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.

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1. Rachel

A runner that would love company!

Middletown, CT, 06457

Drop-In Visits, Dog Walking

"Rachel was amazing! Her attention to our instructions and her ability to read different situations and ask appropriate questions was refreshing. The detail i... (more)"

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2. Madeleine

I’ll run & play with your dog!

Middletown, CT, 06457

Drop-In Visits, Dog Walking

"Maddie did a great job taking care of my dog. She’s very reliable and really loves animals! Highly recommended! (more)"

3. 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)

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4. Morgan

Professional pet sitter for 10 yrs

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"I would definitely recommend Morgan for dog sitting. She is super flexible and reliable. She kept me posted with pictures and messages while she checked in o... (more)"

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5. 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)"

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6. Christine

CHRISTINE'S DOG AND CAT SERVICES

Middlefield, CT, 06455

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

"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)"

7. Ashley

Teacher - flexible summer hours!

Cromwell , CT, 06416

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

"Great folks great care ? (more)"

8. Dakota

Your dog will never be lonely!

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"Dakota would make a wonderful, dedicated and loving dog caregiver for anyone in need of one. I can attest that Dakota is caring and gentle with all animals a... (more)"

Confirmed availability
This weekend
9. Kristen

Certified Vet Assistant

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"Kristen was great, would use again! (more)"

10. Sarah

Provide doggy cuddles or doggy play

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"Sarah was GREAT! She took care of our 1 year-old high energy, active blue heeler mix for 5 days while we went on vacation and did an amazing job! Took her fo... (more)"

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11. Elizabeth

Will take dogs for walks and hikes!

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"Liz was awesome and very thorough. She did a wonderful job caring for our chickens, goats, cats and senior dog who, basically, lives in diapers. Can't wait t... (more)"

12. Laura

Kind hearted, lifetime animal lover

Cromwell, CT, 06416

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

"Laura is just the right person we were looking for to provide care for our new puppy during the work week afternoons. She is incredibly easy to get in touch ... (more)"

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13. Lindsay

Responsible care for your fur baby!

Middletown, CT, 06457

Drop-In Visits, Dog Walking

"Thank you so much for the visits. Groot had a fun time. Great updates. Pictures were awesome (more)"

14. Hayley

I will walk pet feed cuddle

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"Very dependable! (more)"

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15. Erica

Kind, friendly, works from home

Portland, CT, 06480

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

"Erica is always very professional and responsible. I could not imagine a better sitter in the area. (more)"

16. Mashanda

You leave ‘em and I’ll love ‘em!

Middletown, CT, 06457

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

"Mashanda is great with dogs. She loves dogs and has been a dog owner for many years. She looked after my 2 poodles when I was away for work last year. I thin... (more)"

17. Dani

My job is to keep your dog smiling.

Middletown, CT, 06459

Drop-In Visits, Doggy Day Care, Dog Walking

"The communication was great! Dani always checked in when she arrived to my home and took pics during the visit. It helps to actually see whats happening at h... (more)"

Confirmed availability
This weekend
18. Christie

I love everything about dogs.

Middletown, CT, 06457

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

"I highly recommend Christie as a dog sitter. She has watched my dogs on multiple occasions and they are always well cared for. She is efficient, punctual, an... (more)"

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19. Alanna

Lots of time for your pups

Portland, CT, 06480

Dog Boarding, Drop-In Visits, Dog Walking

"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)"

20. Eiress

Love to hike!

Middletown, CT, 06457

Drop-In Visits, Dog Walking

"Eiress always does an amazing job. She comes in once a day, walks my dog, and always lets me know how things went with photos and regular updates. I don't tr... (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.