Pet Sitting & Drop In Visits in Southold, NY

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

1. Payge

Currently raising a service dog!

Greenport, NY, 11944

Drop-In Visits, Dog Walking

"Payge has to be the most dependable and caring person I know. I have known Payge for over 10 years and she has always proven to take her work seriously. She ... (more)"

Confirmed availability
4th of July
2. Tyler

Tyler’s Menagerie: Home & Pet Care

Hampton Bays, NY, 11968

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Tyler Penny was a fantastic sitter for my golden doodle, Sasha. He watched her for approx a week and a half while I was visiting my parents in my Naples, Flo... (more)"

Confirmed availability
4th of July
3. Maria

Maria's Happy Tails boarding

Sag Harbor, NY, 11963

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

7 repeat clients

About: I'm a long time volunteer with Friends of the Homeless Animals and PAWS (Pioneers for Animal Society) and I have three rescue dogs of my own. I lo... (more)

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4. Shelby

I’ll run and play with your dog!

Peconic, NY, 11958

House Sitting, Drop-In Visits, Dog Walking

"Shelby is a dog lover. She has dog sat and walked my family’s dogs Rosie, Louie, and Millie throughout the years and never disappoints! She is both reliable ... (more)"

Confirmed availability
4th of July
5. Serina

Here to provide love and care!

Sag Harbor, NY, 11963

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Thank goodness for Serina! My normal sitter(neighbor) for my shiba Kenji and bengal cat Dan was out of the town the same week I was and had a friend refer me... (more)"

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6. Marissa

Gives walks on the beach

Southold, NY, 11971

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"This was my first time using Rover, and I could not have been any happier with Marissa. We booked her last minute, she was VERY responsive, even came over to... (more)"

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7. Meggie

*Experienced* & Loving Pet-sitter!

Sag Harbor, NY, 11963

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

1 repeat client

About: *Available for domestic & INTERNATIONAL house-sitting* Hi! I am a 29 year old Syracuse University graduate and published playwright/staff writer... (more)

8. Gina

Dog lover with a ton of experience!

Hampton Bays, NY, 11946

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"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 slo... (more)"

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9. Elizabeth

Dog Mom 30+ years, Give Lots of TLC

Southold, NY, 11971

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Elizabeth and Michael are the best. They take such good care of our two dogs. They always give me updates with every visit and give Jasmine and Lola so much ... (more)"

10. Kaitlyn

Your dog's newest human friend

Flanders, NY, 11901

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"I've known Kaitlyn for 15 years. From the day I met her she has been the most dependable, responsible, and caring woman I've ever had the pleasure of knowing... (more)"

11. Katrina

Will Love And Care For Your Dog

Sag Harbor, NY, 11963

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

About: I have plenty of years of caring for pets, especially dogs. I used to have a lot of animals in my home growing up, as they provided a sense of resp... (more)

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12. roger

Dog Lovers/Fosters & dog portraits

Southampton, NY, 11968

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

3 repeat clients

About: Amy and I work both from home so we have plenty of time to take very good care of dogs, go for walks on the bay beach 5 minutes away. We fostered m... (more)

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13. Meghan

Active Animal Lover

Old Saybrook, CT, 06475

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

"Meghan is very professional and responsible, she will put your dogs needs first. She has had a dog her whole life and he was the most important part of her l... (more)"

14. Jen

VanaStay Pet Sitting

Cutchogue, NY, 11935

House Sitting, Drop-In Visits

"Jen was amazing from the start. She quickly responded to any message I sent Her passion for her job and the seriousness which she approaches it made us feel... (more)"

15. Nina

7+ years of experience with dogs.

Greenport, NY, 11944

House Sitting, Drop-In Visits, Dog Walking

About: With 5+ years of experience taking care of my neighbors dogs, and my own, I can provide any services that are needed. I work with any size dog and ... (more)

Confirmed availability
4th of July
16. Heather

Loving, trustworthy & reliable

Watermill, NY, 11976

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

2 repeat clients

"Heather was responsive and kind to my dog. Her follow up was terrific and I would certainly use her again (more)"

17. Matthew

Graduate Student who loves animals

Southampton, NY, 11968

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

About: I am currently a graduate student for Physical Therapy at Stonybrook Southampton. I am in my second year of three and will receive my doctorate nex... (more)

18. Meredith

Energetic, fun and dependable

East Hampton, NY, 11937

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

6 repeat clients

"Very pleased with Meredith. We did a meet and greet and got a good vibe from her. Booked her to do a visit to the house. Pup seems to like her and she provid... (more)"

19. Hannah

Dogs are my passion- I love them!

Southold, NY, 11971

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Hannah was wonderful. We asked her last minute due to last minute travel plan changes. She was so accommodating and worked with the crazy schedule I gave her... (more)"

20. Alexa

Dog lover. Responsible.

East Hampton, NY, 11937

Drop-In Visits, Dog Walking

About: I really enjoy working with dogs. I took care of a Golden Retriever for about 4 years. I am a hard working person and very responsible. I worked fo... (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.