Pet Sitting & Drop In Visits in Windsor, ME

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

Confirmed availability
4th of July
1. Verity

Your favorite summer sitter!

Newcastle, ME, 04553

House Sitting, Drop-In Visits, Dog Walking

"Verity is a great pet sitter! My wife and I trusted our dog and two cats to her on numerous occasions while we were out of town. A few times she house sitt... (more)"

Confirmed availability
4th of July
2. Lynda

Professional Dog Breeder available

Warren, ME, 04864

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

"Lynda took wonderful care of our poodle! Laa-laa and I are looking forward to our next visit at her beautiful home! Thank you Lynda! 5 Stars! (more)"

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3. Annika

Commiteed and Fun Friend!

Oakland, ME, 04963

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

"This was our first time using Annika's pet sitting services and it was a great experience. She medicated our grumpy cat with no problem and everything was so... (more)"

Confirmed availability
4th of July
4. Joan

Dogs love is unconstitutional

West Gardiner, ME, 04345

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

"I think Joan has found her calling! I am a close friend of Joan's for about 8 years. Joan has cared for my pets Stubby and Marvin on several occasions . I... (more)"

Confirmed availability
4th of July
5. Jenn

Home full-time, 7 acres, quiet area

Chelsea, ME, 04330

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

"Jenn is a five star pet sitter! (more)"

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6. Kasey

Energetic animal lover

Augusta, ME, 04330

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

"We will be using Kasey again and again. Very responsible, reliable and dog savvy . Sweetheart too. (more)"

7. Penelope

Dogs are our Business!

Bremen, ME, 04551

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

"Great experience! Knowledgeable, friendly and great communication. Would definitely use again! (more)"

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8. Wendy

Red Rover send Fido on over~

China, ME, 04358

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

"Wendy has consistently demonstrated warmth and caring as a "people person". She has an impressive resume regarding prior positions of responsibility. Her ... (more)"

9. Mara

I care for your dogs like my own

Wayne, ME, 04284

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

About: I consider the needs of each individual dog and the amount of exercise and training they need to be physically and mentally healthy. I love working... (more)

10. Sydney

I’ll take your dogs on adventures

Unity, ME, 04344

House Sitting, Drop-In Visits, Dog Walking

"Sydney has been looking after our dog, Arthur, for the last two years. He has separation anxiety and we worry often about leaving him, but Sydney is patient ... (more)"

Confirmed availability
4th of July
11. Amanda

Trained dog handler seeking friends

Augusta, ME, 04330

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

About: I have quality experience training dogs of all sizes and attitudes and have not met a dog I can’t communicate with. I have a very flexible schedule... (more)

Confirmed availability
4th of July
12. Tony

Will treat your pet like my own!

Lewiston, ME, 04240

House Sitting, Drop-In Visits, Dog Walking

"I couldn't ask for better... personable, reliable and loves dogs... even old, quirky ones. Tony is not intimidated by prescriptions and he is conscientious a... (more)"

13. Lauryn

Dog walker - belly scratcher

Windsor, ME, 04364

Drop-In Visits, Dog Walking

About: I have a bachelors in Animal Science and a passion for providing the best care for all dogs. I enjoy hiking and exploring new areas with my two Ger... (more)

14. Brittany

Home full time - 3 acres to play

Sidney, ME, 04330

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

"No one loves dogs like Brittany. She can handle my crazy and energetic black lab with such tolerance and love - and in turn he always looks forward to seeing... (more)"

Confirmed availability
4th of July
15. Kellie Ann

I got your pets on the weekends!

Waterville, ME, 04901

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

About: I have two dogs and three cats of my own. I have cared for all since kitten/puppy age to now senior age. I have worked extensively with Bark Bust... (more)


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Windsor pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Windsor, ME who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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.