart and have had my fair share of experience with them in terms of handling, socializing and walking them. I love to run so I am open to running/ playing with dogs who need an extra energy release. As I work full time, I am available on the weekends or in the evenings during the work week to walk dogs. I am flexible with certain weekdays however. I always keep pups on a leash and am cautious of interactions with other dogs/pets. I stay in let-safe areas and stop periodically for water and treats.

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Sitter Profile Image: Lily F.
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Sitter Profile Image: Lily F.
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10. Lily F.

Energetic, Flexible, Compassionate
Falmouth, ME, 04105
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
105 reviews
61 repeat clients
from
$30
per visit

We booked very last minute and were lucky to find Lily! She was great with updates and was able to care for our very large dog. Very easy to communicate and plan with!

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Sitter Profile Image: Corette G.
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Sitter Profile Image: Corette G.
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11. Corette G.

Certified Animal Assisted SW
Yarmouth, ME, 04096
3.7 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
9 repeat clients
from
$15
per visit

So glad I found Corette! She's timely, communicative and kind. She always provides detailed recaps and photos of her visit and takes care of everything my cats need. Hope to be using her services for a long time!

Sitter Profile Image: Teagan B.
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Sitter Profile Image: Teagan B.
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12. Teagan B.

Love all animals!
Falmouth, ME, 04105
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$15
per visit

About: I’ve had dogs and cats my whole life and always loved taking care of them. I would love to take care of your pets too. I love to go for long walks, runs, and I’m outside for most of the day! I am currently a college student with most weekends free, so I’ll have plenty of time to take good care of your pups and cats! I have an unfenced yard but plenty of trails and roads near me. I will always take our furry friends out with a leash. This is an animal friendly home and they’re free to roam around when they please.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jessica P.
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Sitter Profile Image: Jessica P.
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13. Jessica P.

I'll spoil your dogs with attention
Falmouth, ME, 04105
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$20
per visit

Stella is so good with my very high maintenance dogs. I’m terribly sad she moved to Maine. Our dogs still sit by the door and wait for her. She is very trustworthy and one of the kindest humans we have ever come across. If you have a dog with allergies or special needs Stella is a great choice.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Abigail G.
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Sitter Profile Image: Abigail G.
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14. Abigail G.

Experienced animal lover
Falmouth, ME, 04105
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$30
per visit

Abby was awesome, super professional and Kenny loved her!

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Sitter Profile Image: Taylor M.
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Sitter Profile Image: Taylor M.
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15. Taylor M.

Pet owner and lover
Windham, ME, 04062
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
10 years of experience
from
$15
per visit

About: I have had pets my whole life; currently a dog, cat, three birds, and fish. I'm comfortable caring for all types of animals, including reptiles! I am looking to make pet sitting my full time job, as it is something I have enjoyed doing on the side for many years now. I have a very large yard (unfenced), so they will have plenty of space to play and do their business. I have one dog (neutered male) who tends to keep to himself, so he shouldn't interfere too much with your pup(s) while they're staying with me. I am able to separate him from the rest of the house as needed.

Sitter Profile Image: Rachel P.
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Sitter Profile Image: Rachel P.
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16. Rachel P.

Forever dog obssessed
North Deering, Portland, ME, 04103
6.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$20
per visit

About: I’ve taken care of many different types of dogs throughout my life. When I was still in school I would watch my neighbors dogs and now I have three of my own! I still watch dogs for my friends but would like to extend my reach since I love doing it so much! I work remotely from home and have a pretty flexible schedule because of that. It also gives me a lot more time to spend with your animals. I have a fenced in yard so I prefer them for potty breaks, but I also have experience taking reactive dogs on potty break walks as well.

Sitter Profile Image: Kelly F.
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Sitter Profile Image: Kelly F.
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17. Kelly F.

Need a responsible pet helper?
Falmouth, ME, 04105
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$30
per visit

Reliable and came through for us at short notice. Thanks for giving us piece of mind while we were away!

Sitter Profile Image: Zach M.
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Sitter Profile Image: Zach M.
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18. Zach M.

Ready to satisfy your dogs needs
Falmouth, ME, 04105
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$30
per visit

Very responsive and responsible. Pleasure to work with

Sitter Profile Image: Lindsay W.
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Sitter Profile Image: Lindsay W.
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19. Lindsay W.

Pet-loving family here to help!
Cumberland, ME, 04021
0.7 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$15
per visit

Lindsay is nurturing, responsible and take great care of our dog while we are away. It is so lovely to be on vacation and not have a worry in the world while we are gone because we know he is being so well loved. I would trust Lindsay with my cats, dogs and children! Highly recommend.

Sitter Profile Image: Emma R.
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Sitter Profile Image: Emma R.
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20. Emma R.

animal loving college student
North Yarmouth, ME, 04097
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$20
per visit

Emma went above and beyond for us and our two dogs! She was responsible and communicative; giving us peace of mind while we were away. I would highly recommend Emma and appreciate knowing we have a patient, knowledgeable and flexible care giver to rely on. Thanks Emma!

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Cumberland Pet Sitting & Drop Ins ratings

Overall Rating:
4.8 out of 5 stars

Pet sitters in Cumberland are rated on average 4.8 out of 5 stars based on 8 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Cumberland:


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Cumberland pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Cumberland, ME, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Cumberland pet sitters and avoid the kennel.

Drop-In Visits