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 very good with our lab/pit and put our nervous minds at ease while we left him to go on vacation. She dropped in twice a day and gave us a really ... (more)"

Confirmed availability
Christmas and New Year
2. Christie

I love everything about dogs.

Middletown, CT, 06457

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

"Christie is Amazing & such an animal lover!! We use Christie to take care of our animals every time we go away. Our animals love her just like she’s one of ... (more)"

3. Alli

An active dog is a happy dog

Cromwell, CT, 06416

Dog Boarding, Drop-In Visits, Dog Walking

"Bailey loves Alli!! (And we do too!). Alli is incredible with animals and isn't afraid to get down on the ground and play with them. She's not timid or shy, ... (more)"

4. 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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5. Ray

2-story house with backyard

Middletown, CT, 06459

House Sitting, Drop-In Visits, Dog Walking

"I’ve used Ray twice now and plan to continue to book her first because she is very dependable and sweet and caring. Always takes the cutest pictures of my fu... (more)"

6. 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)"

7. Samantha

My #1 hobby is walking my pup!

Cromwell, CT, 06416

House Sitting, Drop-In Visits, Dog Walking

"Samantha is an incredible animal lover. She loves dogs and cats and is up for any type of animal care from a 1/2 pound kitten to a 180 pound large dog. She h... (more)"

Confirmed availability
Christmas and New Year
8. Christine

CHRISTINE'S PET & HOUSE SITTING

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)"

9. Kayla

I’ll be your dogs new best friend

Middletown, CT, 06457

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

About: Friendly, loving, caring, and loyal. Pretty I’m just much a dog myself but with human skills and thumbs. Looking for something during the day since... (more)

Confirmed availability
Christmas and New Year
10. Rebecca

I love to pet dogs so much!

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

About: The care I provide the dog owners and their furry little friends is of the utmost importance to me. Owners will love my my very close hands on appr... (more)

11. Alyssa

Smiley, energetic dog enthusiast!!!

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"A-1! (more)"

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12. Abbey

loving and attentive with all pets!

Middletown, CT, 06457

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

"Abbey would watch my 16 year old dog, Fuzzy when i would go away on vacation. I never returned to any messes so overall she did a great job. (more)"

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13. Seana

I am home full time. love to walk!

Portland, CT, 06480

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

"Seana has been around dogs of different breeds and sizes for most of her life. She is not only very loving and caring with dogs, but she knows when and how t... (more)"

14. Amy

Animal lover who loves long walks!

Middletown, CT, 06457

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

"Amy has been our regular dog sitter since we got our pup a little over a year ago, though not through Rover. She is communicative, send lots of pictures and ... (more)"

Confirmed availability
Christmas and New Year
15. Amanda

I’ll play and walk with your dog!

Middletown, CT, 06457

Drop-In Visits, Doggy Day Care, Dog Walking

About: I will always follow instructions on how to care for your dog. Will walk, play with and even cuddle with your dog. My house is spacious and so is m... (more)

16. 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)"

17. Erica

Kind, friendly, works from home

Portland, CT, 06480

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

"Erica takes care of my baby Chesney like no other. (more)"

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18. 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)"

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19. Jessica

Home full time animal lover!

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

About: I’ve had my own dog for 10 years and had experience with dogs before then, but she was the first pup I was fully responsible for. My life is all ab... (more)

Confirmed availability
Christmas and New Year
20. Ant

If I could I’d have a dog hotel

Middletown, CT, 06457

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

About: I’ll be very interactive with your pets & make sure they get the play they need. Also would be available all week long to provide any type of care ... (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.