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Pet Sitting in Southold

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
 Christmas and New Year
1. Kaitlyn Verified Enhanced Background CheckRover 101

Never a dull moment with me around!

Clinton, CT, 06413

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

"Kaitlyn was amazing! I’d hire her again and again and again. Very communicative, she loved our dog and took such good care of her. There is no better dog sitte… (more)"

Confirmed availability
 Christmas and New Year
2. Jared Verified Background CheckRover 101

Peaceful Mini-Vacation For Your Dog

Sag Harbor, NY, 11963

Dog Boarding, Drop-In Visits, Doggy Day Care

"Our dog Hayden, 14 years old, has special needs. Jared completely understood and provided great care for him on short notice during our daughter's wedding we… (more)"

3. Sam Verified Enhanced Background Check

Positive Reinforcement = Happy Dogs

Old Saybrook, CT, 06475

Drop-In Visits, Dog Walking

"Sam has been so reliable and great with my puppy. I can’t wait to book him again!! (more)"

Confirmed availability
 Christmas and New Year
4. Kylie Verified Background Check

Pet lover house/pet sitter

Clinton, CT, 06413

House Sitting, Drop-In Visits, Dog Walking

"Kylie is great! She took excellent care of our young puppy. I would highly recommend her! (more)"

5. Brian Verified Background Check

I can be your dog walker baby!

East Hampton, NY, 11937

House Sitting, Drop-In Visits, Dog Walking

"Brian is a super easy going guy who was so excellent dropping in and watching my River dog. River absolutely loves it when Brian comes over and loves going fo… (more)"

Confirmed availability
 Christmas and New Year
6. Silvia Verified Background Check

Pet Love from Coast 2 Coast 😃🐕🧡

Southampton, NY, 11968

House Sitting, Drop-In Visits, Dog Walking

"Silvia was great! My dog loves her, would recommend. (more)"

Confirmed availability
 Christmas and New Year
7. Sarah Verified Enhanced Background CheckRover 101

Belly rubs and head scratches!

East hampton, NY, 11937

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

"Kind and punctual. Am relieved that we found someone we trust to help us out with our Dog. Highly recommend! (more)"

Confirmed availability
 Christmas and New Year
8. Maria Verified Background Check

Maria's Happy Tails boarding

Sag Harbor, NY, 11963

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

"Maria did a great job of keeping in touch during the stay. The house was clean and the dogs seemed very happy (more)"

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9. Sarah Verified Background Check

Dog lover - love to go on walks!

Cutchogue, NY, 11935

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

"Sarah is lovely and very attentive. She seemed terrific with small puppies and sent pictures and videos as requested. (more)"

Calendar Recently Updated
10. Jesse Verified Background Check

I have a Friendly 3 year old dog

Riverhead, NY, 11901

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

"Jesse is great with animals. He loves to spend time with them. He has a golden doodle of his own. He enjoys walking him and taking care of him. (more)"

11. Alexandra Verified Background Check

Lifelong animal lover and RN

East Hampton, NY, 11937

House Sitting, Drop-In Visits, Dog Walking

"I have never seen my dog fall in love with a human being faster than he did with Alex. She took care of our pup for one and a half week this June and I could n… (more)"

Confirmed availability
 Christmas and New Year
12. Ella Verified Background Check

Hikes, adventures and more

Sag harbor, NY, 11963

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

"Ella knows about dogs, she always shows up and does a great job. I trust her with my two dogs, one of which is strong and reactive. Ella, thanks for taking suc… (more)"

13. Lisa Verified Background CheckRover 101

Three Leashes, LLC

Greenport, NY, 11944

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

"Lisa was great with my new puppy. She was reliable and caring. She shared information with me in a timely manner. I highly recommend her but in a selfish wa… (more)"

Confirmed availability
 Christmas and New Year
14. Roger Verified Background Check

Because Pets are FAMILY TOO

Westbrook, CT, 06498

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

About: I Have taken care of pets all my life starting around age 11. I walked neighbors dogs and fed their cats when on vacation. I cared for my own cats an… (more)

15. Elizabeth Verified Background Check

Dog Mom 30+ years, Give Lots of TLC

Southold, NY, 11971

House Sitting, Drop-In Visits, Dog Walking

"No matter how long you look you will NEVER find a better pet watcher, pet lover, pet caregiver than Beth. She makes homemade dog treats, plays with your pets, … (more)"

16. Sandy Verified Background Check

Love dogs. Love animals.

Cutchogue, NY, 11935

Dog Boarding, Drop-In Visits, Doggy Day Care

"Sandy has helped care for my giant schnauzers and I can’t say enough good things about her. Sandy has an abundance of patience with my puppy. She has pulled th… (more)"

17. Sasha Verified Enhanced Background Check

I love Dogs and Dogs Love me!

Water Mill, NY, 11976

Drop-In Visits, Dog Walking

About: I am a dog owner of a 3 year old boxer mix. I help feed and walk her. I helped train her with my mom and I know how to work with them . I also know h… (more)

18. Daisy Verified Background Check

Pur-fect pet sitter

Southampton, NY, 11968

House Sitting, Drop-In Visits, Dog Walking

About: Hi there my name is Daisy. I take pet sitting very seriously as it is one of my favorite things to do, I have very extensive experience in pet sittin… (more)

19. Gina Verified Background CheckRover 101

Dog lover with a ton of experience!

Southampton, NY, 11968

House Sitting, Drop-In Visits, Dog Walking

"Gina is very sweet and was excellent with our dogs. Our dogs have anxiety and Gina came in with the understanding of that. She is willing to learn and go slow … (more)"

20. Dominika Verified Background Check

Doggy Bed & Breakfast

Southampton, NY, 11968

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

"Dominika was a fantastic sitter! 5 stars :) can’t wait to book with her again. (more)"


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Southold pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Southold, NY, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Southold pet sitters and avoid the kennel.