Pet Sitting & Drop In Visits in Shelter Island, 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. Serina

Here to provide love and care!

Sag Harbor, NY, 11963

House Sitting, Drop-In Visits, Dog Walking

"Serina has been great. She has done two drop in visits and our Dude likes her a lot! She is on time, attentive, caring and has great energy. We will definite... (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

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. Marissa

Gives walks on the beach

Southold, NY, 11971

House Sitting, Drop-In Visits, Dog Walking

"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)"

Calendar Recently Updated
5. 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
6. Julia

Loving Care When You're Not There

Shelter island heights, NY, 11965

Drop-In Visits, Dog Walking

"Very reliable and professional. My dog is so much happier now! (more)"

Confirmed availability
This weekend
7. Gina

Dog lover with a ton of experience!

Hampton Bays, NY, 11946

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 slo... (more)"

8. 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)

Confirmed availability
4th of July
9. Meggie

*Experienced* & Loving Pet-sitter!

Sag Harbor, NY, 11963

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

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

10. roger

Dog Lovers/Fosters & dog portraits

Southampton, NY, 11968

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

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)

11. Elizabeth

Dog Mom 30+ years, Give Lots of TLC

Southold, NY, 11971

House Sitting, Drop-In Visits, Dog Walking

"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)"

12. 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)"

Confirmed availability
4th of July
13. Heather

Loving, trustworthy & reliable

Watermill, NY, 11976

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

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

14. 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)

15. 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)

16. Hannah

Dogs are my passion- I love them!

Southold, NY, 11971

House Sitting, Drop-In Visits, Dog Walking

"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)"

Confirmed availability
4th of July
17. Isabelle

Energetic College Dog Lover!

Sag Harbor, NY, 11963

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

"Isabelle is phenomenal at pet care. She has been walking my golden lab Maggie for the past year and Maggie always comes back smiling and egarly awaits Isabel... (more)"

Confirmed availability
4th of July
18. Meredith

Energetic, fun and dependable

East Hampton, NY, 11937

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

"Yes, FINALLY! A sitter I can count on in the hamptons!!! Meredith was amazing. She was very responsive via text, sent lots of pictures and updates and even b... (more)"

19. Grace

I’ve never not loved a dog ☻

Sag Harbor, NY, 11963

House Sitting, Drop-In Visits, Dog Walking

About: Growing up we had over a dozen happy animal companions in and out of the house, I loved every crazy minute of it. I started pet sitting two years... (more)

Confirmed availability
4th of July
20. Jared

Peaceful mini-vacation for your dog

SAG HARBOR, NY, 11963

Dog Boarding, Drop-In Visits, Doggy Day Care

"I have been absolutely thrilled with the Pet sitting services that Jared provides to my dogs. He is super responsible, honest and kind. His love of animals i... (more)"


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

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.