Pet Sitting & Drop In Visits in Portland, CT

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. Christine

CHRISTINE'S DOG SERVICE MIDDLEFIELD

Middlefield, CT, 06455

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

9 repeat clients

"Christine is great. I had a last minute request for her to let Stella out and feed her. It was so great knowing Stella was in such good hands and I didn't ... (more)"

2. Dakota

Your dog will never be lonely!

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"I would absolutely recommend Dakota to watch over your fur baby. I was impressed and grateful with how much she cared for our Penny who is a 7 year old Lab m... (more)"

3. Kelsie

Love Helping Care for Dogs

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Kelsie did such a great job checking in / letting out my puppy for 3 days. She’s super reliable and really goes above and beyond! Highly recommended! (more)"

4. Melissa

Known as the dog whisperer

Middletown, CT, 06457

Dog Boarding, Drop-In Visits, Dog Walking

"Melissa is the Pup-Whisperer! Every time I travel, which is often, Tuxi stays with her. I always receive fun pic updates and messages throughout the day. He ... (more)"

5. Laura

Kind hearted, lifetime animal lover

Cromwell, CT, 06416

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

23 repeat clients

"The meet and greet between Laura and Leonelle went very well. Leonelle is a timid dog and she took a while to warm up to Laura. Laura was very understanding ... (more)"

6. Dana

Experienced dog enthusiast!!

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Dana has been so great with Halligan. She is extremely thorough, warm, attentive and creative. We would highly recommend her as a Dog Walker/Sitter! (more)"

7. Elijah & Isaiah

Dancer looking for animal time ❤️

Middletown, CT, 06457

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

About: I am a thourough worker who will not take the easy way out. I love to stay busy. I have had many pets growing up. Since I live away from my hometow... (more)

8. Penny

Let us help you!

Middletown, CT, 06457

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

About: My 8 year old son and I love dogs and would like to help you take care of yours. We will play games outside and run laps around a park. We have e... (more)

9. Sam

Walkie Doggy - hello Kitty

Middletown, CT, 06457

Drop-In Visits, Dog Walking

1 repeat client

"Sam is exceptionally caring for my dog. When he comes home from being with Sam Milo is so happy and tired. Sam helps me so much and is the best with my dog yet! (more)"

10. Nicole

Dogs speak to my soul

Cromwell, CT, 06416

House Sitting, Drop-In Visits, Dog Walking

"Nicole is the epitamy of an animal lover, especially dogs. She not only loves dogs, she has years of experience raising her own dogs and training them. She w... (more)"

11. Simone

PAWS ARE THE CAUSE

Cromwell, CT, 06416

House Sitting, Drop-In Visits, Dog Walking

About: I have experience working in Dog Daycare kennels. I was trained in the safety and wellness of dogs and cats. I'm comfortable with all animals, larg... (more)

12. Jasmine

Snuggle & Exercise Bud for your dog

Middletown, CT, 06457

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

1 repeat client

"Jasmine is responsible and loving. She will take excellent care of your Pets. She watched my three dogs, a Chow “Canada” and my two Toy Poodles China and C... (more)"

13. Elizabeth

Large yard for your furry family

Middletown, CT, 06457

Dog Boarding, Drop-In Visits, Dog Walking

About: I'm a young adult whom loves all animals. I have lots of energy to keep your pet active. For the past 13 years, I've raised my own dog, so I have p... (more)

14. Angela

I will make your dog laugh!

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"Angela is the epitome of animal-lover. A vegetarian for well over a decade and a devoted volunteer at an elephant sanctuary in Chiang Mai, Thailand, her comp... (more)"

Confirmed Memorial day Availability
15. Melissa

My little own doggie day care?

Middletown, CT, 06457

Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi my name is Melissa I am 25 years old I have had dogs since I was 3 years old! I currently have two of my own they are 2 and 3 years old one is a... (more)

16. Todd

A dog's best friend

Cromwell, CT, 06416

Drop-In Visits, Dog Walking

About: I have been a dog owner for about 25 years. Throughout my life I have had spaniels, danes, bulldogs, labs, and pit mixes. Currently I have a lab ... (more)

Confirmed Memorial day Availability
17. Lindsay

Responsible care for your fur baby!

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"Lindsay truly loves dogs! Her high energy as well as caring cuddle time will welcome and entertain your pup. She has helped me with my dog for years, and alw... (more)"

18. Erica

Kind, friendly, works from home

Portland, CT, 06480

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

10 repeat clients

"I've never used Rover before, but Erica has been pet sitting for me since 2008, and she does a great job. I have two dogs - a super sweet pitbull and really ... (more)"

19. Ray

2-story house with backyard

Middletown, CT, 06459

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

"Ray is caring and loving and incorporates socializing, play time, along with feeding the dog's feeding schedule. She is always on time and is responsible. (more)"

20. Alanna

Lots of time for your pups

Portland, CT, 06480

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"There are very few people I would ever trust my dog with, and Alanna is certainly at the top of that short list! She's caring, kind, and goes that extra mile... (more)"


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