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

14 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)"

Confirmed Memorial day Availability
2. Shradha

Run, walk, and play off/on leash!

South Freeport, ME, 04078

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

Confirmed Memorial day Availability
3. Brittney

Beach & Trails Are My Backyard

South Portland, ME, 04106

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

"I have known Brittney for 12 years and she has always been trustworthy, reliable and loving. Brittney has grown up with animals in her home - from dogs, cats... (more)"

4. Leah

Your dog will be safe under my care

Downtown, Portland, ME, 04101

House Sitting, Drop-In Visits, Dog Walking

"Leah is the epitome of animal lover. She grew up with dogs, cats and chickens and when we lived together, she co-parented my cat with me! Whenever Leah goes ... (more)"

5. Mary

Energetic & Compassionate Dog Lover

Freeport, ME, 04032

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

"Mary is wonderful to our pets! She comes over everyday and checks in on them, takes them for walks and will even take them to the groomers or other appointme... (more)"

6. Audrey

Tired Dog is Good Dog! I love Dogs

Cumberland Foreside, ME, 04110

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I’ve know Audrey since 2000. I’ve never seen her without a dog in her life. Every dog she has owned has been more than well trained and well behaved. I don’t... (more)"

7. Brian

Adventurous Person For Your BFF

East Bayside-India Street, portland, ME, 04101

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Brian! I have been a dog person my whole life, and have been walking/sitting dogs for a number of years. I provide my own tra... (more)

8. Hannah

Active and caring dog lover!

East Deering, Portland, ME, 04103

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

9 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)"

9. 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)"

10. Roslyn

I'll run with your dog

YARMOUTH, ME, 04096

House Sitting, Drop-In Visits, Dog Walking

About: I have been working with dogs as well as many other animals (cats, horses, turtles, fish etc.) for many, many years and have done volunteer work fo... (more)

11. Margaret

Home full-time in the East End!

East End, Portland, ME, 04101

House Sitting, Drop-In Visits, Dog Walking

"Maggie has years of experience caring for pets. She has a deep love of animals and is always careful to attend to their needs and to provide attention. She i... (more)"

Confirmed Memorial day Availability
12. Alicia

Home all day to spoil your pup!

North Deering, Portland, ME, 04103

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

About: We are excited to spoil your pup with love and attention! My husband, Dave, and I live in a spacious house in Portland (North Deering) on a quiet, ... (more)

13. Emily

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

Cumberland Foreside, ME, 04110

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

14. Olivia

Reliable pet care

East Deering, Portland, ME, 04103

House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Olivia and I have been living in the Portland area for almost three years now. I love pets and have extra availability currently as ... (more)

15. 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)"

Confirmed Memorial day Availability
16. Jessica

The most passionate dog lover

Falmouth, ME, 04105

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Jessica. She's is passionate about dogs and is a very dependable and caring person. Having seen her around our dog, I can tell you she tru... (more)"

17. Stacey

Pet Sitting Services with TLC!

Falmouth, ME, 04105

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

3 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)"

18. 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)

19. 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)

20. 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)


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.