Pet Sitting in Oakland

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

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1. Sarah Verified Background Check

Avid runner and dog lover

Hallowell, ME, 04347

Drop-In Visits, Dog Walking

"Sarah is great with bergy. He loves having her come over. And working nights she’s great about working with my schedule. Can’t wait to have her come over again. (more)"

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2. Sydney Verified Enhanced Background Check

A happy dog is the best kind 🐶💙

Fairfield, ME, 04937

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

"Sydney has a unique way with animals that cannot be taught, an innate connection. She takes the time to learn each animals' unique personality with their stren… (more)"

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3. Sierra Verified Background Check

Teacher and animal Lover!

Sidney, ME, 04330

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

"Sierra has spent a lot of time with our 4 legged family members. Sierra has always been kind and attentive and obviously loves both our cat Snickers and dog Li… (more)"

4. Karissa Verified Background Check

Med student looking for dog friend!

Waterville, ME, 04901

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

"I think Karissa might love dogs more than she loves most people... All joking aside, Karissa would be my go-to if I still lived in the area. She is a hard-wor… (more)"

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5. Richard Verified Background Check

No matter the weather I’m here 4 u

Winslow, ME, 04901

Drop-In Visits, Doggy Day Care, Dog Walking

"Richard has had a great love for animals since I met him and the animals have always loved him. He’ll get right down and play for hours with a dog, always goin… (more)"

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6. Allison Verified Background Check

Paws, fluff and all the cute stuff

Waterville, ME, 04901

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

"Absolutely fantastic experience. Would very much recommend Allison to watch any dog. My dog is very uncomfortable anytime she is away from home. However, she … (more)"

7. Anna Verified Background Check

Veterinary technician

Augusta, ME, 04330

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

"Anna did fabulously with communications with me! She is reliable ,friendly, and conscientious... goes the extra step for you. My cat is very shy and Anna manag… (more)"

8. Mackenzie Verified Background Check

Home full-time_large yard

Vassalboro, ME, 04989

Drop-In Visits, Doggy Day Care, Dog Walking

About: Mackenzie-Lucille-Nipsey-Kendrick I've volunteered at the Waterville Humaine Society for the past 10 years and I've been around dogs all my life. … (more)

9. Jacob Robert Verified Enhanced Background Check

Taking care of animals is my life.

Augusta, ME, 04333

Drop-In Visits, Dog Walking

About: I've been working at K9 Cabin Dog Daycare for the past 7 years. We are cage/kennel free so I am regularly out with 25-35 dogs all in one area, so I k… (more)

10. Jessica Verified Background CheckRover 101

Nursing student and animal lover

Waterville, ME, 04901

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

About: I am a 20-year-old nursing student currently enrolled at the University of Connecticut but home for 4 months for summer break from May 20th to August… (more)

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11. Shelbi Verified Background Check

Loving care for when your not there

Windsor, ME, 04401

House Sitting, Drop-In Visits, Dog Walking

"Shelbi is amazing with animals and as long as I've known them has has various pets of their own, from cats and dogs to rats and rabbits. They provide high qual… (more)"

12. Alecia Verified Background Check

Dog or cat sitter!

Hinckley, ME, 04937

House Sitting, Drop-In Visits, Dog Walking

"She was great! Quick at responding, took lots of pictures and told me how well my dog was doing! She is really friendly and you can tell she loves animals! (more)"

13. Annika Verified Background Check

Commiteed and Fun Friend!

Oakland, ME, 04963

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

"Annika communicated very reliably and was a great help! Thanks so much. (more)"

14. Caitlyn Verified Background Check

Loves dogs--big and small!

Sidney, ME, 04330

House Sitting, Drop-In Visits, Dog Walking

"Caitlyn and I have a long history of loving dogs together - she was the one who took me to pick up my very own German Shepherd Dog, Eevee, way back in 2008. Ee… (more)"

15. Kaitlyn Verified Background Check

A loving second home for your pups!

Oakland, ME, 04963

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

"Kaitlyn lives right down the road from me and has been watching my cattle dog Rowyn for several months now and she is wonderful! She takes her for walks and se… (more)"

16. Christina Verified Background Check

Animal lover to pamper your pets!

Waterville, ME, 04901

House Sitting, Drop-In Visits, Dog Walking

"Christina is an awesome sitter. I had her watch my cat while I was away for a few day. At first, I was hesitant letting someone else enter my house while I was… (more)"

Confirmed availability
 Easter weekend
17. Emily Verified Background CheckRover 101

Love, Experience, and Cuddles

Benton, ME, 04901

House Sitting, Drop-In Visits, Dog Walking

"Emily took care of our Labrador while we were on vacation. She did an excellent job and was a super house sitter, as well! She is respectful, responsible and r… (more)"

18. Molly Verified Background Check

Animal Life Coach

Oakland, ME, 04963

House Sitting, Drop-In Visits

"I've known Molly for many years. I knew without a doubt that I could trust her with our baby girl Kamille (Golden Retriever). She has always had the sweetest… (more)"

19. sienna Verified Background Check

Active Dog walker/sitter

Sidney, ME, 04330

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

"Sienna was wonderful with our dogs! Took them for a walk and sent me photos. Will definitely use her help again. (more)"

20. Pamela Verified Background Check

You Leave Em, We Love Em

Belgrade, ME, 04917

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

"Unfortunately we had to change our plans last minute, as one of our cats became extremely ill during the day we were departing, but Pam was so supportive, unde… (more)"


Rover.com is the simple, savvy way to find and book Oakland drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Oakland. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.