Pet Sitting & Drop In Visits in Cumberland, ME

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

Tip: Contact sitters now to confirm availability.
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1. Leslie

Leslie's Playful Paws

Falmouth, ME, 04105

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have spent the past Ten years working with dogs. I started as a dog walker and that quickly inculeded accepting dogs for daycare. Overnights were... (more)

Confirmed availability
4th of July
2. Shradha

Run, walk, and play off/on leash!

South Freeport, ME, 04078

House Sitting, Drop-In Visits, Dog Walking

"Shradha is great with dogs. She has been around them all her life and currently as an elderly yellow lab. Belle is very well behaved and comes into work with... (more)"

Confirmed availability
4th of July
3. Alicia

Home all day to spoil your pup!

North Deering, Portland, ME, 04103

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Alicia is fabulous. We couldn’t be more pleased. She is professional, trustworthy and exceptional with our boy. We will continue to book with Alicia. (more)"

Confirmed availability
4th of July
4. Kira

Loving, active, good with others

Westbrook, ME, 04092

House Sitting, Drop-In Visits, Dog Walking

"Kira is a very responsible, caring individual who will provide your pet with the best care possible while you are away. She will care for your dog as if it ... (more)"

5. Molly

Working in dog rescue for 8 years!

Falmouth, ME, 04105

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"All my pets loved Molly! When we first met Molly, my dog, Harley, looked at me like "Can we keep her?". Even though I asked her to take care of my dogs and ... (more)"

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6. Matt

Treats on treats on treats

Gray, ME, 04039

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Matt is very patient and loving towards dogs! He owns a yellow lab who is one of the happiest dogs I've ever met. He has watched my two dogs on multiple occa... (more)"

7. Ashley

Lots of exercise for your dog!

Windham, ME, 04062

House Sitting, Drop-In Visits, Dog Walking

"Ashley was great! My dogs loved to see her every day. She kept me posted with pics and comments. I cold vacation with ease knowing my dogs were being well ta... (more)"

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8. Paula

Lots of love, care, and activities!

Westbrook, ME, 04092

Drop-In Visits, Dog Walking

"Paula has a love for dogs that I have never before seen in another person. She loves dogs of any size and breed and I have never seen her have anything but a... (more)"

Confirmed availability
This weekend
9. Stacey

Pet Sitting Services with TLC!

Falmouth, ME, 04105

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"My wife and I spent the month of October in charming Harpswell, and we had a wonderful time, due in part to Stacey. Our 6-year-old Basset Hound is generall... (more)"

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10. Samantha

Fun- loving animal lover!

Riverton, Portland, ME, 04103

House Sitting, Drop-In Visits, Dog Walking

"Samantha has watched my dogs on several occasions. She is the best! My girls get excited every time she comes over. She is so patient and loving towards them... (more)"

11. Emily

Open schedule-I'll run w/ your dog!

Cumberland Foreside, ME, 04110

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Emily! She took such wonderful care of my dog Milo! She kept me updated while I was away on trip. My dog really liked her, and I would rea... (more)"

12. Maggie

Flexible, stay-at-home Mom!

Falmouth, ME, 04105

House Sitting, Drop-In Visits, Dog Walking

About: I have been providing care for dogs and their families for 15+ years, starting in my neighbor as a young girl. I have many references and currently... (more)

13. Christy

Home fulltime looking for pup love!

North Deering, Portland, ME, 04103

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Christy is amazing! She has been incredibly reliable, and it's clear how much she loves what she does. She's also great with communication, answers all of my... (more)"

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14. William

Love dogs + live close to parks.

Yarmouth, ME, 04096

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Hi William L. had a dog since he was 5 years old. He cared for and loved his dog like it was his brother. William walked, played fetch and would take him to... (more)"

Confirmed availability
4th of July
15. Molly

I am an enthusiastic dog-lover

Yarmouth, ME, 04096

House Sitting, Drop-In Visits, Dog Walking

About: I love all animals, especially dogs, and would love to spend my summer caring for them. I enjoy running and walking with pets, as well as just goin... (more)

Confirmed availability
4th of July
16. Gracie

Love runners & couch potatoes alike

Yarmouth, ME, 04096

House Sitting, Drop-In Visits, Dog Walking

About: I'm a college student who has a deep love for caring for animals and making their (and your!) day better. I'm available throughout the day to check... (more)

17. Harrison

walks, runs, affection and more!

Cumberland, ME, 04021

House Sitting, Drop-In Visits, Dog Walking

"Harrison has had dogs and cats all of his life. He has always been very responsible about caring for them. He takes the dogs for walks and hikes. He loves to... (more)"

18. Angelikah

I just Love em

Falmouth, ME, 04105

House Sitting, Drop-In Visits

"Angelikah is a darling and is so quick to help/make accomodations if need be. I was late to return home and she helped me out by staying an extra day. She is... (more)"

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19. Katie

I often enjoy dogs more than people

Falmouth, ME, 04105

House Sitting, Drop-In Visits, Dog Walking

About: I had a golden retriever for 10 years and now have another one who is almost 3! For both dogs, I provide all the care and love they require and des... (more)

Confirmed availability
4th of July
20. Olivia

They’ll be spoiled:)

Falmouth, ME, 04105

House Sitting, Drop-In Visits, Dog Walking

About: I am a horseback riding instructor and I am the biggest animal lover ever! Cuddles, walks, dog parks, hanging out, whatever it is I am happy to be ... (more)


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.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.