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.

1. Lisa

Experienced Stay at Home Dog Sitter

Freeport, ME, 04032

Dog Boarding, Drop-In Visits, Doggy Day Care

13 repeat clients

"Lisa was wonderful! She was available for a last-minute check-in and Moseley took to her like a lifetime friend. Thanks for the updates!! (more)"

2. Molly

Working in dog rescue for 8 years!

Falmouth, ME, 04105

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

14 repeat clients

"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)"

3. Carly

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

East End, Portland, ME, 04101

Drop-In Visits

2 repeat clients

"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)"

4. Astrea

The Loving Home for Dog Boarding

East End, Portland, ME, 04101

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Astrea helped us out last minute and was great. Super reliable and we appreciated her helpfulness! (more)"

5. Hannah

Active and caring dog lover!

Downtown, Portland, ME, 04101

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

6 repeat clients

"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)"

6. Allyanne

Experienced Dog Owner

Ocean Avenue, Portland, ME, 04103

House Sitting, Drop-In Visits, Dog Walking

"Ally was a pleasure to work with. She clearly loves dogs as well as all animals. She's energetic and professional. I'm comfortable putting complete trust in ... (more)"

7. Heather

Love to hike with a pup by my side!

East Bayside-India Street, Portland, ME, 04101

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: My boyfriend and I work as a team to provide 24/7 coverage as we have different schedules. His name is Brian Mcculloch and he has a profile on Rove... (more)

Confirmed President's Day Availability
8. Jessica

Run, walk & hike with your pup!

East End, Portland, ME, 04101

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jessica took such great care of Eloise and Lou while I was away today. I loved the photos she sent me of their adventures on the Eastern Prom and I appreciat... (more)"

9. Holly

I'll give your dog love & exercise!

East End, Portland, ME, 04101

Drop-In Visits, Dog Walking

"Good morning, Thank you very much for your request. Holly L. has watched, walked, fed and loved my two pets for several years while I have been out of ... (more)"

10. Megan

Professional Canine Snuggler

North Deering, Portland, ME, 04103

House Sitting, Drop-In Visits, Dog Walking

"Megan looked after and walked my lab-mix over the course of 6 months. Megan was always on time and great at communicating. And me and my dog both loved her! (more)"

11. Effie

Daily Dog Adventures!

East Deering, Portland, ME, 04103

House Sitting, Drop-In Visits, Dog Walking

About: Exercise, discipline and lots of attention is what I'm all about. An exercised dog is a happy, well-behaved dog. Maybe you're looking for someone t... (more)

12. Jonas

Dogs need love and exercise

Falmouth, ME, 04105

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

1 repeat client

About: I have an open schedule and love dogs. I have 2 dogs and they're very sweet and energetic. I love to walk them and play with them even on rainy day... (more)

13. Mason

Dog Lover with Summer Availability

North Deering, Portland, ME, 04103

Drop-In Visits, Doggy Day Care, Dog Walking

About: With six years of experience with my own dogs, as well as those of family and friends, I know how to provide the perfect care that your dog needs. ... (more)

14. Sierra

Responsible Dog Walker!

Yarmouth, ME, 04096

Drop-In Visits, Dog Walking

About: I have had dogs of all ages ever since I was little ranging from small to big. I have had to care for up to 6 dogs at once in my household before s... (more)

15. Alexandra

Life-long dog owner

East End, Portland, ME, 04101

House Sitting, Drop-In Visits, Dog Walking

"Alexa watched and cared for our 2 boxers over the span of three years when my wife and I would travel out of town. She would update us with photos and short ... (more)"

16. Haley

Play, adventure, snuggles

Freeport, ME, 04032

House Sitting, Drop-In Visits, Dog Walking

About: I love to get outside, go to the park and walk the trails, toss a stick and run. My schedule is flexible, I would love to take your pup for a long ... (more)

17. Cecilia

Happy home!

Peaks island, ME, 04108

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

2 repeat clients

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)

18. Harrison

walks, runs, affection and more!

Cumberland, ME, 04021

House Sitting, Drop-In Visits, Dog Walking

"I have known Harrison for a number of years, and have always appreciated how conscientious and responsible he has been when it comes to taking care of my dog... (more)"

19. Stacey

Pet Sitting Services with TLC!

Falmouth, ME, 04105

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

2 repeat clients

"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)"

20. Mackenzie

I treat your pets like my own

Freeport, ME, 04032

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

3 repeat clients

"Mackenzie grew up with dogs from Great Danes to Basset Hounds. She is the perfect owner of two high energy herding dogs. Kenzie has been known to take her lu... (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.