Pet Sitting & Drop In Visits in Winslow, 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 Memorial day Availability
1. Stefanie

Flexible, energetic & easy-going!

Winslow, ME, 04901

House Sitting, Drop-In Visits, Dog Walking

"Stefanie watched my crazy little dog several times for me. She always treated Bella like her own and went the extra mile to make the pooch happy. You'll ne... (more)"

2. Annika

Commiteed and Fun Friend!

Oakland, ME, 04963

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

11 repeat clients

"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)"

3. 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)"

4. Krystle

Home Away From Home

mount vernon, ME, 04352

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

2 repeat clients

"AWESOME!!!!!!! (more)"

5. Lauren

Quiet house with trails nearby!

Benton, ME, 04901

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

"Lauren has taken excellent care of my 7 year old Labradoodle when we've travelled. I trust Lauren to care for my beloved dog as well as she does her own. (more)"

Confirmed Memorial day Availability
6. Wendy

Red Rover send Fido on over~

China, ME, 04358

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

5 repeat clients

"When I was too ill to properly care for my pets, I knew just who to call. Wendy made the 1 1/2 hr. drive to pick up my pets and take them to her house to ca... (more)"

7. 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)

Available this weekend
8. Nathan

I'll run with your dog.

Waterville, ME, 04901

House Sitting, Drop-In Visits, Dog Walking

"Nathan loves animals especially dogs. He goes to the humane society at least once a week to spend time with the animals. He has taken care of our 3 cats an... (more)"

9. Kasey

Energetic animal lover

Augusta, ME, 04330

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

About: I am an energetic undergraduate student who is a responsible, patient and caring dog sitter/walker- comfortable with all sizes & breeds of dogs. Ex... (more)

Confirmed 4th of July Availability
10. 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)


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