Pet Sitting & Drop In Visits in Chebeague Island, 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.
1. Lisa

Experienced Stay at Home Dog Sitter

Freeport, ME, 04032

Dog Boarding, Drop-In Visits, Doggy Day Care

"Lisa is spectacular. Moseley has so enjoyed her visits that are packed with love. We can count on Lisa to bring joy and warm companionship to each visit. I ... (more)"

Confirmed 4th of July Availability
2. 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)"

3. Megan

I love dogs

East Bayside-India Street, Portland, ME, 04101

Drop-In Visits, Dog Walking

About: Your dog is an important part of your family. Dogs shouldn't be kept in all day so I'd love stop in and let them stretch their legs. I have strong ... (more)

Confirmed 4th of July Availability
4. Shradha

Run, walk, and play off/on leash!

South Freeport, ME, 04078

House Sitting, Drop-In Visits, Dog Walking

"I had Shradha watch my dog, Wyatt, while I was away. He had a great time! She sent pictures and videos of him, which I loved. She took great care of him and ... (more)"

5. Hannah

Active and caring dog lover!

East Deering, Portland, ME, 04103

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

"Hannah is very professional and obviously cares a great deal for animals. It was comforting to know that she was taking excellent care of our pets while we w... (more)"

Confirmed 4th of July Availability
6. Callie

I'll love them like my own

East End, Portland, ME, 04101

House Sitting, Drop-In Visits, Dog Walking

"Callie has watched my dog Murphy many times. She is a huge animal lover with a lot of experience. She is sweet and kind hearted and loves my dog like her own... (more)"

7. Kelly

High Energy Dog Lover

East Deering, Porltand, ME, 04103

House Sitting, Drop-In Visits, Dog Walking

"I could not think of a better person to dog sit/walk my dog. Kelly W loves dogs and I have left my dog with her on several occasions for up to a week at a ti... (more)"

Confirmed 4th of July Availability
8. Kaylee

Fenced-in yard on the Eastern Prom

East End, Portland, ME, 04101

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

About: Hey there! I love dogs and grad school isn’t gonna pay for itself, so here we are. :) I have been around dogs of varying ages, sizes, and breeds... (more)

9. Carly

I'll love your pet like it's my own

East End, Portland, ME, 04101

Drop-In Visits

"Carly was amazing! She did drop in visits with our cat while we were gone and was content to brush and play with her or just be a snuggle buddy on the couch.... (more)"

10. Victoria

Active lifestyle, nearby park

East Deering, Portland, ME, 04103

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

"I have know Tori since she was a junior in high school. She has been dog sitting for us for the past 6 years whenever we leave town. We know our furry additi... (more)"

Available this weekend
11. 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)"

12. 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)"

13. Cecilia

Happy home!

Peaks island, ME, 04108

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

About: I am a Biologist and love animals! I have a Border Collie puppy of my own named Shackleton and have had many dogs growing up. Long walks, play time... (more)

14. 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)

15. 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 4th of July Availability
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)

Confirmed 4th of July Availability
17. 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)

18. Harrison

walks, runs, affection and more!

Cumberland, ME, 04021

House Sitting, Drop-In Visits, Dog Walking

"It is with no hesitation that I highly recommend Harry for your beloved pets. As a Rover dog walker/sitter myself I can guarantee that he will go above and b... (more)"

Confirmed 4th of July Availability
19. Abigail

Responsible and enthusiastic!

Yarmouth, ME, 04096

House Sitting, Drop-In Visits, Dog Walking

"Abby loves dogs. I always feel guilty when leaving them except when Abby is on duty. She is on the floor playing with them and giving them tons of love. S... (more)"

20. Anna

Play date with your dog

Yarmouth, ME, 04096

Drop-In Visits, Dog Walking

"Anna is a natural with all dogs! Her love and attention to a variety of dogs’ needs is apparent from the initial interaction. She meets them at their level, ... (more)"


Rover.com is the simple, savvy way to find and book Chebeague Island 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 Chebeague Island. 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.